1 - 20 of 347 Works in Cheating Derek Hale
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Derek Hale has built a life around duty and family. A former high school basketball star, he married his sweetheart Paige Krasikeva right after graduation when she got pregnant with their son. Now in his late twenties, Derek works long hours as a mechanic, fixing cars to cover his family's needs. Paige stays home, but their marriage has been strained—Derek's absences, Paige's frustrations, and the weight of young parenthood have chipped away at what once felt like destiny. One night, after a brutal argument, Paige confesses to a one-night stand with a charming policeman named Stiles.
Or the one where Paige cheats on Derek with the irresistibly charming and young policeman Stiles, sparking a whirlwind of raw rage and betrayal that propels Derek into a tense, pulse-racing confrontation to uncover what all the hype is about—only for Stiles to ignite and awake a deep, insatiable craving in Derek as the young cop takes control of the betrayed mechanic with the power of his massive cock, pounding him mercilessly deep and hard, destroying Derek's ass in the most euphoric, back-breaking way imaginable while filling him with overflowing hot, endless loads of cum.
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Stiles couldn't help but feel like the luckiest man in the world. He had a sexy, hot, and wonderful boyfriend who loved him; he was about to finish his dream career; he had a group of friends who adored him and whom he trusted blindly; and he had his father, the town sheriff. However, the whispers of the people would soon begin to crack the perfect image he thought he had.
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The flash of red and blue in his rearview mirror made Derek Hale's stomach drop. "Shit," he muttered, slamming a hand against the steering wheel of his black Camaro. He'd had one too many at the bar, just enough to feel warm and loose, and now he was running late to meet his boyfriend Jackson for dinner. One more ticket would absolutely mean a suspended license.
Or the one when Derek Hale gets pulled over for speeding on a lonely Beacon Hills backroad, he's desperate to avoid another ticket that could cost him his license. But Deputy Stiles Stilinski has other ideas that awaken Derek's hidden desires. Derek discovers a side of himself he never knew existed—leaving him forever changed.
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If You Want to Kill Somebody, Conquer His Heart ... Then Leave Them Between Death and Madness by StilesIsMySpiritAnimal_48
Fandoms: Teen Wolf (TV)
04 Dec 2025
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Derek Hale used to think pain came in sharp bursts — claws, fire, gunshots, loss compressed into a single unbearable moment.
He never knew pain could be an echo.
Repeating.
Endless.
Soft enough that no one else could hear it, loud enough to drown him.
And the worst part was that it hadn’t always been like this.
It used to be good.
Better than good.
It used to be Stiles.Series
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“L-Look here,” Derek started, his voice losing some of its earlier thunder, betraying a flustered edge. “If your plan is to intimidate me into letting you date my daughter, you can forget it. I don’t know what she sees in a… a guy like you, but—”
“Well, why don’t I show you?” Stiles interrupted, his voice a low, suggestive purr that cut through Derek’s bluster.
“W-what?!”
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Upon finding out that Derek Hale takes on the role of a dominant top in his relationship with Stiles, Liam becomes furious and decides to take matters into his own hands—figuring that Stiles is unworthy to be with Derek. So, Liam finds an old book with instructions on how to use werewolf mind control and decides to turn Derek into the adulterous, cock-hungry, slutty bottom that he was clearly meant to be.
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Scott's mother has a new boyfriend. His name is Derek and he's a hot doctor. There's something familiar about him that Scott can't quite put his finger on, but Scott can't help but swoon and squirt over him.
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“To finding someone who makes you more yourself, not less. To choosing, not because it’s expected, but because it’s what you want.”
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They grew up clinging to each other in a house that promised nothing. Years later, Stiles dances in a cage and Derek’s about to get married.
Some stories don’t start with love. Some start when everything else has already fallen apart.
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"Yeah, Jackson, I get it—Lacrosse practice has been brutal this week,"
Derek said into the phone—voice steady, even as Stiles teases his slicked-up hole in a deep mating press, legs hooked over broad shoulders, massive hairy ass spread wide and quivering for that first brutal thrust.
Or the one where Derek’s on the phone with his boyfriend Jackson, complaining about lacrosse—except Stiles has him folded in half, legs over shoulders, getting railed senseless in a deep mating press
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Rugged logger Derek Hale spits “no fags” at the dinner table, slams fists when Eli earns straight A’s, demands dawn axe-chops to “earn respect.” Eli worships him—until the “men-only” fishing trip. Denied entry, Eli tails them into the preserve and hides in pine-scented shadows only to discover that his father is a huge fraud.
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While his wife is wondering where he is, Derek is having a small college reunion with his obnoxious, loud-mouthed ex-player, Stiles Stilinski, in the last stall of the cinema bathroom—or, the one where Derek is getting his back blown out by his now beefy and cocky ex-student's huge cock.
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A compilation of Derek's juicy sexual adventures, mostly with women, but with him and his studly body being the center of attention, fulfilling many sexual fantasies.
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Each chapter is a different prompt, requested by readers! Tags will be updated with new additional chapters!
You can submit prompt requests whenever creativity strikes! Please read through my FAQ before submitting a request!
Submit a prompt request: Google Forms
Prompt FAQ: https://colethewolf.tumblr.com/faq
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Gazed, As I Flap These Wings. by Recliant
Fandoms: Teen Wolf (TV), 崩坏：星穹铁道 | Honkai: Star Rail (Video Game)
21 Aug 2025
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Sometimes revenge doesn't have to be violent or evil, sometimes you just need to proof them that you're better off without them.
Series
- Part 3 of Stiles Stilinski and Road To Happiness
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Derek pauses his movement. “Look,” He starts. “you’re not exactly innocent in all of this either.”
Stiles raises a challenging eyebrow and folds his arms.
“I tried to talk to you before me and Kate...” Derek sighs. “Before we started to see each other.”
Stiles scoffs.
“Can’t believe you’re trying to blame me for you not knowing how to keep your dick in your pants.”
“I’m not blaming you!” Derek barks. “I-I just want you to see that you don’t make things easy. We barely saw each other unless it was to drop off Eli at school or practice. And when we were in the same vicinity of one another, it was like I wasn't even there.”
Stiles unfolds his arms and sniffles before looking at Derek. Really looking at him.
“I’m sorry that you felt like I wasn't the perfect partner while working and trying to take care of our kid.”
It’s sudden, but Stiles grabs a mug half filled with cold tea and lugs it at Derek.
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Derek didn't know how it happened, well he did honestly, but denying was always his strong suit.
Series
- Part 2 of Stories of a hypersexual Derek
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Theo has long wanted one thing: Derek Hale. The problem is that Derek overthinks and loves Stiles, of all things. So, after a brief blast from his past, Theo discovers a way to break Derek and make him his.
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A-Z smutty situations featuring our beloved Chimera.
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Stiles writes letters addressed to the wife of the man he’s been sleeping with. The man who pays him after every encounter. The man he wishes would stay, just once, without reaching for his wallet.
Each letter is a confession, a way to cope with his longing and anger, the quiet ache of being someone's dirty secret.
Series
- Part 1 of Letters and Depositions
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It was late Friday afternoon, the campus nearly deserted as the weekend loomed. Derek sat in his office, grading papers, the silk panties rubbing against his skin beneath his slacks. The air conditioning hummed, doing little to cool the heat building inside him. A knock at the door snapped him out of his thoughts. He looked up to see Stiles leaning against the doorframe, his backpack slung over one shoulder, a mischievous glint in his eyes.
“Professor Hale,” Stiles said, his voice teasing, “got a minute? I could use some extra credit to boost my grade.”