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Chat with shemales, transsexuals and ladyboys from New York in our free shemale, ladyboy and transsexual chat rooms. We strive to be totally inclusive. We welcome shemales, ladyboys, MtF, FtM, pre-op, post-op, non-op, transgender, transsexuals, crossdressers, transvestites, intersex, androgynous, gender fluid, gender queer, genetic males, genetic females, significant others and trans community friends. It is easy to start chatting with others in your shemale & ladyboy community members from New York. Click the "Enter Chat Rooms" button to create a free shemale chat profile and start chatting now. Not from New York? All transgender chat profiles are easily searchable no matter where you are. With 37 chatting in the shemale chat rooms and with 349 ladyboy community members online you are sure to find fun transsexual friends to chat with. Join us in the free shemale New York chat rooms and start connecting.

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Shemale Chatters in New York

mary792's Chat & Dating Profile
Mexico, New York, US
I work for long hours and I went to beach anytime I have the chance as well…I really a trust and honest relationship here not fake people..
Brian1988's Chat & Dating Profile
New York, New York, US
Ask and you\'ll know a lot about me. Romantic, sweet man looking for a cute T-Girl. I don't have a profile photo because I seriously hate the way I look.
kelli51cdNY's Chat & Dating Profile
Albany, New York, US
i've been dressing forever it seems. comfortable in everything from jeans to formals. 'skirt & heels' woman. i feel most feminine wearing my favorite formal gown, diamond necklace, strapless bra, panties & girdle and ultra-sheer black stockings, with slingback heels ! always with pink nails & lipstick !
SheilaWNYC39's Chat & Dating Profile
New York, New York, US
Mature long time crossdresser interested in mature men
MarisaAmelia's Chat & Dating Profile
Albany, New York, US
Back after a long hiatus - the usual purge and walk away, only to be pulled back in! I have been dressing since middle school, and in adulthood, spent some wonderful times out in public as Marisa. I do not get to do so too frequently, but value every second I can! Looking to meet others around me.
SteveNY's Chat & Dating Profile
New York, New York, US
Friendly, fun and athletic guy just looking to get to know girls in the area.
ShellyRae65's Chat & Dating Profile
New York, New York, US
Bi mature smooth CD that adores getting together with other mature bi smooth CDs/TVs/TGs. Sorry guys, I am not into men. Love high heels, lingerie, and other sexy attire. Although I try to be nice to everybody, if you do not have a photo and profile, I am probably not interested in chatting.
LaceyLou's Chat & Dating Profile
Rochester, New York, US
Always dressed here and there, recently started dressing in earnest. Closeted CD. Not interested in topping. I will add more as i figure it out. Thanks for checking me out!
kimginth's Chat & Dating Profile
Buffalo, New York, US
long time crossdresser been doing it for decades just starting to come out of the closet.looking for like minded friends and support .especially ones from western ny.
Flyguyny1's Chat & Dating Profile
Floral Park, New York, US
Nice guy looking for a nice full time woman
Loverboyalec's Chat & Dating Profile
New York, New York, US
Fun, very open minded, at times spontaneous and respectable.
AmyMarie28tg's Chat & Dating Profile
New York, US
Was caught by my mother wearing my sisters clothes. Was curious and was trying to find myself. Caught my mother decided I will be Amy from now on. My journey was long, but worth it. I am happy and living full time for over 5 years now. SRS April 2021.
DaveTall64NY's Chat & Dating Profile
Albany, New York, US
Was DaveTallGuy60NY Upstate NY looking for new friends, especially locals Excuse the typos it’s these fat fingers ?
Jensantiago69's Chat & Dating Profile
New York, US
I am a sissy gurl looking for her first time with a man on cam or in real time I used to be joey rockstar here i was going thru a crisis that i dont know who i wanted to be joey or jen i was a dresser since 18 now i am dressing alot more enfemme and love to be jen more now i crave to be with a man as jen i am 6 2 200 38c 5 in cut clit LEGAL WARNING: Please be advised Any institutions using this site or any of its associated sites for studies,projects,profit or advertisement , or ANYONE for that matter, You do NOT have my permission, either expressed or implied, to use any of my profile or pictures, in any form or forum, both current and future. If you have or do, it will be considered a serious violation of my privacy and will be subject to legal action.
CarinaFrancesca's Chat & Dating Profile
New York, New York, US
Uninhibited FT/TG Lady looking for fun. Maybe more. Sorry not interested in Men If you’re NOT real and can’t show your photo Please don’t bother The way to my heart and take my breath away
jerrie585's Chat & Dating Profile
Elmira, New York, US
I am a mature crossdresser who waited way too long to come out of her closet. the older we get, the more we realize how short, and precious our time on earth really is. so, do the things that make you happy, and do them now! I do have other interests, but one of the things that does make me happy is dressing up, and getting out on the town, and doing fem things with someone else who shares my same interest in being feminine. I recently moved from my home state, and because of distance, I have lost contact with my old circle of girlfriends. I would very much like to establish new relationships and meet new friends in my local area. I am intelligent, easy going, in pretty good shape, and try to be drama free. it would be nice to meet someone local with the same outlook and attributes. my interests include woodworking, and anything in the wild outdoors. ie:) hiking, fly fishing, rowing my raft in whitewater, kayaking, canoe tripping, cross country skiing. you get the idea!
gina's Chat & Dating Profile
Southampton, New York, US
Hi, I'm a part time cd looking to meet girls in my area not really interested in guys Although I've been dressing since pre teen days, I only started going out in early 2008 and I just love getting all dressed up and going out with friends this life is still separate from my other life, wish I had embraced it sooner I'm also interested in more private meetings if we have some chemistry I have more pictures at and a Facebook page but we need to be "friends" as they are set to private
JimNYC's Chat & Dating Profile
Brooklyn, New York, US
Hi I'm Jim from New York I"m 57 5'8 170 brown hair blue eyes, a very nice and sincere intelligent person. I current work for a advertising company in there legal department. I like all kinds of sports, like to read, do bowl a few times a week. Interested in forming a nice friendship/relationship hopefully leading into more with an intelligent person. If that's you if were in chat please send a message or email me, so we can get to know each other better. I hope to hear from you soon!!!
traceytg10's Chat & Dating Profile
Albany, New York, US
Just started dressing again after many purges. There will be NO more purges. I am comfortable where I am with my femineity. Still a long way to go with makeup, but I am trying. I only like gurls please. As friends and lovers. No men please. I dress fully and expect the same. I live full time in a motorhome, so location is somewhat flexible. Currently taking applications for a qualified co-pilot. Job comes with fringe benefits!!
JenniferWoods's Chat & Dating Profile
New York, New York, US
I'm a long time member here dating back to the 20th Century lol and have made so many friends over the years but none I love more than my current group (you know who you are). I've been dressing my whole life, it is part of who I am and wouldn't want it any other way. Please say hello in chat or drop me a line sometime. I love normal day to day chat so if you're looking for cyber or sex chat please move on.
DianePantyhose's Chat & Dating Profile
Saratoga Springs, New York, US
I am a part time CD that loves dressing in Pantyhose, Skirt, Dresses and Heels
sabrinakelly35's Chat & Dating Profile
New York, US
Heyy everyone. I'm Sabrina, a fun sexy crossdresser here to meet nice people and enjoy fun times :)
KerryLynn79's Chat & Dating Profile
Fleming, New York, US
TS bi-sexual woman into making friends on here. Attracted to women (and some men) of all kind. Currently in a relationship with a long-time male friend. Very happy about our relationship.

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