It was an icy and chilly day, Grant took Crismelle to Chicago for a little date to “celebrate” her passing of her Chemotherapy certification/late Valentine’s date. For brunch, they went to Cindy’s Rooftop where they enjoyed yummy food, delicious cocktails, and the pretty views of millennium park. They then drove over to North Avenue Beach where they went on a walk towards the pier. As the both of them stood in front of the Chicago skyline upon Lake Michigan. Grant told Crismelle “Oh look, there’s Elise’s apartment,” and points the opposite way. After trying to find his sister’s apartment, she turned back towards him where he was on his knee and asked her to marry him. After the proposal, they did a little photo shoot and then headed back to the suburbs where Crismelle was surprised by an engagement party with all of her close friends and family. She really didn’t expect it because she arrived to Antonia’s house in sweats.