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post Posted on 2020-09-28 05:13 AM
bigdickgrimm Amateur Jackinchatter

338 posts since 2016-06-24
43 year old heterosexual
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Actress and model Scarlett O'Neil. I've jacked off over her more than anyone else the past several years. Luscious mouth, nice tits, great legs. Love to shove my cock in her mouth and then between those legs!

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post Posted on 2020-09-28 05:31 AM
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Its a tie between Emma Butt and Daphne Rosen
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post Posted on 2020-09-28 06:04 AM
calienteaussie Novice Jackinchatter

36 posts since 2018-12-26
54 year old heterosexual male from south australia
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ariana would make my 51 yr old cock very happy
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post Posted on 2020-09-28 07:43 AM
jackthis20 Skilled Jackinchatter

808 posts since 2014-02-21
50 year old heterosexual male from UK
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My step mum no question, amazing big tits.
Big tits jacker
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post Posted on 2020-09-28 07:45 AM
ylonicfanuk Amateur Jackinchatter

152 posts since 2020-05-21
70 year old
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Can't say in public.
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post Posted on 2020-09-28 07:49 AM
Jackinmad1978 Amateur Jackinchatter

359 posts since 2016-09-11
64 year old bisexual male from Uk north east England
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My mates mrs
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post Posted on 2020-09-28 08:11 AM
LuvJerkingOff Skilled Jackinchatter

717 posts since 2015-08-25
77 year old bisexual male from N.C. - USA
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My wife.
Always horny & wanting a friend/couple for sex fun
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post Posted on 2020-09-28 10:08 AM
cockringfan Novice Jackinchatter

18 posts since 2016-01-10
bisexual male
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curt208 said:
A co-worker. She has the best ass I have EVER seen. If I see her walking through the office I always get up to follow her. Damn Covid-19 ruined that for a while. I dream of a 69 followed by a doggy-style fuck with her.


This. A co-worker who can squat more than me and likes either tight skirts/dresses or jeans.

I'd give anything to be balls deep in her.
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post Posted on 2020-09-28 11:03 AM
ylonicfanuk Amateur Jackinchatter

152 posts since 2020-05-21
70 year old
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I can show you here:

https://www.mycircle.tv/29-24608-958
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post Posted on 2020-09-28 11:21 AM
ShortFuse Professional Jackinchatter

1248 posts since 2019-11-03
52 year old bisexual male from Nashville, TN
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A girl I knew in college. Always wanted to fuck her back then and still do. Her daughter looks just like she did back in college, so a three way would be a bonus.
Small dick chronic masturbator
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post Posted on 2020-09-28 11:23 AM
IamGung Novice Jackinchatter

92 posts since 2019-04-21
39 year old heterosexual male
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Whenever I see a pic of a beautiful girl, I start jacking on her. Apart from fantasizing about making love to her etc., I start to feel horny about how her relatives would be, and do it for their pics too, if I can get hold of any/
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post Posted on 2020-09-28 12:02 PM
staples2287 Skilled Jackinchatter

640 posts since 2011-04-25
49 year old heterosexual from US
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I'd love to go back in time so I could take my wife's virginity instead of the high school guy that got her first.

Other than that I'd love to fuck Emma Watson or my friend's wives.

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post Posted on 2020-09-28 02:57 PM
Doug55 Skilled Jackinchatter

647 posts since 2017-05-22
59 year old homosexual male
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A dude lolstroke
I am your bottom
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post Posted on 2020-09-28 03:27 PM
FLscribe Professional Jackinchatter

1988 posts since 2014-06-09
55 year old bisexual male from tampa
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It would absolutely have to be my former coworker, and current buddy, Melissa. There's literally no chance I'll get to, since she prefers the company of other girls, but I'll tell you there's a tiny thrill in being her "wingman" when she sees another woman she fancies. She is super slender and well-toned, and she has great legs and a nice ass. She is the subject of many masturbation fantasies, I've gotta tell you.
Open to interesting ideas
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post Posted on 2020-09-28 03:36 PM
dontcallmeshirley Novice Jackinchatter

13 posts since 2020-09-27
27 year old bisexual female
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LuvJerkingOff said:
My wife.


Perfect answer, my dude
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