My Most Embarrassing Moments, a short story by usa/pink. Date added: 2012-07-26. Times viewed: 4198.
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- Intro: My most embarrassing moments seem to all be related to female body parts or sex. Het, HJ, Oral, Exhib
By Cindy based on her real experiences.
All names are fictitious.
Here are four of my most embarrassing moments.
(1) I was at a wedding reception. I was wearing a dress with string straps. The neckline was a V-low. My bra was a satin and lace pushup to go with the dress. There were many people milling around including children. I was talking to a cousin and her husband. They had a toddler about months old. The toddler was still clumsy on his feet. I squatted and motioned for the little kid to come to me. He came running to me as fast as his little legs would go. I reached out with my left hand to take his hand.
As the little guy got near me, he stumbled. As he started to fall, his mother gave out a little scream. The boy reached out to grab me as he fell. What he actually got was my dress and bra. The dress strap broke and the bra strap got pulled off my shoulder. As the boy fell half my dress and bra went down with him. My breast was fully exposed hanging there. The boy landed with a bang and started to cry.
First the mother's scream had triggered people to turn and look, then the boy's crying had made more people look. I felt everyone looking at my naked boob. I was trying to pick the boy up and cover my breast at the same time. As I covered my breast with a piece of my dress, the boy flung his arms, snagging my dress and exposing my breast again. I pulled the boy to me to pick him up and cover my nakedness at the same time. When I handed the boy to his mother, my breast was exposing again. I grabbed at my dress to get a piece to cover my nipple as quickly as I could. My cousin's husband, being a gentleman reached out to help me. Instead he got in my way. It seemed like forever that my naked breast was sticking out for all to see. Finally I got my hand over my tit as I got my bra strap on my shoulder and put the girl in her nest. I held the piece of the now strapless dress on that side in place as I went to the ladies room with a red face. Another woman brought a needle and thread and made a temporary fix of the dress. As you can guess, that was the main subject of the conversations for the rest of the reception.
(2) Every girl sometime or other gets her skirt blown up to show her underwear. Here is my worst experience with that. I do some singing professionally. I was giving a concert with about 1000 people in attendance. I was wearing a long blue strapless ruffle sleeveless dress with chiffon charmeuse. I skipped my usual underwear thong since the dress was long and to be cool, comfortable and sexy underneath. In between a couple songs, I was having a conversation with the audience. A guy brought a note up to the stage. As I squatted down sideways to get the paper, a fan blowing air across the stage caused my dress to flutter. As I took the paper, I slightly lost my balance. The air blew the dress over my knees which would have been no problem except my knees were kind far apart and my hands were busy helping to regain my balance. Before I could stand up, the whole right side of the audience go a full beaver shot of my privates. The guy who handed me the note got a really close-up look and look he did. Oh well.
(2) An organization, which will remain nameless, that I belonged to was raising money for a charity, which will also remain nameless. It was suggested that I give a performance to some VIPs and they auction away my clothes I was wearing, down to my underwear. Despite the sexiness of the thought, I resisted. I finally gave in when they told me how much money could be raised and that my "underwear" would actually be a bikini swimsuit. Things went well during the performance. Even a little hat, socks and shoes went for a good amount. We were near our goal when my clothes were just a shirt and jeans (and the bikini). My shirt was auctioned off for a good amount that put us well over the goal. I took the shirt off which excited the guys. They probably didn't realize the bikini was not my bra. Their wives and girlfriends just smiled at their silly men.
Next was the auction for my pants, which were just a pair of ragged blue jeans. There was a lot of whooping and hollering by the guys. The bidding started slowly but built up quickly when I started doing some sexy moves. I have never been to a strip joint but I could guess what excites the guys. When the bidding stopped the amount was 50% more than then the fund raising goal. I handed the jeans off to the auction winner. I felt naked in my bikini with the horny guys looking on. They whistled and yelled, "More, more. Take it all off." Their wives and girlfriends were laughing at how ridiculous the guys were acting.
I walked off the stage but the guys kept yelling. They started waving dollar bills. Our organization leader, William, went out on the stage. He said, "Wait a minute and we'll see what she wants to do." The guys yelled, "Have her take it all off." William came to me and asked if I would do something if they donated more money. At first I said no. William asked, "Then for no amount? What if you took your top off?"
Well, I had gone topless at South Beach but this was different. When you are the only female and all the guys are ogling at your body, you get shy, or at least I did. I said, "It would take a lot for me to take any more off, like twice as much as the original fund goal. William asked me if the guys would match triple the original goal if I would take my top off. I agreed. William went back out on the stage and told them what I had agreed to. They yelled, "Yes! Yes!" Five minutes later they had raised the needed amount among them. I wondered if the wives agreed.
Instead of just going out and taking my top off, I sang another song for them. A few words into the song, I let the straps fall from my shoulders. As I performed, the bra top fell lower and lower with the weight of my boobs in the cups. Halfway through the song I turned my back to them and unsnapped the hook. By then most of the guys had left their wives and girlfriends and were gathered around the stage. I held the top to my chest as I sang some more. I was getting kind of excited now. An exhibitionist feeling came over me like it did at South Beach when I first took off my top. As I continued to sing my voice showed my nervousness. , I let go of the top and let it fall. I continued to sing and now wanting to show off my tits. So this is what it feels like to be a stripper, I thought. I squeezed and twisted my nipples to make them perky as the guys yelled. I never thought naked tits could cause so much excitement. I sang another song while topless. I did things like I thought a stripper would do. I shook my chest and bent over to let the boobs hang and sway. I rubbed my nipples to keep them firm. After the second song, I picked up my bikini bra and waved to the guys while walking off the stage. Even the wives and girlfriends applauded as the guys clapped and waved their hands.
The guys, being like guys are, still were not satisfied. They still yelled for me to take it all off. Again William asked me what I wanted to do as I put my top back on. I didn't really want to get naked and show the guys my intimate parts even though I felt excited. I told William it would take ten times as much for me to get naked for the guys. I felt like that was a safe amount that no way would they, or could they, meet. William said, okay and he would ask the guys. I was wishing I had made it a 100 times instead of 10 times the goal. Well, if they agreed, it was for a good cause. I tried to imagine myself naked on the stage. Something inside me wanted to do it but I was shaking nervously.
William went out on the stage and gave them the new choice. I heard a few groans and thought I was safe. Some music was played on the PA while they talked. After a couple songs they still had not raised enough money. William said one more song was the deadline. My fingers and toes got cold because of my nervousness. Just in case they got enough money, I started planning an act to do while I stripped. At the end of the song the guys yelled and whistled. By their sound I knew they had come up with the money. William played music while I went out onto the stage. I was going to strip to the recorded music this time instead of singing. I was too nervous to do anything else.
I went through a routine where I took my bikini top off. The excitement of the guys gave me more courage. "Gee, am I really going to do this?" I was thinking. After the top was off I danced around the stage flaunting my breasts. I couldn't put it off much longer. The time had come. I put my thumbs inside the elastic of my bikini bottoms. I lowered them an inch as I danced some more. A minute later I lower them halfway off my hips. My hair down there was trimmed in a little triangle. I could feel it just showing above the bikini. Some of my crack in the back was showing. After dancing a couple times around the stage I said to myself, "This is it." I turned my back to the guys, partly to hide my face as I exposed my hips. The guys whistled and yelled the loudest they had all evening. The women smiled at them and maybe at me. I danced the rest of the song with the bikini just off my hips but where my pussy hardly showed.
When the next song started I let the bikini fall to the floor. As I danced I felt really self-conscious. I knew every guy was raping me with their eyeballs but I did get braver as I danced. After each time around the stage I gave them a better peek at my pussy and butt. I guessed that at this point a stripper would have had her legs spread apart and mooning the guys with her ass hole. I just could not do that, I thought -but I did. I put my knees apart and squatted. I then leaned back on my hands and spread my knees some more. I could feel every eye studying my slit. I suppose my pussy was closed. I wondered if they could tell how wet I was because I had made myself horny. After giving all they guys a peek, I got up, danced some more and again stopped to spread my legs. I bent my knees and spread them while the guys looked at my pussy. I reached down and touched my clit. It was a little hard but not nearly like it could be. I put two fingers in the slit and spread my lips. I wanted to rub myself clit vigorously. Things I had fanaticized about when masturbating alone were now real. I then turned and spread my legs as I bent over. Between my legs I could see the guys going wild with excitement. I hoped every one of them was erect. I suppose some were playing with themselves in their pants. I could see the women, too. Some were looking at me and some were looking at their husbands and boyfriends. Some were clapping to the music. None of them seemed to be mad that their guy was visually having sex with me. After I suppose all the guys had studied my ass hole and pussy long enough, I stood up. The song was ending. I grabbed my bikini and waved to the guys as I went off the stage.
Off stage William gave me a hug while I was still naked. I could feel his hard dick against my body. In fact I could tell he wanted me to feel it so I pressed back against him. The guys wanted more but I had had it. I put on my underwear and other clothes I had brought to replace the ones auctioned off. I had gone much farther than I had planned. Even now my face feels flushed when I think about it. I wonder how many of the women in the audience got laid that night with their guys screwing them but fanaticizing about me? All I can say is that it was for a good cause.
(4) This next experience I describe happened before the other three but the worst.
I was dating a guy named Marek who had come to the USA from Estonia. He was one of the first that I went all the way with. After the first time with him, he sort of expected sex on every date. Sometimes it was just a blowjob. Usually it was intercourse and in risky places that I was not comfortable with. But other than that, he was a good lover. In the beginning I was inexperienced with sex and did not know what to do to really spice up the sex. But after several dates, there was usually foreplay and after I got more experience with him, I usually had an orgasm. In the beginning, sex was a novelty. I didn’t mind getting naked with him and I was fascinated by a hard cock and balls. I am a touchy-feely person and enjoy body contact.
On one date Marek came to pick me up. My dad was out of town and my mother went to get groceries. I met Marek at the door. I invited him inside. Normally he did not come inside until after our dates and then only if my parents were there. When my mother shopped it took a couple hours. Being in the house alone with him made me feel frisky. Marek soon got the message. We kissed and he started undressing me. I helped undo his pants and pulled out his tool. We laid on the sofa in the family room and embraced and fondled each other. I went down on him to suck his dick. After while I said, "Let’s do it. Mom will be gone a while but let’s make it kind of quick." We then got naked.
He said, "Let’s do it for a while without a condom."
"Bullshit!" I said, "I don’t want to take a chance get pregnant."
"Just for a minute or so. Then we can use the condom."
"Okay, but when I say take it out, you take it out or I’ll smack your balls."
I got on the sofa and spread my legs. He got between my legs and was soon fully inside me.
It felt really sexy fucking in my own house for the first time. After a couple minutes I said, "Times up. Take it out. I’ll put the rubber on you."
He did not object. He pulled out, got the condom and stood up while I slipped it on. We then resumed having intercourse.
I don’t know how long we did it. It was truly exciting. He was banging me hard and I had my head back in pleasure moaning.
"Let’s see if we can climax together," I said.
"Are you about ready?" he asked.
"Yes, fuck me hard," I said as I pulled his head down to suck a nipple. I spread my legs so that his body was working on my clitoris.
My sexual feelings were getting higher and higher. I’m sure Marek knew I was about to climax and he was pumping really fast. "I’m almost there too," he grunted.
I could also tell by his breathing that Marek was getting close to ejaculating. I gritted my teeth, closed my eyes and waited for my climax that I could feel was seconds away, which would coincide with him giving up his load deep inside me. This was the sex I had fantasized about many times.
That’s when I heard a voice. "CINDY!" I opened my eyes and there was my mother standing at the end of the sofa holding a couple bags of groceries. Marek pulled out of me, sat up and covered his dick, well, part of it, with a hand while he reached for his clothes. Marek was still between my legs and I could not get up.
Where my mom was standing I knew she had seen a view of Marek’s butt, balls and his dick humping into me. When Marek sat up it left me with my legs spread and my turned on pussy wide open. "Oh shit!" I said half out loud.
Marek struggled with his pants and underwear while I finally was able to sit up. Instinctively I put an arm over my tits and a hand over my crotch. "Mom, you’re back already," I said half out of breath. It was a dumb thing to say but that is all I could think of. My whole body was suddenly flushed red in embarrassment.
With a half of a hard on sticking up in plain view of my mom, he said as he pulled up his underwear, "I’m sorry Miss Carlson"
My mother stood there silently for a while with her lips tight. Then she said sternly, "I see you are wearing a condom, Marek. Keep it on and you two go upstairs to Cindy’s room and finish what you were doing. That’s an order! And by the way, make it good because Cindy is grounded for a month. I won’t tell your dad why." Then she walked off to the kitchen without turning her head.
I still get red all over when I think of that experience. For a while it greatly affected my sex life but at least that is over now. That is it for my most embarrassing moments. If you want to know what happened after my mother spoke, read on.
Marek never got his underwear up before mom left the room. He was shaking. His erection was wilting into a slimy mess in the condom. I felt sorry for him. "Come on," I said softly so mom could not hear. I picked up my clothes and Marek got the rest of his. I was still naked as I led Marek tiptoeing upstairs to my room. I was not sneaking. I was just bashful being naked and taking Marek to my bedroom.
Without saying a word, we resumed doing intercourse. My enthusiasm was gone and Marek was still shaking. I had no orgasm and he could not come in me. I still felt sorry for Marek. I had him lie on his back, took the condom off, then sucked and stroked his cock fast and hard like I have seen guys do when they masturbate. It was still about 5 minutes before he ejaculated. I put it in my mouth when I felt him getting ready to cum. The first few shots hit the back of my throat and I about coughed it up. As he continued coming I started swallowing it. It was the first time I had ever swallowed cum.
"Sorry for the way it turned out," I said.
"That’s okay. Do you still want to go out?" he said.
"I’d rather not even though it looks like I’m grounded for a month. I’ll text you."
We stayed in contact but Marek never called me again. He was very afraid of meeting my mother again. I did arrange to me him a few times but we never had sex again. He went back to Estonia and that was the end to what was once going to be super sex.
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