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Popular Nearby Cities: Boston, Worcester

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Shemale Chatters in Massachusetts

bostoncdmichele's Chat & Dating Profile
Boston, Massachusetts, US
boston area M to F cd luv getting out dressed and meeting other girls
TheAmericanGirl's Chat & Dating Profile
Boston, Massachusetts, US
Hi Everybody Returning member here Thank You Pamela for the invitation
tanya1's Chat & Dating Profile
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 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.
JimX's Chat & Dating Profile
Middleboro, Massachusetts, US
Divorced (Finally!!) 50 something 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.
DonnaCooper's Chat & Dating Profile
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.
BostonGina's Chat & Dating Profile
Natick, Massachusetts, US
I'm a single 45 yo CD from the Boston area. Been dressing about 5 years. Looking to meet fun and friendly people.
Demanda's Chat & Dating Profile
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
lisaScdmass's Chat & Dating Profile
Worcester, Massachusetts, US
I am back and looking forward to making new friends. I am a closeted cross dresser who is slowly but surely any more confidence to be out in the world. Life complicated that process. I am a fun honest and discreet person who enjoys others with common interest.
AlphaMale617's Chat & Dating Profile
Boston, Massachusetts, US
mwm 67 years old 5'10" 235lbs masculine and muscular buy, do have a belly, not a jelly belly.. lol , Alpha Dom Male for sure, seeking a submissive cd/tv who dresses fully and not afraid to meet. The weaker the better, can never be too fem for me. Yes, I am kinky, well maybe just a touch, but you never know unless you try.
Marli's Chat & Dating Profile
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
tallbob's Chat & Dating Profile
Boston, Massachusetts, US
just a tall man looking for friends , chat , and all that . Not into men ,
Becalove's Chat & Dating Profile
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
francineSissy's Chat & Dating Profile
Boston, Massachusetts, US
I am a submissive sissy who likes to role play with respectful men, women and tg’s
EdwinaBoston's Chat & Dating Profile
Weymouth, Massachusetts, US
I'm a married & sane life long dressing CDer. I'm honest, friendly & have a good sense of humor. I'm 5' 8" and try and keep myself in good shape. Goodness knows it isn't easy keeping fit! I enjoy dancing when I'm able to get out. My wife knows all about my dressing but doesn't participate. I get out to CD/TG/TS events occasionally (First Event, local New England parties) and always enjoy hanging with cool, fun people. Not into cyber at all. Peace and hug! Em
MAthighs's Chat & Dating Profile
Cambridge, Massachusetts, US
Hi Sweeties! I'm told I'm handsome, funny and intelligent and you'll love my smile and green eyes. I'm 5'7",180lbs., hung, very smooth body, with broad shoulders and big muscular thighs. I'm decently fit but not slim or a muscle guy. Do lots of sports and LOVE sci-fi! I'm bi, discreet and mostly into women. I'm just looking for someone nice to chat with or cuddle, and to go further if it's mutual. I'm not looking for a GF but maybe a friend with benefits. I can only see your main pic (only a Silver member) but if I've asked to be your friend, it means I'm interested and looking to see if it's mutual. Have I piqued your curiosity? Cmon...I'm a nice guy! Don't be shy; I'll hold your hand while we go forward together.
Cherylgirl's Chat & Dating Profile
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.
HandsomeAdmirer's Chat & Dating Profile
Boston, Massachusetts, US
Seeking to make friends and find a nice girl to chat and see what happens
BethanyinBoston's Chat & Dating Profile
Boston, Massachusetts, US
Hi, 28 y/o girl looking to meet people and see what happens :). Have a brain and hope you do as well :). Bethany
Demi's Chat & Dating Profile
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
DeeAnne's Chat & Dating Profile
Boston, Massachusetts, US
Hello ladies, I am Dee anne, I have been on this site for a while and love it, I have learned a lot about myself. I love dressing in every thing from very glamorous to casual hang out outfits. I like to think I have improved in make up and hair styles but still mess up some times. I can not dress full time (unfortunately), wife knows some and is not supportive. I have discovered that I really enjoy being dressed and femme, almost like I am a different person. I would like to meet others who enjoy dressing, allowing a friendship to grow and I feel curious when dressed to be with another. I love going out shopping and stopping for a drink and meal, the times I have were great. You can contact me Dee_annecd@yahoo Thanks for reading Hope to hear form you! Dee anne
gail's Chat & Dating Profile
Worcester, Massachusetts, US
love to crossdress love to be with a man or another cross dressers
BrendaTGgal's Chat & Dating Profile
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.
Deana's Chat & Dating Profile
Boston, Massachusetts, US
Love to Crossdress & Admire to I have been crossdressing for as long as I can remember ! I love nylons, short skirts, dresses, heels, and lingerie. Sincere & Discrete! ! KEEP PRETTY & STAY SAFE ! ! Dee E-Mail Address is
Md1985's Chat & Dating Profile
Boston, Massachusetts, US
36 and very into tg and cds

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