Find TS in Chicago

I can host today only. I’m looking for a TS girl or possible a passable CD. I’m 45 Mwm 5’10, 180, 6in cut. For the right girl, I Read More ...

A nice looking trans woman here looking to play , I’m down to party. I’m hosting here and I can travel, if post is up I’m still Read More ...

Hot TS iso massively h un g alphas who love sitting back and getting the best c0ck worshipping ever! Hosting in on the north side of Chicago and Read More ...

Hot Ts hosting on the north side. Title says it all… Looking to get on my knees and worship big UC alpha meat. YOUR PICS get mine and SHOULD Read More ...

Sexy TS looking for a man who knows how to have fun and isn't scared of trying new things. I love to roleplay and I'm a very passionate Read More ...

Looking for a ts or cd to have some fun with after work today. I get off at430 and in the west burbs. Im pretty cool and laid back. Open minded as Read More ...

What’s up Ladies, came to see a man about a horse ? Look no further and Message me, I am located on the south side of chicago (near Oak Read More ...

Sexy TS looking for a man who knows how to have fun and isn't scared of trying new things. I love to roleplay and I'm a very passionate Read More ...

Sexy TS looking for a man who knows how to have fun and isn't scared of trying new things. I love to roleplay and I'm a very passionate Read More ...

Hey saw your post cant reply but eager to please and go im in your area now ready to service?............

pretty fem ts girl looking for straight trans-guys for fun memorable times.Ready now and you can kindly message me t_gram@wilsonalyce

Availability for mild fun at my apt here .mutual,oral button w, front, body contact... that sorta thing. Too cautious on random encounters for Read More ...

Sexy TS looking for a man who knows how to have fun and isn't scared of trying new things. I love to roleplay and I'm a very passionate Read More ...

I’m a ts lady here for fun looking for a guy that is interested in playing on a regular basis. Clean DDF and expect the same, I only into safe Read More ...

Just a guy looking for a sexy cd/ts to chill and relax with while we watch porn and have fun. After all it's not gay I'm just using your Read More ...

Sexy TS looking for a man who knows how to have fun and isn't scared of trying new things. I love to roleplay and I'm a very passionate Read More ...

Sexy TS looking for a man who knows how to have fun and isn't scared of trying new things. I love to roleplay and I'm a very passionate Read More ...

Sexy TS looking for a man who knows how to have fun and isn't scared of trying new things. I love to roleplay and I'm a very passionate Read More ...

Looking for a quick BnG maybe more im not available in the evenings. Only available most mornings and some afternoons. Send pics and stats or I Read More ...

Trans girl looking for fun top, bottom and vers I like to party and get high bj throat fk | like it raw clean and no disease hit me up and discreet Read More ...

Sexy TS looking for a man who knows how to have fun and isn't scared of trying new things. I love to roleplay and I'm a very passionate Read More ...

Sexy TS looking for a man who knows how to have fun and isn't scared of trying new things. I love to roleplay and I'm a very passionate Read More ...

Looking for straight and masculine men. I'm verse and very kinky. Super low key here. Ready to get on my knees and do my job ASAP. Send pics and Read More ...

Sexy TS looking for a man who knows how to have fun and isn't scared of trying new things. I love to roleplay and I'm a very passionate Read More ...

Hi, I’m a young and sexy ts girl. I like to roleplay and love trying new things. Please send your pic with your stats and be straight forward. Read More ...

Looking for a quick, discreet connection. I’m available to host or can travel within reasonable limits. If you're interested, I can share Read More ...

Looking for a ts who wants to experience a man. I will treat you like a woman and then we will experiment with each other

Sexy TS looking for a man who knows how to have fun and isn't scared of trying new things. I love to roleplay and I'm a very passionate Read More ...

Sexy TS looking for a man who knows how to have fun and isn't scared of trying new things. I love to roleplay and I'm a very passionate Read More ...

What’s up Ladies, came to see a man about a horse ? Look no further and Message me, I am located on the south side of chicago (near Oak Read More ...

Good looking Ts, 25, 5'9", 190, 7" looking for a guy that is interested in playing on a regular basis. Clean DDF and expect the same, Read More ...

I bring a little spark you won’t forget the kind that keeps you smiling long after. Big on late-night talks, playful energy, and moments that Read More ...

Let released and relax, Come relax and release with a sexy ts lady, available to serve. Clean, sexy, naughty and talented. Can travel and Can host Read More ...

WM, 60, clean and std free looking for a nice sexy CD or trans girl to come and play at my place. Skokie. I'm also very 420 friendly. Must Read More ...

52, white male from sw suburbs looking to pound a tight little ts right now. 5'10", 170, tattoos and black hair. Hit me up.

Ts girl here want those country straight guys only rednecks who wants to have fun. Love to play with country boys.if you mobile and like ts girld Read More ...

Sexy TS looking for a man who knows how to have fun and isn't scared of trying new things. I love to roleplay and I'm a very passionate Read More ...

Handsome here. 5'10 155. Im hung fun down to earth and very respectful. Let's create some heat and get started in the theatre with Read More ...

Ts/Cd only is what im looking for. Ddf handsome 5'10 hung and will be in Cicero watching a 10 pm movie. Last row last seat left side. Ts Cd Read More ...

Looking for TS or femboy to worship my cock. That's it, nothing else will happen. I'm straight but enjoy receiving blowjobs from pretty Read More ...

Hot TS looking to get throat fkd by minster bwc. The hairier and alpha the better. Dump while you’re balls deep in my mouth. YOUR PICS get mine Read More ...

Sexy Ts here , looking and Ready to satisfy a gay/straight man who is ready for unlimited fun, no bs…let’s worship every inch of each Read More ...

Sexy Ts here , looking and Ready to satisfy a gay/straight man who is ready for unlimited fun, no bs…...I can host and can travel... hmu k!!k Read More ...

Sexy Ts here , looking and Ready to satisfy a gay/straight man who is ready for unlimited fun, no bs…let’s worship every inch of each Read More ...

I am naughty, horny, sexy feminine, very sensual, all in one sweet and also extremely clean!! 26 WM 6ft 185 6.5cut If interested send stats and Read More ...

I am naughty, horny, sexy feminine, very sensual, all in one sweet and also extremely clean!! 26 WM 6ft 185 6.5cut If interested send stats and Read More ...

Discreet TS here looking to hook up discreetly. I only like to give oral and get penetrated. PLEASE SEND FACE AND BODY PICTURES OF YOU FROM RIGHT Read More ...

Please do not message me if you are older than 39!! If you don’t send a picture from today or you cannot send a picture I will not respond to Read More ...

Please send face and body pics of you from today. FACE AND BODY. You don’t have to be naked. I want to see your face and body type on your Read More ...

hung top ddf clean 49 yrs 179 lbs 7.6 cut seeking bottom, CD or TS for fun need to travel to you.must bf hyginic, smooth and open mind.

Married white male, 62, fully embracing my submissive sissy identity. I am actively looking for a powerful, commanding, and dominant man or TS who Read More ...

Clean, discreet, athletic, GL, 40's MWM Daddy seeks some one to be my pillow princess Let me orally pleasure you completely, on going Read More ...

Im 44, 1/2 white, 5’9” ft, and first time doing anything like this. Looking for a ts or passable cd. Could possibly be ongoing. Looking Read More ...

Hello! I am a 29 yo white male, mostly straight and masculine, but secretly want to become a submissive slut to a passable ts woman. I am 5'11, Read More ...

I'm traveling and have a hotel room to myself today from 3pm till 11pm if any TS available please keekme p a u l v i v 16

Cute fem ts girl in search of straight trans-guys for fun moments,kindly send me a message if interested. T_gram@clara_smithss

6ft Mexican Italian , looking to have fun with a TS in South suburbs , want to give head n I can either top or bottom , in South suburbs rn , this Read More ...

26 Petite Ts woman looking for 1st timers or curious men. The bigger to the front. Would love to hear how my Or compares! Hosting on the north Read More ...

I can host or visit your place, and car meets are also available. I’m happy to travel to your home or hotel. I enjoy good company, great Read More ...

I am 8 inches thick nice tool for you babe . Let's play hard. I am looking for for now , can travel to you

Hi there I hope everyone is doing well this very cold week. I'm 40 about 300pds so I'm on the bigger side. I'm std free and single Read More ...

Looking to fuck a CD or TS. SEXY and slim please. Maybe thick too. I'm 5'7. 191 lbs. A bit muscular. 21 years old. Can host and travel.

I’m a super sweet, highly feminine TS looking for a discreet, respectful guy for a fun encounter. I’m completely drama-free, easy-going, Read More ...

35, five seven”, DD free Latino can host a sexy cd or ts girl/fem next Friday, 7/3 in my hotel in Schaumburg/Ohare area between 10am and 4pm Read More ...

Sexy TS looking for a man who knows how to have fun and isn't scared of trying new things. I love to roleplay and I'm a very passionate Read More ...

I'm a thicker bi pantie wearing oral bottom sub ddf clean can host in far north subs please be 7+ and thick dominant guys or ts to the front of Read More ...

Sexy TS looking for a man who knows how to have fun and isn't scared of trying new things. I love to roleplay and I'm a very passionate Read More ...

38 yo married top good looking and clean, I am available for any bottom, cd, ts or just some one sexy with lingerie, under 45yo, I can’t host Read More ...

TT | Hosting or Travel | Fun & Safe Ready for a great time? I'm a friendly, all-natural TS available to host or travel to you. Let's Read More ...

str8 masc guy looking for bottom or vers TS female or CDs or Femboys on northwest side of Chicago. want someone to meet with regularly and Read More ...

I’m 19 hung, and looking for a ts/ sissy. I’m down to try new things and I can travel. I can’t host so will need someone to host, Read More ...

Bi wm 47 seeks TS ,TV, or Cd for fun. I'm open minded and interested in ongoing fun with the right gurl. Please be passable!

PLEASE READ TITLE..NOT INTERESTED IN MEN or Body Hair - complete turn off for me! Women, TS & CD only exceptions may be made for smooth Asians Read More ...

Looking for a fem bottom or thick bottom!! Or ts Mobile and can do car play. Top here , will provide pic doublelist too strict. (Leave phone -# to Read More ...

I travel and sometimes host in good area I'm 25 thick ebony ts clean and horny. I'm looking for a curious man who interested in trying Read More ...

Sexy TS looking for a man who knows how to have fun and isn't scared of trying new things. I love to roleplay and I'm a very passionate Read More ...

Hi looking for clean upscale hung daddies who like Latina gurls also like couples TS n other CDs... Send pics n location Kik or snap vanitalatinacd. Read More ...

Good looking latin bi boy toy ready to play.. Kik Localsavage224 love couples hung men and ts .. b real to meet n send pics.

I'm traveling and have a hotel room to myself today from 3pm till 11pm if any TS wants to give me a live show I would love that, I can Read More ...

26 white tall fit clean and hung here looking for a ts women or super fem for oral asap! Can host or travel and looking in nearby

So I have had experience once before and has left me wanting to explore more. I am a 36/m/Wicker Park and am tall(6 foot 3), fit, blue eyed and Read More ...

White male 6 ft 7 cut in shape Gl I have pics wanting to meet a cd or Ts for long term dating I am for real I live on the northwest side

Live in portage pk6 ft 180 white male Gl in shape wanting to meet Ts or cd for adult fun let’s do this

Looking for hot, safe, pleasurable fun with ts or cd. 48, white, athletic body, 185 lbs, safe and sane. Respectful of limits. Prefer slim, smooth Read More ...

I'm looking for a cute TS or CD that is slim or in shape, and the smoother the better. Fully passable not required but effort to be the part Read More ...

Looking for a guy that is interested in playing on a regular basis. Clean DDF and expect the same, I only into safe DDF Men.. I do TOP &Good Read More ...

40/m nice 7” equipment, athletic hwp. Pic available. Seeking first time with my girl. Free most weekdays for midday fun

Sexy TS looking for a man who knows how to have fun and isn't scared of trying new things. I love to roleplay and I'm a very passionate Read More ...

Looking for cd, ts, twink, sissy or femboy to visit me I'm visiting for work starting today 6 21 2026 and staying through Wednesday 6 24 2026. Read More ...

Passable, feminine and discreet TS looking for a regular, safe, sane older man to please. Submissive girl here and connect best with calm, confident Read More ...

How are you I’m looking for a cd or ts for fun! I’m looking for some nice kinky fun age doesn’t matter just please cd or ts! Read More ...

Sexy TS looking for a man who knows how to have fun and isn't scared of trying new things. I love to roleplay and I'm a very passionate Read More ...

31, 6' 220 7"c blonde/blue Seeking a trans who wants to get tied up, used, toyed, and edged for several hours. I can host with planning. Read More ...

Sexy ts lady really down to play hit me up and let have some fun rn. Looking in for fwb or a regular meetup K. I. Read More ...

If you have nice tits and a c0ck youre exactly my type. Lets cum together. 27f, petite, asian, bush

Hola soy una chica ts en busca divercion para estarde y noche aqui por cicero o alrededores interesados comuniquense me gusta mamar y que me den . K Read More ...

Hola soy una chica ts en busca de diversión area cicero o alrededores interesados comuniquense me gusta mamar y que me den a mi .k Read More ...

I am naughty, horny, sexy feminine, very sensual, all in one sweet and also extremely clean!! 26 WM 6ft 185 6.5cut If interested send stats and Read More ...

Seeking fun with a cd or ts girl. Can be one-time but would prefer ongoing. Please include your stats and location in the first message. Must be Read More ...

Looking for those black CD or TS that are smooth and have that sexy bubble booty for some Hispanic dick.