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Shemale Surprise Male Straight

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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Shemale Surprise Male Straight on Bisexual PlaygroundShemale Surprise Male Straight on Bisexual Playground
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
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
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
I am bisexual and looking for a lover. Can be gay male (standard or CD) Tranny or Shemale. Would really like to meet a Shemale and maybe develop a relationship. I like both men and women and a Shemale would be the best of both.
Bisexual female, straight male. I am looking for a woman to have fun with and maybe surprise my boyfriend!
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:)
Straight Male curious about shemale. Have a few questions
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’ve been thinking again….

My first post was about my being bi-curious; particularly with regards to sucking a cock. My second one was about a mechanism that might get me to actually do that (persuasive woman). This one is about another mechanism; Shemales.

My second post laid out the fact that I’ve been straight and have enjoyed that lifestyle for many, many decades now, so it invoked the use of something that I know pretty well; women - did I actually say that? Yup, I guess I did - as a catalyst to persuade me that sucking a cock would be a good thing for me.

Furthest thinking leads me to question whether both of those things could simply be combined into one person; the persuasive woman and the interesting man. Enter the Shemale, perhaps(?)

Shemales, at least to me embody both male and female characteristics. Frankly, from an emotional standpoint I’m really not sure if a Shemale is a male with a pretty face and boobs or whether she’s a female with a cock. Biologically I know the answer, but emotionally I’m not sure.

Is there anyone on this forum who had their first bisexual experience with a Shemale? If yes, was it a good experience and would you recommend it as a good way to satisfy my bi-curiosity?
hi....35yr old latino. Straight but curious about Fucking a horny shemale... 😅 I need a horny shemale to suck my cock
We want a nice female who is real. A shemale as well. The female loves to suck pussy. the male can bang it out. The male with a shemale would love to fuck that asss while she eats some pussy. Let me tell you ladies and shemales. He can fill that ass.

Interests:

M-M-F Threesome
hey there i'am a straight middle age woman who is seeking young bi male couple for male male female or male femalemale male male male female:-:-DKiss, watching male male male sex asshole licking sucking & fingering each others assholes all night long dildos males with pussy
18-21 Female
Hi, bi male/shemale, looking for a hot horny gal to be my web cam partner. Shemale born is in demand and why not take advantage? Lol
Shemales With Big Tits
Seeking Shemale with big tits in NYC. I am 35 white male good looking bottom love sucking cock and I’m a virgin in my ass but I will gladly give my bubble ass up to a gorgeous busty hung Shemale
Straight Men Fucking Gay Men
I think of my self as being straight in Buffalo, but had a man 2 man sex act (blowjob) and it was so intense that I wanted more, and now I'm hooked on man to man oral sex, not into the other stuff (kissing, hugging, cuddling ), but if offered sex from a guy,,,,OH HELL YES I WOULD TAKE IT, and everyday if i could, am I straight, I don't knoww, just love sex from FEMALE, or MALE
Anonymous Oral
Husband wants to be blindfolded and sucked by either female or male to completion a surprise
F-F-M Threesome
My (straight) boyfriend of a year has been away for almost a month and he'll be home Monday June 27. I really wanna find a sexy bi female for a threesome and surprise him. He's never had a threesome and it's been too long since I've been with a woman! Our profile gets more into detail about what we're looking for so if you're interested hit me up! Will be a lot of fun, guaranteed!

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.