Why would he bring up a girlfriend from years and years ago?
969210
I wouldn't over analyze what he said in casual conversation.  I wouldn't necessarily say that since he brought her up that he is thinking about her alot.  Think about all the people you think about in one day.  As far as his having feelings for her, I'm sure that it was very hard for him when she died, there will probably always be a very small place in his heart for her, even just as a friend. \n\nThere is nothing that can be done to stop him from thinking about her.  If he's been with you for that long, then I definitely wouldn't worry about him still having feelings for her, even if he did it's not like he could act on them.  It was probably just a coincidence that he happened to think of her.  I wouldn't worry about it.
567633
He's probably looking at you and thinking bad thoughts about you.  Calling you names in his head.  If you two haven't talked in a year, there must be a reason.
242938
Probably because he wants to be with two girls (in bed) at the same time. Some guys love stuff like that, he's probably one of them.
633010
He married the the 45 year old and dumped the 34 year old, because he felt the 45 year old listened to him and understood what he wanted. The 34 year old may have been taking him for granted. \n\nOn the other hand, maybe the 45 year old lady was just really hot. hee hee...
304820
No, it's fine. You've been together a very long time. Why not make things more convenient?
689302
Culture shock maybe.... but you knew getting into the relationship in the first place what " baggage" he was carrying ......... Its not a question of age ..... or of how nice, or not nice the .....ex is .......... its a question of Love, commitment, and communication.
421186
I know a guy just like that who is also in his sixties.  He obsessed about this one girlfriend until his wife finally relented and let him go look her up.  She thought this would help him get her out of his system.  Of course she was nothing like he remembered her.  Not only is he still obsessed with her, though, recently he has become obsessed about another old girlfriend he is worried he was too harsh with when he broke up.\n\nI do think he is mentally ill.  He shows signs of Obsessive Compulsive Disorder (although I'm not a psychiatrist to make this diagnosis.)  He's also showing signs of early Alzheimer's (I'm not a medical doctor of any kind) and seems to be only able to think about things in the distant past.  The present, like his good wife, is not his focus any more and it is causing him problems at home and at work.  I wish he'd take my advice and get help.
766578
Probably not, you haven't been together v.long so they're probably from before you even met. But why were you looking through his draws?
80804
Because he is still in love with her. I apologize, but if the man is spoiling his ex then maybe you need to just be friends for now until he learns his lesson the hard way and comes back to the one good thing that he turned away...
365711
Well, I like dating older girls...or at least I prefer older girls, never really dated many but I guess the simplest answer is, maybe he wasn't all that interested. I mean, no offence but it does happen. Although, I don't give much credit to him for pulling out of it THAT way.
938426
Considering that he has already asked you out in the past (even if it was a few years back), half of the work is already done. It sounds like he already has feelings for you. I think that what you should do is start talking to him again.. don't just jump right into the relationship, start off talking to him, talk to some friends of his to see if he is single, and if that is not possible.. be like "Your girlfriend's lucky.." and test the waters. Most likely he will then at that point say "I'm single" or "Yea, she is" This would probably be a good indicator. You may not use the exact phrase, but whatever you choose to that extent should take care of that problem. My advice is, gee, just to get the friendship built back up, and get it to where you feel comfortable with him and want to get into a relationship. Just keep in mind, that no matter what happens, it will happen in its own time, no need to hurry things along.. Good luck!
93611
Could be a lot of reasons, but most likely jealously and insecurity.  Men do this exact thing too.  Some of it has to do with possessiveness, but my feelings are just worries that the new girl would hear all the wrong things about me, or not treat the guy as good as I did, or stole him (that hussy)
625170
I doubt it's the number of past relationships that men have. It does help because it would mean that the men have learnt something previously.\n\nHowever, I would seriously want to know why a particular guy who had too many relationships (e.g. age: 25, past relationships: 15). This means he is just out for a fling. Or he has commitment phobia. Or whatever problem that is.\n\nAs for virgins and guys of less relationships? I guess it's up to individual taste.\n\nFrankly speaking, women just want to be respected too. If a guy wants to be respected, he jolly well respect his women too.
668520
If he hasn't asked then he's prob just having respect for you and your past and doesn't want to invade. He prob feels it's up to you if you choose to one day tell him. If he tells you that he isn't interested then don't be offended, after all the past is in the past and why is there a need to tell him about it. He's interested in what's going on in the present and not what happened in the past. Don't think to much of it.
42481
Maybe he knows it won't work with the age difference, or he could be already married.\n\nK
201419
#1 it is none of their business ... your past is your past...  it has nothing to do with the present  or the future...   why do men want to know all the time ?? so they can make judgements, and   bring it up  as a weapon?? no thanks...let sleeping dogs lie... or they might  come back to bite ya  !!!!!!!
567890
Women are confusing, but don't let this put you off.  Initially your girlfriend was very guarded because of her past experiences but through time she has learned that all men are not the same- she has learned to trust you.  Your girlfriend may also have some insecurities through what has happened to her in the past.  Your girlfriend may be the type of person where when they find someone they really like they will do anything to hold noto them i.e. getting a house together or having a child!