In 2010 he opened the fall show for Calvin Klein as an exclusive in New York, he was on the cover of Surface, he appeared in the spring issue of V Man, he signed with Soul Artist Management, he walked the spring shows for Calvin Klein and D&G in Milan, he was on the cover of Attitude and became the face for American Eagle.
Dean and Dan Caten, twin brothers from Willowdale in Toronto, started their path in fashion at the Parson’s School of Design in New York City in 1984. Eight years later, the Canadian duo moved to Italy with their sights set on creating their brand. After collaborating with some of Italy’s most celebrated fashion houses, in 1995 the designers presented their first men’s collection under the label Dsquared2. The presentation marked the debut of Dsquared2’s runway show extravaganzas, which captured the attention of journalists and buyers from around the world.
In 2006, 17-year-old O'Pry was scouted from his prom photos on MySpace by Marin; fashion-icon, model-maker, TV personality and past judge from America's Next Top Model. Bert Hamilton, a photographer from Sean's home state of Georgia, took the picture featured on this article before his career took off.