I Chicago Transsexual Escorts (400 results of verified listings )

list | gallery

Escorts in I, Chicago - Safe, Verified, and Active Profiles

Browse trusted Escorts listings across I, Chicago, including areas such as I. All Escorts on this platform are carefully reviewed and verified before approval, and new signups are currently restricted to maintain quality, safety, and reduce scams.

Visitors can explore profiles with confidence, knowing that listings are monitored regularly to ensure authenticity and reliability.

Currently, there are 400 listings available in I, Chicago, with 98 new listings posted today. This page was Last updated: January 21, 2025 at 3:20 PM (632 days ago), ensuring users always see the most recent, active, and verified Escorts across the city.

Tue 21 Jan

Welcome to the candy shop🔥🔥Ta'Niya long🔥🔥 - 21 - Chicago 48th drexel HYDE PARK (Posted - 632 days ago)

✰★ █ ▆ ▅ ▃ ▂ WHEN YOU'RE READY → COME AND GET IT! → HOT & READY FOR YOU ▂▃ ▄ ▆ █ ✰★ - - 19 - Chicago SOUTH LOOP PILSEN (Posted - 632 days ago)

White Boy Slayer 🎉34DD &11.5in Pipe 🎉 %100 PartyGirl %1000 Accurate 🎊 Ts MARCIA🎉 - 25 - Chicago Downtown Upscale Hotel (Posted - 632 days ago)

Vissiting, Gorgeous Latina,Ts Daniella, (904)206-2629, Incall/Outcall - 23 - Chicago Schaumburg Woodfield Mall (Posted - 632 days ago)

🔥W_A_R_N_I_N_G 📛A_D_D_I_C_T_I_V_E🎯 T_S_N_I_N_A ❤️🔟.F.F visiting schaumburg (224)218-9674 - 23 - Chicago Visiting Schaumburg Incall out (Posted - 632 days ago)

*~*WANT__ $ome__* ROYAL *__Treatment ?*~*_BLonDe_*~* I;M__ *Feeling*__ LOVELY & GENEROU$__ Today*~* - 25 - Chicago 5700 s lake shore dr SPECIALS (Posted - 632 days ago)

Welcome To Paradise Come Into My World - 21 - Chicago downtown grant park (Posted - 632 days ago)

💚😊🍑💦🍆🍰W.E.T juicy booty freak the best sexx in the city🌇 no fake pics🍭👙🍒🍑💰💦🍒🍯 - 21 - Chicago Stony island (Posted - 632 days ago)

When the fakes are gone, I will still be here....(Dominican & Cherokee) 847-261-4703 Ts Hilary - 23 - Chicago Bolingbrook (Posted - 632 days ago)

Young Asian Tgirl. I kiss & know make to pleasure - 23 - Chicago Chicago Lakeview Lincoln park Diversey (Posted - 632 days ago)

💅💋YOUNG EXOTIC and very open minded TS KHAYLA💗💟 - 22 - Chicago SOUTH LOOP (Posted - 632 days ago)

Visiting short time only !!!! BEAUTIFUL, supper functional ts Jennifer coxx!! - 22 - Chicago 15 m from midway 25 from O here (Posted - 632 days ago)

VISITING SUPER SeXXy Tiffany Coxx Brazilian Blk 10 HUNG Website S E X Y 10 Package!Limited Time Only - 25 - Chicago Downtown Loop River North (Posted - 632 days ago)

❤* VISITING TODAY Hot BeautIFul EXotiC Bi-Racial BomBSHel in Town l00 % Satisfaction ♥ - 22 - Chicago downtown hotel (Posted - 632 days ago)

Wanna PARTY??? Belizian- Ethiopian Barbie GOOGLE me for Movies&Reviews; PARTY MONSTER :) - 20 - Chicago HYDE PARK In Downtown Outcalls 60649 (Posted - 632 days ago)

Watch my video before you come TS ANDREA - 23 - Chicago Chicago IRVING PARK AND PULASKI 90 94hwy (Posted - 632 days ago)

♥♥♥You wanna be on Top ♥♥♥Sexy addictive! bitch is back play time - 20 - Chicago south east lake shore dr (Posted - 632 days ago)

WOW!!! >>> >>> FaCe CuRvEs LeGs - chicago 20min from dwntwn (Posted - 632 days ago)

X*I*M*E*N*A Sensualisima - 27 - Chicago Addison street and 90 94 (Posted - 632 days ago)

Yo👑FavThroater 💦JuicyLips💋630-258-9331 See why I'm tha Best🙌🏾💋 - 27 - Chicago StonyIsland area (Posted - 632 days ago)

zamanta i am 100% real - 25 - Chicago crystal lake (Posted - 632 days ago)

Visiting ts CLeoOo a true beauty Straight From LA True 10 1/2 beauty ready 323 469 48 37 - 23 - Chicago SCHAUMBURG CLOSE to ALgonQuin Rd (Posted - 632 days ago)

Visting Adult film Star 11 i n **TS Amanda ** 100% real proof pics - 25 - Chicago Chicago Downtown (Posted - 632 days ago)

WaRnInG WaRnInG WaRnInG!!!!! - 22 - Chicago MIDWAY OAKLAWN (Posted - 632 days ago)

(Wburbs_ Mannheim Rd)NewPIX w/11STRONG Ts TANGIE ALwyz Aim 2 PLz ( NO ONE )Can Do YOU BetteR Than ME - 21 - Chicago Mannheim Rd I 290Eway SAFE Ready NOW (Posted - 632 days ago)

white male looking for a slim dominant black TS - 25 - Chicago southside (Posted - 632 days ago)

×°x°× CLiCK HERE ×°x°× IF YoU ×°x°× REQUiRE ×°x°× THE BEST ×°x°× - 22 - Visiting Downtown Outcalls all over (Posted - 632 days ago)

**XOXO ° E X OT I C °*° LATINA °*° TS °*° CUTIE **XOXO** Fully Functional - 23 - Chicago SCHAUMBURG BY WOODFIELD MALL (Posted - 632 days ago)

=== ============ XUM _ INSIDE _ ME============= === - SLIDE INSIDE ME (Posted - 632 days ago)

You wonna be on TOP addictive! T.S barbie♥ play time - 20 - Chicago oka lawn (Posted - 632 days ago)

Young Asia Tgirl. I love kiss & know make to Pleasure - 23 - Chicago Lakeview Lincoln park Diversey Chicago (Posted - 632 days ago)

💅💋YOUNG EXOTIC and very open minded TS KHAYLA💗💟 - 22 - Chicago SOUTH LOOP (Posted - 632 days ago)

What else do you need I won't disappoint you at all call now - 22 - Chicago Downtown (Posted - 632 days ago)

♡♡♡where the black bp at?? I want bp ☆☆HUGE TOY☆☆ - 22 - Chicago joliet (Posted - 632 days ago)

why SEATTLE for less when you can HAVE THE BEST MISS SHANDEE new HOT VIDEO INSIDE *82 331 684 5277 - 24 - in call west burb s right off55 (Posted - 632 days ago)

You like to fly First Class, why not play First Class! - 21 - incall and out North Side location (Posted - 632 days ago)

You see my proof. Real sexy sweet nd fun. TS MOLLY'S WORLD - 23 - Chicago Calumet Park south suburbs (Posted - 632 days ago)

You Wanted the Best, Well Im on My Way. Ts Monae with an 11in Suprise. - 22 - 22 - INCALLS OUTCALL (Posted - 632 days ago)

Your BEST Choice is HERE.. - 25 - ChIcAgO (Posted - 632 days ago)

———♥° YOUR DREAM GIRL ;) ——— ✓BLONDE! ! ✓Party Girl! ✓2Girl Show°♥————PROOF VIDEO 100% REAL! - 20 - Chicago MIDWAY AREA In out (Posted - 632 days ago)

Your Secret Fantasy HERE TS ''STEPHANIE'' Visiting O'hare MY LAST DAY IN TOWN. - 23 - Chicago O HARE AIRPORT AREA (Posted - 632 days ago)

▃▃▃▃▃▃▃▃▃ ▃ YOU'RE ▃▃▃ GONNA ▃▃▃▃▃▃ LOVE ▃▃▃▃▃▃ THIS ▃▃▃▃▃▃▃▃ SHESTICK ▃▃▃▃▃▃▃▃▃▃▃▃▃▃▃▃▃▃▃▃▃ - 26 - Chicago Northwest Indiana South Chicagoland steger (Posted - 632 days ago)

Visiting Today! Blonde Goddess ~Vicky Bride~ - 27 - Chicago (Posted - 632 days ago)

Visiting ts love 11in hung with a long tongue - 21 - Chicago Downtown (Posted - 632 days ago)

Visting the Northside east rogers park - 20 - Chicago east rogers park (Posted - 632 days ago)

====== WARNING ---BEWARE ===== Backpage Users ******** PLEASE ********* READ **** CAUTION !!! - 21 - NORTHSIDE (Posted - 632 days ago)

☑ WELL HUNG ☑ SEXY ☑ FREAKY ☑ KINKY☑ EXOTIC ☑ SHEMALE ☑ - - 24 - loop (Posted - 632 days ago)

West Rogers Park T.S. Mistress Capucine - 39 - Chicago West Rogers Park Evanston Skokie Niles (Posted - 632 days ago)

you got your pretty ass transexual trying to get into whatever - 22 - Chicago 173rd and Torrance (Posted - 632 days ago)

YOUR body is my party ... come see the Doll 💋 💋❤️; VISITING Chicago - 20 - Chicago INCALL OUTCALL (Posted - 632 days ago)

YUMMY come here play with sexy latina transsexual - 28 - Chicago W Lawrence ave (Posted - 632 days ago)

zanta tranny $$ I am 100% real. - 25 - Chicago CRYSTAL LAKE IL (Posted - 632 days ago)

VISITING *° —A—v—A—i—L —a—B—l—E— °*•—— •*° Special°*•—•*° —N—o—W—°*Ts Kerry 100% real pic - 21 - Chicago Grand Ave Downtown Incall Hotel (Posted - 632 days ago)

✈️Visiting for 2 days 👩Dirty T-Girl 💄Wants To 🌂Have Fun 💋Real 🎀Pics &👠 Very💋 Funtional 9🎈💃 - 21 - Chicago Norh side (Posted - 632 days ago)

VISITING i am sexy ts .DILA. pics REAL PICS - 22 - Chicago O HARE AIRPORT (Posted - 632 days ago)

ViSiTiNg SCHAUMBURG ts BROOKE ITS ME OR its free bring photo to compare 347*909*4873 call now - 23 - Chicago SCHAUMBURG AREA (Posted - 632 days ago)

✈️ visiting short time❗️✈️ 100%🔥☑️_VIP TS VIVIANIE 🔥☑️_100% SEXY_ 🔥☑️ - 24 - Chicago DOWNERS York Town Mall (Posted - 632 days ago)

🎬Watch Jacuzzi🎥bounce her booty🔥🔥🔥100%real 9in Freak..badd bitch Foreign Material. - 25 - Chicago City of Chicago Outcalls Chicago ridge alsip Joliet South Chicagoland (Posted - 632 days ago)

WEBSITE PROOF! California Girl Arrived! 10+ inches, Nomi Doll! - 21 - Chicago Downtown area WESTloop (Posted - 632 days ago)

WEEKENED ONLY*****Exotic Busty DOMINATING Shemale 9FF💨💨💨 100%ME In/Out CALLS - 21 - Chicago Midway Airport Alone (Posted - 632 days ago)

Well Endowed Fully Functional 🍆🍆 XXL 10 INCH 🍆🍆 PARTY GIRL ALL FLAVORS .... 💋💋💋 Loves to Kiss ! ❤️❤️❤️Very Open Minded ❤️❤️ - 23 - Chicago DOWNTOWN CHICAGO INCALLS OUT (Posted - 632 days ago)

☆WHAT CAN ♥ I DO ♥ TO PLEASE YOU ? ☆ FR3@KY Shemale Goddess - 25 - Chicago 5700 s lake shore dr (Posted - 632 days ago)

** WHO'S HungRY 👄👅**FoR My Big MelonZZ🍈🍈💯 Real **Perfection at its best party girl daЅℰXiℰЅT Ts - 23 - Chicago (Posted - 632 days ago)

-:¦:-** §xY * CuRvY *Ts** NaUgHY & FrEakY- REAL - B.I .G * * ToY *-:¦:- - 21 - Chicago ohare incall out (Posted - 632 days ago)

YOU MUST READ.. tired of the fakes ? I Am Ms Nicole EXOTICA Mistress! VISITING . I can PROVE its me - 23 - logan square downtown ohare (Posted - 632 days ago)

You ready to obey and be dominated? Drop to your knees! - 24 - Chicago edgwater (Posted - 632 days ago)

Young beautiful passable t girl - 19 - Chicago North shore (Posted - 632 days ago)

------------- young hott freaky -----------TS CANDI LOVE -------- ILL -- DO -- ANYTHING --- I swear - 20 - south surburbs (Posted - 632 days ago)

VISITING,,, agressive top and bottom girl looking for bottom guys to please me 9 inch no hormones - 28 - Chicago JOLIET (Posted - 632 days ago)

;°° WHaTeVeR iT °rEQuIReS _ I'LL DEliVeR °° yOUr DeSIrEs °°★ 617-708-2581 - 21 - downton chicago (Posted - 632 days ago)

Y~O~U~R *❤* P~E~R~F~E~C~T *❤* P~L~A~Y~M~A~T~E ____ 1000% ReAL!!! - 21 - Chicago Ohare Airport (Posted - 632 days ago)

💋👡 Your playboy Bunny 👡💋 The perfect Pin up girl 💅💅 !!! HIGH IN DEMAND 1,000% REAL 💕💕 The girl in the picture 💕 - 23 - Chicago Arlington Heights (Posted - 632 days ago)

Your Ultimate Transsexual Fantasy! ••►AVAILABLE NOW••► For A Guaranteed Fun Experience Call Me! - 24 - Chicago Darien West Suburbs off the 55 (Posted - 632 days ago)

•º•º• Very Much Passable Tgirl •º•º•º•º• Take A Look No Worries No Fuse Im Real 7 IN FF - 19 - Chicago Western And Lunt (Posted - 632 days ago)

Visiting only for too day sexy Latina ts erotica AMAYA - 22 - Chicago SCHAUMBURG (Posted - 632 days ago)

~~Visiting~~TRY ME - 23 - Chicago O hare area (Posted - 632 days ago)

(visting)sick of fake pics and games then im the shemale you been waiting on best ass well hung - 24 - O HARE AIRPORT (Posted - 632 days ago)

w h a t ' s. g o i n g o n c h i c a g o ' s g u y s - 31 - Chicago logan square (Posted - 632 days ago)

▅ ▃_█ █`★★xx. THE MOST BEAUTIFUL TS GIRL NEW IN TOW xx ★★. █ █`▃ ▅ - 24 - Chicago chicago airport (Posted - 632 days ago)

Y♥ O♡ U♥ R♡ T♡ A♥ N♡ T♥ A♡ L♥ I♡ Z♥ I♡ N♥G F♡ A♥ N♡ T♥ A♡ S♥ Y♡ - 24 - Chicago GLENVIEW (Posted - 632 days ago)

❤️❤️❤️💋💋💋💐💐💐 YOU DESERVE IT! 1OO% Real Photos *1OO% upscale & classy.❤️❤️❤️💋💋💋💐💐💐 - 27 - Chicago SCHAUMBURG ILL (Posted - 632 days ago)

✅ ✅ ✅ ✅ ———————————————————🍀——— YOU'LL LOVE THIS CAWK ———🍀———————————————————— ✅ ✅ ✅ ✅ - 23 - Chicago Park Forest Crete (Posted - 632 days ago)

Young Asian Tgirl love to kiss & know make to pleasure - 23 - Chicago (Posted - 632 days ago)

Your Gonna Wanna Meet Me ... 10inch ts fully functional.. Special new IN TOWN 1/9 - 23 - 22 - Chicago north side (Posted - 632 days ago)

zamanta tranny $$ I am 100% real. - 25 - Chicago CRYSTAL LAKE IL (Posted - 632 days ago)

°°$Versatil transexual now 630)2585448^`° - 21 - Chicago meeerlosse park il (Posted - 632 days ago)

'' very sweet candy just 4 you'' ; ] - 23 - Chicago north side (Posted - 632 days ago)

ViSiTiNg MIDWAY ts BROOKE 100%real photo VERIFIED with 36d boobs n 10in 347*909*4873 call now - 23 - Chicago Southside MIDWAY (Posted - 632 days ago)

white latina SHEMALE BOMBSHELL TRANSEXUAL hosting everything goes only 75! SUPERMODEL BODY - 24 - chicago hollywood lakeshore drive (Posted - 632 days ago)

☆ █ *+* You Want'a Piece Of Me?... *+* █ ★ ; "FiRsT dRaFt PiCk"...A.J - 23 - Chi town area downtown (Posted - 632 days ago)

💕🎀💛💛💙💙💙✈️VISITING👑 🌴 💯% Real. E❌otic🔥💜💜💜 👠VIP treatment 🎁💵 CHANEL💦fr3aky💗💗 VID30VIX3N🌟 CALL NOW😻 - 24 - BRIDGEVIEW 95TH HARLEM safe location Chicago (Posted - 632 days ago)

**Visiting TRANSEXUAL** - Gia is Here...come and get it - 23 - Chicago Incall outcalls (Posted - 632 days ago)

Wanna Taste PERFECTION??? The puertorican GODDESS 347/835/3347 ts nikki - 20 - NORTH SIDE (Posted - 632 days ago)

Your "first" Fantasy - 20 - Chicago (Posted - 632 days ago)

🍒🍓❤VICTORIA DOLL👄👠🌷trans LATINA hot🍒🌷⛽ready to play🍭🍓🍄fully FUNCTIONAL🍼⛽🔥 - 28 - Chicago Pulaski and 31st (Posted - 632 days ago)

▄▀▄▀Video▄▀▄▀▄▀▄▀ Hoffman Estates ❤❤❤ Shannon ❤❤❤ Video ▄▀▄▀Hoffman Estates▄▀▄▀▄▀▄▀ - 37 - Chicago Hoffman estates i90 Barrington Rd (Posted - 632 days ago)

visiting from atlanta, "First Night Special" come help me enjoy my stay ! - 24 - O hara airport (Posted - 632 days ago)

♦VISITING♦ Now♦Special💯🌷 ♦TS✨HAVALA♦ 📞978.203.5697✴Brazilian✴ 9'In🍆T/B✨ 💯%Real👅🔊📞NOW - 22 - Chicago ELK GROVE VILLAGE O HARE SPECIAL (Posted - 632 days ago)