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Portland, Oregon Transgender Casual Encounters

Looking for trans hookups in Portland, Oregon? 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.

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Latest Portland, Oregon Transgender Ads

59 active listings • Page 1 of 2
September 16th, 2026
Shy Crossdresser Seeks Friend for Discreet Dressing, Possible Dates | Portland, Oregon Area

Shy Crossdresser Seeks Friend for Discreet Dressing, Possible Dates | Portland, Oregon Area

Hello. I'm a married crossdresser in the Portland area. My fem name is Gloria. I'm 28 years old, clean and disease free. I am passable in appearance and voice but the problem is that my wife doesn't approve. She knows bu...

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Throbbing Surprise Awaits: Discreet Trans Woman Seeking Anonymous Pleasure With You

Throbbing Surprise Awaits: Discreet Trans Woman Seeking Anonymous Pleasure With You

I'm a discreet trans woman looking to anonymously fuck. I have a throbbing surprise waiting for you ? Let's explore our deepest desires together. No strings attached, just pure pleasure. I'm open-minded and ready to fulf...

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Let's Get Kinky: Trans Woman Wants Dick Sucked By You

Let'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 consentin...

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TS Sugar BabyπŸ’Ž Your Perfect Trans Fantasy

TS Sugar BabyπŸ’Ž Your Perfect Trans Fantasy

Trans girls in Portland Want to meet sexy TGirls, transgender women or trans woman? Transdate is a great site to meet and connect with TGirls, as well as with sexy and open-minded men looking to date and flirt with them....

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September 15th, 2026
Let's Pound Ass And Have Wild Fun Together - Satisfaction Guaranteed!

Let's Pound Ass And Have Wild Fun Together - Satisfaction Guaranteed!

I need to pound a man's ass and have some wild fun together. I'm a transgender woman who knows how to satisfy your deepest desires. Let's explore our wildest fantasies and make each other moan with pleasure. I have the s...

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πŸ’Ž Playful Trans Beauty Seeking a Generous Gentleman

πŸ’Ž Playful Trans Beauty Seeking a Generous Gentleman

A little about me: Hi there! I’m a sweet, playful trans woman in my early 20s who loves good energy, great chemistry, and nights that turn into unforgettable memories. I’m a bit of a baby at heart 🍭 and I enj...

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TS Sugar Baby πŸ’Ž Femme

TS Sugar Baby πŸ’Ž Femme

A little bit about me. I’m a trans sugar baby and have a huge love for anything feminine. I love to be told how beautiful I look and how much you appreciate me. So, I’m looking for a confident man who knows w...

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Sexy hung and big busted Portland shemale πŸ†πŸ’¦

Sexy hung and big busted Portland shemale πŸ†πŸ’¦

Hung and Busty Shemale in Portland Hey, I'm Tammy, age 33, 38DD, well endowed lady stick, and so cute!! What more could you want in a gurl?πŸ†πŸ’¦Send your pics for mine and check my profile @Tammy38DD so we can talk and meet...

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SHEMALE BEAUTY Ready to Eat Your Manhood Now! πŸ†πŸ’¦

SHEMALE BEAUTY Ready to Eat Your Manhood Now! πŸ†πŸ’¦

Hey there! I am Blanca, a shemale beauty queen who can take top or bottom. I am ready to eat your manhood now.  πŸ†πŸ’¦ We can do bareback if you're clean. Come say hello. I'm friendly, sexy as hell and always satisfy my...

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Let's Get Naughty: Anonymous Head For Your Pleasure Only!

Let'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 ...

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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 th...

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Shemale Fantasy? Let Me Take Care of That.

Shemale Fantasy? Let Me Take Care of That.

"Experience your shemale fantasy in real life!"  Hi, I'm Gia, a shemale who loves introducing male trans admirers to the sexy world of shemale sex. I'm available to hook up with you in Portland! No strings and no dr...

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⚠️ Warning: This Ebony TS Beauty Is Hard to Forget

⚠️ Warning: This Ebony TS Beauty Is Hard to Forget

A little warning… I tend to leave a lasting impression. πŸ˜‰View My Ebony TS Profile Here I’m more than just a pretty face. I’m a confident Ebony TS woman who enjoys playful teasing, captivating attention...

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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 busin...

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Sexy Trans Woman Seeking Hot, Horny Men For Intense Pounding

Sexy Trans Woman Seeking Hot, Horny Men For Intense Pounding

I'm a sexy trans woman with a throbbing desire to get fucked by some hot, horny men. I'm craving that deep, intense pounding that will leave me breathless and satisfied. I want you to take control and show me what you've...

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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 ...

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Throbbing Trans Woman Seeks Man For Deep Anal Exploration ?

Throbbing Trans Woman Seeks Man For Deep Anal Exploration ?

I'm a transgender woman with a throbbing desire to fuck a man's ass. I'm looking for someone who craves the feeling of being drilled deep and hard. Let's explore our wildest fantasies together and make each other moan in...

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Unleash Your Desires: Kinky Trans Woman Seeks Dominant Bondage Play

Unleash Your Desires: Kinky Trans Woman Seeks Dominant Bondage Play

I'm a kinky transgender woman with a craving for 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 t...

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πŸ’‹ Sweet Looks, Wild Energy – TS Beauty Waiting

πŸ’‹ Sweet Looks, Wild Energy – TS Beauty Waiting

Sweet on the surface… a little wicked underneath. πŸ˜‰View My Trans Dating Profile Here  TS Beauty seeking fun beauty for times when beauty is needed. Imagine a pair of stockings, a pair of high heels, a body hu...

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Hung and Big Busted Tranny Babe with Added Surprise! πŸ‘πŸ‘πŸ†

Hung and Big Busted Tranny Babe with Added Surprise! πŸ‘πŸ‘πŸ†

Tammy non-op tranny, age 39, big yummy tits!! πŸ‘πŸ‘ Well hung πŸ† just waiting to be discovered in my panties (also yum!). Everything works, clean and so cute!! What more could you want in a gurl?!! Let's swap pics and number...

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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. ...

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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 dri...

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Powerful African-Queen Dominatrix in Portland, Oregon

Powerful African-Queen Dominatrix in Portland, Oregon

Professional Domme Desiree is interviewing subs. My Portland dungeon is well equipped, as this is My life, not a hobby. I am a strong, powerful shemale who will take charge and maintain total control. Your obedience will...

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PortlandπŸ’‹Your Playful TS Dream Girl

PortlandπŸ’‹Your Playful TS Dream Girl

Hey sexy… it’s Tina, your sweet and seductive TS dream girl ready to connect and share some exciting energy. 😘πŸ”₯ Let's Get to Know Eachother!! I’m playful, confident, and love meeting men who know how t...

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Trans Woman Seeks Men For Wild, Anonymous Pleasure Exploration. No Strings Attached.

Trans Woman Seeks Men For Wild, Anonymous Pleasure Exploration. No Strings Attached.

I'm a transgender woman with a craving to anonymously fuck. I'm looking for men who are down to get wild and explore our deepest desires together. No strings attached, just pure pleasure and excitement. Let's make each o...

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Penny Non-Op TS Bottom or Top | Portland, Oregon

Penny Non-Op TS Bottom or Top | Portland, Oregon

Hey, I am Penny, a non-op TS who can switch top or bottom for your pleasure, and I aim to please! I am recently new here and I am pretty nicely endowed! Send me a message online @PennyTSswitch!! I'm a mixed race trans sw...

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Horny Trans Woman Seeks Hot, Hung Guys For Wild Playtime.

Horny Trans Woman Seeks Hot, Hung Guys For Wild Playtime.

I'm a horny trans woman with a craving to get plowed by some hot, hung guys. I want you to pound me hard and make me scream with pleasure. I'm not looking for anything serious, just a good fuck session. I'm clean and dis...

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Throbbing Surprise Seeking Eager Men For Anonymous Oral Pleasure ??

Throbbing Surprise Seeking Eager Men For Anonymous Oral Pleasure ??

I'm a trans woman with a throbbing surprise between my legs, and I'm looking to get some anonymous head from eager men. No need for small talk, just come over, drop to your knees, and worship my cock like the good boy yo...

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September 14th, 2026
Gorgeous Preop Shemale Krystale Visiting Portland

Gorgeous Preop Shemale Krystale Visiting Portland

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. Wo...

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Kinky Trans Woman Craving Hard Pounding From Experienced Men ?

Kinky Trans Woman Craving Hard Pounding From Experienced Men ?

I'm a transgender woman with a craving to get my ass destroyed by men who know how to handle me. I want you to pound me hard and make me scream with pleasure. I'm looking for someone who can satisfy my every desire and l...

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Mind-blowing Blowjobs For Guys Who Can Handle It, Satisfaction Guaranteed!

Mind-blowing Blowjobs For Guys Who Can Handle It, Satisfaction Guaranteed!

I need to give some mind-blowing blowjobs to guys who can handle it. My lips are ready to work their magic and make you feel like you're in heaven. I'll take my time, savor every moment, and leave you begging for more. ?...

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Cum Indulge In A Mind-blowing Blowjob Experience With Me ?

Cum Indulge In A Mind-blowing Blowjob Experience With Me ?

Looking to give an amazing blowjob to guys who appreciate a talented mouth. I love the feeling of a hard cock in my throat, making you moan with pleasure. Let me show you how good I am at sucking dick ?. No need for smal...

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Exotic Asian Queen in Portland Now

Exotic Asian Queen in Portland Now

Asian Transexual visiting Portland  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 @TaliaA...

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Heyyy! 😍 It's Crystal 27 y/o Hot Trans Fem | Portland, Oregon

Heyyy! 😍 It's Crystal 27 y/o Hot Trans Fem | Portland, Oregon

Heyyy there! Thanks for checking my ad. I'm Crystal and I am 27. I'm fairly new to the Portland 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 gr...

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Sexy ShemaleπŸ’Ž Ready to Rock Your World!

Sexy ShemaleπŸ’Ž Ready to Rock Your World!

If you would like to have some fun in your local area with a very lovely Transgender girl, then I am your TGirl! I like to meet with men who know there own minds, and will know pretty much what they are looking for in an...

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Mind-Blowing Head For Wild Guys - No Strings Attached Pleasure

Mind-Blowing Head For Wild Guys - No Strings Attached Pleasure

I need to give some mind-blowing head to guys who are up for a wild time. No strings attached, just pure pleasure. ?? Let's meet up, get down to business, and part ways without ever knowing each other's names. Discretion...

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Kinky Trans Lady With Throbbing Surprise Seeks BDSM Play Partner

Kinky Trans Lady With Throbbing Surprise Seeks BDSM Play Partner

I'm a kinky transgender lady with a throbbing surprise between my legs, looking for some BDSM play with men who can handle me. I'm into being dominated and tied up, ready to explore all your wildest fantasies. Let's push...

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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 desir...

πŸ”’ Contact info available to members only. Membership is free!
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...

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πŸ’‹ Late Night TGirl Fantasy Awaits

πŸ’‹ Late Night TGirl Fantasy Awaits

It’s late. You’re still awake. Something about the night has you craving a little excitement… something different. 😏- View My TGIRL Dating Profile -  I’m the kind of TS fantasy girl who brin...

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Mind-blowing Head For Guys Who Love A Talented Mouth. ??

Mind-blowing Head For Guys Who Love A Talented Mouth. ??

I need to give some mind-blowing head to guys who can appreciate a talented mouth. ?? I love the feeling of a throbbing cock in my mouth, and I know just how to make you explode with pleasure. No strings attached, just p...

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September 13th, 2026
Seeking Anonymous Head? Let's Fulfill Your Wildest Fantasies Tonight ?

Seeking Anonymous Head? Let's Fulfill Your Wildest Fantasies Tonight ?

I need for some fun, looking to give anonymous head to guys who need a good time. No strings attached, just pure pleasure. I'm discreet and down to get you off in any way you desire. Let's make this a night to remember ?...

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Sexy Trans Woman With Throbbing Surprise Seeks NSA Fun With Men.

Sexy Trans Woman With Throbbing Surprise Seeks NSA Fun With Men.

I'm a sexy trans woman with a throbbing surprise between my legs, looking to NSA fuck with horny guys who can handle it all. I'm not here for games or drama, just pure adult fun. ?? If you're into exploring new things an...

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Seductive Trans Woman Ready To Plow - Let's Get Wild!

Seductive Trans Woman Ready To Plow - Let's Get Wild!

I'm a transgender woman with a craving to plow some ass. I'm looking for men who are down for a good time and ready to get pounded. I want to feel you squirm beneath me as I take control and give you the ride of your lif...

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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 rea...

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Destroy My Trans Ass And Make Me Scream With Pleasure!

Destroy My Trans Ass And Make Me Scream With Pleasure!

I'm a trans woman with a craving to get my ass destroyed by some horny guys. I want you to pound me hard and make me scream with pleasure. Let's have a wild time together and fulfill all our dirty fantasies. I'm open to ...

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πŸ’Ž Confident Ebony TS Beauty Seeking a Bold Man

πŸ’Ž Confident Ebony TS Beauty Seeking a Bold Man

If you’re someone who prefers real connection over endless small talk, then we’re already on the right track. πŸ˜‰I’m a curvy Ebony TS woman who loves attention, enjoys playful chemistry, and knows how to ...

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Trans Woman Seeks PNP Fun With Adventurous Guys For Wild Exploration.

Trans Woman Seeks PNP Fun With Adventurous Guys For Wild Exploration.

I'm a trans woman with a craving to PNP and looking for guys who are down to get wild. I want to feel your hands all over me as we explore each other's bodies. Let's forget about the world outside and just focus on havin...

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Kinky Trans Woman Ready To Fulfill Your Deepest Desires Tonight

Kinky Trans Woman Ready To Fulfill Your Deepest Desires Tonight

Looking to anonymously fuck with men who are down for a good time. No strings attached, just pure pleasure. I'm a transgender woman with a little something extra to offer ? Let's meet up for some discreet fun and see whe...

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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 g...

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