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If you are going to do it first get her to relax. A few glasses of wine with dinner before helps. Do the back rub. Stimulate her first and get her really excited before you do any anal. Start with your finger and slowly add another. Remember the anus has to stretch out slowly. When you get two or three in without pain then try. be gental and slow at first until she gets used to it. Then hammer it home. Remember to keep stimulating her. Reach around rub her clit. Unless she is going to do it for you.
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"Scuse me while I whip this out"
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