Lawyers Reveal The Craziest (And Legal) Last Will And Testament Stories They've Dealt With

We see the "fulfilling the last will" trope in movies all the time. Someone's rich somebody dies, and they stumble into some fortune or another because of the last will. If screenwriters really want to shake things up, they add in some condition to the will, like having to spend a night in a haunted house or something. But honestly speaking, this stuff never happens in real life... right?
One Reddit user asked:
Look; we don't want to spoil your plans, but it looks like forcing your relatives to run a dangerous cross-country relay race to decide who gets to care for your beloved chiweenie after you're dead isn't legally enforceable. We know. We were bummed, too. Corndog deserves better than this. (If you have a Chiweenie and you didn't name it Corndog, you missed a golden opportunity, folks.)
Here are some of our favorite responses:
Chris Jericho
Military lawyer here. Had a young client come in for a will before deployment. He put a request to be buried in blue jeans, a Chris Jericho t-shirt, and his replica WWE championship belt. Happily, this airman didn't meet any misfortune on his deployment.
- Kumahito
Bus Driver
I worked at an attorney office and little older lady gave her house and her belongings to a bus driver. The bus driver was nice to her and would help her, we were all waiting for hell to break loose when her family found out.
Smartphone Precedent
Not a lawyer, but paralegal. We had a dying client in hospital change her Will by recording it on a smart phone. It set a precedent and made the local paper. The lawyer in question has the page from the newspaper framed in his office.
The Great Stork Derby
The Great Stork Derby was when a wealthy Canadian left a substantial amount of money to whichever woman had the most children in the 10 years following his death. It was upheld through numerous court battles and 4 women tied with 9 children each. Two women were also given smaller payouts. One had 10 children (2 were stillborn), and another had more than 9 kids, but a few were illegitimate.
The guy also had some other interesting things in his will and was a known practical joker.
- splat313
The Tree
Where I went to college, there's an oak tree that was deeded to itself in a man's will. Now called The Tree That Owns Itself, it sits in the middle of a road and you have to go to one lane to drive around it. Story is that a man loved the tree so much as a kid, that around the time he died in the 1830's, he gave the tree possession of itself. This technically wouldn't stand up in a court of law, but the county and local populace has accepted it and takes care of it. The original tree actually died and the current one is a product of one of the acorns of the original!
Cats
I work for a lawyer who does wills.
We've had a lady put in her will that one of her adult sons was not to receive his share until he visited a dentist and the other son lost 70lbs.
Another lady put in her will that she wanted her cats cremated with her when she died. Euthanized to be buried with her. I was so pissed off. I told the lawyer that's absolute bullshit. And though she agreed she had to put in as instructed and hoped that living family members at the time of her death wouldn't uphold that part. Told her that's not going to happen, human remains and animal remains do not get cremated at once. So she settled on cremated separately and joined together, then buried together.
This Family Was All Shook Up
One of my uncles was really rich and really crazy... not in the good way. We almost never saw him, he visited us maybe once every ten years. The last time he did, he flew in just to take us to Denny's. He met my brother in an airport, was there for an hour, ate, and got on another plane and went home.
When he died he had no friends. He had driven his wife to basically drink herself to death a few years prior, so she was gone too. He left his entire estate to an Elvis impersonator. Everything.
Unwanted Divorce
I was a witness to one where the lady wanted to make sure her daughter divorced her husband (when she had no intentions of doing so) if she wanted her part of the estate. Thankfully that is not legally enforceable so nothing came from it.
Rapture
Estate lawyer here. I once had true believers who were convinced the rapture was imminent and only saw the value of completing their estate plan when I explained the mess those of us left behind would have to deal with, including their stuff.
- GCND2X
Embezzlement and Bigamy in the Phillipines
I mean, it's not that crazy. It's depressingly predictable. Rich old aunt the only one in her huge family with any money, having been a doctor on the Upper East Side of Manhattan. She set up a living trust to take care of her poor relations in the Philippines, to continue as a death trust whenever she died. Her favorite niece was in control of the trust, and of course the niece was responsible and even handed and never ever embezzled any of the money to set herself up as a newspaper publisher and concert producer and media mogul with new expensive cars and lots of first class pan Pacific travel, nope, not her.
Hahaha of course the trustee did all that. Hundreds of thousands of dollars missing, and an unholy mess of sifting through money transfers and property purchases in three countries. The niece also had a bigamous marriage to some loser in the Phillipines (her legal husband in north america was bedridden and dying slowly), to whom she sent buckets of her aunt's money to build a luxury villa. She vehemently denied such a relationship existed. She also had photos of the "wedding" on her Facebook page. Not the smartest embezzler out there.
From where I sat, in the attorney's office representing the poor relations trying to stop the trustee's embezzlement, the craziest part of it all was that after years of fighting, we finally got complete financial disclosure for the trust on like December 22, and it was such a Christmas miracle that I almost put off my Christmas trip to NYC to gleefully pour through every poorly redacted line of it. Also, we had the rich old aunt's ashes sitting on our bookshelf for years, since the dispute about what to do with her remains was part of it all.
One Third Of One Percent
The lawyer who did my & my husband's will told us this one.
This couple had 3 children whose jobs were doctor, lawyer, and teacher. They split their assets 33/33/34, in favor of the teacher who earned less money than the doctor and lawyer. The doctor and lawyer contested the will over .33% each.
This is why our lawyer recommended that we include a clause in our will to exclude anyone who contested our will.
Thanks, Internet!
Lawyer here: two years ago a guy (70s, grandpa) came in to my old firm to revise his will to give something to everyone except this one granddaughter who was about 17-19. The reason? He saw her uhh.... sexy social media postings.
It's Over Because Of Rover
I don't normally do wills in my practice, but when I passed the bar I had a friend who insisted that I do his will. He was trying to give me business, which is incredibly kind. He was a middle aged, single guy, so it was simple enough. When we sat down to do the paperwork, the first thing I asked him about was who he wanted to take his dog if he died before the dog.
He had never thought about it before, and he just could not handle the thought of leaving his dog. He made excuses and begged off for a long time before just abandoning writing his will. I completely understand, it's not like a fun thing to do.
- sykopoet
A Dollar And A Note
Not a lawyer, but had a fun story with my grandma's brother's will.
For the last 10 to 15 yrs he had been paying child support and sending money to this lady who he said was his girlfriend and the child "they had together".
For years his other children and my grandma had been trying to convince him that the girl was obviously not his.
The "girlfriend" would appear only on payday and stay the bare minimum. The girl called another guy dad and had his last name. The "girlfriend" insisted he was her friend, but the other children found out he lived with her and all. It was obvious to everyone, except to my great-uncle who we believe was just happy for a nice-looking lady to visit him.
He payed for their whole lives, house/school/vacations.
The day he died she was the first one at the door.
He left her and her kid $1 each, with a note saying he had given them their inheritance while alive.
Nude Photos
Disclaimer, this was a story told to me by an estates attorney.
Deceased's (father) son was a prior client of the attorney. Son did not really talk his father but wanted to make sure estate was wrapped up properly. They did not know if a will existed but knew dad had a safety deposit box.
Get a court order to open the box and sure enough a will was in there. The will though left a lions share of his estate (maybe a few thousand dollars) to a woman who no one knew. In with the will were also pictures of a nude woman and a stage name something like "cinnamon" or "candy," written on the back. They were able to put 2 and 2 together and realized that the father had left part of his estate to a stripper who he enjoyed visiting in his older age.
She had no idea and they had to track her down which was also a nightmare I'm told. Imagine teams of lawyers going to strip clubs trying to find this specific dancer. They finally found her and she came to the office for a check accompanied by a "male friend" (lawyer assumes he was a pimp). She ended up receiving, as I mentioned above, a few thousand but it always got me how the old guy left nude photos of her to help identify her.
The Horse
Not a lawyer, a financial adviser. A woman left about a million USD to her horse. My client is a horse. We manage his investments...the sister of the deceased pulls out about 3-4% annually to care for the beneficiary of the trust.
Irrevocable Trust
Not in the will, but my mother left her estate to me, and my four brothers, share and share alike. My oldest brother was physically, and mentally disabled. A few days before she died, she asked one of my other brothers to have all of us turn our shares over to my disabled brother.
Keep in mind; he was getting disability, lived in a nice group home, had all of his medical covered, and risked losing all of this if he had any substantial assets. Also, they asked that the money be put into an irrevocable trust. This means that if my brother passed, the money would go to the State of Pennsylvania.
My brother was in very poor health, and my Mother's wishes were never codified into her written will. We met for a breakfast meeting (me, and my three other brothers), and two of us agreed to the trust, two of us did not. I did not. I have an adult disabled daughter, and was much more fluent in the ins and out of providing for a disabled child. I didn't want to come across as greedy, or mean, but I knew what the irrevocable trust meant, and they didn't. There was no bad blood, and we all respected each other's decisions.
While my brother was in the process of setting up the trust, our disabled brother died of natural causes related to this disability. Two of us had chosen to not make an emotional decision in the wake of my mother's death. In the end, her wishes never came to fruition because of my brother's death - but if we had all agreed to these wishes, the State of Pennsylvania would have made out like a bandit.
My 2 Cents
My brother used to be a paralegal, and he said that a group of three siblings (I believe two brothers and a sister) almost came to blows because the inheritance didn't divide into three evenly; there were two pennies left over.
Zoo Trip
We had a man put in his will that his family was to go to the zoo immediately after his burial (that day). We thought that was more heart warming.
The Revolver
My dad is a lawyer. He once wrote a will for a man who was in his late 80's and had end stage cancer. He was a big fan of weapons and wanted to give them to my dad. The old man said he wanted to give dad two shotguns, a Glock and a revolver. My dad totally wanted them, but rather than take them right away he recommended that they just be written in the will. My country's law says you can only own 5 weapons at a time, but if you inherit them, it doesn't add to the limit. My dad had already 4 at the time so he would have to give some up if the old man just gave him the guns.
So they made a testament and in the written will he gave him the weapons - except for the revolver. He said it was "because it was his favorite and didn't want to give it away yet." My dad said he instantly had a bad feeling that there was another reason the man wanted to keep it. Two weeks later the guy shot himself - with that revolver.
Dad still hasn't got the revolver because the police still have it in possession as evidence. Dad said he felt like this guy wanted the choice to end his life on his own terms instead if waiting for the cancer to win.
I tend to avoid public bathrooms if I can help it. They are terrible places. Few are clean and I admit I am a bit of a clean freak. My beautiful bottom will not grace a dirty toilet seat, no thank you. I have standards.
I'm being only sort of serious. I've been in a pinch before. But have you ever seen a gas station bathroom that was utterly destroyed by the patron (or patrons) before you? It's a horrible sight. 0/10: Do not recommend.
Naturally, some crazy things happen in your local public restroom. We heard some stories after Redditor RuffNBoy asked the online community,
"What is the wackiest thing you've seen in a public restroom?"
"At the theater I work at..."
"At the theater I work at I was cleaning the mens restroom and in one of the stalls was an open condom wrapper, a tiny empty bottle of the nacho cheddar seasoning we sell, and the seasoning scattered near the corner on the floor. Bethesda wishes they had environmental storytelling like that."
theshazzmaster
Do I really want to know what went on there? I honestly don't think so.
"I used to be..."
"I used to be a hotel maid. Cleaning one room I found two things in the bathroom garbage can: a used condom and a whole pickle."
[deleted]
"I was taking a dump..."
"I was taking a dump at a movie theater and a little kid climbed under the stall and grabbed my foot. I screamed and kicked that kid so hard right in the face just out of sheer instinct. He cried. His dad said, "That's what you get Gavin."
AUSpartan37
Gavin is at it again and this time he faced some consequences.
"I walked in..."
"I walked in and my eyes were immediately assaulted by a fully naked man running a stick of deodorant up and down his crack."
JscottPilgrim
Wow... what a terrible day to be able to read.
"Not only did this bathroom..."
"Gas station bathroom in the middle of nowhere. Not only did this bathroom have a bathtub (?) but there was a fully dressed and made up mannequin in the tub. Very jarring."
AlpinePinecorn
This sounds surreal... and honestly rather creepy.
"I once stopped..."
"I once stopped at a gas station on a road trip and the bathroom was full of dolls…. Staring with their little painted eyes…."
Rabbit_Mom
Noooope.
Their creepy and unsettling eyes!
"Two women..."
"Two people were having sex in the handicapped stall. I was seven."
madamwhatnot
So something tells me you learned about the birds and the bees rather early.
"A clogged urinal..."
"A clogged urinal filled to the brim, with an anaconda sized turd spiral floating in it, in hypnotic circles. How a turd that size could be buoyant I have no idea."
effy4eva
This is quite the sentence. I don't think I needed it in my eyeballs, but it's too late now.
"I was in a Berlin dive bar..."
"Olives. I was in a Berlin dive bar with some friends. In the bathroom, there was a vending machine, stocked with tinned tapas. So I came back from the bathroom with a can of olives. When asked where I got them I just replied "bathroom.""
cristicusrex
This is simultaneously hilarious and horrifying. I can only imagine the looks on your friends' faces...
Okay, so now you understand why I can't abide public restrooms. If you're smart, you'll run for the hills the next time you're in the proximity of one. Things can only go downhill from there. (Am I being serious? Maybe... maybe not.)
Have some stories of your own to share? Tell us more in the comments below!
One should never be fooled by a first impression.
Certain people might behave in a way that is less than indicative of what they are actually like, and might prove to be far more impressive, or much less friendly, once you get to know them a little better.
However, sometimes people will behave in a certain way which leaves one unable to avoid making assumptions about people.
Namely, their intelligence.
Redditor sparklingshanaya was curious to hear what behavioral traits the Reddit community took as a sign of possessing a considerable lack of intelligence, leading them to ask:
"What are some behaviors that scream unintelligence?"
An unwillingness to learn
"I feel like the classic example is being unable to change your opinion or idea when you are presented with new information."
"You don’t have to set everything you believe in stone."- Rusty_of_Shackleford
"I think a key thing that separates the intelligent from the less intelligent is curiosity and how far you actually go to learn."- TuxedoWolf07
When even they don't know what they're talking about.
"Maybe not unintelligence but ignorance."
"People getting angry when I ask them to explain what they just meant as I want to understand them and not misunderstand."- smokinstuff·
"Getting angry when someone ask them to explain their point."- SuvenPan
It's never attractive to gloat
"Obsessively telling everybody how intelligent you are."- terribleUsername18
It's ok to admit defeat every now and then...
"Playing 'last word' in an argument you've lost."- LennonMcCartney65
"Being defensive when corrected instead of just accepting it."- Marthstewart123
"Claiming they are always right but not being able to argument why or have a serious debate about it."- GReatChinook
Are you sure about that?
"Constantly saying 'facts' that are extremely false."
"Gets on my nerves."- Sharkifish
Read the instructions!!!
"I just started driving for UberXL."
"The amount of people who think they can fit 8 people with all their luggage into a midsize SUV is astonishing."
"You can see which car comes to pick you up and it says fits 5 people."
"If you have a piece of luggage each then it's more like 3 people."
"I had one group sit there and stare me down like they didn't understand."
"I swear some people just have a mental limit for figuring things out and they all find each other and never get anywhere."- predict_irrational
One should always reserve judgment, as one never knows for sure what lurks beneath the surface.
Even if more often and not, you are left with little to nothing which encourages you to see what's there.
One of my favorite horror films ever is Black Christmas (1974). It's the perfect slasher film. It's scary. It's uncompromising. It's sordid. It's eerie. It leaves you with a horrible feeling in the pit of your stomach. It features some great acting, too! There are some powerhouse talents in it, including Olivia Hussey, Keir Dullea, Margot Kidder, and Andrea Martin.
But did you know that the film has been remade? It's been remade twice, as a matter of fact. The first remake, which was released in 2006, was so ridiculous. Not even Martin, who showed up in a glorified cameo in the role of a sorority house mother, could save it.
It was remade again in 2019 — this one bore few similarities to the films that came before it. One wondered why this one even had the same name, but there you have it.
Suffice it to say that the original Black Christmas is untouchable. But it is not the only film out there that should never have been remade. Far from it.
People shared their thoughts with us after Redditor CrescendoX asked the online community,
"What movie is so perfect that if it would remade, it would be a crime against humanity?"
Misery (1990)
"Misery. I could totally see a remake of Misery that used the way social media creates parasocial relationships so prevalently."
DocBenzanone
But let's not. I mean, who could ever replace Kathy Bates? She won an Oscar for the role!
Who Framed Roger Rabbit (1988)
"Who Framed Roger Rabbit."
I've seen the animation they've done for some of these new "live action meets cartoons" things.. The work the art/animation team put into Who Framed Roger Rabbit is STILL to this day putting them to shame."
TONKHANAH
A good choice. It was a pretty groundbreaking film and it's still influencing filmmakers to this day. That cast!
Aliens (1986)
"It would be impossible to remake that perfect movie. The cast, story, and practical effects are wonderful. A remake would be full of CGI and a BS script."
[deleted]
Don't you dare suggest this! Don't you dare give those horrible Hollywood execs any ideas!
Spaceballs (1987)
"Spaceballs. I don't want any other version."
OllieAreOllio
But think about the merchandising!
Spaceballs 2: The Search for More Money
Jaws (1975)
"Jaws. I read somewhere that Spielberg won't let it be remade."
ferox965
If someone did someday remake it, I would highly suggest they remove a lot of the unnecessary subplots that are in the book!
Did we really need that affair?
The Silence of the Lambs (1991)
"The Silence of the Lambs. Remakes should only be attempted when you are sure that it can outclass the original but Silence of the Lambs cannot be outclassed."
[deleted]
Two Oscar-winning performances. It doesn't get any better than Anthony Hopkins and Jodie Foster. The film is a masterclass — the Criterion edition is especially beautiful.
Stand by Me (1986)
"Stand by Me. It would be an insult to River Phoenix and many others to remake that."
Gluonyourbosom
This film is so highly regarded that a remake just seems foolish. Why even bother attempting one? Go and read the novella instead.
Back to the Future (1985)
"Back to the Future. Please please please PLEASE don't ruin it with a remake."
Frodo_noooo
As long as Robert Zemeckis doesn't kick the bucket we're safe!
Uncle Buck (1989)
"Uncle Buck. Don't you dare touch it."
Wokonthewildside
Without John Candy that would be like trying to remake the ceiling of the Sistine Chapel in a Denny's with only ketchup and mustard. Just a tragic, ill-conceived imitation.
My Cousin Vinny (1992)
"My Cousin Vinny. Joe Pesci's performance is perfect."
[deleted]
Hey, don't forget Marisa Tomei! She stole the show. And she won an Oscar for the role!
The list of movies that should not be touched is endless and you no doubt have your opinions.
Which movies should be left the hell alone? Feel free to tell us more in the comments below!
Sex talk is still considered a taboo subject in many households. And I don't mean going into detail about your bedroom conquests at the dinner table.
Overprotective parents tend to be evasive about discussing the birds and the bees with their kids because they feel it's not up to them to have that conversation.
Remember Carrie White's religious mom who refused to talk about intimacy with her 16-year-old?
We all know how that turned out in the classic Stephen King novel.
Anyway, parents turning down an opportunity to have the uncomfortable convo or having their kids miss out on sex education can lead a child to potentially develop damaging misunderstandings about their body and puberty.
The effects of which were explored when Redditor sparklingshanaya asked:
"What’s a sexual misconception you had for way too long?"

It helps to have an earlier understanding about your body when you're younger.
Sex Education
"As a girl, I had no real idea of where/what the vagina was until I was like 11 or 12. My mom didn't give me a real sex talk, just a puberty/body book that said 'the vagina is between the woman's legs' and just had a full frontal diagram (legs closed) of a woman with an arrow pointing to her pelvic region. I also didn't know a period lasted longer than a day until I got mine at 14, and then wondered why it was still going on the next day."
"When my mom realized how abysmal my sex education was, her solution was to rent a video from the library about it and make me watch it on the big family TV in the living room at like 3pm. Granted— it was a very educational video but I won't ever forget one of the educators (a 50 year old woman) talking about how to give a satisfactory blow job."
– ash-on-fire
Hard Epiphany
"Ok so I grew up in a VERY conservative household. Was not allowed to take sex ed in middle school and they helicoptered in high school. Any internet access they had access to view so I never watched porn/looked at pics. Absolutely nothing. So for a long time I thought penises were shaped like a smaller pringles can. I thought it was just like...a straight up cylinder. Moved out at 17 and googled some things and man I had men's anatomy SO wrong."
– WholeLottaIntrovert
Wrong End Of The Stick
"Friend of mine has a similar background and I just about lost my mind when she said the balls are the END of the penis. Like she had seen those doodles and had it upside down so they just dangle off the end of the shaft lmaooo."
– xchakrumx
Let's get verbal about getting oral.
Satisfy A Woman
"Learn to go down on a woman, like become a master at it. Do this."
– ecallawsamoht
Excuse For Supper
"I second this. Been married for 20 years and it's something I'm happy to do."
"Get involved, people."
"Edit: thanks for the medals and upvotes, people! Be assured that I'll be celebrating tonight."
– AhabVanCleef
Semantics
"Friend of a friend thought it meant kissing. And they were like 19. So glad they found out through a conversation and not through a dude asking for it, or her talking about it. That would've been extremely confusing for everyone."
– SilverWaters793
Pucker Up
"My friend back in middle school thought a blowjob meant to literally blow on it. I still tease her about it to this day."
– Ashurii_desu
Failed Expectations
"Man, I thought I was gonna get so many blow jobs. That’s just not true."
– Studying_Politics
As young adolescents, these Redditors got these terminologies mixed up.
Dirty Talk
"When I was around middle school age I thought that oral sex meant talking dirty :’)"
– strawbrykat
"I used to sext with my girlfriend in high school. When we broke up, she just went crazy and told everyone in our grade that I was great at 'oral sex' (she meant sexting💀) School hasn’t been the same since then."
– Particular-Ad4356
Learning By Example
"I was kind of sheltered growing up, and like most sheltered kids, I learned a lot about sex through porn. I kept seeing 'blowjob' videos, and (i had no idea what a blowjob) assumed it was some kind of sex blooper. Like, something got messed up and the director said 'Oh darn, you blew it! Let’s take it from the top.'”
– Danny_my_boy
I had sex education in sixth grade after my parents gave the school permission for me to attend the special assembly centering on the topic.
But I remember how vague the instructor was. By the time I eventually had my first nocturnal emission, I remember being terrified, yet simultaneously elated. It was very confusing, and I didn't know what happened.
I remember reflecting back to sixth grade and thinking the school must've skipped that part in sex ed.