I came across this shoujo romance a few years back but have forgotten the title. I only remember a few details, but hopefully you awesome people will know what it is. Well, the main character, I guess, likes this hot/normal/smart looking person (don't all shoujo characters). They go out on their first date and the girl is surprised when she sees the dude, who is decked out in punk-ish looking clothes. He's got a different meaner personality, and ear pierces. I think I remember thinking that the shirt he wore was a little too short. lol. So...have any idea what manga this is?

Is it Skip Beat by Yoshiki Nakamura?

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“𝒯𝒽𝑒 𝓇𝑜𝓈𝑒'𝓈 𝓇𝒶𝓇𝑒𝓈𝓉 𝑒𝓈𝓈𝑒𝓃𝒸𝑒 𝓁𝒾𝓋𝑒𝓈 𝒾𝓃 𝓉𝒽𝑒 𝓉𝒽𝑜𝓇𝓃𝓈.” ― 𝑀𝒶𝓌𝓁𝒶𝓃𝒶 𝒥𝒶𝓁𝒶𝓁-𝒶𝓁-𝒟𝒾𝓃 𝑅𝓊𝓂𝒾.
あたしは腐女子です。少女漫画、たくさん読んでください。

You're So Cool completely matches your description. You see the male lead in punk clothing in chapter 4.