What Would Jessie Do?

'What Would Jessie Do?' is where Jessie and Kyle answer your burning questions about dating, sex, and relationships.

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What Would Jessie Do? | You Have Questions, We Have Answers: Category Archive for Entertainment

The Guy I'm Dating Carries Condoms Everywhere... Is He Skeezy?

My Boyfriend Gets Pissed Off Whenever I Dress All Sexy

Does Anyone Actually Care About the Royal Wedding?

A Guy I'm Interested in Actually Wants to Vote for Donald Trump

My Boyfriend is Obsessed with Dungeons and Dragons

Is Charlie Sheen Crazy, Still on Drugs, Both... Or Is It Just an Act?

Should the Academy Have Let 94-Year-Old Kirk Douglas Present an Award?

My Girlfriend Is More Into Working Out Than Having Sex With Me

Do Grand Romantic Gestures Actually Happen in Real Life?

Kristen Stewart Exhales. A Lot. Is She Really Worth $28.5 Million?

Is It Cheating For A Guy To Send Flirty Texts To Another Woman?

What Have You Gotten Mad At, And What Ridiculous Thing Did You Take It Out On?

Is Charlie Sheen Really An Addict? Or Does He Just Like To Party?