On the Negative:
I expected to love Fun Home, based on my enjoyment of the score. I hated it. For me, I will acknowledge that I thought that CITS was the wrong theatre for it. I just don't like looking at the back of people's heads for much of a performance.
I expected to love Hadestown. Also hated it, not disliked, hated.
When we were supposed to see Bullets Over Broadway, I got sick at the last minute, and my wife went without me. She LOVED it. I saw a touring version a couple of years later, expecting to really enjoy it. My dislike turned to outright animosity by the middle of Act 2. The character played by Jennifer Tilly in the movie was so over the top obnoxious that I wanted to go on stage and tell her 'less is more.'
Sondheim shows I went in with the highest expectations, but really didn't like: Pacific Overtures, Assassins, and especially Passion.
On the Positive:
A thousand years ago, there was a production of LDJIN in Brookley with Jason Robards and Zoe Caldwell. I got tix in advance. Well it opened and got trashed by the critics. And there was a light snow the day we were to see it. And we lived in New Jersey. We debated not going (my preference), but ended up going. And I loved it. I will never understand what the critics were thinking, but it was my introduction to the play itself, I loved Zoe Caldwell (from Miss Jean Brodie), admired Jason Robards, and had a gresat time. Luckily, the snow stayed light.
I went to see War Paint only because we had a free slot and I have liked Patti Lupone in everything I have seen her in. Not a fan of Ebersole, which was one of the reasons i never got tix. Well, looking at Broadway Rewards, I discovered I could see it for free. We sat 7th - 8th row dead center for free, which put me in a good mood. I ended up thoroughly enjoying it, and really thought Lupone should have won the Tony that year (which I know is a sacrilege). Not one for the books, but I enjoyed it beginning to end.
In 1974, the Andrews Sisters were in Over Here. I went because I could get good TKTS tickets. Expected nothing (we saw everything in those days). I loved the show so much I saw it 5 times in the less than year that it was opened. Recommended it to more people than normal, because I knew they'd love it. Was so disappointed that it was not a big hit and I imagine I will never see a revival, even though it received excellent reviews.