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Of course I did. She continued by telling me that her friend liked me. "She wants to go on a date with you, but was afraid to ask." As a favor for my boss, she wanted me to ask her friend out. She told me that she was a school teacher and lonely. She needed to have a man. She also offered to finance the evening, but I told her that was not necessary. I had tickets for a Willie Nelson/Beach Boys concert. I called the teacher and asked her to go to the concert with me. She accepted and we met at a bar near the concert venue. She wore a tight fitting black dress that ended a few inches above her knees, with red lipstick, red nails, eye glasses, and red high heel shoes. With her hair styled and the way she was dressed, she didn't seem so homely anymore. I decided I wasn't going to just date this woman tonight, I was going to fuck her too. In high school there were a few teachers I had that I fantasised about fucking, but had never accomplished. Yes, that night I was going to finally get. With a pop he was penetrated by what felt like a well-lubed strap on. He gasped in pain as it was shoved deep inside him, throwing out the pain as it rubbed across his prostate. Hot, warm thighs rammed his as the contrast of chilly plastic and warm flesh sent shots of electricity straight to his growing, making it grow harder to the point of juicy pain. He needed a powerful orgasm and he no longer cared if he had to get pegged to do it.Soft hands wrapped around his thigh, pulling it upward so that even more of the huge strap on could enter his ass. With each inch that slipped in, ridges rubbed on his prostate making him moan as he grew closer to his own release. Dragging the fake dick back out, had him whimpering at the loss only to find it being slowly pushed back in, filling him as it stimulated his gland. The pace growing in a strong, quick tempo as his body began to burn and shake. With a hard push forward and thighs slapping, he let out his load. Rope after rope shot from his.
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