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This years VMAs are also a family affair for the singer, as her sister, Ashlee Simpson, returned to the awards show for the first time in 17 years, wearing a slinky sequined gown

The Blazer and Trousers Alternative A dark blazer (black, charcoal, or navy) paired with dark dress trousers is the strongest alternative to a full suit

Details: The sleeves of this dress have been changed from puff sleeves to ruffled sleeves

The Mermaid & Trumpet These dresses hug the body through the bust, waist, and hips

Adorned with buttons and a self-tie and beautifully gathered along the sleeves, it has texture that enhances the loose shape

The Kentucky Derby has a dress code that encourages guests to wear upscale attire