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jackbird Skilled Jackinchatter

686 posts since 2017-09-21
66 year old bisexual male from Dover /Rochester New Hampshire
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I love to to cross dress. I love the feel of nylon on my legs. Love wearing a girdle with garter straps. Love wearing very tight panties that ride up my ass pulling my tiny cock and small balls back inside me. I never been fucked yet but want a guy to take my anal cherry for his pleasure while I am dressed. I use dildos but want a real hard throbbing cock sliding in and out of my hole.
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UKCelebLover Enlightened Jackinchatter

2962 posts since 2015-01-02
71 year old bisexual male from Manchester, England
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jackbird said:
I love to to cross dress. I love the feel of nylon on my legs. Love wearing a girdle with garter straps. Love wearing very tight panties that ride up my ass pulling my tiny cock and small balls back inside me. I never been fucked yet but want a guy to take my anal cherry for his pleasure while I am dressed. I use dildos but want a real hard throbbing cock sliding in and out of my hole.


Wish you were closer
Bi-married into TV presenters with nice tits and arses
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jackbird Skilled Jackinchatter

686 posts since 2017-09-21
66 year old bisexual male from Dover /Rochester New Hampshire
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UKCelebLover said:
Wish you were closer
me to
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Alwaysexcited Novice Jackinchatter

84 posts since 2017-07-28
39 year old heterosexual male
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https://www.porn.com/pictures/my-cumblast-in-booty-shorts-4748275
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Alwaysexcited Novice Jackinchatter

84 posts since 2017-07-28
39 year old heterosexual male
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https://gay.porn.com/pictures/wearing-girls-underwear-4791471
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FLscribe Professional Jackinchatter

1988 posts since 2014-06-09
55 year old bisexual male from tampa
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While I don't dress up myself, I get the appeal. Women's intimate things just feel so soft and sexy, and I have worn my wife's panties a few times just for the thrill.

But I'm more of an admirer, and I love to have occasional fun with the right crossdressing guy. There's something so very sexy about seeing a masculine guy wearing feminine things. Panties and heels on a guy ... stunningly hot.
Open to interesting ideas
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love to wear bra and panties or nightie and panties...best orgasms anymore
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jackbird said:
I love to to cross dress. I love the feel of nylon on my legs. Love wearing a girdle with garter straps. Love wearing very tight panties that ride up my ass pulling my tiny cock and small balls back inside me. I never been fucked yet but want a guy to take my anal cherry for his pleasure while I am dressed. I use dildos but want a real hard throbbing cock sliding in and out of my hole.


What a turn on. I`d love to see some pics.
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pantyboy2009 Amateur Jackinchatter

180 posts since 2010-11-14
49 year old curious from Amsterdam, Netherlands
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I am not passable, but I so love to dress and chat on cam. It such a lovely feeling to turn on guys (and occasionally) girls and have them spunk while thinking about you.

Sometimes I go dressed to porn cinemas or sex clubs to be watched and wank with too.

some pics of me
I wank in panties and love to be watched on cam
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LingerieLover1 Skilled Jackinchatter

623 posts since 2015-03-23
60 year old curious male
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Wondering if anyone is wearing anything sexy today.
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CD-bator Novice Jackinchatter

38 posts since 2017-09-12
curious male
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I am a lifelong crossdresser (not passable) and I focus on collecting and wearing womens underwear, mainly Bras, Girdles and Corsolettes. I started dressing up at 5 years of age in my mothers underwear any chance I could for seven years until at 12 I found out about masturbating. I very quickly combined my 2 favourite activities countless times over the next 50 years. I very often have fantasies while jerking off of having sex with a man and pleasing him orally, anally and with my hands. My wife knows of my interest in womens foundation wear, but she is not comfortable involving my dressing during our intimate times. I now underdress every day. I will never cheat on my wife, but would love to dress up and masturbate with others who love Girdles and Bras.

Love this video! ( https://xhamster.com/videos/lady-dressed-in-heels-stockings-and-girdle-fucks-5091614?from=share_mail )
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mattbutler609 Novice Jackinchatter

47 posts since 2015-06-17
50 year old curious male from Long Island, NY
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I will be home alone and dressed sexy tomorrow during the day. Would luv to show on off cam for someone! Someone dom would be amazing!
50 yo mwm in Long Island, NY.
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LingerieLover1 said:
Wondering if anyone is wearing anything sexy today.

White crotchless body stocking today, feeling sexy and horny!
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Daryl78 Novice Jackinchatter

83 posts since 2018-09-11
84 year old curious transgender male from Sherman Texas
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White bra, white panty girdle, white nylons.
Old but still jacks and cums
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Fappy_Go_Fucky Amateur Jackinchatter

486 posts since 2013-09-30
59 year old curious male from Fort Collins, Colorado
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Never done much of it but what little I have, I enjoyed. When I was about thirty, I had one of my two bi 'affairs', this one with a much older man. He was close to 70. His wife had decided she didn't want sex any more so he would cautiously select men at the local adult bookstore video arcade. He figured that sex with men wasn't cheating. It was just 'two dudes getting off'. I was one of the those guys.

The second time he came over, he brought a garter belt and stockings, and a nightgown (the first time, I brought him from the arcade so there wasn't time to shop.) After that, he had a rough idea of what size panties would fit me so he'd bring panties and pieces of lingerie as surprises.

I've got to say, flat on my back, legs shaved and stockinged feet up in the air, knees and nightgown pulled up to my chest and his hand underneath, toying with my nipples, and his other hand tucking the panties to the side so he could slide in and fuck me like a woman, I felt pretty fucking sexy.
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