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ORIGINAL: hausboy

As Maxsboy said, there's no risk as long as anal sex is done with certain "golden rules" in mind.  The old adage is: too much lube is almost enough    Lots of lube and condoms and.......wait for it....COMMUNICATION....will help prevent too much, too soon, too hard, too fast, too...etc.  Buttholes never forget--if you've had a bad experience with anal sex in the past, you may need lots of warm-up and careful "coaxing" to get your anus to relax. 

I know LOTS of folks who like it "hard and dry".... but if tearing or soreness is a problem/concern, getting the muscles relaxed and more receptive to the idea of being penetrated can help.  Lots of lube and condoms--not only easier cleanup, but reducing your risk of STDs.  Enemas are not a requirement--some prefer to do this--it can make the rectum cleaner, preventing any small pieces of fecal matter from causing friction/discomfort.  But plenty have anal sex without this "step.'  My ex and I engaged in a lot of anal sex, and she never took an enema before.

Use only anal toys for the bum--don't get fancy with brooms, lightbulbs, bottle--you'd be amazed.  Anal toys are designed with the butt in mind--smooth with flared bases.  Whereas you can't lose anything (long term) in the vagina, something that goes in the butt, must come out.....or you will be off to the ED with some explaining to do.

Communicate--if it hurts....and not in the good way....or the bottom has "spotting" afterwards---back up, slow down and find a position or toy that works better. 
If it doesn't fit, don't force it.  There are novelty butt plugs out there that I swear to you--should NOT be used on human subjects.  Our fantasies often have bigger appetites than our assholes, so work your way to the bigger penetrative items over time. 

There is no risk of "wearing out" the butthole--take proper care of it and you'll both have plenty of fun years in the future.

have fun--be safe