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Clarissa and Sam, Clarissa Explains It All

Everything about Clarissa Darling (Melissa Joan Hart) is supercool, including the fact that her best friend, Sam (Sean O'Neal), is a dude. They have the perfect relationship; Sam is always there to help Clarissa think up some new scheme, design a video game, or pull a prank on Ferguson. Although they do contemplate taking their friendship to the next level — they go on a date and share a kiss, after which Sam says, "It felt like kissing my sister!" — they ultimately decide that they are better off as friends.

Image Source: Nickelodeon
Read More Sean O'NealMelissa Joan HartTVTina FeyAlec BaldwinKerry WashingtonValentine's DayNostalgia
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