Shemale Massachusetts Chat Rooms
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Chat with shemales, transsexuals and ladyboys from Massachusetts 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 Massachusetts. Click the "Enter Chat Rooms" button to create a free shemale chat profile and start chatting now. Not from Massachusetts? All transgender chat profiles are easily searchable no matter where you are. With 34 chatting in the shemale chat rooms and with 395 ladyboy community members online you are sure to find fun transsexual friends to chat with. Join us in the free shemale Massachusetts chat rooms and start connecting.
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Shemale Chatters in Massachusetts
Demi
Boston, Massachusetts, US
.Gracefully aging long time CD ...Same story as most here..Starting young etc. Love : music, classic cars, motorcycles, the great outdoors and dressing of course !!!!Enjoy talking with others like myself and would love to get together with other girls this year and explore our gift.Love Dressing, shopping and Pic play !!Any "girl" musicians looking to jam ? Thanks SO much for support, your all wonderful. !!! NOT interested in men !! AGAIN NO MEN !!!NO MEN, NO MEN !!!!Got out more this year. Hope to even more in 2022
Becalove
Auburn, Massachusetts, US
tall and lovin it, i guess there is a place for a 6' 3” girl in flats, as if i'd wear them. thanks for all the support. Just got back into my true self and always looking for new friends to enjoy this passion of us girls
BostonGina
Auburn, Massachusetts, US
I'm a single 50yo girl from the Boston area. While I worked from home during Covid it gave me new opportunities. I’ve now been dressing full time since late 2021. Enjoying my new found freedom.
Demanda
Allston, Massachusetts, US
Hello, I'm a passable part time girl in Boston looking for other girls like me and real girls to make frineds and hang out,nice guys are welcome to say hi, please show respect. thank you
tanya1
Auburn, Massachusetts, US
been dressing now for about 10 years, wife never approved but could never get the urge to stop. looking to chat with other cd's and tg's and men. Don't ask for pictures don't have any yet. If you are at work please do not instant messages me and please if u are under 30 I will not respond to your messages. nothing personal ,just my preference. I do have a special friend that wears a collar for me. I like to laugh but yet if you need someone to talk to i will be there to lend an ear. I am still trying to discover myself even after this long. Its a constant journey that I would like to share with others and have others share their journey with me.
johnny5
Dedham, Massachusetts, US
Hello. I'm here to make friends, share conversation, fun and who knows. I'm a bit shy to start but down to earth and pretty easy to talk to. Feel free to say hi, ask away and converse.
Not into cyber. Prefer good conversation, fun, flirting. Would like to connect with someone and see what comes of it.
Best regards.
Marli
West Boylston, Massachusetts, US
Hi,
Looking for friends in New England and beyond!!! Finally getting "out"!!! very exciting!
Would love to meet some girls and make some new friends!!!
xoxx
Marli
JimX
Middleboro, Massachusetts, US
59 year old (yikes!) guy who enjoys the company of women, trans, crossdressers. And friends. Ive been coming here a long time and met great people. I enjoy going out on dates, dinner, movies, drinks. I like to be outside, beach and sun. I like to keep in shape but not a fitness nut. Old movies and tv and 40s, 50s and 60s music I enjoy as well.
Cherylgirl
Dartmouth, Massachusetts, US
I'm a life long crossdresser. I've been dressing since my teen years and enjoy all facets of the feminine life-style.
Adore sexy dresses. bras, breast forms, garter belts, heels, hose and sexy lingerie. Love to get together with other like minded girls in SouthEast Massachusetts.
Enjoy chatting with admires and other friendly girls to discuss fantasies, dressing, make-up, shopping, etc.
JennMA
Marlborough, Massachusetts, US
early 50s, athletic part time crossdresser who doesnt get out as much as id like...working on makeup and being more feminine. hoping to connect with other gals or admirers.
francineSissy
Boston, Massachusetts, US
I am a submissive sissy who likes to role play with respectful men, women and tg’s. Very sissy, very sub, very servile. Let be your sheplacement - let me cook and clean for you and help you unwind after a long day of work.
BrendaTGgal
Plainville, Massachusetts, US
Hi. I'm Trans, but not transitioned. Been out for years...go out to parties, events...or just socializing and shopping. Always looking yo meet new friends.
Do have a submissive side like to explore.
DonnaCooper
Norwood, Massachusetts, US

I have been a closet crossdresser since my mid teens when I guess I began really noticing the difference between males and females. I felt more comfortable in the company of women, and frequently did chores around the neighborhood to be closer to some of my older female neighbors.
My first time completely transformed as a female happened when an impulse struck me to feel closer to the woman who hired me to babysit her very young children once or twice a week on regular basis. Although she was married, her husband was usually not around much of the time. One evening after the kids were settled in, I noticed her bikini hanging on a rack in the laundry room. The more I looked at it, the more I felt the need to see how it would look and feel on me. From that point, I was hooked, and I was quite fortunate in that I could fit into most of her outfits. She also had a few wigs, so I was always able to wear one of them when I transformed into her and saw the reflection in the mirror (at least in my mind, I felt I was more her than myself).
My wife and family do not know about this side of me, and for most of my life I have dressed in complete secrecy. It is only the advent of the Web and forums such as this that have allowed me to talk about dressing with people that know how I feel.
Unfortunately, I have purged far too many times, and have vowed to never purge again. I love classic styles and enjoy emulating the looks of what might be described as a successful business woman and mom.
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