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Chat with shemales, transsexuals and ladyboys from Maryland 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 Maryland. Click the "Enter Chat Rooms" button to create a free shemale chat profile and start chatting now. Not from Maryland? All transgender chat profiles are easily searchable no matter where you are. With 27 chatting in the shemale chat rooms and with 346 ladyboy community members online you are sure to find fun transsexual friends to chat with. Join us in the free shemale Maryland chat rooms and start connecting.

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Shemale Chatters in Maryland

Dagonknightx's Chat & Dating Profile
Hagerstown, Maryland, US
So it's long past time that I actually wrote something on here worth looking at. For starters, my name is Tim and it's a pleasure to meet all of you. I'm a bi male whose interests vary. While I went to school for art and learned much there, life has a tendency of sending you in directions you never expected to go. I still do free lance work, both graphic design and fine art, but I work a regular job now. I'm trying to get back to my roots, meet new people and see what the world has to offer. As far as what I'm looking for, I'm looking for friendship, fun and possibly more. I love stores and creating new ones. The world is full of new adventures and I plan on living as many as I possibly can, both in cyber space and the real world. Feel free to pm me and just say hi. I only bite once I know you.
DCGuy4Girl's Chat & Dating Profile
Waldorf, Maryland, US
I have never been good at this part. I've been a long time fan of trans girls. I like to think I am friendly, so feel free to say hi. My personal life is complicated, to say the least. I've made my share of mistakes there as well. But I think quite a few of us are in that spot on this site. Say hi to learn more about me. If you are a girl who enjoys phonesex, message me for the last 4 numbers: 689-207....
confusedSoul's Chat & Dating Profile
Rockville, Maryland, US
Hello everyone, If you are reading this, Thanks for taking time to read this space. I am married and I am currently pretty much out of shape and currently quite depressed about where my life is going. I would like to identify myself as a woman/girl/Gurl (trans or CD in real world scenario). I am new at this. I need time, I need a friend, a support and a person who can accept and respect my real life while being with me. Still getting a handle on this, but basically looking for a mentor or/and a confidant who I can talk to openly. I know a lot of guys and other CDs too, might look away when it comes to bringing a closeted person out, but it's not wrong to lay out the expectations right, isn't it? :)
surgeon1978's Chat & Dating Profile
Bethesda, Maryland, US
Detroit area; looking for t-girl to spoil;)
Patty50's Chat & Dating Profile
Annapolis, Maryland, US
I love to CD!! Miniskirt, hose, heel are so exciting to wear.
rachelc's Chat & Dating Profile
Ellicott City, Maryland, US
I am a cross dresser that is slowing coming from the closet. This has been a long process but I recognize that Rachel is who I am and that continued denial just creates unhappiness, i.e. I am happy as Rachel. After much soul searching and knowing that individuals like and need labels, I feel the best label and description of me is "submissive sissy". I am seeking a domestic partner willing to accept and embrace me as Rachel. I would prefer a Dominant Gurl or Male. I am submissive and do not wish to be anything that I am not. Please message me if you are open to a Domestic Discipline relationship and will respect that I am truly and only Rachel. This has been quite a journey and I look forward to each of the tomorrows. Being here and chatting and feeling the support has meant the world to me. Thank you all! xoxoxo
JimL's Chat & Dating Profile
Maryland Line, Maryland, US
Admirer from Maryland
mary20603's Chat & Dating Profile
Maryland, US
I am a mature full figured crossdresser who enjoys role play fun! I love anything from romance to humiliation and embarrassment play. I dress completely as a prim and proper lady but with a hint of sexiness. Pm with a scene and lets play
IttzDeeDee's Chat & Dating Profile
Owings Mills, Maryland, US
Bi male looking for an experience with a TS, also have wife as partner.
Darrell's Chat & Dating Profile
Maryland, US
Lots of questions I’d like to know
Joanne's Chat & Dating Profile
Maryland, US
I like to dress and meet others. Enjoy going out and having fun. Like most kinds of music. Meet nice people. Accept people for who they are. Dont judge anyone. I have met some wonderful people here. Thanks URNOTALONE
Cyberone's Chat & Dating Profile
Silver Spring, Maryland, US
I look meeting Shemale tops I enjoy being submissive. I love trying new things
MaggieMay's Chat & Dating Profile
Linthicum Heights, Maryland, US
We are a couple of very good friends with benefits. We are interested in a meet and greet with a Bi-sexual Woman or TMan to woman. We are first times looking to experience the pleasure of the unknown. We're interested in a meet & greet for appetizers, lite-fare, drinks, and conversation, to see where it may lead us (Maryland Live Casino). Accommodations will be provided by us.
Raymie's Chat & Dating Profile
Davidsonville, Maryland, US
I am a married (yes let's get that out right away) white male who loves TGirls. My wife does not know and would not approve, but I just love how sexy Tgirls can be and how they have the absolute best taste in lingiere. A sexy Tgirl in stockings and heels can bring me to my knees, literally (wink wink). I hope to make new friends here in the US, as I have just returned from London England. I did make many new friends there and I am sure US girls are just as nice. So help me prove that and get in touch. Can't post a picture in my profile as somebody I work with has a profile here and could make things difficult. Happy to email a pic if you are cute and sincere. Hugs and kisses, Phil
CelesteMD's Chat & Dating Profile
Baltimore, Maryland, US
CD back after a purge...thanks! Not into men...
MojoGojo's Chat & Dating Profile
Bowie, Maryland, US
If you like coconuts I'm hard and sturdy once I open up to you I'm sweet and pleasurable ;)
Unique81's Chat & Dating Profile
Baltimore, Maryland, US
Me and my man are looking for trans women who would like to have a threesome with us we cool
oOGo's Chat & Dating Profile
Salisbury, Maryland, US
Looking for a trans guy or trans girl down for anything
Robynne's Chat & Dating Profile
Hagerstown, Maryland, US
I am a CD who likes wearing short, provacative skirts and tight nylon underwear. I am bi-curious and love intimate settings. However, while I enjoy dressing I am not passable unfortunately.
ColonelSaint's Chat & Dating Profile
Glenn Dale, Maryland, US
Retired military ISO young, fem, slim sissy (CD, TV, TG, TS) for everything from acquaintence to LTR. COLONEL NICK SAINT CATEGORY: Male (Seeking Sissy) SEEKING / LOOKING FOR A CD/TV/TG sissy girlfriend: ISO slim, young/young-at-heart, & very fem Sissy T-girl (TS, TG, TV, CD) or very fem sissy boi for online encounters, leading to dates (i.e., passable), a relationship, possibly a LTR. PERSONAL INFO / ABOUT ME Retired military, still working in the DC area, travel occasionally. While I like the company of all TG/TV/CD girls, I really enjoy relations with sweet young sissy girls who need the love and attention of their Daddy. KINKS / FETISHES My tastes are fairly conventional (if sometime voracious); I enjoy surprises and novelty, I like learning my partner's tastes and satisfying them. LIMITS / LIMITATIONS Having retired from the military (and its sanctioned violence), I'm presently focused on pleasure and happiness, and I'm finished hurting anyone volitionally. If you are seeking real humiliation and physical domination, I'm probably not your man. SEXUAL PREFERENCE: Bi-Sexual DOMINATION PREFERENCE: Dominant CONTACT METHOD(S): Email Chat Online Phone In Person PERSONAL WEB SITES Cool Link: Cool Link:
Jill's Chat & Dating Profile
Baltimore, Maryland, US
Just a fun loving girl. I've been dressing for about 10 years now and always feel more comfortable just being myself. I'm definitely more of a top and love playing with other girls. Feel free to PM :)
Heybabeiminmd's Chat & Dating Profile
Baltimore, Maryland, US
Ask for snap for nudes and hookups, love black trannies with BBC

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