Senior Year of High School

by Al3xand3r

Summary:

Derek is getting passed around from alpha to alpha in his school. Meanwhile Kate thinks she is the luckiest girl in highschool because she is dating the school’s quarterback.

Chapter 1: First Day of Senior Year

Derek is in the sink about to puke. "Hey Derek, bad headache?" Theo asks knowing the answer to his question. Their class had a party yesterday before their first day as seniors. "You were so wasted that you forgot this at the party." Theo pulls out Derek's phone.

Derek was late to school plus hung over so he completely forgot about his phone when he woke up. "Shit, thanks man." Derek reaches to get his phone but Theo puts it back in his pocket.

"You see Derek I looked through your phone and what I found out was very interesting." Theo looks Derek up and down, "What would Kate say if I show her your porn history?"

"You looked through my phone? What the fuck. Are you trying to blackmail me cuz I will kick your ass." Derek growls.

"I don't think you want to hurt me." Theo steps closer to Derek, "In fact I know exactly what you crave. See in your history you watch a bunch of alphas bottoming. At first I thought maybe you wanted to fuck an alpha yourself. But that would still mean you're into dudes."

"Listen Theo, just forget what you saw." Derek raises his alpha voice. “And give me my phone back asshole.”

"But then I saw your text with this John guy. You can guess my shock when I read through all your messages." Theo moves to the bathroom door and locks it, "Who would have guessed the alpha quarterback wants to get tied up and passed around?"

"I don't want that!" Derek has no idea how to get out of this. Was Theo going to extort him for money?

"Why don’t you get on your knees.." Theo is going to have some fun with this information. "We both know what a huge slut you are so how about you do as you are told and maybe I won't show this to your girlfriend."

"Theo please don't show kate. I'm a fucking Hale! If you tell anyone the rumor will spread and I could get kicked out the football team and lose my scholarship." Derek pleads. The Hales were legendary in their Town. A family that only produces pure Alphas.

"Get on your knees and tell me exactly what you will do to keep my mouth shut." Theo grabs Derek's shoulder and starts to pull him down, "Tell me how you want a real alpha to put you in your place. "

Derek slowly starts to kneel, "Fine okay I'll let you fuck me if you give me my phone back."

"Really? That doesn't sound very convincing. Maybe I have to tell John that his pet no longer seems to be submissive." Theo takes Derek's phone out and starts to dial John, "I won't even tell Kate about your little secret. I'll just let David know that you are an alpha and not a cock hungry slut" He puts the phone on speaker, "Oh don't look mad I'm doing you a favor by keeping you loyal to your girlfriend."

"Okay, okay fine." Derek starts to stand up but Theo holds his shoulder down. "Fine, fine, fine I'll let you do whatever you want to me I'll be your bitch. I'll even let you play quarterback for a game or two.”

Theo is still not impressed, "Sorry pup you had your chance. Maybe John can help me understand why you are so stubborn." Theo was going to call him regardless. He wanted to know the guy who turned a Hale into a cum hungry slut.”

"What?" Comes a voice from Derek's phone.

"John? My name is Theo” He looks at Derek’s horrified face, “And with me I have Derek Hale who apparently wants to stay loyal to his girlfriend. Which means your relationship, if you can even call it that, will have to end with him."

"I see, pass me to him and put the phone on speaker so you can hear this too Theo." John command not knowing he's already on speaker phone. Theo places the phone on the sink between Derek and him.

"Hey John," Derek’s heart speeds up having a hard time processing all of this.

"Try again pup."

Derek looks at Theo and back at the phone. After a few seconds he gives in, "Hello Master." Theo's pants start to feel tight. He read the messages between the two, but it was a whole new level witnessing it himself.

"What is this shit about you not wanting to be my slave anymore?" John adds, "Because if I remember correctly you begged me two days ago to come to my house today after your football practice."

"No, it's nothing like that." Derek does his best to explain what was going on.

Afterwards John comes uo with an idea, "Is this true Theo, you want to fuck my sloppy seconds?"

Thoe smiles, "Yes, fucking girls and twinks is one thing but fucking an alpha is a whole new thrill."

"Tell you what Theo. I have a time consuming job so I don't always get to keep an eye on my pet." John explains, "So you can use him in school however you want as long as you update me with pictures and videos."

"Sounds good but I'm not sure Derek here likes the idea of being used in school." Theo lies, he can see Hale’s bulge get bigger.

"Derek has no say in this. He is just a hole for me to use and will do anything I tell him." John has used Derek for almost a full year and knows what the boy really craves. Derek just needs a bit of guidance. "Derek do push ups while I talk to your new owner."

Derek's hungover and might vomit but still does as he is told. "How many, sir?"

John huffs, "I don't like repeating myself boy."

"Sorry sir." Derek is still a bit lightheaded but starts to do his push ups. He will stop until John tells him to or they finish their conversation.

"You have my permission to use him while in school. I will send you a good quality video camera so you can film it and send it to me. If you need to find more men to help you out, you are free to do that. But send me a picture of them beforehand so I can approve." Derek's dick is fully erect. John is going to loan him like a cheap slut and Theo will film the whole thing.

"Sounds hot." Theo puts his foot on top of Derek knowing he can't do anything other than continue with his push ups. After a while Theo gives John his phone number and they exchange some more ideas.

“You can stop now boy.” John lets Derek know before he hangs up.

"Fuck" Derek collapses on the floor.

"You hear that slut?. You have a new owner." Theo asks with his foot still on top of his new slave.

There comes a knock on the bathroom door, "Why is the Door locked?" They both turn to look at the door. It sounds like Kyle from the football team. This bathroom is reserved for a few seniors guys. It should be open to everyone but about 7 years ago some senior class members created the rule and it’s been like that ever since.

"Come back later kyle, I'm fucking Derek Hale!" Theo laughs looking at Derek's famous glare. That Hale glare usually meant you were royally fucked. But now Theo sees all bark and no bite.

"Very funny asshole! Do you have diarrhea or something!" Kyle asks and keeps knocking.

"Are you fucking crazy? Why would you say that?" He sits up to glare more at Theo. “Fuck of kyle! We are in the middle of a conversation!” They hear Kyle’s footsteps leave.

"Calm down. No one will believe that Hale the star quarterback is getting drilled." Theo starts to remove Derek's varsity jacket and shirt. "Hell, I still don't fully believe it myself." He goes to his backpack and pulls out a black sharpie. "We have to get to class now. But before we go I have some pictures to send to my new friend." He starts to write on Derek's pecs. Derek tries to look at what Theo is writing. But Theo grabs his hair with his left arm. "No peeking boy."

"I have to change in the locker room will this come off?"

"You will keep this football practice ends." Theo keeps writing, "In fact you will show me this artwork when we change in the locker room. Now take your pants and underwear off." He stands and takes his own phone out while Derek gets undressed. "I'm going to get you better underwear. Boxers are not something a cock hungry whore should be wearing."

"Yes sir," Derek drops his boxers to reveal his boner.

"Wow a little small for a Hale alpha." Thoe guess it's average size but wants to tease him. "No matter, you won't be using your dick in our little arrangement. Now flex your biceps so I can take a picture of you Hale." After a few clicks he says, "Now put your varsity jacket back on. Make it fast, I don't want to be late to my class." Theo is late most of the time but he just wants Derek to speed up.

Derek puts his jacket back on and returns to his knees, "How will I know if I'm covering the words if I can't look sir."

"Just do it, I'll let you know if you need to adjust." Theo quickly takes a few more pictures before he leaves. "Good boy, see you at football practice Hale." Theo opens the door and leaves.

Derek picks up his clothes and rushes to the bathroom stall to get dressed. "Shit, what just happened?" A part of him thinks he's still dreaming.

---------------------------------------------------------------------

Derek has been staring at the clock all day. It's the last class before he has to go to football practice. Theo still has his phone so he has nothing to do other than be in the back seat of class and glare at anyone wanting to make conversation with him. Kate is right outside the class door waiting for Derek. "Shit" What if Theo already spread the pictures and the whole school knows? He shakes the feeling out and hopes for the best. As soon as the bell rings he stands and heads to the school gym with his girlfriend.

“Did you have fun yesterday?” Kate asks “Cuz that was one hell of a night we had.”

“Yeah kate I need to hurry to the locker room. I don’t want to be late to my first football practice game.” Derek speed walks to the boys locker room. He wants to get their first so he can change before anyone sees the writing on his body.

“Okay well you didn’t answer my text messages?” Kate asks.

“I forgot my phone at home.” Derek speeds up and loses distance with kate.

“I’ll see you after practice then!” Kate makes her own way to cheerleading practice.

When he enters the locker room he spots Theo on his phone. “Hey Theo.” He looks around the room to see if anyone else is there.

“Try again pup?” Theo tells him, remembering the phone call with John.

“Hello sir.” Derek rushes inside and pulls out his football gear from his gym bag. He takes his shirt off and stands in front of his master. “I kept it, sir.” When Theo doesn’t look up from his phone he adds, “I am going to change now.”

“Hale my feet need a massage before practice so get to it.” Theo orders without looking up from his phone.

“Theo, our teammates will walk through the door in any second please.” Derek tries to reason.

Theo extends his foot, “Do it before Kate gets an interesting message.”

“Fuck.” As soon as Derek starts to massage his feet Kyle walks in.

“Hello Hale, what are you doing?” Kyle laughs.

“Theo’s foot hurt so I’m helping him out.” Derek tries to bend down enough so Kyle can’t see what Theo wrote on him.

“Okay?” Kyle starts to get undressed. He is one of the few guys on the team that wears a jockstrap. His jockstrap highlights his big white ass. “Derek, take a look at my abs, they are becoming an 8 pack.”

Derek looks up to see a naked Kyle holding his jockstrap on his hand. “I? What?” His face is inches away from Kyle’s huge cock. Before he has time to think, Kyle pushes his cock inside his mouth.

“It’s okay, Theo here told me how you crave alpha cock.” Kyle is the tallest guy in their team. He hold’s Derek in place and starts to facefuck him. “I never had an alpha suck my cock but I assume you know your way around a huge cock. All you suck is alpha dick don’t you bitch.”

Theo takes his cock out his pants and starts to film on his phone, “You have the money Kyle?”

“Sure.” Kyle holds Derek by the back of his neck, “Follow me and don’t take my cock out your mouth.” Kyle moves across the locker room pretending to find his pants. “Hmm I can’t seem to find my pants.” He feels Derek’s saliva dripping on his balls. “Oh there they are.” He pulls Derek off his cock. Before he gets a chance to breath Kyle forces him to deepthroat theo, “Suck him off while I pay for your cunt.”

Derek’s dick starts to leak pre-cum. He wonders if Kyle or Theo will let him touch his cock. John usually puts Derek in a cock cage. John believes that only real alphas get to cum whenever they want. Derek tests the water and by giving his cock a few strokes.

“What the fuck do yo think you are doing slut?” Theo laughs, “I know for a fact that John doesn’t let you cum”

“That’s funny, it’s touching its little dick.” Kyle hands Theo the money and gets behind Derek, “Put your hands behind your back before I break them bitch.” Derek does as he is told. Kyle lines his cock next to Derek’s hole. “Don’t worry boy, it shouldn't hurt much who needs lube you already spat on my cock.” Kyle holds Derek’s hands as leverage and starts to pound him.

“Fuck!” Derek pulls Theo’s dick out his mouth and screams.

“Who said you can stop sucking my cock bitch.” Theo keeps filming, “You need cocks on both your holes at all times don’t you boy.” Derek goes back to sucking. His screams are muffled by Theo’s cock.

After 15 minutes of raw fucking Theo and Kyle deposite their sperm inside Hale. Kyle knows what comes next so he picks up his jockstrap. “Come on bitch it’s picture time.” Kyle places his jockstrap on Derek’s face, “Get familiar with that smell boy.”

“Derek put your thumbs up to show how appreciative you are and Kyle flex those arms.” Theo tries to get a good picture so he can send it to John. After the perfect picture Theo says, “You get to cum when the rest of the team gets their turn.”.

Derek forgot they were in the locker room and tenses again. “What?” Theo shows him the picture. Derek is kneeling with the jockstrap on his head giving two thumbs up. Kyle is next to him flexis his arm with one hand and pulling Derek’s hair with the other. And on Hale’s body it reads ‘FOOTBALL TEAM’S CUM DUMPSTER’

Chapter 2: Buss Drive

The team was loading into the buss. Derek was looking around for Theo. Memories of last night flooded his mind.

Derek in his own bedroom field with trophies all from sports he excelled at since childhood. The soccer trophy with a ball at the top was missing from the shelf. Theo had lubed it up and forced it inside Derek's muscled ass.

"Remember when you won this last year?" Theo mocked. "Kate even posted the picture of the two of you holdings this."

Derek remembered Theo had bought the trophy online and challenged him. What started of as a friendly completion soon became so heated that when Theo had lost he had stormed out.

"When I saw her post all I wanted to do was shove it up your tight little ass." Theo took out his phone and had taken a few x rated pictures before he said. "Let's take a quick picture and upload it to Instagram."

The picture showed derek only wearing his jockstrap with 'muscle slut' written on it. Theo made him spread his legs so he could see the base of the trophy sticking out his hole. Then took another picture and cropped. It appeared like he was just taking a shirtless taking a picture of him and this other trophies in the back. Theo pored it with the captions "Can't wait to help the team out tomorrow".

"Hale follow me I have a special surprise for you big guy." Theo came from behind him interrupting his thoughts. Derek was right behind him a bit nervous and a bit excited He sees Theo hand over some money to the buss driver as they enters. He leads him to the back of the buss and asked "Do you have on your lucky underwear?"

Derek looked around nervously even though some of the teammates have used his ass on one outside their group knows about his dirty secret. And right now some of the football players have their girlfriends with them. Other girls came to support the team since they are cheerleaders.

"Yes" was all Derek could think to say.

As they reached the back Derek spots Kyle already on a seat. What makes his eyes go wide is what's next to the jock. A black dildo with fake balls at the base. "Dude sit next to me" kyle says innocently.

Theo moves him to face him while Derek's ass faces Kyle. "Also kate said she would be here." Theo states. Derek is about to say something when he feels something on his ass. He tried to turn around but Theo redirects his face forwards. "In fact she's loading in right now look."

Kate enters the the buss and Derek's heart starts to speed up. He knows girlfriends and cheerleaders would be riding in the buss and kate was both. He wanted to ask her to leave or hide in the buss anything to have his guy time right now but Theo shuts down his plans.

"Kate, over here." Theo yells threw the noisy buss. Kate sees them and makes her way to them, talking to a few cheerleaders along the way. Theo starts to lower Derek into the seat and that's when he realized what kyle had done. While they were talking Kyle had cut a hole on his shorts so the dildo would go in. Since he's wearing a jockstrap there was no fabric left between him and the penetrating object. "Don't worry it's already lubed up." Theo whisperers to him.

"Hey guys! Exited for the big game tonight?" Kate fakes interest and looks at her boyfriend. "Derek are you ok baby?" She sees him slowly lowering himself into the seat.

"Yes I um." Derek tries to fit all the way inside the dildo faster. "Just a little injury."

"From last night's practice" Theo interrupts "I told him we shouldn't practice but he insisted. You know how anal your boy is about football. Right Derek?"

"Yes."

Derek thinks again back to last night. He had Derek in a jockstrap and football shirt. Theo had ordered him to give him a foot rub while they watched footage of their competition. It was a nice break from the blowjob he had just gave him. And that's when Theo saw the soccer trophy.

After he pulled the trophy out his ass he lined up the clothes he should wear on the buss ride. Theo had a small gift for him. Derek thought they would fuck that night but Theo just teased and humiliated him a bit more before he left his house.

"Your boyfriend isn't much for words." Theo comments. "There's not much room in the buss left how about you take seat on Derek's lap. Besides we don't want to wake Kyle up since he needs to be ready for the game."

Derek looks to his left and sees that blue eyed Kyle is pretending to be fast asleep. The dildo is already fit inside him and before he can protest Kate sits on top of him.

"It's a 2 hour ride so get comfortable." Theo smirks.

"Someone's really comfortable." Kate can feel Derek's boner. Thinking it's her turning him on she simple rearranges her ass and winks at him.

The buss starts to exit the school and make its way to the other campus. Derek is stuck in a 3 hour drive with a dildo in his ass and a cheerleader on his lap. He has no option but to endure this long long torture.

A few minutes into the drive Derek sees the buss driver glancing at him more often than not. He doesn't get suspicious until he realizes that every time they hit a speed bump the man looks back at him. "Fuck" he tried to muffle his cries. The bumps are making the dildo hit all the right places.

"I know it's like this buss driver is hitting every speed bump on purpose." Kate huffs in annoyance trying to stay on Derek's lap.

Derek looks at the buss driver and then back at Theo. But he just shrugs pretending he doesn't know what's going on.

Half way on the drive they stop at a gas station. Kate quickly gets off his laps to talk with the other cheerleaders. Derek keeps himself inside the dildo watching everyone else get off to walk inside the store. As he expected Theo and Kyle stay behind with him.

"Dude you are sweating." Kyle laughs, "And you still have an hour left of this ride."

"I think you need more lube. With all this bumps your ass must start to hurt." Theo pulls out a small lube bottle from his pocket. "Get up slut so I can lube you up before your little girlfriend comes back."

Derek knew Theo wasn't generous for without a reason, but he did need more lube for the dildo to slide easier. He stands up and kyle pulls the dildo out and turns him so his ass faces Theo. Derek waits for the lube but when he hears Theo spit on his ass instead of a lube bottle her tries to turn around.

"Dude what are you doing?" Derek feels his shorts being pulled to his knees. He turns to see Theo's cock out and pointing at his ass.

"I hear the cum also works as lube." Theo laughs and tries to fit his dick inside him.

Kyle holds him in place. "Dude you're already lose but you have an hour or so left on this trip so you need more natural lube. Also don't forget to smile." He points to the front of the buss.

Derek sees the old buss driver open and quickly close the door for a few more of his teammates. That's all he got to see before Kyle shoves his dick in his mouth. He guessed that maybe the buss driver was filming.

He can feel Theo's hard grip on his waist while he fucks him. He moans a little harder than intended when he feels a slap on his muscled ass. His ass is still sore from the long trip. But all kyle does is shove him deeper into his cock.

After a minute the guys get impatient "Hurry up I want my turn next so I can go back in the store" he hears one of his teammates rush Theo. When his turn passes the football player doesn't even last a minute. He just jack rabbits into him and cums. Without saying anything he runs back to the store.

He tried to lift his head but another player just shoves his dick in his ass and makes him arch his back. "My girl hasn't put out on days fave to unload somehow Derek." He hears what sounds like Scott. And he too cums fast and rushes to go back with his girlfriend. Derek wanted it to last longer but guessed it wasn't a good idea since there was a line and they had limited time.

He gets fucked for another 10minutes by 4 other guys before the buss driver says that some of the girls are exiting the store. Some guys didn't get to fuck him so Kyle tells them they can do it later tonight. Although kyle didn't use his man cunt Derek swallowed him twice.

Derek puts his shorts back on and tries to clench his ass. He lowers himself back into the dildo hoping it the cum doesn't spill out.

"Hold on." Theo pulls out a medium size butt plug. "This way your girlfriend doesn't see the sum dripping out your lose cunt." Theo easily shoves the object inside.

"You didn't buy any food?" Kate asks taking her seat back on Derek's lap.

"No he's really stuffed." Theo bluntly jokes.

His ass feels on fire from the spanking. Derek just looks at her and smiles while some of his teammates cum somehow is dripping of his used hole. Thankfully not as much as it would have if he had sat back on the dildo. As he starts to thank fuck that he's wearing a butt plug he feels the vibration on his hole. Fuck he should have known Theo never does anything out of the kindness of his heart.

Chapter 3: Halloween party pt1

Summary:

Derek is superman.

Having a huge house with a lot of private property meant Derek Hale would often have to host school's party. And the senior year Halloween party was no exception. Derek's parents went out for their own Halloween party. Derek's dad knew what Derek had planned since he was in his position once. His dad told him he would take his mom to a hotel after their party so Derek would have the whole night free. "Just clean up in the morning and don't break anything." His dad told him before leaving with his wife.

It’s the weekend before Halloween. They have to host the party today since actual Halloween is on a school day. Theo, Liam and Kyle invited themselves to help Derek get the house ready for the party. Derek is in the kitchen placing the beer in the fridge. The guys brought some food and beer. A lot of beer. Derek is placing some of the beer in the fridge while Liam is placing more beer on coolers they bought.

"Fuck, you really fill out that superman costume." Liam compliments Derek while groping his ass behind the cape. Derek is dressed as Superman because Kate wanted to dress as Harley Quinn .She wanted to do this fantasy of Harley capturing Superman later tonight.

"Thanks, Kate really wanted to try out this." Derek stops mid sentence when he feels Liam moving his cape. “What are you doing?”. He turns around when he feels a knife cutting a hole on the back of his superman costume. "What the fuck?"

But it wasn't a knife. Liam is dressed as Freddy Krueger. His Freddy glove was trying to cut a hole on the red underwear part of his custom. Derek had to regularly go shopping for shorts since the guys on the football team kept putting holes on them or straight up just ripping them.

"It's fine." Liam turned Derek back around, "With the cape on no one can see the hole I'm going to make. Plus I need to get my dick inside you asap before your girlfriend gets here."

"Not here, let's go to my room." Derek tries to move to go upstairs. He does want to get fucked but Kate could show up at any moment.

"Come on Derek, your girl could be running late." Liam uses his regular hand to unzip his pants and pull out his cock. "She probably just finished showering and needs to do her makeup." Liam uses one hand to keep the superman cape out of the way and his other hand to line up his cock with Derek's hole.

"Fuck" Derek feels the tip of Liam hard cock teasing his hole. "Let's just go upstairs." As horny as Derek is, he doesn't want to get caught. Derek starts to walk towards the stairs but Liam keeps a tight grip on the superman cape.

"What's the rush?" Liam teases. "At least blow me before we get upstairs."

Derek looks around the house. All he sees is a few of the guys setting up stuff for the Halloween party. The party will start in a few minutes and more people will be showing up. Derek isn’t just worried about Kate showing up, But he's also worried about someone else showing up like one of the guy's girlfriends. "Im going to Fuck you once we got upstairs so might as well lube my cock with your spit now."

Derek didn't lube his hole today. He wasn't expecting to get fucked during the party. In fact he was planning on being with Kate all night. Derek looks down at Liam’s throbbing erection. It makes his own cock grow a bit. He looks back at the door to see if anyone is watching.

Liam slaps his face and Derek looks at him. “If you get on your knees the island table will block the view from anyone.” Liam grabs his shoulder and starts to push him down. “Hurry up before Kate sees you sucking dick.”

Derek lets himself be pushed to his knees. He can see some pre-cum forming at the tip of Liam’s dick. Liam’s hand lifts from his shoulders to the back of Derek's head. Derek opens his mouth and instantly starts to suck.

“Fuck Derek, I knew you couldn’t resist my cock.” Liam taunts him. “You could say my cock is your kryptonite.”

Derek is a third of the way down Liam’s dick. He is trying to relax his throat and take him in deeper but Liam grabs his hair in place while he face fucks him. Liam fucks his mouth fast. He’s not putting his whole cock inside his mouth, Liam just likes the sounds Derek makes when he has him like his. Derek had sucked more than a few cocks. And he finds out that people like different types of blowjobs. Liam likes to face fuck fast. Keeping his head in place while his hips do all the work. Just like he’s doing right now.

A loud noise breaks Derek out of his thoughts. He quickly gets up off the floor to see what made the sound. Liam and Derek both see two of the guys try to set up a table. They pick it back up and proceed to set up red cups on it.

“Fuck, I was about to cum.” Liam looks at Derek, “Good thing they stopped us before I get to fuck you.”

“Let’s go upstairs.” Derek goes towards the stairs with Liam right behind him. They are half way up when they see Jakob at the top of the stairs.

"Derek, my man. Where were you?" Jakob, one of the bulkiest guys on the team, smiles at them. “I was looking for you in your room.”

“We were in the kitchen.” Liam explains while standing right behind Derek.

“Oh I guess I didn't see you.”

“See I told you the island table blocked people from seeing you on your knees.” Liam whispers at Derek.

"I was looking for you." Jakob starts to unzip his fly. He was wearing his football gear as his halloween costume. "I didn't get a blowjob today. My girl had her makeup done for the party. She didn't want me to ruin it." Jakob starts to step down the stairs till his dick is pointing directly at Derek. "Can you help a friend out Derek?"

Before Derek could get a word out Jakob shoves his cock into Derek's open mouth. Derek wants to protest. To tell them that they need to go upstairs. That someone will fucking see them here. But Derek can't think straight with Jakob’s cock in his mouth.

Derek has to hunch a bit to be able to suck Jakob right. When he bends it gives Liam an idea. Liam starts to move the cape to expose the hole he made earlier. Liam starts to line up his cock with Derek’s hole. It’s a bit hard to get it in with the weird angle and the spit. But Liam’s cock just wants to be inside Derek’s hole.

Derek feels the cock poking at his hole and tries to turn his head. But Jakob just holds his head in place. “Look at me.” Jakob orders him.

Derek looks up at Jakob with his cock still inside his mouth. He still feels the tip of Liam penetrating his eager hole.

“That’s it. Fucking perfect just look at me. Don’t get distracted with what’s going on behind you. Just focus on my cock.” Jakob uses both his hands to guide Derek’s mouth. “Fucking perfect.”

Derek tries to stay focused on sucking his teammates cock but when he finally feels the cock inside his hole he gags. He lightly moans as he struggles when Liam keeps going in deeper.

“Fucking watch your teeth.” Jakob slaps his face to give him a warning. “Come on dude you’ve sucked so much cock I would imagine you could handle it better than this.”

Derek has blown Jakob a couple of times. Mainly when his girlfriend was mad at him. Derek knows what Jakob likes. He likes to give Derek a hard time. Even if he’s sucking cock perfectly Jakob likes to humiliate him.

“You’re useless even at sucking dick aren’t you?” Jakob pulls his dick out of Derek’s mouth and slaps him again. “I asked you a question, Mr. Football captain. Are you a useless cock sucking slut?”

“Yes sir.” Derek immediately responds while trying to put the dick back in his mouth.

Jakob keeps his head in place, not giving him his cock yet. “Yes sir what?”

“Yes sir, I’m a useless cock sucking slut.” Derek body is rocking back and forth while Liam fucks him. But his eyes are still glued to Jakob’s rock hard cock.

“Fuck this is hot.” Liam says, pulling his phone out. He removes his Fredy glove to unlock his phone and start recording.

Jakob smirks when he sees the phone. “Derek, why don’t you repeat what you are again. This time say your name and what school you go to.”

“My name. My name is Derek Hale. I am the football captain at Beacon Hills. And I am a useless cock sucking slut.” Derek looks up at Jakob.. “Can I suck your cock now please.”

“Open your mouth slut but don’t suck me yet.” Jakob orders. Derek opens it without hesitation. Jakob places his cock inside. Derek's head moves back and forth because Liam is still fucking him but other than that Derek doesn’t suck yet. “Now say what you are one more time.”

“A cok uking uut” Is all Derek manages to say.

Liam and Jakob both laugh. They both fuck Derek for a minute or two more. Derek doesn’t touch himself since he is not allowed. Derek just stays there and let the guys use both his holes.

"As hot as this is, we need to take him upstairs. I hear cars arriving." Liam pulls his cock out of Derek so that all 3 of them can go upstairs.

"Wait, I'm almost done." Jakob tightens his grip on Derek's head. "Fuckkkkk! Okay I’m fucking cumming. Fuck!” Cum goes directly into Derek's mouth. “Swallow it. You got it. And try not to spill."

Derek instantly swallows the cum. He hears the door opening and people chatting.

Jakob puts his pants back up. “See you guys later.” And without any other words Jakob goes downstairs to check if his girlfriend has arrived.

“Well I still haven’t cum. So let's take this upstairs.” Liam tells him. “This just gave me a great fucking idea.”

Chapter 5: Last Haloween

Last Halloween.

Derek is having a Halloween party at his house today. It wouldn’t be till later tonight, but his friends had shown up early like they always do. Derek just lets them make themselves at home while he goes for his jog.

“Why the fuck are you working out right now. Party starting.”

“I told you guys to come at 8. It’s 5. So I'm still going for my jog. Not everyone can be a lazy shit like you. That’s why I won that soccer match.”

“Whatever.” Theo goes back inside the house.

With a cocky smile Derek starts his jog.

A black car passes by him on his jog. Derek jogs on this road often and cars don’t pass here. This is a dead end. The guy has to be lost. Derek sees the car slow down and stop in front of him. The guy must want directions.

"Hey!” A police officer comes out of the car. “What are you doing out here?"

Derek was not expecting a cop to get out of the car. It must be an unmarked police car.. Does he know about the party he’s about to have in his house?

“I asked you a question.” The officer approaches Derek.

"I live here." Derek finally answers.

“In the woods?”

“Yes, I have a house just over there.”

“I heard there was a house party. With drinking involved. That wouldn’t happen to be your house now would it.”

“No officer.” Derek lies.

"Really? Let me see some ID."

“I don’t have anything. Just went for a jog.”

“Okay. Turn around and put your hands behind your back.” The officer instructs.

“What why?” Derek takes a step back.

“Don’t you fucking run I will catch you.”

Derek doesn’t move. This allows the officer to grab him and turn him around. The officer starts to move Derek towards the front of his car. Derek tries to turn back around to argue.

“Don’t resist. I'm just putting handcuffs on?”

"Why am I being arrested?"

"Trespassing on private property."

"I just told you I live here."

“Well with no ID I will keep you in cuffs until I verify the information.” The officer closes the cuffs on Derek’s wrists. “A lot of guys come out here to do all sorts of shit.” The officer starts to search Derek’s pockets..

"What are you doing?"

"Relax boy." The office slams Derek's torso onto the police car. "I'm just searching for contraband."

"I don't have anything on me. Especially drugs."

"That's for me to decide." The officer moves his shorts up a bit revealing his jockstrap. “These are some small shorts you have. And a very tight muscle shirt. You like showing off your body huh?”

"What the fuck are you...."

Derek doesn't get to finish his sentence before the officer slams his torso back into the vehicle.

"I said to fucking relax boy." The officer holds him in place. Derek squirms a bit but the office is not having any of it. “I said stop moving. Or do you want me to tase you for resisting?” When Derek doesn’t answer, the officer grabs his neck “Do you understand?”
.
“Yes.” Derek tries suppressing his anger.

"I've been a cop for a long time. You would be surprised to know where criminals like to hide their little secrets." The officer keeps fondling Derek's jockstrap. He pulls it and releases, causing Derek to jump at the slap.

"Some like to hide stuff in a little baggie and shove it up their hole." The officer's fingers move towards Derek's hole. When his thumb touches the hole he asks, "You wouldn't happen to be hiding anything there would you?"

With a shaky voice Derek answers, "No."

"No? That doesn't seem like a confident no." The officer removes his hand so he can lick his fingers. After they have enough saliva he brings it back down to rub Derek’s hole. “Guess I will just have to see for myself.”

“Ahghgh” Derek lifts his head from the hood of the car when he feels the tip of the finger slip in.

“Relax boy.” The officer pushes him back to the car. “This is just a routine inspection.”

The officer shoves in his finger slowly causing Derek to moan. He takes it out and spits on his hand again. Now he starts to shove in a second finger. To his surprise the second finger slides in easily. So he adds a third.

"Hmm. It seems that I can’t find anything. But you could have shoved the drugs in deeper so I wouldn’t find it. Guess I will have to do a full inspection." He pulls down Derek's shorts. Leaving him with a clear view of his ass in the jockstrap.

Derek doesn't say anything, so the officer continues his search.

“Just like I suspected. This hole has been used before.”

Derek didn't realize the officer could tell that he had shoved stuff in his hole before.

“You definitely use this hole a lot. Could definitely fit in a lot of contraband in here.” With a fourth finger he starts to fuck Derek’s hole.

“Fuckkk.” Derek moans.

"Since you use your hole a lot you could definitely be hiding something in there. Something my fingers just can't reach. I have to dig a bit deeper."

"Deeper?" Derek asks, already feeling the pre cum staining his jockstrap.

"Yes, deeper. This is a serious issue." The officer laughs. "I’m going to shove it in your hole to see what's up there.’ The officer takes out a baton that looks over 12 inches long. “Need you to suck it since I don't have lube."

Derek starts to suck the side that the officer puts on his mouth. While he starts to suck Derek feels the officer’s fingers back in his hole. He is fingering him with one hand and holding the baton with the other.

“That's it boy. Get it nice and wet.” The officer starts to finger fuck Derek faster causing him to moan and stop sucking.

“AGHH.”

“Now get on your knees.”

Derek does as instructed. The officer shoves Derek’s face to the ground. Leaving his ass exposed. The officer starts to insert the baton inside Derek.

"Fuck officer I can't take it any deeper."

“It’s almost all the way in.” The officer tells him. “It needs to go all the way and then I’ll know if you hid anything in there.”

Almost all the way? Derek could swear that was longer than the guy's arms. But it could have been his imagination.

“Fucking slut. Your hole is hungry for it.” The officer keeps fucking the baton in and out of Derek’s hole.

Derek loves the feeling of his hole being stuff. He wants to jerk himself off but the cuffs prevent him.

"Uncuff me so I can uggh. Fuuck” Derek’s sentence cuts off when the officer starts to fuck him faster. Derek’s face meets the ground. He tries to steady himself. “Uncuff me. I need to. aghgh" Derek’s eyes roll to the back of his head. He is about to cum. He has never cum without touching his dick. He is so close. He just needs some friction. He moves himself so rub his dick with his leg.

"Don’t fucking move." The officer grabs his waist and puts him back in the position he was. “Keep arching your back.” He continues to use the baton on his hole.

"I need to cum.”

The officer just laughs. "Don't care if you cum.”

“What?”

“You haven’t even felt my cock in your cunt and you already want to cum.” The officer starts to take his dick out. “Tell me slut. Do you want to cum? Or do you want my cock in your hole?”

Derek has never had a real cock in his hole. Only used stuff he finds in his house. The biggest thing was a cucumber. A real cock? Will it feel better?

“I asked you a fucking question.” The officer kicks him in his stomach. To be fair it doesn’t matter what he will answer, he is still going to keep him cuffed.

“Your dick. I want your dick.”

The officer grabs the back of Derek's shirt to pull him up. Derek's muscle shirt rips a bit in the process. The officer rips the shirt off completely. He puts him on the hood of the car again. He spits on his cock. He lines up his dick with Derek's ass. “Tell me again you want my cock.”

“I want your.” Derek feels the cock go inside. “Fuucckk.”

“Tell me boy.” The officer grabs him by the hair.

“I want your dick.” Derek struggles to say. The sensation on his hole plus his body being pressed up against the car.

“Look at you. Such a fucking slut.”

“I’m a slut.” Derek says.

The officer smiles. He knows who Derek is. He has known the whole time. His younger brother told him all about Derek. Derek would bully him to do his homework. Once Derek kept his younger brother in his room. Forcing him to do his homework. And that’s when his brother found out Derek’s dirty secret. He found Derek’s porn history on his computer. His younger brother told him that after that he left him alone. Now he has Derek Hale being a complete slut. Saying he is a fucking slut.

“Say that again.”

“I’m a slut.” Derek repeats.

The officer takes out his phone and goes to his camera app. He presses the record button. “Tell me what a slut you are for my cock.”

“AGH. I’m a slut for your cock.”

The officer puts the camera to Derek’s face. "Smile for the camera."

Derek is in absolute euphoria. He just does what he is told. The officer gets Derek to say all sorts of filthy shit.

“I’m a jock and I want you to fuck my pussy.” Derek repeats.

“Fuck.” That makes the officer cum.

The officer video of Derek gets interrupted when he gets a phone call. “Hey don’t worry I just had a small detour.” He starts to put his dick back in his pants. “I will be at the party in a bit. Yeah I have the custom.” He uncuffs Derek and tells him. “Going to need this for later tonight.”

Custom? Derek thinks to himself. This guy isn’t even a real officer. He is just dressed as one for Halloween.

The guy drives out leaving Derek in the woods with just his jockstrap. He tries to find the rest of his clothes but only finds his torn up shirts. Derek realizes that the ‘officer’ must have taken his shorts and shoes. Derek has to walk back to the party with just his jockstrap and torn shirt in hand.

He doesn’t know what to do. Maybe he can sneak into his room before more people arrive. With no other option he starts to make his way home. After some jogging he sees his house. Police are there. Shit the party got busted. Unless those aren’t real cops. But they have actual police cars. Not just a black 'unmarked vehicle.’

“Why are you naked?”

Derek jumps from his hiding spot. He covers his dick and balls. He sees the sheriff and another officer.. He knows this man is the real deal. Sheriff Stilinski is known in town. So the other guy has to be a real cop too.

“I came to stop a halloween party and what do I find? Derek Hale exposing himself to nature.” The sheriff crosses his arms.

“I. That’s not what.” Derek doesn’t even know what to say. What should he even say? That some guy tricked him into getting fucked like a slut. He has a reputation to uphold.

“Come here boy.” The Sheriff orders. “Now turn around.”

The other officer places Derek in cuffs for the second time today. He accidentally touches Derek’s ass more than need be.

“You are under arrest for indecent exposure.” The other officer says.

Derek looks around to see if anyone else is looking at what’s going on. But it seems that everyone else is inside. Probably hiding. He gets placed in the cop car.

Once inside the back of the car the Sheriff looks in his rearview mirror, “I was about to leave empty handed since nothing illegal is happening in the party. But at least I caught myself a Hale.”

The other officer smiles.

Present day. 

Liam opens the door to Derek's Bedroom. They hear someone using the bathroom that's connected to his room Derek guesses is another one of the guys from the team that was looking for him.

When the door opens he spots the guy. The ‘officer’ who fucked him last time. He has the same fake police uniform.

“Hey I know you.” The ‘officer’ smiles.

 

 

Notes:

Thought he looked hot in cuffs so wrote about it.

Series this work belongs to:

• Part 2 of Derek's double life