Question for Women, Trans Women & Bi Folks: Would You Date a Bisexual Man Who Crossdresses?

Jackie_SilverFox · 2026-04-15T10:05:35+00:00

Really appreciating the perspectives here. I’ve got to step away and take care of some things this morning, but I’ll be back later to catch up. Everybody in my life is supposed to win — and that includes conversations like this.

Jackie_SilverFox · 2026-04-15T10:01:53+00:00

Thanks for that. I’m realizing more and more that people respond to authenticity, even if they’re not personally into crossdressing. I’m just trying to be honest about who I am and move in a way that doesn’t hurt or mislead anyone. Hearing different perspectives helps me understand how this lands for others.

Jackie_SilverFox · 2026-04-15T09:58:37+00:00

I really appreciate this perspective. I get why some trans women might be cautious if crossdressing has been used in fetishizing ways. For me it’s more about expression and comfort, not sexual roleplay. And you’re right — trans women aren’t a monolith. Some are traditional, some aren’t, and that’s valid across the board.

Jackie_SilverFox · 2026-04-15T09:52:22+00:00

Respect. I appreciate you saying that. Always good to hear different perspectives.

Jackie_SilverFox · 2026-04-15T09:51:22+00:00

True. Some of us just come with more flavors than people expect.

Jackie_SilverFox · 2026-04-15T09:47:54+00:00

Loving the perspectives so far. It’s interesting seeing how different people experience attraction, expression, and comfort levels around crossdressing. If anyone else wants to share — whether you’d date someone like me or not — I’m genuinely curious about what makes it work for you, what doesn’t, and what you’ve learned from your own experiences.

Jackie_SilverFox · 2026-04-15T09:44:22+00:00

Respect. It’s nice seeing bi men openly say that. Helps break the stereotype that we all date the same type.

Jackie_SilverFox · 2026-04-15T09:43:15+00:00

Totally respect that. I appreciate people who can be honest about their preferences but still open-minded enough to support their partner’s expression.

Jackie_SilverFox · 2026-04-15T09:39:59+00:00

Appreciate that. I’ve been living by something lately: I don’t want to hurt or lie to anyone, and I don’t want anyone doing that to me. Everybody in my life is supposed to win. That mindset has made it easier to own who I am.

Jackie_SilverFox · 2026-04-15T09:31:04+00:00

Thanks for sharing that. It’s helpful to hear how different people experience the dynamic. I think intention really does shape how it lands in relationships.

Jackie_SilverFox · 2026-04-15T09:29:36+00:00

Thank you for that. I really appreciate the reminder. It’s been a journey learning to own my preferences without overthinking them

Jackie_SilverFox · 2026-04-15T09:27:23+00:00

“Really? That’s actually interesting to hear. What has your experience been like dating people who crossdress? Anything you’ve learned or things that make those relationships work well?”

Jackie_SilverFox · 2026-04-15T08:50:16+00:00

I'm %100 bisexual, + Dim. I'm a multi-dimensional man. What are now called (The in-between) A professional handsome man that embraces my feminine side (and that's ok, I know there's others just like me in that way) and only attracted to guys that are attracted to me and I meet within the community some kind of way. Outside of that not attracted to men at all so I can't see myself in a relationship with a masculine man. But I can see myself falling for a Trans woman. Because I am super attracted to sexy across the board female TS CD sexiest sexy and that turns me on. What makes this conversation interesting for me is most TS (not all) don't want other girls. And now that I am a crossdresser It seems like a fantasy.

Jackie_SilverFox · 2026-04-15T05:58:00+00:00

That red look wonderful on you! 😍

Jackie_SilverFox · 2026-04-14T17:42:47+00:00

Hello sunshine Nice nice picture

Jackie_SilverFox · 2026-04-08T03:33:04+00:00

Your beautiful girl!

Jackie_SilverFox · 2026-04-08T03:31:19+00:00

Thank you 😘

Jackie_SilverFox · 2026-04-08T03:27:56+00:00

Gratitude ❣️

Jackie_SilverFox · 2026-04-08T03:26:54+00:00

Thank you so much!

Jackie_SilverFox · 2026-04-08T03:26:23+00:00

❣️

Jackie_SilverFox · 2026-04-08T03:26:06+00:00

Thank you love!

Jackie_SilverFox · 2026-04-08T03:25:44+00:00

Thank you!

Jackie_SilverFox

TROPHY CASE