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Shemale Mother Turns Son into a Crossdresser

Whether you are transgender yourself, or looking for shemales to chat with or to hook up with, you will find plenty of shemales on BisexualPlayground. This is the place to chat with, meet, and hook up with real transgendered people. Inside you will find plenty of real shemales who want to chat.
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Curiousman20
Curious guy looking for a shemale or crossdresser to meet here and there. No strings. Lookin for a good time. Wanted this for long time now so here i go. Lol. 5'9 160 lbs. clean. Disease-free. Want to stay that way. Love sports. Like to watch a movie and just lay there and cuddle and play. Funny. Do not look my age. Told good lookin. Never been wit a shemale or crossdresser or another man. Looks arent everything. But nice legs and smile and teeth and eyes get me good.
Christieshemalelover
I'm naughty freaky horny smooth all over and I really need a hung shemale if I can find one mabey to come to my home and take me to a hotel or somewhere I can strip down to my thongs and bra only and suck her cock and id like a sexy shemale to bend me over a car hood outdoors I'm a sissy crossdresser naughty sex addict wanting to feel a wide long shemale dick force up my tight ass
Squirtinmymouth23
Never been with a ts or shemale and that’s what turns me on
vbpete66
I want to say I'm bicurious but to be honest I do not feel that way ...I'm attracted /my fantasy is to be with a shemale because I'm attracted to women and THAT what turns me on ...just cuz u have the same package as me does not mean I'm attracted to the sick ....I'm attracted to your beauty as a woman!!! So let's just say ....I'm a straight man looking to experience a sexual get together with my girlfriend and a shemale PLEASE NO GAMES!!! THIS WILL BE MY FIRST EXPERIENCE AND I WANT TO LOOK BACK AT THIS AND BE VERY HAPPY!
nukeflash
I am a crossdresser who is turned on my transsexuals. Mostly those who are on hormones are what really gets me excited. I don't dress often, but the feel of the clothing turns me on. I would be interested in help from a transgender girl or an attractive crossdresser to help me dress well enough to go out in public. Also I could just be happy being my male self with an attractive transsexual (post or pre-op)
Piggeyjr135
Looking for crossdresser shemale and men
Hornyalan
Sorry im looking for a shemale not a crossdresser.
Zackary
Looking for a shemale or crossdresser to have fun with
Niceharddick
I need a shemale or crossdresser to come to my place or I meet them to 69 and fuck.
realdog
Want to get fucked by my first tranny, shemale or crossdresser. I want to feel a real cock in me
Nikkisdikki
Central PA looking for shemale tranny crossdresser wanna suck my first cock
Frompussytocock
Crossdresser and she makes really make me horny. I’d love to enjoy a hot shemale often.

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AlphatangoleaderCaught By Family Member
Six months before i got married my now wife moved in with me and my mother . Two weeks after she moved in she got up early one morning And walked into the living room and found my mother on her knees between my legs with her head bobbing up and down on my lap sucking my cock .as she stood there watching i blew a big load into my mother's mouth. She looked at us and said i fucking knew it . my mother looked back at her and invited her to join her
LovesicShemales
Looking for sissy boy or crossdresser or shemale Naples Florida
SweetViciMen Wearing Lingerie
Male to Female CrossDresser/Wanna Be SheMale SweetVici Hamilton, Montana FIRST; ARE THERE ANY WOMEN or SHEMALES WHO LOVE And -Or - DESIRE TO TEACH a CROSSDRESSER in the Missoula to Darby area? SECOND; ARE THERE ANY MALE/FEMALE COUPLES or SINGLE UNATTACHED MEN - Or - C.D.'S Who fit the same discription?? I am for real, I've never Dressed for Adult play, But I love the idea of being treated like a Princess, and seeing where it goes from there. Sorry but your place only!!!
SweetVici10 Inch Cock
Male To Female CrossDresser Wanna Be Shemale ONE OF MY BIGGEST FANTASIES IS HAVING 10+ INCHES FILLING MY TIGHT ASS W/CUM SweetVici Hamilton, Montana FIRST; ARE THERE ANY WOMEN or SHEMALES WHO LOVE And -Or - DESIRE TO TEACH a CROSSDRESSER in the Missoula to Darby area? SECOND; ARE THERE ANY MALE/FEMALE COUPLES or SINGLE UNATTACHED MEN - Or - C.D.'S Who fit the same discription?? I am for real, I've never Dressed for Adult play, But TV I love the idea of being treated like a Princess, and seeing where it goes from there. Sorry but your place only!!!
NakedJonahSex With Brother-in-law
My first wife thought sex was dirty and didn't want to have it, so I had sex with her brother, mother, and aunt. Her mother loved to take it up the ass.
codragonwingFucking My Girl Friends Mom
Lost my virginity to my gf mother. I was 15, Joyce, the mother, was 38. Every young man should have an older person as their first lover.

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hissexybitch
You guys are doing an awesome job with this site. What a great concept! Hope to chat sometime!

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