bill: after a romantic dinner date, at 21 years old
richie: he doesn't lol
eddie: he's super awkward lmao, he does it in the middle of your living room. you were 22
stan: stan didn't have a ring. y'all probably just finished fucking or something and he was like "hey, let's get married". you guys were like 25
bev: bev proposed as soon as gay marriage was made legal in the country you were living in, so probably in your 30s-40s
ben: he took you out to a special spot for you guys, y'all were 23
mike: he was the most polite gentleman-like guy ever. took you out to a romantic date and proposed under the stars or something sickeningly romantic like that. you guys were 20.

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Fanfictionexactly what's in the title, bro -female reader