Note: This happened nearly a decade ago, so it may not be exactly what was said, but everything that happened is pretty well spot on. For anyone looking for a story littered with sex, it doesn’t start for quite a while. While the characters are all real, the names are not. This is my first story and I accept any criticism, whether it's on style or any typos that may be found. Enjoy!
When I was growing up, I never really thought of myself as an attractive guy; at 5’9” and 180 pounds, I definitely could have gone for a few more walks. To top it off, I had glasses, was a pretty big nerd, and sat around most weekends playing video games with friends... until we became interested in girls. My best friend, Bill, was always a hit with girls; he was your typical jock with a well-toned body and all of the cool girls drooling over him.
Eventually, my relationship with Bill led him to encourage me to hit the gym with him after school on a daily basis. In no time at all, I had shed 15 pounds, and was starting to get the faint hint of a six pack, to go with some nice bicep definition. While I gained this new image for myself, however, I was still a bit of a geeky stoner; I preferred the company of a joint, Zeppelin, and video games to the company of girls. In an ongoing effort to get me to fit in more to his liking, Bill changed a big part of my life again.
Being his best friend since childhood had its perks, and I was openly welcome to run with whatever crowd I pleased. Part of Bill’s pull was getting into keggers and house-parties being thrown by people in the grades above us. I hadn’t shied away from his peer pressure up to this point, so we started going to parties every Friday and Saturday, with Bill always seeming to leave with a different girl. All of these parties had a good result for me too: my first girlfriend, Emily.
Emily was 5’7”, about 120 pounds, and a blonde-haired, blue-eyed goddess in my eyes. I was a sucker for her to the extreme. She didn’t have a car, so I would pick her up and drop her off, and generally drive her everywhere she needed to go, which was initially acceptable for me, because I got to be seen with one of the most attractive girls in my school.
It wasn’t long before I was getting regular blowjobs at lunch and sex four or five days of the week. After school, we would rush over to either one of our houses, depending on whose parents were working later that day, and pretty much fuck for a good couple hours. I was definitely not Emily’s first, but I was more than adequate in her eyes. While not having the biggest dick in the world, I definitely am above average at 8.5” with moderate thickness. How could life be any better for a teenager?
The answer to that is Mrs. Curtis. She had been a gym teacher at the high school for about 20 years, and was entering her mid-late 40s by the time this story really takes off. Mrs. Curtis was not your typical female gym teacher; she was not in the greatest shape, she was not the first older lady you would pick to fuck if you had your choice, and she was honestly pretty annoying. But there was something about her, a certain ‘it’ factor, that screamed ‘I want to fuck every one of you young studs right now’.
There were legends, in fact, of numerous trysts Mrs. Curtis had had with former students. As the rumour went, Mrs. Curtis had been caught fucking the school’s accountant by one of her soon-to-be graduating students, and he had blackmailed her into fucking him regularly until he went off to university. While there was really no way to prove this, as it had supposedly happened in the first five years she had started teaching, there were a lot of students claiming that they had gotten blowjobs from her, with a few even claiming they had fucked her after school. I figured most of them were full of shit. After all, no one even had any proof that she had ever fucked the accountant, or that she had ever been blackmailed by any students in previous years. Despite all of this, she was definitely a frequent mention whenever we talked about what teachers we would fuck, and how bad we’d give it to them.
During the last week of school before Christmas exams began, Emily was talking to her friend Sarah in the bathroom, assuming they were alone. As she related to me later, she was telling Sarah how full I made her feel when she was on top, and how much she loved when I would squeeze and slap her ass raw when we were fucking. She was in the midst of telling Sarah that she was going to consider letting me fuck her in the ass when she heard stifled laughter from one of the stalls. When Mrs. Curtis came out of the stall, Emily went beet red and rushed out of the bathroom to let me know what had happened, and how she was just going to die if her parents found out that their perfect little Christian angel had been fucking since she was in junior high.
Sensing the urgency of the situation, I decided a visit to Mrs. Curtis was in order. After school, I knocked on the gym’s office door, and was quickly told to enter. As Mrs. Curtis looked up from the papers on her desk, a large, impish smile spread over her thin lips.
“What can I do for you, Mr. Stenson”, she asked while leaning back in her chair and crossing her legs.
“Uhh”, I stammered, trying to find the courage to say what needed to be said. “Emily told me that you overheard a private discussion she was having with Sarah in the bathroom this afternoon, and I was hoping that we could maybe come to some kind of agreement.”
“What kind of agreement did you have in mind? She was pretty deive about some very inappropriate things.”
I felt my collar start to tighten, and was very aware of my heart beating.
“I was just hoping that you wouldn’t tell Emily’s parents about our relationship. They’re pretty strict, and they don’t know that we’re having sex. They think she’s still a virgin and saving herself for marriage.”
That mischievous smile immediately returned to her face.
“You can relax, Robert.”
“Please, call me Rob... most people do.”
“Well... Rob”, she paused, adding extra emphasis to my name, “I think your secret is safe with me.”
“Thanks a lot, Mrs. Curtis. Her parents would probably ship her off to a female boarding school if they found out.”
I started to relax a little, looking out at the gym, and becoming very aware that we had been talking for a few minutes – the school was quickly starting to clear out, and even the faint sound of lockers slamming had becoming less often by this point.
“Well thanks again, I really mean it,” I told her, trying to make sure she understood how genuinely happy I was with her decision. “Emily’s just real private about this sort of thing.”
“Not the way she was telling Sarah, she isn’t,” Mrs. Curtis retorted.
“Well, I gotta go... Emily is probably looking for me.” I took one last look at that devilish smile on her face, knowing I would be thinking of her momentarily when I was fucking Emily. As I was turning to leave her office, she quietly muttered my name.
“Rob,” she sighed, before I could get back out into the gym, “...just one more thing, young man”.
“Anything, Mrs. Curtis. I definitely owe you big for this.”
“I need some help cleaning up after school, especially when your team has basketball practice.” She rose and took a few steps towards me, lightly grabbing my elbow and pulling me into the gym.
“Whenever the boys finish practicing, most of them just hit the showers and take off, leaving me to clean up all the balls and cones by myself.”
“Absolutely, Mrs. Curtis,” I responded, sighing with relief that her task was something of relative ease. I was worried she was going to ask me to help with the upcoming girls’ volleyball tournament that was being hosted at our school all day Saturday and Sunday. Compared to that, sticking around after practice for a couple minutes was only fair.
The rest of the week went by very smoothly; I would stay after school for a few minutes to help her clean up. She was very grateful, and always thanked me with a smile. Not the same smile as when we’d had our conversation, but a genuine smile to display her appreciation for my assistance. Every day when I’d go home, I would picture myself fucking Mrs. Curtis while Emily was lost in our lust. I even went so far as to insist on fucking her doggy style more often, so that I could imagine it was Mrs. Curtis instead.
I would pretend her small ass was full, partially because Mrs. Curtis could stand to lose a bit of weight. I would pretend her breasts were bigger, more suitable for a woman who had two children. I would push Emily’s head down into the bedding, and fuck her for all I was worth. While she was getting off again and again, the only thought that crossed my mind was how I wanted to make one rumour into reality.
On the afternoon of the last day of school before exams, I had stopped after finishing up with Mrs. Curtis to once again extend my thanks. She wished me a happy holiday, and said she’d appreciate my help in the new year, if I was willing. I told her I’d have to think about it.
That afternoon, Emily was giving me a rather good blowjob; she could almost deep throat me, and had gotten pretty good at using her hands in unison with her mouth. I told her I was going to cum, and as usual, she screamed that she wanted it on her tits or her face. I was very willing to oblige, and immediately shot three times on her boobs, and then another four on her face. The last shot got her right in the eye, and she screamed.
“What the fuck, Rob?”
“I’m sorry, babe, I didn’t think I was going to cum that hard.”
“You’re an asshole. You’re probably going to laugh about it with your faggot friends later, aren’t you.”
“Relax, it was an accident. If I wanted to do that, I’d have done it ages ago.” I looked down at her as she was scrambling to stand up and find something to clean up with.
“Go fuck yourself, Rob. You think that just because you have gotten more popular this year, and you’ve worked out and gotten in shape that you’re hot fucking shit all of a sudden”. She continued to scream at me, which ended up having rather dire consequences for our relationship.
Unbeknownst to either of us, Emily’s mother had gotten off work early and had run upstairs thinking that her daughter was in some kind of trouble. When she slammed Emily’s door open, she was greeted with the site of my cock, still half erect, and her daughter wearing nothing but panties. To top it all off, her little angel still had not wiped all of my cum of her chin or tits, so she got quite a look at something pretty awful.
“What the fuck do you think you’re doing, young lady?” She screamed at Emily, seeming almost oblivious to me standing still naked less than five feet from her.
“Jesus Christ, Mom, you’re supposed to be at work!”
Emily began to scramble for her blanket, while I slowly edged towards my clothes, heaped in the corner of the room.
“Don’t fucking move, young man,” Emily’s mother turned to me, “if you think that you’re going to just sneak out of here, you’ve got another thing coming!”
I went into immediate survival mode, thinking faster than I ever had before.
“Look, ma’am, I mean no disrespect, but I have a pretty good feeling that your husband is going to shoot me where I stand if he happens to come home early, too.”
“What’s your point?” She shot back at me.
“My point is that, while I am partly responsible for this situation, there were two consenting individuals here, and I don’t think it’d be very fair that I get in trouble here and at home too, when you inevitably call my parents.”
“You have one minute, Rob, to get dressed, and get the fuck out of here!” She continued to scream at me.
As I stumbled around, trying to get my boxers and pants on as fast as I could, she quickly caught on to my little ruse.
“You better leave your address and phone number here, young man. I want to be sure that your parents find out what’s been going on.”
I stopped dead in my tracks.
“And don’t you fucking think for a second that I won’t go to the school board asking for your information if you end up giving me some fake numbers. I will track you down in a fucking heartbeat, young man!”
I did what any smart person would do – I gave her my real number and address, threw my shoes on, and drove home as fast as I could, so I could try to tell my parents before she did, thankfully I was successful. While my mom was busy berating me, and being concerned whether we’d used protection, which we had, my father was busy grinning from ear to ear, and sneaking me a thumbs-up whenever my mom wasn’t paying attention to him. While my dad obviously thought it was hilarious, I understood when he had to agree to ground me for the entire three-week Christmas vacation.
At first, it wasn’t such a bad deal; I couldn’t really do anything, since I had no homework, but I also wasn’t allowed out to see friends, which meant I didn’t have to go out in the cold. Suffice to say, it was a pretty boring few weeks, and I was actually excited about going back to school for the first time in years.
When I got to school that Monday, I had no idea the disaster that was waiting for me. I hadn’t been able to use the phone or computer, so I was completely out of touch with what had happened over the holidays. As it turns out, Emily did get transferred to a female boarding school that wasn’t even in the same country. I was pretty upset, and Bill definitely noticed.
“Dude, you’ll get over it soon enough – there’s definitely enough pussy in this school.”
“Yea, I know. It still sucks though... I’m going from pretty much daily fucking to nothing. I haven’t even fucked in over three weeks because of this shit.” I felt pretty low right then.
As we turned the corner, I knocked Mrs. Curtis right on her ass.
“Oh man, I’m so sorry, Mrs. Curtis! Are you alright?”
“I think so,” she responded, as she slowly got to her feet. “I think I might have sprained my wrist. You boys go on your way, and enjoy your lunch. I’m sure you have a lot to catch up about,” she winked at me as she rubbed her wrist and brushed past us down the hall.
“What the fuck does that mean?” Bill asked.
“I have no idea. Whatever, dude. I gotta take a leak before History – save me a seat,” I told him as I quickly went to relieve myself.
After school, I decided to check and see if Mrs. Curtis was alright. When I poked my head in her office door, she had an ice pack on her wrist, and it looked pretty swollen.
“I’m really sorry, Mrs. Curtis,” I told her.
She jumped up, startled at the sudden company.
“It’s ok, Rob. It was an honest mistake, I’m sure”, she flashed me the cheery, reassuring smile. “I could use a hand again, though... probably for a week or two.”
“Absolutely, Mrs. Curtis. I couldn’t let a poor, helpless lady putter around the gym with only one good hand,” I smiled at her, as she faked a frown, and then quickly laughed at my playful humour.
After a moment, Mrs. Curtis seemed to get serious.
“How come you never joined the basketball team, Rob? I know you’re not as tall as some of the other guys, but you’ve gotten into pretty good shape this year, and you’d probably be a good asset to the team with your endurance.”
“To be honest, Mrs. Curtis, basketball’s never interested me. Outside of gym class, I’ve never really played much.”
“Oh, I see what’s going on,” that dirty smile slowly appearing on her face. “You suck!”
I felt myself blushing a little, knowing she understood completely why I didn’t play on the team.
“It’s ok, Rob. You’re pretty good at baseball and lacrosse, you can play those too.” She was clearly trying to restore my confidence.
“I’d love to be on the basketball team, Mrs. Curtis. Most of those guys have been on it all through elementary and junior high, though. I haven’t put in the practice to compete on that level.”
“Well maybe you could spend the rest of this year learning how, and make the team next year with ease?” She was definitely pushing the subject – I knew she had some kind of angle that I wasn’t sensing.
“I guess I could. I don’t think I’d like to be seen taking basketball lessons, though. That’s pretty embarrassing for a guy who’s spent the last few months at the gym, you know?”
“Well maybe you could get one of the teachers to teach you. I’m pretty sure that one of your teachers played in university. In fact, I’m positive one of your teachers played...” she trailed off, curiously looking around the room, before making eye-contact and bursting out into laughter.
“You played college ball?” I asked her, clearly in disbelief.
“Just because I’m 5’2” doesn’t mean I don’t have what it takes. My team made it to the national semi-finals in my senior year, so I think I might know a thing or two about playing.”
“I had no idea...” I struggled to find the right words to say, “I guess if you had time, I’d definitely love to learn!”
“Well how about we start with some basics today, and we’ll go forward as my wrist gets a little better? Thankfully, it’s not my shooting hand, but it’s still probably too sore to work on some of the fundamentals.”
She quickly began to show me some of the basics about dribbling, shooting, and passing. Whenever she told me to watch her, she had her head turned, and had no idea that I was fully eyeballing her tits and ass through her gym clothes.
By the end of the week, she had started to teach me about intricate ball control.
“One of the most important things you will ever do in this game, is boxing out. You essentially use your body to keep whoever is guarding you at maximum distance from the ball.”
She was in a rather seductive position, even if she didn’t know it. She was in a half-squat, with her ass sticking out right towards me.
“Don’t just stand there,” she scolded me, “get up here and play some D!”
I quickly walked up to just behind her, making sure there was some room between my cock and her ass. She quickly threw my carefulness out the window, however, and began moving back and up into my cock, grinding her sweet, round ass into it every time she bumped me. She spun around me, and threw an easy layup in the basket.
“What’s the matter?” She asked. “Clearly you were playing better than that yesterday!”
“I got distracted. Sorry,” I offered a weak apology for my poor attempt.
We got back into position once more, my dick starting to become engorged with blood. She bumped right into my cock again, noticeably lingering for a moment, before pushing off, and bumping a few more times. She stopped dead in her tracks after a few bumps, with my now erect cock wedged right between her cheeks. She casually dropped the ball, letting it bounce a few times, before she slowly turned her head and looked me dead in the eye.
“Is that what distracted you,” she asked me, slowly reaching one hand behind her ass to grab my throbbing erection.
All I could do was mutter “Uhh” a few times, while she decided to take full control of the situation.
Turning her body around, she grabbed my cock threw my basketball shorts with both hands and whispered something so barely audible, that it still resounds in my head today, “...Fuck me, she wasn’t kidding.”
This left me a little confused, before she managed to gain my attention, looking through my eyes, right at my exposed soul.
“You better come to my office, so we can discuss what just happened,” she quickly snapped me out of my trance.
I assumed she was going to apologize profusely, and reassure me that ‘these things happen’, and it’s all a part of puberty – the usual health class spiel. Instead, she continued to tug me, leading me by my stiff cock to her office. The second we got into her office, she quickly turned around, locking the door. She then proceeded to turn the gym and office lights off, and closed the blinds, allowing just enough light in from outside so that we could see each other.
“You can’t tell anyone about this. Ever. I could get fired, Rob. I could go to jail. I have two kids to think about.” She continued to blabber, seemingly almost in tears.
“You kept my and Emily’s secret,” I slowly responded. “I think it’s only fair that I keep yours.”
She looked like she’d been stabbed through the heart, and tears finally began to run down her cheeks.
“That’s not entirely true, Rob,” she began to sob hysterically.
“What do you mean?”
“Didn’t you ever wonder how it was a little odd that both of your parents and Emily’s mom were all home so early at the same time?”
The realization of what she had just told me was like a punch to the stomach. My knees immediately felt week, and I quickly sagged to the floor in complete disbelief.
“I’m so sorry, Rob. I never wanted you to find out about that,” she looked at me, pleading through her tears.
“Then why the fuck would you do it!” I found myself suddenly screaming at her.
“I’m sure you’ve heard the rumours, Rob... you have to have heard them. Every year, I hear girls whispering about it in the bathroom. Every year, I hear immature little fuckers bragging about how they’ve fucked me.”
“You’re saying rumours, but I don’t know if I can trust you right now,” I spat at her, my words like a corrosive acid to her emotions.
“You want the truth, Rob? I’ve been married to the same man since the summer after high school. I love him with all my heart, and he is my true love, the one that I will always be with,” she trailed off, letting that thought linger momentarily. “But, he’s not always home, and I’m finding myself wanting more every year that passes. Even when he does have time to fuck me lately, it just doesn’t satisfy me. You won’t fully appreciate your penis until you’re older, Rob. The fact that you can probably fuck for hours with minimal breaks. The fact that you can probably cum five times and still be hard enough to keep going.”
I didn’t quite understand her point, so I just stared at her with a very doubting look on my face.
“I never fucked that accountant. I was at a staff party just before graduation that year, and I was very drunk. He was trying to take advantage of me out behind the bar, when a student, Joe, walked past. Joe told him to fuck off, and made sure I was ok. He helped me regain my composure, and then got a cab and personally walked me to my door. I thanked him by offering him inside for a drink, as my husband was on a business trip.”
“And that’s when he fucked you?” I cut in rudely.
“No, Rob. Joe is gay. He genuinely was concerned that I was in distress. He told me I deserved much better than being raped in alley. I had seen him in gym class though, Rob. He was about as hung as you are. I knew then that I had to have him, at least in part. I begged him, Rob. I begged him to fuck me, and he absolutely refused. After a while, I finally managed to convince him to let me jerk him off. And while he was enjoying that, I blew him too. But he never fucked me, the thought was disgusting to him.”
I had been so lost in arousal by her story, that I didn’t even notice that she’d taken off her gym clothes and was crawling towards me wearing nothing but her bra and panties.
“And that’s all that you’ve ever done. You’ve been faithful to your husband all these years, despite blowing a gay dude, and all those things are really rumours?”
Her hands were slowly sliding up my legs as she bit her bottom lip and nodded at me.
“When I heard Emily saying how fucking big you were, it brought me back to that night. I knew I was going to fuck you, I wasn’t going to let a cock this big get away from me again. When you told me what Emily’s parents would do, I knew immediately what I had to do. I’m sorry she got sent away, but I was being selfish. Now I know it was for the best.”
I quickly stood up, startling her. As she looked up at me and began to pull my pants down, I reached my hand up and backhanded her across the face.
“What the fuck?” She was clearly shocked at what I had just done.
“You deserved that,” I said coldly, as I pulled her back onto her knees by her hair.
With tears in her eyes, she looked up at me, cowering a little in anticipation of being struck again. I tightened my grip on her hair, while slowly pulling her towards my still covered cock.
“You said you had to have it. Get to fucking work,” I yelled at her, animal rage taking over.
She quickly licked her lips and pulled my basketball shorts of, licking the outline of my cock through my boxers. I pulled her back roughly with her hair and leaned in to kiss her, shoving my tongue into her mouth, and biting her lip hard as I pulled away.
She clearly was not used to being treated roughly, and appeared slightly dazed until I let go of her hair and pulled my boxers off, kicking them onto her desk. Grabbing her hair once more, I slapped her face lightly, showing her I meant business.
“Open up and get what you’ve been after, slut.”
A glimmer appeared in her eyes and she immediately tried to deep throat me, choking on her first attempt. As she tried to pull me out of her and try again, she got a quick realization of who was in control. Grabbing her hair even tighter, I began to pump half of my cock in and out of her mouth.
“Take your bra off, slut. I want to see your tits flopping around when I really start to fuck your face.”
She immediately unhooked her bra, letting her slightly sagging tits free from their constraint. I grinned briefly, before starting to fuck further into her mouth. Her hands were flailing wildly, trying to find something to push against, but I wasn’t allowing it, as I entered her throat, pushing roughly until she looked like she was about to pass out.
I pushed her onto her back and barked at her to lift her hips, to which she weakly complied. Ripping her panties off, I was surprised to be greeted by a completely smooth pussy. I quickly shoved two fingers into her cunt, sliding in effortlessly – she was soaked.
In a moment of empathy, I quickly asked her if she had any protection.
“Don’t need any, just fuck me already!” She screamed at me, pushing her hips up to try and force the situation.
As I lined my cock up with her pussy, I roughly grabbed both her nipples, pinching them hard as I plunged into her pussy. She wasn’t lying about her husband’s lack of sexual appetite; despite having two kids, her pussy was tight enough to grip my cock like a glove. I immediately began pounding her pussy for all I was worth, sweat dripping off my brow right onto her face. I hooked my arms underneath her armpits, grabbing her shoulders from behind. Leveraging myself for deeper penetration, I could feel her pussy start to spasm around me, I held my cock deep to enjoy the show her quivering was giving my hard cock.
As her orgasm subsided, she looked absolutely drained; for a gym teacher, she wasn’t in the greatest shape. I took this opportunity to get my final revenge on her for fucking my relationship with Emily up.
“Get ready for the big finale, Mrs. Curtis,” I snickered as I stuck three fingers into her mouth, met by her greedily sucking on them, and covering them with her saliva.
I proceeded to spit on her little asshole, roughly pushing one finger in, followed by the second, and the third after a moment or two.
Still recovering from her massive orgasm, she managed to gasp at me, “I’ve never been fucked in the ass.... please... please don’t.”
As I pulled the three fingers out of her ass, I leaned over, kissing her once more, before shoving my three wet fingers back into her mouth. As she quickly realized what had just happened, she began to squirm underneath me, which I stopped with a vicious slap on her ass.
As she cried out in pain, I took my cock and plunged it into her virgin asshole, grabbing her throat from behind.
She began to choke and cry, not fighting back at all, seemingly acknowledging that this was going to happen whether she wanted it or not. After a few minutes of punishing her even tighter asshole, I decided she had had enough being treated like a piece of meat and gave her a proposition.
“Mrs. Curtis,” I began, slowly catching my breath from the thirty minutes of hard pounding I had just given her.
“Melanie,” she responded, meekly.
“After what we’ve just done, I think it’s ok for you to call me Melanie,” she muttered, completely defeated.
“Fine,” I rolled my eyes. “Melanie, would you like to suck my cock, knowing that I’ve just spent the last five minutes in your shithole?”
Hesitating for only a second, she nodded her head twice.
I pulled her to her feet and turned her around, my cock poking her in her stomach. I slowly leaned it, and gently kissed her on the lips, with my closed mouth. Holding the back of her head lightly, I pulled her towards me and hugged her close, my cock now pushing up and resting just inside the bottom of her bosom.
“Why are you being so nice now?” She noticed the quick change in my actions.
“When we do this again on Monday, I don’t want you to hate me,” I responded, slowly cupping her large ass.
“We’ll be doing this again on Monday either way,” she told me, slowly dropping back to her knees.
Not even bothering to wipe my cock off with anything, she pushed me into her chair, and slowly wrapped her lips around my tool. She proceeded to give me the most sensual blowjob I’ve ever received. Cupping my balls gently, she slowly bobbed up and down, swirling her tongue over my throbbing purple head before bobbing back down once more. Within a few brief minutes, I told her I was going to cum, and she just nodded.
For the first time in a month, my cock erupted not by my own hand, and it felt incredible. Melanie swallowed the entire load, not missing a drop, before straddling over my still hard-cock on her knees and slipping her salty tongue into my mouth.