I got contacts when I was in maybe 7th or 8th grade. It was exceedingly difficult to put them in and take them out. I don't really remember the trick I learned (being comfortable just touching my eyeball was part of it), but rested assured it will become incredibly easy. I could (and have) manage my contacts even when fairly drunk. In those situations, the only tricky part is properly storing them in the contact case, not the removal.
As for convenience v aesthetic, I do wear them aesthetically (my glasses are so thick they actually make my eyes look a little small), but contacts can be convenient at times. Don't fog up, virtually never come loose, don't need adjusting, and provide slightly better vision correction (and clear vision in all possible directions) and no nose marks or uncomfortable nose grips or head grips. Of course, they can also be uncomfortable sometimes, and the rare occasion they do come loose is a bigger issue. When they get old (at least disposables), they can start to be a bit blurry. It's technically harder to put them on or take them off, but after a certain point it only takes about 20 seconds.