Crossdresser Hookups in Portland – Find Your Match

Looking for a clean, laid-back crossdresser or trans woman who’s interested in some intense, no-drama fun. I’m a non-smoker, clean, and Read More ...

Senior crossdresser, 5'10 in my bare feet, 170 lbs nicely shaped by corsets and such, healthy, always safe, well read and interesting to talk Read More ...

Senior crossdresser, 5'10 in my bare feet, 170 lbs nicely shaped by corsets and such, healthy, always safe, well read and interesting to talk Read More ...

I'm a 30 year old passable CD, tall, slim, and smooth. I'm looking for clean, DDF, hwp men in Portland who can host safe play and want to Read More ...

Heya, im lookin for someone with a big thick tool who likes getting serviced and sucked on. I swallow also ;). Bwc preferred but open to all with a Read More ...

Sissy CD in bed waiting with lights off and front door unlocked. Totally Anon. Mask on so I can’t see you. Or I can have my head under the Read More ...

Seeking clean and d free masculine Tops that would like to use a sissy with a very tiny d and a smooth bubble butt. Totally anonymous. Front door Read More ...

smooth body and in good shape CD bottom looking for a friendly guy that likes CD's I am not passable but i can look sexy dressed up. I Read More ...

Looking for a cd to dress up and get dolled up for me! Would be sexy to watch you get all dolled up for daddy! See you in all your sexy outfits...

Be waiting ass up. No talking. Let me walk in and pop it in you as soft or hard as you want. I want you to finish as well. Need it now. Send a pic

I’m a 28-year-old Latino male, 185 pounds athletic build, 5’10 height with a 7.5 inch member cut and clean. I’m looking for a Read More ...

Soy pasiva y me visto de mujer completamente femenina en busca de un hombre discreto con ganas de cójerse una cd como yo. Que me haga sentir Read More ...

Looking for ongoing get together with a older top man, you are the man I am the girl type of play. Lets get together a couple of times a week and top Read More ...

50-year-old White married male. 5 ft 10 210 lb. Non passable closeted crossdresser. I have a goatee. If that bothers you I could wear a mask. Hoping Read More ...

Good looking in good shape, 54 , 6ft, hoping to find a trans or cd who is fairly fit to play with. All ages welcome.

I know you are out there and I desire to take it off my bucket list. You a man of the cloth, elder or keeper of the church. I am a crossdresser who Read More ...

Mature, well dressed, and playful (but always safe) CD lady seeks mature gentleman friend. 60 yo, 5'10 barefoot (but taller in stilettos), well Read More ...

Mature, well dressed, and playful (but always safe) CD lady seeks mature gentleman friend. 60 yo, 5'10 barefoot (but taller in stilettos), well Read More ...

Normal, sane, and clean. Looking for a CLEAN top. Into anonymous fun. Don’t be a creep, don’t be a pic collector, be serious about Read More ...

So I'm gonna be a hundred percent honest. I have never experimented in this way and I want to now. Im 38 and 155 lbs average build brown hair Read More ...

good looking fit smooth discreet cd looking for a sexy masculine fit guy for some fun. bi or curious is fine and first time is ok too. more Read More ...

Coming to town for a few days starting on Sept 22. Will be staying downtown during the week. Looking for a fun easy going daddy type that wants to Read More ...

I’ll be in town for a week and have a hotel all to myself self. Looking for a latex or leather wearing sissy cd femboi to come have some fun Read More ...

Looking for a mature CD or Sissy who likes to feel sexy dressed up. 5'10", 180 lbs. DDF, hung and girthy, selective and regularly tested. Read More ...

Have you been wanting to play with a nice di k in your hands? Let me know I would love for you to work me out of one anytime.

If interested please read the whole post. I will not respond to one line responses. Please tell me your stats. I prefer married or partnered with a Read More ...

I am 31 sissy gurl looking to serve. I am looking for a fit hung masculine dom to host me. Let me come over and do some light clean while you Fondle Read More ...

Shy, Submissive and discreet Sissy CD hosting late afternoon early evening at nice home in Beaverton. On way home to shower and clean up and get all Read More ...

Hi I'm Riley. 5'9" 230 56years old. I am a total bottom, smooth, juicy sissy. I love to please my top and take care of his manly Read More ...

DL discreet crossdresser that has a fantasy of helping out men who aren’t being satisfied at home. Dress me up like your wife/gf in her Read More ...

Gonna be in town for work for a few days, looking to host a dom top at my hotel for some fun. Love to dress sexy and be a sub sissy slut for an Read More ...

Years ago, on CL, I met a nice CD Lady and would visit her once week or so for mutual, intimate fun playtime and secret companionship. It was great Read More ...

I’m curious and wanting to get a discreet blowy from a cd or ts. Anyone interested in showing me the ropes? I’m not able to host but can Read More ...

Hey. Looking for a smooth cd or twink for adult fun! I have some new thigh highs, panties, bra, and wig for a sexy ladyboy to model for me. If this Read More ...

Im a simple man who has been exploring new things and I am looking to explore with cd ts or sub sissy you need to host please

I am 27, 170 pounds and 6 feet tall looking for discreet head. I can host. Hoping to lay back and have you worship discreetly. Please be femme cd ts Read More ...

37 years old 5'11 curvy chubby thicc girly bottom. Bbw Asian. Small (tiny) uncut. Safe only with condoms. Vaxxed. Discrete. Disease free. I do Read More ...

Hey i love my girl but ive found a nice sissy mouth on the side is a great thing to have. Im looking for deep sloppy work nothing more than mouth. Im Read More ...

Bottom CD looking for cis masc tops. I have pix to send. I’m discreet, closeted, and private, so great for married guys. I don’t have any Read More ...

Sexy sub bottom looking for a fun Daddy Top for fun sexy sessions. I can host you at my place. Hit me up with a pic and what you are into. I got lots Read More ...

Passable cd looking for a man that can host and get me dolled up with some lingerie. If your interested please reply with what you can provide :)?.

Sexy CD that can host you. I'm hot sexy Cd, discreet. Have red wig, fishnets red lingerie. You be hung and horny. Love big units, bbc, kinks, Read More ...

White male 56 ddf super clean looking for crossdresser trans for Sissy for Mutual play open to most,, I can host West of Salem

Shy submissive smooth Sissy CD can host clean d free and discrete men. Totally anonymous, lights off and front door unlocked and Sissy waiting in bed Read More ...

Want to show daddy your sexiest outfits? Wonder why daddy is getting a bulge in his pants watching you? Maybe daddy needs a release mommy isnt Read More ...

Hello, I am 21, CD who is very feminine and learning my true journey! I have always wanted to be with a Mommydom and learn how a real girl please Read More ...

Sexy CD looking to host a hung top. Could also travel. I'm Sexy, fine behind, nice package. Love kinks, toys. Open to some ideas. Please include Read More ...

Hello, I am 21, CD who is very feminine and learning my true journey! I have always wanted to be with a couple and learn how a real girl pleases a Read More ...

I'm 29, just looking for a top CD or trans woman for some fun sometime. Mainly looking to suck, but definitely up for more too if we're Read More ...

Hi. Ny name is Kitty. I am a petite smooth asian femboy CD visiting from California with a big appetite for big straight dik. I love being on my Read More ...

well put together guy looking for a transman or smooth CD to play with. i can host for the right person, but also down to go to you. 7" cut and Read More ...

I'm looking for a hung top that is legit interested in connecting.. I have a nice azz big unit can host . Have a few ideas. Dressed in fishnets Read More ...

You a cd/Ts that wants to get all dolled up for a straight guy and let him watch you J.O? Would love to see you in all your outfits will you rub....

Hello I am a naughty Crossdresser looking for a Top or tops who might like to meet up during the day someplace for some adult fun. If you are Read More ...

i’m white 51 slim fit and sane. 5ft10 160. looking for a host for this Friday during the day 8in cut thick and trimmed nice. Very clean Read More ...

If you are not a cd please do not respond I’m ally and am looking for a cd fwb. Love lingerie and high heels and love sex. Ideally I need a Read More ...

Looking for a cool person to get to know and nerd out with. I’m very sexual but enjoy friendship as well. Looking for fwb and if you are Read More ...

I'm a semi passable CD submissive oral sissy bottom. That's the role and position I prefer to play. I need to travel. I am looking for a Read More ...

Senior crossdresser, 5'10 in my bare feet, 170 lbs nicely shaped by corsets and such, healthy, always safe, well read and interesting to talk Read More ...

Senior crossdresser, 5'10 in my bare feet, 170 lbs nicely shaped by corsets and such, healthy, always safe, well read and interesting to talk Read More ...

29, 5’8, 150 , blk, fit, smooth , and fairly passable cd visiting Portland. Seeking a fun guy to hookup with. I can host at my hotel. No drugs Read More ...

Hey i love my girl but ive found a nice sissy mouth on the side is a great thing to have. Im looking for deep sloppy work nothing more than mouth. Im Read More ...

Smooth juicy Sissy CD slut lives to host men for their pleasure. My favorite is to please married men with my throat and pussy.

Hi! I am a hrny shy nerd who would love to have you playing with my cock as long as you want in some anonymous fashion. If you have any ideas Read More ...

I want to come over now and play. Looking for this morning. If you want me to slide in and go as slow or fast as you want. Mag me now with a pic. Read More ...

I am a 52 yr old smooth shaven from the waist down passable CD that is 5'7 160 6c in sexy panties wanting hung tho k Dom men to f**CK my pink Read More ...

Just got a great pair of e-cup breasts and looking to break them in. Large, firm and perky - my friends say the "feel real" and look great. Read More ...

mature CD looking for the same please be smooth I am in Vancouver have the AC on just need a kinky playmate who is verse this is for now

I have a couple ideas. I'm a sexy hung cd that can host at my discree houset . I'm very discreet horny looking for a hung top. I could get Read More ...

Masc, tall, tattooed, and generally normal Portland dude with a big kinky streak looking for a hookup / FwB for kinky fun. Likes to wear lingerie, Read More ...

Hi, 49 year old gentleman, healthy, fit, 173lbs, athletic legs, straight guy with a passion, love for pretty, feminine trans females or cute CD boys. Read More ...

I'm looking for one or more men that could take the time to turn me into a sexy/naughty gurl. I can't host but could possibly get a room. I Read More ...

Hello I am 35 years old drug and disease free with recent clean tests. I am 6'4 big hands and cock looking for a young smooth small fem, ftm, Read More ...

I'm looking to connect with a cute CD who enjoys dressing. I’d love to see you dressed in sexy, enticing outfits—whatever makes you Read More ...

Shy submissive Sissy CD can host clean d free Men that want to relieve some stress from their day in an anonymous atmosphere. Front door unlocked, Read More ...

I’m searching for a submissive bottom crossdresser I can top a few times a week . I’m 36 years old straight male Ddfree 5’7 “ Read More ...

Hi Im searching for a submissive bottom femboy cross-dresser for regular encounters with. I’m 35, straight Hispanic male good looking and Read More ...

Available daddy here searching for my daily sissy cd That’s right I’m looking for a submissive bottom cd I can top regularly. I’m Read More ...

25 y.o fem Latino cd sissy looking for straight or bi men. Message me for more details. I have pictures and can host or travel. Live in Silverton

45yo, 7”, cute and naughty CD, I have many outfits, makeup, boobs and wigs to show off for u. Looking to watch some porn, mess around, go down Read More ...

Be under 30, slender and have a strong desire to please fit attractive daddy. I have lots of cute outfits for you to wear.

I must host weekdays. UGoin fast? Hmu with any idea you have. Love women and trans. Would love to create some sexy content. Anyone into cnc? The Read More ...

I’m a discreet, clean, and very submissive sissy CD who loves embracing my feminine side. I enjoy dressing up and would love to meet confident, Read More ...

6’5”-220-bearded and tattooed-I’m vers on oral -would you believe that I’ve never had a guy cum in my mouth? Hopefully we can Read More ...

Make this short, but will text phone number and pictures. Be prepared to do the same. I am a good looking tall and white dude with a nice body short Read More ...

Hello, I am a good looking discreet, dude with a nice body and beautiful cock looking for an ongoing relationship with the right GURL, trans, CD or Read More ...

Looking for a crossdresser that likes role play oral and other fetuses. Age is no problem. Please send pictures in dress and likes. I cannot host Read More ...

I am a smooth fem good looking CD (semi-passable). I am looking for tall handsome rugged men for some casual pure fun. Everything must be safe and Read More ...

As the title says I am a 48 y/o crossdresser looking to host another mature crossdresser to dress with and have sane, safe fun with. I am hoping to Read More ...

Hi I'm 49,5'9" and 150 lbs. I'm a lifelong CD a sub bottom only. I love dressing up pretty and sexy for slutty especially for a Read More ...

Who's got a hotel in Astoria tonight and wants to go dancing and share there room with a sexy cd and see what else might happen

Passionate straight gentleman who wants to worship a cute CD this afternoon and evening. Love making out, getting amazing oral (will recipe if Read More ...

We pick a spot in SW to meet and you find me walking all alone in my short short dress and big boobs. I’m 5’8, white, 150, great legs, Read More ...

Im a biwm masculine top stocky build 225 5' 11" nice thic 6.5" coc. Looking for a mature CD that likes to play in lingerie do not have Read More ...

Ultra discreet Crossdresser looking to meet quality guys for safe fun! Fit, smooth and sexy. Looking for dominant guys to use me. Love to dress up Read More ...

Mature cd definitely passable from neck down. Seeking a casual hook up with a gentileman Explore my body and Ill find a spot for you NSA Im closeted Read More ...

I’m looking for a regular ongoing FWB with a sexy sissy who is not a complete slut and doesn’t get f@&$? by different guys every Read More ...

Looking for a bottom, sissy, CD for some fun. Heading down to Mr peeps or peeps too for some fun this afternoon. We can also have some car fun. Pic Read More ...