Serving the bisexual community for over 24 years

Sign up now to join the fun!

Free Horny Shemale and Crossdresser Phone Chat Hookup

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.
Find Shemales
Bisexual Chat on Bisexual Playground Bisexual Chat on Bisexual Playground
Love sex and like trying new things and always curious about tranns or shemale if shemale has nice big titts definitely hookup and try sex with tranny or shemale get me horny enough Definitely suck her dick and take the dick to horny enough can throat fuck me and pound me hard to cum all over each other want cumm on face mouth talking about it now ya I want to suck dick bad fuck me to
Yes, I am straight. But I want to try new things. I would like to expirence sumn with a transgender or shemale email me if interested. Im a decent guy looking for a chat and a possible hookup trust me you'll enjoy it and want another one ;)
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.
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
i think i may be bi,i am married and my sex life is just about dead,i am on the gay chat telephone line and love crossdresser and panty boys to the extent that i have sex on the phone,i just had my first face to face time with a guy and the sex was all night long and wonderful,am a bi,i am six feet one and two hundred pounds salt and pepper hair with a mustache,with a nine and one half cut cock four inches thick,clean shave dd,alcohol free,and hiv free.i just love men that are honest clean and hung like hell
I love sex I'm looking for phone sex or a real hookup I like to play and dress up in female clothing I'm looking for a shemale transgender hermaphrodite or a ladyboy Im very down to earth I like metal music rap and electronic music I like to watch family guy robot chicken the fresh prince of bell air
Crossdresser and she makes really make me horny. I’d love to enjoy a hot shemale often.
I'm a total submissive cock loving crossdresser seeking mature white men over the age of 40 for nasty filthy perverted phone sex. I love being totally verbally degraded. I'm into incest age role play. I love gangbangs piss play truckers bikers and redneck type men. Absolutely love extremely hairy men the more body hair the better. I'm getting spun out right now I'm feeling super nasty horny. I'm only looking for phone sex or sexting no Skype no live hookups and no video chat so if you're into it hit me up let's do it very older white men only please
hi....35yr old latino. Straight but curious about Fucking a horny shemale... šŸ˜… I need a horny shemale to suck my cock
Married Straight make here very bi-curious wanting to chat with sexy tranny or crossdresser. Phone fun
Honestly I woke up today with the craziest feeling that I want to explore today I can host and have no drama or issue but I want to explore with a sexy ass shemale. Crossdresser, or someone that I can at least bottom and top with so if you feel lucky before 12 then reach out hot and horny
Hi all I am looking for females or malesthe that want to have some phone fun (phone sex, sexting, a good chat, etc.). I work alot and don't get out much so I am looking for some one who would like to chat and play on the phone. If your interested shoot me a message and let's see where things go.

Interests:

Men That Want Crossdressing Guys
im a crossdresser looking for guys who want to chat or hookup. i absolutely love dressing as sissy like as i can from head to toe. makes my little clitty extremely wet.
Phone Sex
hi love phone sex lets chat I'm so horny
Mommy/Boy Role Play
any ladies want to chat with a younger bi guy please feel free to email me, would love to chat
Gay Anal
anyone wanting to fuck my ass, i'm free. lets hookup.
Horny Moms
So want to hookup with a horny mom.
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

Testimonials

Your site is amazing! This is the first site that I've found where you don't have to pay to find a person. Thanks for sending me the link in a yahoo mail just for joining your yahoo chat well my name is Liz and my boyfriend is mike I am bisexual and this is the greatest thing someone could have ever done for us. I go to school and don't work but my boyfriend works but he has a bunch of bills right now but when he gets any spare money he's going to send you guys a gift certificate because you are helping us out for free and we belive that good deeds don't go unrewarded so once again thank you 2 very much and I am so happy for the both of you and so is mike well I guess I wrote you 2 enough. LOL I hope you write back some time if you get a chance. Ok well I'll talk to you later and thanks again much love from the both of us muha (a big kiss) lol ok well thanks keep in touch mike and lize peace