Whoa, that would be weird but I suppose it's possible that their kids would know each other? But that's only if Rory were to stay in SH. I'm thinking after the first couple of years she'd probably want to get out of that small town and spread her wings as they say?
I agree with Maria that she should give it a rest with the unavailable men. I'd hope that in any potential future installments that she'd find a guy who's really worth the wait, NOT Jess or Logan, even though I do love Logan but presumably he'd be married so yeah, that's a no go. Holy cow, I'm really going off topic, so sorry.