It begins innocently enough, like any other FaceTime call. Mistress Ree waves at me on the screen. She's dressed in black lingerie and her hair is in box braids. Ree and I have known each other for years, so FaceTime check-ins like this aren't anything out of the norm. But this time, she steps back to reveal a bed. On it, is a year-old man on his hands and knees, wearing nothing but his boxer briefs and a black latex mask. I knew I was going for a ride-along on one of her sessions, to see how she works, but I didn't expect to get into it this quickly.
He says his name, but he forgets to mention his pronouns. Ree doesn't take that kindly, hitting him with the belt she has in hand. They fall into a category of sex work under the BDSM umbrella or, bondage-discipline, dominance-submission, and sadism-masochism.
Unlike many of the Hollywood depictions of dominatrices clad in leather, equipped with whips and chains, Ree prefers the psychological aspects of domination. Ree's "submissive" the term used to describe a person who likes to be dominated in a BDSM dynamic defines as a masochistic cuckold, meaning he likes to watch as his partners sleep with other people while demeaning him.
He also likes to be watched as he's humiliated — hence the idea to have me watch, putting him on the spot, and giving me insight into how this all works.
I learn that he has been engaging in BDSM since his early 20s. He's "dommed," or been a dominant person in a BDSM dynamic, before. But now he prefers to sub for most recent sugar baby. A sugar baby-sugar daddy relationship typically means an older person sugar daddy who dates a younger person sugar baby in exchange for money, gifts, and trips.
