And you'll find that saying No is not so hard once you've said it a few times. Be very very careful about drinking and drugs, because so many girls and guys get hurt. Either in accidents or in other ways. But, diseases like Herpes don't care if you're drunk or not. When the relationship is not fun and not fulfilling.
Some couples keep going out out of inertia.
If you mean when, specifically to break up with someone, I'd say, don't do it before his SAT exam, or big game, or right after he finds out his parents are getting a divorce. Have a heart and try to be gentle and kind, but don't keep going out with a guy you no longer have special feelings for. Sweet - that's a question for everybody to answer for themselves. We used protection, but how much a risk is it to still get pregant. It was 5 days after menastrating.