Since you say you're not in love yet, I think you should still take it slow. There's no rush and you both can agree to this, so there's no pressure. If I were you I wouldn't make the move on Valentines Day - this is too much pressure to go all out and have sex.

I agree with shezbut's great advice - discuss your feelings on how you need to be feeling love and how you're a little nervous. Since he's experienced, then STD's are possible so condoms and birth control should be used. This means if you're not on birth control, then you need to do this first. You sound like you have great morals and your smart. Good luck.