Tag Archives: 2 Mistress Fun

Spanking it at Mistress Mansion

Ms. O. Bryan has done it again. She’s caught us phonesex Mistresses at our silliest. Of course, who can resist an over the knee spanking from Mistress Reaghan? Have you been a naughty boy in need of a good sound … Continue reading

Posted in 2 Mistress Fun, Comics, Exhibitionism, Mistress Mansion, Spanking | Tagged , , , , , , , | Leave a comment

Strike a Pose: Madonna Sissy Lingerie Contest

We had such a great time judging our Mistress Lillith’s Sissy Lingerie Contest that We’ve decided to run another one. We got so many sexy, slutty sissy girls entering that we almost couldn’t decide on the winners. Since every Mistress … Continue reading

Posted in 2 Mistress Fun, Contests, Erotic Humiliation, Exhibitionism, Feminization, Free Phonesex, Humiliation on Cam, Sissy | 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

The Jackoff Rides Again: Setting a Cockstroking Record

Today I’d like to talk about one of My more amusing pets simply known as The Jackoff. Jackoff is one of those pets that we Mistresses like to pass around and toy with. We just love edging him, hearing him … Continue reading

Posted in 2 Mistress Fun, Contests, Cum Drinking, Edging, Erotic Humiliation, Tease and Denial | Tagged , , , , , | 5 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