I was 21 and had just finished at university. I knew I was into cock and had sucked one before but had been too nervous to take one in the ass. 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.
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The first time I had sex, was with the brother of my best friend. That whole thing started on a Saturday afternoon, when I went to visit my friend. I didn't know it at the time, but he, his younger brother and his parents had left early in the morning to go to the beach. The only one at home was Tom, his older bother.
Ok, so this man was 20 years older than me, which may seem like quite a stretch but we were just suited to one another. He was married but no longer with his wife, instead of going through the divorce process they just decided to stay married and friendly with one another. He was totally honest with me from the moment we met inside an upmarket bar in the centre of the city. We talked for ages sitting on the high bar stools and straining to hear one another over the music. As the night went on we decided to head back to his apartment, it was a bright apartment with an amazing open plan design.