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pupjosh: Back in my cage, going for a new record past 10 days. I have more free time now to use my toys. I’m getting closer to prostate orgasm. That’ll make being locked way way easier. Anyone have suggestions of how to train my nipples or videos
I decide key holder Krysten Ritter unlocks one of her boys for a quick supervised masturbation session. He only gets 3 min (orgasm or not) then it’s back in the tube for who knows how long. The anxious boys denied cock is instantly hard the second
sweetnathalietv: As of yesterday, I’m back in chastity. Nothing planned, I was experimenting with a new setup for my cb3000 when Princess took the key away. Not a word has been spoken about it, I’m just locked up. Locked up like a good little bitch
Clean up all your cummies then back in your cage.
littlemissdrippy: unixslut: teasetheweakersex: bijouxrm: teasetheweakersex: I will always reblog this jewelry. Just picture it pet. The hood of your clit pulled back and held there. That little jewel constantly tap, tap, tapping your pleasure-center
mikezmit: keres-nirvana: Cunts closed for business! Pls use the back entrance!! Perfect! and pretty. Now the pussy serves its purpose.
Hey roomie!I’m about to hit the gym. Would you be a sweetie and run a bath for me? I should be back in about an hour.You’re the best!You’re still on to help me paint my toenails later on, right?Gosh, you’ll do anything now that I own the keys
wafuu-chastity: Princess teased me a lot at the beginning of the week, after I got back in chastity on Sunday night. But on Tuesday I earned myself a hard punishment. I am still sorry about my mistake and hope Princess can forgive me.I spent most of
expatsub: if his luck is in She may let him cum tonight, if however it is like the last 8 days She won’t and he will be back in chastity after
My tiny worthless sissy clit and then locked back in its cage where it belongs
sissykittenlexi: You may jerk to my perfection.You will ruin your orgasm.You will clean up every drop.I will lock you back in chastity until next month.
vanilla-chastity: TEST TODAYStroke to a razor sharp edge.Deny your orgasm.Cool down.Repeat.Fifty times.If I see so much as a spot of semen, your cock goes back in the cage for another month.
Back to that world with the mandatory male chastity in public law.
Back to the island. Chastity device added in Photoshop
wenkhaus: After a release period of 1 week, I am back in chastity. Master photographed my re-locking here. I was allowed 2 ruined orgasms during the release week - 1 immediately after release, and one just before lock up. My new release date is not yet
kitty-lynn:Back in chastity for Daddy
strictmom4you: SON HAVE YOU JERKED OFF SINCE I LET YOU OUT OF YOUR COCK CAGE? SIX MONTHS IS A LONG TIME FOR A YOUNG MAN!!NO I SWEAR I HAVEN’T!!I WILL KNOW IF YOU DID! LET’S FIND OUT IF YOU HAVE TO BE PUT BACK IN CHASTITY! WOW I GUESS NOT!!!!!!!!!!!!!!!!
dontcumyetsucker: If you can last all night without begging me to cum I’ll be your fuck toy all month and stop fucking all the big dicked neighbour guys but we both know you will be crying for it in about and hour and then it’s back in chastity for
sissyterri: Well at least your done for another month , now lock your sticky lil clit back in chastity and then get licking you have a lot to clean up a whole months worth of sissy cum !!! Love love love. I must become a chastity shemale cum dump
dfwkinkycouple: Back in chastity. Wife likes to tease. sub
tortureanddenial: All tied up and ready to go. If you can endure the next hour without using your safeword, I will suck you off and let you cum deep down my throat. Otherwise you will go back in chastity for another month, again without release. I wonder
suebuf: Get back in chastity, now!
monogamouskink: More teasing from last night. My cock almost looks angry but it was just raging hard and trying to not shoot. She brought me right to that point about 10 times before stuffing him back in the cage still denied.
onlyshecums: Well worth a two week’s tease. A properly ruined orgasm. Takes him to the precipice, and lets only the ache of his unrequited desire cast him over the edge. The ring never came off, so clearly he goes right back in… to bad the locking
Let’s put him back in his prison, ok?Ten minutes are more than enough for one month. You can consider you a lucky guy anyway: Other keyholders don’t even allow ten minutes!
Come on honey, I really need your cock in me tonight. Only a few minutes. I bet I’m gonna cum in no time and I promise you to lock it back in its snuggy home for the rest of the month, ok? It’s not that difficult, right? You can even let your
Hands bound behind your back.Cock locked in chastity.Butt plugged.Collared but not gagged.You crawl on your belly hoping to start at her beautiful feet and slowing earn your way up.
slave2jewels: Hmmmm back in chastity! Hee hee Jewels xxx
meyesexstori3s: Got 3k followers! Only need 700 more for 4k. Will upload a new video then. Jacking off while still not allowed to cum. Watching her fuck my friend. Went back in chastity when he was done.
johncano: i need to be teased then locked back in chastity
kitty-lynn:Back in chastity for Daddy 💕 🔒🔑 I’ll try to take some better pictures of my new cage soon, I was just so excited to show you guys ~
sissymaidslave: Back in chastity, not sure how long it will last
freakycleanxxx: Goddess let me out of chastity for the night. Wasn’t allowed to milk/release as she was too sick with a cold to supervise. Back in chastity this morning.
slut-aspen: Slut back in chastity where he belongs
paridaida: Wife teasing and edging me then back in chastity :(
skinny-mistress:After i put him back in chastity, he was allowed to touch and lick me to orgasm 👠💅
paridaida: No cumming for you! Just light teasing and back in chastity
mistr3ss-l: My real life D/s relationship: Last night’s outfit got my slave drooling at my feet. With his cock back in chastity he couldn’t help himself, his poor cock ached uncontrollably in that little cage every time he looked at me. Which
tocuckchuck: sissycumpilation: No! You can’t cum now! If you do mistress will never let you live down the fact that you came from getting fucked in your ass…faster than the guy who was doing the fucking! She’ll surely put you back in chastity
rfun8: “I told you to leave your clit alone. Focus on My cock in My pussy. Bare down with those cunt muscles to make it stroke your g-spot. Otherwise it goes back in chastity”
wenkhaus: Master put the Spike Bridle on again this weekend, and then put me back in chastity. The spikes were digging in every move I made. He led me around by the chain all weekend, and chained me to various places to ensure I could not move, or I
trams-amee: Enjoying some time on my BBD!!!The “cum” is my lube on the dildo, but in the first pic it looks like it was coming from my clitty! Bad gurl!! I need to be put back in chastity for thinking I could cum like a boi!!
teasefantasies: - So, another frustrated week in chastity since your last inspection? Should we edge him a few times for a reward? - Let’s make him earn it! How about worshipping us with a blindfold and hands cuffed behind his back? - Sounds good!
Gooooood. Now stop. Back into chastity you go, boy.Yes, shove it in there. Force your hardness to submit.*click*Mmmph. Good boy.
I once milked a boy while he was in chastity. He called me an Evil Bitch. Which was accurate, but we still can’t have that tone, can we? He was still bound, so he couldn’t stop me pouring ever last drop back into his mouth. I didn’t let him breathe
From 12/9/14:I keep my promises. Of course I’m about to let you out. After 69 days in that tight, heavy cock cage, you deserve to be freed today. Just as promised.You also deserve to be tied down, ruined, and jammed back in before you can even stop
Eliminate his attempts to bargain his way out of chastity. Accept those deals, but with twists. Let him out to fuck… but he wears a cock sheath. Then back in his goes. That was the deal.
Ahh, so that’s chastity. Thank you for showing off your toy, darling. Very illuminating.Sure, babe. He needs the humiliation & I love to spread the word… You should go back in and cage a boy for yourself.Oh no, I couldn’t. I still
Once you’ve pegged a boy in chastity, it’s impossible to go back to leaving a cock free when railing a boy till he pops.
While I do encourage you begging to be locked in chastity…Any begging to be let back out will be met with severe punishment.
Poor thing. Can’t cum in time? Was it the ball-kicking before I let you stroke? Or the electricity on your balls while you were at it?Well, back in the cage you go. I’ll get my strap-on and we’ll relieve the pressure that way.
I put RELEASE on the calendar so he’d see it and expect it all week long.Expectation just makes such simple things much more fun!I’ll unlock him in the shower, clean his cock & the cage, and then lock him right back in.
not4davey: Free cock time is OVER. Step in here. Time for some ice cold water to get you back in your cage. Where you will stay until you learn that “free cock time” is not “free erection time”. http://chastity-captions.tumblr.com
I love it when I find one my captions appearing back in my tumblr feed.http://chastity-captions.tumblr.com
vanilla-chastity: New Game: Masturbate as hard as you can for sixty seconds. If you come, you go back in the cage for another month. If you don’t ruin it: two Months.Make it all the way without spurting and you can have two orgasms any way you like
vanilla-chastity: I’ll release you if you can prove some control over your cock. I’ll suck you off for five minutes, at most. If you stay soft, I’ll let you have all the orgasms you want this month. If you become erect at any point, back in the
charliechastity: Gooooood. Now stop. Back into chastity you go, boy.Yes, shove it in there. Force your hardness to submit.*click*Mmmph. Good boy.
maleslave: Episode 39 Mistress releases her slave from chastity for his daily edging and just when he is at the point of release she locks his cock back in chastity for the day, frustrating and denying him the release he craves ….. thus keeping his
submissivegames: you don’t know fear… fear is when you haven’t cum in weeks, then She ties you up and starts playing with your cock. Maybe She’ll just let you cum and just lock you back in chastity. Maybe She’ll make you beg, promise, or