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The one thing to remember is that the pleasure of anal is the pulling out motion not the thrusting in, as opposed to vaginal sex. So don't ram it in her, go slowly in, and faster on the reverse thrust (now its sounding like star trek or something?!!)
The best way to ease things up for the big day is while you go down on her, use your well lubed finger from her pussy and slowly ease it into her butt just past the finger nail (make sure they're cut short tho) just to stretch it a bit.
We enjoy anal every few months, and I even let her put a small vibrator in my butt when she was really horny blowing me. Brilliant is all i can say, although its still daunting to think of something the size of a cock going in there... so maybe we'll skip that
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