Home > Massachusetts > Casual Encounters > Transgender


Massachusetts Transgender Casual Encounters

Looking for trans hookups in Massachusetts? Spunkpage features the latest transgender sex ads, from shemales and T-girls to crossdressers and trans babes. Post or browse adult classifieds to meet locals who are down to play.

Show Ads In: Boston | Cape Cod / Islands | South Coast | Western MA | Worcester / Central MA

  • February 2nd, 2026
  • Hot Trans Woman Ready To Give Mind-Blowing Blowjobs - Cum Play!Hot Trans Woman Ready To Give Mind-Blowing Blowjobs - Cum Play! I need to give mind-blowing blowjobs to guys who can appreciate a talented mouth. I love the feeling of a throbbing cock in my warm, wet mouth, and I guarantee I'll leave you begging for more. ?? Whether you're straight, bi, or curious, I don't discriminate - as long as you're clean and respectful, ...
  • February 1st, 2026
  • Throbbing Trans Gal Seeks Anonymous Oral Pleasure With Eager GuysThrobbing Trans Gal Seeks Anonymous Oral Pleasure With Eager Guys I'm a kinky trans gal with a throbbing surprise between my legs, and I need for some discreet fun. I'm looking to get anonymous head from eager guys who know how to handle a lady like me. No strings attached, just pure pleasure and satisfaction. ?? If you're into giving mind-blowing oral and love th...
  • LetLet's Make A Splash Together - Kinky Trans Woman Seeks Watersports Enthusiasts I'm a kinky trans woman who's into watersports and looking for men who are into the same. I love the feeling of warm pee cascading over my body, and I want to share that experience with someone who gets off on it too. ?? If you're down to get wet and wild with me, hit me up so we can make a splash t...
  • Anonymous Head For Guys Who Need It. No Strings Attached Pleasure.Anonymous Head For Guys Who Need It. No Strings Attached Pleasure. I'm looking to give anonymous head to guys who need it. No strings attached, just a good time for both of us. I love the thrill of not knowing who you are, just feeling you in my mouth. Let's meet up, get off, and go our separate ways. Discretion is key, so no need to worry about anyone finding out....
  • Trans Woman With Extra Surprise Seeks Men For Mind-blowing Blowjobs.Trans Woman With Extra Surprise Seeks Men For Mind-blowing Blowjobs. Hey guys, I'm a trans woman with a little something extra downstairs. I'm looking to give some mind-blowing blowjobs to guys who appreciate what I have to offer. I love the feeling of a hard cock in my mouth and making you moan with pleasure. Let me show you how good it can feel when I go down on yo...
  • Trans Woman Seeking Skilled Guy For No-strings Blowjob Satisfaction ??Trans Woman Seeking Skilled Guy For No-strings Blowjob Satisfaction ?? Hey, I'm a transgender woman looking to get a blowjob from a guy who knows how to handle things. I'm all about having a good time and making sure we both leave satisfied. No need any awkward small talk - let's just get down to business ? I'm open-minded and down for some fun, so if you're into plea...
  • Mind-blowing Anonymous Head - Satisfaction Guaranteed! LetMind-blowing Anonymous Head - Satisfaction Guaranteed! Let's Meet Up Now. I need to give some mind-blowing anonymous head. No strings attached, just pure pleasure for both of us. ?? I want to make you feel good and leave you satisfied. Let's meet up, have some fun, and part ways without any complications. I promise to keep it discreet and drama-free. Just sit back, relax,...
  • 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...
  • 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...
  • Ravage My Ass And Make Me Scream In Ecstasy, Now!Ravage My Ass And Make Me Scream In Ecstasy, Now! I'm a transgender woman with a craving to get my ass destroyed by men who know how to handle business. I want you to pound me until I can't walk straight ?. I'm not here for small talk, I just want you to drill me hard and make me scream with pleasure. Let's make this an unforgettable experience tha...
  • Throbbing Surprise: Discreet Trans Woman Seeks Men For Anonymous PleasureThrobbing Surprise: Discreet Trans Woman Seeks Men For Anonymous Pleasure I'm a sexy, discreet trans woman with a throbbing surprise between my legs. Looking to anonymously fuck with men who can handle all of me. No strings attached, just pure pleasure and satisfaction. I want to feel you deep inside me as we both reach new heights of ecstasy. Let's explore each other's d...
  • Seeking Anonymous Head: Worship My Cock, No Strings Attached.Seeking Anonymous Head: Worship My Cock, No Strings Attached. I need for some anonymous head. ? Looking for a guy who's down to get on their knees and worship my cock without any strings attached. Let's keep it simple and straightforward - you suck me off, I blow my load, and we part ways. No questions asked, no names exchanged. Just pure pleasure and release....
  • "Trans Woman Seeks Dominant Men For Kinky Bondage Play Fun ??""Trans Woman Seeks Dominant Men For Kinky Bondage Play Fun ??" I'm a kinky transgender woman who loves bondage play. I'm looking for men who are into tying me up and taking control. I want to feel your hands all over my body, teasing and pleasing me until I can't take it anymore. Let's explore our deepest desires together and make each other scream with pleasur...
  • Kinky Trans Woman Seeks Bondage Partner For Wild, Dominating Fun!Kinky Trans Woman Seeks Bondage Partner For Wild, Dominating Fun! I'm a kinky trans woman who's craving some bondage play with a willing partner. I love being tied up and dominated, so if you're into that, we'll have a blast together. I want to explore our deepest desires and push each other's boundaries in the bedroom. Let's get creative with ropes, handcuffs, an...
  • Horny Trans Woman Seeks Anonymous Encounter For Hot, Explosive FunHorny Trans Woman Seeks Anonymous Encounter For Hot, Explosive Fun I'm a horny transgender woman with a throbbing cock looking to get fucked anonymously. I want you to come over, slide my panties down, and pound me hard until we both explode ?. No need for small talk, just use me for your pleasure. I'll be waiting on all fours, ready for you to drill me deep and ma...
  • Mind-Blowing Blowjob Expert Ready To Make You Explode With PleasureMind-Blowing Blowjob Expert Ready To Make You Explode With Pleasure Looking to give a mind-blowing blowjob to guys who can appreciate a talented mouth. I love the feeling of a throbbing cock in my lips, and I know how to make you explode with pleasure. Let me show you what this sexy trans woman can do ? I'm all about giving you the ultimate satisfaction, so don't b...
  • 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...
  • Seeking Guy To Give Mind-blowing Blowjob To Trans Woman With Extra.Seeking Guy To Give Mind-blowing Blowjob To Trans Woman With Extra. I'm a trans woman with something extra looking for a guy who's down to give me a mind-blowing blowjob. I'm craving the feeling of your warm mouth wrapped around me, making me moan with pleasure. Let's make each other feel good and have some fun together. I promise to return the favor ?. No need for ...
  • January 31st, 2026
  • Trans Woman Seeking Men For A Wild Pounding Session Together.Trans Woman Seeking Men For A Wild Pounding Session Together. I'm a transgender woman with a craving to plow some ass. I'm looking for men who are down for a good pounding session. Let's get sweaty and wild together, exploring each other's bodies in ways that will leave us both breathless. I have a throbbing desire to make you moan and squirm with pleasure. ??...
  • Heyyy! 😍 ItHeyyy! 😍 It's Crystal 27 y/o Hot Trans Fem | Massachusetts Heyyy there! Thanks for checking my ad. I'm Crystal and I am 27. I'm fairly new to the Massachusetts area and want to get to out explore the area. I'd love make some new friends and maybe find romance! I am a masseuse with great hands, hot body, in great shape, and well hung and totally functioning....
  • Kinky Trans Woman Craving Deep Pounding Action Seeks Horny Men.Kinky Trans Woman Craving Deep Pounding Action Seeks Horny Men. Looking to get fucked by some horny men who know how to handle a girl like me. I'm a sexy transgender woman with a craving for some deep pounding action. Let's make each other moan and scream with pleasure all night long. I want you to take control and show me what you've got between those legs. No ...
  • Come Get Some Anonymous Head From A Kinky Transgender Woman.Come Get Some Anonymous Head From A Kinky Transgender Woman. I need for some anonymous head, no strings attached. I'm a transgender woman with a little something extra down below ?. Looking to have a good time and release some stress. Let's meet up, have some fun, and part ways like it never happened. Discretion is key ?. I'll be waiting for you in [location]...
  • 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...
  • Horny Trans Woman Ready To Fulfill Your Wildest Desires ??Horny Trans Woman Ready To Fulfill Your Wildest Desires ?? I'm a horny trans woman with a hard cock looking to NSA fuck. I want to feel your hands all over me, exploring every inch of my body. Let's get lost in the moment and fulfill each other's desires. I'm open-minded and ready for some wild fun. No strings attached, just pure pleasure. ?? If you're up f...
  • Looking For A Guy To Give My Extra Surprise A Treat.Looking For A Guy To Give My Extra Surprise A Treat. I'm a trans woman with a little something extra down below and I'm looking to get a mind-blowing blowjob from a willing guy. I love the feeling of someone's warm mouth wrapped around me, taking me deep and making me moan with pleasure. ?? If you're into giving head and know how to work it, I'm ready...
  • Gorgeous Preop Shemale Krystale Visiting MassachusettsGorgeous Preop Shemale Krystale Visiting Massachusetts I am Krystale, a preop shemale, not really planning on going any further with transition because I love being a functional shemale. It is truly the best of both worlds! I am visiting and lonely here in this new place. Would you like to show me around? Come and join me for a drink. Fun, sexy, dark ol...
  • Trans Woman Craving Hard Cock, LetTrans Woman Craving Hard Cock, Let's Explore Our Wildest Fantasies. I'm a transgender woman with a craving to get fucked. I want to feel your hard cock pounding deep inside me, making me moan with pleasure. Let's explore our wildest fantasies together and make each other cum like never before. I'm ready to be your naughty little slut and let you take control. Whethe...
  • Kinky Trans Woman Seeks Bondage Play Partners For Hot FunKinky Trans Woman Seeks Bondage Play Partners For Hot Fun I'm a kinky transgender woman looking to explore some bondage play with men who are into the same thing. I love being tied up and dominated, so if you're into that too, we could have a lot of fun together. I'm open to trying new things and pushing boundaries, so don't be shy about your fantasies. Le...
  • Exotic Asian Queen in Massachusetts NowExotic Asian Queen in Massachusetts Now Asian Transexual visiting Massachusetts  Stunning Asian TS Queen - Talia, age 25. Non op, functional, loves sex and is an unselfish satisfier. Nice build with long slender legs to wrap around you. Message me @TaliaAsianQueen for my photos and contact information. I can be classy in public...
  • January 30th, 2026
  • Sexy Transgender Woman Seeking Discreet Fun With Anonymous Men. Satisfaction Guaranteed.Sexy Transgender Woman Seeking Discreet Fun With Anonymous Men. Satisfaction Guaranteed. Looking to get fucked anonymously by men who are down for some discreet fun. I'm a sexy transgender woman with a throbbing cock that's ready to be pleased. Let's meet up, get naked, and have a wild time together. No strings attached, just pure passion and pleasure. I'm open to all types of guys who...
  • January 29th, 2026
  • Kinky Trans Woman Seeks Dominant Man For Bondage Play Fun.Kinky Trans Woman Seeks Dominant Man For Bondage Play Fun. I'm a kinky trans woman with a craving for some bondage play. I want to be tied up, teased, and pleased by a dominant man who knows how to take control. Let's explore our wildest fantasies together and push each other to new heights of pleasure. I'm open-minded and ready to try new things, so don't ...
  • Wet And Wild Trans Woman Seeks Piss Play Partners NowWet And Wild Trans Woman Seeks Piss Play Partners Now I'm a transgender woman who's into piss play and looking for men who are into the same. I'm all about exploring our wildest fantasies and having a good time together. I love the feeling of warm piss running down my body and getting messy with it. Let's get creative and have some naughty fun ?. Wheth...
  • Private Gloryhole: Let Me Suck You Off With No Strings Attached.Private Gloryhole: Let Me Suck You Off 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 ? Slide your cock through the hole and let me do my thing. No need for small talk, just enjoy the moment. I love feeling you get harder in my mouth as I work my magic. Let's ke...
  • LetLet's PNP And Get Freaky Together - Transgender Woman Seeking Fun! I'm looking to PNP and have a wild time with guys who are down to get freaky. I'm a sexy transgender woman with a little extra something ?. Let's get together and explore each other's fantasies. I'm open-minded and ready for some intense action. No need to be shy, just be yourself and let's have som...
  • January 28th, 2026
  • Sexy Ladyboy Ready To Pound Your Tight Ass And Fulfill Fantasies.Sexy Ladyboy Ready To Pound Your Tight Ass And Fulfill Fantasies. I'm a transgender woman with a hard cock looking to pound a man's tight ass. I'm ready to drill you deep and make you moan with pleasure. Let's explore our wildest fantasies together and have some naughty fun. ?? Whether you're experienced or curious, I'll make sure you have an unforgettable time. J...
  • Kinky Trans Woman Seeks Anonymous Head From Skilled Men, No Strings.Kinky Trans Woman Seeks Anonymous Head From Skilled Men, No Strings. I'm a trans woman craving some anonymous head from men who know how to please. I want to feel your warm mouth and tongue on me, no strings attached. ? Let's make each other feel good without any complications or expectations. I'll be discreet if you will be too. Just come over, get on your knees, an...

  • Home > Massachusetts > Casual Encounters > Transgender