The good news is that no one ever asked when Whitman was going to propose or if Lindsie was interested in marriage or when the two of them were going to have kids (and no, they still don’t know about the latter) so, there was NO pressure whatsoever when the two of them were packing up to go to Mexico for their 6-year anniversary celebration.
Since Lindsie never heard any ‘oooos’ and ‘aaaahs’ before big trips, she was not worried about anything other than getting on a beach with her beau and drinking a margarita or two. She just needed to get away. Though, she might have impulsively asked her nail esthetician to mix two white/cream colors together the day before they left because listen, OPI’s ‘It’s in the Clouds’ and ‘Funny Bunny’ were just not quite the right shades on their own, okay??
Of course, it would not have been a surprise if Whitman had gotten on one knee in any number of beautifully scenic Tulum vistas in the first 3/4 of the trip but, this didn’t happen. No. Whitman, nervously waiting for the perfect moment, decided that that moment was three feet deep in the waters of the Gulf of Mexico. Without considering the logistics of how it would all work (or his height), Whitman, with the waves lapping at his thighs, dropped to one knee, fished a loose diamond ring out of his swimming trunks and immediately lost the ring in the water.
Juuuuuust Kidding
He hung on to that ring like Frodo.
Whitman then managed to very eloquently (again, citation needed) make it through his long-considered monologue describing the depths of his love and commitment for Lindsie.
We aren’t sure she exactly said yes (*she did) but she did gladly take ownership of the one ring to rule them all. Whitman was thus free of the constant mental terror of carrying a diamond around with him everywhere.
Elated that the proposal seemed to be well received and with the mental and physical weight of the ring removed, Whitman promptly walked up to the beach-side bar and ordered tequila shots.