I bought a $9 bomber of Oak Aged Yeti once. Paid $12 for a 4 pack of 90 minute. Pretty sure I dropped $5 on a single 12 oz. in a mixed six from Central Market, but I can't remember what beer that was, at all. I won't spend more than that, ever.
None of these compare to the time I paid $12 for a 16 oz. plastic bottle of Miller Lite at a concert.
I cant remember anything that stands out as the most expensive. Probably > $12 for 750mls of things. $50+ for cases of barleywines, etc. I try and forget those things- I like veer and you can't take it with you. (It being money and beer)
I recent history paid $50 for a growler or something in SC. The beer had a funny name and was excellent and ginger flavored. I wish for the life of me I could remember what it was. But it came in a $45 hydroflask growler, so it was a hell of a deal!
I bought a case of Chimay grand reserve in 750ml bottles this past December $160ish(if you know Chimay you know what that it was worth it) and a $35 bottle of Guiness 1759 also.
I paid 9 dollars for a Miller Light at a Nascar Race once. It was 94 degrees out and the stands were all aluminum. I would have given 20 bucks for it at the time...
For a real beer I paid 12.95 for a bottle of Chimay once.
$25 for a 750ml of Love Child 3, then again for LC4. Bought a few of each, shared with friends.
Paid the same for a bomber of Firestone 18th anniversary, traded it to a friend for a Prairie Wine Noir and a 4 Hands Volume 1.