I spoke with my boyfriend this morning and still am not sure what to do. 
 
He didn't brag to me about his sexual conquests. I asked about the numbers and he told me and I didn't like it. We were having a discussion about sex and he told me about his best experience thinking that it was a mutual exchange, not meaning to make me feel inadequate according to him.  
 
He said he is happiest with me sexually and overall because he gets emotional and physical satisfaction out of it. He thought I meant "technically" and that "we" were a given answer so answered the way he did as that was just an experience that popped into his head at that time. 
 
He agreed that he has previously lived a lifestyle that most people would find hard to take. Even himself looking back, he feels that a lot of things are wrong. He was molested by a man for about a year when he was 12. His Dad took off as well when he was a kid and he has no idea where he is. His Mom did not handle the break up well and dealt with it by medicating herself.  
 
He left home at 15 and has been on his own since then. He said that I am probably correct in my feeling that his high level of sexual activity was due to trying to fill a whole. He gained self esteem from it and felt wanted by people. 
 
He said that as he has gotten older that he realized that it was not a healthy lifestyle to continue on with. That he decided to make steps to clean up his life and develop a more stable one. It is around this time that I met him. 
 
These are all answers that I can deal with and even understand and move past. 
 
This is where I get confused.  
 
He told me that the guy that molested him used to try and hold him, cuddle and kiss him after the assault. He said he doesn't always like doing that stuff as I guess it reminds him of his molester.  
 
We cuddle and kiss a decent amount but he always told me that he doesn't like "making out" for extended periods. 
 
He then proceeded to go on more about that girl and said why he thought that it was a memory that stayed with him is because they cuddled for 6 hours prior to the act "he even added in, "like we do" and that it was the anticipation that maybe made it so good. Kind of contradictory. 
 
He said that prior to the act it was looking like a one night stand but that after she had told a friend that he was one of the nicest people she had met and he decided that he may want to pursue a relationship with her. She didn't want a boyfriend and that was the end of that. 
 
I am not sure how to feel about all of that. You hate to cuddle for extended periods of time yet the best experience you had was because of cuddling beforehand. ???  
 
It also hurts me that I feel like almost strangers have had what we have interaction wise. I hate that so many people experienced kisses and cuddles from him as well as intercourse. I consider that intimate. How is it different with people you love? He said the feelings of love for that person makes it all different. With others it is physical satisfaction and maybe filling a void, with me it is deeper and more meaningful because of love.  
 
I have never had casual sex so I can't relate. Maybe it is clearly different.  
 
Am I just looking too deep into things and dwelling and hanging on to things that happened two years ago or more when I didn't even know him? Is it even my business or right to get mad at him for it when since we have been together (almost a year now) he has shown nothing other than total devotion to me and has lived a stable life thus far and kept all of his words to me?  
 
A few of my friends told me that he is a stand up guy and that he has made clear steps to prove his claim of wanting to settle down so far as they could see. They said that they don't even care about their husband's pasts as it is what he does now that matters. They said that maybe some of his answers have become confused/confusing because he feels attacked and pressured about things that he can't change. That is is trying to be honest but when he is I get mad and cry and so on. The impression they gave me is that they think I am being hypersensitive. I was married before and have cuddled with boyfriends throughout my life and kissed a few people. I know for me it doesn't take anything away from my current partner. My feelings are real despite though my numbers don't quite match his. 
 
I am finding my decision on how to proceed hard as I have examples of things going both ways.  
 
My ex-husband had a bad past (more drug related and abandonment issues) and he was a repeat of that life despite always saying that he wanted away from it. His actions never backed up his words. So far, my boyfriend has backed up his words. Then there is my father who had a bad life until he met my Mom and he is the best Dad and husband a person could want. He made they choice to change and has kept to that for over 30 years. 
 
I fear that if I let him go, I could be losing a truly good guy that has changed his life around but I also fear that if I stick around, he could want to revert to his old life.  
 
Sorry this is so long but on top of seeking advice and clarifying a few things, it is also therapeutic to write this out.