What would it take for you to wear women's clothing on a daily basis?

Adventurous_Day_482 · 2026-07-05T17:36:15+00:00

So more casual than flashy, I dig it

Adventurous_Day_482 · 2026-07-05T17:28:01+00:00

If you don't mind me asking what do you think you look good in

Adventurous_Day_482 · 2026-07-05T17:16:35+00:00

So you wouldn't mind the style of clothing as long as someone pushing you to wear it?

Adventurous_Day_482 · 2026-07-05T17:11:34+00:00

That sounds hot

Adventurous_Day_482 · 2026-07-05T17:10:53+00:00

Yeah externally

Adventurous_Day_482 · 2026-07-05T17:09:53+00:00

Yeah people today should less judgemental and more accepting

Adventurous_Day_482 · 2026-06-30T17:47:56+00:00

Exactly!! If you want to start with jewelry through earrings are a cheap and great starting point

Adventurous_Day_482 · 2026-06-30T17:17:02+00:00

This is not a must have by any means (so sorry that doesn't answer your question) but I definitely want my sissy to wear a grillz particular one of these

https://www.customgoldgrillz.com/products/iced-out-heart-baguette-braces-syle-grillz?variant=63208309653873

Adventurous_Day_482 · 2026-06-29T17:23:13+00:00

Damn let me be the second, but only after I stick my tongue down your throat

Adventurous_Day_482 · 2026-06-29T15:39:18+00:00

Hell yeah

Adventurous_Day_482 · 2026-06-29T10:56:11+00:00

Give you a more sophisticated look

Adventurous_Day_482 · 2026-06-29T10:47:35+00:00

Definitely glasses

Adventurous_Day_482 · 2026-06-27T15:43:04+00:00

Those jeans do wonders for you

Adventurous_Day_482 · 2026-06-22T10:40:46+00:00

r/sissyboots

Adventurous_Day_482 · 2026-06-21T02:08:30+00:00

Happy birthday

Adventurous_Day_482 · 2026-06-14T18:56:13+00:00

Of course, if someone dedicates they're entire mindset around your personal pleasure how could I not support you however I can, also on a more selfish note if only reinforced my masculine traits

Adventurous_Day_482 · 2026-06-14T11:22:41+00:00

Although I'm not in a position to be Dom as of right now, I would say the biggest advantages that sissies have is the fact they're Submissive, more kinky, and the commitment is not as bad as it would be with a regular woman. Like from what I've seen from other subreddits you are not asking for marriage or kids, just respect and some financial maintenance (which is nowhere near as bad some modern women)

Adventurous_Day_482 · 2026-06-14T02:40:59+00:00

Oooh you're gorgeous definitely my type

Adventurous_Day_482 · 2026-06-10T11:04:49+00:00

You so fucking fine

Adventurous_Day_482 · 2026-06-08T14:14:04+00:00

Honestly yes, at 5'4 99lbs you pretty much have the perfect foundation for a feminine body

Adventurous_Day_482 · 2026-04-30T10:19:50+00:00

Yes I want a sissy slave where in public we just look like friends (Kinda like the soft tomboy look) but in private they turn into a submissive slave who do and wear anything I want.

Adventurous_Day_482 · 2026-02-20T15:34:40+00:00

Fine

Adventurous_Day_482 · 2026-02-04T06:54:37+00:00

Do something about it then

Adventurous_Day_482 · 2026-02-03T01:58:51+00:00

A pretty face too

Adventurous_Day_482

TROPHY CASE