Boat Ride



What’s your gender? Man
How old are you? 60
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Florida
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Engineer
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Bisexual
Any other term(s) that describe your sexuality or sexual identity? Take it when I can get it
How many sexual partners have you had in your life (including oral sex)? Many
How many hookup stories have you here posted before? Several, all true, over a period of many decades

Boat Ride

How long ago did this hookup happen? Several years

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

How would you best classify this hookup? Short fling

How long did you know the person before this hookup? For more than 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? Fred was a neighbor, gay with a live in partner. He was sort of good looking, not quite my type, unless I got horny.
We became friends but not with benefits. He was obligated to his partner, supposedly they did not fool around. I had offered my services but was rejected. But we would assist each other when problems came up, like fixing something, giving a ride, etc.
Fred had an ocean-going sailboat. He was moving it from one docking area to another & need my help to sail it to the new place, approx. an 8-hour voyage. I agreed to help, it would be a fun thing to do, no sex was expected. The day came & I had docker pants on over a swimsuit, yellow & body-hugging. My regular suit.
Fred wore pants over a swimsuit also. If sail boating, that’s what you usually wear.
Normally gay guys boating out away from shore usually get naked & fool around, but this was not supposed to be the case.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We got the boat ready & started out on a secluded canal to get to the ocean. I had a camera & we took some pix. Nobody was around, no other boats, just jungle foliage on each side. I stood on the front of the boat, Fred was back behind the wheel & he took photos of me posing. Then I got risque & bent over, he took that pic, then pulled my suit down, bent over showing my naked butt & got that on film.

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? Later on out on the ocean, I started to play with myself, hands in my pants thing. Fred left the tiller & sat across from me, the boat was narrow & there was only about 6″ gap between our knees. I took that as an invite, so I pulled my suit down & started to stroke. He did the same. I immediately got on my knees, grabbed his cock (he was well hung) & started to suck on that monster. He was a mouth full.
After he was past the point of no return, I pulled off, turned around, bent over, grabbed his cock & stuffed it into my asshole. Took some pushing. And commence humping. As he was fucking me, he reached around and jacked me off. After taking a good size load deep inside my bowels, I pulled off. We sat around and I said when he is ready, I would deep throat him. He said no way would I be able to do that.
Later, when he got hard, told him to lay down flat on his back. I got on top with my head towards his feet, on my belly, sort of like a 69 position. The natural curvature of an erection allows it to enter the mouth & reach the throat, while in that position. If bobbing very fast, the head will go past the throat, past the gagging part & out prior to gagging. After several mins, he shot his load directly down my throat. A very large quantity. While blowing him, I jacked off.
I have tested the deep throat procedure when I was starting out at 13 on a banana. Put it in until it meets the gag & bite. It measured 6 inches, by bobbing fast, can get about 8 inches or more. I did about a 12 incher. But you have to pull it out very fast. I now have dentures, I find its more fun when I have them out.
I mainly enjoy one sexual act at one time, although I have 69 many times, I prefer sucking & enjoying that & before or after, getting sucked & enjoying that. Another problem with Anal sex is that a good Cum load acts as a laxative, it did that time. Later, I jumped into the ocean & took a dump, as the boat was moving, holding onto the side, with a life jacket on. No mess, no smell, no wiping.

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? Afterwards, we had a few more encounters.

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

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

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

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

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

Did your partner(s) consent to this hookup? They didn’t give a clear ‘yes’, but didn’t give a ‘no’

To whom did you talk about the hookup? How did they react? Just now, but told a fuck friend about it. He & I share our fun.

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

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? Another fuck

What was the WORST thing about this hookup? ended

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

Anything else you want to add about this hookup? Eventually will tell about my adventures with women/girls.

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? Added much to my life.

What do you think about the Casual Sex Project? Interesting, it is needed.

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