Maybe its coz you have been dating all the wrong guys all this time (seems like that coz you've not settled down in a long-term relationship yet ) and he is concerned about you (true friend get like that sometimes ) I'm not sure if he likes you though (I have a friend who has dated really bad guys and I'm concerned for her but I don't have feelings for her)but if you like him then go ahead and tell him you like him and I doubt he'll say no but remember if you mess things up, you'll be loosing a good friend, on the other hand , you probably know him better than any other guy and vice versa, so there is a good chance that your relationship will last quite awhile.
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