Wilmington, DE Transgender Classifieds
Browse Wilmington, DE transgender classifieds to meet local transexuals, crossdressers and shemales for sex, dating or friendship. Contact any of these trans advertisers to swap pics and contact info. Chat online or text and arrange real-time sex hookups if you feel a connection. It's free to search all trans classifieds, or post your own adult ad!
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Show Ads In: Dover | Wilmington, DE | Delaware
- October 24th, 2026
Strict Shemale Dominatrix in Wilmington, DE - @DesireeTransDomme Powerful African-Queen Dominatrix in Wilmington, DE
I am full-time professional Domme Desiree. My Wilmington, DE area dungeon is well equipped. This is My life, not a hobby. I am a strong-willed shemale who will take charge and maintain total control. Your obedience is required at all times and you...
Transgender🟢TINA TS😉💋 Ready to play with a TGirl Tonight?
Hi babe, I'm Tina 💋 I'm in Wilmington, DE and ready to meeup and hookup in LA tonight.. Let's hang out and have some super sexy fun!! I really need to get out and have some fun. Come check out MY PROFILE, browse my pix, videos and send me a message n...
Email Wilmington, DE Shemales❤️🔥 I'm a well hung TGIRL and Want to have some sexy fun tonight.. Let's Fuck
Want to meet the Shemale and Transsexual of your dreams? Look no further, this website gives you instant access to real TGIRLS, SHEMALES and TRANSSEXUALS!! The best part is they are online and you get connected...
Penny for your thoughts? Penny TS in Wilmington, DE
Hey, I am Penny! I am recently new here and I am non op switch with a pretty nice pair, both top and bottom! Send me a message online @PennyTSswitch!!
I'm a mixed race sweetheart, looking for a nice man who will enjoy being with me. Let's enjoy having some fun, hot dates...
Hi Guys!! 32 y/o Trans looking for someone fun! Lara 32 y/o Transexual in Wilmington, DE for Man
Hello, thanks for looking at my ad! I'm Lara. I am 32 years old and transitioned when I was 24 but no surgery other than breast augmentation and some minor body touchups. I pass exceptionally well, fully functional. I'm feminine and classy so you wil...- October 23rd, 2026
HOT SHEMALE GIA will Satisfy Your Tranny Fantasy Wilmington, DE! LET'S TAKE CARE OF THAT TRANNY FANTASY!
"Experience your secret tranny desires in real life!"
Hot shemale Gia wants to hook up with you in Wilmington, DE! No strings - just great times, so join my page free for instant access!
Shemale Gia's Wilmington, DE Sexbook @ShemaleGia27
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TS Sugar Baby 💎 Femme, Flirty & Looking for the Right Man in Wilmington, DE I’m a transgender sugar baby who loves femininity, attention, and being appreciated by a confident man who knows exactly what he wants.. Confidence speaks louder than words. Gentle touches matter more than grand gestures ever could. Let's Link Up Babe -
Fond of the sugar dynamic. Getting pamp...
SECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in Wilmington, DE Secret Crossdressing Hookups in Wilmington, DE
Hey there. I'm Sam (Samantha when dressed up). If you're reading this ad you may be a crossdresser who needs to let your feminine side out to play. Me too! If you're in the closet or married, it's no problem. I live alone, have a nice, home with a priv...
Superb Shemale in Wilmington, DE... T-Girl for NSA Encounters in Wilmington, DE
When you decide to take a walk on the wild side it's always best to take me, Nicky, a superb shemale in Wilmington, DE. I've got everything you need and then some. Fully functional, petite, passible and extra large for extra fun! I love to flirt, fon...
Flawlessly gorgeous trans bombshell in Wilmington, DE Trans MtF for Man in Wilmington, DE
I transitioned 6 years ago at the age of 18. I'm still fully functional but live 24/7 as a female. I pass flawlessly so let's go out on the town! I am gorgeous, with long light brown hair, hour glass figure and long shapely legs. I am short and cute and I have be...
Crystal, 27 New to the area Heyyy!. I'm Crystal and I am 27. I'm new to the Wilmington, DE area and want to make some new friends! I am a masseuse, hot body, in great shape, and well hung. If you want to get together, Send me a private message Crystal27trans <3
Username: @Crystal27transLocation: Wilmington, DE, ...
TS Sugar Baby💎 Your Perfect Trans Fantasy – Let’s Make It a Reality 💋 📍 Location: Wilmington, DE
💖 Seeking: Fun, Exciting, & Discreet Connections
Some about me.. Trans SugarBaby: Hey there! I belive I'm a stunning, sweet, and playful trans beauty who loves good vibes, great chemistry, and unforgettable nights.. I'm in my early 20's ...
Hot trans chick with nice boobs Hot trans chick in Wilmington, DE. Sheila wants to meet you. Hey guys, I am Sheila and I am ready for a date! Blonde hair, nice boobs, good curves and very kissable lips. I'm pre-op, well endowed and functional, top or bottom. I love oral sex giving, receiving or 69. Want to explore kinks? Me too!! ...
Partners in crime, or? Sexy, Slytherin, Aries, ISTP and more, if that gives you a hint about my personality traits. So, I’m a sexy, sensual, tender, animal loving, bookworm. I am a bit of a flirty whore, who loves mystical magical movies and stories, so let’s get that out in the open. If you live in the W...
Trans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Wilmington, DE
Hey! Thanks for looking at my ad. This is the first time I've done this so bear with me plz. I am Jared, FtM trans man. I transitioned at age 25 and I just turned 30. Come and meet me! Check my personal profile @FtMJared29 and say...
I Need a STEAM ROLLER Baby!!! I want you to inject my soul with that sweet lover's pole till there ain't much of me left behind. I'm your whore so just F my brains out tonight. I'm a naughty trans looking for a top big boy to have his way with me. So it's heels and ass up and earth moving sex the hard way. That's the way I like ...
Low-Key TS Sugar Baby 🌙 Soft Vibes, Selective Energy in Wilmington, DE I’m a TS sugar baby who keeps things calm, classy, and intentional. Evenings without noise, talks that flow naturally - these mean something to me. Confidence shows in stillness, not noise. Soft in manner, sharp in choices. Comfortable standing out, never trying too hard. 😌💄Let's Link Up...- October 22nd, 2026
Luxury Ebony TS Sugar Baby With Style 👠💎 Hello handsome… I am a ebony trans sugar baby, a beautiful, classy and elegant young lady. I look for confident men that are also very kind to women and who like to spoil a gorgeous lady. Fashion, food and especially great chemistry are my top priorities. let's plan our play date.
I love peo...
Petite TS Doll Looking for a Fun Sugar Daddy 🍬💋 Hi babe... I'm a tiny trans girl, very sexy and feminine. I love to have fun and I'm a very loving girl, I have a lovely sweet smile. I love to be worshiped and pampered by a dominant confident man, who always takes care of his girl, and knows how to please her. HMU HERE BABE!!
I am pretty affectio...
Smoke me out baby! I'm a trans woman 37 years old, 5'9 in Wilmington, DE who doesn't smoke, but has a thing for sexy men smoking cigarettes. Call it a fetish or a kink if you will, but I love it. If done right it is soo sexy and inviting to my senses and gets my motor running every time. Truth is that it's erotic all ...
Having fun and Staying Young Young-ish trans fem looking for nice date with lady. I am kind and thoughtful and you will have a very good evening if I take you out. Let me know what you want to do or where you want to go. View profile @SherryTransFem33 and message me. Send your pics for mine. I'm hoping to find real chemistry an...- October 21st, 2026
A monster in the sheets, but a lady in the streets... Hello men, I'm Lilith a 27 year old sexy femme, fully functional, passible, sexy and hot to trot trans. I can be a bit racy and dirty when it's appropriate, but always maintain my poise in public. If you live in the Wilmington, DE area and are interested then drop me a line and introduce yourself. Y...
I’m a Sexy and Naughty T-Girl Here in Wilmington, DE. Wilmington, DE T-Girl 4 NSA
Fabulous Fanny here boys! I'm a trans woman living in the Wilmington, DE area. Sweet, sexy, friendly and outgoing. I will definitely make you feel happy/sexy vibes and relaxed. I have an amazing body boys. I'm a pretty t-girl with a big present! So forget all your ...
I'm the Girl Your Mum Never Warned You About!... But then, how could your mother have known? I'm Dirty Diana corrupting good decent honest men like yourself here in Wilmington, DE for many moons. I got a big secret and it's show and tell time baby! It's easier to show you than to tell you. I'm fully functional and passible. I need a sexy man who l...