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Chat with shemales, transsexuals and ladyboys from Virginia 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 Virginia. Click the "Enter Chat Rooms" button to create a free shemale chat profile and start chatting now. Not from Virginia? All transgender chat profiles are easily searchable no matter where you are. With 35 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 Virginia chat rooms and start connecting.

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Shemale Chatters in Virginia

trishagrl's Chat & Dating Profile
Virginia, US
Looking for Real & New friends in the area
VALady62's Chat & Dating Profile
Fairfax, Virginia, US
For those who haven't met or chatted with me, I am a late fifties transgendered lady from VA, but don't let that fool you. I act and feel like I am still 35! I am active and adventurous and always open to having fun and expanding my experiences. I have been a part of this wonderful community for many years and quite comfortable being who I am. I have been on an incredible journey of self discovery going down different paths along the way. I am very fortunate to have a supportive spouse who has been there to help me along the way and has allowed me make certain dreams come true. I have many passions but especially enjoy stimulating conversations, fine bourbons and wine, leather and lace, and of course shopping for funky and sexy outfits that match my many varied moods. While I find labels rather restricting in describing me, I do consider myself bisexual as it's more about who the person is inside that I find myself attracted to. I do prefer someone close in age and has many interests to share besides just the boudoir. I also enjoy doing makeovers and helping others out in any way. I was lucky to have a few mentors over the years that were willing to help me along the way so I believe in giving back wherever I can. I am always open and interested in meeting others and sharing thoughts and experiences. This is just a brief snippet, so if you are interested in finding out more, drop me a note.......
Mona's Chat & Dating Profile
Chantilly, Virginia, US
Yes of course, as most of us, I have been this way all my life. I enjoyed playing with girls more than the boys. I had my problems, but that was due to the decades at the time in which I grew up. It seems easier now because of organizations such as URNA. I use to think I was the only one on earth with problems, and no where to turn. I never realized how many beautiful sisters I actually had out there. I remember getting whistles from guys when I rode my bicycle and compliments about my legs. My life is more than that, I enjoy being every bit of a women from the inside out and I enjoy dressing sexy and of course love the compliments.
courtneyjo's Chat & Dating Profile
Fairfax, Virginia, US
Cross dresser that adores femininity! Longtime dresser - feminine feelings/desires increasing with each passing day. Love chatting with others having the same affinity toward and living their life as feminine as possible. Shy and reserved and appreciate others that make me feel comfortable in who I am and who I aspire to become. Love to learn from experienced ladies - and am most appreciative of any help I receive in making Courtney Jo a better woman. I'm not great at writing feedback. Hugs and thank you for taking the time to peruse this rambling.
HikerPhil's Chat & Dating Profile
Arlington, Virginia, US
Hi! I am energetic, inquisitive, thoughtful, respectful, caring, strong, funny, healthy, hopeful, kind, and... well, you get the idea and can judge for yourself if you give me a try. I am seeking a feminine friend/partner for online or in-person relationship. Beyond that, I think I am open. I am in a relationship that lost the romance and sex some time ago and I hope for something new to fill what I am missing. I am considered by my friends to be a mature, smart, good looking, athletic man, but what do they know really? I am very interested in meeting special, interesting people, hopefully leading to friendships, possibly with benefits. I am an excellent listener, and I treat all others with respect, consideration, and compassion. Of course, passion is important too! 6'2" 180 lb fit and athletic, runner, enjoy basketball, 68 year old. Retired from career in banking and nonprofit management. Lover of nature and science with particular interest in astronomy and birding. I enjoy theater and art, and I am an avid reader. What else would you like to know about me? Just ask. Philosophy to live by: "Don't just learn, experience. Don't just read, absorb. Don't just change, transform. Don't just relate, advocate. Don't just promise, prove. Don't just criticize, encourage. Don't just think, ponder. Don't just take, give. Don't just see, feel. Don't just dream, do. Don't just hear, listen. Don't just talk, act. Don't just tell, show. Don't just exist, live." -- Roy T. Bennett
gentleman37a's Chat & Dating Profile
Springfield, Virginia, US
Single gentleman 42 years old 6'1" 189lbs very educated seeking a crossdresser or trans woman to please me everyday as my girlfriend. I love shopping, hiking, traveling, music, history, museums, gardening, and reading.
Daddy4daughters's Chat & Dating Profile
Annandale, Virginia, US
I am an artist. I have provided some of my work that I love to do. I love drawing pretty gurls, girls,and bois. Do you have thoughts and desires that if anyone around you knew what they were they would never speak to you again and they could never imagine for a second that YOU could be like THAT. Have you ever caused someone to lose control and you got hurt and despite what happened did it excite you and now all you do is masturbate about it and wish over and over again and again it had gone further? Do you have a significant other who would never understand your needs? Have you tried to be someone a lot more adventurous than you would normally be but found no excitement and joy because you know you need someone else to take control? All the while you keep trying to suppress those dark needs and all that happens is they keep coming back stronger and stronger. Those desires are growing within you and now they dominate just about every part of your life to the point where you are having trouble living in a vanilla world. What if I tell you that as good as it feels now in that special place you go to, its only the start, its only the beginning, its only a direction and you wonder each time you come back to your special place you begin to understand just how wonderful you can really feel if you let go and lose all control. Sometimes life presents an opportunity... and you realize that if you do not take the opportunity, you will lose it forever. Tell me all about your secret desires and then I will make them come true. I seek a BDSM relationship with a 24/7 "daughter." She should be under 30 and very very passable. I work from home and want a young "lady" to raise properly. She must be submissive and need a Daddy but also be smart, mature, and intelligent enough to be a wife as well. This is a permanent position and relationship. This is a relationship about love and affection and not about abuse or misuse. But you must love BDSM and live for the moments that Daddy takes you to those special places. You must take great pride in your looks and be a pretty young "lady." If someone references a pretty young lady who comes for an audition and she is offered and accepts slavery we always throw a really big party.
betweenjustusok's Chat & Dating Profile
Berryville, Virginia, US
Dom cis male or sissy sub how ever i'm feeling. looking for pre-op, or non-op M2F, females and sissys, & cds. Maybe male, but depends. interested in lots of things just ask me.
AlfredOklahoma's Chat & Dating Profile
Virginia, Virginia, US
A very respectful , friendly an fun Gentleman Well spoken, single, and an enjoyer of genuine nice people
KC74CS's Chat & Dating Profile
Leesburg, Virginia, US
Only interested in men
HeyLeighM's Chat & Dating Profile
Arlington, Virginia, US
May 2017 Just a girl beginning to truly explore the world after a long hiatus. I started dressing when I was about 10. Several years ago circumstances changed to allow me more freedom to enjoy. While the attention is very flattering - what girl doesn't love a compliment - I'm not into men. Sorry guys, good luck.
KimPhilips's Chat & Dating Profile
Stafford, Virginia, US
I'm a cross dresser and effeminate by nature. I feel that my body is male, but my heart is female. I wish I had the vocabulary of the modern LGBTQ movement 25 years ago. I do much better in the company of women that trying to bluff my way thru with men. I've been self-saddled with body image insecurities about my arms and wrists since I was a child. Only recently have I been able to wear sleeveless dresses. I am sorta on the heavy side and envious of everyone with a waist!! I'm a social democrat, liberal in love and laughter and a free thinker. If you engage on these topics, please prepare accordingly. I really go for Black men and have ever since I met my first boyfriend in 1990 when i was 24. That turned the tide for me and tho I was married, divorced and remarried, the attraction to Black men never abated. The rumors are true, ladies, is all I will say in order to keep it a little clean here. Please for the love of whatever you think is holy, no talk of football or any other team sport. I've literally nothing to contribute. I've no idea what you are talking about. xoxoxox Kim
LindaRobinson's Chat & Dating Profile
Arlington, Virginia, US
First, I Do Not Use FaceApp or Any Other Makeup/Gender Swap Apps. My photos are real, I expect same if you write. I do not accept friend requests from single guys, people with nude profile pics, or no pic at all. I am a married genderfluid gurl looking for friends. I love doing photo shoots, and being behind the camera as much as in front of it. I go out as Linda, not as much over summer, just to hot, with makeup, boobs, hair, etc. I go out when I can. I love hanging out with other transgender and females ladies.
Needxtrans's Chat & Dating Profile
Arlington, Virginia, US
Basketball player with Law degree open for any kind of chat, maybe more:)
Lee051969's Chat & Dating Profile
Gloucester, Virginia, US
Hi! I’d love to meet some friends for chatting or more! Always open to private chats. I’m always respectful and enjoy meeting new people
eastboy's Chat & Dating Profile
Lynchburg, Virginia, US
6’1 muscular white switch, hmu!
Weekend's Chat & Dating Profile
Great Falls, Virginia, US
Weekend Lori is just another CD with a walk-in closet full of sexy clothes that have never left my home. I got married for first time in 2016. This crushed my dreams of venturing beyond the full-length mirror and sharing this sweet obsession with a special woman that would not simply tolerate my inner femininity but periodically embrace it as a sweet diversion from my typical dominant male lifestyle. I'm a straight single male with a restrained measure of bi-curiosity that I now have to keep buried deep. There is no fear of being exposed as I provided full disclosure prior to the wedding - but my self-imposed shame and stigma keep me from sharing this with my wife. I can't risk losing that adoring look she gives me - I rely upon it for more comfort than frilllies can bring during this later stage in my life. This choice is easy. My mother fostered my cross dressing in early childhood and throughout my formative years. Numerous closet purges over the years followed by the inevitable re-purchases have finally lead to my measured acceptance of this sweet obsession. Now I periodically embrace feminine facades and desires without fail as a precursor to solo sexual release and its curative power to suspend these sissy urges and promote the immediate restoration of my otherwise full time conventional and self-assured male persona . . . until those half-cursed frilly compulsions return, as they seemingly do most weekends! Men - thanks for the compliments - but I realize they are hollow and self serving (I share your same horny chromosomes). Know that I have no interest in chatting with admirers.
rockroller's Chat & Dating Profile
Norfolk, Virginia, US
Looking for something new and exciting for fun
John7777's Chat & Dating Profile
Winchester, Virginia, US
Mature man,clean, safe, in shape looking to meet trans women.
Yourguy1234's Chat & Dating Profile
Hampton, Virginia, US
Looking for something casual nothing serious.
Slumbersecrets's Chat & Dating Profile
Petersburg, Virginia, US
6'2" athletic 217lbs, white passionate, love all pleasurable activities
JillNextDoor's Chat & Dating Profile
Chantilly, Virginia, US
Just a girl learning her way...

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