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I have honestly never asked a partner about their exes pussies. Ever. Never will.
How this question ever seems like a good idea, I just can't fathom.
I sort of did ask my sweetie, because I was curious as to what he meant when he talked about sex between us being so awesome. Not so much asking for specifics about dimensions/fit, but apparently some of the ways I do some other things when orgasming are different from anyone else he has been with. Plus, we both have talked about how nicely we fit each other, and that this hasn't always been the case with other people we've had sex with. No insecurity on either of our parts, we just tend to talk verrry openly about a lot of stuff.