You can tell the nurse about your experience with catheter withdrawal this last time, and ask if some lido gel can be inserted up in there before s/he pulls it. It's not the usual thing, but it's better than having your bladder spasm because that's what hurts when the cath is removed. Another thing you can do is take a deep, deep breath just before s/he pulls the tubing, and exhale forcefully as it comes out.

As for having difficulty urinating afterwards, the longer a catheter stays in the harder it is---the bladder gets lazy---so ask them to remove it as soon as you're allowed up after your procedure. Drink plenty of fluids, and turn on the water in the bathroom when you try to 'go' for the first time....seriously, this helps a lot. Listen to the water run, and think "water thoughts"---think of streams and rivers, or standing hip-deep in cold water (damn, now I need to pee!!). Relax your pelvic muscles and just let it flow.

This works probably 75% of the time, even for men with prostate problems that partially obstruct urine flow. It's worth a try, anyway.