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Chat with shemales, transsexuals and ladyboys from Hawaii 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 Hawaii. Click the "Enter Chat Rooms" button to create a free shemale chat profile and start chatting now. Not from Hawaii? All transgender chat profiles are easily searchable no matter where you are. With 27 chatting in the shemale chat rooms and with 256 ladyboy community members online you are sure to find fun transsexual friends to chat with. Join us in the free shemale Hawaii chat rooms and start connecting.

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Shemale Chatters in Hawaii

Rise36A's Chat & Dating Profile
Kailua-Kona, Hawaii, US
Hi im Rise and im here to chat and to listen. I enjoy meeting new people, and fun steamy chat. Please not interested in hook ups. If we haven't chatted in the lobby, chances are I won't respond to your pm's.
MeTarzanHawaii's Chat & Dating Profile
Honolulu, Hawaii, US
I'm a strong, healthy in shape man living in Hawaii with a strong libido. I love trans women and would like to meet and share chatting, pictures, and meeting.. for short term or long term love and fantasies fulfilled. I appreciate how special you are. Feminity is paramount. I've had trans girlfriends and know how treat a lady
BPetersen15's Chat & Dating Profile
Kaneohe, Hawaii, US
Just bored looking for fun chat.
pakeman's Chat & Dating Profile
Honolulu, Hawaii, US
married, asian, male seeking an asian TS for pleasure. wife approves. she say "go find someone to take care of you" then you wont be so grumpy at home. we quit having sex 15 yrs ago. 5'6", 155#, white hair, disease free, we live in a gated senior living facility in east honolulu. If you are nearby, I can drive to you. for donation fee - I pay cash! no cards, period.
K32t's Chat & Dating Profile
Kahului, Hawaii, US
Young horny and ready for you
Cpc808's Chat & Dating Profile
Aiea, Hawaii, US
Older man looking to spoil younger t girl
CrystalRainbow's Chat & Dating Profile
Pāhoa, Hawaii, US
33 poly, pan, tranfem looking to connect with other transfems.
Ericameng's Chat & Dating Profile
Honolulu, Hawaii, US
My dick is weird and I can’t cum easily
Rachs1's Chat & Dating Profile
Pahoa, Hawaii, US
Hi, A little about me. I guess the feeling of being different from the other boys was around 4 or 5? I wished I would wake up in the morning as a girl quite a lot. Never happened so forgot about that. I didn't tell anyone. I have always liked & love girls.(Genetic Girls) That won't change. Did some dressing when I was about 14. Just lingerie. Bra and pantyhose. Joined the army at 21 and that kept me very busy from me thinking or acting on things. When I was in, I went to my first XXX movie theater. So nervous that I didn't check to see what was playing. A little into the movie the secretary turned out to be a T Girl. DING! I knew I couldn't stay in the army. Got out in '88 went to Hawaii to be with my mom. '96 was probably the first time fully dressed out in public on Halloween. Since then I have gone out to shows and TG friendly bars made some friends. I was lucky to go to the Queen Mary Show Lounge in CA a couple times '99 and '00 before it closed. Very humbling. I was maybe average. Practiced to look better. Never been skinny. I am big as a girl with big thighs, big ass, and small breasts. I won't go full time since I know my limits and I don't think I will. I was happy that I dressed once in awhile. By this time my brothers knew and my mom too. Brothers don't like it. They haven't seen me dressed or want to. My plate is pretty full so r will be difficult to get away to dress. I started to prep a little but everything is still put away in boxes. My hair is still short. Its not as short as when I was in the army though. I do have a couple wigs (if they are still good) somewhere that I will use IF I am able to dress and go out. Update 10 3 23 up 10bs not doing anything different ??? Looking after my mom. She is slowing down but she is much better than she was a couple years ago. .Got some things out of my boxes and I did a hurry job of makeup and dress up late evening in my bathroom early September. I might be able to get away during the day to play once or twice a month. Maybe? Update 11/13/23 I did a couple nights of make up and dressing. Felt good. Might be able to get away during certain days for 5 hrs or so. I will need to transform at your place or rom play then transform back before going home. Thanks for stopping by! Aloha, Rachel
Tony1965av's Chat & Dating Profile
Honolulu, Hawaii, US
Had a wonderful experience with a transgender woman many years ago looking to meet another transgender woman for romance I am very open minded.
Chris808's Chat & Dating Profile
Hawaii, US
Just looking
AlohaGirl's Chat & Dating Profile
Kailua-Kona, Hawaii, US
Gay for sure, crossdresser evolving into a true trans sissy who loves to feel secure and wanted by a warm, loving Man
ilovebigdick1's Chat & Dating Profile
Kailua-Kona, Hawaii, US
I just wanna suck and fuck all the daddy dick
CollieBurns's Chat & Dating Profile
Keaau, Hawaii, US
Curious newbie looking for real world experiences.
TomiMauigurl's Chat & Dating Profile
Hawaii, US
Single bisexual
Wasabi96701's Chat & Dating Profile
Aiea, Hawaii, US
nice muscular asian guy
gyrl4gyrl69's Chat & Dating Profile
Honolulu, Hawaii, US
Visiting Las Vegas June 14-16 would love to meet up with someone. Returning after a hiatus. I am here to chat with girls, so guys please respect that. I am not interested. Girls please have a picture so I know who I am chatting with. Have a lovely day!
rickster45's Chat & Dating Profile
Ewa Beach, Hawaii, US
very outgoing like people want to have fun
Jh89's Chat & Dating Profile
Ocean View, Hawaii, US
Just a passionate carefree guy, ask me anything :)
Robbie222's Chat & Dating Profile
Kalapana, Hawaii, US
I've been in transition hormone therapy for 3years now and really knowing that things where off for 30years or so kinda dabbled in cross dressing but didn't fully understand my self until about 6 years ago then started to learn.
Bill65cd's Chat & Dating Profile
Hawaii, US
Long time closeted crossdresser.

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