Pittsburgh Transgender Sex Ads

Browse Pittsburgh transgender sex ads to meet local transexuals, crossdressers and shemales for sex, dating or friendship. It's free to search the trans sex classifieds, or post your own adult ad!

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  • June 26th, 2025
  • INTERACTIVE MAP: Transexual Tracker in the Pittsburgh Area!INTERACTIVE MAP: Transexual Tracker in the Pittsburgh Area! Local Trans Hookups Interactive Mapping Meet Local transexuals in the Pittsburgh area for friendship or sex hookups. View member thumbnails on the interactive map below to meet local members who want to meet local transexuals or admirers. Click any member photo below to get started. Sign up free fo...
  • Hot Shemale Looking for Local Man to Play WithHot Shemale Looking for Local Man to Play With I love getting down and dirty with a man who knows how to handle a shemale like me. My name is Meg, and I'm on the hunt for some hot and steamy fun right here in Pittsburgh, Pennsylvania. If you're into wild and raunchy sex, then I'm the girl for you. I enjoy being both a top and a bottom, so I ...
  • Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖 Preop Trans in Pittsburgh Hi! I'm Brandi, new TS in the Pittsburgh area. I'm MtF preop transexual woman. I pass as female very well so we can go to your business function or out for dinner followed by a night of forbidden fun that only we will know about! I am fully functional, 8" thick hiding in m...
  • Sparkling Trans Beauty Looking for Love in PittsburghSparkling Trans Beauty Looking for Love in Pittsburgh Hey there! I'm Kristal, a sassy and confident transgender woman living in the Steel City. I love exploring all the cool spots around town like Phipps Conservatory, Randyland, and the Andy Warhol Museum. Let's grab a coffee at Commonplace Coffee or have a romantic dinner at Meat & Potatoes. Being ...
  • Transgender Cutie Seeking Love in the Steel CityTransgender Cutie Seeking Love in the Steel City Hey there! My name is Jenn, and I'm a transgender gal from the vibrant city of Pittsburgh, Pennsylvania. If you're looking for someone unique and open-minded, then you've stumbled upon the right ad! 🌈 So, let me paint a picture of what I look like: I have a curvaceous body that's perfect for c...
  • Spark Up Some Chemistry with Carlina!Spark Up Some Chemistry with Carlina! Hey there! I'm Carlina, a fun-loving transgender gal from Pittsburgh, Pennsylvania. I may not fit into society's norms, but that's what makes me unique and special. I embrace my LGBTQ identity and love being part of such a vibrant community. I'm looking for someone who appreciates authenticity a...
  • Spicy Hot 🌶 Tranny Girl from Colombia Spicy Hot 🌶 Tranny Girl from Colombia Latina Tranny Girl in Pittsburgh Hey guys, I am Gabriella and I am looking for a longterm relationship with a gentleman who love sex as much as I do! I am open to FWB but would like something more serious eventually. I am 33 and have not had surgery except breasts. I am smooth and clean, very femin...
  • Superior Massage by gorgeous T-GirlSuperior Massage by gorgeous T-Girl T-Girl for Dating in Pittsburgh 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: Gayle...
  • Gorgeous, Passable Trans in Pittsburgh 😍Gorgeous, Passable Trans in Pittsburgh 😍 Gorgeous Passable Trans MtF for Man in Pittsburgh 😍 I transitioned 6 years ago at age 18. I am pretty, with long light brown hair, a nice figure and long shapely legs. I have brown puppy dog eyes and kissable lips. Check my profile @TransFaye24 for pics and prepare to be stunned!  I'm...
  • Elisabeth waiting to be your QueenElisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Pittsburgh 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 Messa...
  • Shemale Nightclubs Near You in Pittsburgh, PennsylvaniaShemale Nightclubs Near You in Pittsburgh, Pennsylvania Shemale Nightclubs Near You in Pittsburgh, Pennsylvania Shemale Clubs Near You in Pittsburgh, Pennsylvania is a directory of trans-friendly nightclubs and bars. LGBTQ+ clubs come and go. We strive to keep this transgender clubs directory complete and rely on your input to help us do so. Please co...
  • 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 Pittsburgh 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 naughty ...
  • Hot Shemale Connie Looking for Local Man to Play WithHot Shemale Connie Looking for Local Man to Play With I'm a naughty shemale named Connie who loves to get down and dirty with a man who can handle me. I'm seeking a local guy in Pittsburgh, Pennsylvania for some mind-blowing sex and fun times. You can find me on FreeSexAds.com Shemale Profiles at connie43666. I enjoy all kinds of kinky acts in the b...
  • Hot Shemale Tony Looking for Local Man to PlayHot Shemale Tony Looking for Local Man to Play I'm a sexy shemale in Pittsburgh, Pennsylvania looking for a man who can handle my insatiable sexual appetite. My name is Tony and I love to fuck, top, bottom, give blowjobs, get my ass played with, suck dick, ride cock, and make you cum hard. I'm all about tight holes and huge throbbing members ...
  • Hot Shemale Carole Ready to Play in PittsburghHot Shemale Carole Ready to Play in Pittsburgh Are you looking for a wild time with a sexy shemale? Look no further, because I'm here to fulfill all your naughty desires. My name is Carole and I'm a kinky shemale seeking a local man for some hot and steamy fun. I love getting down and dirty, so if you're into that, we'll get along just fine. ...
  • New Body New MeNew Body New Me M2F post-op in Pittsburgh 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 Nata...
  • Well Endowed Shemale for Man in PittsburghWell Endowed Shemale for Man in Pittsburgh Hung Shemale for Man in Pittsburgh I am Blanca. I can provide top or bottom service. Bareback if you're clean. Love oral sex both giving and receiving. Say hello cause I'm friendly, sexy as hell and always satisfy my partner. Give me a try. Message me privately at BlancaShemale32 for my latest unce...
  • TS M2F Top in PittsburghTS M2F Top in Pittsburgh TS Top Seeking Man in Pittsburgh I'm Sandi wants to meet hot guy for fun and hot sex. Age 28 with long blonde hair, smooth skin and a great body.  Non op functional, nice big ladystick for your pleasure! 😈  Love oral sex, anal sex and yummy kinks of all sorts. I love to explore kinks a...
  • Transcendental TemptationTranscendental Temptation Hey there, I'm Katerina from Pittsburgh, Pennsylvania. I may not fit society's typical mold, but that's what makes me unique! I love exploring my identity as a transgender individual and embracing the LGBTQ community. If you're open-minded and looking for a fun date, then let's connect! I enjoy s...
  • TS Asian lady ready for upscale action (28)TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Pittsburgh Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy Shemale Seeking Local Man for Wild Fun Hey sexy, I'm Norri, a hot shemale from Pittsburgh looking for a man who can handle my insatiable desires. I love to be on top, but don't mind being bent over and taken from behind either. I'm into everything from sloppy blowjobs to deep-throating your throbbing cock until you explode with pleasure....
  • Naughty Shemale Jolyn Looking for Hot Fun in PittsburghNaughty Shemale Jolyn Looking for Hot Fun in Pittsburgh Are you ready to have the time of your life with a sexy shemale like me? My name is Jolyn and I am looking for a local man who can handle all of my desires. I love to get down and dirty, exploring every inch of your body and making you feel things you've never felt before. From top to bottom, I kn...
  • Jasmin T-girl Ready to make friendsJasmin T-girl Ready to make friends Want to Meet a T-Girl in Pittsburgh? Hey, I am Jasmin, 8" with a great body and busty. I love tatts and I'm 420 friendly, down to party! Lets swap some pics and then meet up for hot dates and see where it goes!  Hit me up @SweetJasminT...
  • Transgender Beauty Seeking Connection in the Steel CityTransgender Beauty Seeking Connection in the Steel City Hey there! It's Christina, your friendly transgender beauty from Pittsburgh, Pennsylvania. 👋 I'm excited to put myself out there and meet someone special who appreciates me for who I am. 💖 As a proud member of the LGBTQ community, I find joy in embracing my true self. Being transgender has ...
  • June 25th, 2025
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy Shemale Seeking Local Man for Wild Fun Looking for a hot stud to get down and dirty with? Well, look no further because I'm Lisetta, a sexy shemale from Pittsburgh, Pennsylvania ready to fulfill all your wildest fantasies. I'm on the hunt for a man who can handle my insatiable appetite for pleasure. Are you up for the challenge? When ...
  • Hot Shemale Dorey Looking for Wild Fun in PittsburghHot Shemale Dorey Looking for Wild Fun in Pittsburgh Are you ready to explore your wildest fantasies with a sexy shemale like me, Dorey? I'm looking for a local man who can handle all the kinky fun I have in store. From top to bottom, I love it all - blowjobs, anal play, deepthroating, and more. Let's get down and dirty at some hot spots in Pittsbur...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy Shemale Seeking Local Man for Wild Fun Are you ready to explore your wildest fantasies with a hot shemale like me, Serene? I'm looking for a local man in Pittsburgh who can handle all my naughty desires. When it comes to sex, I'm not shy about what I like. I love being both a top and a bottom, giving and receiving blowjobs, getting my ...
  • 27 y/o Sexy Hung Crossdresser in Pittsburgh27 y/o Sexy Hung Crossdresser in Pittsburgh Hung Crossdresser for Male in Pittsburgh Hey, I go by Selena when I'm cross dressed. I love being feminine and servicing my man!, I'm age 27, well hung and so cute when I'm dressed up!! What more could you want in a gurl?!! View my pics and message me @Selena27femCD so we can talk and meet for a se...
  • Euphoria Awaits with InnaEuphoria Awaits with Inna Hey there! I'm Inna, a transgender beauty from Pittsburgh, Pennsylvania. I love embracing my true self and being part of the LGBTQ community. It's all about authenticity and living life to the fullest, right? If you're into deep conversations over coffee, we could meet up at Commonplace Coffee or ...
  • Local Shemale Lorraine Looking for Hot and Steamy EncountersLocal Shemale Lorraine Looking for Hot and Steamy Encounters Are you a man in Pittsburgh looking for a wild time with a sexy shemale? Look no further, because I'm here to fulfill all your fantasies. My name is Lorraine, and I am a kinky tranny who loves to play dirty. When it comes to sex, I'm versatile and open-minded, ready to explore all your desires. Wh...
  • Raunchy Shemale in Pittsburgh Looking for Fun!Raunchy Shemale in Pittsburgh Looking for Fun! Are you looking for a wild time with a hot shemale in Pittsburgh? Well, look no further because I'm Margo and I'm ready to show you a good time. I'm a sexy shemale seeking a local man who can handle all of my desires. I love getting down and dirty, so if you're into that too, we'll get along just ...
  • Hot Shemale in Pittsburgh Looking for FunHot Shemale in Pittsburgh Looking for Fun I love being a shemale and I'm looking for a man who can handle all of me. My name is Margette and I'm ready to show you a good time. I want to suck your cock until you're begging for more. Let me be your top or bottom, whatever you desire. I love giving blowjobs and having my tight ass played wit...
  • Elegant Transgender Beauty Seeking ConnectionElegant Transgender Beauty Seeking Connection Hey there, I'm Carmelia from Pittsburgh, Pennsylvania. I'm a curvy Latina beauty with a passion for exploring new connections. Being transgender has allowed me to embrace my true self and live authentically. I love the LGBTQ community for its acceptance and diversity. I'm looking for someone who ...
  • Exploring Love and Adventure as a Transgender IndividualExploring Love and Adventure as a Transgender Individual Hey there! I'm Denna, a fun-loving transgender person from Pittsburgh, Pennsylvania. 🌈 In this crazy world of dating, it can be tough to find someone who truly appreciates you for who you are. But I believe that love knows no boundaries, and I'm excited to meet someone special on this journey....
  • F/M seeking love and funF/M seeking love and fun Female to Male Trans Man in Pittsburgh 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 ...
  • Meet Pennsylvania Transexuals Online: Live Chat, Member Profiles, Photo Swaps & Local Trans ClubsMeet Pennsylvania Transexuals Online: Live Chat, Member Profiles, Photo Swaps & Local Trans Clubs Meet Pennsylvania Transexuals Online!  Meet Pennsylvania transexuals online at AmericanTransexuals.com. Our web development team includes transexual women and male trans admirers, so we have a unique understanding of transgender attraction. We have created an online community where you can mee...
  • Looking for Love and Adventure in the Steel City! 💕Looking for Love and Adventure in the Steel City! 💕 Hey there, lovely people of Pittsburgh! My name is Peggi, and I'm a proud transgender woman who's ready to dive into the exciting world of dating. 🌈 Living here in the Steel City has its perks, but finding that special someone can be quite a challenge. That's why I'm reaching out to you all to...
  • Trans Man waiting for right date with hot beautyTrans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Pittsburgh 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!...
  • HMU for Sex in PittsburghHMU for Sex in Pittsburgh Newly Single and Ready to Mingle in Pittsburgh Hi guys, my name is Barbie, age 28. My husband cheated for the last time. Now it's my time to have some fun! If you want to hook up for passion and hot sex in the Pittsburgh, Pennsylvania area then message me @BarbieSingle28.      ...
  • FtM seeking Princess Bride in PittsburghFtM seeking Princess Bride in Pittsburgh FtM seeking Woman in Pittsburgh Hi, I'm Andy, age 33, FtM transgender man living in Pittsburgh. Also, you must love that movie! If you don't get the reference you can still message me anyway! I love that movie and I will watch it with you over and again. View my pics and send me a message @And...
  • Elegantly Transcending BoundariesElegantly Transcending Boundaries Hey there, I'm Lynett from Pittsburgh, Pennsylvania. I may not fit society's traditional mold, but that's what makes me uniquely me. I embrace my transgender identity and the LGBTQ community with pride. I love exploring new places in the city like Point State Park, Phipps Conservatory, or grabbi...
  • Hot Shemale Looking for Fun in Pittsburgh!Hot Shemale Looking for Fun in Pittsburgh! Are you a man looking for a wild time with a sexy shemale? Look no further, because I'm Shayna, and I'm here to fulfill all your dirtiest fantasies. I'm a top shemale who loves to dominate and take control in the bedroom. I enjoy giving sloppy blowjobs, riding cock like a pro, and making you cum h...
  • RoselynRoselyn's Raunchy Shemale Classified Ad Looking for a hot man in Pittsburgh who can handle a wild shemale like me? Well, look no further because I'm Roselyn and I'm ready to show you a good time. I'm a shemale seeking a local man for great sex and fun. I love getting down and dirty with a guy who knows how to please me. From deepthro...
  • Raunchy Shemale Darcie Seeking Local Man for Wild FunRaunchy Shemale Darcie Seeking Local Man for Wild Fun Looking for a hot and steamy time with a man who knows how to handle a shemale like me? Well, look no further because I'm Darcie, the ultimate tranny in Pittsburgh ready to show you a good time. I'm on the hunt for a local guy who's down for some mind-blowing sex and unforgettable experiences. I ...
  • Wild Shemale Seeking Local Man for Hot Fun and Great SexWild Shemale Seeking Local Man for Hot Fun and Great Sex Looking for a man who can handle a raunchy shemale like me, Roselia. I love getting down and dirty, exploring all kinds of naughty fantasies together. From being your dominant top to submitting as your bottom, I'm up for it all. Let's play with each other's bodies and have explosive orgasms that w...
  • Euphoric Trans Beauty Looking for LoveEuphoric Trans Beauty Looking for Love Hey there! My name is Lindi and I'm a transgender woman from Pittsburgh, Pennsylvania. I may not fit society's idea of "normal," but that's what makes me unique and beautiful. I embrace my LGBTQ identity and love every part of who I am. If you're looking for someone who is confident, fun-loving, a...
  • Hot Shemale in Pittsburgh Looking for a Wild TimeHot Shemale in Pittsburgh Looking for a Wild Time I'm Livia, a sexy shemale in Pittsburgh looking for a man who can handle all of me. I love to be on top and ride you until we both explode with pleasure. My tight ass is always hungry for a thick cock, and I'll make sure you leave satisfied every time. Whether you want me to suck you off or gag on...
  • Transgender Beauty Seeking Connection in the Steel City<br>Transgender Beauty Seeking Connection in the Steel City
    Hey there, I'm Tani from Pittsburgh, Pennsylvania. I'm a curvy and confident transgender woman who loves exploring the city's vibrant LGBTQ community. I enjoy being able to express my true self and connect with others who understand and appreciate me for who I am. I'm looking for someone special...
  • Discover Love and Adventure with Laurella!Discover Love and Adventure with Laurella! Hey there, lovely people of Pittsburgh! I'm Laurella, your friendly neighborhood transgender gal, ready to dive into the world of dating and explore all the exciting possibilities that come with it. 🌈❤️ So, what do I look like? Well, picture a curvy body that loves to dance and embrace lif...
  • Sweet and Sensual Transgender Seeking Connection in PittsburghSweet and Sensual Transgender Seeking Connection in Pittsburgh Hey there! I'm Elonore, a transgender woman living in Pittsburgh, Pennsylvania. I may not fit society's typical mold, but that's what makes me unique and special. I embrace my LGBTQ identity and love being able to express myself authentically. I enjoy exploring the city and trying new things. Whe...