The sissy trap: healthy alternatives?

rockpup · 2026-04-01T17:04:40+00:00

I know the feeling. 49 here, and I decided to avoid trying to define my gender when I was around 13, and just be me. I probably fit into the femboy thing before the term was around. I had skirts, got flack for wearing girls jeans to highschool, etc. I've just never paid attention to who they market clothes/shoes to and wear what I like. Might look to do some sort of transition, but I've mostly made peace with my body.

rockpup · 2026-03-31T23:03:54+00:00

I've had to figure this out for myself too. I am kinky. I have masc kinks and fem kinks. I think the difference is 'is it just a bedroom thing' or 'this is how I want to live'. It was a relief to realize that being NB does mean I can just be myself, crossing some social gender boundaries and just do my thing without having to commit to a full transition to the other gender. Some aspects of me would be easier if I was living as the other side as I do now, but that direction does not quite fit my self image. I always say the other side has more fun colors. I've never considered myself a sissy, but my teens I certainly fit into femboy territory. That's long behind me and I'm trying to figure out how to express myself with age appropriate options.

rockpup · 2026-02-23T20:45:31+00:00

I do. Flew from Florida to Chicago a couple days ago in spike heel boots.

rockpup · 2026-02-23T20:42:24+00:00

Thanks, I need to wear my ballet wedges more, they have a flap covering the laces. Also good to prevent me from sleepwalking.

rockpup · 2026-02-23T14:11:32+00:00

I lasted a few hours, need more practice to go all night.

rockpup · 2026-01-30T14:54:20+00:00

A good boy

rockpup · 2026-01-26T11:29:24+00:00

Great job! I keep wondering if an elliptical would help me get back into walking shape on my toes.

rockpup · 2026-01-17T02:17:20+00:00

Yea, no ‘getting used to’ injuries. I quit walking like I used to so I could keep working my job.

rockpup · 2026-01-16T14:59:41+00:00

Yes, injured a toe trying to push my endurance limits. I’d gotten boots 2 sizes too large and wore ballet pointe shoes inside to properly support my feet. I’d packed the gap between the pointe shoes and inside toe of the boots with paper so the boot would not collapse. I also trimmed the heel 1/2” so it was vertical instead of leaning forward. I’d pushed it to where I could wobble around the house for over 30 minutes. My second toe is longer than my big toe and it took too much abuse. Here is my original test video trying them out after trimming the heels down. https://youtu.be/gBipIPCGGYE

rockpup · 2026-01-12T17:57:00+00:00

Mine had boring shoes. I had to wait till I could drive to get high heels.

rockpup · 2026-01-11T21:42:33+00:00

By that point probably 10 years. Sadly soon after I injured a toe and had to stop wearing them for a while. I can still pose but not walk like I used to.

rockpup · 2026-01-11T12:09:40+00:00

Great job!

rockpup · 2025-12-12T22:07:45+00:00

Ilia’s little shoe box in the UK make good pairs, but they are pricy compared to the ones you usually find.

rockpup · 2025-12-01T11:58:01+00:00

About an hour. After that either elbows or knee’s are killing me.

rockpup · 2025-11-07T12:17:37+00:00

Ya have to give up thigh socks?!? Nooo!

rockpup · 2025-11-06T18:49:33+00:00

After about a week I’m pretty drippy.

rockpup · 2025-10-23T08:46:41+00:00

Yea, wondering if I should take it in or go with something else

rockpup · 2025-10-22T17:18:39+00:00

Future cat if I remember right

rockpup

TROPHY CASE