Really old scotch. I don't remember the distillery or the sticker price, but I think it was in the neighborhood of $100 / glass. I had it at a fancy party.

Worth $100 / glass? I don't think so, but it was very good. Best scotch I've ever had, not that I'm much of a connoisseur. I get why rich people like it.

I had a $150 shot of vodka once.

It was just as terrible as the cheapest shit I've ever had.

There's a fancy grocery store near me, and in the deli, they had acorn-fed organic-raised Iberico Pork charcutery.

It was, I want to say, $160 a pound.

It was my birthday, and getting them to slice it as thin as they could, I bought a tenth of a pound of this $160 a pound Iberico pork.

It was the most delicious thing I'd ever eaten in my entire life.

I shared it with my girlfriend and she almost cried at how good it was.

My ex.

Drank a $600 bottle of champagne. I was young and burning my money on dumb shit. It was not worth it.

I didnt and still dont have the palate, but an $8 bottle of passion pop tasted just as good.

Celebrated getting a good paying job by going to Sushi Kashiba in Seattle. Nearly $700 for the two of us, about 1/3 of that was fancy saki. It was worth it except for I couldn't eat normal sushi for over a year after because no matter where we went it all tasted cheap in comparison

Paracetamol (500€/kg)

Corporate customer dinner in Vegas, footed by sales director, who insisted on ordering the most expensive bottle of scotch on the menu.

It was pretty good, but pretty sure not worth the high 4-digits.

He did get to close the sale 🤷🏻‍♂️

Some kind of Indian dessert that was covered in gold leaf at a rich older family friends birthday. I had one out of curiosity but it didn't add anything to the experience except sadness at the waste

Someone once treated me to actual Wagyu steak in Japan. It was good but certainly not hundreds of dollars good; marinades are cheap and makes my usual cheap meats taste wonderful.

Louis XIII, in a private tasting room with a nephew of the family out of the leaded crystal glasses.

In the process, completing my life goal of consuming something aged longer than I've been alive.

$300 steak, it was the best steak I've ever had, but not drastically better than a $60 steak.

Rogue River Blue Cheese, in 2019, the year it won the award for the world's best cheese. My store had it for $149/pound. Was it good? Hell yeah! Worth the money? Let's just say that I could buy 10 times as much blue cheese for 1/10th the price and be happy. (St. Agur would be my choice.)

A glass of 1965 Chateau Cheval Blanc. We were being entertained by friends in their house which had a significant wine cellar. I protested repeatedly that I was not going to appreciate it, but they insisted it was for friends. It was very nice. I normally spend about £15 a bottle on wine, that bottle was worth about a thousand times that.

As an aside, they have a rack with bottles reserved for celebrating some individual's deaths. I'll let you guess who.

Not as expensive as some of the other comments here but

Around $70~80 for the cheapest steak at a medium- to high-end restaurant in Chicago. Worth the experience and I bet most ppl would have loved it, but that's how I found out I don't like steak...

The second most expensive restaurant I've been to (averaging $40~50 per entrée) was legit amazing though

Cheap liquor that cost me an ambulance

The only story I have here is back when I was married, we went out to eat with one of her old friends and her husband. I generously offered to pick up the bill without looking at it, and it was about $200, which surprised me. We didn't have a lot to drink. We were far from rich, I had to put it on a credit card and we paid it off eventually.

I never did that again.

I once went out to dinner and a movie with a then-friend, like many other casual hangouts we had over the years, but this time that person made a pass at me at the end of the evening and I went with it. This started a relationship which turned incredibly toxic and put me through years of domestic abuse. (It was long ago, I'm fine now.)

Whatever the hell we had for dinner that night was probably my most personally-costly meal ever, and I would not describe it as worth it.

12-year old single malt scotch. I bought a bottle as a birthday gift for a friend and we shared a glass.

He decided he didn't like the taste and drank the rest with coke, so obviously next time I'll buy him a bottle of turpentine and a monogramed shot glass.

$100 wine bottle, and $20 small glass of rum: worth it. Caviar: not worth it, it's bland.

I didn't pay for it but Jim Beam bicentennial of some sort. 9k JPY/shot nearly a decade ago. Not worth it for the price, but I didn't pay.

Ask me in a couple months, taking a trip to NYC and I have like 5 Michelin stars worth of restaurants lined up.

I paid near $60 for 3 chicken nugget size pieces of Kobe beef from a street vendor in Osaka.

Totally worth it.

I went to an expensive hotel in the off season, and talked to the bartender a lot. He offered me a very expensive scotch at cost, because he knew I'd like it. "At cost" was $360, normally they charged $900 for it.

It was very good. I would have regretted paying $900 for it, but to try it at $360, it was worth it once.

Three star michelin place. bottomless dom with the appetizer.

Which, is not actually really any better than bottom shelf andre brut or cooks and such. Any good wine should be less than $20 a bottle, with exceptions that were brought out for each other course. The name, price, and dick waggling that comes with it is the point. So if you never get the illustrious Dom Perignon, don't fucking worry, just make sure your shit's chilled all the way through before you get to the function.

Never knew raw oysters could actually be good. The presentation and explanation of each dish and subsequent wine pairing was great. Fabulous time, worth it. I think it was something like $700, all told? Bucket list of my partner's, so double points.

SOMETHING ELSE that's super fucking worth it: Taking a cross-country trip on the Amtrak in a sleeper car. It's first class, super bicycle friendly, and included in the ticket price is three full meals a day, with a boozy drink at dinner. Last I checked, it's over a grand from boston to the west coast, but it's like living in steamer trunk for a few days and is just super fucking rad

Around 180g of Kobe Sirloin for maybe 150$ in Japan. Not really worth it but it was once in a lifetime.

Wasn't one thing but had a really expensive meal. It was called Chef's Table. Here is the menu.

https://www.royalcaribbean.com/content/dam/royal/resources/menus/chefs-table-menu-sample.pdf

IMHO the Merlot was awful. But I rarely drink so....

Anyway it was a really nice meal

A number of years ago my wife and I ate lunch at Waterside Inn in Bray, UK. We had wine pairings with all our dishes and every aspect of the experience was near perfection. Total bill was around $1500. Worth every penny.

A waygu steak from a teppanjaki grill in a highly rated Japanese restaurant. It was absolutely perfect.

Probably some expensive ass burger back then with my ex and her rich family. I think it was like 14€ per burger.

Old Pappy bourbon at $189 an ounce. Absolutely not worth it

I guess a whole truffelo souce. And let me tell you. Its really not what its hiped up to be

A long time ago I went to a fancy steak house and ordered one of those $250 whiskey shots they keep in the special cabinets. The experience was kinda neat (they did a whole little presentation of bringing out the bottle, encouraging us to take pictures, etc.), but the whiskey was just fkin whiskey.

I went to dinner at a fancy restaurant with my wife and our friends, and I got an $85 steak. Definitely worth it!

I am pretty ccheap when it comes to food. Years ago I was traveling for work sobmy meals were covered and I ordered some tuna from PF Changs, and did it take out to my hotel.

When I got it, it was basically less than you would get in a can, and it had cost like $20. It also was raw, probably intentionally.

I mean, its probably some fancy dish, but I cooked it and ate it. But its probably the single most expensive thing I have eaten.

Huh, good question. I’m not even sure I know, as a general rule I don’t eat out anywhere outrageously expensive, and I’m virtually certain I’ve never spent more than $100 in one go. Honestly I’m loathe to spend more than $20 on a single meal, which is why I haven’t eaten out anywhere other than a few local affordable places in at least 3 or 4 years.

So probably a Japanese dinner in NYC that was kinda overpriced.

We went once to a very expensive restaurant (by our standards) the food, no, I am a good cook so restaurant food doesn't impress me. The reason it was expensive was small seating area, only 25 people at a time and that also was not great because they had only one server to do everything.

Was it good? Yes. Was it worth it? No.

A different time we went to a different expensive but not SO expensive restaurant here and that was better. The server brought us each plate one at a time to share, made recommendations, sort of hung out in the least annoying way possible, and the food was local and creative. That one I would say was worth it.

Individual item? Probably wine with my rich brother in law. I've not enough of a palate to say much, but OTOH I don't really like wine enough to like bad wine, and since I wasn't paying, 100% worth it.

my sister got dom perignon or however its spelt fo the bulls third series championship. I found it to be horrible but I have low class palet and prefer sweet desert wines both standard and sparkling.

Dogfish head 90 minute aged for 3 years in a Sam Adams utopia barrel from 2019.

Not the most expensive thing I've drank but it was the most expensive beer I paid for.

I had gotten a 1 gal refillable mini keg filled from a local distributor and went back the next week for another so I'd say it was worth it.

Eaten: Dinner at Oriole in Chicago and yes.

Drank: probably fancy wine or an expensive cocktail and no. I drink too much to appreciate it and prefer midshelf booze.

... although there was a vermouth pairing at Oriole that was probably the best drink I've ever had. But that drink alone wasn't expensive, it was just part of a single course.

$100+ USD for a 6oz A5 wagyu steak. Certainly changes your perspective on the heights of quality for steak. I also paid $65 for a sashimi grade tuna Benedict at this place for brunch. No ragrets.

$60 for a 1/2 pour of an $1100 bottle of bourbon (rabbit hole amburana). It was a novelty and surprised me a lot. Definitely phenomenal, but a taste was all I needed. No ragrets.

Sam adams utopia (think it was $220 for the 750ml bottle of "beer"), not worth it, but a fun experience to share with other beer nerds.

There's an apparently $1200 bottle of wine from a small napa vineyard with a wait-list for their wine in my basement right now we got as a gift. We're gonna need to find a pro who can help us taste that. My wine taste tops out at about $30 a bottle.

One day I'll do Omakase at a suitably awesome sushi place and wreck the credit card.

Real black caviar, I didn't pay for it, yes it was worth it.

Clase Azul Ultra Good, but well over the “not that good” line.

I can't think of ever buying something very expensive in raw monies, but I did once pay £2 for an olive. An £8 plate for 4 kalamata olives split 4 ways. They were ricotta stuffed and fried. It was exceptionally tasty, but we did not expect such a wild price ratio for an otherwise affordable place.

Don Pérignon champagne not worth at all it was 1980s or similar vintage

Technicly this was multiple items split between multiple people, but for roughly $120-something USD per person for a table full of shrimp, lobster claws, little corn cobs, and potatoes. We also had oyster shooters as well and I was the only one to down the whole shooter in one go and not just take the oyster out of the vinegar.

I was with a group of 7 other people at a seafood place and it was a great night. Well worth the money spent on it for the amount of seafood we got.

Edit:

I was expecting it to be an expensive meal that night, but we were only gonna get the chance to do it once. So we took it. We were in town for a con that weekend and spent a good amount of money on that amazing dinner the second night.

The only thing that sucked was that one of us got sick during the meal. Bummer for them, and partially me, but mostly them. I was sharing a hotel room with them that weekend, so I decided not to go to any late night con events just so I wouldn't have to sneak into the room and risk waking him up.

MacCutcheon 60. One glass was more than I could make in a month.

Dinner at French Laundry, and "no"

A small glass of a 120 euro wine. It was very good but not worth that price.

Dominoes pizza.

Mcallan 18.