Calgary Trans and Crossdressers Classifieds

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  • August 23rd, 2025
  • !!!HOT - TRANS FUCKBOOK - HOT!!!!!!HOT - TRANS FUCKBOOK - HOT!!! Hookup With a Hot T-Girl in Calgary Meet sexy shemales ready to have some adult fun with their admirers. Over 1,240 t-girls in Calgary to heat up your love life tonight! Join free for instant access to their sexy profiles and chat. View: Explicit Shemale Photos Enjoy 24/7 Online Chat M...
  • Local Crossdresser ๐Ÿ˜‰๐Ÿ˜‡  LET ME PLAY DRESSUP FOR YOULocal Crossdresser ๐Ÿ˜‰๐Ÿ˜‡ LET ME PLAY DRESSUP FOR YOU Your Sexy Crossdresser in Calgary View My Personal Pix - ๐Ÿคซ  A sexy Crossdresser from Calgary, here, and her name is  KaralynnCD. I am pre-op but that has not stopped me from enjoying all the benefits that come with being  a Crossdressing Trans woman. If you like dirty games a...
  • Hi Guys!! I am looking for someone fun!Hi Guys!! I am looking for someone fun! This is Lara and I am 41 and transitioned when I was 24. I pass exceptionally well and you will be surprised at my hidden skills. Call me! ...
  • August 22nd, 2025
  • Superior Massage by gorgeous T-GirlSuperior Massage by gorgeous T-Girl T-Girl for Dating in Calgary I will help you unwind and create a cozy environment for you! I am 36DD, 7" and can give you so much pleasure. View my Transgender World profile and message me for my pics! @GayleTGirl Gayle <3    Transgender World Profile Username: GayleTGi...
  • Spicy and Hot T-Girl from ColombiaSpicy and Hot T-Girl from Colombia Latina T-Girl in Calgary Hey guys, I am Colleen and I am looking for a long term relationship. I am open to FWB but would like something more serious eventually. I am 33 and have not had surgery. Nice surpise waiting for you! Send me a private message! ColleenLatinaT...
  • F/M seeking love and funF/M seeking love and fun Female to Male Trans Man in Calgary My name is Karl and I am a F2M trans dude. I was born female but transitioned to male a few years ago. I love my new body. I like dressing sharp with nice suits and taking good care of my hair and my beard. Sometimes it is just scruff and other times I let it gro...
  • Marina TS ๐Ÿ† Visiting and ReadyMarina TS ๐Ÿ† Visiting and Ready Visitng Houston, Texas - Your TGirl Escort Hi guys Marina TS visiting your city …. We can start a sexy friendship, but if you are generous, it would not be bad. Please call me and text me when you are ready....MESSAGE ME HERE. Sexy, latina, femenine and beatiful TS woman here. English/e...
  • Erotic exotic Asian queen in Calgary now (25)Erotic exotic Asian queen in Calgary now (25) Asian Transexual in Calgary Stunning TS - Talia 25. 5' 8" 140lbs, non op, loves sex. Long slender legs to wrap around you. Message me @TaliaAsianQueen for my photos and contact information....
  • Elisabeth waiting to be your QueenElisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Calgary 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! Private Message ...
  • Debonair Trans dude, looks like BondDebonair Trans dude, looks like Bond F2M Trans Dude in Calgary Looking for someone a little different from the average guy? Hey, I'm Barry, age 31, fit and healthy. I have a square jaw, sparkling eyes and short dark hair. I like to dress sharp. I am currently looking for a fun lady to spend time with. Possible longterm relationship.&n...
  • DonDon't Worry I Bite! Feisty redhead trans in Calgary 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 to control m...
  • Crystal, 27 New to the areaCrystal, 27 New to the area Heyyy!. I'm Crystal and I am 27. I'm new to the Calgary area and want to make some new friends! I am a masseur, hot body and hung. If you want to get together, Send me a private message Crystal27trans <3 ...
  • Dr FreakinDr 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 Calgary area come see if you measure up! Click here for explicit photos. Look f...
  • Selena Trans girl cute looking for loveSelena 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 and send message for date....
  • A monster in the sheets, but a lady in the streets...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 Calgary area and are interested then drop me a line and introduce yourself. You can ...
  • Smoke me out baby!Smoke me out baby! I'm a trans woman 37 years old, 5'9 in Calgary 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 in it's...
  • Beautiful Krystale 25 Calgary visiting nowBeautiful Krystale 25 Calgary visiting now Beautiful Shemale Visiting Calgary Come and join me for a drink. I am lonely here in this new place. Dark olive skin, really beauty. Message me.  Krystale25shemale Age: 25 Location: Calgary Sex: Shemale Seeking: Man ...
  • Trans Man waiting for right date with hot beautyTrans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Calgary 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 hi!&nb...
  • Your Flirty CD Sweetheart Awaits ๐Ÿ’•๐Ÿ˜˜ CalgaryYour Flirty CD Sweetheart Awaits ๐Ÿ’•๐Ÿ˜˜ Calgary I am a  hot, cool and confident crossdresser who enjoys the feeling of being wanted, loved and taken care  of like a lady. Whether you are looking for some hot action, a nice relationship or even a  friend with benefits, I am here to make it unforgettable. ๐Ÿ’‹ ๐Ÿ‘  Feminine, fun and ...
  • Brandi 27 tall slim hot trans chick 8.5 inchBrandi 27 tall slim hot trans chick 8.5 inch Pre-op TS, fully functional in Calgary Beautiful Brandi. If you're attracted to the female form then you will want to message me @ BrandiTS27.  I'm pre-op, tall, slim and beautiful with 8.5 inches for top or bottom. I love oral sex!! Kink friendly, have toys to explore all your naugh...
  • I Need a STEAM ROLLER Baby!!!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 ...
  • Hot sexy shemale doll visiting Calgary now Hot sexy shemale doll visiting Calgary now Shemale Visiting Calgary Very hot sevy and curvy shemale chick with 8 inch lady stick. Message me on my profile page @TaylaShemale1. Seeking kind gentleman for romance and fun. Possible long term with the right man. ...
  • SECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in CalgarySECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in Calgary Secret Crossdressing Hookups in Calgary 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 private gar...
  • I Need a Sexy Man to Tame Wild Willy!I Need a Sexy Man to Tame Wild Willy! Hung Calgary Trans Woman Are you a snake charmer? A willy whisperer? A swami of salami? I am Desi, a shemale in Calgary 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 favorite Starbucks and see a ...
  • Tantalizing Tina with a HUGE W33NAH!Tantalizing Tina with a HUGE W33NAH! Calgary Trans Woman for Hookup! Hey gents I'm Tina a trans female hot for all you sexy Calgary 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 AM!  About me: 2...
  • TS Lover โค๏ธ๐Ÿ’‹ ITS Lover โค๏ธ๐Ÿ’‹ I'm Ready to Hookup in Calgary โค๏ธTS, Transsexual Lover, Wanting to Meet Tonight!!โค๏ธ My name is Amanda, I'm living in Calgary Canada and I'm willing to travel. Would you be down to meet up and hang out, maybe do some sexy fun stuff? I would love to get naughty with you tonight. Check out my profile and look at my pix.. Te...
  • M-F trans woman wants a dateM-F trans woman wants a date I want someone understanding and kind. Please check out my profile and rate me. I am 36, 5 feet 6 and elegant! My name is Lyssa....
  • Hot trans chick with nice boobsHot trans chick with nice boobs Hot trans chick in Calgary. Sheila wants to meet you. Hey all, I am Sheila and I am ready for a date! Blonde hair, nice boobs, good curves and very kissable lips. I'm pre-op, top or bottom, love oral sex. Want to explore kinks? Me too!! Want to meet me? Send me a message @HotTransChick...
  • Flirty & Feminine CD Ready for Some Fun ๐Ÿ’•๐Ÿ˜ˆFlirty & Feminine CD Ready for Some Fun ๐Ÿ’•๐Ÿ˜ˆ  I’m a sexy, smooth, and playful crossdresser who enjoys the attention, desiring  to be treated like a lady. Seeking for a man who can appreciate a well dressed CD for a  casual fun night or even something ongoing. I am a pleaser and I want to be pleased.  ๐Ÿ’‹ ๐Ÿ’Ž Bath g...
  • British T-girl Seeking Classy Gentleman in Calgary...British T-girl Seeking Classy Gentleman in Calgary... 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 Calgary and am financially independent and looking for a gentleman who is like-minded, equally solvent and has except...
  • Letha Aims to Fill YOU With Her Love Gun!!!Letha Aims to Fill YOU With Her Love Gun!!! Trans Woman Needs U 4 Target Practice! Hey boys, my name is LethaWeapon here in Calgary 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 insertion,...
  • Well Endowed Shemale is beautiful Calgary 32Well Endowed Shemale is beautiful Calgary 32 Well Endowed Shemale in Calgary I am Blanca. I am ready to eat your manhood now. Top or bottom. Bareback if you're clean. Come say hello. I'm friendly, sexy as hell and always satisfy my partner. Give me a try. Message me at BlancaShemale32 for my latest pictures and proof of my size!&nbs...
  • I LOVE DRESSING AS A SEXY WOMAN.. I want you to see me ( Calgary )I LOVE DRESSING AS A SEXY WOMAN.. I want you to see me ( Calgary ) Sexy Crossdresser Elissa Looking for Hot Fun in Calgary๐Ÿ’‹    Do you like knowing I'm a man in womens clothes.. do I look sexy??    - VEW MY CD PICTURES Are you wanting to satisfy your innermost desires with a sexy shemale such  as myself? My name is Elissa and I am a p...
  • Transgender๐ŸŸขTINA TS๐Ÿ˜‰๐Ÿ’‹ Transgender๐ŸŸขTINA TS๐Ÿ˜‰๐Ÿ’‹ Ready to play with a TGirl Tonight? Hi babe, I'm Tina ๐Ÿ’‹ I'm in Calgary 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 now.. Le...
  • Iโ€™m a Sexy and Naughty T-Girl Here in Calgary.Iโ€™m a Sexy and Naughty T-Girl Here in Calgary. Calgary T-Girl 4 NSA Fabulous Fanny here boys! I'm a trans woman living in the Calgary 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  worries and st...
  • Flawlessly gorgeous trans bombshell in CalgaryFlawlessly gorgeous trans bombshell in Calgary Trans MtF for Man in Calgary I transitioned 6 years ago at the age of 18. I am gorgeous, with long light brown hair, hour glass figure and long shapely legs. I am 5 feet 7 and have deep blue eyes and luscious lips. Check my profile pics @TransFaye24 pics and prepare to be stunned! Send your r...
  • Sassy CD Looking for a Real Man ๐Ÿ˜˜๐Ÿ”ฅSassy CD Looking for a Real Man ๐Ÿ˜˜๐Ÿ”ฅ  A sweet, sexy and a little naughty crossdresser here, I like to play and  flirt, and I need a strong man who knows what he wants. I enjoy the process of dressing  up, teasing and bringing fantasies to life. If you are into sensual encounters and passionate fun then let me  and y...
  • Do you know the difference between a dick and a bucket of popcorn?Do you know the difference between a dick and a bucket of popcorn? You don't know? Well then take me to the movies baby! Mmmm think of all that creamy, buttery, salty goodness! Talk about a double feature. lol Hope you have the munchies for this hot Calgary tranny tonight. Save your appetite boy! Me: trans, 30yrs, 5'10, functional, thick, uncut and longer than...
  • Email Calgary Shemalesโค๏ธโ€๐Ÿ”ฅEmail Calgary Shemalesโค๏ธโ€๐Ÿ”ฅ 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...
  • Calgary Kitten Needs Her Calgary Cowboy!Calgary Kitten Needs Her Calgary Cowboy! Hi I'm Sherry a trans woman here in Calgary looking for her rough rider to take her to the rodeo. I'm looking for a man who is either gay, bisexual, bi-curious or straight. Of course the chemistry has to be there before we get tickets to the rodeo and do any bronc busting. So, why not come visit my ...
  • TS m/f switch 28 new hereTS m/f switch 28 new here TS m/f Switch in Calgary Sandi wants to meet hot guy for fun and hot sex. Age 28, nice build, 7.5". Non op functional. Love oral sex, anal sex and kinks of all sorts. View my profile and message me here @SandiSwitchTS...
  • Penny for your thoughts?Penny for your thoughts? Penny TS in Calgary 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!! I'm looking for a nice man who will enjoy being with me. Let's enjoy hot dates and explore sexuality together. If that sounds interesting hit ...
  • Sexy hung and big bustedSexy hung and big busted Hung and Busty Shemale in Calgary Tammy, 39, 38DD, 9" and so cute!! What more could you want in a gurl?!! How about you message me @Tammy38DD and we can talk and meet! Send your recent pic for mine....
  • II'll Make You Feel Like a King Baby! Trans Queen Seeks King in Calgary I'm queen Delilah a trans woman here in Calgary 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 and scandalous position...
  • I want to be a whoreI want to be a whore I am a transexual very hot. Good with my mouth and my ass. Comment on my photos. I would appreciate it if you downloaded my photos and share me with other men in the Calgary area. Click here and come see me anytime!...
  • DonDon't Hate Me 'Cause I am Fabu-licious!... Fun and Fabulous T-Girl in Calgary Look no further honey, I'm Franny an Ebony trans woman here in Calgary 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 and they don't have to ...
  • New Body New MeNew Body New Me M2F post-op in Calgary Hi, I'm Natasha, newly transitioned and ready to date. Gorgeous red head with slender legs and curvy body. Want to come and join me for a drink? I love sex in my new gender!!! Seeking a local area man who will enjoy sex and passion with me. Message me online Natasha...
  • She-male looking for hot date to please. She-male looking for hot date to please. Asian Shemale in the Calgary Area Hot Asian shemale wants to date and please you in the art of erotic passion. I'm non op, fully functional, lovely and funny. Please to contact me @CarmelShemaleXXX. My name is Carmel. I'm 33 years old. I like to explore your sexual fantasies! Let's make them come ...
  • Tainted Love - Beyond Compare!Tainted Love - Beyond Compare! Kinky Trans Woman in Calgary Hi I'm tgirl Trisha to show you boys a different kind of kinky love in Calgary. What kind of kink? You'll have to contact me to find out. I'm open to all sorts of fetish play if you are. I need a hookup with an open minded man. The sort of man who appreciates what ...
  • Trans Playmate Sex Kitten...Trans Playmate Sex Kitten... Ebony trans woman in Calgary 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 groups. I am ...