#dereksheriff

[haletostilinski]

Best Teen Wolf Rarepair Ship: Round 1

Derek/Sheriff Stilinski vs. Talia/Deucalion

Derek/Sheriff Stilinski

Talia/Deucalion

Voting ended onOct 5, 2025

[haletostilinski]

Best Teen Wolf Rarepair Ship: Round 2

(laurydia image by: @tabbytabbytabby)

Laurydia (Laura/Lydia) vs. Derek/Sheriff Stilinski

Laurydia

Derek/Sheriff Stilinski

Voting ended onOct 13, 2025

[theroseandthebeast]

And jeeze, its not like this fascination with the deputy was going to end with him lurking around nearby the Sheriff's station or anything. Biting his lip and reminding himself that Stilinski was a married guy. Married and with a kid. Which was he he wasn't at all thinking about how different it might feel to have those large hands on him, gently guiding him and showing him what to do (unlike Kate), correcting any mistakes in that soothing, patient tone.

Derek likes Kate because she's new, and different, and she keeps him off-balance. On his toes. It's uncomfortable sometimes - embarrassing, painful, a little mean - but there's something invigorating about it, right? To know he's alive and he's got all this stuff to learn, and Kate there to teach it to him, laughing at how young and stupid he can be. He is young and stupid. He proved that.

But he can't help thinking about the Deputy. Just sometimes. Like maybe when he jerks off, and his mind is wandering. It's not Kate every time. Variety is the spice of life, Derek shouldn't be ashamed of his desires, the same old stuff gets boring - there are a dozen reasons. Derek once spent a week jerking off to the thought of dudes in dresses and lipstick just because he caught Laura watching Velvet Goldmine again. Thinking a nice guy in a uniform who gave him a ride home in a cop car is, like. the least kinky thing he's thought about all week.

Even adding in the handcuffs. 

Probably even adding in the handcuffs.

And its not a thing. Derek doesn't hang around the village green during the summer festival hoping to see him. He doesn't volunteer at the local recycle drive because someone from the sheriff's office always comes down. He doesn't walk slowly down the backroad home in the half hour before his curfew. Definitely not. Definitely not imagining those broad, callused hands sliding over his jeans, cupping his knee and squeezing. That's - god, that's barely even worth calling a touch. 

Still.

[theroseandthebeast]

You're just forcing people to think these unseemly things! Like how there should be some timeline where the first time around when Derek was a teenager he was out after curfew (maybe after being stood up by Kate in an attempt to get him good and riled up) and gets picked up by a friendly deputy who gives him a stern talking to about how dangerous it could be out there alone. Because apparently Mr. Hale is sir-not-appearing-in-this-show. So /someone/ is in dire need of some daddying.

WHY WOULD YOU.

Derek is walking home from the local make out spot - he was supposed to meet Kate there but she never showed - and he could run home werewolf-style and be there in ten minutes flat, probably, but he's feeling angsty and dramatic so he stays unshifted and walks home along the main road instead, hands shoved deep into the pockets of his letterman jacket, kicking rocks, scowling furiously. A car or two passes him along the way, but he doesn't look up until one slows down alongside him. A rolled down window.

"Doing all right there, son?" the deputy asks, and Derek nods. 

"Just heading home, officer," because his mother taught him to be polite to adults, and he figures that goes double for law enforcement. Derek ducks his head, kind of sheepish. "My friend was supposed to give me a ride, but he must have forgotten."

"Well, it's a bit late for a walk, isn't it," the deputy says, and its not really a question this time. The passenger door swings open. "Why don't you get in, and I'll give you a ride home."

"Thank you, sir," Derek says.

"You're one of the Hale kids, right? From over near the Preserve?"

"Yes, sir," and they make polite conversation the whole way back to the Hale house.

The deputy drops him off the end of the driveway, which is nice of him, but Derek thinks everyone in the house can probably already hear the car coming anyway.

"You really shouldn't be out so late at night," the deputy admonishes him, just as Derek is getting out of the cruiser. J. Stilinski, it says, in flat black letters across his badge. "You can't be too careful, son, even in a place like Beacon Hills."

"I'll remember that, sir," Derek says, and when he's inside tells his mother the nice deputy saw him walking home, and it probably would have been suspicious to turn him down. 

He might walk home extra slow the next two times Kate stands him up, just in case.

[theroseandthebeast]

Nope. No more Derek/Sheriff. Not allowed. We don't need to think about how soothing the Sheriff would be, running his hands down Derek's back as he shivers with need. Making calm noises as those big hands close around Derek's hips to pull him back onto that thick, hard--do you see what you have done to poor, innocent anons?

I doubt your innocence, little grey-faced anon, I DOUBT IT HIGHLY.

ugh god I cannot even imagine the Sheriff manhandling teenage Derek - okay that is a lie, obviously I can imagine it, it keeps me up at nights, sob sob sob - Derek with his teenage hormones and his werewolf libido, and the Sheriff coming home to find Derek sprawled out on his bed, clenched around his own slick fingers, sweaty and loose and in the middle of orgasm number three. Derek tries not do this, honestly, tries not to have John come home and need to take care of him, but he can only run for so long, only hold off for so long before he wants to crawl into John's bed and rub his scent all over it, their little nest, their den. and John comes in the door and sighs, still in his uniform, pulling off his jacket.

"Oh son," he says. "Baby boy," and Derek whines and lifts his hips higher, puts himself on display for his Alpha.

[theroseandthebeast]

♥

(sequel to my rule 63!derek/sheriff ficlet)

"I know where she was," John says, and hopes Stiles will leave it at that.

His hopes are futile.

"Did you arrest her again?" Stiles asks, because it's Stiles and he'd never leave anything alone even if he could. 

John doesn't know what his face looks like, but Stiles's goes from incredulous to betrayed. 

"Oh my god," Stiles says, and when he laughs its an ugly sound. "Oh my god. She didn't tell you."

[rospeaks]

Rating: Mature

Warnings: Frot, age difference

Summary: Derek likes to think not much fazes him anymore. First of all, he was raised in a fucking werewolf pack, which tends to set the bar fairly high.

[rospeaks]

Oh, come on, that's a perfectly paternal response! Derek's a former murder suspect! He could be hurting Stiles! The Sheriff *has* to make sure that his son is in good hands and the only way he can do that is watching those hands *cling* at Stiles's narrow hips as he *thrusts* in, how can he know Derek has any idea what he's doing in bed if he doesn't lean in to see how close Stiles is from the way his dick jumps when his prostate's hit, the way it's so red and *aching*... Where am I? Who am I?

I LIKE THE WAY YOU THINK.