I resisted commenting on this, but here goes. This happened with a Mistress that I've known off and on for years. When we first met it was obvious the way she humped me (without a strap on) she loved pegging. At some point I told her that was off the table, since I had a bad experience with a strap on years before. Fast forward to recent years, she has been my one and only. I've ran errands, volunteered to do different types of tasks for her, etc. We know each other well. I'm a client, not lifestyle.
The Mistress began to invade my mouth in sessions with three, four fingers, watching me gag and laughing. I went into deep subspace. She then began to wear a strap on and had me worship it, a major hard line crossed. I began to gag on it and the Mistress laughed and laughed and, with emphasis, and began calling me a whore and worse all the time. I began to request worshiping her rubber dick because it got her so aroused and I loved to see that. But it still wasn't my thing. Then she was going on an extended trip, didn't know when I'd see her again. I surprised her and wore lip gloss for the session before she left. The Mistress used my mouth with abandon with me gagging, but I was getting used to it. She began laughing and the Mistress blurted out something I always suspected, but never wanted to admit to. "I'm not laughing WITH you I'm laughing AT you." That stung in the moment, and it stung more after the session. In the days following, the spell has been broken. My feelings about serving her has changed, almost completely. I'm a big boy, I acknowledge I allowed the Mistress to cross a hard line of mine. But, on the other hand, that Mistress has known me for years and encouraged me to cross that line for her entertainment, eventually laughing at me for doing so. Her treatment of me that day was far to real to be roleplay. No one is that good of an actor. As the old saying goes, "There's no fool like an old fool."
Last edited by jbeast; 03/13/2025 01:22 PM. Reason: corrections