Category Archives: 2 Mistress Fun

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

Mistress Voyeurism: Humiliation on Cam

I frequently admit to being a terrible voyuer. I don’t know why; curiosity I suppose. But seriously boys, if you heard Sintellectual Jane laughing hysterically, saying, “that is the smallest penis I’ve ever seen” wouldn’t you look? Can you really … Continue reading

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