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I don't think it is too uncommon for guys to have not had a serious girlfriend by the time they are twenty. My last boyfriend only had one serious girlfriend before me and he met her in college. My new boyfriend really has never had a serious girlfriend and is 28. Both have "dated" a lot of women but both said they just never found someone they cared about seriously enough to make their "official" girlfriend. I also tend to think that many people (guys and girls) are looking for "the one" to fall into their lap. That doesn't happen. I think that when you meet someone and get to know them, the rest will follow. I also tend to believe that when you aren't looking, the perfect person will come along. But often too you need to speak up and say something, so the person you are interested in will get the hint.
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