[usa] #portland, OR. Hoping for a partner

NSFWSissy For Male

I’ve always been interested in exploring gender. As far back as I can remember I wanted to see what being a lady was all about. When I first moved to the city from a rural part of Oregon, it felt like an opportunity to be more open. I began keeping my body hair shaved, women’s undergarments under my clothes, wearing make up,, alternating pronouns and more.

Somewhere along the way my other interests became more central, I was hanging out with a less queer crowd and had a lot on my plate. The girl in me who was excited to be free kind of lost her way and got buried for the time being. I also found romantic interests to be turned off by this side of me over and over.

At present my life is in an uncertain transitional stage. Part of me is scared but part of me hopes to reconnect with my gender fluidity. I’m excited to breathe new life into a part of me that’s been waiting under the surface for a long long time. I’m really hoping to find someone who understands and would be interested in my feminine side. It’s often caused my relationships to fail. So I’m looking for someone to date HER. I don’t know if I’ll ever be able to be comfortable being out as a transwoman. But this is my next attempt to lean into it gently. Am I passable? Idk. When I’m dolled up to the 9’s I’m close, I’d definitely consider myself cuter when femme. My hair has thinned a bit over the years, I keep it cropped short these days but wear wigs when I dress for now. I’m planning to take finasteride/minoxidil to reverse that. As an added bonus it has some feminizing side effects, I think of it as a baby step to hormone therapy. I love keeping smooth but it’s a bit of work and I sometimes break out in uncomfortable razor bumps. I found a place that does sliding scale electrolysis (body hair removal) for people with gender dysphoria. I plan to go through with that and become naturally smooth all over. I’m also applying for new jobs with a more femme name.

Now, most importantly for this ad, about you. OVER 30 UNDER 60. I can’t tell you how many replies I get “I know I’m older but” save yourself the trouble. Im not for you. And you’re certainly not for me. So I’m looking for a guy 30-50. Im not too particular on body type, muscles are nice but I like chubby guys too. Uncut bwc is a major plus. I’m into goth/punk subculture so I’d prefer someone alternative over someone nerdy or sporty. Although sometimes nerdy guys can be cute. I’m not much of a gamer but I’d love to give you head while you play. In fact giving blowjobs is probably my biggest turn-on. I’m open to some light bdsm down the line. Being restrained coulhd be fun. But I’m not into painful, vengeful sex. I AM into sweet, slow, romance. Lots of kissing. Rub my back. Eat my ass. Kiss my feet. Give me my first creampie and claim me as your special girl. Let me know often that I’m better off embracing this side of me and that you’re here for her. I’m looking to DATE. Not just hookup. I have a fantasy of taking selfies together so I can send them to my supportive and horny ex to tell her I finally have a boyfriend. I’m happy to be monogamous to you if you wish. I haven’t dated anyone for the past 2 years because I’ve wanted to figure this part of me out. I’m ready to try for the right guy. Please respond with a few pics, and show your face. Tell me about your desires and expectations! I can’t wait to hear from you. -Alexandra.

Posted Oct 10, 2025, 7:15 PM UTC

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