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Shemale Chatters in Massachusetts

BostonGina's Chat & Dating Profile
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.
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.
tallbob's Chat & Dating Profile
Boston, Massachusetts, US
just a tall man looking for friends , chat , and all that . Not into men ,
JimS's Chat & Dating Profile
Middleborough, Massachusetts, US
60 year old 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. My flickr. If we are flickr friends more to see.
Geeker's Chat & Dating Profile
Framingham, Massachusetts, US
Want to try something new I love metal and video games and cars. I love to shredd geetar!
Michaela200's Chat & Dating Profile
Franklin, Massachusetts, US
I am a novice when dressing mainly due to makeup skills or lack thereof. I do dress fully but not passable due to height of 6'4".....yeah I have only dressed alone. Would like to dress with others someday but needs to be very discreet setting....not seeing myself in a public forum or event dressed due to being in closet and wife not knowing...I think the first time dressing with another would be the next step for me Looking for other CDs only - no men please Looking for friends to email and possibly meet/chat with
SaraD's Chat & Dating Profile
Winchester, Massachusetts, US
I just adore all things fem, passion continues to grow as i spend more time as Sara. Luv to shop, especially shoes and fine lingerie and hosiery. My shoes collection is now over 50 pairs!!
nataliesheer5's Chat & Dating Profile
Boston, Massachusetts, US
Very feminine.Please ask.Looking to meet new friends and more.
cheryltvfem's Chat & Dating Profile
Dartmouth, Massachusetts, US
Mature crossdresser who has, like may girls here, been dressing since my teen years. Love heels, hose and sexy fem attire. Love chatting with like minded girls and gentlemen admirers.
silktongue's Chat & Dating Profile
Boston, Massachusetts, US
Ok so here I am, I have tried to be as open as possible about myself. But someone always has more questions, so feel free to ask. I enjoy being visually stimulated among other ways. So hopefully you enjoy wearing sexy things and aren't afraid of showing me. I promise, I won't bite, unless of course.................. I enjoy chatting and hopefully you will respond if I say Hello. Hmmm Where do I start, well I am a lover of and admirer of Trans gurls and crossdressers. I have been an admirer for many years, it goes back to when Jacques was open till 2am and it was well attended. I have attended parties in Wakefield and also a town in Kentucky. Also attended some dressing parties in hotels near Boston. Those were excellent and the gurls were very accomodating. I loved being amongst the gurls watching and participating in the activities. I especially loved it when the gurls wore silky negligees. I have been a lover of watching videos of dressers and shemales, some are very erotic. I have had a massage from a xdresser and loved it. Finding another that gives massages has been very difficult. I would love to hear from anyone interested, especially if you are in the area. I will try and post some pictures soon.
Brodozer71's Chat & Dating Profile
Westwood, Massachusetts, US
Cute hung stud looking for some fun
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
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
Boston1's Chat & Dating Profile
Taunton, Massachusetts, US
White m 508 Massachusetts , interested in the exquisite m to female ts, for chat! Location is a plus but not a must! I'm a Leo and a Virgo on the cusp! I'm a lover and a fighter Flamboyant xoxo God speed ........ if you can't chat and share pictures here then we dont chat ! Lol hahaha wtf ? don't be sendn redirecting emails n websites helloooooo
Demi's Chat & Dating Profile
Boston, Massachusetts, US
HI gurls..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 !!Enjoy getting out for walks and window shopping. My own hair is now over my shoulders ,silver/gray. I stay slim and maintain a girly figure. Really enjoy women's fashion. 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 for walks, hikes, beach strolls etc. Hope to even more in 2024. NO MEN , NO MEN.
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
johnny5's Chat & Dating Profile
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.
Patsman's Chat & Dating Profile
Boston, Massachusetts, US
Looking to make new friends, divorced a few years ago. When younger always attracted to crossdressing, flirted with it, but never went all in. I'll admit, I think those of you who take that journey have alot of courage in being true to who you are. I'm not really on this site to find romance, but I will admit that I am attracted to M2F, and hope maybe someday could enjoy a date with the right woman. I enjoy the chatting and PMs on this site. I think I'm a nice guy, but don't ask my ex. We divorced after 25 years. Stayed together for my kids, who I love with all my heart, but I regret those lost years without really loving someone. Reach out, be positive, say Hi. Best
bostoncdmichele's Chat & Dating Profile
Boston, Massachusetts, US
boston area M to F cd luv getting out dressed and meeting other girls
Bobbishere's Chat & Dating Profile
Boston, Massachusetts, US
TG/GF here to make friends. Friendly, outgoing, and out. Happy to chat, especially if you are local and might want to get together. I don't post a lot of pictures, simply because my objective is develop in person friendships, not just online. I hope you all find what you are looking for. :)
seanmass's Chat & Dating Profile
Malden, Massachusetts, US
single white male admirer from the greater boston area. love meeting cd/tv's for passionate fun. dont be shy
karengirl's Chat & Dating Profile
Somerville, Massachusetts, US
Just a simple closeted CD. I have been a member here before. After taking a break, I am once again a member once again! Looking to be friends with closeted girls, or girls who love to dress but their wifes dont know. Would love to make friends here and meet someone here for a platonic friendship. Would love to have a salon day with a friend. Nails , and makeup! :) Man friends are cool too. Thanks for reading, and please ask me anything you want! :) have a great day! Thanks Karen
Md1985's Chat & Dating Profile
Boston, Massachusetts, US
36 and very into tg and cds

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