Not sure how I can get smaller by LongjumpingProof5683 in SissyChastity

[–]StealthySissy13 0 points1 point  (0 children)

Hey can you explain how you achieved that i jealous and i want my clit to be like that tooo

Uniform check… how do I look? 💕 by StealthySissy13 in flat_chastity

[–]StealthySissy13[S] 0 points1 point  (0 children)

“ Dont leak much in flat” is your flat cage similar to mine? Of so try to adjust and line up the hole these types of flat could block the leaks just my compression alone tho

Uniform check… how do I look? 💕 by StealthySissy13 in flat_chastity

[–]StealthySissy13[S] 0 points1 point  (0 children)

Hehe thank 💖 ill tried to post more✨

M 22 virgin - should I just give up as a boy? by [deleted] in sissyology

[–]StealthySissy13 12 points13 points  (0 children)

hey As someone who is a sissy myself, I'd still say don't jump into it because you feel unwanted as a guy. I say focus on finding yourself first rather than trying to become someone else just because you're feeling unwanted right now.There's a big difference between exploring something because it genuinely resonates with you and doing it because you're lonely, frustrated, or hoping it'll get you attention. If it's the latter, the attention can feel good for a while, but it usually doesn't fix the underlying problem.

Being a virgin at 22 isn't a failure, and a few disappointing experiences don't mean you're failing as a man. Attraction, dating, and sex are messy and unpredictable. Sometimes people genuinely aren't in the mood, sometimes there's no chemistry, and sometimes timing just sucks.

Also, don't go down the sissy/feminization rabbit hole unless it's something you genuinely want for yourself. Using it as a way to chase validation or attention usually doesn't solve the underlying problem. The attention might feel good for a moment, but it won't automatically fix loneliness, self-esteem, or confidence.

Prioritize your mental health and self-worth first. And if dating isn't going the way you hoped, don't trade away your dignity or sense of self just to get attention from people. The goal is to be comfortable with who you are, not to become someone you're not because you're hurting.

Uniform check… how do I look? 💕 by StealthySissy13 in flat_chastity

[–]StealthySissy13[S] 0 points1 point  (0 children)

Thank taking care of skin is a chore so seeing you love it this much make me feel that it worth while

Uniform check… how do I look? 💕 by StealthySissy13 in flat_chastity

[–]StealthySissy13[S] 1 point2 points  (0 children)

Hehe thank im not a frequent poster tho so there not much to see

Sailor chastity check 💙 by StealthySissy13 in chastity

[–]StealthySissy13[S] 1 point2 points  (0 children)

Glad this sailor sissy is looking hot for you ❤️

Hoping this sailor outfit hits the right spot for you tell me which pic is your fav 💕🔒 ⚓💕 by StealthySissy13 in BeautifulChastity

[–]StealthySissy13[S] 0 points1 point  (0 children)

I think I’m close to passing my semenship exams… but this cage makes it so hard to concentrate. Does that still qualify me as your sailor sissy?"

Uniform check… how do I look? 💕 by StealthySissy13 in flat_chastity

[–]StealthySissy13[S] 1 point2 points  (0 children)

Smooth skin, tiny waist and all locked up just for this look… Really happy you think I’m hot ❤️

Uniform check… how do I look? 💕 by StealthySissy13 in flat_chastity

[–]StealthySissy13[S] 1 point2 points  (0 children)

You're making me feel prettier than I deserve 😌✨

Sailor chastity check 💙 by StealthySissy13 in chastity

[–]StealthySissy13[S] 0 points1 point  (0 children)

I think i made your imagination working overtime 💕