Category Archives: crying

Breakup Humiliation: Missy Makes You Cry & Cum in Her Panties

“Are you seriously gonna c-c-cry because I’m dumping your ass and breaking up with you? If you had put your foot down like a man I’d have let you fuck me. But now you’re gonna have to cum in my panties like a wuss and then wear them over your face to dry your pathetic tears, crybaby… “

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Tessa Mocks and Teases You for Being a Crybaby in Chastity

“Let’s see if you’re up for a little challenge. I just put on my sexy holiday lingerie. Why don’t you come into my bedroom, take a good look at me, and see if you can wear the ‘man-pants.’ Do you think you can do it? Or will you be intimidated by me — and start whining like a little crybaby in need of punishment?…”

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Agony Arousal: Bikini Goddess Tessa Dangles Her Panties

“Youve only been in your chastity cage for a week but it gets tighter every time you think of me. Does it hurt even worse for you to have to see me in a bikini? You look like you’re about to cry. Would crybaby like something to dry his tears? How about a pair of my warm, moist panties to wear over your face?…”

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Beg and Plead Princess Tessa Not to Break-up with You, Wussy

“Are you going to just stand there at the foot of my bed, drooling like an imbecile? Or are you going to start telling me how much you adore me and BEG me not to break up with you? Because I am THIS close to dumping you. Come on, loser, I’m getting bored with your babbling. What will you do to amuse me…”

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Ice Princess Tessa Ignores Your Pleas

Cruel, dominant Tessa cooly and calmly applies her makeup and ignores your crybaby blubbering as you beg her not to cuckold you. The more you beg and grovel, the even less of a man you are to Tessa, silly wussy. So you might as well just take your place in Tessa’s closet and piddle your cucky tears into your ex-girlfriend’s sexed-up panties. You pathetic little reject. 5 emasculating minutes. 
Princess Tessa from www.humiliatrix.com
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You Are Princess Sari’s Crybaby Cuckold

When your dominant girlfriend decided to cuckold humiliate you because of your sexual shortcomings, you were devastated. Now, Sari comes home to find you sobbing and crying cucky tears! Waaah! Sari ignores your tearful pleas not to date other men – and instead she commands you to use your tear-piddled tissues for another humiliating purpose – to choke out the worship cum for your cuckold queen. Better hurry, cucky, cuz Supermean Sari’s new boyfriend is coming over! Sniff-sniff! Squirt-splat! HA HA! 6 minutes.
Princess Sari from www.humiliatrix.com
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Oh, Boo Hoo: Dr. Kendra Makes you Blubber and Sputter for Her

Dr. Kendra keeps a box of tissues chairside during your sessions. Not just to capture your crybaby tears of self-pity. No, Dr. Kendra truly wants you to let it all out for her. After your teary, “nobody likes me” pity party, you can load up a fistful of tissues with consolation cream as your sympathetic therapist encourages you on. There, there now…  9 minutes.
 

Kendra James from www.humiliatrix.com


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Your ‘Morning After’ Humiliation Session with Cuckold Princess Caitlyn

You waited up all night for Caitlyn to come home – and she never did. Not until early morning. You can cry your cuckold tears as Caitlyn peels off the slinky black dress she wore to seduce and have sex with your rival. Sniff-sniff. Poor cucky! It’s time for you to crawl to Caitlyn, kiss her ass, and beg for your sloppy seconds. Like the pathetic little cuckold cunt-licker you are. 
 
Princess Caitlyn from www.humiliatrix.com
 
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Miss Kendra Torments Your Caged Cock into a State Beyond Suffering

As you can see from the look of pure delight on her face, Miss Kendra loves to see you suffer. Kendra asked to do a session with you after you’d spent a week in your chastity cage, so that she could taunt, tickle, and torture you into a state beyond suffering. After this session with Miss Kendra, you will be nothing but a babbling, begging, pleading puddle of precum.

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