Always use a condom! There is no excuse to have anal sex with out condom! Anal sex can produce bleeding plus the anus area is a home for a lot of bacteria. Those bacteria harmless in and around the anus, but everywhere else they might make troubles... Protect yourself!
The lubrication is key to have a great anal sex! Unlike the vagina the anus wont get wet when she is in the mood. You have to get her back door lubricated. Use water based lubricant only, like KY jelly. It is not health hazard to her and it wont damage the condom.
Be gentle, very gentle. Play with her anus. Insert your well lubricated finger in. First just the tip of your finger. She have to get comfortable with the new sensation first. If she doesn't have pain push your finger in al the way. Remember, you supposed to take your time and be very gently. She have to learn how to loose her anal muscle, because this ring muscle automatically try to close the entry door. Also lot of people like to use butt plug or anal toys to get her muscle relaxed.
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