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Sort of....can't really call it dating, but I had a thing with my 8th grade English teacher for a few months. I was like 16 or something, and she was 25 or 26....don't recall exactly. She was like fresh out of school herself. Perky little blonde from San Diego. Good times.

Outside of that though I've never been with a girl that had a significant age difference to me. I mean I've dated a few girls that were like a year or two older than me, even one girl that was exactly a day older than me, which always really irritated her lol, but nothing extreme.