As Wolf Plays has mentioned you can impregnate Rita and Josie on day 2, with Rita who is more concerned about the consequences of you finishing in her, if you obtain enough Love and Submissive points through conversations with her you can tell her to not take it and she will be submissive enough to accept.I just went through the 0.2 version the second time since last night...so far, I like it (and can I say that I expect to see some more pregnancies in the game, maybe Rita could get pregnant as she's the only woman, other than Meadow, who had sex with MC and I chose to let the MC cum inside of her when she's not on the pill? She said she would take a morning-after pill, but she could become busy and forget about it).
One thing I need to mention is the font...my eyes hurt while playing (the morning's slightly better than playing it late at night, but it still hurts). Could you consider changing the font in future versions? Cheers.
With Josie if you went into the back with her, neither of you are too worried about what could happen and well the inevitable will happen.