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Never Lend to a Friend

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Never Lend to a Friend
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It's coming up to rent day and Alice is a little short. Bob, on the other hand, has money to spare, and casually offers to lend her the cash - after all, what's a few quid between friends? No need for collateral or payment deadlines, The Power of Trust will prevail!
Now one (or more) of several things happens to severely strain their friendship:
Alice is slow to pay the money back. Bob starts off understanding but gets more and more annoyed the longer it goes on and the more his own financial pressures build up.
Bob assumes this will happen and starts pestering Alice for the money unreasonably - she's already paid it out, and can't return it yet, and her good friend has suddenly transmogrified into the All Devouring Black Hole Loan Shark!
Alice suddenly has money to burn, and does so. Bob is either angry that she hasn't learnt her lesson, that she seems ungrateful, or that she apparently didn't need the money as much as he thought. He may be too proud to mention needing the money, and Alice will assume he's getting along fine without it.
Bob assumes this will happen, and starts watching over Alice's shoulder, reading her receipts, and generally being nosey and superior - less Loan Shark and more Bank Manager.
This will rarely be the moral grey area it would usually be in Real Life: one party (most often the greedy lender) will be clearly in the wrong, and will learn An Aesop about the importance of Friendship and Trust. If the borrower really was taking advantage, the relationship can be more significantly damaged, especially if they continue to refuse to pay it back.
One of the Money Tropes. Closely related to Broken Treasure, where a borrowed possession is lost or broken, leading to similar problems. If the ill-advised borrowing is from a suspiciously helpful stranger, see Loan Shark. Compare Evil Debt Collector and The Thing That Would Not Leave. Contrast Financial Test of Friendship.
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Twisted in House, where House asks Wilson to borrow money any time he makes a big purchase. He actually has the money, he's just trying to objectively measure the strength of their friendship.
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On Cheers, Diane borrows $500 from Sam to buy a first-edition Hemingway. Sam says he's not going to expect her to pay it back, but then Carla eggs him on by pointing out Diane's expensive clothes, lunches, etc. Finally Diane gives Sam the book as collateral; he drops it in the bathtub while reading it. A buyer offers Diane $1200 for the book, and Sam is forced to outbid him.
In another episode, Norm suddenly comes into money and Sam starts harping on him about his bar tab. When Norm buys a boat with the money, Sam loses it and starts yelling at Norm. Norm reveals that the boat is for Sam for being such a good and patient friend.
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On The Simpsons, Homer loses the mortgage payment on a bad investment (he bought stock in pumpkins...but didn't sell his interest in it before Halloween). The bank turns him away for either an extension or refinance, and his friends are unable to help (or in the case of Moe, very unwilling). He doesn't want to tell Marge what happened, so he turns to her sisters Patty and Selma. They write him the check but hold it over his head, using it as an excuse to humiliate him (in exchange for keeping it a secret from Marge). In order to pay it off, Homer has to take a second job, which requires a commercial driver's license (which he has to get from Patty and Selma.) He ends up saving their jobs, by taking the fall for their smoking on the job, and gets the debt canceled.
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iCarly devotes an entire episode to Sam paying back Carly and Freddie $500. Sam ends up getting a bad job and it strains their relationship somewhat.
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Sex and the City - Carrie needs to get a mortgage on her apartment, but has apparently managed to spend all her money on shoes (no, really) so she doesn't have it. Miranda and Samantha offer to loan her the cash (she refuses) but Charlotte doesn't, because of this trope. Carrie whines about it, and Charlotte eventually changes her mind and lends the money to Carrie, who promises to pay it back with interest. It's never mentioned or brought up again.
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The page quote from Hamlet was in the middle of a bunch of other, nonsensical, advice Polonius gave his son Laertes, implying that it was also not great advice.
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JD on Scrubs lent the Janitor a buck for the vending machine, only for him to start acting as if every random encounter is JD hounding him for repayment. Of course, that's how he acts most of the time with no provocation whatsoever, so...
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The Suite Life of Zack & Cody: Maddie borrows money from London, and London uses this to guilt Maddie into doing things for her. In the end, Esteban and the rest of the staff take up a collection so Maddie can pay London back. This upsets London who wanted to keep power over her.
In another episode Zack borrows money from another boy to play in the arcade, without any ability or intention to pay back; the boy threatens Zack into making Cody throw the spelling bee they are both in so he can win 'or else'. Since the boy is tall and built, Zack thinks the threat is violent. However, when everything comes to light, the boy reveals he wasn't going to beat him up; he was going to tell Zack's mom about the money.
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Everybody Loves Raymond: Ray and Debra lend Robert money after visiting his run-down bachelor pad, but Ray gets upset when Robert goes to Las Vegas. By the end of the episode, though, Ray has admitted to Robert that he secretly envies him. As Ray puts it, a vacation for him would be going to the bathroom for 2 minutes without someone banging on the door. As Robert is still single, he can afford to just up and go to Vegas. Ray urges him to go. We never see Debra's viewpoint on this. Presumably, she'd disagree with Ray.
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Discussed in The Witcher 3: Wild Hunt, where one of the sidequests deals with Dandelion's attempts at opening a Cabaret. If Geralt offers to lend him money, he refuses on the grounds that accepting loans from people you consider friends is a good way to end a friendship.
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In The King Killer Chronicle, most of Kvothe's problems are either caused or made worse by the fact that he's afraid of falling into this with his friends.
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Lucky Luke: In Tortillas for the Daltons, the Daltons end up in Mexico, where they mug a mariachi band for their mules, clothes, and instruments. Luke runs into the mariachis and notes that one doesn't seem too cut up about it. He then says that he'd already lost his stuff to one of the other bandmembers while playing poker.
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In Knights of the Dinner Table, a Running Gag is for one of the characters, usually Dave or Bob, to show up to the game with some expensive extravagance, like a $75 electronic GM screen "player advantage screen", or drop everything to spend a week at GaryCon, with long-suffering B.A. or Sara pointing out that he still owes money or that his car has urgent repair needs he's been putting off.
One strip deals with all five characters dealing with a tangled web of World War I alliance-proportions' worth of owed money between them. The equally complex solution ("Take the money you owe me, pay it back to him", etc.) clears up everyone's accounts except for Bob, who now owes money to everybody.
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Subverted in A Bronx Tale. Calogero is owed twenty dollars by a casual acquaintance (keep in mind this was a lot of money in 1968), which escalates into such a tense issue that the kid ends up just running every time he sees "C" coming. C is venting about this one day to his mentor Sonny, who asks C if he even particularly liked the guy to begin with. C replies that he never really did, and Sonny points out that he's free to just forget about it if he wants — the other kid will continue avoiding C in order to avoid repaying the debt. "He's out of your life for twenty dollars."
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Murdoch Mysteries: Played for Laughs in "The Spy Who Came Up to the Cold", when Higgins hides Crabtree's fancy new pen because George bought it rather than repay a small loan to him. Crabtree argues that Higgins borrowed from him a year earlier to get a uniform item and hadn't repaid that loan. The two trade insults while working the case.
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In the second series of Fresh Meat, the housemates discover they've all independently been lending money to Vod, and she hasn't been paying anyone back, so they confront her over it at a house meeting.
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In an episode of M*A*S*H, Winchester loans money to BJ, then proceeds to treat him like a servant, expecting him to do everything he wants. For some reason, BJ complies, even though he already has the money and these conditions were never discussed when he asked for the loan.
Another episode has Frank and Hot Lips arguing over this, including the obligatory mention of the page quote.
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The Boondocks: A Pimp Named Slickback makes it clear that he keeps to this policy when it comes to his prostitution business.
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During the Spider-Men crossover, Peter warns Miles to never lend money to Wolverine or Mockingbird because he'll never see it again.
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On Magnum, P.I. (2018) this is downplayed with Magnum who constantly owes money to his friends for expenses they incurred helping him. He wants to pay them back but he is constantly broke and whenever he gets a decent amount of money, he will spend it on something noble like helping out a bunch of orphans. His friends like to tease him about this from time to time but have no ill feelings since they know that if they are ever in any real trouble, Magnum will move heaven and hell to help them.
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Volume I of Life's Little Instruction Book cautions against this:
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A LOT of the cases on Judge Judy involve the plaintiff suing a former friend for an unpaid loan. The defendant's usual defense will be "it was a gift, not a loan," such as in this case. Judge Judy almost always rules in favor of the plaintiff, as well as giving them the advice: "Never lend money to anybody. As soon as you lend money, you become the bad guy."
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Cosigning a car lease for an old work acquaintance is what sets the events of Kaiji into action. And, of course, the guy he did it for shows up and proceeds to die, ensuring Kaiji will never get re-payed for the headache.
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Family Guy: One episode ("Patriot Games", Season 4, Episode 20) has Brian losing a $50 bet to Stewie and the latter continuing to pester him for the money throughout the episode, culminating in a now-infamous three-minute-long sequence in which he beats the living hell out of Brian relentlessly, culminating in setting him on fire a flamethrower and blowing his kneecaps off with a pistol, all the time asking "where's my money?!"
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Invoked in New Game! when Aoba and Nene visit the souvenir counter at a movie theater: Aoba, who's just received her first paycheck, offers to lend Nene money for some merchandise, but Nene turns her down because it'd be bad for their friendship. Aoba has the same answer when Nene suggests that Aoba buy the goods and resell them to her later.
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Frasier: Frasier lends Roz some money to help her through single motherhood but calls her spending into question when Daphne sees her at a spa, and Frasier sees luxury items in her shopping bag. Turns out they were all justified expenses (a coupon, a gift from her mother, a store credit for a return, etc.) apart from one (a bottle of perfume) which she got to treat herself.
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Several examples in Friends:
And:
While in an inversion, Chandler spends an episode desperately trying to lend Joey money, but Joey doesn't want to owe him anything - presumably because of this trope. And thus was born the Game of Cups.
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Very frequent on The Sopranos:
Tony tries to keep his childhood friend David Scatino, a notorious gambling addict, away from his illegal high-stakes poker game. When Scatino insists and runs up a ridiculous losing streak, Tony agrees to lend him the money to cover it, but at the same terms as anyone else. Scatino soon becomes swallowed by the interest, which destroys his business and marriage. Tony is unmoved by Scatino's plight, reasoning that Scatino might be an old friend, but he gave him every warning to never get in debt to the mob, and that he brought everything bad that happened to himself by failing to control his gambling problem.
Artie tries to borrow money for an investment deal from Ralphie, who hears him out but ultimately refuses, reasoning that if Artie couldn't pay, he'd have to beat him up, and he doesn't want to be put in that position.
Tony gets offended that Artie didn't come to him first and insists on loaning Artie the money. Artie's investment falls through, leaving him in a hopeless situation. Tony ultimately forgives the debt and lets Artie repay him with free meals at his restaurant. Artie is grateful, but he also accuses Tony of realizing that lending him money was a Xanatos Gambit all along. Their friendship is never quite the same.
Tony himself runs up some gambling debts and ends up owing money to his Jewish friend Hesh. When Hesh asks for it back, Tony gets defensive and resentful and starts making Greedy Jew jokes. Their long friendship ends. Tony does slowly repay Hesh, insisting that Hesh take the money rather than wait until Tony can pay him back the full amount.
Christopher's friend JT Dolan from AA runs up a large gambling debt, and Chris lends him the money to cover it. Dolan balks at the fact that Christopher charges him the same punishing vig as anyone else, but Christopher counters that he won't enable Dolan's bad decisions. Dolan has trouble paying the money back, causing Christopher to pummel him and steal his possessions, ultimately costing Dolan everything but the shirt off his back. From then on, Dolan is resentful and afraid of Chris, but Chris doesn't seem to notice.
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The following is a list of statements referring to the current page from other pages.

 Never Lend to a Friend
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Money Tropes
 Never Lend to a Friend
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Plots
 Never Lend to a Friend
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Sublime Rhyme
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Never Lend to a Friend
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Never Lend to a Friend
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Never Lend to a Friend
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Never Lend to a Friend
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Never Lend to a Friend
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Never Lend to a Friend
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Never Lend to a Friend
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Never Lend to a Friend
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Never Lend to a Friend
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Never Lend to a Friend
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Never Lend to a Friend
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Never Lend to a Friend
 Sex and the City / int_c9ebcaae
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Never Lend to a Friend
 The Sopranos / int_c9ebcaae
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Never Lend to a Friend
 The Suite Life of Zack & Cody / int_c9ebcaae
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Never Lend to a Friend
 Three's Company / int_c9ebcaae
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Never Lend to a Friend
 Til Debt Do Us Part / int_c9ebcaae
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Never Lend to a Friend
 True Detective / int_c9ebcaae
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Never Lend to a Friend
 Uncharted Waters: New Horizons (Video Game) / int_c9ebcaae
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Never Lend to a Friend
 Fading Hearts (Visual Novel) / int_c9ebcaae
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Never Lend to a Friend
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Never Lend to a Friend
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Never Lend to a Friend