Chapters tagged chastity

Balls first! by tinkerobi2

Chapter 24

You hated to admit it, but you were sure you were starting to get used to the constant squeezing of the cage trapping your cock, what was once a painful misjudgement on your part was becoming an unwelcome reminder of your position.. its crushing reminder less painful as you accep...

15 Likes

843 Views

its different... by tinkerobi2

Chapter 25

As you mentally ready yourself for their cock, have to correct yourself, wanting to shave yourself bald, calling them master even to yourself. This wasn't where you aiming to be when you joined this session, but with every twitch from your caged cock more affirming thoughts of yo...

16 Likes

819 Views

Good performance! by tinkerobi2

Chapter 26

The first surprise had come at how quickly you had learnt how to breath while deep throating, you had been unsure if the game or VISS had any safety limits setup to prevent you being faced fucked or not. It even didn't seem right, in through the nose as the clock pull...

15 Likes

826 Views

Plead with the sissy by tinkerobi2

Chapter 27

Restrained as you are and exhausted from your first blowjob, you could only continue to look forwards and between the legs of your Sissy Master. Their cock still hard even after what must have been an epic orgasm on their part, a large balloon of cum had formed at the end of thei...

26 Likes

1,135 Views

Yes! Maybe! Tip your head back! by tinkerobi2

Chapter 28

And you tip your head back, was it because you wanted to? because your Sissy Master had told you to? or because this was the last part of that quest? Does it even matter at this point as there wasn't much of a choice regardless of the reason. "Now remember, Sissy's don't spit!",...

16 Likes

664 Views

Not even close! by tinkerobi2

Chapter 29

Its warm, thick and probably a lot less than it feels like, but the contents of the condom is now sitting at the back of your mouth and tongue. You are unsure if you can swallow whats now in your mouth with the gag in place without gagging, "Aww... poor sissy can swallow my cock,...

17 Likes

704 Views

Pastel Sissy (insane) by Coy-toy

Chapter 5

You didn’t think there was a chance in hell you could win this game on insane difficulty, but you wanted to both challenge yourself, and find out what cumdrunk mode felt like. Knowing you were going to lose anyway, you designed the sluttiest character you could imagine. You deci...

43 Likes

9,195 Views