Courting Courtney, a short story by nukinit87. Date added: 2011-04-02. Times viewed: 6948.
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- Intro: Short story about a couple from the internet that tries their hand at a real life relationship. Het, Oral.
Author's Note: I wrote this story several years ago about a girl a dated for a very short time. I have since gotten married to someone else and my wife wants me to get this story off my hard drive, so here I am posting it on the internet for preservation while at the same time saying to my wife that it's not on my hard drive anymore. Anyways, this story is entirely true (I changed her name for privacies sake), each chapter was written within a few days of the event actually occurring. Everything in italics is my thoughts. My thoughts may seem a little odd to you, but I was most likely raised differently than you and I tend to have a lot of internal struggles and self doubt. If you don't like it or think it's weird, then too bad, this story was not written for an audience but for the eyes of myself and the girl in this story known as Courtney. But it's been 3 years and I don't give a shit anymore, so read away.
Chapter 1: First Impressions
"We're at J. Alexander's," the smooth female voice told me over the phone. I was getting off the highway onto the road I said I would meet this girl at, so I quickly tried to calculate how much time it would take me to get to the restaurant where she was waiting for me.
"Okay, I'm getting off 53 right now, so I should be there in about 8 minutes or so," I replied.
"Guess I'll see you then. I'm really excited to meet you," she said.
Courtney and I had recently met each other through an internet dating site. She had contacted me first, and in my desperate state I would have replied to just about anyone. But when I browsed over her profile I knew this girl was different. The first thing that greeted me was her beautiful smiling face. That alone was grounds enough for me try hard not to let her slip away. The more I read about her, the more attracted to her I became. We shared so much in common. So I replied and waited patiently for an answer from her hoping she wouldn't blow me off like all the other girls I tried to contact.
Long story short, we started chatting and exchanged phone numbers. Our original plan was to meet up on a later day, but she and her friends were in the area that weekend and my shift at work was cut, so she wanted to meet.
I arrived at the restaurant a little later than I thought and hoped she wasn't impatient enough to leave before I got there. I pulled into the parking lot and didn't see any sign that she was standing around waiting for me.
Damn, I wish she would've told me what kind of car she was in, I thought. I went around all four sides of the restaurant and didn't see her, so I just slipped into a parking space and gave her a call.
Shortly, a black SUV rolled around the corner, stopped next to my car and I saw someone getting out of the side opposite to me. I waved and said hello to the driver, but he seemed a bit skeptical dropping his friend off in the middle of a random parking lot with a complete stranger. Yeah, I'll admit, it wasn't the best place to meet someone, but I had to make due with what was available.
She looks even more beautiful in person, I thought as she walked around the back of the SUV toward me. I tensed up a little as I couldn't believe how lucky I was to get a chance with a girl like her. This is nuts, she is so out of my league. Why would such a gorgeous cheerleader ever consider dating a social outcast like me? I'm gonna need to give this my all if I want a shot.
Courtney was shorter than she looked in the pictures I saw of her. It didn't matter to me though, I had a thing for short women. Something about being able to rest my chin on her head turned me on. Her dark brown hair was a little more than shoulder length, and looked silky smooth. She wore it down so it covered her neck and she brushed it back behind an ear as she walked up to meet me. Her generous hips swayed with each step, the seductive curves of her body accentuated by her tight jeans and shirt. The zipper of her white hoodie was open slightly and a good amount of cleavage was on display. Her large, supple breasts caught my attention for a brief moment. I couldn't resist. I quickly reverted my eyes to her pixie-like face and cute little smile hoping she didn't notice as she stretched her arms out to me.
We greeted each other with a brief hug, trading "Hello's" and "Nice to meet you's."
"So, where do you want to go? You should really eat something. It'll make you feel better," I asked after we both got into my car. She had told me earlier on the phone that she was feeling nauseous and might not get anything to eat. Whether it was from the rides at the amusement park she was just at or the anxiety of meeting me she didn't say.
"I don't care where," she said. "Maybe I'll get some fries or something."
"Okay, I'll just start heading over to my place then, and if you see any place you want to stop just let me know."
I took a moment to make eye contact with her before heading out. She was so pretty it made my stomach flip. I was so nervous. Don't you dare fuck up this chance, Steve, I said to myself. She's at least twice as pretty as the other girls you've dated, and more of a woman than they'll ever be. Those boobs are calling you, man.
We made the usual small talk during the drive. The whole "How was your day?" thing, and a few other questions to learn more about each other. We had talked for a long time on the phone and over the internet for the past few days so we already knew quite a bit about each other, but there was so much more to learn. We eventually wound up back on the topic of food and Courtney mentioned that she could go for a shake too.
"Mmm, a frosty sounds good," I suggested. "How about Wendy's?"
"Yeah, I love their new frosties," Courtney's face lit up with a smile. "Have you had them?"
"No, I haven't had a frosty in a long time. If we don't see a Wendy's up here, there is one that's pretty close to my house we can go to."
We got back on the highway and our light conversation continued the whole car ride. We talked about everything from the music we like to listen to, what movie to watch when we got to my place, and a mish-mash of other random topics. While there was a lot we had in common, we soon found out there were several things we did not have in common. That was a good thing though. A couple that's too much alike wouldn't have as much fun. It's always good to go out and explore what your significant other enjoys doing, because who knows, you may enjoy it too.
We got to Wendy's pretty late and tried to get in, but quickly found the doors were locked. I had totally forgotten when they closed the dining room. There were a bunch of young high school kids hanging around in the parking lot just goofing off and most likely planning some sort of silly mischief, so when I came up with the idea of just going through the drive-thru and eating there in the parking lot I hesitated. But I figured they would probably leave soon anyways, so I brought it up. Courtney agreed and we headed back to my car when suddenly one of the teenagers shouted at us.
"Hey, if I give you a few bucks could you get me a double stack with cheese?" the request fell on deaf ears as I ignored him, shook my head in amusement and chuckled.
We drove around the side of the building to the drive-thru, got our food, and drove right back into the same parking space.
"I wonder if they still have picnic tables here," I contemplated out loud. I remembered this particular Wendy's having a small patio on the outer edge of the parking lot with some picnic tables, but it had been a long time since I had been there. I got out of the car to inspect and sure enough there were three stone picnic tables each with three little benches. "Wanna eat on the picnic tables?"
"Sure! It's a beautiful night to eat outside," said Courtney.
We took our bags of greasy fast food to the little round tables. The bench we sat on promptly tilted, causing awkward giggles from the both of us as I nearly fell on my ass. I regained my composure as we sat on a different, sturdier bench. The night sky hung beautifully above us, the clouds blocking the stars leaving only a blanket of darkness overhead. It was warm for October. The Indian Summer made it feel like the middle of June even after sundown. I wondered how Courtney wasn't sweating in her hoodie.
We got around to talking about gymnastics and tumbling while we ate. One of the things we had most in common. Through cheerleading Courtney had learned some basic tumbling moves, and seemed very interested in it. I had a bit more experience though being a former gymnast for nearly ten years. I had mentioned that I had my entire senior season from high school recorded onto dvd. I could tell I had piqued her interest with the topic so I did as much as I could to make myself look more impressive.
"Oh! Can we watch that instead of the movie?" she asked exactly what I was hoping she would.
"It's about six hours worth of gymnastics, but sure we could watch one of the dvds," I said.
We finished up eating and went on our way. I took the back roads to my place all the way through my little subdivision, which was actually about the same size as the entire town she lived in. That fact still amuses me. Courtney zipped up her hoodie all the way as I pulled into my driveway.
"I don't want to make a bad impression on your parents, or make them think I'm a slut," she explained.
"Psh, it's kind of hard to hide cleavage like that, and besides, the only way you'd make a bad impression on my parents would be if you walked into my house in nothing but a bikini," I reassured. "My parents will love you."
I could tell she was still a little nervous as we walked up to my door. I mean hell, she just met me no more than an hour ago and now she was about to meet my parents. I'm surprised she was willing to meet them so soon. A series of greetings and introductions ensued as we walked into the house and down half a flight of stairs to where our entertainment center was. I put in one of the gymnastics dvds after a minute or two of searching and we sat down on the love seat in front of the tv. And to my dismay, my parents had decided to stay and watch with us.
My parents had known I was bringing a girl home and wanted to use the entertainment center, so I was hoping they would have the common courtesy to give us a little privacy. I felt more attracted to Courtney the more I talked to her, and I wanted to just cuddle up on the love seat and watch the gymnastics. But having both parents there, mom doing a crossword in the recliner next to us and dad doing whatever it was he was doing on the computer, would have been a little awkward because I knew my parents would have said something the moment we even started holding hands. So we just sat there, side by side.
I talked to my dad or tried to explain to Courtney why certain events had significant meaning throughout a large portion of the two hours. When I realized what I was doing, I felt really bad in case she felt like I was ignoring her. And that was another reason why I had wanted to just be alone with her. I knew I was going to reminisce with my dad if he stayed.
Near the end of the video, Courtney began to yawn. Hoping it wasn't because she found me or the gymnastics boring, I asked, "A little tired?"
"Yeah," she sighed. "It's been a long day."
"I'd imagine," my dad butted in. I shot him a glare, but he ignored me. "You must've had to get up pretty early to get to Great America coming all the way from Braidwood."
"Seven in the morning."
"I'll take you home after this dvd is over," I said. "You can take a short nap in the car on the way."
Courtney looked over at me with drowsy eyes, smiled, and cooed, "Okay."
When it was over, my parents said their "Goodbye's" and obligatory "Nice to meet you's" to Courtney as we were leaving.
"Well, I am thoroughly impressed," Courtney said softly as we walked out to my car. I exhaled a breath I hadn't realized I was holding, and felt relieved to know she enjoyed it as most people probably would have found it boring.
"Thank you," I blushed, unnoticeable in the dark of the night. "I worked pretty hard for it. Gymnastics was my life in high school."
"Do you mind if I cuddle up with you as you drive?" she asked as I started the car.
"Not at all, make yourself comfortable," I put my arm around her shoulder as she raised the armrests between the seats so she could rest her head on my chest. I could feel an ache in my loins already as she rested her hand on my thigh. After being single for over two years and having almost no intimate contact with women in the meantime, it was very difficult to control my excitement especially considering the feelings I was starting to have for her. I tried not to think about it so hopefully the boner would go away before she noticed. I didn't want to get called rotten little pervert like with the last girl I tried to date.
The drive back to her house was opposite the drive to mine. For the most part it was silent as she tried to rest. I felt so comfortable with my hand around her. I wished I didn't have to pay attention to the road. With her eyes closed, I knew she wouldn't be able to tell where I was looking, so I snuck a few glances at her enormous boobs. They looked so plump and soft like big ripe tomatoes. I just wanted to reach down and squeeze them.
Just one little squeeze... No! You shouldn't be thinking that, I said to myself. You just met this girl. It's disrespectful. I don't care if you've got a titty fetish. Remember that whole "I'm one of the few keeping chivalry alive" speech you gave your last girlfriend? Yeah, that one. Stick to it, because this fine specimen of woman certainly deserves it more than that bitch ever did.
I drove for quite a while with Courtney resting under my arm until I noticed several cops had people pulled over in about a five mile stretch. I gently shook her to make sure she awake.
"Hey, maybe you should sit up and just lean your seat back or something," I suggested. "Looks like a lot of cops are out tonight. I'll wake you up again when we get close to Braidwood."
She mumbled incoherently as she straightened up, leaned back, and closed her eyes again. It made me smile. Her presence alone made me happier than I had been in a very long time. Right when I was coming to terms with the fact that I would be single for the next six years due to military service and was about to just give up on my search entirely, this beautiful, intelligent, and all around amazing young woman basically came out of nowhere and swept me up in a raging river of emotions I hadn't felt in many years. A storm in which I would later be very glad I got caught.
Courtney was already awake when we approached the Braidwood exit, and she led me to her house, which wasn't very far from the highway.
Should I walk her to her door? I thought as I pulled into her driveway. Or is that too cliche? Goodnight kiss on the front porch? Ugh, even more cliche. Just a kiss in the car? Too informal. Should I even kiss her at all? Is it too early to kiss her? I've only known her a couple days. I could really use a nice kiss though. Oh fuck it, I'm going for it, uber movie cliche style.
"I'll walk you to the door," I said getting out of my car. I was about ready to head to her front door when I saw her start heading around to the back. So I followed.
On her back porch, we embraced each other once more. Being wrapped in her arms and holding her in mine felt so good. My heart started racing and I felt the throb in my manhood once again.
Shit shit shit! I hope she doesn't notice. It's like right up against her stomach. How could she not notice? Oh, I don't want to let go of her, but this could get embarrassing fast if she says something about it. What should I say if she says something? I gotta do something quick or she'll think I'm a dirty pervert. Damn it! Think about baseball. Think about baseball. Think about baseball. Crap, gotta go for the kiss now or never buddy...
My thoughts were suddenly interrupted as she rocked up on her toes and gave me a warm kiss on the lips. I had kissed a few girls while I was single, but nothing ever got me going like that kiss. There was so much chemistry between us you could almost see sparks as our lips met. The kiss only lasted a brief second, but it seemed like minutes. Time slowed just enough for me to savor the moment of sheer bliss.
"Goodnight," she cooed. "Can't wait to see you again."
Oblivious to the world around me, I said my "Goodnight" and walked back to my car to try and calm my raging hard-on. I could have been smitten by lightning right there and died a happy man. There was definitely something special forming between the two of us, and I was eager to find out what it would become.
Chapter 2: The Start of the Adventure
It had become a nightly ritual for Courtney and I to talk together on the phone. For the week following that first meeting we spent every night in conversation. Everything from light small talk about work to deep meaningful discussion topics were covered. We had even stayed up until three in the morning locked in a four hour long passionate conversation on the topic of love and sex, exploring each others ideas, and still continuing to learn about each other. I was falling hard and fast for her.
I had another change for the better in my work schedule that week. I had originally been scheduled a full friday shift, but a coworker had called in with an emergency and I wound up trading my friday shift with her wednesday. This allowed me to have enough time to drive down and visit Courtney that evening to watch her high school's homecoming football game with her.
I drove down friday evening, as Courtney still had to work until five thirty. The drive was much longer than it was the week before when I had taken her home. However, this was partly due to rush hour traffic mixed with construction lane closures, and not to mention I couldn't wait to see her again. The butterflies awoke in my stomach at the thought of being close to her again. More hugs, more cuddling, and more kisses excited me and before I knew it I was pitching a tent.
Rain gently splattered on the windshield as her lovely round face filled my thoughts. Her big brown eyes stared longingly at me. She had the cutest little nose and her full lips curled up in a smile revealing the pink rubber bands around her braces. Not sure why, but those braces were a huge turn on. It was hard to believe such a young and innocent looking face belonged to a woman so mature. I just wanted to reach out and brush her cheek with my fingers or run them through her long hair.
I suddenly snapped back to reality as the traffic started moving again. I looked at the clock, almost five forty-five. I was hoping to get to her place by six, but at the rate traffic was going I wouldn't get there for at least another forty-five minutes. Maybe I should give her a call to let her know I'll be late, I thought.
Just as I was contemplating giving Courtney a buzz, I felt my phone vibrate in my pocket. I smiled knowing it was her.
"Hey baby!" I answered. I typically didn't use nicknames for anyone, but for her I would make exceptions. "How was work?"
She proceeded to describe her day. I enjoyed hearing her talk. Her smooth, angelic voice was very sensual and it turned me on even more. I eventually got around to explaining that I would be late, but it didn't matter to her. The game started at seven, so we had plenty of time.
I was a little nervous as I drove into her town. I always had a fear of meeting the parents of girls that were special to me. I wanted to make as good an impression as I possibly could just to make sure her parents would know she was in the best care. Everyone knows a father and mother would never want their daughter to date anyone they felt was incompetent.
When I pulled up to her driveway, I saw her wave through her window and then run out the back door to meet me. Her parents were outside about ready to leave and pick up a pizza, so I quickly got out of my car as Courtney introduced me to them. I confidently shook her mom's hand as she said "Nice to meet you," and went around the back of their truck to give her father a nice firm handshake.
Courtney showed me into her house where I met the rest of her family: her older brother, and hyperactive dog Daphne. She pulled me into her room for a quick hug and kiss. It felt so good. We took a moment to relax on her couch as we waited for her parents to return.
I felt a little out of place while we ate as her family talked about many things that I couldn't relate to, but I was able to put in my two cents every once in a while. She had a nice family. One that I wouldn't mind being around more often.
It was still drizzling a bit after we ate and getting colder by the minute, so Courtney was contemplating whether or not to go to the game.
"Football is meant for bad weather," I joked. "What fun is a football game without being cold and wet?"
"Yeah, I know," she said. Then she asked her parents, "Are you guys going?"
"We'll probably show up for a bit," her mom answered as she cleaned up the table. "Grandma and Grandpa will be there as usual."
I spent the next few minutes trying to convince Courtney to go, and she eventually caved. She bundled up and picked up a couple warm blankets and we headed out to her car.
Bundled up under the blankets we kept as warm as we could in the light rain. I often held her hand in mine under the blanket, or wrapped an arm around her keeping her close and hopefully warm. Watching the game brought back many memories of my days in high school. Being in the marching band, marching at football games and stuff. Many fond memories, so I decided to share them with Courtney and she shared a few with me. Several of her old friends were there, and most stopped by us to say hi. I kinda just watched the game cuddling up close to her to stay warm while she chatted with her friends.
She started introducing me to her friends as her boyfriend. It made me feel so proud. We had discussed it the night before and mutually decided we should consider our relationship to be more than just friendship despite the fact that it had barely been over a week since we had first met online. But it all felt so right. All the pieces were falling into place, and it seemed like fate for us to be together.
This is my boyfriend, Steve. I like the sound of that, I said to myself. Just hearing her say that made my heart flutter and my stomach tingle.
We only stayed through the halftime show. At that point her high school team was winning and would probably continue to win the game. We watched the marching band during halftime and the cheerleaders before deciding it was getting too cold to stay considering we weren't quite bundled up enough. We shivered all the way back to her car, hand in hand.
We had arrived back at her place before her parents, who decided to stay till the end of the game, and her brother had gone over to his girlfriend for the night, so we had her house all to ourselves for the time being save for her crazy little dog. We decided to pop in a movie and cuddle on her couch. Every once in a while she would tilt her head back and I'd lean in for a kiss. It felt so nice. I felt that dull ache in my crotch once again and carefully moved my arm over the bulge that was inevitably forming.
This is gonna suck if I keep getting hard-ons this fast, I thought. Maybe it'll help if I finally get laid... Shut up, she deserves more from you, idiot. You're just not used to womanly contact.
More often than not our semi-romantic mood was burst by the shenanigans of Daphne. She spent a good five minutes chewing on her bone right up against my knees. She would jump up on the couch and walk over us, sometimes standing exactly where I did not want her to stand. When a dog stands on your erection, it tends to hurt no matter how small the dog is.
Her parents came home about halfway through the movie announcing that the home team had won. Her father didn't stick around long and went straight to bed, but her mother decided to sit down and watch the rest of the movie with us.
Damn, another potentially romantic night foiled again, I thought. I really wish we could get more alone time. I want more kisses, but I don't think her mother would want to see us kissing so soon.
So we just watched the rest of the movie, my hand around her shoulder and a blanket over our legs to keep us warm.
I had remembered Courtney mentioning her mother would approve of a guy if he felt comfortable making conversation in her house, so after the movie when Courtney had gone to her room for a minute I decided to strike up a discussion with her mother. I could tell Courtney was getting tired when she came back out, and I knew she would have to get up early in the morning once again for the plans we had scheduled the next day, so I decided it was time to wrap things up and let her get to sleep.
I grabbed my hat and shoes from her room and she walked me out to my car. I turned around and pulled her into a strong hug once we were outside in the driveway. After a minute or so we both leaned in for a kiss. Our lips met for a few seconds before pulling away just barely. We paused for a brief moment less than an inch from each other's faces and then kissed once again, longer and more passionately. But Courtney wasn't content yet. We kissed one last time and she parted her lips, letting her tongue slip through, but I was not quite ready. Her tongue met the barrier of my lips, but did not slip past. I pulled away and said my goodnight before getting into my car. Her plans would have to wait until tomorrow night. As much as I wanted it right then, I knew it would be better to wait.
Chapter 3: Warmth on a Cold Night
I woke up the following morning to a text message from Courtney saying she got off to a late start. I looked at the clock and it wasn't even eight yet, so I knew her late start would still get her to my place pretty close to nine if traffic was clear. I was excited for the day ahead, for each of the other times we were together was only a few hours at a time. Today we would spend all day together.
Courtney had originally wanted to follow me home the night before and spend the night at my place so she wouldn't have to wake up so early, but her mother wouldn't allow it. It was completely understandable though, considering how long we had known each other and that her parents had only met me once. The distance between us was both a curse and a blessing.
Together we drove up to meet my brother and his wife who we would be spending the day with. It would be a fun filled day of excitement, scares, laughs, and screams. Riding roller coasters, eating expensive and greasy food, and wandering through dark haunted houses. The day was warm, but quickly cooled off as the sun went down. Despite the number of layers Courtney was wearing, she started getting cold in the dark. The hot chocolate she got for us helped a little, but I could still feel her shiver as I wrapped may arms around her waist.
I had gotten much more comfortable showing my affection for her in public that day. I kept seeing my brother and his wife embrace each other and kiss while standing in line, so I figured it wouldn't be a big deal if Courtney and I did as well. A quick peck on the lips here and there. Each time felt more relaxing than the last.
God I wanna make out with her so bad, I thought numerous times throughout the day. I'll just have to wait till we get back to my place. The parents are gone and I've got the whole house to myself. Should be careful though. Better not let things get out of hand.
Courtney started getting tired once again near the end of the day. I had to admit, it was a very long and tiring day and even I was getting a little sleepy. She took another nap on the car ride back to my place, and I started getting worried. Her mom had wanted her to come home that night, and I knew she was not fit to drive an hour by herself, so I tried to come up with a way to get her home and prevent facing her mother's wrath. I offered to drive her back if she wanted to just come back tomorrow and pick up her car from my place, but she just kind of mumbled and said "I don't know."
We pulled up to my house and decided to just relax for a while. She had called her mother and asked if she could stay overnight because she felt too tired to drive, but once again her mother denied her. Maybe after a short nap she would feel well enough to drive home.
We kicked off our shoes and went down to recline on the love seat in our entertainment center.
"Do you want to take off your jacket?" I asked.
Dumbass! Now she'll just think you want to get her clothes off. Real smooth, retard.
"No, I'm okay," Courtney yawned as she curled up to sleep facing away from me. I snuggled up against her back, slid an arm under her side, and draped my other arm over her. We laid together like that for what seemed like a long time. I felt so comfortable and content with her in my arms like that.
Mmm, I could stay like this forever. I was kinda hoping we could make out or fool around for a while, but I don't want to wake her up. This is nice too though. I could definitely get used to this. I wonder if she feels my boner up against her butt.
Figuring I wouldn't get any action I simply closed my eyes and tried to rest. It wasn't long before Courtney sat up and shifted positions to face me. With my arms still around her, she lay back down with her face mere inches from mine.
Score! Time for some fun.
Seeing her beautiful face so relaxed and calm, I couldn't help but lean in and kiss her. While still half asleep, she returned my kiss, and even more forcefully a second time.
Looks like I'm not the only one getting horny.
Once again, she parted her lips, and I accepted the open-mouthed kiss with glee. Our tongues began darting in and out of each other's mouths, dancing around each other. She still had the lingering taste of chocolate on her tongue. It was sweet and smooth as I licked the taste from her. Unafraid of people seeing or being interrupted, we continued to kiss, lips locked together in raw passion.
Damn, she's good at this. I gotta pull something out of my ass or she'll know I have no idea what I'm doing. Maybe a romantic movie love scene move or something. Oh! I got it!
Suddenly I lifted myself up on my right elbow and rolled her over onto her back as I tried to straddle over her only breaking the kiss for a brief second before diving back in. Unfortunately I was stopped short by the armrest of the chair, so I wasn't quite completely on top of her. She didn't seem to care though.
"Oh Steve!" Courtney said playfully. We both giggled before resuming to kiss. I was never one to do anything like this with the other girls I've dated, but I was determined to make this as enjoyable as possible. I wanted her to have the best experience ever without having sex. At that point I wanted her so bad, but I knew it was too soon.
This is getting a little uncomfortable with my knees wedged in between the seat cushions. I want to take her to bed, but how can I ask without implying that I wanna fuck her?
My heart was pounding and my arms started to shake from anxiety and adrenaline, so I broke the kiss and rolled off of her giving the both of us a short breather.
"They may call these love seats, but they certainly are very awkward for these kind of things," I joked. I caught a glimpse of ripe mounds beneath the jacket she still wore before she rolled over to face me again.
Ohh I wanna squeeze 'em so bad! Should I go for it? No. Maybe. Well, I don't know. I'll wait a bit. Maybe a little more making out and she won't mind if I do.
"You're silly," Courtney giggled as she leaned in for another kiss. Our tongues began to dance again and the mood became much hotter. I finally built up enough courage and slowly moved my left hand from her side grazing the felt of her jacket all the way to her right breast. I tried giving it a gentle squeeze but the fours layers she was wearing was too thick to get a good grip.
Okay, hand is on tit... wait for resistance... she's not pulling my hand away... okay, I'm good to go. Commence fondling.
I tried to massage as best I could through her jacket, but the barrier was too stiff. Just then I heard a metallic clink. We paused and realized there was a large amount of change falling out of my pocket and sliding down through the seat cushions to the tile floor below.
We need a better place to do this. Fuck it, I'm taking her to my room.
"You wanna go up to my room? It'll be more comfortable on my bed," I asked. Then I added just for good measure, "I'm not suggesting anything."
"Yeah," she whispered.
We climbed up to my room on the second floor and climbed into the top bunk of my bed.
"You sure you want to keep your jacket on? You may get a little warm up here," I said as I started to unbutton her jacket.
She nodded quietly and I took my hand away. Courtney obviously had different plans than I did as she curled up away from me again to sleep. So I spooned right up against her.
Oh man. I'm so horny and she wants to fall asleep...
It wasn't long, however, before she rolled over and started to kiss me. Almost immediately my right hand gravitated towards her boobs and started rubbing again. She obviously wanted more as she reached down to lift up the side of her jacket and shirts. She broke the kiss for a moment so I would look, and my hand meandered down and under the shirts before lips latched back onto hers. Her skin was smooth as silk as I passed my hand along the side of her midriff. I tried to finagle my fingers under her bra only to find the underwire impeded my progress.
Damn, not gonna fit under there. Guess I'll have to go over. At least it's better than trying to feel her up over four layers of clothing. I'll say something in a bit, maybe she will finally take off her jacket.
It was a tight fit under all her clothes as I squeezed and fondled her soft bosom. Trying not to focus on just one, I alternated breasts every few seconds. I had always known her boobs were quite large, but feeling them just through her bra made me finally realize exactly how large they were. I couldn't even fit them in my hand, and my hands are pretty damn big. I had to get a better feel.
"It's kinda tight under here," I hinted.
Courtney obviously took the hint quickly and sat up. Without hesitation she unbuttoned and removed her jacket, and slipped her sweater up over her head whacking her elbows against the ceiling. She must have forgotten we were on the top of my bunk bed.
"Oh! Yeah, watch out. The ceiling is kinda low," I said a little too late. She just smiled and threw her sweater to the side revealing the white tank top with lace that she wore underneath. As she sat straddling me, I took the opportunity to remove my own shirt, something I had never done with any other girl.
"Whoa! Hello window," she exclaimed when she saw the open window on the other side of my room.
"Oh, don't worry about it," I said reassuringly. "My neighbor is never home, and nobody else has windows that face this way."
In the dim light in the background, I could still see a slight twinkle in her eyes as she leaned over to kiss me again resting her weight on her elbows beside my head.
Hot damn, she's aggressive. This is fucking hot! I've met some pretty aggressive kissers, but this is so far beyond that. There's gotta be more than just sexual energy here. I've never felt this way before.
The more we kissed, the more passionate our kisses became. Occasionally, she would stop and suck on my tongue or lip, and each time I would let out a gentle moan. It felt so damn good. I wanted so bad for her to touch me, but I thought better of it. I didn't want to rush things, and even though everything just felt so right, I could tell we were going too far already. But I didn't want to stop.
She rolled off and we continued swapping saliva side by side on my bed. Slowly, I reach up under her tank tops, gently grazing her smooth skin as I resumed caressing her breasts. It felt nice to the touch, but I wanted more. I tried to slip my hand under the topside of her bra with little success. The position we were in made it rather awkward, so I followed the fabric of her bra around to her back. I found the hook, and with one hand I struggled a little and within a few seconds it unlatched.
Fuck yeah! First time taking off a girl's bra and I did it with in the hand in the dark. I think I've found my new hidden talent.
"Haha, first time I've done that," I laughed.
"Ooo, and with one hand," Courtney exclaimed.
We both giggled a bit and went back to sucking face. I slid my hand back around to her front, keeping my fingers underneath her bra. I was filled with glee when I finally reached my goal and began to knead the soft orbs. The skin on skin contact was nice, and something I hadn't felt since my first girlfriend over four years ago.
I could tell I was definitely doing something right as I massaged her twins when she started to breathe heavily and let out soft moans. I found a nipple and rolled it between my thumb and forefinger. To my excitement, it hardened quickly after a few seconds.
"You like this?" I whispered in her ear.
I was rewarded with yet another moan as I continued my work moving to the other nipple.
This is so hot. Getting her off is getting me off. I wonder if I can get her to orgasm tonight. I wonder if she'd be willing to do the same for me.
Just then I heard her phone ring from downstairs.
Fuck! That's probably her parents. She's gonna get in so much trouble for staying here tonight. Romantic mood, shattered.
Courtney quickly got up and ran downstairs to get her purse. I laid there on my bed, nervous with my heart pounding. I didn't want her to get in trouble by staying with me, but it seemed like she didn't care. I glanced over at my clock. It was almost one in the morning. We had been making out for well over an hour straight. Within moments, Courtney came bounding back up the stairs into my room, texting something on her phone.
"Who was that?" I asked as she climbed back into bed.
"Jess," she replied. I breathed a sigh of deep relief. "I told her we were making out like hardcore."
She put her phone on the shelf next to my bed and started to lay down next to me again.
"Isn't that a little uncomfortable?" I asked pertaining to the loose bra that still hung from her shoulders. I grinned as I said, "You probably don't need that anymore."
Courtney gave a sigh and sat back up as she slipped the straps off her shoulders. Her phone rang again and she reached over me to pick it up.
"She just asked 'Right now?'" Courtney giggled as she typed a reply. She set the phone down and sank back into bed with me. I noticed her bra was still poking out of the top of her tank tops, so I pulled it out of her shirt for her and tossed it with the rest of the clothes that had piled up at the foot of the bed.
Now, where were we? Oh yes, we were making out. I wonder if she'll let me finger her.
As we locked lips again, I set my right hand on her outer thigh and cautiously inched it towards the crotch of her jeans. When I reached the sweet spot I started to rub, but she quickly grabbed my wrist and pulled my hand away setting it back on he boobs again.
"Not tonight, baby," she said gently.
As disappointed as I was, I figured she was probably right. It was too soon for that. So I focused on something else. I played around with her boobs again and started to mimic some of the moves she made with her tongue and mouth. Occasionally she would whip her tongue around really fast inside my mouth, so I would retort, our tongues slapping around between our lips. It made me giggle every time. Every time she gave me an opportunity to suck on her tongue or lip, I took it, and every time she would let out another moan of pleasure.
God I don't think I've ever been this horny. This is ten times better than watching porn. I still wanna get her to orgasm, but she won't let me touch her vag. Hmm, I wonder...
I suddenly got an awesome idea. Something I had wanted to try with my previous girlfriends, but never got the chance to. I rolled over on top of her and she spread her legs to make room for my waist, never breaking the longest kiss ever. Supporting myself on my left elbow and right hand, I began to rub my hips up and down between her. My erection pressed firmly against the front of my jeans caused friction against hers. I continued to work my hips against her womanhood and I slid my left hand behind her neck to hold. So much passion and emotion came crashing down around us as I increased the force of my movements, latched onto her breast with my right hand, and she began thrusting her hips up against mine. Her breathing became heavy and her moans louder. Pumping, and thrusting, and squeezing, and kissing, we moved as one, dry humping each other. It was the hottest thing I had ever experienced.
Come on, Steve. Keep it going. This is like a softcore porn right here. Make her cum for you. I know it's tiring, but you can do it.
After what seemed like ten minutes, but probably wasn't even one, I began to sweat profusely and breathe heavily. My arms were getting weak and shaky, so I rolled off to the side again to catch my breath and calm down.
Damn it. You could've kept going, pussy.
"Phew, that's hard work," I exhaled.
"Mmm, that was hot," Courtney mumbled as she rolled over to face me.
"Yeah, it was. I've never done that with anyone before," I said as I started feeling her up again. What? Her huge knockers were amazing, and I couldn't get enough of them. I'm not quite sure what got into her since she seemed a little reluctant to completely remove her bra, but just then she decided to slip the straps of her tank tops off her left shoulder to completely expose the breast. I wanted to look, but she quickly took my attention away from it by more kissing. The easy access to the ripe orb of flesh was great. I liked not having to wiggle my hand around under shirts to get at them.
It was getting close to two o' clock when we decided to take a rest. Making out for so long is exhausting. She must not have wanted me to see her naked breast as she covered it with her hand as she replaced the straps of her tank tops on her shoulder. I climbed out of bed to change out of my jeans and into something more comfortable as well as turn off the lights we left on downstairs. Courtney asked me to turn out the light as I came back into the room. I climbed back into bed, and together we spooned as we slept for the next few hours.
I awoke with a start in the middle of the night. My left arm had somehow been wedged under Courtney's shoulder instead of under her neck like it had been before we fell asleep, and it had lost all circulation. I stretched my neck around to look at the time so as not to wake Courtney.
Fuck! It's only four in the morning? I won't be able to get back to sleep unless I pull my am out from under her, but if I pull my arm out I'd probably wake her up, and I don't want to wake her up. Damn, I guess I'll just lay here for a while then.
I shifted onto my back without trying to move my arm, but I guess Courtney must have felt something. She groaned softly as she shifted slightly.
"Hey baby," I heard her say.
"It's four in the morning, and I'm wide awake," I said plainly. "Here, let's switch sides, because my arm is asleep."
Previously, I had been on the side on the narrow bed facing the middle of the room, and she had been up against the wall. So when I got my arm free, I climbed over Courtney as she rolled over to the other side under me. I wasn't sure if she wanted to sleep or not as when we were all settled she took the arm I had draped over her and placed it directly on her bosom.
I guess this means I can play with them some more. She should know by now that if she ever purposefully places my hands on or near her tits, I'm going to play with them.
So that's what I did. And after a while, she rolled over to face me and the dancing of tongues ensued once more. I became a bit more adventurous and slid the straps of her tank tops down myself until both breasts were exposed. No longer were my movements limited by fabric and my caresses became more forceful. I even positioned myself so I could use both hands. Rolling her nipples between my fingers and kneading her breasts like dough I continued to thrust my tongue into her mouth. Her moans muffled out by our kisses.
To my surprise, I suddenly felt a light touch on the well-defined bulge at the front of my pants. It was hard to tell in the pitch black of the room, but when I looked down for a moment I could see her hand gently stroking me. After not letting me touch her, I never thought she would touch me.
Oh my god, that feels great! It's been way too long since anyone's done that.
"Can I touch it?" Courtney whispered sensually into my ear.
Knowing we had gone too far already, I hesitated slightly. I wanted her to do it so badly though, so I told her, "If you want."
I felt her slide her hand up to my lower abdomen and wiggle her fingers underneath the elastic of my boxers.
I wonder if she will notice that I keep the area trimmed short.
I let out a gasp as I felt Courtney wrap her fingers around my manhood. I felt the shaft grow a little more, so much that it almost hurt.
"You're big!" she cooed as she gripped it tightly and began to stroke.
In my scrambled state of mind due to lack of sleep and extreme arousal, I could have sworn she called me a pig. But at that moment in time, I couldn't have cared less. I was in pure ecstasy.
Courtney continued to work with my tool inside my boxers with the occasional light kiss. Faster and faster she stroked. While that kind of thing works with my own hand, it just wasn't doing it for me then. Maybe if I had some sort of lube. The friction from the quick strokes against dry skin didn't help.
"Slower," I whispered and she complied.
Oh that's better. More pleasurable and less like she's just trying to jerk me off. It may bring me to orgasm slower, but it feels so much nicer.
I was really getting into it by then, and I started to work in tandem with her. Every time she would stroke downward, I would thrust in against her hand. It gave me a feeling of deeper penetration, which was very erotic, not to mention I was thrusting up against her body as well.
Oh she's gonna make me cum! Last time a girl made me cum I had to do half the work myself. This is so amazing. It feels so fucking good.
The closer she drove me to orgasm, the harder I fucked her hand. It felt like I was about to push her off the side of the bed. I gasped louder and breathed more deeply as I felt myself on the edge.
"I wish I had some lube," I thought aloud.
Shit! She wasn't supposed to hear that.
And then she stopped.
Noooo! I was so close! Maybe I should say something. Maybe she will keep going. Maybe she did the right thing. Maybe it's better to wait. Oh but I'm so close right now!
"You want me to use my mouth?" she whispered.
Oh yes! Please use your mouth. That's exactly what I need right now. Just a little bit more and you'll push me over the top... NO! Stop! This is too much. I know you want it, but this is where you have to draw the line. Be a man and say no. You know this is the right thing to do... But this is the first time I've been offered a blow job... Too bad!
Silence filled the air for what seemed like minutes as I argued with myself. I wanted it so bad, but for the sake of this relationship I knew I had to turn it down.
"No," I said. "I mean, I really want it, but we've already gone farther than both of us probably wanted to go."
"I'm sorry, I shouldn't have said that," Courtney apologized and pulled her hand out of my pants.
"Don't be sorry. It's okay," I reassured her as I pulled her in for a hug.
God damn that was so hard to do. You suck, do you know that... Hey, you'll thank me later. That took a lot of strength to do that, and you just showed her that with enough will power you can override your primal male instincts.
The minor setback didn't stop us, however. The night was still young, and we had plenty of time still to make out with each other. So that's what we did, whether she was on top, I was on top, or we lay side by side. I have to say though, she got pretty aggressive whenever she was on top of me. Courtney liked to pin my hands down beside my head while she kissed me. Boy was that hot! A couple more times I tried to get my hands into her pants thinking if she did it to me she would be more willing, but every time she pulled my hand away.
For most of the time though I had my way with her boobs, whether we were kissing or not. I just couldn't help myself. I poked, bumped, bounced, rubbed, and squeezed them. I even took a moment to lay my head on them to see if they'd make good pillows.
"Why don't you use something else on them?" she finally suggested.
I didn't have to be told twice as I kissed a trail from her cheek, down her neck, and all the way to her left nipple. Gently, I licked and sucked on it, making circles around the tiny little pebble with my tongue. It was fun, and I could tell she was having fun too. But right about then, I started to feel a dull pain in my testicles.
What the fuck? Why do my balls hurt so much? This has totally ruined the mood for me.
There were a lot of things I had done that night that I had never done before, and finally feeling what it's like to have blue balls was one of them. I've crushed my nuts on metal bars a few times in gymnastics, and this was just as bad. I just wanted to curl up and a ball and fall asleep.
We slowly began to wind down. She put her tank tops back on, rolled away from me, and we slept together until sunrise.
Sometime between seven and eight we woke up again and went right back at it. The sun had risen outside my window and I could clearly see her beautiful face again. Not that I ever saw her face that whole time we were kissing though. As much as I had wanted to see her face to know how much she enjoyed the kissing, I never wanted to open my eyes. There was something about kissing that made it so much better with the eyes closed.
Courtney wound up sliding her shirts down around her stomach again and I could finally see her amazing bust in the daylight. They must have been at least D or DD cup, and to my surprise were still quite perky when she sat up. The light pink nipples were large but not so large as to be unattractive. They were perfect in every way.
Damn that is a nice fucking rack. True works of art. She is so blessed to have boobs like that... And I'm blessed to be the one that gets to play with them... Shut up, don't play with them too much or she'll think you're a creeper.
Her mother called later that morning rather angry. Given the circumstances I wasn't surprised. Her daughter had just spent the night with a man she had only known for little more than a week. A time to be home and a punishment was given before we resumed kissing. I thought it was rather amusing that the whole time Courtney was on the phone with her mother, she was practically topless. She lies pretty well.
Moments later, her father called too. He was a little more understanding and forgiving, so Courtney asked him to call her mother and try to get her to calm down a bit.
When the time came for Courtney to leave, I kept holding onto her. I didn't want her to go because I didn't know when I would see her again. With each step we made towards her leaving, we would stop, embrace each other once more and kiss for a bit. Eventually, she got dressed, gathered up her things, and drove away. That night had been the happiest night ever for me. That even trumped the day I fingered one of my exes during a piano concert in a public park in the middle of about a thousand people. That was hot, but because there was so much more than just sexual energy between Courtney and I, this night was by far the best.
When she left, I sluggishly went back up to my room and climbed into bed. There was still a lingering pain in my scrotum and it felt a little swollen, so I decided to try and relieve it. I had no need to watch the porn I kept stashed on my computer as I replayed the best parts of our little midnight romp in my head. I came so fast and so hard. It was the absolute biggest orgasm I ever had. The semen just flowed out like a faucet, spilling all over my hand and pants creating a big gooey mess.
Holy shit that was huge! Hehe, that probably would've gone all over her hand if she hadn't stopped when she did. I wonder what she would've thought or done if it did happen.
The relief worked, and the pain subsided. I just laid there in my bed reliving the most wonderful night ever waiting for her inevitable call when she got home.
Chapter 4: The Triple Date
It had been a week since Courtney and I had last seen each other, and every night in between we talked to each other over the phone for at least an hour. I had fallen for her past the point of no return by then, and the time we spent apart was more difficult than I thought it would be. To make things even harder, during one of these late night talks we had made a pact to stop masturbating until we gave each other orgasm for the first time. I would later regret that decision.
Courtney originally had plans that morning with a couple friends of hers, but they had to cancel due to a massive hangover from the previous night. That meant lunch for her and I was on now. She called me with the update that morning and I left shortly after running a couple short errands. The traffic on the roads was much better than the last time I went down to Courtney's, and I wound up making it in just over an hour. My heart started racing as soon as I got into town simply at the anticipation of seeing her again, and it never let up.
She greeted me outside with a strong hug and a brief, but lovely, kiss on the lips before going inside to get out of the cold. She was in the middle of cooking some tortellini with garlic bread when I arrived. I said hello to her mom and just kind of hung around making small talk until lunch was ready.
Mmm, smells and looks delicious, I thought. Too bad it's gonna give me some horrible halitosis.
After the delicious meal, I had expected to spend a little quality time conversing with Courtney, but she had other plans. She wanted to watch a movie while we waited for her friend to get off work so we could go on our little double date scheduled for that evening. It didn't really bother me though, I still got to cuddle up close and hold her in my arms. She picked out a comedy and we had a few good laughs. Occasionally she would lean her head back for a kiss, or I would reach over, lightly hold her by the chin and turn her head towards me for the same result. Unfortunately from time to time her spastic dog would jump up onto the couch at the most inopportune times, crushing the jewels and scratching the jugs, if you catch my drift.
About halfway through the movie, Courtney's mother said she was going on an errand out of town. I waited to hear her back door close but I never did. After about ten minutes just watching the movie waiting for the signal I figured I must have missed it, so I took advantage of the situation. I turned her head my way again and went in for the kill. Not just a few light kisses like we had earlier, I opened up, allowing my tongue to graze her lips. She accepted the gesture and my tongue slipped into her mouth. The taste of the pasta and garlic bread was still on her tongue. Our tongues danced once more, and it felt amazing.
Interrupted only by Daphne once more, I was thankful for the break as I heard her mother's voice coming from another room.
Shit, I thought her mom was gone, I thought.
As it turned out, her mother had simply been on the phone in the master bedroom and was coming out to ask Courtney a question. She really did leave shortly after though. I made sure I heard the door shut.
Courtney had gotten up a little later to use the bathroom, and when she came back out I motioned for her to sit on my lap for a bit. To my surprise, she came up and straddled my lap, her boobs mere inches from my face. She hooked her arms around the back of my neck and leaned in for some more action. I loved her kisses.
We finished the movie, and started a second one that had just come on the TV when it was apparent her mother was not coming home any time soon. We cuddled together half watching and half making out. Commercials were always ignored, and sometimes even rather long parts of the movie were ignored. Finally Courtney got up and suggested we go somewhere more comfortable.
I followed Courtney to her room where we then lay on her bed. She turned on the TV to the movie we had been partially watching, but I knew my attention would be elsewhere. We watched for about five minutes before the replay of the previous week started. We had both agreed after that night we spent together that we had gone too far, so I was determined to prevent my cock from doing all my thinking for me.
Okay, clothes must stay on, I began going over a list in my head. No fingering, no boob grabbing, well maybe boob grabbing, okay minimal boob grabbing, definitely no boob sucking. Just making out for tonight. Damn I'm horny now. Should I... no, I'll wait for a while before trying anything.
I wanted to do more than just make out, but at the same time I didn't want to jeopardize whatever trust she had in me to not take things any further. I did as best I could to resist the urge to take off her shirt and rub my face between her tits.
* * *
A few hours later, after a call from her mother, calls and texts from her friend that we were supposed to go on a double date with, driving aimlessly around town while we waited for said friend, and then going back to Courtney's empty house and making out some more, we finally set out on the date which now happened to be a triple date.
With all the intimacy while we waited, Courtney had worked me up pretty good. I left her house with some seriously swollen testicles. Despite how awesome it was to get all that action, the lack of orgasm after several hours was starting to hurt. It kinda felt like someone was constantly squeezing my balls as I walked and I felt like I had to pee. After sitting and eating some greasy fast food for dinner and watching a gross slasher flick, the swelling went down considerably.
The boyfriend of one of Courtney's friends who we went with had bought a hotel room for that night for a little action between the two of them, but I guess they had asked Courtney if she and I wanted to stop by for a bit. Not entirely sure what would play out there and not having anything else to do, I figured why not. So after the movie we followed her friends and hung out at the hotel for a while.
I'm not entirely sure what I was expecting when we went to the hotel, but I guess I was hoping it would be a bit more than just hanging around watching Saturday Night Live and chatting. And typical me, always willing to show off, wound up doing a back flip for Courtney's friend. It usually happens when I meet a group of new people.
Things did get a little interesting when Courtney and I had gone to find a vending machine for something to drink. No more than a few steps outside the room and into a little corridor, she grabbed my wrist and yanked me towards her for a very hot and passionate kiss. It made me hard within seconds. Going with the flow, I whirled her around and backed her up against the wall, accidentally whacking her head against the stone. She didn't care as she continued to suck on my tongue. Previously it had been cold, but at that moment I felt warm enough to sweat. The kiss only broke when I heard the sound of a door opening and it made me a little jumpy.
We didn't stick around the hotel for very long though. It was getting late and the both of us had to work the next morning. When we got back to Courtney's place, her parents were already asleep, so I decided to stick around as long as she would let me. Once again, she turned on her TV and I took off my jacket, hat, and shoes while she gathered up some pajamas.
"You don't have to leave," I said as she started to walk out her door, pajamas in hand. I laid myself down on her bed and rolled to face the opposite wall. "I'll just turn my head."
Come on, think of a reason to roll over and catch her naked, I said to myself. Dude, seriously, that would just be rude and uncalled for, and besides she would see right through any excuse I would give. She does have a pretty amazing body though. I would love to see her naked.
Before I knew it, she gave me the all clear that she was clothed.
You suck, pansy, I thought as I rolled over. But damn, she looks sexy even in pajamas. Especially with those glasses. Mmm, she looks so innocent.
Courtney had taken out her contacts earlier and just put her glasses on. They made her look more mature, yet so sweet and innocent at the same time, sort of the sexy bookworm look. I rolled off the bed as she lifted up the covers and the both of us slid under. We wasted no time as we cuddled up close, wrapped ourselves in each other's arms and started the oh so wonderful make out routine once again.
Oh man, I could really use a handjob tonight. My nuts still kinda hurt. Maybe I can get her horny enough to do it... No! Don't jeopardize her trust, man. Keep it simple tonight... Fuck it! My balls need release. I'm going for it.
"Pretty brave with my parents being home," Courtney whispered as I rolled on top of her.
"We'll just have to be extra quiet," I replied with a grin before continuing to assault her mouth with my tongue. Becoming more comfortable with her, I felt our kisses increase in passion and intensity. Our mouths practically ravaging each other as I ground my hips against hers. Her straddle widened to accept my motions. The friction felt good on my already rock solid erection.
Once I was satisfied enough with her state of horniness, I rolled off to the side and reached up to fondle her right breast. I could feel that she wasn't wearing a bra under her shirt save for the elastic one that was built into her t-shirt. I loved how her breasts felt without the rigidness of an underwire bra over them, but not as much as I loved them without anything covering them.
"You can go under if you want," Courtney whispered in my ear.
Those were just the words I had been waiting to hear, and I didn't have to be told twice. Without hesitation I slid my hand down along her side to the bottom of her shirt and worked my hand underneath the fabric. Her skin felt smooth like rich silk, very gentle to the touch. I continued to slide my hand along her abdomen until I reached the elastic bra holding her boobs in place. Gently I finagled my fingers underneath until my hand was cupping her right breast.
"Mmm, much better," I whispered as I started to knead the soft mound. It wasn't long before I got a good reaction out of her. Soon she started to moan softly, the noises muffled against the constant onslaught of kisses.
I worked my magic with her breasts, alternating from one to the other and rolling her nipples between my fingertips until I had built up enough courage to try something new.
Here goes nothing... Wait, don't do this... I want this so bad. This is as far as I'll go, I promise. I know I'm not ready for anything more.
I let go of her tits and slid my left hand down and out from under her shirt to the waist of her very short shorts. Under the fabric of her shorts as well as her panties I went. Short stubble grazed along my fingertips suggesting that the last time she had shaved in that area was just a day or two ago. Earlier that night, before we had left for the date, Courtney had let me slid my hands under the top of her jeans, but had made me stop before I reached the cusp between her legs. But now she made no resistance as I slid my hand further to the folds of her womanhood. She let out a quick gasp as I parted her vertical smile with my middle finger. She was so wet I felt no friction as I ran my finger down the middle from her clit to the opening of her love canal. I lingered for a bit on the outside exploring the area before plunging my middle finger into her. She drew in a sharp breath and arched her back slightly as I wiggled my finger deeper into her pussy.
"Oooh, I haven't had anything in there for so long," Courtney sighed.
Alright, she's diggin' it. Time to show her what you can do. Remember, she told you a few days ago she likes clitoral stimulation, so as much as you want to fuck her with your fingers don't forget to give her love button a little action. Most girls can't orgasm without some clit action.
After a few slow thrusts, I inserted my ring finger into her as well, which rewarded me with a quiet "Oh yes" from Courtney. The kisses began to come fewer and farther between as I tried to focus on my new task at hand. I explored the inside of her for a while with my two fingers, seeing what kind of reaction I would get from the different areas of her vagina that I could touch with my fingers. After a few minutes, I slowly pulled my fingers out and moved up to find her clit. When I found the tiny little nub, I began to rub it in slow circles.
"Oh Steven," I heard her whisper after the biggest reaction she had to my stimulation so far. Hearing her call out my name turned me on so much. I could feel myself rapidly approaching climax and she hadn't even touched me yet. A few more moments of rubbing and she began wriggling in my arms, and before I knew it her hand was inside my pants working its way under my boxers. Gently she grabbed my shaft and began to stroke it lightly.
Oh fuck that feels amazing! Keep going like this and I'll cum in no time.
Together we worked on each other's most sensitive parts. I began letting out short moans and gasps as I came closer to orgasm to match the noises of pleasure she was making. After what felt like only a minute or so, I felt a few preliminary twitches and I knew I was about to blow.
God damn it. I can't hold it much longer. This is embarrassing, I can't believe I'm cumming so soon. Well, at least make it a good one.
"I'm cumming," I whispered in Courtney's ear as I felt my balls clench up and the first of many pulses. Unexpectedly she let go of my rod.
What? Why did she do that? It feels so much better when there's at least a little pressure there. But oh my god this feels so good. Easily ten times better than masturbating.
To compensate I pressed my erection up against her body as I creamed the inside of my pants. My cock pulsing with every spurt. I hadn't realized I had stopped rubbing her until my orgasm subsided and I regained my composure. I was spent however, and needed a bit of time to rest before continuing, so I slowly pulled my hand out of her shorts. I had a feeling she hadn't cum yet, and I was determined to reciprocate before I left.
After wiping my soaked fingers on her blanket, we just laid together, her head on my chest, and we watched whatever was on her TV at the moment. While we rested side by side, Courtney snuck her hand under the bottom of my shirt and started to rub my belly. Despite the fact that it ticked, it felt strangely arousing. Maybe it was because I was not used to being touched anywhere on my body by a woman, or maybe it was because something special was brewing between us. Either way, her light touch felt really good on my bare skin.
Pretty soon, I started wonder how bad the mess in my boxers was. Subconsciously, I reached into my pants with my left hand and felt a large gooey spot on the front.
"Yeah, that's gonna get really uncomfortable on the way home," I thought aloud.
"You're not thinking of leaving so soon, are you?" Courtney whispered.
"No, not yet."
"Good," she rolled towards me and said coyly, "Because I still haven't had an orgasm yet."
"Why don't we fix that," I replied and leaned in to kiss her once more. Totally forgetting I had just touched the semen in my boxers with my left hand, I began to work my hand under her shorts again.
"Wait," she quickly grabbed my left wrist. "Not with that hand."
Fuck! Way to go, retard. I hope you realize how stupid that was. She may take birth control, but that's still fucking retarded. Don't ever do that again. Just use your right hand and it'll all be fine. You're better with your right hand anyways.
"Shit, I'm sorry," I apologized.
"It's okay," Courtney whispered in reply as I climbed over her to the other side of the bed. The thick comforter we were under clung to me as I shifted positions. Once we were situated and comfortable again, we resumed were we had left off.
Initiating more passionate kisses, I worked my right hand into her underwear once more. Just as wet as it was before, I slowly slid two of my fingers between the folds of her sex and into her slippery pussy. I inserted them as deep as I could and was rewarded with another sharp breath with slightly arched back. I wiggled my fingers around and bit, slowly bringing them out and back in. I noticed an interesting spot on her vaginal wall that had tiny little ridges, which resembled a description of the g-spot I remembered reading in an article long ago. I applied pressure to the spot and rubbed my fingers against it.
"Oh yes, do that again," Courtney moaned. So I complied. I began making a beckoning motion with my fingers, slowly pushing them in and curling my fingers upwards as I pulled them back out making sure I brushed up against her g-spot each time. She was really getting into it now. Her hips began to move in coordination, thrusting upward each time my fingers dove back into her.
I can tell she's loving this, but like she told you once before, don't focus on one thing too much. Start rubbing her clit. As worked up as she is now, hopefully she'd be close to orgasm already. Damn, I wish I could use both my hands, a little thrusting and rubbing could go a long way. But no, you were an idiot. Maybe if my other arm wasn't under her I could give her a little more stimulation with her tits. I do love them boobies. Oh well, just focus on giving her an orgasm for now, because this is really fucking hot.
I returned to her love button and started rubbing it in slow circles again. Her wriggles became more intense as I gradually increased the speed of my circles. Her back arching even more, she gasped with nearly every breath. We had stopped kissing at that point, so I simply watched the expressions on her face. I could clearly see the pleasure I was giving her just by watching her. Eyes closed and mouth half open, her moans of ecstasy made me as hard as if I hadn't just splooged all over my pants.
"Oh my god, I'm gonna cum!" I heard her whisper. Faster and faster I rubbed until finally I saw her eyelids squeeze together. Her back arched higher than ever before, her hips bucked wildly, and I continued to rub her clit throughout the entire orgasm. After a very long and intense orgasm, she grabbed my wrist to stop me. I was a little disappointed. I wanted to keep going, but apparently she had enough.
"Mmm, that was amazing," Courtney said as she lay still with her eyes still closed and a smile from ear to ear.
Never mind the fact that I came that night. I couldn't wait till I could give her another orgasm. Watching her squirm in my arms and hearing the sounds of pleasure coming from her mouth was all I needed to feel satisfied.
Chapter 4: Got to Get Even
Another week of the same passed. Phone calls every night waiting for saturday to roll around. As excited as I was to see Courtney that weekend, I was even more excited for the following monday. She came up to my place on saturday where we left for dinner and a movie. It was a pretty typical night out.
The real excitement happened monday though. I had gone down to her place after she got off work just to be with her. Really didn't have a set plan or anything, just wanted to see her and be with her. I wanted to go out to a nice restaurant with her that evening, but when I got to her house her parents were making her favorite dinner. So we ate in.
Later that night we decided to go for a walk. It was a beautiful night, surprisingly warm for early November. We went down her street to the quaint little park in her town and walked the pathway all the way around it. It was very nice and relaxing to just hold her hand and be out in that park under the night sky with nobody else around. I just wanted to lay down in the middle of the field and stare at the stars with her. Eventually we left the park and she took me to her old elementary school. When I saw the playground I immediately had an idea. I had never gotten a chance to make out on a playground before and I thought now was a pretty good opportunity.
However, typical me, when I saw the monkey bars I just had to climb on top. I was always climbing all over playgrounds when I was younger, climbing on top of things I wasn't supposed to. I found it a challenge to be able to climb to every single high point on a playground. I had my little bit of fun and climbed back down to where Courtney was watching and we embraced each other for a moment on the small platform. The playground was obviously built for people half my size, because when I sat down on a ledge and leaned back through the bars I couldn't get myself back out. Courtney seized the opportunity of my vulnerability and pulled herself in for a nice french kiss. When she finally pulled away I wiggled my way out from between the bars.
She climbed up to another platform as I pushed on her ass for a little unnecessary help. I just wanted to grab her ass. Anyways, there was a tube slide on the other side and she slid down. I followed her down shortly after. When I reached the bottom she had turned around to face me, so I reached up and pulled her back down onto the slide on top of me to kiss a little more. I loved the feel of her tongue on mine.
We wound up on the top level of the playground a little while later sitting in each other's laps, legs wrapped around each other, enjoying several long passionate kisses under the night sky. It had a strangely romantic feel to it. I felt like I was back in high school just trying to get away from my parents so as not to get caught fooling around with my girlfriend. Even though we were both college aged and we were just kissing, I still felt paranoid that a passerby would stop and watch us from a distance.
We eventually lay down on the hard metal surface next to each other and gazed up at the stars for a few minutes before I rolled over onto her and resumed where we had left off. Being a little more adventurous despite being visibly out in public I ran my hand along the inside of her outstretched arm, down along her side and up to the mound of her left breast for a little squeeze over her hoodie.
Now if only it would start raining, I thought. It would be hard to top the romance of making out in the rain on an elementary school playground. Damn it, I'm so horny right now...
What had started as a nice little walk that should've taken about a half hour wound up being over an hour. As we walked back to her place through a shortcut, I pushed Courtney up against a chain-link fence where it was darkest for one more intense kiss before going inside.
Her parents were still up when we got back, but they were barely awake. Within minutes of our arrival they were in their room sleeping, so Courtney and I went into her room for a little private time. Her TV was still on so we kicked off our shoes and laid down on her bed to watch for a bit. She motioned for me to lay down in front of her between her spread legs, so I did. She started rubbing and massaging my shoulders, chest, and arms as I lay my head on her stomach. Enjoying her light touch I sat up and took my hoodie off so I could feel more. She was doing a great job of getting me relaxed. I made the mistake of trying to lift my head up too often though, one of my favorite classic movies was on. It got uncomfortable after a while and I wanted to make out again, so we shifted positions.
It wasn't long before our lips were locked together again. I rolled over on op of her and increased the intensity if my kisses. Slowly, I ran my right hand down her side to the hem of her hoodie. I gently lifted the 3 layers she had on and ran my hand back up to her chest. My fingers hit barrier of her bra and I wriggled them beneath only to find that it was just an elastic bra over an underwire one. So I reached around to her back, unhooked the clasp and drew my hand back around under the fabric. I couldn't get enough of her breasts. So supple and smooth I could sit there all day playing with them and never get bored. However that night they only held my attention for a few brief minutes before my hand wandered down to the pot of gold I had been waiting to have fun with all night.
I had made a few goals a couple days before, one in particular being to give Courtney an orgasm without clitoral stimulation after I heard from her that it was hard to achieve orgasm that way. But I felt confident of my skill with my fingers.
I started the way I had the last time by a little rubbing, making sure she was sufficiently wet, which was undoubtedly true. After I felt like my fingers had been lubricated enough I found her tunnel of love and delved in. First one finger, then two. Slowly in and out I worked my fingers. Tilting her head back, she took in a few long breathes each time I thrust inwards.
God she looks so beautiful like this. I wish these moments could last forever.
After digging as deep as I could, I began swirling my fingers around in a circle, and watched in delight as her back arched up a bit. Eyes still closed in pleasure she let out a quiet moan. As much as I just wanted to finger-fuck her with all I had, I knew I needed to have some tact and take it slow. Take some time to build up the ecstasy gradually. With this in mind I stuck with the same thing for a while before moving on. It wasn't good to switch things up too quickly, especially if it's obvious she's enjoying it. After a few minutes I found the little rigid patch I remembered from last week.
"This the right spot?" I asked as I rubbed it.
"Mmm, yes," she cooed.
Courtney began to wriggle in my arms a bit as I applied more pressure and began the beckoning movements she enjoyed so much from our most recent encounter. When her squirming and soft vocal outbursts gradually increased I stopped curling my fingers and focused on her g-spot. A little more pressure and small circles around the region pumped her reaction up tenfold. She began rhythmically bucking her hips upward and it felt as if something was squeezing my fingers inside of her. After what I thought was an orgasm I slowed my movements down and pulled my fingers out to begin working on her clit.
How about another one baby? Damn this is making me so hard. I'm gonna need a little attention soon to relieve my aching boner.
It didn't take much rubbing to get her squirming again, and before I knew it she was throwing her head back into the pillows, raising her back off the bed and whispering "Oh god!"
I wished so much to know what she was thinking, how the orgasms I've given her so far compare to ones she's had in the past with other guys, or if she was having regrets going so far so fast.
When she had calmed down, Courtney rolled over onto her side and whispered with a devilish grin, "My turn."
Without hesitation, she undid my belt and fly and thrust her hand inside my boxers. She grabbed my shaft in her hand and gently began stroking.
Oh baby, I'm already halfway there, just finish me off.
I felt it coming quicker than I thought, so I tried to hold it in as best I could. Her touch was the best feeling I had felt for so long. It didn't take much more than a minute or two until I finally came, my cock pulsing in her hand. I could see another uncomfortable ride home in the near future.
Much to my surprise, Courtney continued stroking for several more minutes as if I hadn't been spent yet. It felt good, but I was getting a little tired.
"Baby, I came a long time ago," I finally said.
"I know," she sighed. "I just didn't want to stop."
When she finally removed her hand from my pants, we simply lay next to each other breathing heavily. She sat up after a few moments and took the loose bra out of her shirt and shed her hoodie. She laid back down with her back towards me and I spooned right up against her. Eventually I maneuvered my free hand down under her shirt to play with her luscious boobs some more. Gently caressing, squeezing, and even just holding them while she rested. It didn't matter how, I just wanted to touch them. There was something strangely gratifying about it that I can't explain. After a while I started feeling a little conscious of the fact that maybe Courtney just wanted to rest for a while, so I took my hand away.
I was not sleepy at all, however, but my left arm was trapped under her. It was getting a little warm, so I rolled onto my back subsequently waking Courtney if she was actually asleep. She rolled over to face me and lightly kissed my lips. One thing quickly led to another and my hand found it's way into her pants again.
Hmm, still wet. Looks like someone is ready for more.
My fingers returned to her g-spot and I began to rub. Slowly increasing in vigor, my incessant rubbing brought her to one more orgasm. Inside her vagina I could feel the contractions of her muscles on my fingers. It made me wonder if that first one was not quite an orgasm as it didn't feel the same. Head pressed into the pillows and back raised another quiet "Oh god" leaked from her mouth.
"So how many is that tonight?" I asked with a wide grin.
"Mmm, two," Courtney cooed.
Damn, I could've sworn it was three. But at least that last one accomplished my goal. I need to do that again sometime. That was fucking awesome. I want more...
After all that work to satisfy Courtney I began to feel a bit tired, so I rolled onto my back and tried to pull Courtney on top of me. She wouldn't budge.
"I'll get there in a minute," she whispered as she slowly sat up to straddle my waist.
She sat there for a bit messing with her hair so I took the opportunity and ran my hands under her shirt once more. Suddenly the recurring thought of wanting to see Courtney naked returned to my mind.
I wish I could see her amazing boobs again. I know I shouldn't. We've technically only gone one day since Six Flags with our clothes completely on. It should stay that way for a bit longer... But I want to see them so bad! Kiss 'em, lick 'em, and suck on them. Just a little bit.
Slowly I raised my arms so her shirt would slide upwards along my forearms. Once at my wrist I maneuvered my hands so the bunch of fabric lifted over her now bare breasts. They were so beautiful. Sneakily I sat up and began to suckle on one. Twirling my tongue around and sucking on her nipple gave me great joy. It was something I wished I could do every day.
After more making out and a switch of positions had taken place I was beginning to feel like my manhood needed release again.
"I think I'm ready for more," I whispered.
"Ooo, can I take your pants off?" Courtney asked.
When I said it was okay, she quickly undid my belt once more, which I foolishly looped up before we began spooning. Crawling over to my feet, she took hold of the fabric and pulled when I lifted my hips off the bed. When my pants were around my knees, she went over and sat at my side near my waist and, with her hand, reached into the underside of my boxers. Completely passing my eager cock, her hand went straight for my balls. Clutching them in her hand, she gently played with them. Her light touch felt amazing.
She soon moved her hand to my now rock solid shaft. The look of amazement when she could see it pressed up against the thin fabric of my boxers made me smile.
"That all you're gonna do with it?" I asked
"Want me to use my mouth?" she suggested.
"Only if you're ready."
"Do you want it?"
Don't say yes! Don't give in!
"Yes," I whispered without hesitation.
Courtney returned to the foot of the bed and slowly removed my underwear. The look of surprise on her face when my tool sprang to life was priceless. I never considered myself to be a very big man, barely being over the supposed national average. But to Courtney I was apparently the biggest she'd been with. Eagerly she straddled my legs and pulled her hair back before leaning forward. I watched as the tip of my penis disappeared inside her mouth. The warm wetness washed over me as she continued to put more of it in her mouth.
Oh my god. This is ten times better than her hand. This is by far the best thing I've ever felt. She looks so hot while doing it too. Damn I want more. Do it topless please. Or naked. Hell, just ride it. I'm in heaven right now.
"Hold my hair," her request broke my thoughts of ecstasy, but only for a moment.
I pulled her hair back in a makeshift ponytail and held it with both hands, as she grabbed my length with one hand and continued to plunge it in and out of her mouth. Stroking with her hand and slightly rotating her head around the axis created by my dick she sent a wave of pleasure I had never felt before flowing through my nether regions. Occasionally she would take her tongue and make circles around the tip, or bow her head deeply to fit as much as she could into her mouth. I was surprised at how much she could take in her mouth at once. I could tell she certainly knew what she was doing.
I found that closing my eyes increased the amount of pleasure I felt, so rather than watch her I spent most of the time in darkness. Not sure why it worked that way though. I could feel the moisture of her tongue and mouth slowly work up and down along my shaft bringing me closer and closer to climax for the second time that night.
"I'm getting close," I said.
As if she didn't even hear my warning, Courtney continued her work. Up and down went her head as I felt the muscles in my loins clench up.
"Oh god, I'm coming," I hissed.
I watched, amazed, as she continued to bob her head as I unloaded into her mouth. Without so much as a flinch, she sucked at my cock through each pulse of my orgasm. When I was completely spent, she sat back on her heels, brushed the loose hair out of her face, and smiled at me with such a cute cherub-like smile.
Oh my god. She swallowed it all? Licked it completely clean? Amazing. Definitely a blowjob to remember. I bet there aren't a lot of guys whose first blowjobs were this great. Amazing doesn't even begin to describe it. Amazing will have to do until I can think straight again.
"That was amazing," I sighed.
Courtney simply shrugged, looked away, up at the ceiling with her eyes, and continued to smile at me. She looked so sweet and innocent. It certainly betrayed her sexual knowledge. I was truly blessed to have such a beautiful girlfriend with experience.
After that night I was hungry for more. I couldn't wait for the next chance to get another blowjob. I knew her birthday was coming up soon as well, and I was determined to make sure it would be a birthday to remember. If only she knew what I had in mind...
Author's Note: End of story. Not to get into the details, but she called me the day before her birthday to tell me that she was getting back together with her ex, whom she apparently still loved. It hurt, yeah, but I got over it obviously and am happily married. Kinda pissed I never got to fuck her though, but whatever.
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