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Should I approach him in spite of what my friends think?

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Question - (12 October 2009) 2 Answers - (Newest, 12 October 2009)
A female United States age 30-35, anonymous writes:

There's this one guy in my class who is really nice, but really shy. Whenever I talk to him, he smiles and blushes a lot. I secretly think he must be socially retarted or something, because as of late I've been dropping quite a few hints to let him know that I'm interested.(Showing off cleavage, flirting, becoming interested in things he likes, etc) I'm not trying to be mean, but I'm genuinely in-like with this particular guy. He's just doesn't get it, though.

Yes, I should probably just approach him like a normal person, but I'm really nervous. For starters, my friends wouldn't approve, since this boy isn't really nice looking at first glance. But like I said, he's sweet, and that's hard to find these days. Second, I have a big fear of getting rejected. What if he only wants to be friends with me?

I mean... Well, okay. Every so often, I "joke" about me having a crush on him when in reality I like him very much, however I always add, "Just kidding!" But every time I do so, he blushes and stays quiet for awhile. Most of the time, on the other hand, he's pretty normal around me. We laugh together, pass notes in class, and we've shared a couple of deep conversations. The other day he even told me that out of all his friends that I'm his favorite. I wanted to propose right then and there.

So, are there any hints I should be looking out for? Or is this guy just not interested?

View related questions: crush, flirt, shy

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A female reader, VictoriaK United States +, writes (12 October 2009):

VictoriaK agony auntFor starters he's not "socially retarded" because he's not getting your hints.....maybe he's not used to someone coming on so strongly to him, because as you said he's not the best looking guy. And if your friends wouldn't approve just because of his looks then you seriously need to find new friends. I think if you want to be with him then you need to go for it.....if you don't take risks then you'll be stuck in this cycle over and over again. And pretty much everyone, everywhere has been rejected at some point in their life. You just have to brush it off. and maybe instead of after saying that he has a crush on you saying "just kidding" you should just smile at him.....you're sending him a ton of mixed signals..which is probably confusing him to no end.....

Best of Luck

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A female reader, anaphaseii United Kingdom +, writes (12 October 2009):

I think he's definitely very much interested and I think you should drop the act and not be afraid to let him know of what you want.

Also, showing cleavage? If you want a sweet guy, attract guys for the right reasons. Be genuine, not trashy.

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