Can you ever trust a guy with a bad reputation

Anonymous
Ok so I have been best friends with this guys since we were freshers at University 4 years ago.We have always gotten along brilliantly and been very comfortable with each other,we can literally talk about anything.He is a total player,I have seen a fair few women fall for him but its like they mean nothing to him.He never forms an emotional bond.Anyways last night we ended up going for a walk.He seemed very quiet and distracted,I knew something was bothering him so I asked him about it.He said he would never want to ruin our friendship so I could just forget what he was about to say if I wanted to but he needed to say it.He basically blurted out that he has had feeling for me for quite a while but didn't think he was really deserving of me.I feel the same but I can't help but wonder what right I have to think I will be different from any of the other girls?I am not sure if I can trust him in a relationship.What is the best way to handle this?
Can you ever trust a guy with a bad reputation
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