Planned Anal Orgy

by Skinny

What’s your gender? Man
How old are you? 70
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? USA
Highest education received: Some college (not currently in college)
What’s your occupation? Engineer Retired
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
How many hookup stories have you here posted before? 1

Planned Anal Orgy

How long ago did this hookup happen? 50

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? All five were gay or bisexual and in the closet. I was 21, skinny tall, little body hair, smooth.
F was 20 years older with a good shape and looks. J was a heavy-set drunk my age. G was my age, with a pretty nice body bubble butt. D was stocky – effeminate and good looking, and 4 years older with a very big cock. E was 4 years older and a nice guy type. I had been having sex with them, but they each did not know about the others, although they had met at parties in the past.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I liked getting fucked in the butt, but just one guy does not satisfy my urge. J and I shared our secrets and he knew about the others. He also was having sex with F and G but they did not know about each other and J doing me.
J and I came up with the idea to invite the others over to take turns fucking me.
I called each one and invited them over for that purpose. I would not tell who would be there. If they came, they would find out. If they did not like it they then could leave.

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? All five showed up, individually during a 1/2 hour time. Each one would knock on the door, I would greet them at the door wearing a very tight brief. They all sat around the living room, with beers and snacks out. Finally, J pulled a cot out into the middle and I pulled down my underwear. I said this is my party, no playing around (much) and get naked, which they did. They then took turns in every possible position with frenching & feeling (the audience were indulging each other). Whenever I felt like it, I would pick someone to blow me between fucks. They all got me several times in the six hours.
I think we fucked 15 to 20 times and I got three blowjobs. Somewhere in the middle and after, I had to squirt the cum out – enema by cum. They all left except G who stayed. The others had hookups afterwards. Very little lube was used, I prefer it dry.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than 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? My butt was very satisfied.

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

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? Afterwards, all of them, some others.

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? Not at all

What was the BEST thing about this hookup? Enjoyment

What was the WORST thing about this hookup? Could have used some additional cocks and larger cocks.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? No

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

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

What do you think about the Casual Sex Project? Interesting

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