Ha.
The first time: I was then involved in what would come to be one of my longer term relationships. It lasted two and a half years. I cannot recall how long we'd been together at that point. I was 18. Gone to a wedding, where after drinks later that night I started kissing a girl that I'd known for some time, who was not my girlfriend. Was not even truly adultery, nor even a more significant form of infidelity. But I suppose the latter is just going to get us into moot distinctions.
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The story gets funny: the next day I sat in front of the place where my girlfriend worked (a Baskin Robbins), unable to approach the business, but advertising my guilt for her.
The last time: one month ago. Been in a relationship since New Year's. Cheated on her half a dozen times. Last time, with a girl who'd been the closest friend of two of my exes (neither of them know about it) and who'd dated two of my closer male friends (neither of which knows about it). So we have, in all, about five potentially disgruntled parties. I started sleeping with this woman about two years ago. Nothing would ever come of it, both of us knew, because our mutual friends, none of which would have been happy about us seeing each other.
For weeks I worried she would become pregnant. And I tortured myself over what I'd done to my girlfriend.
I am convinced that on some level, I have done this act for the guilt. That I needed this guilt. It had nothing to do with the immediate pleasure this woman's body offered. Rather, it was about the pain I could inflict upon myself afterwards.
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