Wisconsin Transgender Casual Encounters

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

Home / Casual Encounters / Transgender

Show Ads In: Appleton / Oshkosh | Duluth / Superior | Eau Claire | Green Bay | Janesville | Kenosha-Racine | La Crosse | Madison | Milwaukee | Sheboygan | Wausau

  • June 30th, 2025
  • Mind-Blowing Head For Anonymous Guys - Pure Pleasure Guaranteed!Mind-Blowing Head For Anonymous Guys - Pure Pleasure Guaranteed! I need to give some mind-blowing head to anonymous guys who need a discreet release. No strings attached, just pure pleasure for both of us. ?? Let's meet up in a private spot where we can get down to business without any distractions. I'll make sure you leave satisfied and wanting more. Don't worry...
  • Kinky Trans Woman Seeks Deep Throat Lover For Mind-Blowing FunKinky Trans Woman Seeks Deep Throat Lover For Mind-Blowing Fun I'm a transgender woman with a little something extra down below, and I'm looking to get a mind-blowing blowjob from a willing guy. I'm craving the feeling of your warm mouth wrapped around me, taking me deep and making me moan with pleasure. Let's make each other feel amazing ?. I promise to return...
  • Trans Woman Seeks Anonymous Fun With Men Who Can Handle Me.Trans Woman Seeks Anonymous Fun With Men Who Can Handle Me. I need for some anonymous fun. I'm a transgender woman with a craving to get fucked hard and deep by men who know how to handle a lady like me. No need for small talk, just come over and let's get down to business. I want you to pound me until we both can't take it anymore. Let's make this a night t...
  • Trans Woman Seeking Skilled Guy For Discreet Blowjob Fun. LetTrans Woman Seeking Skilled Guy For Discreet Blowjob Fun. Let's Play! Hey, I'm a trans woman looking to get a blowjob from a guy who knows how to handle what I'm packing. I'm clean, discreet, and ready to have some fun. Let's make each other feel good ? I'm not into endless chatting, so if you're down to meet up and have a good time, hit me up. I promise it'll be wor...
  • Sexy hung and big busted Wisconsin shemale ?Sexy hung and big busted Wisconsin shemale ? Hung and Busty Shemale in Wisconsin Hey, I'm Tammy, age 33, 38DD, well endowed lady stick, and so cute!! What more could you want in a gurl?!! Send your pics for mine and check my profile @Tammy38DD so we can talk and meet! Send your recent pic for mine. Long term arrangements are possible with the...
  • Kinky Trans Woman Seeking Anonymous Fun With Open-Minded Men ?Kinky Trans Woman Seeking Anonymous Fun With Open-Minded Men ? Looking to anonymously fuck with men who are down for a good time. I'm a kinky transgender woman with a surprise in my panties ? Let's get straight to the point and have some naughty fun together. No need for small talk, just pure pleasure and satisfaction. I'm open-minded and ready to explore your ...
  • LetLet's Get Wet And Wild: Seeking Men For Watersports Fun I'm looking to watersports with men who are into getting wet and wild. ? If you're down to have some naughty fun in the shower or outdoors, I'm your girl! Let's make a splash and explore our kinks together. I love the feeling of warm pee cascading over my body, and I want to share that experience wi...
  • Trans Woman Seeks Hot Guys For Ass-pounding Fun With Rock-hard Surprise.Trans Woman Seeks Hot Guys For Ass-pounding Fun With Rock-hard Surprise. I need for some hot guys who can handle a real woman like me. I'm a transgender woman with a rock hard surprise between my legs, and I'm looking to destroy ass with some willing participants. If you're into getting pounded by a girl with something extra, then look no further! I'll make sure you leav...
  • Kinky Trans Woman Seeking Men For Hot Blowjob Fun ?Kinky Trans Woman Seeking Men For Hot Blowjob Fun ? I'm a transgender woman looking to get a blowjob from men who are into it. I'm clean, discreet, and just want to have some fun. I'm not looking for anything serious, just a good time. If you're interested, hit me up and let's make it happen ?. I'm open to different types of guys, so don't be shy. Le...
  • Rough And Intense Throat Fucking - Trans Woman Seeks MenRough And Intense Throat Fucking - Trans Woman Seeks Men I'm a transgender woman who loves getting throat fucked. I'm looking for men who can pound my mouth hard and deep. I want to feel you thrusting in and out until I gag on your cock. Let's make it rough and intense, no holding back. I crave the feeling of being completely dominated by a man who knows ...
  • Ass-destroying Man Wanted To Pound Me Hard And Deep Tonight ?Ass-destroying Man Wanted To Pound Me Hard And Deep Tonight ? I'm looking to get my ass destroyed. I want a man who can pound me like there's no tomorrow. I'm a transgender woman with a hunger for some rough action. Let's make this an unforgettable experience ?. I'm ready to be drilled hard and deep until I can't take it anymore. No need for small talk, just c...
  • Trans Woman Seeking Hot, Horny Men To Pound Me Hard.Trans Woman Seeking Hot, Horny Men To Pound Me Hard. I'm a transgender woman with a craving to get plowed by some hot, horny men. I want you to pound me like there's no tomorrow and make me scream with pleasure. Let's have a wild time together and explore our deepest desires. I'm open-minded and ready to fulfill all your fantasies. So if you're lookin...
  • Kinky TS Seeks NSA Fun With Horny Guy For Anonymous Pounding.Kinky TS Seeks NSA Fun With Horny Guy For Anonymous Pounding. I need for some no-strings-attached fun. I want to get fucked anonymously by a horny guy who knows how to handle a lady like me. I'm craving that raw, primal connection that comes from a good pounding. Let's meet up, get down to business, and part ways without any strings attached. Discretion is key...
  • Trans Woman Seeking Hot, Horny Men For Wild, Satisfying Pounding.Trans Woman Seeking Hot, Horny Men For Wild, Satisfying Pounding. I'm a transgender woman who's looking to get plowed by some hot, horny men. I'm craving a good pounding that will leave me breathless and satisfied. I want you to take charge and show me what you're made of. Let's have some wild fun together and explore each other's desires. I promise to make it wor...
  • Trans Woman With Hard Cock Seeking Tight Asses For Pounding Pleasure.Trans Woman With Hard Cock Seeking Tight Asses For Pounding Pleasure. I'm a trans woman with a hard cock, looking to plow some tight asses. I'm craving some good ol' fashioned pounding, so if you're into that, hit me up. I love feeling my dick slide in and out of a nice ass, making both of us moan in pleasure. Let's have some fun together and explore our deepest desir...
  • Mind-blowing Blowjob Specialist Ready To Make You Explode With Pleasure ??Mind-blowing Blowjob Specialist Ready To Make You Explode With Pleasure ?? I'm looking to give a mind-blowing blowjob to any guys out there who are up for some fun. I love the feeling of a throbbing cock in my mouth, and I know just how to make you explode with pleasure. Whether you're straight, bi, or curious, I'll take care of your needs ?. Let's meet up and have a good ...
  • LetLet's Get Kinky: Trans Woman Wants Dick Sucked By You I'm a trans woman looking to get my dick sucked by a willing guy. I'm clean, chill, and down for some fun ? Let's make each other feel good and enjoy ourselves. No strings attached, just a good time between two consenting adults. I'm open to all types of guys, so don't be shy! Hit me up if you're in...
  • Kinky Trans Woman Ready To PNP - LetKinky Trans Woman Ready To PNP - Let's Get Wild! I'm a kinky trans woman ready to PNP with guys who can handle me. I love to get wild and party all night long. Let's have a good time together and explore our deepest desires. I'm down for anything and everything, so don't be shy to share your fantasies with me. ??? I'm not here for small talk, I w...
  • LetLet's Get Naughty: Anonymous Head For Your Pleasure Only! I need to give some anonymous head to guys who need it. I'm all about keeping things discreet and drama-free, just looking to have a good time and satisfy your needs. ?? Whether you're curious, straight, or bi, I'm here to help you out. No strings attached, just pure pleasure for both of us. Let's m...
  • LetLet's Get Down And Dirty: Anonymous Fun Awaits Us I need for some anonymous fun. I want to feel you deep inside me, pounding away until we both explode. No need for small talk, just come over and let's get right down to business. ?? Let's make this a night to remember, where we can lose ourselves in pure pleasure. Your secret is safe with me, so le...
  • Ass Destruction Wanted: Pound Me Hard And Make Me Scream!Ass Destruction Wanted: Pound Me Hard And Make Me Scream! I'm looking to get my ass destroyed by some horny guys who know how to handle a lady like me. I want you to pound me hard and make me scream with pleasure. I'm ready to take all you've got and more. Let's make this a night to remember ?. So if you're up for some wild fun, hit me up and let's make it...
  • Trans Woman Seeking Skilled Guy For Blowjob Fun, No Small Talk.Trans Woman Seeking Skilled Guy For Blowjob Fun, No Small Talk. Looking to get a blowjob from a guy who knows how to handle what I'm packing. I'm a transgender woman with a little something extra down below, ready to be pleased. Let's have some fun together and make each other feel good. I'm clean, discreet, and looking for someone who can give as good as they g...
  • Horny Transgender Woman Seeks Man For Pounding Pleasure, LetHorny Transgender Woman Seeks Man For Pounding Pleasure, Let's Explore! I'm a horny transgender woman with a throbbing cock looking to drill a man's tight ass. I want to pound you hard and make you moan with pleasure. Let's explore our wildest fantasies together and have an unforgettable time. I promise to give you the ride of your life ?. If you're craving some hot and...
  • Golden Showers Enthusiast Seeking Like-minded Partner For Wet And Wild Fun.Golden Showers Enthusiast Seeking Like-minded Partner For Wet And Wild Fun. I need a guy who's into piss play. ? I love the feeling of warm, golden showers all over my body. Let's get wet and wild together as we explore this kinky side of ourselves. I want to feel your hot stream against my skin as we let go of all inhibitions. No need to be shy - just let it flow naturally...
  • Hard Cocked Trans Woman Seeking Tight Ass To Pound Deep.Hard Cocked Trans Woman Seeking Tight Ass To Pound Deep. I'm a trans woman with a hard cock and I'm looking to plow some tight ass. I want to feel you clench around me as I pound you deep and hard. Let's make each other moan and squirm with pleasure. I'm open to any fantasies or kinks you might have, so don't be shy about telling me what gets you off. Whe...
  • LetLet's Get Wild: Anonymous Head With A Sexy Trans Woman. I need to get some anonymous head from guys who know how to handle a lady like me. I'm looking for some discreet fun where we can both get off without any strings attached. ?? If you're into giving head and getting your fill, then I'm your girl. Let's meet up somewhere private and make this happen. ...
  • Gloryhole Fun: Let Me Worship Your Cock With No Strings Attached ?Gloryhole Fun: Let Me Worship Your Cock With No Strings Attached ? I'm looking to give head in my private gloryhole. Come over and let me take care of you ? I'll make sure you leave satisfied and drained. No strings attached, just pure pleasure for both of us. Slide your cock through the hole and let me work my magic. I love feeling you throb in my mouth as I worsh...
  • Golden Showers Enthusiast Seeking Partner For Wet And Wild Fun.Golden Showers Enthusiast Seeking Partner For Wet And Wild Fun. I need a guy who's into piss play. I love the feeling of warm urine cascading over my body, and I want someone who can really get into it with me. We can take turns soaking each other or maybe even try some naughty games involving our golden showers. ? If you're down to get wet and wild with me, hit...
  • Sexy Trans Woman With A Surprise Seeking NSA Fun Now!Sexy Trans Woman With A Surprise Seeking NSA Fun Now! I'm a sexy trans woman with a little something extra down below, and I'm looking to NSA fuck with some hot guys who can handle me. I'm all about having a good time and getting down and dirty with no strings attached. If you're into exploring new things and having a wild time, then I'm your girl. Let...
  • Mind-blowing Blowjobs Guaranteed To Leave You Speechless And Satisfied.Mind-blowing Blowjobs Guaranteed To Leave You Speechless And Satisfied. I need to give some mind-blowing blowjobs to guys who can handle it. ?? I know exactly how to work my magic with my mouth, and I guarantee you won't be disappointed. Whether you're looking for a quick release or a slow, sensual session, I'm here to satisfy your needs. Let me show you what this talen...
  • Sexy Trans Woman Seeks Hot Guys For Rough, Kinky Action.Sexy Trans Woman Seeks Hot Guys For Rough, Kinky Action. I'm a sexy trans woman with a throbbing ? looking to get pounded by some hot guys. I'm craving some rough ? action and need someone who can handle me. Let's make each other scream with pleasure as we explore our wildest fantasies together. I promise to give you an experience you won't forget, so don...
  • Looking For NSA Fun With Men Who Can Satisfy Me.Looking For NSA Fun With Men Who Can Satisfy Me. I need for some no-strings-attached fun. I'm a transgender woman looking to get anonymous head from men who know how to satisfy. ?? If you're into discreet encounters and just want to get down to business, then I'm your girl. Let's meet up, have some naughty fun, and then go our separate ways withou...
  • Seeking Men For Anonymous Head - Pure Pleasure, No Strings Attached.Seeking Men For Anonymous Head - Pure Pleasure, No Strings Attached. I need to give some anonymous head to men who need it. ? No strings attached, just pure pleasure for both of us. I'll make sure you leave satisfied and wanting more. Let's meet up in a discreet spot and get down to business. I love the thrill of not knowing who you are, just feeling your excitement ...
  • Trans Woman Craving Hot Men To Pound Me Hard And Deep.Trans Woman Craving Hot Men To Pound Me Hard And Deep. I'm a transgender woman with a craving to get plowed by some hot and horny men. I want you to pound me hard until I can't take it anymore. Let's make each other scream with pleasure as we explore our deepest desires together. I'm open-minded and ready for some wild fun, so don't be shy about what yo...
  • Craving Trans Woman Ready To Plow Your Ass - LetCraving Trans Woman Ready To Plow Your Ass - Let's Indulge I'm a trans woman with a craving to plow some ass. I want to feel you squirming underneath me as I pound you into oblivion. Let's explore each other's bodies and indulge in our deepest desires. I'm ready to give you the ride of your life ??. No need for small talk, let's get straight to the good stu...
  • Trans Woman Seeking Hot, Horny Men To Satisfy Primal Desires ?.Trans Woman Seeking Hot, Horny Men To Satisfy Primal Desires ?. I'm a trans woman with a hunger to get plowed by some hot, horny men. I want to feel you deep inside me, pounding away until we both explode ?. Let's lose ourselves in the heat of the moment and satisfy our primal desires. I'm ready to be your naughty little secret, fulfilling all your wildest fanta...
  • Trans Woman Seeks Hung Men To Destroy Her Ass, No Small Talk.Trans Woman Seeks Hung Men To Destroy Her Ass, No Small Talk. I'm a transgender woman with a craving to get my ass destroyed by some well-hung men. I want you to pound me hard and make me scream with pleasure. I'm looking for guys who know how to handle a girl like me and can give it to me rough. No need for small talk, just come over and let's get down to bus...
  • Throbbing Surprise: Trans Woman Seeks Horny Men For Wild, Anonymous Fun.Throbbing Surprise: Trans Woman Seeks Horny Men For Wild, Anonymous Fun. I'm a sexy transgender woman with a throbbing surprise down below, looking to anonymously fuck with some horny men. I'm not interested in small talk, just want to get straight to the point and have a wild time together. Let's explore each other's bodies and fulfill our deepest desires without any st...
  • June 29th, 2025
  • Sexy Trans Woman Ready To Give You The Best Blowjob Ever.Sexy Trans Woman Ready To Give You The Best Blowjob Ever. I'm a sexy trans woman ready to give you the best blowjob of your life. My lips are waiting to wrap around your hard cock and make you explode ?. I love feeling you throb in my mouth as I take you deep down my throat. Let me show you how good it can be with a girl like me ?. No need for small talk, ...
  • Kinky Trans Woman Seeks Dominant Men For BDSM Exploration And Play.Kinky Trans Woman Seeks Dominant Men For BDSM Exploration And Play. I'm a kinky transgender woman looking to explore BDSM play with men who are into domination and submission. I love getting tied up, spanked, and teased until I beg for more. Let's push each other's boundaries and discover new pleasures together. Whether you're a seasoned dom or just curious about tr...
  • LetLet's Get Wet And Wild: Trans Woman Into Watersports Fun I'm a transgender woman with a kinky side, looking to explore watersports with men who are into the same thing. ? I love the feeling of warm pee cascading over my body and the intense intimacy that comes with it. If you're down to get wet and wild together, hit me up. Let's make some memories we won...
  • Throbbing Surprise Seeks Skilled Guy For Mind-Blowing Head Fun!Throbbing Surprise Seeks Skilled Guy For Mind-Blowing Head Fun! I'm a transgender woman with a throbbing surprise between my legs, and I need a talented guy who knows how to give mind-blowing head. I'm looking to get a blowjob from someone who can handle every inch of me with enthusiasm and skill. ?? I want you to worship my cock like it's the tastiest treat yo...
  • Trans Woman With Hard Cock Seeks Man For Intense Anal Drilling.Trans Woman With Hard Cock Seeks Man For Intense Anal Drilling. I'm a transgender woman with a hard cock, and I need to drill a man's tight ass. I want to pound you until we both explode with pleasure. Let's make each other moan and scream in ecstasy. I can't wait to feel your body shiver under my touch as we reach new heights of pleasure together. ?? If you're ...
  • Sultry Trans Woman Ready To Play - No Strings Attached FunSultry Trans Woman Ready To Play - No Strings Attached Fun I'm a discreet trans woman with a surprise in my panties, looking to anonymously fuck with men who are down for some no-strings-attached fun. I'm all about getting straight to the point and getting down to business. No need for small talk, just pure pleasure and satisfaction. If you're into explorin...
  • Satisfy My Craving: Trans Woman Seeking Skilled Men For Discreet Fun.Satisfy My Craving: Trans Woman Seeking Skilled Men For Discreet Fun. I'm a transgender woman looking to get a blowjob from men who know how to handle what I've got. I'm craving some good head and need a guy who can satisfy my needs. I'm clean, discreet, and ready to have some fun. Let's make each other feel amazing ?. If you're into giving head and want to please a c...
  • Anonymous Fun With A Sexy Trans Woman - LetAnonymous Fun With A Sexy Trans Woman - Let's Get Wild! Looking to get fucked anonymously by men who know how to handle a girl like me. I'm a sexy transgender woman with a craving that needs to be satisfied. Let's meet up, no questions asked, and just get down to business. I want you to pound me hard and make me scream with pleasure. Discretion is key, s...
  • Trans Woman Seeking Men To Fulfill My Deepest Desires And Fantasies.Trans Woman Seeking Men To Fulfill My Deepest Desires And Fantasies. I'm a transgender woman with a craving to get fucked. I'm looking for men who can handle my desire to be pounded hard and deep. I want someone who isn't afraid to explore every inch of my body and make me feel like a real woman. Let's have some fun together and see where the night takes us. I promis...
  • Horny Trans Woman Seeks Tight Asses For Deep, Hard Pounding.Horny Trans Woman Seeks Tight Asses For Deep, Hard Pounding. I'm a horny trans woman with a hard cock looking to plow some tight asses. I want to feel you squirming beneath me as I pound you deep and hard. Let's make each other moan and scream with pleasure. I'm open to all types of guys who are down for a good time. Whether you're experienced or new to this,...
  • Trans Woman Seeks Anonymous Head - No Strings, Just Pleasure.Trans Woman Seeks Anonymous Head - No Strings, Just Pleasure. I'm a transgender woman looking to get anonymous head. I want to feel your warm mouth on me, no strings attached. Let's meet up, have some fun, and then go our separate ways. ?? Discretion is key for me, so let's keep it between us. If you're into giving head and getting nothing in return, hit me up...
  • Anonymous Trans Woman Ready To Be Drilled Hard And DeepAnonymous Trans Woman Ready To Be Drilled Hard And Deep I'm a transgender woman looking to get fucked anonymously. I want to feel your hard cock deep inside me, pounding me relentlessly until we both explode ?. No need for small talk, just come over and use me for your pleasure. I'll be waiting on my hands and knees, ready for you to drill me like the na...