Chicago, Illinois Transgender Escort Sex Ads
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August 19th, 2025
Come Explore My Private Gloryhole For A Wild, Kinky Time! Hey there, I'm a trans escort who loves to please. I have a nice surprise waiting for you in my private gloryhole - my throbbing cock ready to suck and fuck. Whether you're into in calls or outcalls, I'm here to fulfill your deepest desires.
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Independent Shemale Escort MayaGrace in Chicago MayaGrace here... I am a sexy and naughty shemale companion available in the Chicago area. Travel possible upon agreement. I'm a total flirt and a tease. I will make you feel proud to be out with me and will leave you happy & relaxed every time! I always take my time and am never rushed!
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Trans First Timer, or Simply Curious, You'll Feel Comfortable With Me. I'm Gorgeous & Discrete! π Fully-functional 25 y/o Trans girl at your service! π
Let's get the physical stuff out the way first, so nobody is uncomfortable. I'm completely passable trans girl so feel free to take me out dancing or to a business dinner party. I have an amazingly sensuous model's body - toned and smooth. I'...
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Let's Make Your Wildest Fantasies Come True - Satisfaction Guaranteed! Ready to get fucked? I'm a trans escort who loves to get pounded hard. Whether you want me for in calls or outcalls, I'll make sure you have a good time. Let's explore your wildest fantasies together and make some unforgettable memories. I'm open-minded, discreet, and always ready to please. Don't b...
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Ready To Plow Some Ass And Have A Good Time? I'm a no-nonsense trans escort who's ready to plow some ass and have a good time. I offer both in calls and outcalls, so you can choose what works best for you. Whether you're looking for a wild night or just some casual fun, I'm here to make it happen. Let's get together and have a great time ?. My...
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Let's Get Wild And Kinky - I'm Ready To Please! I'm a trans escort who's down for some anonymous head. Whether you want to come over for an in-call or have me visit you for an outcall, I'm ready to satisfy your needs. Let's skip the small talk and get straight to the point - I'm here to fuck, drill, and pound you until you can't take it anymore. ...August 17th, 2025
Sexy Trans With A Surprise At My Private Gloryhole Awaits You. Hey everyone, I'm a sexy trans escort who loves to please. I have a nice surprise waiting for you in my private gloryhole - my eager mouth ready to give you the best head of your life. Whether you're into in calls or outcalls, I'm here to fulfill your deepest desires and make sure you leave satisfie...
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Let's Skip The Small Talk And Get Straight To The Fun. I'm a trans escort who's down to give you some anonymous head. Whether you want me to come to you for an outcall or you prefer swinging by my place for an in call, I'm ready to satisfy your needs. Let's skip the small talk and get straight to the fun. I'm open-minded and always up for a good time. S...
Come Get Your Mind Blown At My Private Gloryhole Playground. I'm a trans escort who loves to give head in my private gloryhole. Whether you're looking for some discreet fun, I offer both in calls and outcalls. I'm down for a good time and always ready to please. Let's get together and have a wild time together. ?? Don't be shy, let's explore our deepest desir...
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TRANNY PORNSTAR - Fun & Freaky in Chicago Tranny Pornstar, A Very ELITE, Fun & Freaky transsexual hottie. I've been seen all over the web and known for always pleasing. I'm completely versatile Top or Bottom, Aggressive or Submissive, naughty or nice (naughty is especially nice)!
I am a trans woman who loves to be pampered....but above...
Hot, Kinky, Nasty TS Beauty! 25 years old, hot pre-op trans beauty. My measurements are curvy, hot and BIG π in all the right places!!! My fully functional lady clit always rises for the occasion. Top or bottom, oral or anal. Missionary or kink. Sugardaddy arrangement, girlfriend possibilities.
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24 y/o Crossdresser Ashley π seeks Chicago Man for Dates Crossdressing Companion in Chicago
I'm Ashley, a girly crossdresser here for to service a man completely. I do know what you like! I'm fun and flirty, sexy, clean and feminine. No drama or rudeness ever. Contact me for a same day appointment. I have a clean, safe place or I can come to your locatio...August 16th, 2025
π Chicago trans companion. Come find the secret in my panties!! π NO BLOCKED NUMBERS PLZ - message me @GloriaTransXual. I'm Gloria and I have a big secret hiding in my panties and it's only for you and me to know about. I'm fully passable (voice and appearance) so you can take me out to a business get-together or a nice restaurant. Only you and I will know the sec...
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Shemale Escort in Chicago - Top or Bottom! Shemale Escort Available in Chicago
Hey there. I'm @EbonyGrace31. I am a sexy and sweet pre-op transsexual in the Chicago area. I'm a total flirt and a tease. I will make you feel proud to be seen with me and I will leave you happy every time! I'm 100% independent. I always take my time and am neve...
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I offer both in calls and outcalls, so we can meet wherever you feel most comfortable. Let'...
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