I'd date myself, definitely. I'd get to know myself better, and I would get to experience myself from the outside for once, and that'd probably lead to a lot of introspective analysis, and I'd learn a lot.
And if it was myself that I was dating, she (not changing her gender... 'cause I'm like that) would probably grow from the experience too, and from there, we'd have to assess the relationship again, probably.
Chances are we'd work out.
That and we know each other's kinks, and oh boy, that would get.... *blushes*
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