Serving the bisexual community for over 23 years

Sign up now to join the fun!

Bisexual Chat in Chicago

Bisexual Playground Chat RoomBisexualPlayground has the most warm and welcoming chat rooms for bisexuals and bi-curious people on the internet.  You are bound to make friends, meet other people who share your interests.  Our rooms are fun and easy to use, with emoji support, the ability to share pictures, and instant message other chatters.

Start Chatting
Bisexual Chat in Chicago on Bisexual PlaygroundBisexual Chat in Chicago on Bisexual Playground
I am a single chicago male who loves to meet and date cd-tv-ts women in the chicago area (and near chicago). Im looking for partners who would be interested in dining out, going to an occasional movie. going to transgender-friendly bars and of course having adult fun. I have dated tgirls for the past 7 years and love it!!!
I AM 19 YEARS OLD LIVE IN CHICAGO AND AM LOOKING FOR SOMEONE TO CHAT WITH AND HAVE SEXUAL OCNVERSATIONS
Hey im a 29year old bisexual female calling from the south east side of chicago Looking for females between the ages of21-39 that are calling from the south side of chicago.i like reading and writing poetry going to the movies out to eat skating bowling and just chilling at the crib.
I'm an open-minded intellegent, well educated individual looking to explore my sexuality with both sexes. I've chatted with many individuals in chat and i'm still a bisexual virgin. I live in the western suburbs of Chicago but do travel to central Illinois and NE Indiana. Please feel free to email me with any questions but most importantly, BE REAL and BE HONEST. I'm 32 years old, 6'2" tall and 180 lbs. I have dark blonde hair and blue eyes.
We're both bisexual switches with more than a few kinks--LOL! We are in a long-distance "daddy/daughter" relationship and only get to play together every 3-4 months. Our next joint play session will be in Chicago this coming fall. We're both bi switches. Daddy could certainly use a playmate (female, male or couple in Missouri when we're not together and Pixie could also use the same in Chicago.
Hi, I'm a bisexual guy, 40 years old, 5-11, 180lbs, fit and attractive in Chicago. Although I'm in a committed relationship she is not interested in bisexual play. With men I'm a bottom and I also like being with couples and women.
We are married bisexual couple love to play with bisexual man all3 nacked in same bed all fun, no anal, internet?can host us near Chicago? Please response, we can exchange cellphone
I will be in the Chicago area and I'm looking for a very nice lady to have a night of extreme passion with no strings attached. Please view my profile if interested email me. I should be in Chicago around the middle of May not quite sure of the exact date at this time, but will know closer to the end of April. But if you're interested lets chat!
This bisexual man loves to chat with anyone who wants to chat. I always flirt with women OR men. I didn't pay to become a lifetime member here just to get laid. I enjoy relating to others whether they are similarly inclined as I am, or not. I chat with gays, lesbians, "straights", bi,TVs, trans genders, or whomever. It is about community and acceptance. I have been rejected for being whom I am and what I am and it sucks, I can't understand why some people are so rude. I am one of those who believes that everyone is bisexual but some are so indoctrinated that they are in deep denial of it. If they would get ovet it, we could all get along. Anyway, that's my story and I'm sticking to it. :-D
Hi, we are a bisexual couple from the Chicago area who will be visiting Dallas in early December. We are hoping to meet with another bisexual couple, bisexual female or a TV/TG/TS for some fun. He is a TV/TG who loves to dress and is very very orally inclined to give pleasure. She is a GG who loves to give and receive oral to other females. View our profile and please contact us if interested. Would like to get to know you before we come down to make sure we are all comfortable together. Hope to hear from you soon.
Hugs, Lorelei and Kerri
I’m in Chicago let’s chat!
If you're a single bisexual female in Chicago and want to go out with us this weekend, reach out to us. We are definitely an above average couple.

Interests:

Bisexual Women
im looking for a bisexual in chicago area to eat my pussy,.its been a long time,and i want tht feeling back,im wet ready and wating
Bisexual Chat
Any Bisexual guys horny and want to chat. Hit me up
Bisexual Seniors
love bisexual older women ..are you there to chat Kiss
Bi-Curious Women
I am Chicago, and I am looking for a bisexual female, who wants to play at least 3-4 times a week. You have got to be freaky, and submissive. I am very submissive if you act right. I would love to meet you.
M-M-F Threesome
Chicago area here..Have always been with men all my life, and have not explored my desire to be with another woman and a bi man at the same time.. I do want to do it now.. anyone want to play in Chicago?
Bisexual Swing Clubs
Hi Casey and Georgia here. We live in S.E. Texas as well as in Chicago. We have done the regular swing/adult club routine and are in general very pleased with the experiences we had so far. However, and please correct and educate us if we are wrong, but is there such a thing as a truly Bi-Sexual club anywhere ? Everywhere we are going, the places are packed with bisexual females and they can express that as much as they please and that is absolutely wonderful, but when a man or a number of men in the same setting attempt to do the same, even when all are in consent, the management or the members, guests, or who ever is in the play area will either ask you to stop or leave the premises. It is an unfair and double standard practice, that we would like to address on behalf of all truly Bisexual " Couples ". Isn't it time that there is a place and a space available for couples that have both partners Bisexual and have a choice to swing either straight or Bi/Criss-Cross without being frowned upon ? Please let us know if there is such a club anywhere. We welcome any feedback and constructive critisizme. Casey and Georgia

Testimonials

JohnDeereGirl_3
I think your site is perfect the way it is. I have been on many sites looking for other bisexuals like myself, and I have not had to much luck. I was in a lesbian chat room in yahoo chat and I asked what other sites are available for bisexuals like myself and some kind soul told me about this one. I am so happy I found it because I have already found another bisexual in my area. I find that bisexuals are not really welcome in the straight community and they are not really welcome in the gay community either. So with you and Bill having this site, it really helps people like myself. I have to thank you for providing this for myself and any other bisexual out there seeking a mate. Thanks.