The Teacher and the Student on the Subway (Part 2), a short story by harrylime. Date added: 2011-06-27. Times viewed: 12270.
- Please SEND FEEDBACK - Writers love hearing from you. You can view the Authors profile here
- Intro: She wanted Steve's cock in her so bad, she could almost taste it.
- Penny was just coming out of the shower when her Mother arrived home from school.
Sandra Worthington was tired after a long day as a vice principal. Her little relaxation time with Steve Rodman had given her new vitality and her afternoon had been spent daydreaming about Steve's long thick cock filling her vagina. She loved the way he stretched her so wide and the way he was able to touch her special g-spot without any effort. She looked at her daughter clothed only in a towel and envied her youthful skin and healthy glow. She thought to herself,
"That's how I looked 20 years ago."
Sandra was unaware that part of Penny's glow could be attributed to Steve's attentions both on the subway and in his car driving her home. The glorious orgasm made Penny vibrate with sexual energy. An energy that made her 19 year old body tremble with anticipation of losing her virginity in the next 24 hours. Sandra had no idea that both she and her daughter were fantasizing about the same man. She realized that Steve's termination in the most recent cutback meant no more lunchtime blow jobs and no more desk bendovers with his beautiful cock sliding into her well-lubed ass hole.
"Hi, mom, how was work today?"
Normally, Sandra would just say everything was just fine, but tonight she felt a little blue about Steve's departure.
"Had to let some of the teachers go today, honey. Including that nice Steve Rodman. I will really miss him."
Penny was amused at her mother's comments. If she only know how well acquainted her only daughter was getting with her precious Mr. Rodman.
"That's a shame, mom. He seems like such a nice guy. When did he split with his wife?"
Penny was playing it cool and she wanted to confirm what Steve had informed her about his marital status. She had been lied to so many times by guys at parties and in clubs, her suspicion level was always high. She was sure Steve was leveling with her, but it didn't hurt to be safe instead of sorry.
"I thought I told you, dear, his wife left him about a year and a half ago. He was devastated. I felt so sorry for the poor man. I did all I could to counsel him and give him consolation. As his immediate superior, I mean! He is such a good teacher. I didn't want to lose him. As a teacher, I mean!"
Sandra's daughter gave her mother a funny look. She had caught a vibe from her mother that her concern for Steve was not just as a boss for her employee. No, there was definitely something there that her mother was not telling her.
Penny frowned. Then, she smiled, safe in the knowledge she had always been able to get any secret from her mother. It was just a matter of time. Meanwhile, she was looking forward to tomorrow night at Steve's apartment. Slowly, she moved back into her bedroom. Her hair needed brushing and she wanted to do her toenails in that nice pink shade for Steve to enjoy right after dinner. Penny expected him to explore her from her hair to her toes and the ever so important places in between. She took two condoms from her top drawer and put them in her little party purse. She had been on the pill ever since she turned 18 but this time it was going to be sex deep in her baby making opening. The test runs in her pretty mouth and her very tight little ass never posed any danger to an unwanted pregnancy. This time was curtain going up time on her as yet unpenetrated pussy. She wanted Steve's cock in her so bad that she could almost taste it.
Penny lay down on the bed and got up on all fours. She looked over her shoulder at the large mirror on her bureau and saw her heart-shaped ass posed in a perfect doggy position. Her ass was her primary source of sexual pleasure the past year. The very first time she opened up her back door for a man's cock was at the beach at Coney Island.
It was the weekend of her 18th birthday and her mom and dad were under an umbrella on the beach. Her dad was on his phone as usual and her mom was stretched out sound asleep in the middle of chaos. The three glasses of wine probably had a lot to do with it. Her dad's friend from work, Mr. Thompson was showing her how to float.
Penny was not a good swimmer and was a little uneasy even in the shallow water. She never did remember Mr. Thompson's first name. She always called him Mr. Thompson and he called her "my little penny". She thought Mr. Thompson was being a little demanding with his hands all over her special spots like her bottom, her pussy place and her budding breasts. But, Penny was not turned off at all by his attention. She was flattered because he was so strong and handsome. He had to be over a foot taller than her and towered over her when they were standing in the surf. Suddenly, they were both jumping up and down in the surf as the waves came in and she felt Mr. Thompson's cock rubbing her swimsuit on her bottom.
His hands were spreading her ass cheeks and she felt his cock sliding into her ass crack. It was so quick that she didn't even have time to say a single word. In a split second, her body was possessed by the older man's cock and she hung on him like fish on a hook. Her heart was beating really fast and she saw a young boy look at them with a knowing look. His smile said it all, "been there, done that"
Mr. Thompson gave out a bellow like a bull chasing a matador and he slowly withdrew from Penny's bottom. She smiled up at him hoping she had lived up his expectation and was relieved to see him smile at her.
"Thank you, my little miss penny. I believe that is the tightest ass I have ever been in."
When they rejoined her parents, Mr. Thompson told them he was taking them all to a special restaurant for dinner. Penny knew he was showing how appreciative he was for shooting a load in her ass underwater. She smiled at him and he nodded his head back being super careful not to show any visible emotions. She ordered the lobster and smiled when she saw her mother frown at her extravagance. Penny knew Mr. Thompson didn't mind at all. It was the best lobster she ever had.
The only other two ass fuckings that Penny received were both from her ex-boyfriend Nathan. Nathan became her boyfriend because the girls at her school were always making jokes about Nathan's "foot-long" just like the famous hot-dog. Only they were not referring to hot dogs. Penny was so curious she just had to see for herself. She got her chance when Nathan asked her to dance at the Junior Prom right after her 17th birthday. It was a slow dance and by the time it was finished, she was convinced the stories were 100% accurate. The hard shaft rubbing her legs and tummy had to be a least a foot long. Penny had found the perfect boyfriend. During that Summer, she had become an expert jerk-off artist and learned how to handle a 12 inch cock in her mouth.
Nathan was determined to fuck her. She decided the best course of action was to allow him access to her bottom and began to let him slide his cock deep inside her ass crack whenever he needed to let off some steam. His copious loads often caused her to come home from dates with soaking panties and wet skirts and blouses. Her mother was aware of her clothing issues but never made a comment about it. Penny figured a cum soaked daughter was much more preferable than an unmarried, pregnant one.
One night, in Nathan's car right outside her house, he was sliding his whopper of a cock between her ass cheeks. She was enjoying it and waited patiently for his load to start spurting on her back. Suddenly, she felt the head of his cock pressed hard against her tiny anus. Before she could object verbally, Nathan's cock popped inside her ass and slide deep up into her rectum.
Penny was totally shocked. Not at the effrontery of being fucked in the ass. She was shocked at how different it felt than when she was in the water. This time, she could feel every inch and the pulsing ridge lines of Nathan's huge cock. It was much longer and thicker than Mr. Thompson's and Nathan had the enthusiasm of youth as he rammed his oversized member up into her velvety little poop hole. She went into a convulsing orgasm before Nathan had a chance to shoot his load deep inside her. She was beginning to recover, when she heard Nathan making a whole string of strange noises. He never sounded like this when she was jerking him off or sucking him off in her pretty little mouth.
She wanted to tell him not to make too much noise, but before she could open her mouth, Nathan began to slap her bare ass cheeks hard with his full palms. Penny groaned at the misuse of her tender cheeks, but had to admit it made her even hotter. She began to grind her ass back against Nathan's groin and felt her orgasm start to rise again deep inside her core.
Nathan actually howled when his load spurted down his shaft and into her pulsating rectum. She touched her clit and exploded in waves of sensual pleasure reaching every part of her body.
Penny felt her mother's eyes on her as she wobbled from the front door to her bedroom. She was certain her mother could see that her daughter had been ass fucked by a giant 12 inch cock and would have difficulty walking normally for at least the next two days.
The third and last time Penny had taken it up the ass to protect her virginity was just last month. It was right before she split with Nathan. Penny felt she had no other choice after catching Nathan humping her best friend. It was so humiliating. His bare cock with no condom buried deep in her girlfriends pussy was just too much for her. She felt like a fool for giving her ass up so easily to keep Nathan to herself. That was the night she decided she had been a virgin long enough. The fact was that only the night before, she was on all fours with Nathan riding her asshole with frenzied abandon. It had been so deep, so satisfying, that she wanted it to last forever. She wanted him to leave his beautiful cock inside her and never take it out. Now, she hoped she never saw it ever again.
Finally, it was Saturday night. Penny took a last check in the mirror. She was self critical but tonight she didn't see any obvious flaws. Sandra was working on school papers and remarked,
"Don't you look sweet tonight, young lady! I bet that Nathan will be so proud to have you as a date."
Penny had not told her mother yet about the problem with her ex-boyfriend. She also did not see any harm in keeping mum and not filling her in about her split with Nathan the fact that her date was really Steve, her mother's ex-employee. It was not really a lie, just a matter of not giving all the details of her social life.
"I promise to be in early, mom. Don't wait up for me. It is just dinner and a movie."
Well, at least the dinner was the truth. The only movie on her mind was an x-rated one starring her and Steve. Penny was humming to herself as she ran down the stairs. Steve was parked at the corner with the engine running. He agreed readily when she told him it would not be a good idea to pick her up in front of her mother. Penny's only thought was that her mother might object to her dating a divorced man 15 years older than herself. Steves thought was how could he explain this new relationship to a woman he had just recently enjoyed sex with. A woman who had given him her body freely for the last year, so many times, and in so many ways.
"Wow, you look terrific, Penny!"
"Thank you, Steve, I have been so looking forward to this evening."
Before they pulled out, Steve leaned over to her, cupping her chin in his hands, and gave her a deep tender kiss that sent shivers up and down her spinal cord. Nathan had never in a year and a half given her such a satisfying, loving, tender kiss on her willing and expectant mouth. She moved over beside him and put her hand on his leg, not in a sexual way, but in a way that told him she was his, and his alone.
The dinner was a great success. The pasta Alfredo and the great Italian wine made her feel so alive and bubbly with vitality. They moved to the long white leather couch and she laid sideways across his chest. Penny looked up into Steve's eyes and was excited as he bent down to kiss her all over her face and push his wet tongue deep inside her open mouth. She knew she was breathing rapidly and her vaginal slit was brimming with her own juices telling her she was ready to be deflowered this very instant.
Steves hands were all over her aroused nipples, twisting them, rubbing and rolling them between his fingers. His touch brought wave after wave of orgasmic pleasure hitting her body in every sensual spot. She felt her vagina pulsing and even her sphincter muscle was opening and closing in expectation of sexual activity. No, tonight was her night to lose her cherry. Penny loosened Steves belt and opened him up to her exploring hands. The rock hard cock was already showing evidence of leaking sticky drops of pre-cum. She caught them on her fingers and brought them up to her nostrils to inhale his scent.
When Steve saw her do that, he pushed up her skirt to her waist and pulled her thong off her legs. That allowed her to spread her legs wide. The shaven target of Penney's virgin pussy drew Steve's cock like a magnet. He easily entered her dripping slit and then encountered her sensitive hymen. He knocked on that door several times with his determined cock, but each time he was denied by her reluctance to open up her virgin's entrance. In desperation, Steve grabbed her lucious ass in both hands and pushed her vagina against his rock-hard cock. At the same time, he rammed his cock head into her last line of resistance and felt her tear open to let him deep inside her unprobed vagina.
The split second of pain was immediately replaced by a sense of deep satisfaction and of being filled in a place that sent little messages of pleasure all throughout her body. For a moment, they both lay there, not moving, savoring the sensation of total and complete impalement on a friendly weapon of love.
Then, Steve began to fuck Penny hard and deep. His cock ravaged every little hidden corner of her womanhood. She spread her legs wide open to allow him the deepest access possible. When his thrusts began to make her pant with her own need for orgasmic release, she wrapped her legs around his strong body humping her hard into the couch and locked her ankles together to keep him deep inside her. First, Steve went rigid as his seeds started to spurt out of his long, hard cock. He put his head back and held his cock inside as deep as he could go. Penny felt the hard splash of the creamy cum begin to fill her vagina. Right after that, her anus trembled and she began her own massive orgasm. It started for some reason, deep in her rectum and spread to her vagina and then down her legs. All the way to her locked ankles. Penny rocked from side to side, milking Steve's cock for every last drop of his semen. She squeezed his shaft with her well developed and puffy pussy lips, closing them back up when he pulled out. She wanted his cum inside her as long as she could keep it. It felt so good, filling her to the brim. The first time she had such a sensation inside her vagina. A vagina that could no longer claim the title of "Virgin"
Penny ran to the bathroom and got some wash cloths soaked in warm water. She pushed steve back on the couch and washed him all over his groin area. She handled his cock and his balls with loving tenderness. Penny bent down and kissed it several times, but stopped when it showed signs of rising once more. She didn't wash herself. She wanted the smell of his cum and his body on her for a while longer. Later on, when she was alone in her bedroom, she would inhale his scent and prove to herself it was not a dream.
Steve asked her to meet him Sunday afternoon for an off-broadway matinee in the village. He had been given the tickets several weeks ago and had no one to take except her. She had never been to a real play before, so it sounded like a real fun thing to do. Penny thought anything with Steve was a real fun thing. He drove her home and their goodnight kiss was so hot and torrid, she had an urge to pull her thong down right there in the car. However, that was far too risky right in front of her apartment, so they promised to meet at noon time at the top of the subway stairs.
Too bad the Subway was never crowded on a Sunday afternoon.
Send feedback
- Use for below to send feedback to author - View the Authors profile here
- The following form will send feedback to the author about this short story, please enter your e-mail if you wish a reply (which is obviously at the authors own discretion)

