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My current boyfriend had his first time with me and it took me about 3 months to slowly work him to the point of being able to be fucked. Had has a very small butt and is sensible to pain but he can finally enjoy it. To me it felt like crossing a threshold into being gay that I wasn't sure about. I had been chatting to a man called David online, who lived in my town for months by this point, and he made me feel comfortable enough to explain my anxieties about taking anal.

He was very understanding and didn't try to push me into anything at all. The first-time anal sex experience can feel intense, with initial sensations of stretching and pressure. With first anal experience gay preparation, relaxation, and lubrication, it first anal experience gay becomes deeply pleasurable rather than painful.

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