Hi, I've had anal with a lot of providers, none at AMP/AAMPs though.
Entry - depends on the lube and how relaxed the girl was, if she's clenching and not into it then it could be difficult to enter. If she's someone who is into it then it's never been an issue.
Deep - I'm not huge, average size, I usually fit all the way and can thrust just like a pussy with girls who enjoy and are into anal. Most providers who advertise that they are a "Greek Freak" or "Love Anal" will not have any issues and you'll slide right in perfectly. For girls that I dated (not sex workers) who I tried it with this was not the case as it wasn't something they were really into.
Tight - Yes, it's tight and warm.
Shit - Sometimes. I have a regular who I see every other week on pay day for the last several years. Many times there isn't much residue after, but sometimes there has been poo on me after I finished. We always shower after. If you're concerned with the poo, then I'd suggest to wear a condom. Usually anal is our last activity for the 2nd or 3rd pop in the session (Mouth->Pussy->Anal)