22 Chicago Transsexual Escorts (400 results of verified listings )

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Escorts in 22, Chicago - Safe, Verified, and Active Profiles

Browse trusted Escorts listings across 22, Chicago, including areas such as 22. 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 22, Chicago, with 33 new listings posted today. This page was Last updated: January 21, 2025 at 3:19 PM (627 days ago), ensuring users always see the most recent, active, and verified Escorts across the city.

Tue 21 Jan

TEN INCHES ready and LOADED!!!!!! - t4m - 22 - available now Chicago (Posted - 627 days ago)

(SOUTH SUBURBS) ... MaKE iT sO gOOd u DoNt WaNna lEaVE ! ! NoW TEll Me wHaTs yOuR FaNtaSY - 22 - Chicago SOUTH SUBURBS (Posted - 627 days ago)

Sugar&Spice; post op - 22 - OAKPARK CHICAGO (Posted - 627 days ago)

╚» ♥ *★ SuPeR SeXy ✔ HUNG ✔ Perfect Body☎☟♥★ S—E— X—Y —32DDD★♥☟☎╠╣OT █▒☆TTRANNY☆ █▒ ╠╣OT █▒ █▒ ►╠╣OT - 22 - Chicago SOUTH LOOP HOSTING NOW 24 7 IN OUT (Posted - 627 days ago)

★ T S ★ BLONDE★ CHITOWN ★★ TUESDAY!! LATE OK ★ - 22 - north racine lakeview (Posted - 627 days ago)

(( ★ SiMPLy AMAZiNG* ★ )) __*1OO% REAL*__ ((( ★ HiGHLy ADDiCTiVe ★))) - 22 - Chicago DOWNTOWN OUTCALLS (Posted - 627 days ago)

Stop, Look & Listen ...... Now Assume the position!..... ft. noted adult film star TS. Kayla BIGGS - 23 - Chicago O HARE AIRPORT (Posted - 627 days ago)

Stunning Beautiful Transexual Ready To Make You Dreams Come True Visiting now - 22 - Chicago ohare upscale hotel (Posted - 627 days ago)

Stunning * HOLLYWOOD * Angel With the Body of A Goddess *5*Star Beauty Visiting!!!!! - 22 - Chicago MIDWAY AIRPORT (Posted - 627 days ago)

*** Sweet Shay***Newest Realest - 22 - Incalls outcall (Posted - 627 days ago)

Stυηηιηg Puerto Rican 🇵🇷💎 Sexy&Thick; 💎 100% Rεαℓ Pιcs 💎 Sωεεt Cσmραηιση 💖 💕💖 - 22 - Chicago Rosemont river grove (Posted - 627 days ago)

STOP MEETING THESE FAKES! ------------ Visiting Now! --- BIG BUTT & 9 X 5 FF --- WEBSITE PROOF!! - 22 - Chicago Rosemont O hare Airport (Posted - 627 days ago)

STUNNING * HOT * Transsexual With the Body of A Goddess *5*Star Beauty Visiting!!!!! Don't Miss Out - 22 - Chicago ARLINGTON HEIGHTS I 90 (Posted - 627 days ago)

Super Bad / Fantasy u have been waiting 4 /Unreal - 22 - Chicago Northside Outcall (Posted - 627 days ago)

Super Hot Asian Bombshell Visiting Today Only - 22 - Chicago Ohare Rosemont (Posted - 627 days ago)

SUPER! HOT! !!!— ((*TS Latina*!)) Agressive TOP & Submisive BOTTOM ——* GORGEOUS—* SEXY—* - 23 - Chicago SCHAUMBURG BY WOODFIELD MALL (Posted - 627 days ago)

**: tAsTy cHoCoLaTe _(¯`v´¯)-» P_e_R_f_E_c_T_ _(¯`v´¯)-» p_L_a_Y _m_a_T_E** ViSiTiNg - 22 - Ohare RosemONT (Posted - 627 days ago)

Tentacion south latina - 22 - Chicago (Posted - 627 days ago)

SPECIALS!!!Asian Sexy Ass/ Deep tissue Massage…let me warm u up!.. Relax and enjoy my Healing touch - 22 - Chicago Chicago Airport Rosemont IL (Posted - 627 days ago)

Spicy HOT 8x5 Latina TOP - 26 - Chicago Near O Hare Airport NOW (Posted - 627 days ago)

╚» ♥ *★ SuPeR SeXy ✔ HUNG ✔ Perfect Body☎☟♥★ S—E— X—Y —32DDD★♥☟☎╠╣OT █▒☆TTRANNY☆ █▒ ╠╣OT █▒ █▒ ►╠╣OT - 22 - Chicago SOUTH LOOP HOSTING NOW 24 7 (Posted - 627 days ago)

The Best in the Midwest!!!!!! Sexy, Blonde Barbie!!!!!! - 22 - DOWNTOWN (Posted - 627 days ago)

THE bEST RATE in town she male sex symbol VISITING strong ,long, and ff! - 22 - 23 - all over my place or yours (Posted - 627 days ago)

——— •☆• ——— ~The ITALIAN PRINCESS~ LAST 2 DAYS IN CHICAGO FOR 3 MONTHS☆ •☆• ————— - 22 - Chicago WESTMONT OAKBROOK AREA WEST BURBS (Posted - 627 days ago)

The Most Stunning Ebony Ts.💋💋👠👠💄💄💄💙💛💜 - 22 - Chicago Cicero Ogden (Posted - 627 days ago)

💋special call me now💕❤️🌹TS 7087332784💋💕❤️🌹LATÍNA TS - 22 - Chicago ELK GROVE VILLAGE OAKTON ST AND 83 IL (Posted - 627 days ago)

Super thick freak trust me you want me - 22 - Chicago North side (Posted - 627 days ago)

*★* ☆ * Sweet & Sexy Latina *☆ *★* - - 22 - Aurora Naperville (Posted - 627 days ago)

the best u will remember me cum 4 fun play wit barbie i need a ken - 22 - WEST SIDE (Posted - 627 days ago)

+ + +SEXY. .SEXY. . . NYC + + + TS CARMEN + + + + READY NOW ! + + VISITING forrm L.A. - + + + - 22 - Chicago Downtown (Posted - 627 days ago)

Sexy TS Julie Ready For FUN!!! Call Now!!! 747-224-7191 - 22 - Chicago Lansing IL (Posted - 627 days ago)

Sexy TS Kyra Brazillian Shemale Bombshell 11"FF!Real Pics! - 22 - Chicago O Hare Airport (Posted - 627 days ago)

Sl!De "N" My sWeeT Sp0T❤️ i Sl!De N Your sWeeT Sp0T 🍬Waterfall shoots💦 TiGht GRip👌🏼Hung TRANSSEXUAL - 23 - Chicago Schaumburg (Posted - 627 days ago)

Tue 07 Jan

TS LEXA☆ ☆Puerto Rican PRINCESS 8in *☆VISITING ;) ! Stunning* Bombshell* =) Im fun & vey playful - 22 - Chicago northside chicago ohare (Posted - 641 days ago)

.TS ...KIM... Visiting 9 inches fully funtional.. - 22 - O hare Airport Area (Posted - 641 days ago)

TS kamora this sexy vixen has been let out the cage and ready 2 go wild r u ready 2 go wild - 23 - ohare (Posted - 641 days ago)

Ts Kelly 10inch Monsta Party Girl Im Awake you Guys 331 218 9187 - 22 - Chicago 127 halsted incall i57 outcalls (Posted - 641 days ago)

🍭☁✴🇭🇪🇦🇻🇪🇳 ⛅✴ 🅾🇳⛅🇪🇦🇷🇹🇭⛅✴ Upscαℓε ßεαuty••💋UR #1🔝 Pick ♥🍭🍭 - 9inchMonster - 22 - Chicago Michigan Avenue (Posted - 641 days ago)

❤👑 Uρscαℓε ♥️ U*N*R*U*S*H*E*D ♥️PURE ITALiAN BEAUTY👑❤★ *♚* SwE€T & R€ad¥ *♚* H¡GHL¥ §K¡LL€D *♚* - 22 - Chicago Outcalls (Posted - 641 days ago)

▀▄▀▄▀▄▀▄ ▀▄▀▄▀▄▀▄▀ v '''''''' i '''''''''''' s ''''''''' i '''''''' t ''''' i ''' n '''g now - 22 - Chicago schaumburg il east golf road (Posted - 641 days ago)

(¯`'.¸$uGaR & $piCe [ EvErYtHinG NiCe {TrY me OnCe} CoMe BaCk] TwiCe ¸.'´¯) - 22 - 22 - Chicago Michigan Ave (Posted - 641 days ago)

°★° TS Latina °★° °★° SEXY TS °★° - 22 - Chicago SCHAUMBURG BY WOODFIELD MALL (Posted - 641 days ago)

~*TS Miryam * Sexy and Beauty Latina Mix *~ - 22 - CHICAGO NORTH SIDE fullerton pulaski (Posted - 641 days ago)

💄💋👙👠Ts Myah Outcalls FaceTime Proof 🎀📲💕💚💜 - 22 - Chicago Chicago Outcalls (Posted - 641 days ago)

★ TS KEISHIA ★ AVAILABLE Now★I CaN MaKe it so GoOd U WoUld WaNnA CoME BaCk 4 MoRe! - 22 - Chicago CALUMET PARK 127 ASHLAND NEAR I57 (Posted - 641 days ago)

Ts Kelly 10inch Monsta Party Girl Im Awake you Guys - 22 - Chicago chicago south i 90 blue island (Posted - 641 days ago)

Ts kelly 11inch Monsta ...... Party Girl ...... 757 470 3983 - 22 - Chicago 127 halsted incall i57 outcalls (Posted - 641 days ago)

★TS KIESHA★ AVAILABLE NOW★ Here to Fufill all your Fantasies★ - 22 - Chicago MIDWAY 87 CICERO Available now (Posted - 641 days ago)

transexual latina - 22 - Irving Park and Pulasky (Posted - 641 days ago)

Ts Lovely - 22 - Chicago my place in calls only (Posted - 641 days ago)

TS julissa HoT & Ready To HavE FuN!!!!!!!!! - 22 - Chicago midway area 85th cicero (Posted - 641 days ago)

Ts Jasmine Here In Town Ready 2 please!!!! $80/$100 specials - 22 - Chicago Midway 84th Cicero (Posted - 641 days ago)

Ts Kelly 10inch monsta party girl - 22 - 64 Ashland outcall Chicago (Posted - 641 days ago)

ts asia the real deal no fake pics here - 24 - downtown chicago (Posted - 641 days ago)

Mon 06 Jan

💃Wild 💋Erotic🌹Elegant ❤️ Intoxicating 🎉Latin ❤️Transsexual 🎉Visiting 🎉For New💃 Year 🎉Camila 9" 👠boneless 🎈for you❤️ - 22 - Chicago North Side (Posted - 642 days ago)

young passable freakky latina transsexual..very open minded, 100%REAL PICTURES..^_^ - 22 - Chicago South Loop (Posted - 642 days ago)

visiting VIP ts CHLOEE beautifull european TRANSEXUAL GODDESS - 22 - Chicago OHARE (Posted - 642 days ago)

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Ts Tamyah Young Fun & Full of ?¿? -----> Wanna Play?? - 22 - South Side Chicago (Posted - 642 days ago)

Visiting Shortly⏰....CALL NOW❗❗ - 22 - Chicago Downtown Chicago (Posted - 642 days ago)

★ TS KEISHA★ AVAILABLE NOW★ Here to Fufill all your Fantasies★ - 22 - Chicago HOMEWOOD IL 172 Halsted i80 i294 (Posted - 642 days ago)

ts melissa dont you wish your girl friend was hot like me ! - 22 - Chicago southside (Posted - 642 days ago)

Ts.Gisele▄▄ ▄▄ IslAnD GOdDeSs ▄▄ ▄▄ - 22 - Chicago VISITING OUTCALLS ONLY (Posted - 642 days ago)

TS pack'n 10 inch.. Kerrie awaiting 2 be ED - 25 - 22 - Visiting Downtown 2days only (Posted - 642 days ago)

Ts Miranda Back in Town For Limited Time *2Day Visit* Back By Popular Demand Rare Opportunity!!! - 22 - Chicago Downtown (Posted - 642 days ago)

TS Lexa~ *The Latina Princess* ~ CAMS SHOWS!! - 22 - Chicago WHEREVER YOU WANT IT (Posted - 642 days ago)

★°. ★°.Very Pass & Hot BLONDE GODDESS in Lakeview all yours LATE ★°. ★ - 22 - north lkview (Posted - 642 days ago)

👗video,webpage, reviewed💄👡Ts.Brittany!! Google me💻 - 22 - Chicago Lansing in iut calls cityland (Posted - 642 days ago)

VISITING: Goddess The Biggest In The BUSINESS....... - 22 - Chicago INGOING OUTGOING (Posted - 642 days ago)

******( (() ))) ))* * * *)) ))+++* ** *))) ) TWO GIRLS VANESSAS - 22 - Chicago melrose park (Posted - 642 days ago)

✨💅TS LaTiNa available nOw✨💅 - 24 - Bensenville BY irving Park rd And 83 Chicago (Posted - 642 days ago)

Ts lovely The Best - 22 - Chicago incalls available now outcalls (Posted - 642 days ago)

Ts Madison IN TOwn now FUfilling all Fetishes!! - 22 - Downtown (Posted - 642 days ago)

TS Kimberly💄 7 in hardcandy 🍭 FULLY FUNCTIONAL 💋 1000% REAL - 22 - Chicago Franklin park by 25th ave Belmont (Posted - 642 days ago)

Top Of The Line TS Ready To Take You To My World Of Erotic Extasy; *'* - 21 - SouthSide East (Posted - 642 days ago)

the goldcoast shemale male for male excort - 22 - downtown (Posted - 642 days ago)

TASTE THE CANDY 773 241 4409 - 22 - Chicago midway (Posted - 642 days ago)

•Top Top Top CHOICE °•o * TS AMANDA * Available now !!! * Are You Ready 4 A Mexican Doll * - 22 - Chicago Downtown OUTCALLS (Posted - 642 days ago)

📞✔💯💋THE BEST OF BOTH WORLDS!!!Test the Best ♡♔♡TS Isabella ► ► ►► ► ★TRY★ME★◄ ◄ ◄ ◄ ◄ - 22 - Chicago 55Garfield I94 (Posted - 642 days ago)

T'S Bella Gorgeous Beauty Latina - 22 - north pulaski (Posted - 642 days ago)

ts angie pink and lovely ready to play!!!! - 22 - Chicago 26th street and kedzie (Posted - 642 days ago)

TS Barbie is Looking For A Playmate... I have Huge For you Boyzz - 22 - Hammond South Suburban Chicago Land Ar (Posted - 642 days ago)

The Thick Busty blk barbi !!!!!!!!! - 22 - down town south (Posted - 642 days ago)

The Amazing American Ts Molly... 📲💄💋💋💋💋Your 😘Truly the best touch ever😘💯 - 22 - Chicago Mobile outcalls (Posted - 642 days ago)

TS Deena-BBW PLEASURE TO THE FULLEST-Cum experience Deena - 22 - incalls outcalls (Posted - 642 days ago)

ViSiTiNg Hyde PaRK 100% me with 10 Google Me Call Now 2138043407 - 22 - hyde park (Posted - 642 days ago)

Young, Sexy, All-American Princess VISITING!!!!! - 22 - DOWNTOWN (Posted - 642 days ago)

*~* Y__O__U __R *~* S __E__X__ X__Y *~* S__E __C __R__E __T *~* C__ A__ S__M __E __R __E *~* - - 22 - Chicago JOLIET LAST DAY IN N OUT (Posted - 642 days ago)

VISITING ★NEW IN TOWN ★ Beautiful ☆ Exotic ★Stunning ★ ♥ TS-GABBY♥ In town for 2 days - 22 - Chicago SCHAUMBURG 2 days only (Posted - 642 days ago)

💃Wild 💋Erotic🌹Elegant ❤️ Intoxicating 💃Latin ❤️Transsexual 🐾Visiting 🐾For Short Time💃 Camila 9" 👠boneless 🎈for you❤️ - 22 - Chicago North Side (Posted - 642 days ago)

VISITING 👙💄 TS-JESSICA 🔥💏🔥AVAILABLE NOW 🔥🔥Sexy Latina Transexual ✨✨Top & Bottom - 22 - Chicago Airport O hare (Posted - 642 days ago)

👗video,webpage, reviewed💄👡Last NITE!! Google me💻 - 22 - Chicago A N (Posted - 642 days ago)

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Very sexy beautiful very hot - 22 - Chicago melrose park (Posted - 642 days ago)

TWO NeW! SeXy Hot TS's !! KanDi !!! COME ENJOY!! and CARMEN!!!! unlike anyother. - 23 - in out (Posted - 642 days ago)

❤👑 Uρscαℓε ♥️ U*N*R*U*S*H*E*D ♥️MIXED BEAUTY👑❤★ *♚* SwE€T & R€ad¥ *♚* H¡GHL¥ §K¡LL€D *♚* -l - 22 - Chicago Lansing incall outcall (Posted - 642 days ago)

VISITING **** IM BACK ; ) * LATINA Princess ** get it while its Hotttt ' TS lexxa 1oooo% REAL - 22 - Chicago Southwest MIDWAY (Posted - 642 days ago)

Uℓtiℳαtε ρℓαγℳαtε→→ Megan Madison [Gεn†ℓεman's Cho¡cε] petite Blonde Playmate 💯 Morning Cream - - 22 - Chicago Chicago Suburbs (Posted - 642 days ago)