Shemale Connecticut Chat Rooms
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Chat with shemales, transsexuals and ladyboys from Connecticut 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 Connecticut. Click the "Enter Chat Rooms" button to create a free shemale chat profile and start chatting now. Not from Connecticut? All transgender chat profiles are easily searchable no matter where you are. With 22 chatting in the shemale chat rooms and with 407 ladyboy community members online you are sure to find fun transsexual friends to chat with. Join us in the free shemale Connecticut chat rooms and start connecting.
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Shemale Chatters in Connecticut
Tina68TW
Hartford, Connecticut, US
I'm a trans woman that has been on hormones for over three and a half years married in a relationship not looking for anything not into cyber sex texting or videos and no dick pics
JasmineNIcole
Hartford, Connecticut, US
Looking for a special female , or a special m2f lady.... Who likes m2f ladies...love the female life style..
Love to have good times love old movies and classy.
Also like 40s 50s and 60s style outfits. Seamed Nylones
triarii
Ridgefield, Connecticut, US
I identify as a trans woman but I labeled myself as a crossdresser just cause I am pre-everything.
I've wanted to be a woman most of my life, but only in the last few years have I started treating that idea more seriously. So here I am :)
kimberle
Danbury, Connecticut, US
hi - bi married girl who loves dressing and being with others like myself. I realize I am no longer thinking of myself in any male role.
cuddles
Hartford, Connecticut, US
I would like to meet a sweet cd, sissy or trans woman, and enjoy each other's company, and get to know each other. Don't be shy and say hi.
tightskirts
Connecticut, US
I love dressing in soft silky clothes. Makes me feel complete. I really enjoy getting ready to go out and make myself look pretty. I love to chat. Feel free to private message me.
LanaLaptop
Milford, Connecticut, US
Lifelong crossdresser. I am not looking to "hook up", or communicate with others who are interested in exhibitionism, or are trying to look for acceptance of being sexually vulgar. Don't contact me expecting me to talk you through jerking off...If you are into accepting and nurturing your feminine side, my door is open. I enjoy everything feminine, well dressed, clean, fit, very caring and accepting. No interest in men, or bizarre looking attempts at femininity . Dick pics get you blocked. Looking to chat, role-play...if we click and get to know each other... and perhaps meet like minded gurls. Hoping to find gurls that are into fun, articulate, interesting conversation...my wife knows, but looks the other way......everyone is welcome to stop in and say hi... I am fairly new here, but not to the lifestyle... Take care, Lana
AmandaPorter
Farmington, Connecticut, US
I have been living full time as a woman for 5 years. I am active and enjoy many outdoor activities. Avid runner. I enjoy quaint restaurants, exploring unique main-streets, a glass of red wine, mid day chats over coffee, walks holding hands, cuddling in front of fireplace, theater, live music, and weekend getaways. I endeavor to live life to fullest every day and embrace my femininity and being authentic and true
Heathercougar
Wilton, Connecticut, US

As to an update on Heather's life? Damn I wish I could say that she has gone out since I last updated this spot over two years ago, but alas, she still remains this "fair maiden" locked behind hotel doors. I have met so many new and great froends while on line, so no complaints there, but I yearn for the by gone days when I went out occasionally and kicked up my heels and danced! Heather does still remain a big part of who I am, yet situations (my own doing) have not allowed for her to blossom as others. In fact...I would say that the closet has yet again opened and she has returned to the solitude and safety that damned closet provides. So if you see me, know that ...and also know that I yearn to some day venture out in the real world again. But until that day arrives.....my solitude is mostly in the drab and really poorly decorated hotel rooms you see in most of my photos. I still do have the infrequent opportunities to dress and to some how maintain some semblance of sanity by communicating with all of you pretty ladies. And I remain a stead fast addict to shopping!!!! It's just becoming rather difficult to find spots in my home to hide it all. To my friends, and even those I have yet to meet, you are still my foundation (besides what I apply to my face), so if you see me on line, PLEASE say Hi!
nikki69
Danbury, Connecticut, US
hi sweeties. im nikki, a shy but friendly cross dresser looking for that local fwb to help me bring out my inner sissy. tgirls, cds and dominant women are a huge turn on for me, but if the right guy came along......
i don't get out all that often but chat me up, let's see where those roads lead.
xoxo
nikki
Beep506
Connecticut, US
I am a transgender woman.
I am looking for a long term relationship with a man. Closer to Connecticut the better but willing to consider farther for someone who will treat me right
I like video games and BDSM (not sure what's acceptable in a profile so that's all I'll say for now)
I also like motorcycles!!!
crissyTGurl
Connecticut, US
I’m an older Trans/Sissy/CD (depends on my mood!). I’m 5,5”, 150lbs, in shape, 36A, 5”cut. Into lingerie, makeup, oral and BDSM.
tabithaCT
Windsor, Connecticut, US
Hi, I’m Tabitha, a striking 5’ 10”, with a flair for elegance and confidence that turns heads wherever I go. Always appropriately dressed and effortlessly passable, I embrace my love for high heels and thigh highs, adding a touch of bold sophistication to every moment.
I’m a seeker of vibrant experiences, whether it’s immersing myself in the beauty of museums, the drama of theater, the soul of jazz concerts, or the dazzling energy of drag performances. Fitness is my new frontier, as I challenge myself to hit the gym and embrace a healthier lifestyle.
Single and ready to explore, I’m looking for friends and connections that spark adventure and passion. As a lifelong NY Yankees fan and sports enthusiast, I’m always game for lively banter about the thrill of competition. If you are ready to dive into unforgettable moments and share in the excitement.
HMU/DM me. I am all about making life extraordinary.
TashaNoelle
Torrington, Connecticut, US
When I was about 10, I discovered a stash of foundation garments in a dresser in a spare bedroom. I remember being intrigued with the girdles, garter-belts, all-in-one shapers, and various bras. They were primarily white, though I recall one black longline bra that really caught my attention. The material of these garments made me want to put them on and see how they felt... and once I did, I was hooked!
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