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The prostate is your best friend, my dear pegging neophyte.

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Condoms also help with easy insertion (read: lubrication! For anal beginners, you have to be in the RIGHT positions to make it work. This may seem like the obvious choice, but it's actually a rookie mistake.

Doggy-style is actually a difficult position to pull off anally, regardless of what porn has taught you.

You'll want to pick what's right for you, which can only truly be done by physically going into the store and trying one on.

My favorite spot in New York City is Babeland, but you can find your own just about anywhere.

Conquering your man's backside may be chill for you; but he might be sketched out about you "compromising his manhood" or whatever.