Will Gwen ever have the ability to get pregnant?
Yes, and Chloe too. But not until Act Three, for both lore and mechanical reasons :)
I wonder, if Chloe's child is a girl, would she look like Alice or would she take after her mother?
If she looks like Alice... that would be too cute.
Twinsies! They could do each others' hair and support each other against the bullies!
That's awesome and heartwarming! Can't wait!