In an October 2012 radio interview on Sway in the Morning that has recently resurfaced and gone viral, Conrad was asked by host Sway Calloway to pull a random question from the "mystery sack."
"What's your favorite position?" Conrad, now 28, read from the slip of paper.
"CEO," the Paper Crown designer and bestselling author answered demurely after a brief pause, before flashing a sly smile.
The quick and unexpected response prompted Calloway to yell, "CEO! I like that. Yes. Yes."
The two then exchanged high-fives.
Although the love life of the former The Hills star has been media fodder for years, Conrad became engaged to law student William Tell in October.
Skip to 6:17 to see the exchange.