Softcore and hardcore porn from Tumblr
search chastity beg on PinDuck or ClipFuck or TubeX search
submit your pics
Male ChastityFirst he begged me to take control. Â Now he begs me to let him cum.
Begging my sorority taskmasters for a chastity release on day 12 after just finishing up a dozen homework assignments for them.
Begging Princess Christina to let me write her paper and do her homework. I had to bcc my owners on the email so they could make sure I was begging enough.
I had to beg to be temporarily allowed out of chastity for my doctor’s appt coming up next week. Permission was granted but my original chastity sentence has been doubled!
I was commanded to send my first email to Miss Katerina begging her to let me serve her with a bbc to my owners. My owners are meeting tonight and will decide if my email was good enough to earn a release from chastity!
I know we said you’d get a release tonight but I really think we should wait another week.Beg me to keep your little dick locked in its tiny prison.
Repeat after me: “Thank you, goddess, for allowing me to stay aching for you in chastity.”Beg me to keep you locked for another month. Tell me that your cock belongs to me, that you will never cum without my permission.I want to tease you and torment
I’m canceling your next orgasm. I don’t need a reason, I just love to watch you squirm when you don’t have a cum.Actually, let’s cancel the next three. Get down on your knees and beg me to deny your cocklet.You don’t deserve to cum again. Beg
Eventually, you’ll beg me to release you just to have an erection. Sure you’re horny and that sounds hot now, but in the end you’ll regret revealing your chastity fetish to me.
Come on, baby. Time to make me happy. Beg me for another month in chastity for the privilege of eating me out.
Look, baby, I know you can stay locked up in that little chastity cage for a lot longer.It’s only been four weeks and you’re barely even begging to be let out.You can last a few more weeks. For me?
Lick my pussy and beg me to keep you locked up.
Mmm… don’t these big, round tits look amazing? I bet you want to suck on them. Just say the magic words, “please lock me in chastity for a week, mistress.”
Beg me to lock up your cock.
begging-for-permission: orgyoftheminds: submissivegames: She loved the way you practically cried, in that moment, all tied up to the bed, when you realized She had promised to make you cum, but had said nothing about removing the cage… @fireredrider
swrredhead: Mmm, the cage is so nice baby, now all you can do is whine and beg for release. No, I am not going to unlock your cock. I want you to cum while locked in chastity. I want you to have a ruined orgasm with my giant strapon in your ass,
mistress-mary: Having my boy all locked away and under my power is an exhilarating experience. I don’t think I’ve ever been more sexually excited in my life. Laying in bed with him and feeling the hard metal against my skin and hearing him beg for
lockedcocklover: Day 5 now, anyone wanna fuck my tight ass? My engorged balls are begging for relief. Kik @ lckdccklvr
Since you begged so beautifully, I will fuck you but your month of chastity isn’t over just yet
xxx
monogamouskink: This is when I usually start begging to be let out, even for just a minute or two.
racquelle-in-pink: Or… Please may I humbly beg to cum? Clean up duty is, after all mine to complete…
lockedbygf: This is where I beg to be left tied up and helpless for a while longer.
Challenge: What’s your lock up record? Beg her to lock yourself up for that long! Do it!
Hi! One caption request, if you don’t mind: a mistress playing some mindgames with his chastity toy slave. She orders him to beg for a release and then asks if it was for real or no. If it was for real, then the training is not going good and
No more begging.
You asked me, no begged me.I found this caption and extended it. Not sure who the original author is, sorry.
I’ll only do it if you beg.
But you begged me for it.
tortureanddenial: So this is the boy you told me about? Over 2 months in chastity but so full of pride that he won’t beg for release? Give me the keys. At the end of the night he will be so desperate that he will do far more than just begging…
chiendelysa: Don’t be sad slave, you are too small for real sex… and i prefer you don’t ejaculate, never… you are never allowed to cum, and I love to hear you beg and cry
her-slut-puppy: With all the Beautiful male chastity devices out there how could Y/you Not Want, Need, and beg to be Locked up.
beoslave:I just want to be locked up, dominated and made to please till i’ll beg for permision to cum
huntingtonsilver:Locked myself up again and it’s already begging to be let out.
chastitybeach:greif-zu:and what better kind of denial is there than squeezing the balls until he utterly begs you to deny himWell said!
finally-a-sub: He begged and I relented … he got Astroglide. Shiny, sexy and strained. Then the cage came off …
Take the longest you’ve ever gone between orgasms. Triple it. If you even beg for a release before then, I add a month.This is real.
When you kick his balls, kick as if you were driving them up into his eye sockets. Kick through, see?The better the kick, the sooner he begs to be returned to his chastity cage.Always make him beg to be locked.
You beg for chastity when you’re out of it.Then beg for release once I lock you in.But I can solve this. NO early release. And when time’s up, I’ll kick your balls once for every time you begged.
Begging for release…What she says: “Aww, but I just want to keep you horny, honey. You want to feel this horny all the time, don’t you?”What she thinks: Nuh-uh, I just want to keep him obedient. He needs to become obedient all the time.What
Begging for release doesn’t bring it faster.But it WILL convince me to relock you sooner the next time.So keep it up. Maybe it’ll even turn that orgasm you’ve waited so long for…into a RUIN.
From 9/26/14Good. Beg. I want you to beg. I can be swayed by good begging. You’ve already begun asking what you can do to please me, rather than just begging for release, for relief. Good. For now, I just want you to keep begging. Make me believe
I don’t know why, but I just love playing with his balls when he’s locked. Maybe it’s the way he reacts, the way his shaft bulges against the bars, or the way he begs…Probably it’s the oral I’m getting while I do it.
When I dress like this he always begs me to keep him locked.
When he begs for release? I add a week to his chastity sentence.When he begs for release?I fuck him rough till he squirts through the cage.When he begs for release?I release him…long enough to add some spikes!When he begs for release?I kick his
The 1st day of chastity isn’t even really chastity. It’s too easy. Pff, I wouldn’t even believe a boy begging.The 2nd day can start to be fun if you’re a solid tease, but unless he’s very new at this or you’ve got him
Aww, you poor slave. Helpless & submissive & suffering for me. Beg me to keep you locked longer.Good boy! Since you asked, sure.
You’re a chastity whore now. I did that to you. But now I don’t have to encourage you.You’ll beg to be locked up again. And stay in so long you will beg me to keep you locked.And I will.
If he wants out & starts to beg,you make sure he gets the peg.If he gets mad & starts to rage,you lock him in a tighter cage.You gave him chores. He just did… some?Milk that bitch. Force-feed him cum.A boy is a slave you need to train.For
When I say Make Him Beg For Chastity, I really mean it. Spend a week draining him over and over. Use an anal toy that pulses & pounds his P-spot, a milking machine with a cock pump the next day.Drain every drop while you make his cock sore. Use both
You’re my chastity whore. I’ll do whatever I want to you, and you’ll like it. Now beg for the peg, whore.
While I do encourage you begging to be locked in chastity…Any begging to be let back out will be met with severe punishment.
You think chastity is a game. It’s not. You fantasize about begging for your release. You don’t realize you’ll beg to stay locked in.You think it’s foreplay? It’s mind control. By the time I release you, you’ll have
I have to admit: now that he’s begging to be released, his chastity fetish has become more appealing to me.
When I have one of those guilty-feeling days, I get him to beg to stay locked in chastity even longer.If he’s convincing, I feel better.If he’s not, then he deserves to be punished.
I got tired of you begging to “play” chastity games, then begging to be let out once you were in. It’s exhausting.You wanted our chastity games to feel “real.” Real chastity breaks a man. And this time I’m going to
vanilla-chastity: You used to beg for orgasms.Then, you’d beg me to tease you.Now, you beg to be allowed to pleasure me.You’ve finally learned to ask the right question.
begging-for-permission: mistress-jenna-k: I’ve definitely done this before!! It’s what I secretly hope for every time. 😳
chastity-queen: @betajay 7 DAYS, 20 HOURS, 44 MINS LEFT ON HIS COUNTDOWN CLOCK AND HE’S FUCKING UP, OVER AND OVER! I’ve told him, I WISH TO RELEASE HIM from My Chastity Contract. He’s begging to be punished and remain locked. If he were to
Begging For Permission
