I'm not sure how I'm going to deal with pregnancies yet.
At the moment, I release the game on a Day by Day update basis, so if you've got somebody pregnant, you need to wait 20-30 updates before they even properly know, and then another 200 odd before they look pregnant.
So I've thought of only 4 real ways so far
1) It is an epilogue, you got them pregnant, it's the ending showing the future.
2) Something happens which requires you to be out of the game for a long time, another injury, kidnapping, prison etc and when you come back it's 6 months later or so.
3) I make a follow up game set in the future where you see the pregnancy canon etc, but this would take away from choice as if the game has Mercedes pregnant and you didn't bang her, it's linear not choice based.
4) Change the updates into weeks rather than Days, however this then would really reduce the choice, if you can hit on or help a girl you like once a week, then really she's probably not going to be interested in after 5 weeks of flirting you get a kiss, whereas this is more accepted over a couple of days.
So yeah I'm not really sure at the moment, I'm leaning towards 2, but I really don't know.