Derick does seem like a nice guy , and he isn't bad looking. Jill seems happy which IMO is what matters. However , I agree that I can't see marrying someone that you have never kissed , never have been alone with etc. You are basically marrying them in the honeymoon stage of dating when its all rainbows and unicorns. I mean would Jill even know if Derick has dated , kissed , etc. with any other girls? I don't know if he could tell her that , with chaperons around. To me , it's something she should know about him before the big step of marriage.