Unbetitelt @maybe-or-idontknow - Tumblr Blog

"Negotiation" 🧐

Hmm, I do feel like you deserve some kind of reward- you've done so well after all, lasting a whole month in chastity your very first time locked up without begging. Letting you cum though... I'm just not sure, that's a big ask after all and you still have two months left on your original sentence!

Okay okay since it means that much to you then I'll do it- but for a price. If you cum today I first want to hear you accept that chastity is where you belong and ask to become my caged pet for life. No time limits or guaranteed releases, you'll cum if and when I allow it, and I won't always be as kind as I am right now.

If that sounds like too much for you though we'll say no more about it, you can wait out the remaining two months of your sentence in blissful suffering and regain your freedom at the end. If at any point you change your mind though just say the word- I'll have you unlocked and cumming within minutes, and your cock will become my permanent property.

malechastitycaptions

Duh... 🔑🙁

elle-gurl

Virginity support from bestie

Just let me help! This is what friends are for. really, I don’t think you’re so hopeless, you’re just.. misguided. Believe me, after I’m done with you, you’ll see just how easy it can be get laid. Come on, I have the perfect club dress for you!

this one is for @alwayscute that started it all haha. Also, thanks for 500 followers girlies!

sisshefemboy

Sissies need the metal spikes to keep them controlled, help them be good girls.

atlsecretsissy

Always feels so exhilarating. Sometimes I even pull them up high enough for people to see the color.

andrearose96

Be a good Owner and tell me… would you keep me on a leash? Yes or no 🤭🌹💗

masterxxdaddy

Sissy girls who want to leave their masculinity behind and start a new life, who want to become women, I will make you a true woman.

malechastitycaptions

Sounds fair. 🔑🙂

malechastitycaptions

hm... 🥰🔑

rtpx69originals2

I said I needed more tease and denial from her while I wore the cage. She admitted me to a clinic that specializes in just that. I need to be more careful what I ask for.