Vincent is that guy with about three different dates lined up for Valentine's Day, then he still manages to get into after-hours trouble. He kind of enjoys it, because the holiday just makes everything so easy. Kid in a candy store, etc etc. That said, he would probably do a round with tokens for the girls in his life, a special gift plus food for Obsidian, then he would take Yuri on a proper date, so he can have a good example for whenever he dares to try again. Honestly, if it were a game, Vincent would win without trying, because he is just so damn good at Valentine's.
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What if Vincent said they should split? :?