What Could've Been... free porn video

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All through my senior year of high school, I dated a girl in the junior class. Sue was 5' 4" and I am 6' 2". I was still a virgin then and so was she. We swapped sexy nudes, sexted about our desires, you know, the works. But despite numerous occasions where I would find a dark back road towards the end of a date night, unbutton her top, unsnap her bra and feel up her nice C-cup breasts and small, perky nipples, and slip a hand down her panties and make her squirm, she never did put out.

Shortly after leaving for college, I broke off that relationship in favor of one with a much hotter girl. Rachel had perfect 38DD tits, a dirty mind, and a tight pussy. We fucked like rabbits in heat, with our record being eight times in ten hours. She's on the patch, which makes everything better; I can cum unprotected in her pussy all day long and never get her pregnant.

All of the above is true. Here's where it becomes fantasy.

Two weeks after coming home for summer break, I was lazing around the house, filling out scholarship applications for the next year and eating. I hadn't had any sex since the girlfriend went back to her home state, so each day consisted of typically two jack-off sessions.

That was when the text came in.

From Sue.

"Hey."

I wasn't sure what to say back, so I simply responded, "Hey" back.

"I have a question... but idk how to ask it..." the text read.

"Well," I replied, "just ask, I probably have an answer"

A few minutes went by before the next text came in: "do you still... think about me? ..."

"What do you mean?" I was confused.

Another few-minute pause. "u know... sexually?..."

I wasn't sure what to say. I loved Rachel to death, but to be honest, I had wondered from time to time how good Sue's lips would have felt around my cockhead, or how tight her then-virgin cunt would have been around my thick 7.5" shaft. I decided to play it kinda safe, but keep playing the game to see where it would go. "...sometimes..." was my response.

There was a ten minute break in between my reply and the next text Sue sent. It read, "...I think about u all the time."

Wow. I didn't know. How could I have known? I pondered on what she could possibly be thinking about, seeing as how she had never physically seen my cock, but then I remembered all the times that she had wrapped her petite little hand around the bulge in my Wranglers while we were making out, and all the nudes we had sent to each other. I texted back, "is that so?" and just before I hit send, I added, "...like what?"

She was fairly quick to reply, "I think about how big ur dick is and how good it would feel inside me... Brad, I want too fuck u..."

I was stunned. Here was this girl who, a year ago, refused to do anything more than let me touch her. Now, she's begging for my dick! I knew I shouldn't, but I couldn't help myself. "I want to fuck you too. What r you doin tonight?"

"After I get off work at 10, you."

Straight to the point. God, this is so wrong, but I let my curiosity and pure lust get the best of me. "You got it. I'll pick u up." Send. My brain had officially turned over control to my rock-hard dick.

The rest of the afternoon was filled with me talking to Sue, telling her I had to run to town to take care of a few things and grab a few groceries, that I'd be back later and I'd call her when I got home. At 9:30, I got into my truck and made my way into town, parking outside of her job, next to her truck. Around five after, she came walking out, noticed my truck, walked over and climbed in. We just kinda sat there for a moment, unsure of what to say to each other - what do you say in that situation? - until she finally turned to me and said, "Take us out to that old back road again."

That was all the motivation I needed. Letting my dick do the thinking again, I hit the key, dropped the truck into reverse, and backed out of the parking lot.

Minutes later, I pulled up to our old spot, miles out of town on an old dirt road that hardly anybody ever drove down. I killed the lights and shut off the truck. I turned my body and looked at her in the dim glow from the radio.

As I watched, she slowly reached down to her waist, grabbed hold of the hem of her t-shirt, and eased it up over her head. God, I had forgotten how petite yet perfect her little body was. She kicked off her shoes and let them fall to the floorboard as she scooted in and leaned towards me.

I did the same, leaning in and kissing her. The first kiss was just a brush of our lips, nervous and awkward; the next one, she locked her lips onto mine. Slightly startled, I jerked backwards a bit, but she stayed attached to my lips. I leaned backwards with my back against the door, and moved my right leg up til it was running along the back of the bench seat, and she was in between my thighs, lips still on mine.

Her left hand was on my right cheek, and her right hand made its way slowly up my thigh towards my rapidly hardening cock, until her little fingers had found the bulge in my jeans again. When her hand found it, she broke the kiss and let out a slight moan. She pulled back a bit and whispered, "Take off your shirt."

I did as I was told, pulling it over my head. Her right hand made its way up from my bulging jeans to run her fingertips over my abs.

"I forgot about these," she gasped, staring at their outline in the dim light.

She seemed to snap out of a trance after a moment. Looking back up at my face, she reached behind her and unclasped her bra and slowly slid the straps off of her shoulders, letting those perky C-cups loose. I watched as her nipples reacted to the cool night air, puffing up and getting hard.

All of a sudden, she leaned forward again and next thing I knew, my fly was unzipped and she was trying to pull my jeans down. I raised myself up a bit and she got my jeans down past my thighs. I kicked my boots off and they landed next to her shoes on the floorboard, followed quickly by my jeans and belt.

She paused just before she pulled my boxer briefs down, and as she pulled, my dick came with them. When it finally pulled free from the underwear, it slapped back hard against my abs, and her jaw dropped open. She stared at my hard dick for what seemed like a good couple minutes. Finally, she gently wrapped her hand around my shaft; she couldn't get her fingers all the way around. She moved her hand up and down a little before cautiously moving her head down to meet her hand.

She tenderly kissed my dick tip, and I let out a low moan. This must have given her a little more courage, as she took a little more of me into her mouth. Slowly, gradually, she eased her hot, wet, tight lips down around my thick cock. She could only take a little over half of it at a time, but she definitely made the best of what she had to work with.

After a few minutes of her mind-blowing blowjob, she pulled away with a loud pop. She unbuttoned her tight jean shorts, pushing both them and her panties down at the same time and kicking them off, letting them join the pile on the floorboard.

"Move down," she said, wanting me to position myself more towards the middle of the bench seat. I complied, positioning my cock in the middle of the bench.

She straddled me, with her right foot on the floor helping her prop herself up so that her pussy, which I could see dripping juices in the dim glow, was centered above my cock which she held in place with her right hand.

She looked me in the eye and said, "This is something I've been wanting to do for a long, long time..."

With that, she impaled her petite frame on my dick. She let out a moan of slight pain mixed with pure pleasure. Her pussy was so tight, it gripped my cock and didn't want to let go.

I grabbed hold of her waist and started to move her up and down, and she moaned louder. I let her go, allowing her to pick her own pace, and she started riding my cock.

"Fuck," she moaned, "you're even bigger than I ever imagined."

I just grinned and said, "you might want to hold on to something."

I grabbed her waist again and slammed my cock home inside her. Her eyes bugged out of her head and she let out a yelp of pleasure. I started pounding her pussy from underneath her, and she was moaning uncontrollably.

"I'm gonna cum!!!" she screamed, and I felt her cunt squeeze me harder than ever, but I just kept fucking her.

Her eyes rolled back in her head and she reveled in the orgasm I had just given her, but I wasn't done yet. I slammed myself home inside of her again, and shifted us around until she was underneath me on her back. I continued to relentlessly pound her tight little pussy as she clawed her surroundings, trying to grasp something. After another five or ten minutes of fucking her, I felt my balls start to swell.

"Fuck, I'm close," I grunted in between thrusts.

"Cum inside me! Cum in my tight pussy! Do it!" she screamed, and that was all it took. I unleashed rope after rope of my hot cum inside of her as she climaxed at the same time.

It took her a few minutes to regain enough composure to say anything.

"Th-th-that was... amazing..." she breathed... "You're so big, and you know just how to use it"

After another ten minutes, she finally got it together enough to get her clothes back on, and I took her back to her truck. "You know we're gonna have to do this again, right?" were her parting words.

I may regret it in the morning, but as of right now, I just had sex.

Thanks for reading! Hope you enjoyed it!

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I really shouldn’t do it. I know what I am getting myself in for, but it’s been a long time and I really need some relief. I’m desperate and even the best vibrator can’t satisfy me most of the time. I need a man... or a woman. I know going to the party is risky, but what’s a girl to do? I really need some relief, and everyone normally treats me like they don’t even see me.They’ll see me tonight, though. The Tri-Delta’s are having a Halloween party and it is going to be out of this world. They...

College Sex
3 years ago
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Whats Taking So Long

Never ask your wife, "What's taking so long?" while she is getting dressed to go out to a fancy dinner or you just might find out what takes so long, as I did. My name is Brian and my wife is Jamie. At the time of this story we had been married about three years. Jamie's job requires her to attend some very fancy parties and dinners once or twice a month and yours truly was always her escort. This adventure began one fateful Friday evening. We were going to one of these...

3 years ago
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Whats Taking So Long Part 5

What's taking so long? (Part 5) Never ask your wife, "What's taking so long?" while she is getting dressed to go out to a fancy dinner. I did, and so far it's been very interesting... The story continues... Briana Returns During dinner on Wednesday, Jamie had asked me to take Friday off again. She wanted Briana back for the weekend. I knew that she liked my feminine side, but it surprised me that she wanted it back so soon. So, on Thursday I checked on taking Friday off. It...

3 years ago
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Whats Taking So Long Part 6

What's Taking So Long? Part 6 By Teddie Never ask your wife, "What's taking so long?" while she is getting dressed to go out to a fancy dinner. I did, and so far it's been very interesting... We continue... Briana Forever Jamie had fooled me into going to the Queen's Court by myself, by feigning being ill. She showed up at the club after I did, to enjoy the 'Amateur Contest' in which she had entered me. After the contest we were sitting with Shelly and Cathy, and just...

2 years ago
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Whats your name again

- Both characters were 19 -They now have their own house as Jeremy is an engineer and Laura is an intern at a hospital. -They live in upstate New York. "What's your name again?" My name is Jeremy. I am 26 years old and live happily with my wife Laura. This is the story of how we took each others virginity. Let's start at the beginning. We met in kindergarten. I remember seeing her first come in and feeling the urge to pick on her so badly. Back then I didn't know any...

3 years ago
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Whats Taking So Long Part 2

What's taking so long? (Part 2) Never ask your wife, "What's taking so long?" while she is getting dressed to go out to a fancy dinner. I did, and so far it's been very interesting. We pick my story... My wife Jamie and I were just leaving the day spa, with me looking 100% female, or so she said. When we found out that Cathy was really Carl. He/she had said, "Yes. Always have been a man, always will be. At least between the legs. I have the body of a woman and the genitalia...

2 years ago
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Whats in a Name

What's in a Name It's a funny world, isn't it? Everything has a name or a title or a description. What's more, whenever some "thing" runs outside the "norm", it is discussed and labeled and explained. That's where I come in. I'm not "normal". I was born a male, but want to be a woman. So I am a transsexual. But, I don't feel the all-consuming need to have my penis turned inside out into a vagina, so maybe I'm a transvestite. Or a crossdresser. I love having breasts and live full-time...

1 year ago
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Whats Sexy

After the success of my stories about my first wife I started to write about my second. As soon as I did I found I had a problem, although very beautiful and with a great figure my second wife wasn't very sexy at all. True we had great sex in the bedroom but that doesn't mean that she was sexy. So with this startling piece of information I started to thing about what is sexy and what's not. Well let's start in a good place; my first wife was sex on legs and she would make a good benchmark....

3 years ago
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Whats gotten into Carry

"Shit, Carry!" I shouted. I must admit, when things get good, I have this habit of cussing. Like when Carry sucked on my dick harder than ever before. Carry's always been great at giving head, but holy shit! Something else had gotten into her. Something wild. Carry was my girlfriend of two years. We met our sophomore year in college and immediately hit it off. Things had been great, in fact I'd been thinking that after we graduate, I'd ask her to marry me. Carry's sweet, smart, and sexy....

BDSM
4 years ago
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Whats Taking You So Long Part 3

What's taking so long? (Part 3) We continue with the story... The Lake Jamie and I had dosed off after a great session of lovemaking. I didn't even get to wear my new nightgown. We had both fallen asleep in the nude. And, it was late Saturday morning when we woke up. Jamie was up first, and in the shower when I finally awoke. It took me a while to shake out the cobwebs and realize that there was something different. I looked down and saw my breasts, and then remembered what...

3 years ago
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Whats Sauce for the Goose

What's Sauce for the Goose... I worked for an accounting firm in the mailroom, sorting and delivering packages for the company. It's a nothing job with no real future, but it paid my bills...barely. Six months ago, I met a gal in a bookstore. I managed to hit it off with her because of a few novels we'd read in common, and over the course of a few dates, I convinced her that my sparse lifestyle gave me a lot of time and freedom that could be focused on her. She bought it and...

3 years ago
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Whats Good for the Goose

 "Humm, I know which way this is going," Carly said to herself as she felt Tom run his hand over her naked butt. She knew Tom loved an early morning fuck. Come to that ,so did she. Often if she woke first, she would reach for his flaccid cock and bring it to attention before straddling him and riding it to an orgasm.But today he had woken first, and as luck would have it, she was in his favourite morning position, on her side facing away from him.Carly particularly loved it when Tom woke first....

Bisexual
2 years ago
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Whats Good for the Goose

It was early evening, and Nancy and I were sitting on our sofa talking. She had been sitting there when I got home from work, and I could immediately read fear on her face; she couldn't even look me in the eye. For the past hour we had been having a very serious conversation, the sort that could lead to the end of a marriage, or possibly be the first step in a long road to its salvation. It had taken that hour for me to slowly get the truth from her, truth she knew she had to confess, but was...

2 years ago
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Whats Her Face

We’d just finished a set and the sweat was sliding down the sides of my face, above and under my lip in streams and I wanted to hop in the shower right then and there. I was already a little tipsy, so the music and the screaming from the crowd joined and it all just sounded like a night club. They began to blend, show after show. You can’t tell when the crowd is cheering anymore. You can’t tell when a girl is screeching or a guy is hollering. It all sounds like one thing, gigging, which I had...

1 year ago
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Somewhat Silent Library Escapades

I glanced nervously over my shoulder. The silence of the library was eerie under these circumstances. I was failing my history course this semester and rumors were often whispered about my lecturer, Paul Jones. I paced the history corner where I had been told to meet him and anxiously flattened my inappropriately short skirt. I was willing to sleep with him for the seven I wanted but I was under the impression that it would be private, in his office or apartment. I put my hands against the...

Group Sex
3 years ago
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What Could Have Been

Hi Folks.Things got a bit heated in the comments last week didn't they? ... Well relax this story is another shorter one but it should be a lot less controversial. This one is just a bit longer than last week's story so it's another shorty. That actually happened because we're working on a longer, darker story that there just wasn't enough time to finish this week. So at the last minute, I just wrote this story. This one besides being shorter was written and edited in less than 24 hours...

2 years ago
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What A Long Strange Trip It Has Been

What a long strange trip it's been. By Princess Pantyboy Hi to all, I thought I would do a little something different for my 100th story I have put on-line. This is a little blast from the past, I hope and pray you enjoy my story. The name of this story comes from a song from the Grateful Dead in case you're wondering. Me/ Kelly 10-years-old boy Miley 6-year-old little sister Mom Dad Aunt Meghan All, I was transferring files from my old...

3 years ago
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WHATEVER YOU LIKE

I was too confident. I was so pleased with myself, so full of myself, that it made me careless. However, it was understandable – for the third time in the space of only ten days, I had run better than ever before, and attained a new Personal Best. And what a time to do it, as well! – for the selectors were in the process of choosing the British team for the greatest event of any athlete’s career – the Olympic Games – which in just six weeks’ time would open in London, my own home...

2 years ago
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Whatever

 “So where are you headed?”“Wherever.”“Is that a plan or a statement of fact?”“Whatever.”The girl leans back and begins tapping on her mobile, completely absorbed, the way young people do. I say girl; I suppose she’s a young woman, but I estimate her age to early to mid twenties, and at my time of life she counts as a girl. On the other hand, I’m useless at judging ages.Normally I wouldn’t pick up a hitchhiker. Not anymore. At first I wasn’t going to pick this one up either. I don’t know why I...

Voyeur

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