by (@katespencer)

#81: Madonna And Britney Kiss

Let us journey back in time, to a world where Britney Spears was beautiful and her golden locks were real (maybe). The year was 2003, the girls were decked out in white wedding dresses better suited for streetwalkers, and they only had eyes–or lips–for one lady: the Queen of Pop and Pointy Bras, Madonna. That September, Britney Spears and Christina Aguilera joined their idol onstage at the MTV Video Music Awards and turned a regular performance into headline news when they each took turns tongue-kissing Madge while singing her timeless tramp anthem “Like a Virgin.”

The timing of their tonsil hockey was perfect, providing a much-needed jolt to Brit’s suffering career. It had been a tumultuous year of disappointing record sales, a high-profile breakup from Justin Timberlake (which inspired his #1 hit “Cry Me a River”), her disastrous film flop Crossroads, and the closing of her restaurant NYLA after just seven months. Plus she had a new album to promote, packed with horny dance tracks celebrating masturbation and other hot ‘n’ breathy behavior. Yup, a girl kiss is just what she needed. Britney later claimed she had “never kissed a woman before” — even though they had seriously rehearsed the smooch before the actual performance. (Sadly, an ass-slap from Madge was canned before they went live.) Still, that one sultry, same-sex lip-lock freaked the pundits and titillated our whole nation. And our girl finally became a (bi-curious) woman.