Having just fulfilled a long time fantasy of sucking a cock and having a load of cum shot on my face my friends suggested we take a break and have a few more drinks before my next lesson. It turns out that Tony and Rob were into what they called flip flop where both would either top or bottom during anal sex. Again as I had mentioned in my first story, in my fantasy I was always on the receiving end of all the actions. This held true about any anal action as well.
Tony's play room had a display of many anal play toys and he had promised to use a few on me before the evening was over. I told Tony one of my fantasies had been to have my ass pounded while sucking on a hard dick. He said that he and Rob would also make that wish come true but he first wanted to loosen my ass up with a few of his toys. He had me hop up on the bed a get on my knees and bend forward. He used a special lube he had that made the entry of his first toy, a thin vibrator, go in painlessly. It felt great, I loved the massaging effect of the vibrations. The next toy was a larger and longer rubber dildo. This one filled me up and with his manual stimulation to my prostate I dribbled a little cum out of my flaccid dick. After several minutes of this action I was more than ready for my first real cock.