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Yeah don’t worry I know what those dribble marks are. I bet you think I’m totally pissed off at you! I bet you think I’m furious! Well guess what…I’m not. Now that I know what you are deep down inside…a submissive sissy. I’m going to use
C’mon baby, you’re almost there! You only have to swallow the cum of 10 more strangers before I unlock your little dicklet from its tiny prison.You could even cum tonight if you got to sucking right away. I bet you could get all 10 in
Good morning, honey! How’s my little sissy doing today? I felt your little baby dick trying to get out of its cage earlier… now you know how I feel about you getting hard.I bet you were excited because I said today you were getting
See, baby?Told you I’d finally let you cum in my mouth.Aren’t you glad you waited in chastity for six whole months for this?I bet you can’t wait to see what’s in store for next year!
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.”
Hi daddy! I’m going to need to borrow some condoms for tonight.It’s not like you’re using them, right chasty?I’m feeling frisky tonight… I bet I can use 10!
I hope you’ve built up a huge load since I’ve locked you in chastity for a month.I bet you just can’t wait to eat it!
I bet you one month in chastity you won’t last five minutes.
Fulfilling a bet is one thing. Everyone would understand that. But voluntarily keeping yourself in chastity and staying feminized, and every single person out there knows it? Could you do that?
I bet you can’t wait until you have the perfect, hair, and wearing the perfect dress, sporting a pair of perfect breasts, and taking that perfect strap-on in your eagerly perfect boi-pussy.
Submitted as you requested. I will delete after clicking submit. Feel free to message me and toy with me. Keep me locked as long as you want. Even if it is forever.I bet she has been dying to see this pop up hehehe
My sissy clit is so small that I can easily fit into these lovely panties. Are you able to spot the little thing? And should it be locked up in a tiny chastity cage so we can shrink it even more?You bet your clit you should. The smaller the better for
cuckoldchastitydenial: “Does it drive you crazy to be so close to the pussy you’re not allowed to fuck, cuckold?” You bet it would Goddess!@ricancumdumpbarbie
I’ll bet he doesn’t have quite as much to say as the girls, at least if he’s honest. Chastity device added in Photoshop
When you used to wonder what you’d ever need math for, I’ll bet you never thought of this.
I’m betting a lot of people would be surprised.
I’ll bet she’s a “crack shot”?
Bet this would improve Craigslist ads as well.
She’s doing her homework after you asked her to be your keyholder. Bet you didn’t think about that.
I’m not betting on him being that persuasive.
Never bet against the denied dick.
I bet the blond wins.
I think she’ll be in some money soon.
od2be2003: Metal cage - bet erections are painful in this device! Good - they should be!
pegginglover13: That’s a good Boi. I bet you want to cum don’t you? Let me hear you say it. Say ” I am a sissy cock slut” and I might let you cum after pound that boi pussy of yours!!
infraredinablackandwhiteworld: strictnine: Struggle all you like Yummy… Love the belt…I bet there is something under there ;)
tortureanddenial: And this is the last one. Flawless! Still sure that this bet was such a good idea? This means 2 more months for you in the chastity belt. Wasn’t the idea of the bet to REDUCE your sentence? Oh well, adding all together I got you locked
tiedupsexy:Sorry girl, I know you don’t like it, but you lost the bet..So be a good girl.. we can do this the easy or hard way. I know this is gonna look amazing on you.
Request for more Miranda: Do you take her bet?
I bet it’s much, much shorter. Isn’t this how these kind of captions always work?
I bet that she’s fully functional, if you get what I mean, wink, wink. Not that it makes a difference any more, if you stop being fully functional.
What’s the worst that could happen? She looks nice and friendly, I bet she’s just joking around.
I bet he deliberately misplaced the key himself.
If three brothers set out to complete a quest, you can bet that the first two will fail. It would be unimaginably impolite of them to succeed. Likewise, it would be unthinkably impolite of a dragon or giant not to let itself become defeated by a tailor.
Usually in this kind of story, the man bets his freedom and looses. But what if that already happened?
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
“I added one week for each point we won by.”
There you are. Amy’s little toy. I heard she was keeping you somewhere on the beach. What a quaint surfer bum beach shack.I bet traditional surfer shacks don’t have a poor surfer all tied up and in chastity.I know I forgot to wear my swimsuit, but
lockedandlovingit: i bet you didnt think you could get that excited about locking your cock up did you
You Bet Your Dick!!! Sharks vs Flames Hockey Game Chastity Bet
I finally won my footjob bet and proved that it was actually possible in real life! Of course, I also added rubber, heavy metal bondage and extended chastity tease/denial play to “increase my odds” of winning my victory cumshot. More movies
You Bet Your Dick - Chastity Card Game AliceInBondageLand POV - xHamster.com
yoursissyjoy: denali-winter: Happy Halloween Humiliation from Mistresses Denali Winter and AliceInBondageland! Alice likes to make bets and have mini competitions with her fellow Dommes. One such bet was that, if you kept a submissive in chastity
mistressaliceinbondageland: Mistress Jenna Rotten’s Poker Challenge “I’m going to shuffle these cards in front of you because I want you to know that you are always getting a fair deal when you are playing with me.” Mistress Jenna doesn’t have
You Bet Your Dick Chastity Card Game FemDom Mistress
Chastity Makes Me SmileI’m so cute. And probably look innocent. This is totally gonna work.He’ll lock his cock up for me. I’ll win the bet. And I’ll have a slave, too!
You bet her she wouldn’t dress like your fantasy and flash you in public.She asked what she’d get if she does it. You said anything.Maybe you should have set some limits on that. Unless you want to be her chaste slave for a year. At least a year…
Got so tired of all the cat-calls and “hey baby”s and staring. So I decided to lean right into it. Imagine my surprise when it scared the idiots off. And brought me an army of boys like you. I’ll bet you already own a chastity cage.
Bet you wanna see my tits. But do you know what my tits want? A tiny little key to a mean little metal cage.A perfect accessory every girl should own.
You bet me that you’d last a week in chastity without begging for release. You LOST, begging by day 5.Forget about buying drinks for a month. The bet was a lie. I’d meant to wait for day 7, but…You’ll be locked for At Least 2
Hey, can you help settle a bet?I told my friends I can spot subby boys by how they respond to eye contact. And you…No, coming over to agree isn’t PROOF.Would you… come back to my hotel room and put on a chastity cage for me?
ruski75: Lucy - I’m betting slave wasn’t banking on this happening when he gave me complete control of his sex life. but how is that my fault? he hasn’t had sex in I don’t know how many years now and I’ve not even let him have an orgasm for
professormonkeybusiness: “I bet you’d cum while I was sliding your cage off. Maybe even sooner. Too bad you’ll never find out. Oh. Did you just cum in your cage imagining it?”
non-binary-girl: I bet I can make you cry with desperation because there’s no escaping from the vice.
grosslyabnormal: Jujou’s Bet - Page 8/10 by Ragadabah
thevelvetlilly: You told them you want them distracted do you can win. You’re really hoping to bet her and “lose.”
keepherhogtied: Nice way to tighten that hogtie. Keep going. She can take more. I bet the noises coming from underneath her ballgag are glorious.
bondage-monger: restraineddenial: racyredraven: coscorella:Chrissy Marie I’m just loving that crotch rope. I bet she had fun squirming in that one. There is something I love about seeing a girl posing happily in bondage. Bondage done well is
restraineddenial: racyredraven: coscorella:Chrissy Marie I’m just loving that crotch rope. I bet she had fun squirming in that one. There is something I love about seeing a girl posing happily in bondage.
