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Straight Man Didnt Know It Was a Shemale

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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Straight Man Didnt Know It Was a Shemale on Bisexual Playground
I'm straight, but I have fantasies of sucking shemale cock and getting creampied by a shemale. Looking for a well hung shemale to fuck the shit out of me
Straight white male 5"9' 195 shaved head, blue eyes, mustach and got tee. Into BDSM, nipple and CBT play. seeking shemale to service. I,m new to this lifestyle, both my ass and mouth are vergin to a shemale or male orgin. Is their any shemale will to train me in the art of servicing them.
hi im a 21 yo male im 6'3 green eyes black hair and im here because im very shemale curious i would like to expieriment with one but i am straight ive just always wanted to try a shemale
24 yr college guy looking for same. i am into white dudes, no offense. I want to meet someone who is cool with me being inexperienced. I have only done this once and the guy didnt take his time and it really hurt, so much so that i didnt want to continue. I am ready to try this again. I am open to pretty much anything, but if you're a couple and looking for a bi guy, I am much more interested. Thinking of a girl watching me and another guy is just too hot!
I am a 43 yr old straight male who has become bi curious for several years I want to meet a trangender man who is still part man. I wish not to use the term shemale I hear it is offensive to so. But WHAT I am looking for in my next partner is a gwry well endowed beautiful shemale
well im bi curious tryed it once he said his dick didnt work so i sucked on it and lick has ass for about and hour it was nice and he was right it didnt get hard, he got me off but id like to try more i want a hard dick to play with
Hey I'm 25 yo 6foot2 slender straight male looking for a sexy shemale or sissy to video chat with I've never been with a shemale before even online but I'm down if you are:)
I have had 3 experiences with this sort of thing. I met a shemale in a bar, and I know shemale is not a preferred term. Transgender is more politicaly correct.
However, this person had breast implants, but was only on light dosage of hormones. Still had a large cock, 8 inches and shot a big load right up my ass. This was before AID's and we didnt use condoms. Then I have been with 2 cross dressers. I have needed the illusion of a women in the past, however I am becoming more open to the idea of sex with another man lately. May try it soon.
hi....35yr old latino. Straight but curious about Fucking a horny shemale... 😅 I need a horny shemale to suck my cock
Divorced man LOOKING 4 SHEMALE for friendship leading to something lasting and serious? My favorite shemale is Bianca Freire. MY hopes are to meet a shemale like her/
I am looking to meet STRAIGHT men PREFERABLY Black Men in or around Zanesville, Lancaster, Logan, Columbus. Must be straight aves 25 to 60. If you seek to see, touch, feel, suck or be fukd by male genitalia don't bother me!

I am a true trans female, Not a tranny, Not a Shemale, Not a cross dresser, Not a sissy, not a Transvestite.

I live, work, date and have sex as a female!!!!!
Obviously very feminine with a feminine voice. Well educated and gainfully employed.

I prefer straight black men but I like most straight men.

Yes it is me in the photos I post! I have had surgeries!
I luv bein the shemale in case U didnt know. One on one, 3 way and trains were a way of life. Now I have slowed down - just slightly, but tluv bein fucked and sucked

Interests:

Roommates
i had a roomate in oklahoma once and we ended up sucking each other off all of the time the first time it happend i caught himwatching me take a piss and i didnt try to hide my cock it was turning me on he casually walked away we ended up going out to some club and having a few too many anyway he had to help me up the stairs to the app and he kept touching my ass i didnt object we got inside and i went straight to the bathroom i turned on the light walked in started to piss and he came up beside me grabed my cock i finished pissing he shook me off then got on his knees and took me into his warm mouth it really felt good i was harder than i think i ever had been i lost it then and stood him up and started rubing the bulge in his pants he then asked me if we could take a shower witch we did and then we went to my bed where we sucked and fucked for hoursthe end
Shemales With Big Cocks
I am a straight guy that would love to have a shemale with ahuge cock just side it inside me and destroy my ass and fuck my mouth so hard and deep
Men Eating Other Mens Cum From Their Wifes Pussy
I had a girlfriend once that, unknown to me, fucked around on me, and one day when she came home I was sooo horny I striped her down and went down on her and sucked her pussy clean, unknown to me, at first, she had just had two guys fuck her and she didnt clean up yet, well I kind of figured it out quick, and thought about it for a second then dove back in and sucked up every drop I could, it was amazing, and yummy, and such a turn on, and she just kept giggling thinking I didnt know what I was eating, or who. When I had cleaned her out real good I sat up and she said to me "did you like that?" I told her I loved it and to do it again soon. She just giggled. And did it again.
Outdoor Sex
yeop nuthing like it. Love to be out side, nice warm sun, breeze, getting all slicked up with suntan lotion, and slipping it right on in there. First time we did anal was like that. Hot and oiled up on a blanket. Went in so easy, and she said it was a lot better than the first time we tried indoors on the bed. Didnt hurt, didnt have to stretch and take it easy, just started the head in and she pushed back for the rest and slid it all the way right down to my balls on the first squeeze. Wow that was great. Any time at all during the summer, we would rather go outside than inside. Late in the season when the bugs are out, have to spray the perimeter, but, even then, the lotion keeps them away. I guess they don't like the slippy as much as we do. lol. But yes, definately outside.
10 Inch Cock
one night i met this guy at the bar i didnt know if he was gay or bi it didnt matter he had no where so he came home with me for the night we laying in bed i reach over grab his cock he like it so i am stroking it it got really hard wow he was really big 10 or better i know i couldnt swallow it all with in min.he cum in my mouth i try to swallow his load was large it was running down the side of my mouth i clean all the cum off and got him hard again i needed my ass pounded he open me up it hurt like hell tell he was al the way in it felt so good he blew another load gave me a creampie he stroked my dick till i cum then we went to sleep he was gone the next morning there nothing better then a 10 inch cock OMG
Transsexuals Fucking Men
I need shemale gangbang me wild if can unlimited of shemale fuck me by take turn and for days nonstop

Testimonials

KnKKnight
Thanks. I always have good conversations in here! I don't even log on to my other chats anymore, just come straight here.