Dear Em & Lo,
I like a guy that I work with (I’m an office assistant and he’s a mechanic) but I’m not 100% sure that he likes me back. I don’t get many opportunities to talk to him privately at work as other people are quite often around, including his mother who works in the office with me, which can make things awkward. I constantly catch him staring at me when he walks past my office, and he makes a point of saying goodbye to me when I’m leaving work, even if it means going out of his way to do so. One night a few months ago I went back to his place and we ended up lying in his bed, both topless, with him resting his head on my stomach and later he kissed me but that was as far as it went. We’re both shy and neither of us mentioned that night after that. He has recently told me that he doesn’t speak to many females and that he plays dumb so that he won’t get hurt. I’m not sure if he was speaking in general or referring specifically to me. For months I’ve been wanting to find out where I stand with him — does he like me and, if so, what does he want this to be? So, my question is, how can I ask him without making myself sound like a complete and desperate idiot?
— Too Shy-y-y