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She's been running to the Married To The Mob blog for the past six years. In her weekly column, she gives Complex readers insight into what today's young women really think about love, sex, and relationships. Ah, anal sex! Once the excitement of oral and standard piping wears off, back-door entry becomes the last item an average dude hopes to check off his sexual to-do list. If you've already awkwardly asked her about it, it may seem like she has no interest, but you're just not approaching it properly. Sometimes, women are put off because they never tried it in the right setting or with someone they felt comfortable enough with. Regardless of her reason for holding out, here are a few pointers that will help you infiltrate the elusive derriere. Good luck fellas!

Todd not his real name is a friend of a friend. He's a rare breed—a finance guy who lives in L. He's been dating the same ladylike woman for three years. They are the picture of late-twentysomething, Amstel Light—drinking America. The very at the outset time they slept together, they had anal sex. Miss Ladylike had by no means tried it before.

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