I was once with my boyfriend and I wanted to try out anal sex with him. At first, I started with a little oil and I massaged it into his legs and up his inner thighs and crotch. Then, I put more oil on my fingers and slowly massaged deeper into his ass until I got into his asshole. I at first pushed a finger through his ass then I moved it deeper and deeper. I then pushed up and stroked his prostate gland. While he was on his back, I jacked him off and fingered his ass until he orgasmed. It was great to explore a new way to pleasure a man!
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