Look back over the last decade of October Playmates with us! Browse among the pictorials of all the ladies who have called themselves Miss October: Claire Sinclair (Miss October 2010), Amanda Cerny (Miss October 2011), Pamela Horton (Miss October 2012), Carly Lauren (Miss October 2013), Roxanna June ... (Miss October 2014), Ana Cheri (Miss October 2015), Milan Dixon (Miss October 2017), Olga de Mar (Miss October 2018), and Hilda Dias Pimentel (Miss October2019). “I guess they liked me. I feel so lucky,” said Roxanna back in 2014. We first met Roxanna through her agency, who suggested she’d do a test shoot. “There’s only one Miss October [2014], and it’s me!” Next, get to know more about Milan Dixon. “I’m a pretty chill person,” she says. “Being from Vegas, people expect you to be a party girl, but not me.” Learn more about all our Miss Octobers right here on Playboy Plus.

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