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divorcedbiguy Amateur Jackinchatter

292 posts since 2006-11-13
homosexual from Shelton/Olympia/Bremerton
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. . . could be a source of sexual pleasure in addition to your cock? When I was a young college student, an older guy took me to his place and, instead of sucking me off like I expected, he turned my over on his bed, put a pillow under my ass, and proceeded to lick and deeply rim my hole. I was shocked at first because I only thought of my ass as what I used to "go to the bathroom". But, it felt so damned good I couldn't help but moan and groan while he totally ate out my ass and realized that my pucker hole was VERY sensitive to a tongue, finger, and eventually to a cock.

Whether you're gay, bi, or str8, how old were you when you first had your asshole used for sexual pleasure and how did it go down. Maybe you discovered it yourelf by fingering it while jackin alone?
Masturbation Addict and Asslicker
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longstanding Novice Jackinchatter

19 posts since 2012-05-13
78 year old curious from UK / Europe
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I guess this very interesting question is going to be embarrassing for a lot of guys. Probably most of us have sensitive bottoms. Some guys might be in denial about it?
In hand a lot
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I definitely like playing with mine in the shower although would consider myself mostly str8. It feels nice so why not especially using a thumb which curves to just the right spot inside for me for that extra pleasure.
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SloStroker Omnipitant Jackinchatter

7249 posts since 2006-08-21
52 year old bisexual male from Nashville, TN
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My ass is very sensitive and I learned at a pretty young age, maybe 11 or 12, that playing with it felt great. I used to use this really fat novelty pen my mom had as and anal dildo. I would also use my sisters tampons as they were easy to insert and remove.

Now I have an assortment of dildos and butt plugs I use ranging from a little thin 5" butt plug to a thick 8" vibrating dildo. Grinding down on a dildo while I jerk off makes me cum like crazy.

I've never been fucked, but I would love to feel a real cock in my ass. It has to be amazing.
Check out my porn blog at https://slostroker.bdsmlr.com/ and my writing blog at https://slostroker.wordpress.com or catch me on Skype as SloStroker
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Jack_Creamer Skilled Jackinchatter

524 posts since 2009-10-22
74 year old curious from Oklahoma
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SloStroker said:
My ass is very sensitive and I learned at a pretty young age, maybe 11 or 12, that playing with it felt great. I used to use this really fat novelty pen my mom had as and anal dildo. I would also use my sisters tampons as they were easy to insert and remove.

Now I have an assortment of dildos and butt plugs I use ranging from a little thin 5" butt plug to a thick 8" vibrating dildo. Grinding down on a dildo while I jerk off makes me cum like crazy.

I've never been fucked, but I would love to feel a real cock in my ass. It has to be amazing.


I first shoved an object up my ass when I was 12. It was a short broom handle. It felt good. The feeling of being full up my hole excited me. In later years I got involved with butt plugs and dildos. I still enjoy anal play. There is nothing like vibrating the prostate when jacking. ass stroke
Jack_Creamer
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Mike68 Amateur Jackinchatter

154 posts since 2012-06-03
71 year old bisexual from Lincoln UK
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I was a late starter at enjoying anal stimulation. I was in my late 30's when visiting a nudist beach and caught two guys having anal sex in the dunes. I was surprised how it turned me on and whuile wanking in the shower the next day thinking about those two guys I started fingering my bum. The next thing was showering with anything cock shaped but eventually I had my first real cock and it was so nice to lie there with a guy on top shagging me.
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luvheels Skilled Jackinchatter

611 posts since 2007-03-16
59 year old heterosexual transgender female from Canada
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I've always been a bit of a perv even from a very young age. If it might possibly bring sexual pleasure I was willing to try it. When I was about 12 I read about people using their ass for sexual pleasure and being the perv that I am, I decided to try it. I lubed up a hairbrush handle with vaseline and stuck it up my butt. I really liked it and my love of anal play still continues today.
No heel is too high
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jenna53 Amateur Jackinchatter

233 posts since 2009-09-26
74 year old
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37
60 and still craves it
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cdpantyjacker Novice Jackinchatter

28 posts since 2009-08-05
59 year old bisexual from bakersfield california
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my bi neighbor licked and probed my ass when i turned 18 ,he invited me over for a drink and asked how long ive been letting guys suck me off , i had no idea he new but he then told me he seen me getting sucked off in my backyard by one of my friends , i told him i started when i was 16 , he then asked if he could suck me and of course i said yes ,he then asked me to bend over and i said i did not do that and he said he wasnt going to fuck me but just lick it so i agreed ! oh my what a great feeling that was he made me cum so hard and it felt great ! we did this for over a year until one day he got me drunk and took my virginity and now i cant cum unless i have a hard cock pumping my ass
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nudelover247 Novice Jackinchatter

88 posts since 2011-11-05
50 year old bisexual from Denver, Colorado
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when my first time i had my first ass licking with 1 of my
best friend. he loved licking my
ass when me and him smoke
together and i wanted some of
his cream in me so in the heat of
the moment i asked him to
stick his big beautiful COCK in me
and the experience was so amazing
there is no other experience that
can compare to having a beautiful COCK in your ASS
lovin the nude life 247
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I realised my ass hole was a source of pleasure when i was starting out on my wanking life and watched a video on redtube where a guy was fucking the woman doggy style and proceeded to insert a butt plug into his ass. Over the next few days i searched the internet on anal stimulation and eventually decided to give it a go.

The first think i inserted up there ass was a permanent marker and i have since progressed onto a ping pong ball on a string, 6 inch bannana and a foam pirate sword. Although recently getting down to basics rubbing my prostate with my thumb has created waves of pleasure!
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meatbeater Amateur Jackinchatter

270 posts since 2006-09-13
66 year old heterosexual from Midwestern US
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At least from the time I first started masturbating. I've stuck so many things up my butt I lost track a long time ago - anything not sharp and the right shape, including broomsticks, wine bottles, hairbrushes, you name it. I had a favorite perfectly shaped hairbrush handle I used for years until it broke from overuse.
I'm a fist-fucking beatoff! See a video of me masturbating and pics of my hard dick! http://xhamster.com/user/rodpumper, and my new blog at http://xhamster.com/user/rodpumper/blog/1.html
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I actually found out just a few days ago when my gf and I were messing around and decided to try it. I licked her asshole first and she surprisingly liked it, then she asked me if I wanted to see how it felt. I said yes, and it felt so good having her tongue gliding on my asshole. We do it every time we have sex now!
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tppumper Amateur Jackinchatter

109 posts since 2012-02-13
54 year old bisexual from Idaho
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I too started with ass play at around 11-12 as part of jacking off. I started with fingers, pens, carrots and whatever looked like it would fit. Loved it and still enjoy plugs to this day! Now im on a mission to try a cock in my ass and feel it shooting a hot load in me. Someday soon I hope!!strokelaugh
tppumper kik @ jackandcoffee
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HonestJohn Novice Jackinchatter

17 posts since 2012-06-19
62 year old curious from Derby UK
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Only recently - at 50 - wanted to start exploring this !
Trying to get the nerve to fulfill my bi curious fantasies !
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