What to Carry to Always be Prepared

Life & Love

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Dear E. Jean: What should I have in my bag when I’m going out and thinking I may spend the night with a guy? —Don’t Live on Whore Island

Miss Island: I always carry fuzzy slippers, binoculars, a copy of The Brothers Karamazov, a box of Triscuits, and a slingshot. However, for you I recommend tucking your lipstick, your cell phone, a credit card, a condom, and $20 in your clutch. Let him wonder what you’ve got in mind. Then if you’re cute and confident, you wear his T-shirt and boxers to breakfast.

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This letter is from the Ask E. Jean Archive, 1993-2017. Send questions to E. Jean at E.Jean@AskEJean.com.

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