Chapters tagged chastity

by Coy-toy

Chapter 12

“Yea, I’m going to say a big hell no to that challenge. I know you Alexa, and no way would I come out of being your pet without serious torment.” “Awwww spoil sport” mocks Alexa. “Well no matter... One down and one to go. Plus I still have a chance at poor little Sammy as my pet...

by Coy-toy

Chapter 14

“Sammy, strip and kneel at my feet. Now.” Alexa firmly commands. You instinctively start to take your clothes of, only half way through do you realize you never even said you would do the challenge. As soon as you start to slow down though, she barks “Sammy, Faster slut!” That c...

by Coy-toy

Chapter 15

“Charlie, I’ll need your skills please.” Charlie circles around you holding a couple long strands of rope. As Alexa watches, Charlie starts by wrapping the first strand around your chest into a chest harness. She then pushes you onto your back and begins a complicated wrap of yo...

by Coy-toy

Chapter 15

Alexa reaches behind her and pulls out a strange bit of a black rubbery material. It takes a second before you realize it is a strangely designed body suit. You start to say something, but are instantly shushed by Alexa with one finger over your lips. “Remember, the better pup yo...

by Coy-toy

Chapter 12

Charlie looks concerned for a second, then visibly untenses her body before putting on a smile that you can’t tell if genuine or fake. “What the hell, should be fun, let’s do this!” “Mmmm glad you agree pet... but before we begin, strip and get in the floor. Only humans get clot...

by Coy-toy

Chapter 13

You try to think this through. What humiliating act could you think of that you would actually be willing to do to get out of this chastity cage that was worse than being naked all night in front of your two best friends. It takes a moment before you get an idea. “Ok, well I gue...

by Coy-toy

Chapter 14

“You know,” Charlie starts to say as her Cheshire grin grows, “it would be fun to keep doing little raises and see Sam continue to think of ways to humiliate himself, but I’m not that patient. So let’s jump some steps... I’ll wager manning a gloryhole for 15 minutes!” “Wait wait...

by Coy-toy

Chapter 15

Racking your brain and coming up empty, you finally sigh and ask Alexa “So... if I want to raise but can’t think of anything, could you give me a suggestion or two?” She stares deep into your eyes, making you feel extremely uneasy, as she responds “well, the only things I’ll sug...

by Coy-toy

Chapter 10

Seeing how after one round you’ve already had your masculinity locked away and your anal virginity taken, you can’t help but consider throwing in the towel. You hesitantly ask the game creator “Well... hypothetically. Let’s say I did admit defeat. What would happen? And when wou...

by Coy-toy

Chapter 7

Alexa snickers as she reads out her challenge, “let the person to your left fuck you.” Your smile brightens for a half second, until you remember your predicament. Seeing the smile wash away from your face, the two girls cruelly laugh. “Ohhhh tough luck! This really is just not...

by Coy-toy

Chapter 8

Your brow furrows as you try to think of some way to fuck the vixen next to you while you are in chastity... to no avail. Thankfully Charlie has an idea. “You know... this really isn’t that difficult. Why don’t you just wear a strapon?” Alexa gives Charlie a glare, clearly hopi...

by Coy-toy

Chapter 8

It takes a second, but an idea pops into your head. “Well if I can’t fuck you with my cock, I guess I’ll just have to tongue fuck you instead!” This just puts a big smile on Alexa’s face, as she quickly leans back and lowers her pants. “Well if you insist, come get a taste.” You...

by Coy-toy

Chapter 9

Her body starts to shudder, getting closer and closer to cumming. You wait as long as you can, before simply pulling away to a cry of your tasty meal. “Noooo!!! Don’t stop!” Alexa begs, trying to grab you and press you back. You slip away, licking the juices from your l...

by Coy-toy

Chapter 10

Charlie grabs the phone from Alexa, who is lightly grinding against the bed in her frustration, before reading her task. “Let the other contestants crossdress you, acting as the other gender the rest of the night.” You sigh in relief that you didn’t get that challenge, before lo...

by Coy-toy

Chapter 11

“You know what? Bring it on! I can’t wait to have you sucking my cock all week long.” You say boldly, backed by a bruised ego and the confidence someone whose cock is locked up shouldn’t have. Charlie stick out ‘his’ hand, and you shake. It’s only then that you realize you don’t...

by ZombieEinstein

Chapter 11

You figure that Alexa is still frustratingly turned on from your recent 'fucking', and getting her to cum would be the obvious goal of this fucking contest. "Yeah. Lets do this." you say. "We both take turns fucking Alexa - she looks like she still needs it - and whomever makes...

by Coy-toy

Chapter 4

Behind the fiery redhead was a leashed and embarrassed teenager. Short and skinny, he would just be an average if not scrawny 18 year old boy if it wasn’t for the slutty maid dress. This embarrassing outfit was accentuated with fishnet stockings, locked Mary Jane heels, and a fri...

by Coy-toy

Chapter 7

As the match begins, Nathan’s hand switch from a skillful massage to much more sensual. One hand gently rubs circles around your back while the other moves up to your neck. This certainly throws you off your game, causing your health-bar to quickly fall below 50%. You try to focu...

by Coy-toy

Chapter 8

If you were in your right state of mind, you would never agree to that deal. Just for the chance of cumming in this sissy’s toying mouth, which you could probably do anyway if you really wanted, you would possibly give up complete control to your wickedly sadistic friend? You sho...

by Coy-toy

Chapter 9

“So the bet will not be against me, but my little sissy here. If you beat the twerp at the game of my choice, I’ll have my sissy release you long enough to cum before I lock you up again. But if you lose like I suspect you will, you have to do any one thing my pet wants. What do...