Ally and Alan first crossed paths at a concert venue in Tulum, Mexico. Ally was attending a close friend’s wedding (shoutout to Chelsey and KJ), while Alan was there celebrating a bachelor party (credit — or blame — to Michael Frenna). Alan, in a stunning display of audacious sartorial choices, sported a cowboy hat, a WrestleMania T-shirt, and denim cutoffs. Naturally, Ally felt morally compelled to approach him and offer some well-deserved mockery. One thing led to another, and they spent the remainder of the evening immersed in music, parting ways only after exchanging numbers.

Upon Ally’s return to New York, her phone was promptly inundated with a barrage of WrestleMania merchandise photos from Alan, soliciting advice on which ensemble he should "debut next." Despite this admittedly alarming turn of events, Ally agreed to see him again during subsequent trips for family visits and a bachelorette party in Miami. Eventually, Alan ventured to New York for what was intended to be a brief visit — but, after an impromptu two-week stay, it became abundantly clear where their story was headed.

The ensuing years unfolded in a whirlwind of flights, overstuffed suitcases, and passport stamps as they traveled across Asia, Europe, and South America — ultimately establishing Miami as their home base. After a two-month odyssey through South America, signing a new lease, and acquiring their diminutive yet ferocious canine, Lola, Alan decided it was time to propose.

There was, however, one minor complication: he contracted the flu — and most generously shared it with Ally. Suspicious of his behavior, Ally couldn’t comprehend why, rather than indulging in his usual favorite pastime of being doted upon, Alan holed up in the guest bedroom, conducting himself like he was battling the final stages of the plague. His unwavering insistence that she consume orange juice was particularly suspect — a remedy Ally, leveraging her medical background, knew was more optimistic than effective.

When Alan finally coerced her into the car under the rather questionable pretense of meeting his cousin for a casual dinner, he had entirely abandoned all attempts to encourage her to dress nicely or even wear contacts — a bold strategic risk. En route, Ally’s uncle conveniently called to insist they check whether the jetski was sinking (as one naturally does). When Ally wandered into the backyard to investigate, she found Alan kneeling on one knee — Lola dutifully by his side, eager to commandeer the moment. And just like that — after questionable fashion statements, countless international adventures, an ill-advised flu recovery plan, and a nearly submerged jetski — here we are!