The Massage ad in the paper said only that it provided a relaxation massage for men. I called about the price and was informed that a forty five, minute massage cost $40. Making an appointment for that evening, I journeyed to the address with some trepidation. I had never had a massage from a man before and wasn't sure what to expect.
I was met at the door and introduced to Robert, a slim fit looking man, about 40 years old. He showed my to the back room where the massage was to take place and I noticed a futon on the floor with clean sheets and towels arranged on it. Robert told me to undress and lie down on the futon on my stomach and then he would be back in a minute.
When he returned Robert put some soothing music on and kneeling beside me started to rub my back and shoulders with warm soothing oil. The feeling was wonderful and I started to relax as he worked the tension out of my back. As he worked lower down towards my ass I realized that I was feeling quite relaxed, and even a bit aroused by the process I was undergoing and started to worry what he would think if I had an erection when I rolled over.
As he continued the massage Robert was now kneading my ass and small of my back with his strong hands. He stopped and moved down to my feet beginning to work from them back up towards my ass again and now he knelt between my legs working first on one then the other with his skillful hands. As his hands reached the top of my thighs the pressure of the massage was changing from one of some depth and strength to a caress of my thighs and buttocks. Then taking more oil he traced the crease of my ass with one finger, while with his other hand he squeezed the inner thigh and parted my legs further.
I have to admit that this was giving me an erection and I was beginning to want the action to continue. Just as I thought he would keep stroking my ass I suddenly felt him use some pressure with his finger and rub it around my anus. The sensation was divine and I sighed a bit when he stopped. I felt more oil drip onto the crack of my ass and then his finger returned and slowly pushed into me. I have done that to myself but had never been fingered by another man before. It was however after a second or two of discomfort a wonderful feeling.
Robert asked me if everything was all right and lying there with his hand on my ass and a finger up my chute I said "yes, its fine". He asked if I wanted him to continue and again I answered "yes".
Taking his finger from my ass I felt something else placed against it. Robert told me to try and relax and that he was going to place a small vibrator in my butt. The head slid in and once again after a second or two my ass relaxed to accept the new sensations and the vibrator sent small tingles through my guts.
I don't know when he did it but he somehow had removed his pants, the next thing I knew Robert removed the vibrator and I felt him lean forward over my back. As he did I felt the head of his prick probing at my ass. Once again he stopped before he entered me and asked if I was still feeling okay and wanted to continue. In response I spread my legs farther apart and pushed my ass back against his prick. With a hand on each side of me I felt the pressure of his cock head pressing against my ass as he waited above me. Suddenly the head of his prick stretched my ass open and popped inside. This time there was considerable pain and I asked him to stop.
