stephen109 saidOk guys...
So me and my bf took it to the next level finally and it was amazing. But now, when we get to doing it again, I'm scared. I don't know what to expect really. I don't want him to ....errr..come in contact with stuff he doesn't want to. Any advice?
He knows you're a novice, right? So be frank with him about your concerns, that you would appreciate his going very slow & gentle, and stopping if you're having too much discomfort. A considerate guy will know to do this, even without being told. And if you can't continue at some point, let him know you still intend to do it, and want to try again later.
An experienced top knows it sometimes takes a few attempts to get a novice able to take a dick. He may just finger your prostate for the first couple of tries, to get you used to the sensation, and also to the potential pleasure. And use tons of lube -- a newbie can never have too much lube, of the condom-safe variety.
And actually, some guys enjoy the process of "breaking a guy in" and won't mind if it doesn't happen the first time you try. My first BF was that way, and never forced me. And fortunately he was versatile, so I got my initial experience as a top with him, too, and that helped to keep him satisfied when I was having trouble being a first-time bottom. Maybe your guy is versatile, too?
As for the cleanliness issue, lilTanker covered most of it. Time of day can be important, too, if you have regular bowel habits. If you usually have a single morning movement, then anal sex immediately upon waking is prolly not gonna be good. In that case waiting until you've visited the bathroom, beginning a window of opportunity through the early evening hours, doing the enema routine Tanker mentions. But an enema won't help much with a big stool in your rectum, so wait until after you've had a good dump.