If your hymen (aka cherry) is broken before sex it may not hurt during sex and it may not bleed. Not everyone bleeds even if it wasn't broken. It just depends on the person really. It was very painful for me and I bled a lot, but I was very tight and the first guy I was with was quite big. If I were you i'd be glad it didn't hurt and that you didn't bleed really hehe.

Yes it can happen down the road if by chance your hymen actually wasn't broken.

My first time of lovemaking was 2.5 years ago and it was really painful to me.My vagina is pretty tight..Especially for the 1st time of having sex, it seemed to be a tiny hole.Well, I was hurt a lot but not bleed so much though.Actually, it didnt bleed out into bed to see....But it was something pinkish,reddish.I also didnt see it until I went to bathroom to wash.
Some bleeds a lot at 1st time, some does only a bit and even some doesnt at all.Most hymens of girls break on the 1st time but there're few cases which hymens are quite thick or in some special shape so that they dont break yet until few times of lovemaking later.Thats what I read in medical book and gynaecologists say.
So please dont worry.Bleeding or not isnt a big deal..Its not enough to be an evidence of virgin though :)