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Some sissies need to get strapon fucked into submission. Like or reblog if that’s the type of sissy you are and beg for the peg!
Now she’s adept at pleasuring his prostate with her cock.She’s even trained him how to have multiple orgasms… She’ll fuck him and fuck him and fuck him until she milks him dry. And still, he begs for more…
Love how he begs…
When you asked your wife why she does things with your boss that never does with you, she just said, “honey, you weren’t man enough to stop him from fucking your wife, and he’s man enough to not only make you beg me to let him fuck me
Don’t try to be difficult. You, as well as most of the hubbies that are brought to me, still insist that you’ll never allow your wife to fuck other men, but in a few hours you’ll be begging me to let you put the cock of your wife’s
Don’t try to be difficult. You, as well as most of the hubbies that are brought to me, still insist that you’ll never allow your wife to fuck other men, but in a few hours you’ll be begging me to let you put the cock of your wife’s lover inside
Honey, don’t tell me you are so naive that you didn’t even suspect that when your boss asked me to model this lingerie set for him his plans were to fuck me, or to expect that he wouldn’t fuck me if you begged him, “please Sir,
It wasn’t only that your boss fucked your wife …It wasn’t that you had to hear her loud moans as he fucked her.It wasn’t the times she said, “oooh… it’s sooo big.”It wasn’t the times you heard her begging
“Relax, you’re going to like it as much as your wife does.”“Now, beg me to fuck you, as your wife does. Nothing makes a cuckold moresubmissive than bending over to take his wife’s lover’s strap-on.”
What can be more humbling than ending up begging your wife to have sex with you, though “having sex” has a very different meaning since you are a cuckold.
As a cuckold, this all the sex you’ll get and, believe me, you’ll beg for it and you’ll do lots of things to earn it. Like, wouldn’t you ask him to come inside your wife’s pussy if I let you come.
Love doing this, but in reverse. I love teasing my sub and making him beg before I let him fuck me.
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
God how I adore ripping into a slave. Grabbing a severe whip or cane and just laying into them. Watching the welts rise and finally bleed. Hearing the cries of distress, the begging for mercy. It just is so empowering and it gets Me sooooooooo
Look at that pitiful little toy. I love to scrape it raw…to bleeding…deep inside. Then…soak a cotton swab in habanero sauce, stick it down in and sit back and lose Myself in the shrieks and screams.Beg away My pet. Do you REALLY
OH shut the hell up! All this begging is boring Me to death! you stole from Us bitch! your fate is sealed! But you still haven’t told Us where the rest of the money is!. Sooooo….the torture continues. Just tell Us! It will be quicker
Just fuck ‘em! Til they cry!Til they beg!Til You can dance around in a puddle of their tears!
Ooooooh some pictures just get Me sooooo wet! Look at this little dish all trussed up so nice. And the perfect position. Balls, ribs, head, face…all tee’d up and just begging for the pointed toes. Presentation is SO important. And this
Once you realize they’re not even human…just some lab rat and nothing more…it really takes the shackles off Our sadistic imagination. They’ll beg for death. And We won’t even give them That!
demut1: LeggyLadies I beg for mercy Mistress…. Yes, Mistress, I need a spanking to teach me a lesson.
Get ready cuckie, this is what you have been begging me for for the past 2 years, your cream pie is almost ready
Had a release on last sunday. Nothing humiliating, no straps, no toys. Only humiliation was to beg & ask “should I cum”, which quickly became “can I cum”. Been staying away from wanking since that and placed chastity back on
makeup-stained-pillowcase: After yesterday’s post we received a fair amount of punish the sissy votes, and a fair amount of release the sissy votes, so I decided to do both.After listening to him beg for a while, I finally released my little fuck
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Naaahhh. I don’t need to unlock him yet.He can learn to beg better, lick better, and worship better.It’s vacation for me. But it’s training for him.
I knew chastity was right for us when:He begged me to let him out. I said, “No.” His cock twitched, giving him away.And his eyes went so …soft.
We don’t count how long he’s been IN anymore. We count how long he’s stayed out.Keep a boy chaste long enough, and he starts begging for that perfect horniness. He needs that feeling, all the time.5 days out this time? Yeah, I think that’s long
Challenge: Get a woman to allow you to lick up your own semen!
Challenge: What’s your lock up record? Beg her to lock yourself up for that long! Do it!
I’ll carry on undressing … … but if you want to have your eyes open, you better start begging… … to be my slave husband for the next month… Your choice. Caption Credit: Uxorious Husband
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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
If you weren’t tied up like you are, I would demand you show your submission to me by jacking off. So, instead, I will just edge you over and over again while you beg to be allowed to cum.
Really? Amy has told you she will not allow you to return home until you beg me to give you an over the knee spanking. Oh? You have to convince me to actually do it and someone needs to video it with your phone. Well then, get naked, over my knees with
Start practicing your begging skills beta, cuz your step sis is calling the shots now! And in her mind, as long as she’s got the key to you’re little dick, you are basically just a tease toy for her to play with!
beautifulfdominance: Loving this POV Making him beg for it !
Time to make cry …. and beg for more….
shadwickc: Suck my heel. You’ll be sucking my cock later. Make him work and beg for it
She really enjoy making him beg for her hard girlcock
natalie-dom-william: straponmodel: Such a naughty girl……Vac-U-Lock Realistic 8 inch CockMore pics and the product review at StraponSource The perfect cock for a hard pegging session Ready to make him cry …. and beg for more……
straponsource-logs: Red hot session in the makingThe steamy hot Red Rider straponMore pics and the product review at StraponSource First she will make you beg for it ……
She was always amazed at how quickly men agreed to be tied up. And just as quickly start to beg to be released. But release is never given. Release must be earned.
Of course I think it’s funny.It is even funnier watching you turn red with embarrassment.You begged my daughter to play this chastity game with you. You won’t leave her alone until she tried it.Now she is tired of it. You are tired of it. But she
Sure, some will ask for it. Some will even beg to be made a toilet slave. And other times, it’s strictly the Owner’s decision. And why not? They’re animals after all! And animals eat their OWN shit! All the time. So the privilege
What you get when you A) Don’t BEG for My shit. B) Don’t gobble it down with enthusiasm. C) Don’t remember to thank Me for the Privilege!
Meeting one of My kickboxing students outside class hours for some special tutoring. Face it…some just need it. They practically beg for it! The way their eyes never leave My feet as I stride around a class. The telltale bulges. They’re
Crawl to Me My little maggot. I’m ready for My morning detailing. The usual protocol. Kneel behind Me. Hands clasped behind you. Nose to the floor and beg Me for the privilege. Use your words! If I don’t sense the urgency, the required
dinnertime88: Maid to serve, part 2 The three terrorized maids gasped to see what was really in the basement: dozens of poor girls locked up in cages or strapped to torturing contraptions. They cried and begged to Mistress Roxi, who completely
Keep begging while she laughs!
Once she discovered your reaction to shiny clothes it was over. She doesn’t do it often, but when she does, you can’t resist her. When she asks you to do anything, you say YES.It’s how she caged you. How she got you begging for a pegging. What does
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.
Stop begging. You love this. I know you do. You love it. You love to feel weak and controlled, love to be plugged, love to be caged for so much longer than you can handle. The crueler I am, the more you love me for it.I am your Goddess, your destroyer,
I love the way you try to beg and bargain when you’ve been locked for this long.But I’m not keeping you caged to get something out of you.I do it just because I can.Which means there is nothing you can offer me to make it stop.
NEVER unlock him when he’s begging for release. ONLY when you want to.And remember: the longer you keep him locked now, the longer you can push him to go next time.
Where’s your “safety” key? More like cheat key. It’s gone. This is real now. Your fantasy is real, slave. You begged me to try it, and I did. And now? We’re not going back.
The best part about chastity isn’t the begging & desperation (though that IS amusing). It’s not the oral service (though that’s QUITE exquisite). It’s not even him utterly breaking (though that’s SO much fun).No, my favorite moment of his
I hurt you so that you’ll expect pain. When I go easier it’ll seem like I’m being so kind.Chastity will also amplify the Stockholm Syndrome effects.Soon you’ll beg for even my cruelty. Pleasing me will become your sole purpose.
It’s called a humbler. Aptly named, isn’t it? Crawl up the stairs. I’m gonna milk your sore cock once you get up here.Teach you not to beg me for release again.
Sex is great. Really. It’s…fine.But have you ever had a guy BEG you to unlock his tight chastity cage and refused?
