ANSWERS: 2
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This is very difficult, as all asses will resist, as will donkeys, horses, cows, sheep and most human beings. Perhaps feeding it some oatmeal laced with a "date rape" drug would do the tick, but I am sure that you could be reported to the RSPCA for such behaviour. If I were you I would consider masturbation, or counselling.
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Lots of lube, various sized butt plugs and stretching. Anal sex is great if handled properly.
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