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My first rich boy pulled down my underpants. My last rich boy pulled down my tights. My first rich boy — I had fixed my eyes on his face long enough to know — was beautiful, with dark gray eyes and long golden-brown hair across his forehead. My last rich boy was blond. He grew up to be the president of the United States. He was raped by his grandfather. He was raped by his uncles.
There are a lot of misconceptions around pegging — with men who have always wanted to try it being too scared to do so because they are worried their sexuality will be questioned. I had experimented with self penetration when masturbating, and realized I liked it. We had a very open sexual relationship when it came to trying new things, and she had voiced interest in pegging me, so we agreed together to try it. So, there was that initial discomfort, but it was mostly a very pleasurable experience. As a bisexual male, that may play a part of it but it just seemed like something I would definitely like.