Keeping my eyes closed for swimming doesn't bother me, it's that I basically have to plan any nap I want to take. If If all asleep with my contacts on, it's not just that i'll need to put in a new pair when I wake up -- but I'll have an absolute headache. Drifting asleep on the couch on a lazy Sunday? Nope... Not if I don't want to feel like crap when I wake up.
The contact cost doesn't really even bother me that much, it's just having to go through the whole ordeal every morning and about 10% of the time me having issues and having to re-insert.
My biggest question will be how it will impact how tired/strained my eyes get late in the day. I stare at a computer screen the majority of the day and by mid-afternoon I toss my contacts and swap to glasses because it's too hard to focus and my vision starts getting "wonky".
I've thought about it off and on for the last 10 years and always come back to what Danny said -- what I've got works well enough, why risk something that if I don't like it then it's going to at best be a hassle, at worst be a disaster. Was just trying to see if it's now considered an absolute no-brainer to do.