On the evening of May 7, 2017, Gannon was in town with his touring male revue doing his semi-annual show at The Rusty Spur in Fort Wayne, Indiana. Mikayla was in the process of being coerced by her friend to join her and her mom to go to this male revue show. Despite the fact that she wanted no part in this event, they had purchased VIP tickets and had the opportunity to meet the dancers prior to the show. While waiting in line to meet the dancers, Mikayla noticed a long haired man wearing a backwards flat-billed hat when the door would open as groups were entering and leaving the room where the guys were. She immediately said to her friend, "I call dibs on the blonde guy". Moments later, Mikayla and her group made her way to the front of the line and had the opportunity to take pictures with the dancers. As soon as Gannon laid his eyes on her, he was smitten. The show went on, and despite that Mikayla was probably the worst tipper in recorded male revue history, Gannon could not stop paying her extra attention. Although this was not wise on Gannon's part financially, all he cared about in that moment was making sure this vexing lady had the time of her life. After the show was over, Gannon knew he had to find this girl. He quickly got changed, went back out on the floor, and was immensely disappointed that she had vanished. Desperate to find out who this mystery girl was, he ventured onto the show's Instagram to find that the show's page had grown by one follower - Mikayla Bassett. Gannon had hit the follow request button before realizing he had done so. Further social media communicating lead to Gannon's return to Fort Wayne to formally spend time with Mikayla. The visit was a huge success, and after Mikayla's trip to Cincinnati to visit Gannon, on May 29, 2017, their love affair had officially begun.

As a Valentine's Day gift, Gannon presented Mikayla with 2 tickets to Disney World for them two to enjoy a nice vacation while she was on Spring Break. The plan, all along, was for Gannon to propose to Mikayla, and the signs pointed to this, but Mikayla was about to be in a world of confusion. Gannon had discussions with his sister about general plans to propose on the trip, but without any details. As most people know, Mikayla is somewhat of a snoop and happened to stumble upon the messages between Gannon and his sister. The first thing she did, full of excitement, was tell her friends about it. The first thing they did, was tell Gannon about it. He then constructed an entirely fake conversation between her two friends and himself displaying anger towards Mikayla and calling off the plans to propose. He then purposefully left his phone open hoping she would read the messages. She took the bait. Gannon's plan of deception deepens. Another fake conversation was constructed - this time between Gannon and his mother. She requested that he go visit an old farmhouse that once belonged to a beloved relative. Gannon happily obliged (without any input from Mikayla). This was infuriating because Gannon decided to delay visiting Disney World to drive over an hour to take pictures of an old house. After landing in Orlando, they jumped into the car and headed to this mystery house. Mikayla, tired from the flight, sleeps the entire way. Upon arrival to this barren "neighborhood," Gannon gets Mikayla out of the car and stands her in the middle of where two roads came together. He then proceeds to tell her that the spot she is standing in is the only place in the world where Bassett (Street) literally turns into Miller (Road). He then backed up, got down on one knee, and when she turned around, asked, "Will you marry me?" She had no idea what was going on. She was groggy from just waking up and processed nothing Gannon just said. After he re-explained everything, she said yes!