And now here we are! Funny fact: Charlie doesn't have half a front tooth in pictures of their first date at the Cubs game. Charlie might have died of old age it took him so long to plan The Proposal. First, there was the ring Thank goodness Deb, Charlie's mom helped with that.
He ruined the surprise that he was ring shopping when he scheduled an appointment the same day they were scheduled to move in to their new apartment. He couldn't lie to Madeline, so he ruined the surprise and told her. He told Madeline he was going to propose at the Thomas Rhett concert that they had tickets for in September, but really planned with Madeline's parents to propose at their house in Minocqua over 4th of July weekend.
Bob, Madeline's father brought the ring up to Wisconsin in May! That was because Charlie didn't want to be tempted to just ask her sooner. Madeline didn't know any of this part of The Plan. Charlie got so nervous on the way up in the car for the July 4th weekend, he made Madeline drive the whole way up, and then yelled that he forgot champagne for "her mom's birthday. Once he made the decision to propose on the 3rd, he tried to get Madeline to one of the more romantic spots on the property.
No luck. She had already changed into sweat pants and covered herself in blankets on the couch. He tried getting her to the pier at sunset. Nope, she wasn't going to move. He tried to get her to the fire pit near the lake. That was a 'no' too. He finally got frustrated and went to the screen porch to regroup.
In the meantime, Madeline's mom told her to at least go down and talk to him for awhile. She begrudgingly went to keep him company. Well, that threw him off too, because then he couldn't figure out how to get the ring out of his pocket without her seeing it. The best he could come up with was to tell her to go get him a beer he did not ask, he told her to go. So romantic. She went, not happily, and when she got back with the beers, he was waiting with a fully lit ring box.
He wanted to make sure she could see the ring in the dark he planned that also. Well ok-- she finally figured it out. And she said Yes! Sam and Maddie went to college together and were both in the same sorority at Indiana University. Kelsey and Maddie attended IU and also were in the same sorority together. They lived together as roomates for a semester in the Alpha Xi Delta house and have been close friends ever since. There's an unsolved mystery involving 'Lean Cuisines' that they are still trying to solve together today : Maddie is also a bridesmaid in Kelsey's wedding this August.
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