My boyfriend of 4 years really wants to do it in the butt. I would love to do this for him but I'm afraid its going to hurt too much , as we've tried before..I'm also worried about the uncleanliness of it and if an accident were to happen... What do you suggest?
Most butt related problems can be solved by starting at: just don't worry about it.
If you've tried before and it really hurt it can be really off putting to want to try again. But if this is something you want to do, then you do it again at least another 6.5 times, before you decide to give up.
The best thing you can do at this point (if you haven't already), is try and get to know your butthole better. Use your boyfriend and other tools to slowly start finding out what does feel good for you, and what doesn't. Know your butthole better. THEN you can introduce his penis to it, but with a little bit of confidence.
With regards to uncleanliness, again, just don't worry about it. Try and keep a good diet. When you're going to give it a go just make sure you avoid any foods that you know you digest so well...
There are enemas available that can be used to clean you out a bit, but they really are not necessary and probably are not healthy for regular use.
If there is an accident, once again...
...just don't worry about it...
...move on and try again next week.