John told Jackie he was flying up from NC on Friday and she took a half day at work to pick him up at the airport. He actually had flown in the night before and planned to surprise her with the proposal. His flight on Thursday night was a nightmare and he ended up missing his connection in LaGuardia and was stuck in NY without a way to get to Boston. At 11:30 at night he rented a car and made the 4 hour trip to Boston.

The next day, he sent flowers to Jackie's work with a card that said, "Jackie, I can't wait to see you! If you get offered a ride, you should take it. Love, John." Jackie was confused by the note but was excited about the surprise and beautiful flowers. Around the same time, she got a message from her friend Lauren at work saying she wanted to walk out with Jackie to talk about something. Really, she was just helping make sure that when Jackie went out the door, she saw that there was a town car waiting for her. The town car had a special song playing on repeat and John had left a letter for Jackie that explained that he had actually flown in the night before!

The car drove over to Jackie's favorite street in Boston, Comm Ave at the Fairfield intersection where John was waiting dressed up in a suit. He expected that Jackie would get out of the car with tears in her eyes, knowing what was about to happen but instead she hopped out, excited to see him, thanking him for the lovely flowers and trying to get him to come see the snazzy car she came over in. John eventually got Jackie to come over to where he was and said he wanted to ask her a question. Still somehow completely oblivious, Jackie said "Sure, what's up?" John then dropped to his knee and asked her to marry him. She said YES!

The two hopped back in the town car and drank champagne while trying to decide where they should go to celebrate (or so Jackie thought). They decided to go to Top of the Hub. John had organized for their families to meet them there for a second part of the surprise! She was completely shocked again. They all had lunch and champagne and then John and Jackie headed to an inn outside of the city to continue the amazing weekend.

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