cute and cruel
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cruel mistress with cute feet trampling cock and balls
You’re going to give me your chastity keys.And I’m never going to give them back.
You think I’m going to unlock you?
I know I said I’d let him out for an orgasm today, but I really think he should wait an extra month for me.
So what if I haven’t let you cum in six months?
You met her the first night of your singles cruise. She was charming, cute. Wearing a sundress and flip flops during the sail away. You hit it off, met for drinks after dinner and she agreed to meet you at the bottom of the gangplank to explore Cozumel
Aww, you thought I’d let you out of chastity if you bought me new tits?If you’re a good boy I might let you see more, but no cummies for you, mister!
I’m really beginning to like this whole chastity thing.
tdenialman: It is amazing when strict, cruel, and demanding is even more effective because it is cute and impossibly adorable.
awwww-cute: Cruel and unusual punishment
Can you do Erika Pogorelova please?
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peacockpubes: dimetrodondanya replied to your post: you know you want to draw some sniper and engineer. Surely you aren’t cruel enough to keep this un-rebloggable. all yours pally
plain-dude: Excerpt of Mikasa’s letter from the Lost in Cruel World Visual Novel. This was not included in full in the manga, but it was cute so I had to share it ^^ Dear Eren, Hello. How are you? Are your injuries ok now?We picked tomatoes and cucumbers
bebebese: aah yes the eagerness and innocence of youth that has yet to learn the cruel truths of the world
satanicspacecat: littleblackfoxx: littleblackfoxx: I will make your end so cruel, the devil will weep. I am so cute and creepy in this Omg this look is fucking amazing 😍
cruelings: I want to do cute romantic stuff like falling asleep in his arms and sucking his dick @connormaskell
Doesn’t it feel nice to have a cock again? That strap-on looks awfully big. Are you going to…hurt me?Are you going to fucking drill the bitch who has kept your cock locked for so, so long?It’s okay. I know I deserve it. I’m ready.
Shush. Stop. Do you remember what I said would happen when you begged for release again?That’s right. I’d release you just long enough to add spikes to your chastity cage.Now that we’ve got that all cleared up, what were you saying? Nothing? Honestly,
1: Why is that guy staring at us so hard? Do we know him? He looks kinda familiar…2: Oh my god, do you really not remember? That’s the jackass you cock-caged last summer.1: Oh, fuck! That’s right. I wonder whatever happened to the key. Wait!
Oh good, you’re up. That? It’s a chastity cage.What the fuck did you think was gonna happen when I invited you over?That we were gonna fuck!?
I find role play very important. It’s much easier to trick him into chastity if he thinks you’re playing a game.
Of course I’m in a good mood! Have you ever gotten oral from a guy who’s been locked in chastity for half a year? Then I lied right to his face, promised to release him tomorrow…I can’t wait to say it again after I deny his release.
Chastity Keyholding Day 87.I think I’m starting to feel much more confident, more ok with my cruelty.
I bought a smaller cage for you. Oh, I know we didn’t need to. I want to force your cock into it anyway.
Do I think you can “handle” a smaller cage? Probably not.But do I think you have a say in the matter? Definitely not.So: vicious, impossibly smaller cage it is! So glad we talked this out.
Did you enjoy Male Chastity Day yesterday? Well…funny thing…the “Day” part is a trick we use to get a guy to try it.You don’t even know which of us has your key!Let’s just say: Male Chastity Release Day isn’t yet on the calendar.
No, babe, the date on my calendar is for a BOOK release.One of my favorite authors has a new book out. You thought you were getting out of chastity tomorrow!?Silly thing! You haven’t BEGUN to know what it is to suffer for me.
Whoa, you could make a guy into a 3-hole slut.Gag him. Plug him.I’d never considered a rod down his shaft.Not until he’d been locked in chastity so long that he offered it up.So desperate he’s offering new ideas…What else will he think up?
Thinking about chastity always got you off so hard! Who coulda guessed how you’d HATE it for real?Me, bitch. This is what I wanted.
I had a lovely time with you. Date night’s never been so fun.Wasn’t so nice for you? You said you wanted to try anal.What? No, I lied. The key’s at home, safe.
Here’s a requested caption, a two-parter featuring Emily Feld…I know your cock is way too big to fit in this cage, but won’t you try… for me?Don’t be so surprised! Of course I got it in there. Metal always wins over an
The best part of having a guy agree to 2 weeks in a chastity cage?Keeping him locked in it for a third week!
If your tongue has the strength to ask me to use the key, it hasn’t spent enough time between my legs, so NO.
It’s probably impossible to find someone perfect for you. Someone who turns you on, shares your interests in & out of bed, who compliments you in ways that make your partnership perfect.But that’s okay! You just find the best one you can,
What separates the good boys from the bad?Wrong. Both stay locked.Good boys never ask for release.
Right! See, you’re not supposed to like chastity.You’re supposed to endure it.For me.
It’s so fun, our chastity secret. No one would EVER suspect me of being the kind of girl to keep a guy’s cock locked up!…but if you insist on being a lil’ bitch about it, asking for release every few hours…Well, I’d
Should I tell him what I’m into? Or just lock the cage onto him while he’s asleep tonight?It’s important to establish how we’ll communicate early in a relationship.…I’ll just lock it on him.
People act like chastity is some wild fetish. I just put my toys away when I’m done with them.
So I said, “Just try chastity for a day. You’ll discover how amazing it feels!”Wasn’t that a month ago now?Well, he’s still discovering.
No, baby. Your cock isn’t trapped. It’s just safely put away.I’ll unlock it if you want, but be careful…Because it’s me that cock is safe from.
That’s funny. I don’t remember saying anything about a release date. You must be mistaken.You’re questioning me? Sounds more like begging to be punished.Okay, then. Let’s take your cock out. I’ve got some new sounding rods
Next time he asks to be let out of his chastity cage, I’ll kick him in the balls.
You shouldn’t worry about MY key. YOU should concern yourself with your oral skills.Tongue the light switch on & off 100 more times. Get good.
He’s so much happier now, you see? I told you: all men want chastity, but they can’t do it alone. They need someone to suffer for.
I know it’s actually called the P-spot, but I think of it as the C-spot.Because it allows me to keep him Caged in Continuous Chastity, all that filthy goo drained out of him.
I get off hardest when it’s wrong. When he hates what’s happening.When he begs for release from chastity. When he gags hard on my girl-cock. When the thick strap-on makes him grunt & cry.The romantic part is how his sweet lil submissive
You poor thing. I guess when you said you wanted to be my knight in shining armor…being locked in metal chastity probably wasn’t what you meant.
Unlock you? While you’re still loading? I know 2 months is difficult, but you’re about to feel more energized than ever! More suggestible, too.
Denying your orgasm? That’s nothing. With your cock caged, I’ll deny you respect, choice, love, humanity…You’ll be nothing but a degraded toy, not merely broken for me, but begging to be.
Did you even know your ex was bi? She sorta took me by surprise when she… took me.Anyway, your plan to get your stuff back sorta failed.She might also kinda have your key now. But the good news is you’re finally gonna be in a three-way.
The only reason I would let you out of chastity is to put you in a better device that allowed me to shock you when you disobey.So be careful what you ask for.
Well, look at you! You’ve done everything I asked you to do. So, do you want out of your cage now?Yes, you DO want out? So close, pet. You’d done so well until just now. That’s not what I want to hear.I’d better just keep you in
Thanks for helping me with my art class. Yeah, that’s a chastity cage. My paintings have a whole… modern vibe.It’ll all make sense by the time I’m done. You just have to trust me…**CLICK**Good. Now we’re ready to
Did I hear you tell him you’re going to let him out of his cock cage?Yup, I figure lying to him like that is a good first step. I plan to break him the same as any other animal we ride.
Before we go in:1) I didn’t bring your key.2) Do as you’re told.& 3) We know you aren’t ready for our strap-ons, so it’s okay to cry.
Ooh no. I’m not into chastity for, like, CHASTITY.It’s just, like, a great way to get a guy used to me hurting him. I like how it makes him like it.So, like, say you leave him in a tight cage for a long time. When you take him out, let him
Give you your key back!?Do you think I’m stupid, or should I think you are?
sarahontop: cute AND cruel - I love that