The 15 Most Unique Fantasy Football Punishments We Have Ever Seen

Enduring uniquely awful fantasy football punishments can be a rite of passage and lead to bragging rights in many instances.

We have seen countless stories throughout the years, and been part of several ourselves, where a fantasy football punishment was dished out and gained national attention because it was so bizarre. Now with a new fantasy football season ahead of us, we are looking at all of the most bizarre, memorable, and unique fantasy football punishments that we have seen throughout the years

15 Most Unique Fantasy Football Punishments Ever

I was in a league 10 years ago where we pioneered the ‘fly rule.’ Essentially, we upped the dues so that the winner of the league had an additional $300 at the end of the season to buy a one-way plane ticket for the last place finisher.

The last place finisher then had to travel to the location of the league champ’s choosing, provide proof that they were there and complete some sort of challenge, then pay for their own one-way plane ticket home adding insult to injury. As you will see in this first fantasy football punishment, it was so awful that anyone at risk of finishing in last place was losing sleep over it!

Fantasy Football Nightmare: Night In A Haunted Clown Motel

For this epic fantasy football punishment, the loser in our league had to fly from NYC to Las Vegas, rent a car, and drive pas Death Valley to Tonopah, Nevada. Once there, this man who had a crippling fear of clowns, had to spend the night sleeping in a haunted clown motel.

The photos above are from the trip, showing his room, and how there is a cemetery located conveniently next door to the haunted clown motel. This particular punishment was in the second year of the league’s ‘fly rule.’ In the first year, the guy had to travel from NYC to Natchez, Mississippi (birthplace of Stevan Ridley) and eat at Mammy’s Cupboard Restaurant as proof he made it. He did, and got a speeding ticket during the trip.

Survive Las Vegas With Only $20

This fantasy football punishment is relatively new. I wrote about it last year. The premise is simple, unique, and cruel: survive a night in Las Vegas on only $20.

That includes money spent on food, gambling, and lodging. The ‘loser’ in this instance took to Reddit and was seeking advice on how to proceed. People recommended ‘free food’ options for signing up for loyalty rewards programs. Personally, I thought that creating a sign reading ‘I lost my FF league and have to survive 24 hours on $20’ would at least get you some donations from high rollers.

Ultimately, the only safe answer is ‘wander around until the sun comes up.’ Airline lounges won’t let you in for free upon landing, only when departing. You could score some free gambling $ at various casinos and hope to flip that into real cash but it is a LOT of walking and work…

Another city this would work well in would be NYC. I’m just putting that out there into the universe in case anyone is looking for a unique fantasy football punishment going into the 2025 season.

Fantasy Football Punishment: Impossible Bowling Challenge

Finished in last place in my Dynasty Fantasy Football league.

This year, the league voted that the last place punishment would be Bowling a Perfect Game.

Rules: You can’t leave until you bowl a 300. BUT, every beer / hot dog consumed knocks off 10 pins.

Thing is, I’m not a… pic.twitter.com/CC63DkzlIu

— Philly Dawgs (@PHLDawgs) December 31, 2024

This particular punishment is uniquely awful if, like most people in the world, you are not particularly great at bowling. Being a great bowler would be HUGELY beneficial here but these days when you see someone who is great at bowling it is more of a red flag than anything, like where are they getting the time for all that?

For this fantasy football punishment, the loser had to bowl a 300 (aka ‘perfect game’). Obviously, that is unrealistic for most people. The odds of an average bowler bowling a perfect game are 1 in 11,500.

So to sweeten the challenge, for every hot dog that was eaten and beer that was drank, 10 pins were subtracted from the total score. So 10 hot dogs and 5 beers would mean having to bowl a 150 instead of 300.

How did the gentlemen in question do here? He completed the fantasy football punishment but it took 19 beers, 3 hot dogs, and a score of 95:

We are done.

19 Beers. 3 dogs. 95 points. pic.twitter.com/xjkCU5FRar

— Philly Dawgs (@PHLDawgs) January 4, 2025

Well done.

Taking The ACT Exam

Another fantasy football punishment from last year that came across our desks was this one: take the ACT exam and score at least 19 or higher. If they fail to score a 19 they have to retake the exam.

For those who have been out of college/HS so long they don’t remember the ACT exam, the ‘American College Testing’ exam is one of the two college entrance exams along with SAT that is most-widely accepted by colleges and universities in the United States.

I actually crushed the ACT compared to the SAT when I took it a lifetime ago but I’m fairly certain I would fail with flying colors these days given how very little I use any college-level math. Here he is going in for the exam:

For those who are curious, he did a follow-up video later with his score reveal. According to Tyler Harding, he actually managed to score a 28 on the ACT which would put him in the 88th percentile across the nation.

Spend 10 Hours In Skyline Chili, Eat 14 Coney Dogs

This one was a BroBible exclusive a few years ago where our own Grayson Weir knew the guy suffering the fantasy football punishment. The gist: eat 14 coney dogs, spend 10 hours inside of a Skyline Chili.

Honestly, this sounds more like a reward to me than a fantasy football punishment but I doubt that’s how the league’s lower saw things when it was all said and done. This took place in the 13th season of the ‘Lunch Table League’ and the loser, Gardner, had to spend 24 hours in a Skyline Chili and was able to knock off 1-hour from the time with every Coney dog he consumed.

From our previous article, “with his friends in attendance (many of them had visited at various times throughout the day), the final Coney was delivered to the table at 8:28 p.m. and was the only thing standing between Gardner and the finish line. It took just under a half an hour for him to force down the last dog, and at 8:55 p.m., just over 10 hours from his arrival, he got in his car and left Skyline Chili.”

Fantasy Football Punishment: Compete In A Track Meet (Get Crushed)

One key element to a great fantasy football punishment is targeting someone’s ego. This is not always possible, unless the league winner has some measure of control, but the universe aligned here to crush this guy’s athletic prowess.

In South Dakota, the league loser had to run (unattached) to a college track meet. Since he is not an actual runner he got completely smoked by the real collegiate athletes.

As you saw above, he showed up to the The Ruth Donohoe First Dakota Fieldhouse is located on campus at Mount Marty University in Yankton, South Dakota. Mount Marty U. competes at the NAIA level and the track & field athletes are blazing fast compared to your Average Joe.

Props to him for showing up, competing, and finishing in last place.

Spend 24 Hours Inside Waffle House, With A Twist

This fantasy football challenge gained so much fame it was actually featured on ESPN at one point. It was also so successful that we covered it here at BroBible in back-to-back years.

Here’s how it goes: spend 24 hours inside a Waffle House, taking one hour off the total time for every large waffle he ate.

Unfortunately for this guy, he lost his fantasy football league in back-to-back years and had to endure the 24-Hour Waffle House Challenge two years in a row.

The sun is rising, it’s a new day and I’m never eating waffles again. That’s 9 waffles and 15 hours in this restaurant. S/o to the staff for letting me hang out on a slow night (I tipped them well don’t worry). This was horrible and I recommend no one ever do this. pic.twitter.com/PDGsuHYINf

— Lee Sanderlin (@LeeOSanderlin) June 18, 2021

In year 1, it took him 15 hours and 9 waffles eaten to get out of the Waffle House. In year 2, he had a better handle on the fantasy football pounishment but was still forced to suffer through it all again. Absolutely brutal.

Everyone Look At This Guy (!!): Go On Date With Cardboard Cutout

Being embarrassed in public is something some guys pay small fortunes for when they find the right woman to berate them in front of strangers but that is not at ALL what we are talking about here, nor is it the norm. This fantasy football punishment is straight up public embarrassment in a way they couldn’t hide from.

This FF punishment from 2023 required the individual to go out on a date with a cardboard cut-out of Taylor Swift. The man from Motherwell, Scotland went out to a meal at a restaurant with the T-Swift cardboard cut-out, both he and the cut-out were given menus, and he had to suffer through the meal with everyone staring.

Fantasy Football Punishment: MLB Pitcher Belittled By Teammates

Former Toronto Blue Jays pitcher Tim Mayza (currently with the Pirates) had the misfortune of finishing in last place of the fantasy football league he has with his Toronto teammates and thus was subjected to a unique punishment: serve as bat boy for his own team.

This fantasy football punishment came back in 2024, and Mayza had to undertake bat boy duties while also wearing the embarrassing jersey number of ‘4-10’ which was a nod to his horrendous record in the league:

Tim Mayza is the official Blue Jays Bat Boy today as a fantasy football punishment. 🤣 pic.twitter.com/iKZ0D33qQ6

— Sportsnet (@Sportsnet) February 24, 2024

For what it’s worth, Mayza has only appeared in 7 games so far this season with the Pirates. He was traded by Toronto last season to the Yankees before being shipped over to Pittsburgh.

Fantasy Football Punishment Or Present? Golfing In A Dress

At the surface level, this fantasy football punishment feels like a proper serving of embarrassment, even if the concept is low-hanging fruit: go golfing wearing a woman’s dress.

This would seem like a one-and-done fantasy football punishment before the round but as you can see, the gentleman holed out for eagle from 160-yards on the very first hole of the round. With luck like that, you suddenly start wondering if it’s not at fantasy football punishment at all and if it was actually a blessing in disguise.

There has been no word on whether or not he continued golfing in a dress after that day back in August, 2023 though.

Who Wants To Go To Fargo In Winter?

He needs to work on fantasy football but @larrybirdy1994 has dropping the puck down to a T https://t.co/uB6bF2DlT4 pic.twitter.com/UCIH8WvxSC

— Fargo Force (@FargoForce) February 20, 2022

The cool thing about going to Fargo, North Dakota in Winter is you absolutely do not have to do that. In fact, even the people that live in Fargo don’t have to be there. They could exercise free will and go somewhere warmer instead of braving some of the coldest temperatures in the nation.

But for this fantasy football punishment, Collins Moe from Charleston, SC had to fly to Fargo where ultimately everything worked out and he was dubbed the ‘King of Fargo‘ despite being the loser of his fantasy football league.

It ended up being a cool trip. He met a local reporter. Got to drop the ceremonial first puck at a Fargo Force hockey game. Collins went to a North Dakota State basketball game. It really was a blessing in disguise and a reminder that not all fantasy football punishments turn out miserably!

Get Embarrassed In Front Of 60K Luke Combs Fans

This one isn’t feasible for everyone but it certainly is one of the most unique fantasy football punishments we’ve ever seen. Country Music star Luke Combs is in a FF league where the loser had to come on stage with him during a concert and sing a song in front of the crowd.

That wouldn’t be a problem if the loser was Luke Combs but most of us can’t sing if our lives depended on it. And to make matters worse for the league, there was a scoring error which led to the league having TWO losers who had to come on stage at Luke’s Paycor Stadium concert in Cincinnati and sing “Walking in Memphis,” by Marc Cohn in front of 60,000+ fans.

That fantasy punishment was last August which means if there is a new punishment in Luke Combs’ fantasy football league we might hear about it any day now before the start of the 2025 Fantasy Football season.

Fantasy Football Punishment: Qualify For U.S. Open

I love golf. I grew up around golf courses. My dad worked at one for 30+ years managing the clubhouse. I’ve golfed longer than I’ve had long-term memory, it’s always been a part of my life, but I am an exceedingly average golfer because I just never have time to practice or devote myself to the game.

So this particular fantasy football punishment would sting for me worse than most: attempt to qualify for the U.S. Open.

A guy lost his fantasy football league and had to ply US Open locals…and it didn’t go well. pic.twitter.com/A4VjaqPfr0

— Monday Q Info (@acaseofthegolf1) May 10, 2022

This went down back in 2022, with the golfer going out and shooting a 112 in qualification. It also took some lying on some people’s behalf to make it happen.

For U.S. Open qualification, golfers must have a USGA Handicap Index that does not exceed 1.4. Of course, a golfer with a 1.4 index would NEVER go out and shoot 112 in qualification so some scores were fabricated along the way at some point to make this happen. I also remember at the time that other qualifiers were quite angry about the person on the course holding everybody up.

Clever fantasy football punishment? Yes. Unique? Certainly. Would I recommend it? Absolutely not.

Crossing Enemy Lines In Philly

This one is just downright cruel. I once wore a Tampa Bay Rays t-shirt to a concert in Philly when they were playing the Phillies and you would have thought I personally insulted the mother of everyone in the crowd, that’s how everyone reacted to my tee. It is a proud city. A great American city. One of my favorites.

That’s why I wouldn’t wish this on my worst enemy: wearing a Dallas Cowboys jersey to an Eagles game as a fantasy football punishment.

The FF loser here was covered in mustard, ketchup, harassed all around. I’ve been to NY Giants vs Eagles games where guys wearing Cowboys jerseys got knocked out in the stands. Why did they wear the Cowboys jersey to a Giants-Eagles game? I haven’t the slightest idea. But again, this one is just cruel.

Worst Fantasy Football Punishment? Peanut Butter At The Dog Park

Whoever conceived of this fantasy football punishment is certifiably crazy, for better or worse. The punishment was pretty simple: go to the dog park (in Dallas, Texas) covered completely in peanut butter.

This would be a dog’s dream. But it would also be something a sicko might do so as a dog owner you would naturally be very wary of seeing someone show up covered in peanut butter.

At the time, the league loser said all of the dog owners were speechless while the dogs were very interested in him. Once he told them what was happening, that it was all part of a fantasy football punishment, they laughed at him and some felt pity.