A shy dude is going to need to open up to you and feel comfortable around you before your friendship progresses to something romantic.
That might take some time, so let things unfold slowly and don't rush anything.
Message him on Facebook or text him if you have his phone number.
Source: Shutter Stock Once you guys start talking, remember to take things slowly.
Guys love being asked for help and they love being able to give that help.
Source: Shutter Stock When it comes to shy guys, picking up on clues as to whether he's interested or not may be a little tricky.
Again, you could wait for him to do it first, but that's lame and also it might take a while.
You don't have to be like, "I LOVE YOU..." you can just say, "I really like talking/being with you." Say it however feels best for you.
It's even more frustrating when people assume your shyness means that you're not interested or just being mean.
Don't assume that just because he's being quiet and awkward and not flirting with you means that he doesn't like you. Know that if you do want to try to date him, it's going to be a little difficult to read him sometimes... Source: Shutter Stock Okay, now for how to date him.
If he told you he liked you too and then never said anything else about going out, he could just be totally freaked out and nervous.
Take the reigns yet again and ask if he wants to hang out sometime. As a shy girl, my favorite kind of first date is going to the movies, because it limits conversation, but you still get to be close to each other and talk a little.
Plus, if things go well, the date can always continue afterwards.