Former Crush

I told my boyfriend that a former high crush had let me know he would be in town and wanted to know if we could get together. My boyfriend was my first lover, so he knew I had not slept with this guy. Plus, my boyfriend was a pretty secure person. So, it was not a big surprise when he told me I should meet the guy if I wanted and catch up with each other. What did surprise me was when he told me to also have some fun if I wanted. He said he had once had a hard crush on a high school girl and still wondered what it might have been like to sleep with her, and he could imagine I might possibly feel the same way.

Given what my boyfriend had said, I became nervous about meeting up with the guy. I had not wondered before, but my boyfriend got me to wondering about what it might feel like. Anyway, I met him at a local restaurant and had a nice time. Lots of good memories. It was when dinner was over and he invited me back to his hotel that I had to face up to the possibilities. My first reaction was to say I needed to be going, but with some coaxing I went with him. I spent the night. He knew how to get me ready and when he pushed his penis into me I had an orgasm immediately. He fucked me two times that night and in the morning I gave him a blow job and swallowed his cum. We showered and had breakfast, then went back to the room and fucked again. Afterward, I told him I had wondered what it would be like to fuck him. He said he had always wanted to fuck me. He asked me what my boyfriend would think about me having sex with another guy and I repeated what my boyfriend had told me. We had a nice goodbye and I left.

Later that afternoon, at my boyfriend's place, he asked me how it had gone. I asked him if he wanted to know all of it. He said he did, regardless of what I had done, and I told him everything. He held me and took me to the bedroom and we made love. He came in me when I asked him to fill me. He told me he was glad I had the experience and that it was good for me. I agreed that it had been very sensual to have my friend fuck me. I thanked him for letting me sleep with another guy. He smiled and said we will need to see that its not the last time with someone else. I asked what he meant. He said I now knew that it was a pleasure to fuck someone different and that it did not affect our relationship which gave me some freedom to explore with his support.

Two weeks later I looked in the eyes of a mutual friend of ours as he came in me for the second time and I had an orgasm as he did. Moments later I looked into my boyfriends eyes as he entered me and we made love. This new way of understanding sex had happened so quickly for me. I had been monogamous with my boyfriend for nearly two years and then, in two weeks, two other men had fucked me. And, with my boyfriend's support and encouragement. I know there will be some more in the future.