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Beside my first jerk off, unforgettable, I have a few other favorites:

1. First time I did a legs-over and shot into my own mouth.

2. First jerk off with a friend.

3. First fuck.

4. First time I ass-fucked a woman(fantastic!).

5. First edging session with multiple mini-orgasms.

What are your some of your favorites?
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Pataclaw Amateur Jackinchatter

175 posts since 2015-03-30
89 year old heterosexual from Houston
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The most recent one I had, the first one I had and every one in between.
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riverdude Amateur Jackinchatter

469 posts since 2013-10-20
71 year old heterosexual from Upper CA
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Pataclaw said:
The most recent one I had, the first one I had and every one in between.


Bingo!
Master edger, veteran voyeur into just about anything. Dig nice racks, dangling labia, tribbing, hard cocks, cumshots, pull back hand jobs, skinny dipping with Gisele.
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drwatson Amateur Jackinchatter

368 posts since 2012-02-18
70 year old curious male from Hungary
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1, First 69

2, first to be cuckold and threesome

3, First porn magazine

4, first por movie

5, Fist wank together withe a friend whil watching porn

5,
drwatson
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holdingmyown Amateur Jackinchatter

185 posts since 2011-03-16
77 year old bisexual male from Central South Hampshire, England
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First time I fucked a woman on her period.

First time I came in my wife's mouth.

First time I sucked a cock.
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Many of my favorite orgasms have happened in hotels on business travel. I travel a lot on business, so I have some great jack off opportunities. On the road I cannot go to my favorite porn sites because I am on a company PC. Here is a description of one of my favorite hotel jacking sessions.

I get out my portable USB drive where I keep my porn collection. I usually choose a directory for the mood I am in. One of my favorite directories is called "Awesome" and contains pics and vids of curvy women with big tits for the most part. There are some pics of hard dicks getting a good workout too, and since I really enjoy precum, a few edging videos.

I lie down on the bed with my laptop at eye level propped up on a pillow. With my left hand I scroll through the pictures or videos, stopping on those that really turn me on. With my right hand, I stroke with a small circle made by my thumb and 1st finger -- lightly from just below the glans, to just above the head ridge. Usually in no time my dick starts leaking precum. Sometimes I dry off the first drops as I am still enjoying the dry and light stroking I mentioned above. Sometimes I will rub my precum on my lips and imagine that I am running my tongue through my jacking buddy's peehole.

Later after more precum is dripping down the head, I might start getting too close, and my precum starts to turn a little milky. At this point if I have not gone too far, I stop and let it throb. Then I dry off the head and start the process all over again.

When I am ready to cum, I get to a particularly good picture (the good ones change depending on mood), then I focus on it while I increase the circle's pressure. Usually a lot of precum is flowing by now, so I let it drip as it will. When I get right to the edge, I stop and just let it "ease" over the top. Man this usually results in a mind-blowing cum!
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wisurf Novice Jackinchatter

21 posts since 2015-05-11
59 year old curious from Florida
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1. First fuck.
2. First MMF
3. First time I jerked a guy off in an ABS and he came all over my hand (so technically not mine, but memorable)
4. First time I jerked myself while a masseuse gave me a prostrate massage.
5. First time I jerked on my wife's tits.
6. First time I fucked a female friend at an ABS while another guy watched and jacked off.

And I must say that I continue to enjoy any orgasm that I have!!
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ilsatyr63 Skilled Jackinchatter

704 posts since 2010-06-28
76 year old bisexual from central Florida
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1. Fucking my wife after my best friend fucked her!
2. Fucking my best friend's wife while he watched and played with my balls.
3.shooting off in my best friends mouth while he shot off inmine
Viva la 69; I'll suck yours while you suck mine!
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nysportsguy74 Amateur Jackinchatter

351 posts since 2014-01-13
45 year old bisexual from New York
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Good post...

Besides first cum
mostly all my first experiences

1. First time got blow job
2. First time having sex
3. First time having anal sex
4. Having sex with virgin
5. First time doing 69
6. First time received prostate stimulation
7. First jerk off with a bud
8. First oral with a bud
9. Receive anal and jerked off
10. First time with TS
is always horny and up to chat
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