Could Have/Should Have Been

I was the lucky "older" guy out of college, but with a super hot, super smart girlfriend who was a frosh at an Ivy League school. One weekend, I drive down to visit her, and we have great missed-you-all-week sex. After we exhaust ourselves and are laying in bed together, my hot, brainiac girlfriend utters words I couldn't believe I was hearing. She asks what would I do if her friend, Meg (another hottie), crawled into bed with us. I was so stunned, and I couldn't tell if she was kidding me or testing if she could trust me. So, I took the high road and said, "I don't know. I guess I would feel like I was cheating on you." She replied, "Come on, it's every guy's fantasy!" Yeah, that's true. In retrospect, I wish I had just said I wouldn't know what I would do until it happened. It's been quite a few years since that happened, and we broke up before her sophomore year. I've never forgotten what she said, and today I still fantasize about what could have, should have been.

— Clint, 40

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