Not sure about your cupholder #2 in this scenerio but mine is actually in the armrest. Shifting to 2nd gear will place said coffee into the back seat if I don't contort my arm into some kind of unnatural angle.

 

Correct. Soda cup holder in car was a good source for making fun of fat Americans for a long time

 

Seriously, I've been using a stainless steel cup and lid that has a sliding open and close spout for more than a year now. Looked long for one that fit the dash holder without being tippy and finally lucked out at Wal-Mart of all places. The shape is the key! Washes up great, rubber seal on lid never leaks or loosens up, best 10 bucks I ever spent on a mug! I use this cup every working day of the year on my commute and heve never spilled a drop, even with aggresive driving it won't topple or spill, no worries. It also fits the armrest perfectly without issue, my better half uses the same one there as we carpool together. I've tried several and this is the only one I found to work.