Luck of the Draw....

Lottery tickets. There are people that throw hundreds of dollars they can't afford into that hole hoping that it might pay off. And I guess it *might*... but practically everything else on this list is more likely to somehow make you money than that is. bandastalo

Shiny Objects. 

Jewelry, especially mass produced jewelry you'd get at the mall. It's not worth more than the scrap value of the metal and gemstones it's made of. DonkeyTron42

Or get it custom made from a non-big box jeweler. They can really help stretch out the impact your dollar gets if you are flexible with certain things like lab-grown gems v/ natural. HagarTheTolerable

Sweet Home....

An older, high-maintenance house in a declining area that has little hope for gentrification. Back2Bach

A young couple struggles to repair a hopelessly dilapidated house. _chanandler_bong

I own a verrry old, restored/upgraded house (with a mother-in-law unit) in an area in the first stages of gentrification. I got reeeeeeal lucky. cha-ching. Stealth_Cow

RISK. 

If you are talking about real investments, anything a person tries to sell you as low to no risk, but high returns, is probably a fraud. Risk is strongly correlated to reward, you can't have one without the other no matter what fancy language they are using for reasons why. catawba1

It's All Popped....

Pop culture bs. Beanie babies, cabbage patch dolls, funko pops.

In a decade no one will care about these pop culture items and they will have no value. skotgil

No Vroom. 

Any used European luxury car brand, like Porsche or Mercedes. A wise man once told me "There is nothing more expensive than a cheap Porsche." sparky104

People seem to forget that even if you buy an originally £60k car for £10k it's still a £60k car to fix. FakeNathanDrake

Ask Mr. Ed.

Horses. You can pay $100k for the next Olympic prospect, and then something could happen to the horse before it even reaches that level of skill. The same for racehorses- the odds are lower than 1 in 10 on a horse that'll make it big. warmkittenmittens

Money Logic. 

Getting a 30 year ARM instead of a 15 year fixed because you can get more house for your money. I got a 15 year fixed mortgage and had the house paid off in 9 years, now saving $1200 a month and living comfortably. Around the same time, a good friend of mine got a 30 year adjustable at max budget (a much nicer house than mine), and lost the house 4 years later. He's living with his parents now trying to work his way out of bankruptcy. Really a shame. DesertEagle520

A Non Education.

Education in a field that isn't employable, doesn't interest you, or simply is on a crappy level in all the schools you can get into. If you're going to be a security guy or a supermarket employee, why study?

Bonus points if you're American and your education isn't free.

I'm saying this not because it is technically the worst investment (it isn't), it's just that it's a mistake made by so many, and it's a very expensive one. AnAverageFreak

Outside the Box.

Big box timeshares. Because of the huge upfront costs simply for access to properties and features, the monthly costs, and the difficulty/cost of selling them, it is always 100% less risky and cheaper over the long term to shop discount offers and pay for your vacations out-of-pocket, or buy vacation homes at your favorite spots that you rent out when you're not there. dialate

Bingo! 

My coworker took out a loan of a thousand and bought lottery tickets thinking he can make back more. He won 50 bucks. coolhwhip89

Saw a story about a teenager who stole a roll of scratchies from a news agent where she was working.

There were 240 x $1 tickets on the roll. She got $50. And six months. Partly_Dave

Friendship! 

Investing in a friend's business venture, especially when it ruins the friendship. DarthContinent

I went to a dinner party once that turned into a invitation to get my foot in the door for a candle company! Let's just say the night ended with the cops called and a plasma screen tv broken. jpm1188

Destruction. 

Any investment that involves family or close friends. Odds are it will end up destroying your relationship. Col_Walter_Tits

With family and friends, never lend anything especially money that you are unwilling to lose. Better_than_Zero

To the Street.

r/Wallstreetbets would say stock options are both the best and worst investment you may ever make, many times with their positions you'll either lose it all or quintuple your investment in a few days. dollar-a-day

Dive In. 

A boat is the answer. reviseyourlevis

I agree with boats, but I own a pool and it is awesome. They really aren't that much maintenance. There is nothing better than having a nice buzz, and going out to go swimming at 1am on a hot night. MenosDaBear

Money Lost Guarantee.....

Investing in a musical. You have about a 1/200 chance of getting your money back, let alone making any profit whatsoever. RoyalKingHarlequin

Meh. Like many things, you can 'invest' in things like this, so that you get invited to all the surrounding events and use those to network, further your career or find new opportunities. Reddit

Depreciated Value....

I'm flashing back to when a tow truck driver negged me for having a used car while he was towing me. He reasoned the value drops as soon as you drive it off the lot. Unlike new cars apparently lesserantilles

He meant you should buy a NEW car, and then never drive it off the lot, just leave it there so it won't depreciate. Dude_With_A_Username

AM/FM

There's a radio ad that says a time share is the worst investment you'll ever make because apparently it's the only thing you won't know how much it'll cost you. Debbiero70

They are horrendous investments. It is near impossible to sell, even at insanely reduced prices.

My mom is in this boat right now. She bought one with my dad when they were the thing to do and now she can't give it away.

Why get the time share when you can rent the same place as an AirBnB without the commitment. Aken42

The Future is Dead.

Esports teams. I've been involved with the scene for the past 10 years or so. Organizations constantly appear and disappear for good reason. It's incredibly hard to actually profit as an organization, and investors are always pumping money in without seeing any returns, trying to bet on the "future" of esports being like professional sports leagues (which it might be, but it's been pretty slow to get there). Only the top tier teams make any money, and even a handful of them have major financial issues. RuPaulver