Bakuryuu Sentai Abaranger: A borderline case is Dr. Mikoto Nakadai, the man is a super smart surgeon who was so bored with his life, that when he became Abare Killer he joined the Evolians and use his powers to what he consider as good use. In which case he formulate his own evil plans that are close to working and make the old villains look comical. It doesn't help the fact that he had a shard of the Evolian god Dezumozorlya.
Jack Welker is an almost perfectly textbook example of antisocial personality disorder. He is ruthless, brutal, cruel and never shows remorse for his actions.
Subverted with Todd. While the creators of the series have called him a sociopath, the issue is that he is too emotionally crippled, quiet, calm, easygoing, relaxed, friendly and self-controlled to even qualify as one. On the other hand, having a sociopathic monster as an uncle and father figure (Jack), it is almost inevitable that he was going to develop a ruthless side anyway.
The Cousins are emotionless hitmen who kill everyone in their way, including innocents who didn't need to die, without flinching.
In Warren's Season 5 appearance he does not exhibit such sociopathic traits. He was more of an Anti-Villain who had created a robot girlfriend and was genuinely bothered when she posed a threat to others and tried to help Buffy contain the threat. However, Word of God is that the writers only made him the worst of the Geek Trio in Season 6 because Tucker Wells' actor (the character had tried to kill the Sunnydale High students with hellhounds in Season 3) was unavailable. Warren would have had Andrew's Anti-Villain conscience and likely a similar eventual redemption arc. It was out of necessity that the writers decided he would have to become a far worse person, wanting the Geek Trio's evil leader to be familiar from a previous episode.
Encounters a "pure psychopath" about once a season. Interestingly, despite the hundreds of cases the BAU have investigated, only 9 characters have been listed as genuinely sociopathic/psychopathic. They are Adrian Bale, Nathan Harris (who was not actually a criminal), Frank Breitkopf, The Boston Reaper, Ray Campion, Raymond Donovan and Sydney Manning, Danny Murphy, and Greg Phinney. Of these, The Reaper is probably the worst, being an utterly amoral psycho who killed people for no better reason than a desire for fame, and went after the police when they dared to try and stop him.
Jeremy from the Season 6 episode, Safe Haven is a 13-year old "budding psychopath", with severe attention deficit problems and antisocial tendencies. He can't pay attention to anything for more than a few minutes, has a serious lack of impulse control, lies complusively and convincingly, killed his neighbour's dog, regularly tortures his little sister, and tried to poison his entire family with rat poison in the Thanksgiving turkey. After being abandoned by his mom he goes on a cross country killing spree as he attempts to return home and murder her, killing entire families and torturing the mothers. He has no real emotions (as is repeatedly demonstrated), but fakes them incredibly well, and at one point expresses a very creepy sexual interest in a girl who can't be much more than ten. Rossi suggests that they should keep him on file for a reason.
CSI: Had a few of these as killers of the week. One possibility is the teenage killer in "Unsual Suspect" and "Goodbye and Good Luck". Another appeared on an earlier episode, and it was even lampshaded how she could switch personalities on a whim.
CSI: NY: Had one, possibly two of these. In one episode, a young woman manipulated an older guy into killing a woman at a French Revolution themed party. Stella is annoyed that they can't prosecute the girl, because she didn't commit any actual crime, she just pulled the strings to get the other guy to act.
Torrence, the Big Bad of The Day of the Triffids. Superficially charming, he's introduced calmly stealing lifejackets (including one from a child) while everyone else panics so as to cushion himself in a crashing airliner. His lies are never quite convincing due to their grandious nature, and he's often shown admiring statues or paintings of Winston Churchill, and clearly sees himself in the role, but the government Torrence sets up to exploit the blinded population quickly collapses under assault from the triffids, along with his Faux Affably Evil facade.
The Master is a classic example, although he will generally stop bothering with the suave act and just enjoy himself once he no longer needs to. He fits all traits, and as such, makes an interesting Foil to the show's Bunny-Ears Lawyer protagonist - Both of them are eccentric geniuses with a childish streak and a love for intellectual challenge, but there is one thing that sets them appart: While the Master can be very charming and suave, he has a complete Lack of Empathy. The Doctor, by contrast, has No Social Skills but is generally well-intentioned.
It ends up being subverted with Missy. She starts out like any incarnation of the Master, but throughout her life, shows signs of wanting to be friends again with the Doctor. By the time Series 10 rolls around, she's imprisoned in a Vault as a punishment for her crimes, with the Doctor watching over her in an attempt to cause her to make a Heel–Face Turn. Slowly, she starts feeling remorse for those whom she has killed. It culminates in her deciding to stand with the Doctor in his Final Battle, after swinging back and forth between wanting to help him and wanting to oppose him, but her previous incarnation is having none of it and kills her.
Rassilon, the founder of Time Lord society, is most definitely this. He averts the Well-Intentioned Extremist trope by wanting to initiate the Final Sanction not to save the Time Lords, but to save himself. And while trying to save Gallifrey from destruction, he placed a signal in the Master's brain as a child, thus sending the Master insane. By the time "Hell Bent" comes around, he's had the Doctor tortured for 4.5 billion years, still orders the Time Lords (Who decide by then that they've had enough of his shit) to kill him once he escapes, despite the fact that the Doctor is the very reason Rassilon is still alive, and has taken to referring himself as "Rassilon the Redeemer" and "Rassilon the Resurrected".
And let's not forget Davros, the creator of the Daleks. With delusions of grandeur and uncaring of others, Davros is as nasty of a piece of work as his creations, best exemplified when he was willing to destroy all of reality and have the Daleks become the sole remaining lifeforms.
Dark Oracle: Omen appears to be one of these initially, but his genuine liking of Cally and slow development of human emotion keeps him from falling fully into the trope. Villain of the Week Claudia, who believes "if it feels good, do it," might well be a low-functioning sociopath. And then there's the comic book characters, Blaze (a hot-temperedJerk Ass who has no qualms about breaking a fellow student's arm), Violet (a Manipulative Bitch who enjoys scaring the crap out of her victims), and comic!Sage (who plays mindgames with Lance, screws around, and tries to off several girls with a poisonous snake).
Dexter: Averted with the eponymous Dexter Morgan, the most famous Sociopathic Hero and Serial-Killer Killer on TV, is an example of a sociopath with a 'moral code his father instilled to direct his murderous urges at other killers. As such, he self-identifies as a sociopath but he usually only lies & manipulates his targets or people who are trying to hunt him down or to maintain a facade of normalcy (he initially gets into a relationship with Rita entirely as a disguise). With his Character Development, he's a hybrid of schizoid and sociopath who displays enough guilt, love and empathy to qualify as a reformed sociopath, though it's dubious whether such development is realistic.
Dragnet: As a cop show, it showcases a bunch of them. What follow are some examples that stand out.
The earliest available radio episode involves a gang of holdup men who shared a brace of guns between them on jobs. One of them, Alonso Jackson, is best known for bursting into a liquor store, saying "This is a stickup!" and then letting the clerk have it immediately (shooting him again in the spine later to make sure he's dead).
The final case of the Sixties Dragnet finale, DHQ: The Victims, is the holdup of a mom-and-pop grocery store. When Julio, the husband, implores robber Carl Brooks to leave some dough behind to pay the bills with, punctuates a taunt with three bullets to Julio's stomach. He is completely unmoved later, in the hospital, when Julio's corpse is being wheeled out while his widow is being consoled by the priest who gave Julio his last rites. Both Jackson and Brooks' lives were forfeit, presumably because of the extra meanness of spirit behind the murders.
The Big Rod and The Big Accident both feature remorseless hit-and run drivers. In the former episode, when the grieving widower tells the culprit to be glad the Police got him [the hit-and-run driver] first, because "I would have killed you," and all the culprit can say is "Pretty upset, isn't he?" In the latter episode, the hit-and-run driver tries to take solace in the fact that they elderly couple probably wouldn't have lived much longer anyway. In both cases, a disgusted Friday reads them the riot act.
Mister Daniel Lumis is not a killer, but easily the biggest asshole in the entire franchise. He leaves a trail of kicked dogs everywhere he goes, and then expects the cops to respect his my-wants-trump-all attitude, and to excuse without punishment his wronging of everyone around him.
Elementary has Jamie Moriarty. This version of Moriarty personifies every single aspect of this trope with a more personal and realistic approach. Moriarty blackmails and kills her/his own employees, manipulates people just for fun, doesn't even think twice before ruining anyone's life and uses outright violence without the slightest hesitation, disgust or remorse. In "The Diabolical Kind", she even asks Sherlock, the only one she can relate to, how he manages to empathize with other people and be "one of them".
The Flash (2014): The season 2 big bad Zoom has been called as such by his actor in an interview, and his Lack of Empathy and murderous tendencies more than back up that claim. He is also able to lie very well and has a certain jovial charm to him, as well as an overly inflated sense of self-worth to the point that the suggestion of someone being superior to him is a Berserk Button. After his initial scheme to save his own life succeeds, he demonstrates the characteristic poor impulse control of a low-functioning sociopath, moving from one plan to another whenever a new one comes to mind as being amusing (kidnapping Caitlin, taking over Earth-2, then destroying the multiverse). He outright admits that stealing Jay Garrick's identity was more or less solely done to sate his boredom, and even using a time remnant as part of posing as Jay for Team Flash seemed more about the inevitable payoff of killing the remnant in front of them, thus leaving them all devastated, rather than any practical reason.
Galavant has Madelena, the innocent peasant girl forced to marry the evil king, who upon being granted a position of power immediately abused everyone she could and schemed for more. When she and Galavant have a long song together she says that she loves him "as much as someone like me can love anyone", only mentioning sex and how well they look together as why.
Quite a number of these characters crop up, including (but not limited to) King Joffrey Baratheon who stands out in a show full of bad people doing bad things.
Roose Bolton is a high-functioning example. While initially appearing to be a faithful (albeit extremely ruthless) lord in Robb Stark's service, he is ultimately revealed to be a depraved tyrant who delights in all forms of cruelty and harbors no loyalties to anyone but himself. While savvy enough to act polite and modest when it serves his own interests, Roose never passes up an opportunity to torment others for his own amusement when he can get away with it. Moreover, he shows no attachment toward those around him including his own son, Ramsay, whom canon confirms he all but completely ignored until the death of his firstborn son left him without an heir. Ultimately, any doubt as to Roose's lack of empathy or semblance of conscience is put to rest when he smugly recounts to a stunned Ramsay how he brutally raped his mother when he was conceived.
Ramsay has no empathy for any living thing. He is also a consummate liar, a thrill-seeker who tortures or hunts people for fun, he has an inflated opinion of his own abilities and he's bad at long term planning.
Harald Karstark doesn't seem to be bothered in the least by Ramsay murdering his father right in front of him (nevermind the fact that Roose avenged Harald's father, which is the entire reason why he sided with the Boltons), and immediately begins telling others to address Ramsay as Lord Bolton. Lord Umber also implies that he's a pedophile.
Gregor Clegane is the most clear-cut example in the entire series (which is saying something in a story overflowing with vile and loathsome characters like Joffrey and Ramsay). While his appearances are few and far between, the few scenes in which he does appear along with the sheer magnitude of his crimes make it glaringly apparent that he lives only for wanton carnage and brutality. Likewise, he is consistently portrayed as almost entirely lacking in impulse control except at the basest levels of Pragmatic Villainy. Furthermore, he is COMPLETELY devoid of empathy or principles given that he permanently maimed his brother for playing with one of his toys and is all but explicitly stated to have murdered his father simply to expedite his own inheritance (while being the object of Parental Favoritism no less).
Has a few among its villains, like Arthur and Sylar.
Sylar's own father is a case. When asked why he murdered Sylar's mother and sold him to another family, he replies that he doesn't even remember because "it didn't matter to me."
House: A memorable patient in one episode is identified as a sociopath, by both the short hand and proper medical categorization. Notably 13 only recognizes her as such because she's terrified of her, with House saying it's a survival tactic, implying a common association with sociopaths to predator animals. Ultimately it turns out her apparent sociopathic behavior was actually a side effect of some other unrelated medical problem, and she "reforms" by the end of the episode.
The Sinners from House of Anubis, as a result of being The Soulless and having no conscience. They are manipulative, chaotic, completely uncaring of who they hurt (and do it often just For the Evulz) and determined to get their way. They even seem to have no emotion beyond amusement and anger.
House of Cards (US): Frank Underwood is this long before the show even starts. While the audience may at first be able to sympathize with his desire to screw over the people who wronged him, he progresses into using things like bribery, blackmail, manipulation, threats, and even outright murder with worryingly little restraint. He sees everyone around him as objects to be utilized for his own agenda, his relationship with his wife Claire is strangely loving but incredibly twisted, he has a massively overblown ego that repeatedly causes him to shoot himself in the foot, (namely by needlessly antagonizing people he still actually needs) is a pathological liar, only really seems to care about his own lust for power, and feels no sympathy or remorse for the lives he's ruined to get to where he is. On top of all that, he really only seems genuinely capable of feeling sorry for himself.
iCarly: Nora Dershlit. The only thing she cares about is to make friends, but her perception of what counts as "friends" is so horrifically skewed that she believes locking the iCarly gang in her basement against their will qualifies, ignoring their repeated expressions of the fact they don't even like her, believing she can force people to be her friends. She has absolutely no remorse for holding people against their will and outright tries to murder Gibby when he comes to save the iCarly gang. In her second appearence, she once more holds them against their will by holding Spenser hostage and torturing him on a giant wheel to keep the iCarly gang under control, even implying she can and will kill him if it comes to it. She also shows the Manipulative Bitch qualities of the trope, feigning remorse for her actions to trick the iCarly gang into agreeing to release her from prison and luring them into her trap again. She's also confirmed to be a sociopath In-Universe, even referring to herself as one:
Carly: Nora... You're a nutcase!
Nora: The correct term is disturbed, lonely sociopath.
Every character is a sociopath. They're frequently doing things that are unethical if not illegal, stabbing each other in the back, and no one in the gang is able to stick to a plan.
Dennis deserves a special mention. Some of his actions even leave the rest of the depraved gang disgusted. In one episode, Dennis accidentally admitted that he has no feelings.
He also shows more of the symptoms then the rest of gang. For example; Dennis has the superficial charm, fans sometimes comment on how he seems the most normal yet turns to be the most depraved of them all, plus he's good at getting chicks sometimes. He also seems a very cold calculated yet shallow understanding of human emotion. For example, Dennis' technique to get women (the D.E.N.N.I.S. system) is very cold and calculated but also very unsympathetic and fails to work at the end of the episode. Dennis also has the grandiose sense of self-worth that is a symptom of sociopathy.
In the episode "Psycho Pete Returns", a psychiatrist diagnoses Dennis with Borderline Personality Disorder, a serious mental illness marked by unstable relationships, inability to regulate emotions, and impulsive behavior.
For a franchise aimed at children and teenagers, Kamen Rider has had many examples, ranging from low-functioning brutes to high-functioning egotists.
The franchise's most iconic villain, The Great Leader of Shocker, is a classic example. Suffering from an intense God Complex, the Great Leader is responsible for founding terrorist organizations and trying to exterminate the population of Japan on numerous occasions. His ego is so fragile that he even attempted to kill his own son for defying him.
Kamen Rider Kuuga gives us N-Daguva-Zeba, lord of the Gurongi. Despite his status, Daguva is a low-functioning example whose first action upon being reawakened was to kill 152 members of his own race and later others, his motives ranging from social darwinism or simply because they were in possession of parts of his armor. A Blood Knight holding the belief of the survival of the fittest, Daguva has no respect for low-ranking Gurongi and wishes to propagate his dillema into the hearts of humans.
Even lower-functioning than Daguva is Takeshi Asakura from Kamen Rider Ryuki, a Serial Killer who is near-incapable of acting like a normal human being, to the point in which even others characters start to question if he is human or not. Murdering his parents at the age of 13, Asakura was sent to prison for committing several murders, and entered the Rider War for a chance to hurt people. His behavior is not only limited to violence, as he was manipulative enough to convince a reporter into bringing his brother to him, just to end his life For the Evulz.
Kamen Rider 555 has Asakura expy Kitazaki, a Psycho for Hire who joined the Lucky Clover solely to kill people without having to get punished for it. A teenager who is incapable of understanding the value of life and sees murder as something to be laughed at, Kitazaki is not above harming his own allies or insulting his superior. Kitazaki is so arrogant that he believed himself to be the strongest that ever was, planning on killing his king just to prove his superioty.
Kamen Rider Kiva has King, the Checkmate Four's leader, a high-functioning example and a petty individual who sees his wife as an object, not only having demanded her assassination, but also threatened the life of their infant son, something which disguted his own sentient Transformation Trinket. Under King is Rook, a low-functioning example and a Psychopathic Manchild who single-handedly drove a civilization to near-extinction and kills only to satisfy his boredom.
Kamen Rider OOO has the high-functioning Kazari, a master manipulator who sees his own siblings as toys, once using two of them as guinea pigs in his own sadistic experiment, which resulted in their death.
Of all the high-functioning sociopaths to appear in the franchise, Ryoma Sengoku from Kamen Rider Gaim is the perfect example of how dangerous they can be. As Ygdrasill's charismatic top scientist, Ryoma rules the company from behind the curtains, and conspired to have his superior assassinated. When said superior's younger brother left his love interest in his care, Ryoma removed her heart during surgery and then tried to strangle the boy to death.
The Kill Point: Mr. Rabbit, who manages to be the Token Evil Teammate of a bank robbing crew. He beats the hostages unprovoked, psychologically tortures one of them for no particular reason, carries around the severed ear of an Iraqi soldier he previously tortured to death, and tells Captain Cali that he considers the hostages "cattle" and "sheep being led to the slaughter." He ends up getting beaten to death by the leader of the team, because Even Evil Has Standards.
Kings has Andrew Cross, who makes for an ugly contrast with the narcissists who compose the rest of his family. A bored, listless young man who admits to viewing other people as things (and doesn't seem to understand that this is wrong), Andrew displays a very limited emotional affect, moves impulsively from idea to idea, and has some very troubling sexual urges, as evidenced by his stalking of his aunt, and his leaking of his cousin's nude photos to the press. In the end, Andrew sides with his father's coup, only to betray him to his uncle Silas when it fails, and then, in the closing scenes of the show release Vesper Abaddon from prison with no prior explanation, all with the same perpetual bored look on his face. Whether Andrew has any genuine goals, motives, or loyalty in him, is left in serious doubt as of the end of the show.
Had a serial-killer prostitute (based on Aileen Wuornos) who displayed the "cocktail personality" where she'd become a troubled mentally-frail patient for the psychiatrist or a seductress for Detective Stabler. Her son was the only thing she cared about and it turns out she killed his mother and kidnapped him as an infant.
One doctor did point out that not all sociopaths are evil unrepentant killers, most of them live normal lives like everyone else in their own way.
The wiki has an enitre page for listing all the sociopaths that have shown up in this show.
Lost: Anthony Cooper, Locke's father, is one of the most chillingly accurate depictions of a sociopath on television. He's a very successful con man who has made an entire career out of manipulating people and then dumping them once he's got what he wants. Sawyer's parents are just two of his victims, and he's not remorseful about that in the slightest. He abandoned Locke at birth, reconnecting with him only to steal his kidney. He has no qualms about murdering anyone who might expose him and even throws Locke out a windowfor trying to reason with him. He's entirely concerned with himself and shows no regret for any of the many lives he has destroyed.
This seems to be how people end up after losing their "shade", to go by Martin Chatwin and Julia.
Niffins also behave in this manner, calmly killing even the people they once loved. It turns out Niffins lose their shade when transforming.
Red John in The Mentalist is a ruthless manipulative narcissistic serial killer, capable of killing anyone —including an innocent woman a child just because he felt insulted— and controlling a large criminal network.
In the Merlin (1998) mini-series, Mordred is blatantly a sociopath. Outwardly a handsome, charming, charismatic young man, Mordred is actually a callous, manipulative, sadistic hothead who wants to conquer Britain and kill his father. He practices archery on his castle's servants, kills several soldiers while laughing and jesting with them, and laughs when his own mother is murdered in front of him. And he's a Super Soldier with the backing of an evil goddess. Yikes.
Million Yen Women: The person who invited the women to live in Shin's house and eventually ends up killing a couple of characters before getting put out of commission, turns out to have done it all for no other reason than their own amusement.
In the first season, Erich Blunt shows every sign of being one, expressing no empathy or remorse for anything, and with an interest in other people only so far as they please him or he can manipulate them to do what he wants. His PA/girlfriend Ivana shows much the same traits as well.
The second season has Alfred "Alfie" Rentman, leader in a mass murder on a school bus, whose own father (a neurologist) had diagnosed him. There was nothing he could really do about it though, since it's an incurable and untreatable condition.
A better example of this is the head of HR, who shows no empathy for even his closest loved ones and seems incapable of it.
Dominic, the head of the brotherhood gang, is another example. He shows no emotion or concern when a good number of his men are killed because "We all die in the end".
Power Rangers Megaforce had Vrak. He cares nothing for anyone except his one plans, manipulates anyone and everyone around him, crushes Metal Alice's spirit upon her death (in spite of the fact that she saved his life) and mocks his own dead brother.
The Villain Protagonist Jim Profit of Profit is the high-functioning type. He's an amoral and remorseless schemer who manipulates people around him to his own ends (including blackmail and murder) while presenting himself as a charming, likeable guy.
Sergeant Will Strausser, at least as of "Sex and Drugs" is being deliberately set up as one. "Ties That Bind" has Miles Matheson and Strausser discussing the fact that Strausser is one, with Miles pointing out that Strausser was going to be put in a padded room before the blackout happened. "Nobody's Fault But Mine" has Strausser threatening to rape Charlie Matheson to Rachel Matheson's face, and he actually tries to rape Rachel when it's just the two of them alone. Fortunately, Rachel manages to kill him off.
Sharpe has Obadiah Hakeswill, the Arch-Enemy of Sharpe and the reason why he was condemned to 2,000 lashes (of which only 200 were given). Lack of Empathy? Check, just ask Sally Clayton's children, after he raped and murdered their mother, as well as any unfortunate soldier he bullies into staying quiet about his abusive conduct. Consummate Liar and Manipulative Bastard? Double check, as he makes himself appear disciplined in front of superior officers and rapes the wives and girlfriends of the rank-and-file, while getting those who are wise to him in trouble, like Harper, who he framed for the theft of an aristocrat's wife's portrait, condemning him to 100 lashes. Need for stimulation? If there's a pretty woman in the episode, he'll try to rape her and if she has a husband, he'll threaten him too. Narcissist? He believes himself invincible right up to his death. He's even worse in the novels, where his crimes include raping a young girl... when he was 12.
Sherlock: The eponymous character's Arch-Enemy, James Moriarty, is this trope played very straight: he has no empathy whatsoever, is a liar, charmer, and manipulator who easily surpasses Sherlock in all three departments, is a criminal mastermind who has orchestrated scores of crimes—up to and including murder—throughout Europe merely because he was bored, and by the end of season 2 has single-handedly wrecked Sherlock's credibility, career and relationships. The difference between the two is probably best underlined when they first meet face to face.
Sherlock: People have died. Moriarty: That's what people DO!
Subverted by Sherlock himself. While he identifies himself as a "high-functioning sociopath" and is shown to usually have a lack of sympathy for those around him, he is shown to care for various characters (his concern when Mrs. Hudson and John are in danger, his sadness over Irene's alleged death, and his reaction to humiliating Molly at the Christmas party). Word of God is that Sherlock wants to be a sociopath (because caring about people gets in the way) but isn't.
Lx-3, Lex's clone and Shadow Archetype from Season 10's "Lazarus" is a solid example. He spends all his time on-screen committing mass murder, has a Hair-Trigger Temper and a sadistic streak, seems to actively enjoy murder for its own sake, and hates everyone. He tries to kill every person he meets.
Bob Rickman, corrupt salesman with Mind Control powers who has no qualms making his enemies kill themselves or brainwashing innocent people to kill for him. His pesticide plants were massively toxic, spreading cancer and environmental damage, which he took delight in being able to get away with thanks to his powers.
Supernatural: Sam Winchester exhibits classic sociopathic behavior when he loses his soul in season six. Though he becomes an example of a pro-social version, as his interest in hunting remains constant, but his Lack of Empathy becomes his defining character trait. He sees nothing wrong with purposefully letting his own brother get turned into a vampire, letting 150 people get turned into monsters because there's a chance it could lead him and Dean to an Alpha, using a baby as bait, working with Crowley or with killing Bobby Singer in order to avoid getting his soul back among other things. It is implied and later shown that he killed innocents and did some things that arguably would make him cross the Moral Event Horizon and even hardened hunters like Samuel Campbell and Dean are horrified by his behavior.
Dan Egan from Veep. The show is giving less-subtle hints that Dan seems to be of the high-functioning variety. The fact that he reveals that he killed a stray dog as a child to win a dare leaves little room for doubt. He later claims that he once "broke off an engagement at an Applebee's and then ordered dessert."