Will and Sandra met on a busy street in Manhattan when Sandra was coming out of a club with her friends. Will and his friend, Khris, saw Sandra and immediately he asked Khris to introduce them. Will asked for Sandra's number but she gave him the wrong number (accidentally, of course!) Will called Sandra's fake number on the spot and realized that she gave him the wrong digits. He then proceeded to ask her number again, dialed the number, this time it actually works. So, a few texts exchanged here and there. Sandra had travel plans for the next few months. Will decided to drive Sandra is the airport. Before driving her to the airport, he took her out to eat sushi ( which was her favorite), then went to Dave and Buster to play some games. That was their first date. When Sandra was away, Will patiently wait for Sandra to come back so they could continue their dates. When Sandra is finally back from Asia, Will took her to Cayman Island and asked Sandra to be his girlfriend!

Will took Sandra to her dream vacation in Greece for her birthday. They went from Athens to Mykonos and finally to Santorini. Will was carrying the ring throughout the whole trip and Sandra had no idea what he was planning on doing. During their last day at Santorini, which was on the date of May 20th, Will told Sandra that he had booked a dinner reservation for their last night. He had arranged a car to pick them up. At first, Sandra was feeling a bit suspicious about it all because usually they walk every where. However, Sandra did not think much about it. When they arrived at the venue, a waiter came out to greet them and told Sandra that she needs to put a blind fold. At that moment, Sandra knew something was up. When the waiter told Sandra to take off her mask, Will was standing right in front of her with flowers and candles on the floor. He promised her to take care of her for the rest of her life and took out a ring and asked her to marry him. She said "Yes!" and as they hugged and cheered in front of the most beautiful sunset at Santorini.