I took the opportunity to use the hotel leisure suite so would swim use the gym have a sauna I had been getting into shape recently and was back to my...fighting weight and feeling pretty good although I had got my self involved in a small scuffle in a local bar with and ended up with a black eye I was out with some other sales guy from the conference who got mouthy with some locals I tried to calm the situation down and ended up get whacked by some guys elbow I over slept and hadn’t shaved so. We had set a date for Friday night at 8:00 pm and he arrived promptly, ringing my doorbell at 7:59. I let him in and we shared a glass of wine and chatted a bit before heading off to the restaurant. It’s quite close to my apartment so we simply walked down the street chatting, laughing and casually touching each other. The night had barely begun and I was already turned on. My pert nipples were poking out through the thin material of my dress, which was a slinky red halter dress that ended just. He must have put something on his cock because Brandy was surprised that it slid in so easily. She gasped in surprise when her anal ring suddenly plunged open, then snapped shut as the head of his cock slipped into her ass until it was trapped in her rectum. It felt huge inside her, but it was more uncomfortable then painful. And it was not that she could do anything, she was bound and spread naked to the chair.It felt so good to be in her asshole. He had felt her heat before with his fingers,. She lowered the plug, her arm disappearing behind my back, the tip rested against my loose, battered sphincter. No lube was necessary as I felt the plug invade my thoroughly greased passage, stretching my ass even further. Once it was all the way in, my ass contracted against the narrow neck. The next item for me to inspect was a pair of bubblegum pink latex hot pants with a small round hole cut in the crotch. Mistress crouched down and held them on the floor."Left foot." She ordered.I.