Cruel Girlfriend

Jasmine : Chastity Buy-Out

Mistress Jasmine is here to taunt and tease you about being a long suffering chastity slave.

jasmine chastity buyout

You were locked up in chastity 16 long weeks ago because you are a pathetic fucking loser! Losers and wimps like you don’t deserve to enjoy the pleasure of orgasms like real men so I decided to keep you all caged up in your tiny cock prison. You can’t even feel the simple delight of a nice erection – all you get is painful frustration whenever you try. You can suffer and suffer while everyone else around you gets all the fun they want. The bad news for you is that I have no intention of EVER letting you out of your chastity device but maybe, just maybe, if you pay a HUGE release fee I’ll let you free for a little while. How much would a loser like you have to pay to get just one more pity-orgasm? Perhaps 1,000, 5,000 or maybe 10,000 dollars? I think you’ll pay a lot more than that! I could take all your savings and then decide whether or not it’s enough to earn you a tiny slither of freedom. Maybe you’ll have to take out a crippling loan or maybe you’ll have to get used to the idea of being locked up forever!…see Jasmine at Cruel Girlfriend

Swallow Your Own Condom

Ready to cum? Of course you are. But with cruel girlfriends around you just know, its not going to be as straighforward as that.

humiliating jerk-off sessions

Swallow Your Own Condom

It’s time for your rare and humiliating cum-drain loser. I’ve had you all caged up in your chastity device for months and months and have decided to allow you out for 5 pitiful minutes. This time I’m going to allow you to jerk your pathetic, sexless cock but it’s going to be strictly limited to 5 minutes. Don’t get too excited chastity boi. I’m not going to make this easy for you. No fucking way! I’m gonna set you some humiliating assignments to follow while you stroke your neglected little cock. You’re going to wear an extra thick, pleasure limiting condom for a start. Then, even if you can get hard through all that rubber, I’m gonna make you jerk off to gay porn with a huge dildo in your humiliated ass. From now on these humiliating jerk-off sessions are all you’re ever going to get….see more at Cruel Girlfriend

Mikaela – Chastity and Strap-on

Hot blonde Mikaela is so sexy in this clip where you get your cock locked up and your ass abused by her strap-on

You know what would be totally hilarious loser? If, while you are all caged up in chastity, deprived of any kind of sexual pleasure whatsoever, I pushed you over the bed and filled you full of cock – my cock! I’m gonna take you to the local fetish store to help me pick out a nice big thick strap-on cock for your evening of slut-training humiliation. As soon as we get home you can help strap the cock that’s going fuck you around my hips and then you can lube it up – but not too much sissy – you haven’t earnt an easy time! Then you’re going to bend over the bed, push your girlie bottom in the air and take the fucking of your life. You can think about why you’re never allowed to fuck girls while a your hot girlfriend fucks you. You can struggle to take every inch of this mighty cock while you imagine what it would be like to be free from your chastity device. You can squirm and wriggle while I remind you why that’s never going to happen – you don’t get to fuck – you just get fucked!….see this and more at Cruel Girlfriend