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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 24 chatting in the shemale chat rooms and with 385 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

precious's Chat & Dating Profile
New York, New York, US
soft feminine submissive little thing...femme....petite...sweet...
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.
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.
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.
TonySyr's Chat & Dating Profile
Syracuse, New York, US
Nice guy in central NY mostly here to chat with friends. Feel free to say Hi.
DonnaCelestial's Chat & Dating Profile
New York, New York, US
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.
SheilaWNYC39's Chat & Dating Profile
New York, New York, US
Mature long time crossdresser interested in mature men
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.
DominoHarvey's Chat & Dating Profile
New York, US
Hi Domino here looking to make friends
HowieInNYC's Chat & Dating Profile
New York, New York, US
Hi! I'm an admirer in NYC who likes sports, fitness and reading. Happy to chat with nice, upbeat girls.
kellicd518's Chat & Dating Profile
Saratoga Springs, New York, US
I love going out with or hosting another gurl.... I love dressing and meeting other gurls with the same passion for wearing sexy clothing. sipping wine, flirting and what ever else... I would love to hear from local gurls and see if we can arrange some 'dress up' fun together. I also travel frequently, mostly on the east coast.
LaurenRenee's Chat & Dating Profile
Huntington, New York, US
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.
lizpny's Chat & Dating Profile
Syracuse, New York, US
Looking for friends, fun and maybe more!
vicky109's Chat & Dating Profile
Bethpage, New York, US
girl in nyc. I go out. would love to meet a friend on here to hang out with. 5'5", 135 lbs. love to be told I'm cute and pretty. all are welcome. looking for things to do in nyc that don't involve drinking. i don't mind hanging out in bars but i don't drink.
Flyguyny1's Chat & Dating Profile
Floral Park, New York, US
Nice guy looking for a nice full time woman
TabithaNY's Chat & Dating Profile
Watertown, New York, US
tall blonde crossdresser loves pantyhose
Jodii's Chat & Dating Profile
Fayetteville, New York, US
Hiya all......that's how you'll know its me when i pop into chat - thats my sign on greeting... First - allow me to apologize as I spend too little time here, and I don't relish the thought of losing contact with the new friends that i make here. I endeavour to balance family, work, hobbies, and numerous other activities along with this beautiful obsession I have..and I make no compromises. These past years with all the my friends at URNA have brought many changes - all great, although one is never through improving oneself ! I continue to grow more confident and secure as Jodii and just love it. I strive to be as feminine as possible in both mind and body - again a reflection of who I am. Thanks to all whom have helped me for their support. I still love to chat and don't mind private chats with girls that have profiles. Please don't pepper me with questions on who I am if you say nothing of yourself. To quote one of my friends "I don't suffer fools well" [ thx Tiff ] As before - i don't appreciate private chats with men - ty. I love to go out as I can [ which is not frequently enough ! ] - and when I do the town gets painted - 2 coats - lol be kind - be safe huggs, jodii January much for tolerance and acceptance from the Mrs..but I am who I am. August Update......I told the Mrs......OMG! Ok ....the old stuff.......... I love dressing and being all girl. sexxy, professional, or kitten - its all fun - and i am happy. ps i love girls like me - no gents need apply - thx - kisses ps : if you email me - please supply a pic or say something of yourself - no pic ( or info ) or crass comments will be ignored - sorry - thx girls. pss : FAIR WARNING...Friend spammers will be ignored - this just irks me..its as bad as junk mail or telemarketers..
sarasobad's Chat & Dating Profile
Watertown, New York, US
I am so confused about who I really am. It seems like I have been acting like a guy all my life but deep down I wish I would have been born a girl. When I was in elementary school there was a girl who was in a dress and tights and I wanted to know why I couldn't wear a dress. I soon tried on my mother's pantyhose and shoes and loved it. One day she caught me and screamed at me and I have been hiding it even since. I have finally come to understand I was born to be a woman and can no longer fight the feelings I have kept bottled up for so long.
MelissaP's Chat & Dating Profile
Schenectady, New York, US
I am Melissa Elisabeth Powers. I was a cross dresser..... now transgender. Some of my friends call me Missy. I spend as much time as possible as Melissa. When i was a teen, it was mostly for sexual gratification. As I have gotten older, this is who I really am. My mind, my heart and my soul are all female. Dressing and presenting as Melissa has caused a lot of problems with my spouse. We are currently separated. She has filed for divorce. Family is not accepting at the moment. Maybe time will help us reunite, but that seems highly doubtful. But, this just feels so right. I deal with demons in my head every day...therapy a point... I am a skirt or dress girl mostly. Heels are a must. Some of my favorite songs are: "Melissa" by the Allman Brothers, "The Impossible Dream" by various artists from "Man From La Mancha", "Lola" by the Kinks, "Take a Walk on the Wild Side" by Lou Reed, "I Know What Boys Like" by The Waitresses, "Dude Looks Like a Lady" by Aerosmith, "Looking for a Smart Woman in a Real Short Skirt" by Jimmy Buffett, "Touch of Gray" by The Grateful Dead, "Paradise by the Dashboard Light" by Meatloaf, "What a Wonderful World" by Louis Armstrong, "Somewhere Over the Rainbow" by various artists, "Man! I Feel Like a Woman" by Shania Twain, "Put My High Heels On" by Robin Meade, "Bubbly" by Colbie Caillat, "The Weight" by The Band, "Something to Talk About" by Bonnie Raitt, "Legs" by ZZ Top, "Suicide is Painless" by Johnny Mandel, "Unwell" by Matchbox 20, "Paint It Black" by the Rolling Stones, "Feels Like a Woman" by The Troggs, "I Enjoy Being a Girl" by Doris Day, "Broke Down Palace" by The Grateful Dead.
Paul44's Chat & Dating Profile
Seneca Falls, New York, US
Normal guy who enjoys romance and class
joanwilder's Chat & Dating Profile
Binghamton, New York, US
Almost 1 year into my transition. Looking to make friends and learn from others like me.
CallieCapri's Chat & Dating Profile
Albany, New York, US
So happy to see URNA again! Oh Wait, First Thing: Feeling the need to crash a chat party? Before you do, please scroll down to BIG HINT below! Successful, happy male, love my life as a pretty typical guy, (You know - tools, toys, bbq, building stuff; great fam, friends, job). It's 93.7% of my life. But Callie wants some face time too! And look at her- could you resist? Me neither! Although I don't wanna BE a female, I sure enjoy that other 6.3% of the time. And I soo love to femme-up when I can. Even panties+thigh-highs+my freshly-shaved skin under guy-pants = Callie in orbit! CDing = escape+stress-relief+v.sensual turn-on! Cool S/O aware, but non-participant. Though I grab an hour now & then while home, I usually only indulge more fully when on business trips, often to Hudson Valley, NYC, CNY, or PA areas. Passable? Beauty's in the eye of the beer-holder, so you're the judge. Most face pics are from makeovers w/Uber-Talent Jamie Austin. Bullwinkle could pass w/a wave of HIS contour brush! Life-changing stuff! Sadly, though, Jamie has moved on to that big vanity table in the sky, and now I'm actively seeking a replacement, which is a big ask! I do have all of the spackle, trowels, brushes, rollers, wigs, thingamajigs & tutorials, etc. Hey, does anyone want to learn together using each other as our canvases? Having those fun fab makeovers lent me a surplus of courage and occasionally swept me out the door into a fascinating world of meeting like individuals, on-line friends & hangers-on at T-Girl parties & events. Wow! To confide that hilarity often ensued would be an understatement. But I never really found that rarest unicorn: Wing-Girl. So I'm still looking for a playmate to explore this fascinating alt universe. Ideally, like me, a shape-shifter. Dirt bikes and girl watching? Or should we be the girls today? Both? So, well, a best bud. An accomplice. To talk (about this very fun part of us, too - can't do that with anyone now), dress, do makeup & hair, straighten seams, zip each other up. Go out & tease boys? Perhaps maybe just stay in? And swap, umm, stories? Or lipgloss? OK, OK- maybe a bud-with-benefits. Pesky particulars: I'm 5-7, fit, slim, no hair at all below eyebrows, at least bi, well scrubbed, N/S, D-D free, & seeking similar. This amazing community has a WIDE variety, from (as they say) hairy-panty-wearers to full-blown full-timers. Some even rearrange their bumps & plumbing! Cool that there is a place for everyone here. Me? I'm drawn to someone more like myself in outlook, situation and somatotype than otherwise. Hope you find what you seek, too! BIG HINT: If you're in a breathless rush (minimal profile info &/or no real photos therein), please don't PM, OK? Also, it gets overwhelming in chat sometimes, and an intro prior to PM'ing is the polite thing to do. You are an adult, right? Oh, what's that? Pics of your shortcomings? Really? Obviously Mama had more important things to do than to raise you right. If I need to address this, just go to your room. Now. BIG HINT 2: There's a rare, substantive, no-obligation peek into the real me in this profile. You choose your own effort level; if wildly different than my approach, an expectation that our paths will converge here in a mutually-fun way probably isn't realistic. For example, a profile narrative consisting of "Just ask!" will ensure that I don't. Sloth is a proven turn-off. No, not "Sloths", they earn their place on the naturally-adorable list by trying hard. I mean you lazy, unimaginative bastards. Not implying that I deserve better, I'm simply saying that if you give me limited information, I will always look for someone more forthcoming. I'm lazy like that. BIG HINT 3: In an attempt to reach those who blithely ignore hints: If you feel that you are exempt from another's rules, could you just please continue the mosey? Surprisingly, on this matter I often have my patience tested. And I'm still negative. Still here? Once again, not optional: URNA Profile, interestingly written, w/photos; IQ, Good Humor (not the ice cream), Kevlar Vest. Excuses? Please see BIG HINTS. Kiss - Callie
janetbloomcd's Chat & Dating Profile
Rochester, New York, US
I'm a 50 something lady who has been dressing for as long as I can remember. I love the classic looks of gowns and long dresses or lovely skirt and jacket sets. I adore the smell of makeup and the taste of lipstick. I love the sound of swishing skirts and clicking heels, the feel of ear rings gently tugging at my lobes and the look of my hair cascading down my back. I would love to find a woman to share this side of myself with, or a couple where he like to cross dress would be fun too. As always other "sisters" are always welcome.
cd22gr's Chat & Dating Profile
New York, US
25yo ultra fem sissy, 100% sub with a tiny cocklette, seeking for dirty minded older men

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