Private Chicago Transsexual Escorts (400 results of verified listings )

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

Browse trusted Escorts listings across Private, Chicago, including areas such as Private. 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 Private, Chicago, with 98 new listings posted today. This page was Last updated: January 21, 2025 at 3:19 PM (632 days ago), ensuring users always see the most recent, active, and verified Escorts across the city.

Tue 21 Jan

transexual ready for too day only - 25 - Chicago PULASKI AND LAWRENCE (Posted - 632 days ago)

T*S ________ A*L*E*X* A*N*D*R*A _______ Sexi ******* Latin*** - 27 - Chicago Belmont and Kimball (Posted - 632 days ago)

ts Amelia-hey guys try me!!! - 21 - Chicago southwest chicago 91st stony island (Posted - 632 days ago)

T's Ashley's Here - 23 - Chicago northside (Posted - 632 days ago)

TS LATINA First time in ILLINOIS - 21 - Chicago o hare Area outcalls (Posted - 632 days ago)

TS Samona 847 489-1919 - 28 - Chicago cermak california (Posted - 632 days ago)

TRANSSEXUAL DIAMONDi am what ever man want and more WESTSIDE 247/ 773 677 4479 - 26 - Chicago WESTSIDE westside (Posted - 632 days ago)

TS JOSIE ❤️🍆 Foreign Beauty🌟 !! Packing 8.5in ❤️🍆🌟 - 22 - Chicago City of Chicago Downtown Chicago NWI Northwest Indiana (Posted - 632 days ago)

*** T/S Chris is available now for companionship & good times *** - 35 - Buena Park (Posted - 632 days ago)

ts barbie doll for professional men only real deal , i keep a hi end clientelle you must host - 22 - Chicago (Posted - 632 days ago)

TS BEVErLY MILLs((10 in beauty )) DOMINATE pleasure equals triple the FUN AVAILABLE N O W - 23 - 22 - Chicago downtown (Posted - 632 days ago)

*** T/S Chryss is available now & has a SPECIAL just for you *** - 35 - Chicago Buena Park (Posted - 632 days ago)

Ts Desire Transexual Vixon 872 888-3448 - 27 - Chicago West Side (Posted - 632 days ago)

🔥🔥Ts Giselle🔥🔥 Top and Bottom 💦Big Package🍆huge load - 21 - Chicago Incall Outcall (Posted - 632 days ago)

Thick,Carmel,Freaky & Kinky - 24 - Chicago Southwest Chicagoland (Posted - 632 days ago)

Tired Of Girls Who Cant Get It Up? .... Dont Bother With The Rest ... Come Get Treated Like A King - 21 - O Hare W ByronMawr Avenue (Posted - 632 days ago)

TOP & BOTTOM ♥o° SEXY °o♥o° SEXY °o♥o° SEXY °o♥ - - 22 - joliet (Posted - 632 days ago)

The Girl Next Door.. South Burbs. - 25 - 150th wood street (Posted - 632 days ago)

Ts Hung Nine Inch Cut Tasha 😍😍😍😘😘💯💯💯 - 23 - 99th Halsted incalls Chicago (Posted - 632 days ago)

The Most Beautiful Transsexual Is In Town Now ! Visiting ()T4M - 21 - 21 - VISITING INCALLS AND OUTCALLS ALL OVER (Posted - 632 days ago)

😘😍THE REAL TS Ashley!! BACK IN town💜💜 - 25 - Chicago 115th and halsted MORGAN PARK (Posted - 632 days ago)

* :•.♥ The ULTIMATE Freaky ExXperience "A Must SEE" *•Kinky TS Mya 22 Ready!! - 22 - Chicago Chicago land area midway (Posted - 632 days ago)

tired of the fake. im the best here . dont miss out - 20 - Chicago nAperville il joliet il (Posted - 632 days ago)

transexual - 26 - Chicago irving park and cicero (Posted - 632 days ago)

Tranny Pucci..THE ONE YOU WANT! - 25 - Chicago SOUTH BURBS (Posted - 632 days ago)

TRANSSEXUAL Diamond i am what ever man want WESTSIDE 24/7 773 844 1343 - 25 - Chicago WESTSIDE (Posted - 632 days ago)

Ts ALEXANDRA Available Now ! !! - 28 - Chicago Belmont Kimball Blue Line 90 94 (Posted - 632 days ago)

TS AMARI*** Come enjoy the best of me.. Actual Photos!!! - 21 - downtown (Posted - 632 days ago)

TS CAMILA FOXX is back intown !!!!! - 27 - Chicago Wheeling 5 min from Rivers casino (Posted - 632 days ago)

TS Catalina looking for now Cuban an Mexican - 22 - Chicago lincoln an peterson (Posted - 632 days ago)

*** T/S Chryss is back and available just for you to play with ** - 69 - Chicago Near Lakeview (Posted - 632 days ago)

®©TS DANYELLE®©®©®© Long* Pretty & Exotic °°°VISITING NOW°°° Super Sexy & Ultra Nice! Ready Now 24/7 - 21 - Chicago North Suburbs Skokie from Airport (Posted - 632 days ago)

******* T*S ________ A*L*E *X*A*N*D*R*A **** S*E*X*I****** L*A*T*I*N*A ****** - 27 - Chicago Belmont and Spaulding (Posted - 632 days ago)

TS Angelina Skeeter new 2 town and yes angelina skeeter skeet's - 23 - downtown (Posted - 632 days ago)

ts BIG DICK bitck - 21 - 21 - Chicago 35 ss (Posted - 632 days ago)

TS available nOw O'hare - 24 - BENSENVILLE BY IRVING PARK RD AND 83 Chicago (Posted - 632 days ago)

T.S Belinda Starr ** Wanna See Starrs **Hurry Up** Pulaski Ave N 31st** - 22 - Chicago Southside Area (Posted - 632 days ago)

*** T/S Chryss is available & has something SPECIAL just for you *** - 35 - Chicago Buena Park (Posted - 632 days ago)

*** T/S Chryss is available now & wants to make you feel right at home *** - 69 - Chicago Buena Park (Posted - 632 days ago)

------ TS ------ D O L C E -------- A L E X A N D R A ------------- - 28 - Chicago Belmont Kimball (Posted - 632 days ago)

Ts Desire Transexual Vixon 847 525 0983 - 27 - Chicago West Side (Posted - 632 days ago)

Ts Giselle London ♡ first time 💋❤ Limited of Time - 21 - Chicago Ohare Airport area (Posted - 632 days ago)

TS Jayla 847 489-1919 - 27 - 18 California (Posted - 632 days ago)

——— •☆• ——— •The ITALIAN PRINCESS •Last Week Available. NEW PICS☆ •☆• ————— - 22 - Chicago WESTMONT WEST SUBURBS (Posted - 632 days ago)

Tameka (visiting) I'm ready to let my beast run wild - 25 - Chicago o hare airport Schiller park area (Posted - 632 days ago)

3 Day's Left... - 21 - O Hare Rosemont Lovely Upscale Hotel (Posted - 632 days ago)

This is a different ad from a very nice and polite TS. - 31 - Chicago villa park il (Posted - 632 days ago)

TireD OF LimP NooDLeS...? CoMPLaINTS...? ExCUsES...? WeLL IT SounDs LikE To Me Its Time To See ME - North side (Posted - 632 days ago)

௵ ௵ ௵ TRANNY PARTY SUNDAY ௵ ௵ ௵ ௵ - - 69 - Chicago Melrose Park (Posted - 632 days ago)

Transsexual Sasha Long..... 11''inch..... F.F. DIVA - 24 - Chicago Downtown Gold Coast Area (Posted - 632 days ago)

Ts AFRICA here now for best MASSAGE - 26 - Wheeling NW suburbs (Posted - 632 days ago)

TS Alicia💋💋💋 Exotic Asian TS - 24 - Chicago River north Chicago (Posted - 632 days ago)

💋The Tgirl Next Door💋 Fully Functional ((Verse)) Petite Latina TS Kimberly 💄💋 - 22 - Chicago Aurora Naperville Oswego (Posted - 632 days ago)

Thick... Throbbing... Ready NOW! - 21 - Chicago Riverwest Wicker Park (Posted - 632 days ago)

TRANSSEXUAL Diamond i am what ever man want WESTSIDE 24/7 773 893 5798 - 25 - Chicago WESTSIDE (Posted - 632 days ago)

TRANS SEXUAL WITH A BI G OLE PEN IS - 25 - hyde park 7mins south of downtown (Posted - 632 days ago)

THE FITNESS Latina Transexual Available Now - 23 - Chicago IRVING PARK AND PULASKI (Posted - 632 days ago)

-:?:- T O P * Q U A L i T Y ______ -:?:- C O M P A N i O N S H i P *_____ T R A N S E X U A L -:?:- - 24 - Chicago O HARE AIRPORT (Posted - 632 days ago)

____*____ THE BEST ____*____ PARTY GIRL ____*____ IN TOWN ____*____ NOW !!! ____*___ - 21 - Chicago Southburbs Lansing (Posted - 632 days ago)

Thee versatile top princess.... - 19 - Chicago Lockport new lenox joliet (Posted - 632 days ago)

transexual puerto rican now$$$ incall /outcall now north ave and hamlin - 26 - Chicago (Posted - 632 days ago)

T.S Belinda Starr ** Wanna See Starrs **Hurry Up**Archer N Pulaski Ave** - 22 - Chicago Southside (Posted - 632 days ago)

TS CAMILA FOXX is Hosting Today ONLY !!!!!!! - 27 - Chicago Wheeling 10min north From Rivers casino (Posted - 632 days ago)

Super Naughy ✔ Kinky ✔ Perverse☎☟♥★ S—E— X—Y —34D★♥☟☎╠╣OT ☆TRANNY☆ ╠╣OrNy ►╠╣OT - 24 - Chicago O hare Airport private hotel (Posted - 632 days ago)

Suzy TV *** Sexy White Party Girl Visiting - 29 - Chicago O Hare (Posted - 632 days ago)

Sweet Sensation TS - 25 - Chicago Addison street and Pulaski (Posted - 632 days ago)

TS Crystal.. sexy and beautiful latina.. FIRST TIME visiting the city... - 22 - Chicago OHARE DES PLAINES (Posted - 632 days ago)

❀° SwEeT ° BEaUTY °__lOOK __ iNNOCENT ° AvAiL aBlE ° - - 22 - VISITING NAPERVILLE (Posted - 632 days ago)

TRANSSEXUAL DIAMONDi am what ever man want and more WESTSIDE 247/773 677 4479 - 26 - Chicago WESTSIDE westside (Posted - 632 days ago)

***** Ts Angelina ***** - 25 - Chicago North Side Chicago (Posted - 632 days ago)

TS available nOw Oak brook - 24 - Chicago Villa park il (Posted - 632 days ago)

Sweeter then honey special!!! - 22 - Chicago Midway 87 cicero (Posted - 632 days ago)

T - s___ G O r G e O U s _______- T - s___ * * * - 24 - SCHAUMBURG IL (Posted - 632 days ago)

The Jump Off...Fourth Of July Blowout Sale......... - i57 off 87 stony (Posted - 632 days ago)

EXTRA! EXTRA ! READ ALL ABOUT IT-:¦:- HOT New Ts. IN TOWN!!!!!!!-:¦: - t4m - 21 - outcalls 2 you incalls (Posted - 632 days ago)

★ ▃ ▃ ☎ THE Queen Is Here With All 10inchs ™ ★ ▃ ▃ - 22 - Chicago Lansing (Posted - 632 days ago)

{}{}{}{}{}. Super hot t.s in town {}{}{}{}{} - 25 - Chicago OAK BROOK IL NEAR MALL (Posted - 632 days ago)

★ SuPeR SeXy ✔8HUNG ✔ Perfect Body☎☟♥★T0TAL S—E— X—Y VERS★♥☟☎╠╣OT █▒☆TRANNY☆ █▒ █▒ ╠╣OT █▒ ►╠╣OT - - 21 - Chicago SOUTH LOOP PRIVATE LOCATION INCALL OUT (Posted - 632 days ago)

✨💋✨The BEST Big Lip Service & Juicy Booty FREAK💋Hoffman Estates on Barrington Road💋100% ALL ME✨💋✨ Ts Tangie with 11xxL Magnum TREAT💦🍆ready NOW📞call ME - 23 - Chicago Hoffman Estates Barrington Rd Ready NOW (Posted - 632 days ago)

•**. ♥ •* _____ *********** SUPER SEXY ........ LATINA ************ _______ •**. ♥ •* - 25 - Chicago Belmont and Kedzie (Posted - 632 days ago)

•**. ♥ •* _____ ******* SUPER SEXY ........ TS NEW PICS ********* _______ •**. ♥ •* - 25 - Chicago Belmont and Kimball (Posted - 632 days ago)

———♡♥° The Girl Of your WILDEST Dreams ——— ✓EXOTIC ✓INTRIGUING ✓UNFORGETABLE ! °♡♥———— - 19 - Chicago U I C AREA SOUTH LOOP (Posted - 632 days ago)

{}{} VISITING {}{ 2 Upscale Ebony Dreamgirls Limited Time. }{}{} - 22 - O HARE Kennedy Expy W (Posted - 632 days ago)

" Top & Bottom" REAL PIC'S NO GAMES!! HOT, - 23 - Chicago SCHAUMBURG il (Posted - 632 days ago)

transexual hot puerto rican $60 massage erotic incall $60 north ave and hamlin - 26 - Chicago (Posted - 632 days ago)

😘😍THE REAL TS Ashley!! BACK IN town💜💜 - 24 - Chicago Lansing (Posted - 632 days ago)

******* T*S ________ A*L*E ********** S*E*X*I****** L*A*T*I*N*A ****** - 27 - Chicago Belmont and Spaulding (Posted - 632 days ago)

😈💦💧 TS ALEXIS 😝😙 Your Best KEPT SECRET 👅👑💅 better than Her👆 &her; 👇 💁 - 23 - Chicago OAK PARK MY APARTMENT (Posted - 632 days ago)

transexual latina - 26 - irving park and cicero (Posted - 632 days ago)

,+*Transexual magic avaible 773-294-8507)*+, - 21 - Chicago melrose park il (Posted - 632 days ago)

Transformation Specialist / Dominitrix Specialist - 40 - Chicago Evanston Niles and Skokie (Posted - 632 days ago)

TRANSSEXUAL DIAMONDi am what ever man want and more WESTSIDE 247 773 620 8568 - 26 - Chicago WESTSIDE westside (Posted - 632 days ago)

TRANSSEXUAL LONDON midway area hot black goddess - 29 - midway area (Posted - 632 days ago)

SUPA FREAK here! ** Party & Play YOUR way** Mild to wild no rush chill with a freak chic - 35 - Chicago Edgewater Granville Broadway 6200N (Posted - 632 days ago)

SUPER BUSTY & REVIEWED!!! Sick of being fooled by Big men in wigs??? Video Inside - 25 - Chicago N Michigan ave (Posted - 632 days ago)

Super Hot & Fun Big Girl Curvacious TS - 24 - Chicago (Posted - 632 days ago)

Sweet Sensation TS exotic - 25 - Chicago addison av and 90 94 (Posted - 632 days ago)

♛ Sweet Smart ♛ Affectionate ♛Passable Latina Princess... ♛ - 22 - Chicago Broadway North (Posted - 632 days ago)