757 guy explained it well. The wide-bodies, the 777 and 747-400 for example, have steerable main gear to reduce tire scrubbing during ground operations. Not all of the main gear caster (for example, on the 747, only the body gear steer, the wing gear are fixed, and on the 777, just the rear truck, of the three trucks, steer.
The only airplane of which I'm aware that casters the wheels in flight is the B-52. There may be others, but it's certainly not common.
As far as arrivals, well, 757guy got it again: we are looking for a safe touchdown. Period.
The runway exit plan, which includes braking action and landing distance analysis (that I now perform on EVERY landing, more on that another time) is briefed, but we don't ever land shorter than normal because, frankly, it reduces the safety margin by putting the gear, and other parts of the airplane, unreasonably close to objects on the ground. Go low on the path, land short, in San Diego, for example, and you're going to hit a building with your gear...or worse...not good...
But we are spaced closely on arrival and ATC counts on us making a reasonably quick exit from the runway to accommodate the airplane behind us. If I need the runway, I'll use it without concern about ATC's priorities, but we do try to be good users of the airport.
For example, in Dublin last weekend, I landed a 767-300 about 06:30 AM local time. "High-tempo operations in effect. All aircraft plan to exit on taxiway B6" said part of the ATIS...well, B6 is only about 6,000 feet down the roughly 8,500' runway, with a normal touchdown, that left me less than 4,000 feet to stop a 270,000 lb airplane with over 200 people on it. I did stop it (Autobrakes 4, for you 757guy...they worked great...) but my concern was a safe landing, and taking the airplane off the runway at an unsafe speed wasn't part of my plan.
We planned to accommodate ATC, and we do our best, but we will never compromise the safety of the operation to do so...