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Elio's romantic life would take full swing post-graduation, so his official first date would most likely be a few days after he's officially graduated from TUA. He wants to make sure his romantic commitments doesn't interfere with his academics and other social activities, not to mention taking time to sort out his feelings and being fully confident in himself before taking the 'first step'.
Funnily yet typically enough, he would be asked out first h̶i̶s̶ ̶p̶o̶p̶u̶l̶a̶r̶i̶t̶y̶ ̶p̶u̶t̶t̶i̶n̶g̶ ̶i̶n̶ ̶t̶h̶a̶t̶ ̶w̶o̶r̶k̶ ̶a̶n̶d̶ ̶d̶o̶i̶n̶g̶ ̶w̶o̶n̶d̶e̶r̶s̶, causing him to internally spiral; it's one of the few moments he's caught off-guard, even if he plays it cool. Though come their first date, even when rationalizing it as just another 'hangout event', Elio does his best to make sure he doesn't look like an ass - extensively prepping days prior in lieu of the extensive improvement in his social skills over the past few years. On the day of, he would do his best to maintain his usual levelheadedness and 'cool factor' - though his "inner dork" would sneak out every now and again t̶h̶a̶n̶k̶f̶u̶l̶l̶y̶ ̶i̶t̶'̶s̶ ̶s̶e̶e̶n̶ ̶a̶s̶ ̶a̶ ̶h̶u̶m̶a̶n̶i̶z̶i̶n̶g̶ ̶a̶n̶d̶ ̶e̶n̶d̶e̶a̶r̶i̶n̶g̶ ̶f̶a̶c̶t̶o̶r̶ ̶-̶ ̶a̶d̶d̶i̶n̶g̶ ̶t̶o̶ ̶h̶i̶s̶ ̶a̶p̶p̶e̶a̶l̶.
So on their first date Jin and Mary’s minds were all over the place. Mary was still recovering from the shock the day prior of the girl she'd had a crush on for about a month suddenly asking her out, and Jin meanwhile was trying to focus on making the date a success because she didn't want her asking Mary out to damage their friendship if it went poorly. But Mary also had some plans of her own to make their first date special so she was trying to find the right time for that as well. And when that moment did finally come (her showing her face to Jin without the mask for the first time) Mary’s mind was this storm of anxiety about how Jin would react, but Jin’s mind was just thinking one thing…how beautiful Mary looked. And then without thinking much at all she went in for a kiss and after that it was Mary’s turn for her mind to go blank.
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