10561781_571000563010438_3543055234114423151_n

This post is sponsored by Trust Massage Oil.

by

What’s your gender? Man
How old are you? 54
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Michigan
Highest education received: Some college (not currently in college)
What’s your occupation? Executive
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? Somewhat
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? Adventurous. Experienced.
How many sexual partners have you had in your life (including oral sex)? 350+
How many hookup stories have you here posted before? 3

Perpetually Horny

How long ago did this hookup happen? 1994

What was your relationship status at the time? Single

How would you best classify this hookup? Group sex

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? PD, as I’ll call her here, was 22 years old when we initially met, about 5’3″ tall, about 125-130 lbs; dark, almost black mid-back length wavy hair; fair skin color; smooth skin; nice slightly puffy lips; very firm but heavy D-cup breasts with HUGE, dark areolas but smaller nipples; with a perpetual smile, always ready to laugh; and one of the most serious women I’ve known about keeping herself clean and fresh.

PD and I hooked up initially at a bar while I was out with a girl I was in an open relationship with. We exchanged numbers and hooked up the following night, and well over 100 times each year over the next few years. PD was one of the most uninhibited women I’ve ever been with, willing to have sex in public, going down the road in the middle of the day showing off her big boobs to guys and then going down on me while they watched as we were still traveling down the road in the city. She was a self-admitted super slut who would hookup at the slightest hint of flirtation. She got checked regularly (like every month) for STDs, saying that if she ever got one she would never have sex until then, but until that time she would fuck nearly anybody. PD was not only a fuck-buddy but also a trusted friend. We helped each other out several times, such as when her brother died, and then when my favorite uncle died just a couple months later. We had fun with or without sex; it’s just that nearly every time we were together for any reason we did something sexual, even if it was just a blowjob or me eating her pussy. We fucked like bunnies and had fun with it. Never really anything emotional beyond fuck-buddies/FWBs.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was managing a gas station/convenience store as a 2nd job at the time. I worked the day shift this particular day, and Stoney, the guy who came in to work the evening shift and was a couple years older than I, was also a good friend of mine. I had told him several times about this girl who would come into the store when it wasn’t very busy and slide under the counter and suck me off while I stood there taking care of the occasional customer (That was exciting!) That was a different girl than PD, though, but Stoney was rather jealous of me, especially when I showed him a picture of this girl under the counter with my cock in her mouth (back then we still used film but I had a friend who worked in a photo lab so I could get anything developed.)

Anyway, on this particular day after I got out of work, I went to PD’s house and told her we were going to have some special fun that evening. After taking her out to dinner I asked her if she wanted to surprise a friend of mine with a blowjob. After I gave her his description she was excited to give it a go. So, I suggested that after I pulled into the parking lot with my lights out so he wouldn’t notice me coming, she should go into the store, ask if he was Stoney, then tell him that she’d heard from a friend that he had a pretty good cock and she would like him to let her under the counter so she could suck it. She got more excited with every suggestive word I gave her.

So we got to the store about 20 minutes before closing. After we got there I stayed in the car for a few minutes while she went into the store and did almost exactly as I had suggested, except that she didn’t ask him if she could suck him, she asked if he wanted to fuck. Of course, he was rather befuddled by having a very pretty girl with huge boobs come into the store and, out of the blue just ask him if he would like to fuck her. After picking his jaw up off the floor from being in momentary shock, he said he would have to shut the store down for a few minutes while they went in back. She didn’t answer him but instead stepped up to him and started kissing him, even though there was a new customer inside the store waiting to make a purchase. After she broke off the kiss and he was finishing up taking care of the customer, I walk into the store and told him he looks like he needs a break. He was completely surprised to see me and started to apologize for what was happening when I told him that he needed to get inside her pussy before we both changed our minds and left. Again, it took him by surprise that I had set this fuck up for him.

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? Stoney and PD went into the back after he grabbed a condom and had a good 15 or so minute fuck session. PD was not a loud fuck but she was rather vocal and gave a lot of low, guttural moans when she had an orgasm, so I knew she was having fun when I heard the muffled sounds coming through the door from the back.

While they were in back fucking and sucking, one of the other guys who worked there, just turned 18 years old when I hired him a month earlier, came in and wanted to know his schedule for the next week. I’ll call him Jack. I told him he would have to wait for a few minutes before going back to check it. He waited for just a couple minutes when Stoney and PD came out from the back. Jack looked a bit bewildered and asked what was going on. PD looked at him, looked at me, back at Jack and looked him up and down, then back at me again. I nodded to PD. She looked back at Jack and grabbed him, gave him a kiss that could make an octopus stiff, and told him she wanted to suck his cock and that she wanted him to fuck her. She then took him by the hand and led him to the back of the store and started giving him his first ever blowjob. Stoney and I heard him grunting when he shot his cum load down her throat within about 30 seconds after she started sucking on him, then he came out with a look on his face like he was at once confused, excited, anxious, scared and wanting more. I told him he should fuck her. He couldn’t get it up again due to being in shock but watched for a little bit while Stoney and I took turns with her after closing the store. Jack didn’t stick around too long however, because he was too nervous. Stoney and I had found out a few days earlier that he had never even kissed a girl before, let alone had any kind of sex.

After Jack left, we told PD that she was the first one to ever even kiss Jack. We had a good laugh and she said she felt very privileged to be the first one to receive his load and that she would like to be the first girl to fuck him too. Then Stoney and I took turns for the next couple of hours fucking PD in the office, behind the building, and on the hood of his car. We finally went back into the office, where she bent over for me to fuck her from behind while she sucked Stoney’s cock. Then we laid her on her back on the small, wall-mounted desk while he fucked her pussy and I fed my cock to her mouth until we both came for about the fourth time, and PD had at least a few dozen good orgasms that night.

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? When Stoney, PD and I were finally satiated for the night, we all pitched in and cleaned up the store and parking lot. We laughed and joked about a lot of different things for the 1/2 hour or so that it took us to finish cleaning up the property for the next day. We talked about Jack and how we would set it up so that she could be his first fuck.

Stoney was still talking about that night more than a year later when I left the company, and even when we would get together on occasion to go bowling or something. He said many times that he never believed that kind of stuff happened in real life and that it was still difficult to believe that it was more than just a dream, but that he enjoyed that more than anything else he had ever done.

When Jack came into work the next night I asked him if he was ok. He said that he would be ok but that he wanted to save himself sexually for after he got married. I apologized to him for setting him up like that, even though it was not planned. He said that it was ok but to never get him into anything like that again.

PD and I were friends for several more years after that and continued having some of the most awesome sex you can imagine, including both FMF and MFM threesomes; we took part in one full on orgy with about 40 or so people; and one evening the following summer called my neighbor and his buddies over because she wanted a gangbang, and she had about 16 men in a row that night, although she did insist on condoms for that one.

Stoney died a few years later. PD and I parted friends when I moved out of the area and we had both begun committed relationships. Jack got a better job about a month later and I never saw him again.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, Birth control pill / patch / ring / injection / implant, Discussed STI testing history

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Thought it was an important experience to have, Wanted to share a friend with another friend.

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? I talked about it with a girl I started hooking up with a few years later after I found out that she knew PD from high school. She said that it didn’t surprise her at all because she knew how PD was in school. She later said that she wishes she could have had a threesome with us.

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

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? Somewhat

Why do you regret this hookup? I don’t regret setting Stoney with this experience but I do regret getting Jack involved because I knew a little bit about him already and, to be honest, knew that he wanted to save himself for marriage, so I was the one who violated his boundaries. I don’t like violating other people’s boundaries because I know how I feel when someone knowingly violates mine. I was wrong in getting Jack involved, and should have just went back and got his schedule for him.

What was the BEST thing about this hookup? The look on Stoney’s face when he realized that I had set him up for one of his fantasies. It was so much fun to help another person experience something that they had only fantasized about, believing that nothing like that could happen in real life. He thanked me several dozen times for that experience over the next several years, and even the night before he passed away.

What was the WORST thing about this hookup? Violating Jack’s boundaries; taking advantage of someone in a situation just to get my jollies. Even though I was not the person who was physically involved, I was the one who knowingly stepped across a line that I had no right to cross. I don’t have many regrets but that is one of the biggest.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I realized that night that it is my responsibility to not knowingly put another person in a situation where they are going to compromise a personal value. Not everybody wants or needs to enjoy sex outside of a committed relationship or even outside of marriage. It must be the individual’s choice to consent or not, and if I knowingly put them into a situation where their choice is taken away then I am in the wrong. As I contemplated the events of the evening later that night, I couldn’t sleep, and vowed that I would never again set someone up without knowing for certain that they want to have whatever kind of experience I was thinking about.

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

All things considered, how NEGATIVE was this experience? A little negative

Anything else you want to add about this hookup? This was another example of some very risky behavior on my part. Jack considered calling the store owner but decided to talk with me face-to-face about it the next day. I told him about my sleepless night and about my vow to never do anything like that to another person.

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? Casual sex has been a big part of my life since I was about 14 years old. I have enjoyed CS many thousands of times with several hundred partners, some as one night stands, some FWB, and even within committed relationships. CS can be a negative when it is either coerced or to try to improve ones self image/self respect. If one party is coerced, then that can be considered a form of rape both legally and morally. In order to safely enjoy casual sex one should not expect it to be a cure or a tool to improve ones self image or social standing, but instead it should be viewed as recreation and relaxation, as it can definitely fulfill both of those needs, but ONLY when all parties are willingly consenting.

I think that CS is practiced by more people than would admit it even in a completely anonymous survey. That being said, there are not as many who enjoy it regularly as many of us would like to imagine.

I would like to see the social stigma erased for both men and women who choose to enjoy casual sex, whether on a rather regular basis or simply as an occasional diversion.

What do you think about the Casual Sex Project? I am really enjoying this forum-style outlet. I wish the comment section was available to make comments directly on this site because I don’t do Facebook, and I can’t either give comments or see any comments that might be made on my stories. Other than that it’s great!

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

2015-08-26_23-54-29