Chelsea Gilligan
Nude

Smoldering seductress Chelsea Gilligan is the kind of babe we wouldn’t mind spending some quality time with while stranded on an island—or in Orange County, California, where the brunette babe is originally from (the sights she could show us!). Promptly at the age of 18, Chelsea got a jump on her entertainment career by grabbing the title of second runner-up in the Miss Teen USA 2009 pageant. She slid right into her first acting gig as a pageant girl on the series Big Time Rush the next year, and one as a hot girl in Glory Daze. From there, she strung together a TV career doing pop-ups on shows like Friends with Benefits, Victorious, and How I Met Your Mother, before finally landing something a little more permanent, the regular role of Teri on Star-Crossed in 2014, a primetime series on the CW network. The show gave the actress an opportunity to do scenes in her underwear, proving she could fill out a bra and overflow it with some serious cleavage. Chelsea booked her first big-screen gig with the lead part of Mia Webb in Looking for Lions (2014), then did the required horror film, playing Joan in Reclusion (2016), aka The Haunted, aka Door to the Other Side (you know it’s good when they give it multiple titles to disguise it). She upped her game as Lia in Windows on the World (2019) with Edward James Olmos, directed by his son Michael D. Olmos, then returned to the little screen to do episodes of NCIS: New Orleans and The Resident in 2020. What would—and this is just Mr. Skin thinking out loud here—what would the Skipper have done if Gilligan looked like Chelsea?