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cassj Novice Jackinchatter

75 posts since 2011-11-30
30 year old bisexual from usa
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I often play with my butt-hole when I jack off. I try to massage my prostate which gives me such intense orgasms with large, powerful cumshots.

If only I could meet someone who would finger my hole and jack me at the same time!
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Ready2Shoot Enlightened Jackinchatter

2931 posts since 2006-07-23
61 year old bisexual from Oregon
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cassj said:
I often play with my butt-hole when I jack off. I try to massage my prostate which gives me such intense orgasms with large, powerful cumshots.

If only I could meet someone who would finger my hole and jack me at the same time!


Stop by sometime, bud! I'd be happy to oblige!
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I'd be happy to finger your hole and jack you anytime bro. You can do the same to me if you want. I'm in Los Angeles. You?
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holder Enlightened Jackinchatter

2521 posts since 2010-08-14
66 year old curious male from NC, USA
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cassj said:
I often play with my butt-hole when I jack off. I try to massage my prostate which gives me such intense orgasms with large, powerful cumshots.

If only I could meet someone who would finger my hole and jack me at the same time!


Oh damn!

I definitely would.
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goodtimes82 Novice Jackinchatter

53 posts since 2011-07-26
41 year old heterosexual from Houston
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First had my ass licked and finger by a woman when I was 19. I have loved it every since. I love licking and fingering a womans ass while we fuck and also like it when she licks and plays with my asshole. I masterbate all the time at least once a day if not several times a day. I have sex as much as the next guys but in between having sex I get my sexual relif looking for like minded fit and horny women and men that want to watch each other masterbate and cum to each other. When jacking off I like to rub my asshole and slowly stick my finger up my ass and start fingering myself while jacking off. The best is when a hot chick is giving you a kinky blow job while she fingers your ass.
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swans_boyUK Novice Jackinchatter

27 posts since 2010-02-17
29 year old heterosexual
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I love playing with my hole. I fave porn is also when I see a hot woman play with a guys bumhole especially when she's licking it. That really gets me off and I want to find someone to do that to me.
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bimmy1 Novice Jackinchatter

61 posts since 2011-08-28
39 year old
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Agreed!! I love playing with my bum hole. Im straight but I love to put pressure on it and slide my finger inside myself! Usually use my big finger and slide as far up as possible. Makes me want a cock to be in there instead.

If anyone's horny pm me for phone wank!
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I do not remember when I discovered the turn on of touching my asshole but I know it was at early teen time. I am glad I found it as a fun part of jacking off and let me explore assholes of female body at a early age. Once a person lets guard down of someone touching their asshole a new turn on is found. I was into touching my own but was married for first time before someone else explored my asshole. This may not have taken place if I had not ventured into my new wife's ass when I was doing oral on her. She was surprised and loved it after she relaxed. A few days later she ventured to my butt. It became regular part of our oral play.
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onlywhenhorny Novice Jackinchatter

28 posts since 2020-04-29
43 year old curious male from Sussex
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Agree too! When ive been edging for days (like now) im so horny im ready for anal play. Love putting on a hot anal ride porn vid, set up a sharpie pen fixed to the floor, lube it up with my saliva then on my knees back up onto it and holy damn instantly rock hard. After a while i get that "full" feeling when its basically lubing itself, ive made myself shoot many times like this. I love to ride it, pinching my nipples pretending to be the riding slut in the video im watching.
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Tenderfoot Novice Jackinchatter

20 posts since 2020-06-07
60 year old bisexual male
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I had a j/o buddy that was pretty strait but hinted that he wanted me to tap his hole with my finger when we 69ed. The heat I felt when sliding my finger inside him turned me on.
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Other than the mental side of feeling dirty, I don't get anything really from stuff up my arse.
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Dan_Glebitz Skilled Jackinchatter

668 posts since 2009-10-03
73 year old curious male from UK South
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onlywhenhorny said:
Agree too! When ive been edging for days (like now) im so horny im ready for anal play. Love putting on a hot anal ride porn vid, set up a sharpie pen fixed to the floor, lube it up with my saliva then on my knees back up onto it and holy damn instantly rock hard. After a while i get that "full" feeling when its basically lubing itself, ive made myself shoot many times like this. I love to ride it, pinching my nipples pretending to be the riding slut in the video im watching.


Sharpie is excellent for anal play. I slip one into the finger of a vinyl glove, lube up & enjoy.
If God created anything better than wanking - he kept it to himself.
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bfphawk Professional Jackinchatter

1235 posts since 2012-02-03
61 year old bisexual male from US
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The second cum of the day, just before noon, was with a 7" dildo in my ass. I have a "Lolicock" I got from Adam&Eve. Love that thing!

Anal sex takes getting used to. Initially, when I was a teen, it didn't actually feel very good at all. Just fingers or the occasional toy. It was more the aspect of that kind of activity that turned me on. It always felt good to just play with the outside so I kept at it.

The last few years though have been something else. I've tried many different toys such as dildos and vibrators, and sometimes a carrot, to various success. The latest dildo is great. It actually is about the same size around and long as my own cock, which turns me on even more, and I really enjoy feeling it fuck my ass. Today I was just extra horny and needed to pump one out so I started watching porn and stroking but decided I needed something else, and got the dildo out.

Started by sucking it (I'm working on deep-throating it) and just slid it into my ready asshole until it was buried balls deep in me. I kept stroking and fucking myself and came in something like three minutes, which is almost unprecedented for me.

It takes time but it's exciting, and naughty, and sometimes dirty (not fun,) and totally worth the effort.
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The first 3 or 4 times I did butt play it made me cum like crazy. Then it mostly did not have any real effect on me after that. It was fun while it was fun and did make me think of maybe trying the real thing.
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Garcia007 Skilled Jackinchatter

869 posts since 2011-03-15
35 year old male
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Damn. My first time I was like 14 and I used a long wooden paint brush from my painting set for school. I was amazed how good it felt.
I live to edge & goon
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