Category Archives: Stroking

Mad Men Forced Intox Cum Drinking Game

Ever notice how a few shots and some old-time glamour can make you feel invincible? I love getting you drunk and forcing you to do things you wouldn’t ordinarily do. It’s time to man up, get out your shot glasses … Continue reading

Posted in Bottom Stuffing, Cum Drinking, Dildo, Edging, Forced Intoxication, Guided Masturbation, Mindfuck, Stroking, Tease and Denial | Tagged , , , , , , , , , | Leave a comment

Slutty Office Girl: Is That a Dildo in Your Desk Drawer?

You know that girl. You’ve seen her around the office. Her blouse is just a little too transparent, so it shows off a fabulously lacy red bra. Her skirts are just a little too short, forcing you to notice her … Continue reading

Posted in Bottom Stuffing, Crossdressing, Dildo, Erotic Humiliation, Exhibitionism, Feminization, Guided Masturbation, Sissy, Stroking | Tagged , , , , , , , , , , | 3 Comments

Lil Dick Mike: Cuckold or Cocksucker?

One of My favorite pets and chronic wankers, a quiet man, living in the quiet desperation of denial. A man who’s cock has become so insignificant, that his wife won’t sleep in the same room with him. At first, it … Continue reading

Posted in 2 Mistress Fun, CFNM, Cocksucking, Denial, Edging, Erotic Humiliation, Humiliation on Cam, Small Penis Humiliation, Stroking, Tease and Denial | Tagged , , , , , , , , , , | 3 Comments

2 Mistress Fun: Small Penis Humiliation on Cam

I can’t tell you how much I’ve been looking forward to some Two Mistress Fun. My friend Olivia and I have so much fun humiliating men, that I figured she’d be a natural to join me on the phone. So … Continue reading

Posted in 2 Mistress Fun, Contests, Erotic Humiliation, Humiliation on Cam, Small Penis Humiliation, Stroking | Tagged , , , , , , | 2 Comments

Gay or Just a Good Cocksucker?: Take the Quiz

Caller: “Mistress I’m worried that I might be gay. Well, I’ve never done this sort of thing before, but tonight, on the way home, I bought a replica dildo of pornstar, Shane Diesel’s cock. I can’t believe how huge it … Continue reading

Posted in Cocksucking, Dildo, Dildos, Huge Cock, Quiz, Stroking | Tagged , , , , , , , , | 7 Comments

Easter Weekend Stroker’s Humiliation Eggstravaganza

Spring is in the air. The flowers are blooming. The birds are singing. And Sintellectual Jane and I are gearing up for another weekend humiliation fest. Announcing the Humiliation Stroking Contest. Contestants will be forced to stroke and stop on … Continue reading

Posted in 2 Mistress Fun, Bottom Stuffing, Humiliation on Cam, Small Penis Humiliation, Stroking | Tagged , , , , , | 1 Comment