Appleton / Oshkosh Transgender Classifieds

Browse Appleton / Oshkosh 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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  • November 7th, 2026
  • I'll Make You Feel Like a King Baby! Trans Queen Seeks King in Appleton / Oshkosh I'm queen Delilah a trans woman here in Appleton / Oshkosh searching for her king. You'll get the royal treatment when you're with me honey! Just grab hold of my magic scepter and his majesty can have anything he desires. Imagine the intrigue a...
  • HOT SHEMALE GIA will Satisfy Your Tranny Fantasy Appleton / Oshkosh! 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 Appleton / Oshkosh!  No strings - just great times, so join my page free for instant access! Shemale Gia's Appleton / Oshkosh Sexbook @Shema...
  • TS Sugar BabyπŸ’Ž Your Perfect Trans Fantasy – Let’s Make It a Reality πŸ’‹  πŸ“ Location: Appleton / Oshkosh πŸ’– 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 2...
  • Sexy hung and big busted Hung and Busty Shemale in Appleton / Oshkosh Tammy, 39, big tits!! Well hung, everything works, clean and so cute!! What more could you want in a gurl?!! How about you message me @Tammy39T and we can talk and meet! Send your recent pic for mine. Username: @Tammy39TLocation: Appleton / Os...
  • Luxury Ebony TS Sugar Baby With Style πŸ‘ πŸ’Ž 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...
  • Cute TS Sugar Baby With a Sweet Personality πŸŒΈπŸ’• Hi I’m a trans girl, looking for a nice and confident guy. I like to look pretty and be the centre of attention, so you would need to be confident and also respect women. I love going out with friends and love to be social and have fun and laugh. I also love to be romantic and to be hugged, ki...
  • Dr Freakin'furter - Mine's Bigger Than Yours! White T-girl here and I'd bet mine is bigger than yours. We'll just let it be our little intimate surprise when the time comes. No one needs to know our business, Let's just keep it discreet. If you live in the Appleton / Oshkosh area come see if you measure up! Click here for explicit photos.&...
  • πŸ’Ž Confident TS Sugar Baby in Appleton / Oshkosh πŸ’Ž I enter any space with my confident trans woman presence which immediately makes me the center of attention. I find great happiness when people express their admiration and appreciation for me while they actively provide me with care. I find complete happiness when someone else handles everything be...
  • TS Temptress Ready to Ruin You (In the Best Way) πŸ˜ˆπŸ’¦ Appleton / Oshkosh  Hey lover 😘 I’m a high-femme TS bombshell — curves for days, lips  made for kissing (and more), and a hunger that doesn’t quit. After dinner I appear sweet  but I transform into a woman who crawls to the bed naked while wearing only a mischievous  expression...
  • Cute TS Sugar Baby Seeking MaleπŸ’ŽAria Username: @AriaSweet Trans Friendly: Yes Private Meetups: Yes Phone Chat: Yes Pics Available: 18 Message me if you like feminine Transsexual πŸ’¬ Hello, I am AriaTS here in Appleton / Oshkosh. A very sweet and very feminine trans-girl that loves to be your sugary little sugar-baby, accompanied...
  • British T-girl Seeking Classy Gentleman in Appleton / Oshkosh... I am Lacy, a white, blonde haired, trans woman, 30 years old, 5'9, 160 pounds, from Manchester, England and need a man who is educated, refined and handsome. I have just relocated to Appleton / Oshkosh and am financially independent and looking for a gentleman who is like-minded, equally solvent and...
  • Tantalizing Tina with a HUGE W33NAH! Appleton / Oshkosh Trans Woman for Hookup! Hey gents I'm Tina a trans female hot for all you sexy Appleton / Oshkosh men and wnat to show you a time you'll never forget! Do you like them thick, long and uncut? Then I'm the girl for you. Look no further for a passible and functional t girl - HERE I ...
  • Hot sexy shemale doll visiting Appleton / Oshkosh now Shemale Visiting Appleton / Oshkosh Very hot sevy and curvy shemale chick with big delicious lady stick, fully functions for top or bottom. Message me on my profile page @TaylaShemale1. Seeking a kind gentleman for romance and fun. I adore introducing men who are new to shemale sex. HMU! Poss...
  • Hi Guys!! 32 y/o Trans looking for someone fun! Lara 32 y/o Transexual in Appleton / Oshkosh 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...
  • TS Sugar Baby πŸ’Ž Femme, Flirty & Looking for the Right Man in Appleton / Oshkosh 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...
  • Flawlessly gorgeous trans bombshell in Appleton / Oshkosh Trans MtF for Man in Appleton / Oshkosh 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 hav...
  • Letha Aims to Fill YOU With Her Love Gun!!! Trans Woman Needs U 4 Target Practice! Hey boys, my name is LethaWeapon here in Appleton / Oshkosh and I got a BIG love gun to whip and pound you with until you scream! I'm def top and alpha and don't take no shit! Imma make you suck me first just for foreplay then I'll throw you back for some hard...
  • Petite TS Doll Looking for a Fun Sugar Daddy πŸ¬πŸ’‹ 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...
  • I Need a Sexy Man to Tame Wild Willy! Hung Appleton / Oshkosh Trans Woman Are you a snake charmer? A willy whisperer? A swami of salami? I am Desi, a shemale in Appleton / Oshkosh with a big wild willy that always seems act out in inappropriate ways at the worst times. For instance I'll be relaxed, minding my own business at my favorit...
  • Don't Hate Me 'Cause I am Fabu-licious!... Fun and Fabulous T-Girl in Appleton / Oshkosh Look no further honey, I'm Franny an Ebony trans woman here in Appleton / Oshkosh to fulfill your wildest fantasies. Dreams really do come true when you are with Fabulous Franny. I'm all about the frills and the thrills baby! We can freak it a...
  • Ebony TS Playmate for Men Who Know What They Want πŸ–€πŸ†  If you are the type of person who does not want to waste time with games or small  talk… we are already off to a good start 😘 I am a sexy, curvy TS  babe who loves attention, loves giving pleasure, and lives to be desired. I will come looking like  a dream and be read...
  • πŸ’œ Cute TS Girl Looking for the Right Guy 😘 Just moved to Appleton / Oshkosh😊 Gorgeous, very sweet and easy to get to know. I am a trans girl seeking to meet men that are confident and know what they are looking for, yet are also looking for some friendship with a new person. I enjoy going out for cocktails and having a good time, flirting...
  • Email Appleton / Oshkosh Shemales❀️‍πŸ”₯ 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...
  • Beautiful Krystale 25 Appleton / Oshkosh visiting now Beautiful Preop Shemale Visiting Appleton / Oshkosh Come and join me for a drink. I am lonely here in this new place. Dark olive skin, really beauty. Message me @Krystale25shemale.  Krystale25shemale Username: @Krystale25shemale Age: 25 Location: Appleton / Oshkosh, Wisconsin Sex: MtF T...
  • Appleton / Oshkosh's Transtastic Toni... I LIKE to do the Wild Thing! T-Girl Toni for NSA in Appleton / Oshkosh Hi you sexy man! I'm Toni a trans woman from here in Appleton / Oshkosh. Looking forward to a fun, sexy evening with you tonight. Let's make some memories that we'll never forget! I'm a 28 year old redhead tgirl who's passionate, warm, funny, hung...
  • Hot trans chick with nice boobs Hot trans chick in Appleton / Oshkosh. 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 to...
  • πŸ”₯ Sexy Trans Beauty in Appleton / Oshkosh – Let’s Play 😘 πŸ”₯ I’m a confident, flirty trans woman looking for a naughty, open-minded man who knows how to have a good time. I require someone who lives near me to establish genuine emotional bonds through playful games while they disclose their sexual interests to me 😈. waiting for your message babe!! I...
  • I’m a Sexy and Naughty T-Girl Here in Appleton / Oshkosh. Appleton / Oshkosh T-Girl 4 NSA Fabulous Fanny here boys! I'm a trans woman living in the Appleton / Oshkosh 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 you...
  • Transgender Goddess for Late-Night Escapes & Filthy Fun πŸŒ™πŸ’‹  It’s late. You’re restless. And you’re craving something… different 😏 - View My Transsexual Dating Profile - As  your TS fantasy girl I offer sultry and smooth vibes while delivering experiences beyond what your ex could have  imagined. My secret between...
  • November 6th, 2026
  • Don't Worry I Bite! Feisty redhead trans in Appleton / Oshkosh full of fun and loves it rough on the bottom. I'm 5'9, 170 pounds, 32 years old, well endowed, fully functional, passible and hot to trot. You can take me anywhere, but I can't promise to always behave. I have a dirty mind and when the urge hits it's hard t...
  • Erotic exotic Asian queen in Appleton / Oshkosh now (25) Asian Transexual in Appleton / Oshkosh Stunning TS - Talia 25. Asian mixed race, non op, loves sex. Nice build with long slender legs to wrap around you. Message me @TaliaAsianQueen for my photos and contact information. Classy in public but trashy in the bedroom. Versatile and attentive to your ne...
  • Jasmin T-girl Ready to make friends Want to Meet a T-Girl in Appleton / Oshkosh? Hey, I am Jasmin, with a great body and busty. Hit me up @SweetJasminT. I love tatts and I'm 420 friendly, down to party! Lets swap some pics and then meet up for a fun date and see where it goes! I'm preop and functional, very sex positive and love...
  • Trans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Appleton / Oshkosh 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...
  • πŸ”₯ TS Yessica – Verified & Ready in Appleton / Oshkosh πŸ”₯ TS Yessica shows her confident and playful personality when she meets new people because she shows them her authentic self. 😘 You have discovered your perfect trans escort who will create unforgettable experiences while providing an outstanding encounter. I dedicate my free time to people who gen...
  • Trans Playmate Sex Kitten... Ebony trans woman in Appleton / Oshkosh wants to be your sex kitten and playmate so let's make a playdate! I love all men so any race or body type or political side is fine with me. I can get along with anyone and we're gonna have a great time. I do all men, gay, bisexual, bicurious, swingers and gr...
  • Low-Key TS Sugar Baby πŸŒ™ Soft Vibes, Selective Energy in Appleton / Oshkosh 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. πŸ˜ŒπŸ’„Let's Link Up...
  • Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates. Crossdresser Seeks Friend in Appleton / Oshkosh Area Hi, my fem name is Gloria. I'm a married crossdresser in the Appleton / Oshkosh area. I'm 28 years old, clean and disease free. I am passable in appearance and voice but my wife doesn't approve. I REALLY need to let my fem side out to play! I'm ...
  • Tiffany Shelle - Your Appleton / Oshkosh Tranny Girlfriend! πŸ’ž Tranny Escort - Top/Bottom/GFE in Appleton / Oshkosh It’s Tiffany Shelle your perfect tranny girlfriend πŸ₯° πŸ’• SAFEπŸ’• πŸ’― LEGIT βœ¨πŸ’ž SKILLED, Exotic and Erotic πŸ’¦ πŸ₯° I’m available to explore your shemale fantasy and give you pleasures you've only dreamed of!  I'm 100%...
  • SECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in Appleton / Oshkosh Secret Crossdressing Hookups in Appleton / Oshkosh 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 ...
  • Free Wisconsin Transexuals Guide Wisconsin Transexuals Guide The Wisconsin Transexuals Guide was prepared by our trans experts at AmericanTransexuals.com. We bring trans women and admirers together for friendship, dating and sex hookups. View our free Wisconsin Transexuals Guide online.  Where to Meet Transexuals in W...
  • 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 Appleton / Oshkosh area and are interested then drop me a line and introduce yoursel...
  • Selena Trans girl cute looking for love Hello boys. I am looking for love. You want meet me? I want meet you too! See my pictures @SelenaIsTrans and send me a message to set up a date. I like going out for food or drinks, having a great time and I especially like great sex! I am preop and can do top or bottom though I kind of prefer top ...
  • Twisted Sister - Loves to Ride.... and be Ridden! So, you wanna ROCK?! Fully function and extra large (10inch) surprise for all my Appleton / Oshkosh boos out there. I'm a sexy trans woman currently living in large and lovin' every second of it. Hit me up cause I Wanna ROCK too! I'll show you what a real woman can do and everything you don't know n...
  • Strict Shemale Dominatrix in Appleton / Oshkosh - @DesireeTransDomme Powerful African-Queen Dominatrix in Appleton / Oshkosh I am full-time professional Domme Desiree. My Appleton / Oshkosh 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...
  • Penny for your thoughts? Penny TS in Appleton / Oshkosh 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 d...
  • Elisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Appleton / Oshkosh AREA Hi baby! I am waiting to meet you. I can host or travel to you. Down to earth preop transexual woman seeking an understanding man who can appreciate my uniqueness. I am a great cook and great fun! Let your hair down and allow me to pamper you and sh...
  • 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 ...
  • Glamorous TS Sugar Baby Ready to Be Spoiled πŸ’ŽπŸ’‹ Hi handsome… I’m a beautiful trans sugar baby that loves the luxuries in life and I’m searching for a confident man who will treat me like the queen I am. I am very soft and feminine with a playful edge and you will always have a smile on your face when we talk. View My TS Sugar B...
  • TS Tina – Your Seductive Fantasy in Appleton / Oshkosh πŸ”₯ Your dream TS girl Tina has arrived to create a hot experience while she will help you discover your most intense sexual fantasies. I create a perfect combination of wild and warm sensations through my soft touch and my playful nature. I find men who understand how to handle a woman with confidence ...
  • Trans Sugar Baby Energy in Appleton / Oshkosh - I'm ready for a night out! Hey there… I’m a sweet, confident, and playful trans beauty in my early 20s who loves good vibes, strong chemistry, and nights that turn into stories you replay later 😘 I enjoy being admired, feeling cared for, and bringing a little sparkle wherever I go. Yes, I can be your “ba...