A
female
age
41-50,
anonymous
writes:I'll just jump right into it, I had a minor crush on this really sweet, kind, shy, humble type of guy who would do all these little small things for me all the time and not asking for anything back. The problem was I was already currently seeing someone and in one of the worst, most drama-filled, argumentative relationships of my life at the time. My boyfriend actually surprised me one day by telling me my crush actually likes me. My crush on the sweet shy guy started to grow until my boyfriend and i finally broke up several months ago.My crush and I are closer than ever now, talking everyday for hours and dropping hints. He mentioned that he wants to say how he feels about a particular girl *crosses fingers* but he's too shy to. I thought I'd take the initiative and try to tell him how I feel.. but I've ended up stuttering "I... I... I..." on almost three occasions now and finding a lame excuse to change the topic. How can I nudge him to confess? I'm way too shy.
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broke up, crush, shy Reply to this Question
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Fancy yourself as an agony aunt? Add your answer to this question! A
male
reader, C. Grant  +, writes (13 September 2011):
 Spend time with him. Go for coffee, go for lunch. Take his hand. Put your hand on his shoulder. Get more and more comfortable together. The closer you get, the easier it will be.
A
female
reader, maverick494 +, writes (13 September 2011):
If you have problems saying it out loud, maybe do it through a thoughtful message on his phone. There are so many ways to do this. I once mended a friendship by sending a DVD with a videoclip of a song that mirrored everything I wanted to say in person, but somehow couldn't. The person in question really liked that approach and we remain friends today.
Also a guy I've liked for the longest time but to whom I couldn't admit my feelings in person, I just sent him a card for his birthday with the suggestion we got together to celebrate it separately from the official party. He got the 'hint' and we've been together for 4 months now.
So my advice is to let him know through other channels rather than just the verbal face-to-face one, especially if you've tried that 3 times already. He's shy too, he'll understand. So get creative and send him a message in a way you'll know he'll appreciate. He'll like the effort. Don't worry about him saying no because from your post it's blatantly obvious he likes you back but struggles with the same problem you do.
Good luck and let me know how it works out!
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