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Real Live College Guy: Would It Be Too Awkward To Ask Him Out?

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We all need a little guidance now and then, so whether you’re stressed about a fling gone wrong, a recently wrecked relationship or how to handle a stage-five clinger, Real Live College Guy Dale is here to help you navigate the college dating scene.

I saw this guy last semester and immediately thought he was cute. After passing many classes staring at him - and him catching my eye a few times - I finally introduced myself. After that, I never got the chance to really speak to him, as he always came to class at the last minute. This semester, he is in a few of my classes, and I haven't spoken to him, but whenever I would look in his direction I could notice that he would stare. Once, he even turned backwards and looked me straight in the eye during the lecture, when I wasn't even looking at him. So, is it worth it to strike up a conversation with him or would be it be too awkward after the back and forth staring? -Confused at UOttowa

Ottowa,

You go up to him and you re-introduce yourself, and you ask him if he wants to hang out after class. Clearly you two have some sort of strange physical attraction (or he’s obsessed with you, but hey, at least that’s something right?), and you just need to get the ball rolling.

I don’t know what there is to do on your campus, but assuming you ask him out or he eventually asks you out, you’re going to have to find somewhere to go together, right? I wouldn’t suggest coffee (too cliché), but see if he wants to grab lunch sometime. Don’t feign ignorance and ask him for help with studying (unless you really need it, and even then…). Just tell him that you never got the chance to see if he wanted to get together sometime and that you’d definitely like to.

Hey, maybe even poke fun at the fact that you’ve caught him staring at you a few times. Then he might come back with something like, “Nuh-uh, you were staring at me!” Which could be followed up with a cute laugh and a firm denial, with you insisting that he stared first. Boom, now you’re flirting. I would recommend that you wait until after class to hit him up, otherwise if it goes poorly you don’t have to sit in class stewing in your embarrassment.

Is it going to be awkward? Yes, probably. Asking someone out is never not awkward, but sometimes you just have to take a deep breath and jump off the high-dive.

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