by 
bearlover
ANSWERS: 1
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depends on how tight you are could be a little bleeding make sure you use lube there is no thing as enough lube for anal a enema is a good idea to clean you and relax you some use baking soda and warm water about 98 to 100 deg remember your core temp is 98deg anything less is cold and will make you tighten finger or small toys before the big penitration if you mean fisting rather than anal sex then long time working you open to that and plan on some leakage when you closing back up you stay a bit open after a good fisting
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