Jessica Simpson: Say Cheese!

Jessica Simpson smiles wide at the 2010 Operation Smile Gala at Cipriani, Wall Street in New York City on Thursday (May 6).

The 29-year-old country singer wore a one-shoulder Carolina Hererra dress, Brian Atwood shoes, Ferregamo clutch and Sutra jewels.

Operation Smile is a children’s charity treating facial deformities such as cleft lips and cleft palates around the world.

Jessica was recently in Washington D.C. for the White House Association dinner and bumped into her ex Tony Romo and his new girlfriend Candice Crawford. Awkward much?

15+ pictures inside of Jessica Simpson smiling at the Operation Smile gala…