It All Happened Very Quickly



What’s your gender? Man
How old are you? 43
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Cincinnati, OH
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Personal Fitness Trainer
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? A little
What’s your sexual orientation? Mostly heterosexual
How many sexual partners have you had in your life (including oral sex)? 3
How many hookup stories have you here posted before? 0

It all happened very quickly

How long ago did this hookup happen? 5 months ago

What was your relationship status at the time? Same as current status

How would you best classify this hookup? Friends-with-benefits

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? Roger and his wife were friends of ours we had known for several years. They live in Chicago so we don’t get to see them often. Roger was 6’1″ and has a great physique from daily workouts and amatuer competitions. We always enjoyed their company and had a good time together. Roger is 34 years old.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Roger and his wife had been in town visiting for his wife’s work and we had all got together to grill out at our house one evening. Everyone had enjoyed a few drinks and they had decided to stay the night to avoid driving. My wife had prepared the guest room and both our wives had gone in and gone to bed around 11 that night while Roger and I sat out around the pool.

It was some time after midnight when we decided to get into the hot tub and instead of going inside to change we both just stripped and got into the tub. After about 20 minutes of the hot water we got out and were both hot so we got into the pool. There was a sexual tension in the air but our conversation had never touched on anything sexual and our relationship had always been very platonic. We had gone from the hot tub to the pool and were now laying on the poolside cushioned daybed talking. Both of us were fitness enthusiasts and kept our body shaved and the sight of Roger’s glistening naked body laying next to me with his cock half erect was alluring. As we talked his hand made contact with my side and legs several times but I couldn’t tell if it was intentional or due to our positions.

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? I looked over and Roger was now fully erect and so was I. I heard myself ask him “do you want a blowjob?” in an almost surreal moment. I had never done anything with another man before and never thought anything like this would happen. We had many other people over in our hot tub who were naked both male and female but nothing sexual had ever occurred before. Roger almost moaned his reply, “yes” and I moved and grasped his cock with my hand and slowly began licking the tip of his head as I felt his hands move to my shoulders.

I took my time as I experienced my first time sucking another man’s cock in my mouth. Roger was rock hard about 6+” and slightly larger around than I am. His cock was veiny and hot and as I sucked him I could feel him throbbing as I fondled his balls out in our backyard beneath the moonlight. Roger was moaning and finally said he was about to cum when I moved back.

Roger sat up and my head was spinning with what we had just done. I was not sure if he was happy or what he was going to say when he moved behind me and spread my cheeks and I felt his tongue lick across my hole. It was the first time I had ever had anybody lick me down there and it felt amazing sending shivers up my spine and through my body. Roger continued licking me as I knelt doggy style on the daybed. He worked on my balls and my ass and each time he circled his tongue around my hole I moaned out in pleasure. I felt him gently push his finger inside me as he licked me and once I got used to the feeling it felt good. Roger was now fingering my ass and using his tongue to push up inside me and I was loving it. He then tried to push his cock inside me. It was a very weird feeling and each time he got the head of his cock inside me I had to tell him to stop and wait.

Roger took his time but was only able to get about half of his length up inside me and each time he started to fuck me we became disconnected and had to begin the process all over. I had never had anything larger than my doctors finger up inside my ass and this felt good while also uncomfortable. It did not take long before Roger was groaning and going deep with each thrusts and I was adjusting to what was happening and feeling my prostate being stimulated when Roger tensed up and pulled out of me. He tried to push back in but was shooting cum onto my hole and up onto my back. I could feel his warm jizz running down my crack and around my balls while also hitting my mid and upper back as he breathed deeply and rode out a tremendous orgasm.

Roger lay panting next to me and then moved and took my raging cock into his mouth once again. The warmth of his mouth felt blissful and I was enjoying what he was doing. It took about fifteen minutes and I told him I was going to cum and he continued sucking me as deeply as he could as I began to shoot a huge load into his mouth and he worked to swallow every drop. It was the first time I had ever had anyone swallow. My wife gave a good blowjob but always moved away before I came.

Once I was done we both lay on our backs side by side panting and coming down from our climaxes.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

Did your partner have an orgasm? Yes, one

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? Once we got up we both got into the hot tub to clean the cum off of us. Roger had cum on his face and I was covered in his across my back. We had to take the cushions off the daybed and washed them the best we could of the cum.

The next day we all got up and did not speak of what had happened. I enjoyed it and wanted more but I was perplexed about how it happened and about my own sexuality. I had never looked at any man with any sexual lust or desire before and still did not. The next afternoon Roger and his wife left. We told the girls that we had spilled a beer on the daybed and washed the cushions to explain them air drying.

We all remain good friends and don’t speak of what happened between Roger and I. I have connected with Roger on two other occasions since this first night. Both additional times were super hot and we both enjoy the time. We both have said we have never done anything like this with anyone else and don’t have any desire in that area. It just seems to be a chemistry we have that brings this side out.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Just happened, I don’t know why, just went along with it

How intoxicated were you? Small amount of alcohol or drugs, not enough to feel it

What substances did you consume? Alcohol

How intoxicated was your partner? Small amount of alcohol or drugs, not enough to feel it

What substances did your partner(s) consume? Alcohol

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? Neither of us has ever told anybody about our encounter(s) and agreed that it is our secret and that nobody can ever find out.

How would you best summarize people’s reactions about this hookup? I didn’t tell anyone

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? Not at all

What was the BEST thing about this hookup? The raw excitement and pure sexual energy.

What was the WORST thing about this hookup? Worry about getting caught afterward. My ass also hurt for a full day afterward and I worried slightly about STD’s and what my wife would think of this if she found out. I hate keeping it a secret but don’t want her to be hurt.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? It really made me consider our thoughts on sexual identity, I don’t feel like I am bisexual or gay at all. But, the chemistry between Roger and I is overpowering. We can still meet and there is not action between us but in private we both are overcome with our desire and lusts for each other. It makes me wonder if we were not both in committed traditional marriages would we consider being together as a couple? It is a question with many dynamics.

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

All things considered, how NEGATIVE was this experience? Not at all negative

What are your thoughts on casual sex more generally, the role it has played in your life, and/or its role in society? What would you like to see changed in that regard? Sometimes I wonder if we wouldn’t all be better off with more relaxed ideas on our sexuality and if casual sex would not strengthen some relationships. It was much easier to explore and push boundaries with a casual friend than with my wife. I will tell Roger to do things to me that I would be embarrassed or fear rejection if I were to vocalize those to my wife.

What do you think about the Casual Sex Project? I like the stories and seeing other peoples expeiences

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