My personal experience is the opposite. After growing up on analog, I listened to digital exclusively for 20 years--from 1987 to 2007. Then I bought a turntable from a yard sale for $2 and even with that, I heard a continuity and musicality I wasn't getting with digital through my multi-thousand-dollar rig. I took an SACD and LP of the same recording to a high end shop to give each format a fair shake. The LP sounded lush and full; the SACD threadbare. The next day I bought a decent turntable and didn't even listen to another digital source for 8 months.
01-24-11: Stanwal
BE AFRAID. BE VERY AFRAID! Don't get into anything you have reservations about. If you don't feel deep down that analogue is the superior medium and you can't do without it stay with digital.
What I'm saying is you never know until you try. Some people hear and feel the difference from the beginning. Some don't. If it speaks to you, the "bother" of analog--damping, aligning, cleaning, balancing, isolating, etc.--is simply part of forming a good relationship between you and the music. If it doesn't speak to you, it won't be worth the trouble. Nobody can answer whether analog will speak to you.
For many years I ignored analog because I didn't want to get sucked back into the fussy details. Once you invest some time and attention, for a good setup, it's not really a big deal. Now I can't imagine life without analog. Playing records is one of the things that gets me out of bed and makes me look forward to the day.