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Feminine_MaleLesbian Professional Jackinchatter

1088 posts since 2015-04-17
56 year old heterosexual from Louisville, KY.
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I do when they are really hot and convincing as a female.
If they look like the kind of women I like and the only thing about them that gives them away is their cock, then hell yeah, I love jacking off to them. I love watching them jack off and love watching them with biological females and with other hot shemales.
Love stroking with the women in person, on the phone or on webcam.
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I like watching them run a train on guys and girls. So hot
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NEVER! I thought this for many years. Until one day I was watching a Baily Jay video and the next thing I knew, I was hard and masturbating. After I shot a load, I thought, oh man that was hot and have continued to do so.
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quicknez69 Novice Jackinchatter

85 posts since 2012-06-12
35 year old heterosexual
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BBC here that loves jerking to hung trannies.

skype: jake.sully156
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Probably my favourite to jerk off to. Those cocks on that feminine body get me so hard and horny. Have the best wanks to trans girls smile stroke
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Oh yes. Love 'em. stroke stroke
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Always4Fun13 Skilled Jackinchatter

588 posts since 2013-07-15
63 year old curious from New Hampshire
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I LOVE the sweet, feminine Asian Ladyboys with cute little hormone induced breasts and small uncut penises!!
Uncut And Very Thankful I Am
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londonbridge Novice Jackinchatter

47 posts since 2015-10-13
55 year old male
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Count me in on loving that little (or sometimes huge) something extra they bring.

Really feminine shemales are my go to for a good stroke.



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greengrass70 Novice Jackinchatter

8 posts since 2020-07-20
53 year old
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Always4Fun13 said:
I LOVE the sweet, feminine Asian Ladyboys with cute little hormone induced breasts and small uncut penises!!


Oh yes love their tiny young girl buds!

PM me to perv!!
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Winhills Amateur Jackinchatter

177 posts since 2020-07-22
39 year old curious male from Canada
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Young Bailey Jay was a revelation. She's still sexy as fuck, but I miss her smaller tits.

But yeah, I think I was vaguely interested in trans before seeing her, but was fucking obsessed post-Bailey
Always up for random chat so HMU. Nasty and/or weird preferred :)
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76plus Amateur Jackinchatter

128 posts since 2018-12-13
83 year old bisexual male from Bloomfield NM
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razzlaughcockstrokeboobspussylaughI was fucking a gal in Phx once when I realized she was a he, I came anyway. I have thought several times the ideal partner would be a shemale.razzpussy
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soonerjacker Skilled Jackinchatter

553 posts since 2015-05-08
70 year old curious from somewhere
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Bailey Jay was my crossover trans. Beautiful, great cock and a cummer in the early days. Don't care for the boob job, liked the smaller tits.cock
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soonerjacker said:
Bailey Jay was my crossover trans. Beautiful, great cock and a cummer in the early days. Don't care for the boob job, liked the smaller tits.cock


Adore Bailey. One of my faves of all time, be they woman or trans or whatever. She is so fucking hot!
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Quickieplayer Amateur Jackinchatter

443 posts since 2012-09-29
48 year old curious from USA
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Shemales are always so hot....they're a boner addiction for sure strokelove
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