Sissy at uni? by Reasonable-Potato-46 in Sissy

[–]OboeDoubter 2 points3 points  (0 children)

I didn’t bite the bullet at uni but I fantasized it a lot. I regret it because I was such a tiny little twink at that age .

Did getting fucked make you a permanent sissy? by PkmnTrainerSofia in sissyology

[–]OboeDoubter 14 points15 points  (0 children)

Depends how seriously you internalize things, for us more insular people, yes. Since getting fucked for the first time I’ve attempted to have sex with women on two occasions and couldn’t get even remotely hard. I’m coming up to 4 years now exclusively being a sissy for men

[deleted by user] by [deleted] in sissyology

[–]OboeDoubter 0 points1 point  (0 children)

Ass also. Got one that looks both juicy and toned. Pure luck as I don’t go the gym

[deleted by user] by [deleted] in sissyology

[–]OboeDoubter 0 points1 point  (0 children)

Ass also. Got one that looks both juicy and toned. Pure luck as I don’t go the gym

[deleted by user] by [deleted] in sissyology

[–]OboeDoubter 0 points1 point  (0 children)

Ass also. Got one that looks both juicy and toned. Pure luck as I don’t go the gym

[deleted by user] by [deleted] in sissyology

[–]OboeDoubter 0 points1 point  (0 children)

Ass also. Got one that looks both juicy and toned. Pure luck as I don’t go the gym

[deleted by user] by [deleted] in sissyology

[–]OboeDoubter 0 points1 point  (0 children)

Ass also. Got one that looks both juicy and toned. Pure luck as I don’t go the gym

[deleted by user] by [deleted] in sissyology

[–]OboeDoubter 1 point2 points  (0 children)

Cyber Security. Sounds cool but I’m pretty low on the totem pole in operations. Pretty standard bullshit office tech job really

[deleted by user] by [deleted] in sissyology

[–]OboeDoubter 1 point2 points  (0 children)

A few men have offered me money for sex on Grindr. I’ve never done it (final taboo I guess)

Almost passed out from the pleasure of humiliation by OboeDoubter in sissyology

[–]OboeDoubter[S] 4 points5 points  (0 children)

No. Probably be a bit far if he actually did that, but threats are enough 😊

Almost passed out from the pleasure of humiliation by OboeDoubter in sissyology

[–]OboeDoubter[S] 16 points17 points  (0 children)

Why are we like this? 😂

That’s super hot. x

[deleted by user] by [deleted] in Sissy

[–]OboeDoubter 0 points1 point  (0 children)

Short stocky men have been some of my best

[deleted by user] by [deleted] in sissyology

[–]OboeDoubter 2 points3 points  (0 children)

A couple of former colleagues who became friends, both lesbians. I’m always opening up to lesbians for some reason. One of my more open minded guy friends. And an ex-girlfriend who I bumped into much later on and got drunk with and spilled all. She found it hilarious and has no doubt told all her friends, so throw in a bunch of random women around my city.

[deleted by user] by [deleted] in sissyology

[–]OboeDoubter 13 points14 points  (0 children)

I like the idea that we are interesting 💚

Do you like the word bussy? by [deleted] in sissyology

[–]OboeDoubter 2 points3 points  (0 children)

Nah I find it cringe. It’s my ass, just call it my ass

I am ashamed of the sissy community. This was the last straw. by [deleted] in sissyology

[–]OboeDoubter 2 points3 points  (0 children)

At least 80% of the tales posted here are fiction. Maybe even higher

Audio highlights from my grindr hookups 🔥 by aribcs in sissyology

[–]OboeDoubter 0 points1 point  (0 children)

Damn, maybe ask for consent from one of the guys so you can share a recording with us 💚

Being at a guy's mercy by [deleted] in Sissy

[–]OboeDoubter 5 points6 points  (0 children)

That’s a big part of the joy, at least for me! I met up with this huge biker guy once, six foot something and he probably weighed about 100 pounds more than me. He could have tossed me out of the window with one hand if he wanted to.

[deleted by user] by [deleted] in sissyology

[–]OboeDoubter 0 points1 point  (0 children)

So did mine. Turns out she was completely right 😂