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Dating a Male friend I rejected before
I’m interested in dating a male friend. We met in college but were never really close and reconnected a year ago purely as friends. We’ve known each other for 10 years. We started hanging out platonically a lot the past year and he used to live two hours away so he would drive from far away to see me. I thought nothing of it. Then he moved to my city and we were close to each other now. One night we went out and he made a move on me. I froze. And we pretended he didn’t try to kiss me. This was three months ago. We kept hanging out then, pretending nothing had happened, me sending mixed signals, both of us casually dating other people. But I recently broke off casual dating because I realized I had strong feelings for him but now I wonder if it is too late? I still spend a lot of time with him and I don’t want to emasculate him by not letting him make the first move. He’s a macho type of guy and I’m trying to apply EMK’s philosophy in his book to embrace being the girl and do nothing, let him come to me. But I feel like that advice applies more to strangers dating versus friends potentially dating. We recently got back to a great momentum where it isn’t weird after all the mixed signals, we’re having a good time hanging out and enjoying the present and I feel like I am ready to tell him I wasn’t rejecting him when he initially made a move on me but was just scared and surprised. So should I make a move (physical or verbal) or will that emasculate him? And if we do date? Do the same rules apply? Should I wait to sleep with him? Because I feel like we already have been on 100 dates (platonically), so I don’t feel weird about sleeping with him sooner if he were ready to commit etc but I guess that is more of a down-the-road concern? Now I’m just freaking out on how to exactly let him know I like him but not nudge or nag or pressure him.