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Anal sex is something that requires a bit of planning. Eat very lightly in the twelve hours leading up to the act, and make sure you have a bowel movement several hours before you actually do it. You could try using an enema kit, but that's really not good for you in the long term if you use them regularly. As long as you do make sure not to eat heavily and use the restroom before hand, there shouldn't be a mess. As to how it feels, that all depends on how well you're prepared.