Bill-24
-you were going to a dancing class (a/n idk)
-he was thinking about proposing. So he did
-"y/n?"
-you saw him get down on one knee and your eyes went wide
-"bill..."
-"would you-"
-"fuck yes bill!"
-"um I didn't finish... will you make me a happy bagel and accept my cream cheese and never use a different cream cheese?"
-"Bill!"
-"kidding"
Stan- 20
-you were talking about moving in together
-"Why don't we just get married!"
-you saw stan look for something in his pocket
-you got butterflies in your stomach
-"I've been thinking about it for a long time y/n. I love you so much and I want to be with you forever! Will you marry me?"
-"oh my god stan yes yes yes!"
-you hugged each other for few minutes when he whispered in your ear
-"my dad gave my a ring when I was 17 and said 'Jesus son if you two are going to act all cute together, just marry her you idiot.'"
-you two laughed for hours
Richie- 19
-you two love each other like crazy and honestly would've gotten married at 16
-you were at a drive in movie theater watching a horror movie
-you were cuddled close
-you were watching the shining and you were to the part where jack was trying to kill Wendy
-"you know I would never do that to you y/n."
-"hm I'm not so sure about that trashmouth"
-"how about I prove it to you."
-he pulled out a ring and you started to feel tears forming in your eyes
-"y/n if you marry my I promise never to pull a jack on you"
-"hell ya richie!"
-everyone in the theater clapped for you
Eddie- kindergarten (you made it official at 23)
-kindergarten proposal-
-"hi y/n"
-"Hey Eds"
-"I love you y/n"
-"oh Eddie I love you too"
-"lets get married!"
-"ok!"
-"now what?"
-"now we make babies"
-"ok!"
-23 year old proposal-
-ever since you got married in kindergarten you two have always called each other husband and wife
-"y/n will you be my wife?"
-"Eddie I already am!"
-"for real."
-he pulled the ring pop you two exchanged in kindergarten
-"Will you marry me? For real?"
-"ok!"
Ben- 26
-he was soo sweet about it
-you two were traveling around Maine for library's
-you were reading and he was looking at your face and he went for it
-"y/n?"
-"yes ben?"
-"we've been together for about 8 years and I'm ready for us to get married. I love you so much, will you make me a happy ben and marry me?"
-"yes!"
Mike- 22
-even though you were all grown up Henry (a/n just pretend the asshole isn't dead) followed mike almost everywhere since he was still in Derry
-you were confronting Henry and mike was staring at you the whole time
-"marry me"
-Henry looked disgusted and you looked like someone who had just witnessed Henry dying
-"yes yes yessss mike"
-then you slapped Henry and said,
-"fuck off before I kill you"
-you and mike shared a kiss and some giggles
Beverly- 21
-you two were at a beach getting a tan and talking about random shit
-"I remember one time in high school when Henry tried kissing you to get under my skin and I yelled out 'bitch back the fuck up she's my wife' and he just left"
-"I remember that too Bev!"
-you had gotten a ring a few weeks ago thinking you were going to propose
-"Beverly, why don't we get married? I know a guy who marrys lgbtq people!"
-you got out your ring and slipped it on her finger
-"um duh!"
Henry- 18
-you were faking a proposal to get free food at McDonalds. Or so you thought
-"y/n will you marry me?"
-you noticed the ring he was holding was real and you gasped and covered your mouth
-"Henry..."
-"y/n I know-"
-"of course I will marry you!"
-you hugged him and he hugged back and you whispered
-"this why you're broke?"
