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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 21 chatting in the shemale chat rooms and with 367 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

Vinny09's Chat & Dating Profile
Vinny09
New York, US
Online
I am a very good looking single sexy man with a nice body amazingtongue no mileage penis and I just love the heart of incredible hot nasty wild sex with you Shemale
larissa30's Chat & Dating Profile
larissa30
Buffalo, New York, US
Online
mistress looking for cd and tranny for chat and submisisve and obiedence
andream2fdream's Chat & Dating Profile
andream2fdream
Mineola, New York, US
Online
Long time m2f trans discovering new things about myself and how i fit into the world each and everyday. Just trying to embrace all of it. Please have a photo on your profile or I will ignore/block.
ArielleTia's Chat & Dating Profile
ArielleTia
New York, New York, US
Online
I'm laid back and artsy, even though I haven't really been in touch with that side of myself in awhile.
Brian1988's Chat & Dating Profile
Brian1988
New York, New York, US
Chatting
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.
DaveTall64NY's Chat & Dating Profile
DaveTall64NY
Albany, New York, US
Online
Was DaveTallGuy60NY Upstate NY looking for new friends, especially locals Davetallguy16@gmail.com Excuse the typos it’s these fat fingers ?
LaurenRenee's Chat & Dating Profile
LaurenRenee
Huntington, New York, US
Ofline
I'm a married (no she doesn't know) bi CD, who wants so much to get out and enjoy her femininity. I love when I get the opportunity to become Lauren. Unfortunately I have found it difficult finding time to be Lauren because my wife doesn't know about my feminine side and desires. When I have had the chance to become Lauren, it feels so right and I just love doing anything that makes me feel, look, act or appear more feminine. Lauren loves to chat with nice gentlemen with the hopes that someday I can enjoy their company in r/t. I would love to find a discrete gentleman to have as a bf and a secret husband. I like men who know what they want and expect from their women. I love to be instructed on what I need to do to feel, act, appear or be more of a woman.
Flyguyny1's Chat & Dating Profile
Flyguyny1
Floral Park, New York, US
Online
Nice guy looking for a nice full time woman
JimNYC's Chat & Dating Profile
JimNYC
Brooklyn, New York, US
Online
Hi I'm Jim from New York I"m 58 5'8 170 brown hair blue eyes, a very nice and sincere intelligent person. I current work for a advertising company in their 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!!!
kimginth's Chat & Dating Profile
kimginth
Buffalo, New York, US
Online
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.
ShellyRae65's Chat & Dating Profile
ShellyRae65
New York, New York, US
Online
Mature smooth CD that adores getting together with other CDs/TVs/TGs. Sorry guys, I am not into men. Love high heels, lingerie, and other sexy attire.
SheilaWNYC39's Chat & Dating Profile
SheilaWNYC39
New York, New York, US
Online
Mature long time crossdresser interested in mature men
danatdom's Chat & Dating Profile
danatdom
New York, New York, US
Online
I am early 50's Domme TV, quite slim, living in NYC. I favor company of compliant sub cd's and sissy gurls, and those gurls who show aptitude for submission. Often a sapiosexual, experience a sordid tale of power, control and hypnotics. Keen interest is training girls who have not yet achieved the level of submission and feminity they desire. Your ability to develop mutual trust and and pleasure chest for your Domme is essential quality. Experienced in Shinju, Karada and sensual depravation. And yes, have/can perform(ed) in capacity as Dom if the environment or trainee is at more comfort. Please no men. Guys, thanks for the interest, but not available now. thanks.
AmyMarie28tg's Chat & Dating Profile
AmyMarie28tg
New York, US
Online
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.
DonnaCelestial's Chat & Dating Profile
DonnaCelestial
New York, New York, US
Ofline
I'm enjoying dressing more as a woman and am adding makeup. I've always adored wearing high heels, boots and women's lingerie, and have a large collection of 5" and 6" footwear from pumps to thigh boots, and even custom crotch-high boots with 6" heels. And I've been wearing women's latex for several years now because it's readily available in my size here in NYC and it works so well in the BDSM / fetish scene which I love as well. My femme side has been shouting to get out and although I'm not planning on HRT I want to be passable enough to venture out dressed. This includes dressing just a little bit sexy in attractive dresses or skirts & tops but always with very high heels. I'm still hoping to meet mtf kindred spirits as I explore this wonderful world of gender gifted people. I've met the most attractive CDs and transwomen but haven't formed a relationship with someone who will extend a guiding hand - yet. My wife now accepts my crossdressing and helps me buy clothing and makeup. But it's time for Donna to emerge more fully with the assistance of helpful (and playful) CDs and TVs so I can finally become one of the gurls.
brendasmith's Chat & Dating Profile
brendasmith
Syracuse, New York, US
Online
pre op tv looking why is it so hard to meet
Jensantiago69's Chat & Dating Profile
Jensantiago69
New York, US
Online
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.
traceytg10's Chat & Dating Profile
traceytg10
Albany, New York, US
Online
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!!
SteveNY's Chat & Dating Profile
SteveNY
New York, New York, US
Ofline
Friendly, fun and athletic guy just looking to get to know girls in the area.
kelli51cdNY's Chat & Dating Profile
kelli51cdNY
Albany, New York, US
Ofline
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 !
HowieInNYC's Chat & Dating Profile
HowieInNYC
New York, New York, US
Online
Hi! I'm an admirer in NYC who likes sports, comedy, fitness and reading. Happy to chat with nice, upbeat girls.
Alisoninheels's Chat & Dating Profile
Alisoninheels
New York, New York, US
Online
I am married but dress as often as I can - wife knows but prefers not to be around when I dress. She doesn’t know that I love men and crave cock. Very submissive
MorganFox's Chat & Dating Profile
MorganFox
New York, New York, US
Online
I am a totally smooth tgirl from the NYC. I am married and my wife knows about Morgan, so that makes me very lucky! I love pantyhose and high heels. I have a closet full of dresses and gowns and no where the wear them! Looking to chat with nice people.

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