15-year-old Teyana Taylor arrived to the New York Hip Hop Festival S.P.I.N. Awards in November 2006 in a colorful graphic shirt and hoodie combo paired with blue jeans and sneakers.
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The singer made her television debut on MTV’s “My Super Sweet Sixteen” in February 2007 wearing a custom dress and matching jacket by Heatherette.
Taylor looked adorable in an oversized, layered look with playful accessories like a bright pink watch on MTV’s TRL in November 2008.
At Ne-Yo’s 30th birthday party in October 2009, the singer wore fitted jeans, a white cami, a cropped leather jacket and black leather booties. She kept her look edgy by accessorizing by layering on necklaces, bracelets and rings.
In a denim bustier-inspired top with yellow cargo pants and brown wedge sandals, Taylor posed on the red carpet of the ‘Takers’ premiere after party in August 2010.
The singer ditched her baggy clothes for something a little more form-fitting and revealing at the premiere of Tyler Perry’s Madea’s Big Happy Family in April 2011. The thin-strapped maxi dress featured a thigh-high slit that showed off her killer legs.
Mixing prints at BET’s ‘The Game’ And ‘Let’s Stay Together’ series premiere in January 2012, Taylor paired a leopard-print blouse with camouflage shorts and thigh-high black leather boots.
Getty Images for BET’s Rip The R
Taylor wore a black bralette, leggings and a sheer dress at BET’s 2013 Rip The Runway Show in February 2013.
At 106 & Park Live in July 2014, the singer showed off her rock-hard abs while still looking effortlessly cool in a red Alexander Wang bralette, NBA bomber jacket, black sweatpants and sneakers.
Posing on the red carpet of the 2015 Espys with her fiancé Iman Shumpert, Taylor looked like a bronzed goddess dressed in a Grecian-inspired grey gown, which featured side cutouts and a thigh-high split that debuted her incredibly fit post-baby body.
At the 2016 American Music Awards, Taylor turned heads in romantic floor-length strapless bustier Steven Khalil mermaid gown. She made sure to keep the focus on her stunning gown by paring it with minimal accessories.
The singer and dancer rocked a skintight mermaid-style gown by Jason Boateng during VH1’s Divas Holiday: Unsilent Night in December 2016.