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What’s your gender? Man
How old are you? 32
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? South Florida, USA
Highest education received: College degree (eg., BA, BS)
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 50, 55-60 if counting oral
How many hookup stories have you here posted before? At least 15, probably more

Fulfilled Her Dream of Making Amateur Porn

How long ago did this hookup happen? Around 9 years ago

What was your relationship status at the time? Single

How would you best classify this hookup? Sex with an ex

How long did you know the person before this hookup? For 1 to 3 years

Tell us about your PARTNER(S). What did they look like? How well did you know them, had you hooked up before? How/Where did you meet them? How did you feel about them before the hookup? “Nicole” stood about 5’7″ and weighed around 135lbs. She had small boobs but a nice, big, round ass. She had dark brown hair, dark brown bulging eyes, and a pretty face. Her figure wasn’t too bad; I’d give her a 7 out of 10 overall.

We met at work. It was a job full of people in their early twenties and she was brought on to work the front desk. Word quickly spread about the cute girl up at the front and the guy’s I worked with quickly made bets with one another to see who could sleep with her first. Owing much of my man-whoring success to “don’t kiss and tell,” I showed no interest in Nicole around the other guys.

Without anyone knowing, I got to her before anyone else had the chance. I asked her out, we fucked on the first date, became fuck buddies, and then turned it into a relationship after a few months of feelings developing. The relationship was rocky at best, and we broke up twice. I knew from the beginning that she wasn’t marriage material, but I occupied my time with her because I was lonely and enjoyed her sexual appetite. She was just as insatiable as me, and as such, we fucked every day- often multiple times a day- for years. I helped her live out her rape fantasies…and she let me use her body for every sexual deviancy I could think up.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? When I finally broke up with Nicole for the second and final time, she was broken. She saw a future with me. She had convinced me to get back together with her once (I just wanted to keep fucking her!), so this time she must have felt like maybe she could do it again.

Unfortunately for her, she never met my qualifications for marriage material. She let me fuck her on the first date; she still maintained contact with her ex-boyfriends and ex-fuck buddies; and she told me how she sincerely believed that “every girl secretly wants to be a porn star; they just won’t admit it.” It was this last comment she made that resulted in the story you’re reading now.

Nicole had around 6 months to cool off and come to terms with me no longer wanting to date her. During this entire time, I refrained from all contact with her, but secretly planned in my mind that I was going to convince her to let me fuck her for one final time. I was going to convince her by offering to fulfill one of her fantasies: making amateur porn together.

So, finally, after many months had passed and after the other girls I was sleeping with had drifted away for one reason or another, I contacted Nicole. Naturally, she was cold toward me. But I told her my idea about making her porn fantasy come true and I quickly had her interest piqued. We made plans to stay at a hotel down by the beach in two weeks where we would film every nasty thing we did to one another. For those two weeks, I did nothing but edge. I wanted to have a huge load to blow on her face, so I got myself close to orgasm multiple times a day for two weeks (!) and never once had an orgasm. It was torture, but I knew it would be worth it.

When the time came, I picked Nicole up and we took the short drive down to the hotel on the beach. Before checking into our room, we went to the beach, swam out about 20 yards, and had sex in the water while families lounged around up on the shore. Because of my edging, I almost came immediately. My dick felt like it was “on the verge” with every fucking stroke. I couldn’t take it. In no time at all, I told her we had to go to the room and film our first scene or I was going to burst and ruin the cum shot of my dreams.

So we check into the hotel and I told Nicole the first thing we had to film was the cumshot. I wasn’t going to last if we had sex, and I was working on this load in my balls for two fucking weeks. Nicole had never let me cum on her face or in her mouth before because she thought it was gross; but I told her that if she really wanted to feel like she was a porn star, she was going to have to take the cumshot on her face. She didn’t hesitate too much and agreed.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? It was time to begin. I held the HD camera (being able to film in HD was still pretty cool and new at the time) and we took off our bathing suits. Nicole dropped to her knees and immediately started sucking my cock. It was like no blow job or sexual contact I had ever felt before. I could feel the sensitivity of my cock all up and down my shaft, in my balls, all up and down my back, in my neck, and in my legs. It was as if my entire body was experiencing an orgasm just from her mouth sucking me. My legs were noticeably shaking. My arms were shaking (luckily the camera came with stabilization). I’ve never felt anything like it.

Wanting to make sure we made a video that would be enjoyable to jerk off to in the future, I directed Nicole to maintain eye contact with the camera rather than me. What resulted (as I’ve now seen 500+ times) was a beautiful POV shot with Nicole on her knees in front of me, knees spread enough to see her pussy, tits fully visible, sucking my dick and staring lustfully into the camera. It’s fucking hot. After 7 minutes, I couldn’t take it anymore. My body was convulsing harder than before, but she wasn’t making me cum. I took my dick out of her mouth and started jerking off over her face.

After 5 or 6 minutes of her playing with her tits and sucking/licking my balls, I finally reached the point of no return. I told her I was going to cum, but Nicole again forgot that she was making a porn movie and I had to instruct her to tilt her head back at the last second. Her head went back just in time and I fucking exploded. I’m normally good for about two decent-sized ropes of cum per cumshot. This was the biggest cumshot I’ve ever had in my life, even to this day. The first rope went straight into her left eye and simultaneously covered her left cheek. The second rope shot across her lips and chin. She opened her mouth, letting cum fall into her mouth and onto her tongue. The third rope shot over her right shoulder onto the floor some six feet away. The fourth, fifth, and sixth ropes (now much smaller) fell onto her tits, stomach, and thighs. I kept moaning “oh fuck! oh fuck! oh FUCK!” the entire time. It was truly an out of body experience. I felt like I was witnessing the world’s greatest cumshot starring myself.

When that orgasm- the largest orgasm of my life- finally subsided, I instantly turned the camera off. I wish I would have left in on a bit longer so that I could have continued to have Nicole’s cum-covered face on film, but I wasn’t thinking clearly. This was where our first scene ended.

We spent the rest of the day filming every sex act we enjoyed: her on top, me on top, doggy style, me fucking her ass, me shooting cum into her spread-open asshole, blow jobs, 69ing, reverse cowgirl, etc. There was even a video of her straddling me naked when her mom called her on her cell phone. You can see her trying to have a normal conversation with her mother while I play with her pussy and make her face contort in pleasure. All in all, we made twelve videos that day, ranging anywhere from 10 minutes to 45 minutes in length.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, multiple

What happened AFTER the hookup? How did you feel about it the next day? What are/were your expectations/hopes for the future with this person? How do you feel about them now? The next morning, we had sex one final time (making our thirteenth video) and headed home. She made me promise to burn her a DVD with the videos and give them to her. She was looking forward to masturbating to them in the future just as much as I was.

About two weeks after dropping our porn DVD off to Nicole, I got a message on Facebook from a girl who was a friend to Nicole’s family saying “nice videos.” Nicole’s brother had two friends, engaged to be married, “John” and “Jane,” who had been friends to Nicole’s family for close to a decade. As I learned over the course of my conversation with Jane, her fiance John had taken the DVD from Nicole’s bedroom under shady circumstances. Jane felt that Nicole had “convinced John to take it,” coming to the conclusion that Nicole wanted her fiance to watch her getting fucked on film.

Jane felt that it was important for me to know that the DVD had made its way to her and John, but that John promised her he didn’t intend to do anything with it, a.k.a. he wouldn’t post it online. I was shocked, embarrassed, and concerned that the video would still get out. I asked Jane how she knew what was on the DVD and she had said that John left it in his PC and she had gone through, watching all of it.

Jane was drop-dead gorgeous- truly beautiful, a 10/10- and I always had a huge crush on her. She made Nicole look plain and boring. And to be totally honest, I really wanted to know whether or not the videos turned Jane on or made her wet, whether or not watching them had made her fantasize about me fucking her, and what she thought about my cock. Unfortunately, I wasn’t really in a position to ask her such risky questions. I feared that if I asked her and upset her, she could ruin my life by putting the videos online. She had been kind to me by letting me know she had the DVD- she was also engaged- so I felt I had better not say anything.

Ultimately, Jane made me feel somewhat secure that nothing was going to happen with the videos. But she told me that if Nicole ever tried to seduce her fiance, she would “show the world” Nicole “taking a huge cumshot to the face.”

I have to admit, my dick flinched in excitement. Despite being mortified about the DVD getting out, I was extremely turned on that this gorgeous woman was watching videos of me having sex and describing my orgasm as a “huge cumshot.”

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Withdrawal

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), To feel better about myself, Power / Dominance

How intoxicated were you? Not at all (no alcohol or drugs)

How intoxicated was your partner? Not at all (no alcohol or drugs)

How wanted was this hookup for you at the time? Very

Did you consent to this hookup at the time? I gave enthusiastic consent

How wanted was this hookup for your partner at the time? Very

Did your partner(s) consent to this hookup? They gave enthusiastic consent

To whom did you talk about the hookup? How did they react? The only person I talked about this hookup with was Jane, which was extremely unexpected. I wish I was able to get into details with her about what was in the videos, but unfortunately it wasn’t the right circumstances.

How would you best summarize people’s reactions about this hookup? Relatively negative

Did you get emotionally hurt as a result of this hookup? Not at all

Did your partner get emotionally hurt as a result of this hookup? Not at all

Do you regret this hookup? A little bit

Why do you regret this hookup? I only regret the fact that I gave Nicole a copy of the DVD. If I hadn’t, I wouldn’t have had to worry that there’s 13 videos of my cock in somebody else’s possession.

What was the BEST thing about this hookup? At the time: the cumshot. Afterward: being able to watch all 13 videos whenever I want, seeing myself fuck my ex in every position imaginable.

What was the WORST thing about this hookup? Knowing that the guy who got his hands on the DVD could decide at any moment to share them with the world.

All things considered, how POSITIVE was this experience? Very positive

All things considered, how NEGATIVE was this experience? Very negative

Anything else you want to add about this hookup? If “Jane” ever reads this story, I’d sure like her to tell me what she thought about my cock! And if watching me have sex made her wet. And if she fantasized about letting me fuck her. …And if she was pissed off enough at her fiance for refusing to delete the videos that she would have actually let me fuck her.

You have a hookup story to share? Submit it here!

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