Because he didn't think he was more than likely sterile.
The trailer implies that she is protected again because they are wearing gloves. Does that mean the baby's demon can't feed? If so, does that mean it will wither and die?
There is a contradiction there because why else would he say he was more than likely sterile, unless he really thought it? What underscores that actually is the botched job on the birth control. I am not saying that birth control cannot fail, it can, and does on occasion. However if you think you are sterile you less likely to carefully follow all the instructions as you should perhaps.
I didn't notice her wearing gloves, will have to go back and look. Obviously she wasn't protected when she got pregnant, but getting pregnant from an act of true love verses lust may have restore her protection.
She started taking meds when she started working for Lara:
Yes, but I believe she had been taking meds all along but they weren't helping as they should. The act Thomas feeding drained off her excess emotions and cured her severe mood swings if I remember correctly from Storm Front or one of the other early books.