Before becoming engaged, Shaun White made two attempts to pop the question to Nina Dobrev

Before becoming engaged, Shaun White made two attempts to pop the question to Nina Dobrev

After dating Nina Dobrev for five years, Shaun White made two attempts to pop the question before the two were engaged.

Shaun White’s initial two proposal concepts were unsuccessful.

Before he ultimately proposed to his fiancée Nina Dobrev, the Olympic gold medalist had two unsuccessful attempts.

What went wrong with the first two attempts, then? In an article published on October 30, Shaun told Vogue that he had originally intended to pop the question to the Vampire Diaries star over their summer break this year,

but the plan was derailed after she suffered a surprise fracture to her knee in a May bicycle accident. Nina finally had surgery and months of rehabilitation for the damage, which she subsequently disclosed were.

However, Shaun encountered additional challenges when attempting to put his five-carat Lorraine Schwartz ring on her finger. During a November trip to Cape Town, South Africa, the 38-year-old also came up with the idea to ask for her hand in marriage. However, pals of the pair spoiled the surprise by incessantly inquiring if that was the planned date.

The former professional snowboarder ultimately made the decision to keep things simple by arranging a little dinner at The Golden Swan Restaurant in New York, complete with flowers and a photographer. Additionally,

he refused to change the date when Nina, 35, informed him that she wasn’t feeling well before the big night, choosing instead to have his PR send her a phony invitation to an elite Vogue event.