She was the cute regular at Penn Station, and he was the hottie manning the grill. He never approached her, not to mention she was in a relationship so she never thought anything about it. Fast forward several years, she was working at Tilted Kilt. She happened to be serving his friends who were at a different table. He remembered her and asked his best friend if he should approach her. He pumped him up and so he proceeded to give her his number. She was not fond of guys leaving their number but she remembered him. She decided to give it a try. He took her to Hofbrauhaus on their first date. There was a live band and they could barely hear each other. He was so nervous he drank too much and got drunk. At the end of the date, he kindly asked her if he could kiss her! She was so taken back by the fact that he had even asked before making a move! For the past year she had gone on several first dates, but never a second date. She knew he was completely different from what she was used to so she decided to give him a second date, and the rest is history!

Jackie and Patrick had a big vacation set up for Disneyworld. He knew he wanted to ask her to be his and had a whole plan on how to do so. He thought they would be going to Magic Kingdom on the first day but in true Jackie fashion- she had changed the plans last minute. Magic Kingdom day had been changed to the last day. They had a great first few days but the nerves were killing him. The day came and she woke up feeling like death. She was very nauseous and was not feeling it. He had asked to go to Cinderella's wishing well- unknown to her that it even existed. His plan was to make a wish- the wish being that he married her... however when they approached the well he realized it was blocked off to the public. He had to come up with a different plan! He then had the idea to ask her in front of the castle by telling her they needed to take a pic in front of it. Unfortunately for him, when they began to walk towards it, it started storming BAD. They had to run to take cover. Once it died down, they used another fast pass and then decided to go take a picture again. However, as luck would have it, there was several men dressed in full black uniforms MOPPING THE CASTLE! He refused to have them in the background so they rode more rides and then decided to come back again. When they returned to the castle, there was a show going on. He asked their friend Jazmyne who was with them to take the photo. She initially became distracted by the Frozen characters singing, but then she took a few pics of them. He asked Jackie if she could feel his heart, because it was beating so fast! She laughed it off. He then got on one knee and TRIED to get the words out- although he couldn't. She said yes, and he quickly got up without putting her ring on. He continued to hug her and kiss her because he was so nervous and overcome with joy. He then FINALLY put the ring on her finger. She eventually cried tears of joy because this was the most MAGICAL moment of her life.