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FINN - you guys went to a concert , as a date - it was the sweetest thing ever - he was so shy & shit and it just melted your heart - you made him blush when you kissed his cheek
RICHIE - you guys went to the arcade , and got ice cream afterwards - all he did was say unfunny jokes & pickup lines - he kissed you afterwards - you made him soft
MIKE - you guys went to go see a movie - you guys cuddled , it was kinda awkward - afterwards you guys watched more movies at his place - you fell asleep on his shoulder and he was kinda freaking out
TYLER - obviously went out to go get pizza - hated how you wanted pineapple on your side of it (and what about it ? ) - afterwards you guys walked around town - you guys held hands for the first time
BORIS - since he usually isn't really romantic and shit , he wanted your guys first date to be special so he surprised you with a picnic - you were surprised af - you fell in love