Close Menu

Shemale Maryland Chat Rooms

20 Chatting Right Now!

Enter The Free Shemale Chat Rooms!
20 Chatting - 380 Online

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 20 chatting in the shemale chat rooms and with 380 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.


Popular Nearby Cities: Baltimore

Explore More Of United States: Alabama, Alaska, Arizona, Arkansas, California, Colorado, Connecticut, Delaware, Florida, Georgia, Hawaii, Idaho, Illinois, Indiana, Iowa, Kansas, Kentucky, Louisiana, Maine, Maryland, Massachusetts, Michigan, Minnesota, Mississippi, Missouri, Montana, Nebraska, Nevada, New Hampshire, New Jersey, New Mexico, New York, North Carolina, North Dakota, Ohio, Oklahoma, Oregon, Pennsylvania, Rhode Island, South Carolina, South Dakota, Tennessee, Texas, Utah, Vermont, Virginia, Washington, West Virginia, Wisconsin, Wyoming,

Shemale Chatters in Maryland

Joanne's Chat & Dating Profile
Joanne
Maryland, US
Online
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
rachelc's Chat & Dating Profile
rachelc
Ellicott City, Maryland, US
Online
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
Dagonknightx's Chat & Dating Profile
Dagonknightx
Hagerstown, Maryland, US
Online
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.
mary20603's Chat & Dating Profile
mary20603
Maryland, US
Ofline
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
surgeon1978's Chat & Dating Profile
surgeon1978
Bethesda, Maryland, US
Ofline
Detroit area; looking for t-girl to spoil;)
Zipster64's Chat & Dating Profile
Zipster64
Baltimore, Maryland, US
Ofline
I like to find the humor in serious situations. I enjoy good conversation on any topic, and can't wait until we're able to just go out again and grab a beer and sushi with good friends. My interests are pretty varied, so ask me anything. ;-)
JimL's Chat & Dating Profile
JimL
Maryland Line, Maryland, US
Ofline
Admirer from Maryland
Raymie's Chat & Dating Profile
Raymie
Davidsonville, Maryland, US
Ofline
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
DCGuy4Girl's Chat & Dating Profile
DCGuy4Girl
Waldorf, Maryland, US
Ofline
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.
confusedSoul's Chat & Dating Profile
confusedSoul
Rockville, Maryland, US
Ofline
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? :) P. S. : Please send a message/mail before sending friend requests.
Jaycum97's Chat & Dating Profile
Jaycum97
Marydel, Maryland, US
Ofline
Looking for something real
Bigmo's Chat & Dating Profile
Bigmo
Glenarden, Maryland, US
Ofline
Ready to turn you out
Patty50's Chat & Dating Profile
Patty50
Annapolis, Maryland, US
Ofline
I love to CD!! Miniskirt, hose, heel are so exciting to wear.
Midnight's Chat & Dating Profile
Midnight
Ocean City, Maryland, US
Ofline
Looking to chat and see where things go. Im curious about meeting up
Tony1's Chat & Dating Profile
Tony1
Hyattsville, Maryland, US
Ofline
Single honest gentleman secure within that enjoy a good conversation
Bob9255's Chat & Dating Profile
Bob9255
Baltimore, Maryland, US
Ofline
New here and curious
CelesteMD's Chat & Dating Profile
CelesteMD
Baltimore, Maryland, US
Ofline
CD back after a purge...thanks! Not into men...
Behindenemylines's Chat & Dating Profile
Behindenemylines
Baltimore, Maryland, US
Ofline
I joined this site a while ago but recently returned- looking for a special friend.
Heyitsal's Chat & Dating Profile
Heyitsal
Baltimore, Maryland, US
Ofline
6 inch cock and fat whore ass - snap@aangelidis20

Find More Shemale Chatters In Maryland

© 2012-2022 chat.chicagoshemalesex.com.