Even maximum security inmates may be granted to leave the prison grounds, if they are well restrained and accompanied by guards.
#prisonplay #jailplay
Slaves do not have the right to choose when, where or how they cum! Which is why our sissy sailor stays locked at all times unless his CO is administering a needed “training” or “disciplinary” session.
So glad the weekend is here. Feels like I've been run over by the Rhino
#superherofetish
Day 3 of no-you-MAY-not chastity cage checks! Put your cage check pic below
And I am planning something special for tomorrow so be prepared for nerdiness
While our sailor gets locked up for the weekend, enjoy a few pics of how his “wetsuit training” went last night!
Tight cuffs, heavy leg irons, full isolation hood, and a few arm restraints to anchor him in place in the closet so he can sweat and strain! 😈
Hooray! The week is almost over! Sailor’s gonna spend the morning getting some exercise and then finish it off with some good “locked in uniform” time! 😈
𝕛𝕠𝕔𝕜𝕤𝕥𝕣𝕒𝕡 𝕗𝕣𝕚𝕕𝕒𝕪 ~ 𝕡𝕠𝕤𝕥 𝕒 𝕛𝕠𝕔𝕜
#jockstrapfriday #jockstrapthread
We found Waldo!
A bit of bad weather can’t keep our sissy sailor from his duties! Cage locked, uniform on and just toss on the parka to keep dry!
He’s gonna need it too. Apparently since it’s gonna be wet all day, boy’s CO has informed him of a special “wetsuit training” he has in store for tonight! 😈
Anoyher beautiful morning, another adorable nub pic!
Balls full, and still a ways off from his next release, looks like our sailor is gonna have a day full of straining and frustration! 🤤
That Power Ranger won’t drain himself, so it’s only natural to want to strap him down and give him a hand….or hole to assist! 😉
Morning pervs! Sailor’s heading out the door to carry out his duties, but that cage check is required.
Funny thing is, as soon as boy touched himself he couldn’t resist moaning and started begging his CO to, and I quote, “pin me down and take me Admiral! Please, destroy me hole Sir!”
What a perv!
Test your restraints, realize ur vulnerability and submit 🐶 after being a bit of a brat to Alpha ( @wolfie70.bsky.social ) and @lockedorange.bsky.social decided they’d had enough and locked on the shock collar 🥺 Awrooo 🤍🐾
Oh Mondays! End of the weekend means no more teasing for now, but luckily, sailor is still locked and horny like good boys should be, and after sweating it out all night in his wetsuit, boy is already begging for his commander to restrain him again and let him cum!
To bad that ain’t happening! 😈😈😈
Perfect way for a disobedient sailor to get sent to bed! Boys gonna be sore in the morning, thats for sure! 😈
Uh oh! Someone forgot his cage check yesterday…so it looks like our sailor is in for an interesting evening!
1 missed cage check = 1 night of begging for the shocks to stop! 😈
Drew up a custom canvas & leather straitjacket design!
-9 back straps + raised collar
-2 crotch straps
-large front loop made of 2 parts
-detachable bicep cuffs
-D rings & leather loops for attaching more straps
Do you guys think these new boxer shorts will go well with our sissy’s uniform?
Might have to make him try it on tonight and tease him to see if he gets all leaky. 😈
Did I ever tell you I got crucified? (also, posting this on Holy Week like lol)
Jeep riding adventures are always fun, especially when you can pull your bone out 😜 Happy Hump Day 😋
You caught your confident gym buddy stripping off in the locker room - dripping sweat and looking real proud of his locked-up body 🔒💪🏻
What’s your move? 😈
#GymBro #ChastityLife #LockerRoomVibes
Post shower check this morning!
Balls are quickly filling back up and boy is already feeling the urge to touch himself again! The question is, is it worth it to our sailor if it means having to endure more “training”? 😈
Double-suited up
Holiday weekend is over! 😢 So now it’s back to daily tasks, including our sailor’s required cage check.
He has been informed these will be required daily now to ensure he’s behaving….failure to abide by this new rule will result in a rather extreme “interrogation” by his CO! 😈
This is what a good vacation for Comet looks like! :3
Picture and bondage by: @raitobimu.bsky.social
pupcomet.net
Captured by Bondageguyberlin. Why did he tie me this way? It leaves my crotch so exposed. 😅
Don't unwrap until Christmas.
What, it's just Easter? Well, too bad for you, the label says Christmas. 😈
Bound by bondageguyberlin.
Happy easter ya pervs! 😋 Enjoy the finale of Sissy Sailor Ramirez’s latest punishment session as a treat.
Boy was immobilized on his bed and then had his pathetic cock sealed inside a milker!
His CO then drained his balls over and over until our sailor BEGGED for his cage to be locked back on!
Arms sore and aching, nub leaking and straining desperately for release, the only thing our sailor is able to do is beg and whimper as he finds himself forced into his jacket!
“Good luck touching yourself now boy!” Is the last thing he hears before his CO leaves him to suffer again! 😈
Hoping your interrogation goes well…..for you captors! 😈
I’m sure they’ll appreciate that you come pre-equipped for some extra torment!