I've never driven more than maybe 9 or 10 hours at a time. Eugene OR. to Stockton CA. takes about 8 hours...I've done it in 7 though.
The longest road trip I've driven was a few months ago when I took my pops to Alabama from here in California. It took 4 days starting from Stockton CA. to Flagstaff AZ. to Amarillo TX. to Conway AK. and ending in Huntsville AL.
The longest road trip I've ever been on was when I was 13, my pops and I traveled the US visited tons of family and saw 42 states ending at a family reunion, it took 2 and a half months. I won't bother listing them all, I can't remember them all off hand anyway, but I can pretty much guarantee I've been to all your home states or at least driven through them.