Lesson Learned The Hard Way

Reader discretion is adviced, this story contain graphic content depicting violence and rape which may not be suitable to all readers. This is a fictional story and do not portray real events or real persons.

When I woke in the morning I could hear a weird noise.

I had no idea what it was.

Looking around through sleepy eyes I eventually saw Jason’s face getting smashed into Ross’s pubes.

He was being throat fucked so hard I thought he was going to break his nose.

Within seconds Jason was taking a huge load.

“Morning slut” Ross said to me before hitting the shower.

It was close to our first class so Jason and I disappeared to get ready.

After leaving Ross’s room I tried to talk to Jason, but he didn’t want to talk about what had happened and disappeared into his room.

After about twenty minutes we sat down in the same class.

Ross sat directly beside Jason.

You could clearly see Jason was uncomfortable.

As the class progressed Ross kept saying “duck under the table and give it a quick suck, no one will notice”

Jason just ignored him.

This went on over and over for a whole hour.

When the class finished Ross grabbed Jason and pulled him aside “don’t fucking disobey me ever again” he said, before smashing a fist into Jason’s stomach.

Jason fell to the floor and a few people raced up to help.

As they helped Jason to his feet you could clearly see regurgitated cum.

Ross hit him so hard he spewed up some of his morning load.

Luckily no one knew what it was.

I helped Jason to his feet and back to his room.

The next few days were uneventful.

Myself and Jason went about our normal business almost forgetting about Ross.

Sitting in our final class for the week, Ross passed Jason a note.

It read ‘You’re getting fucked tonight. Say goodbye to your arse and hello pussy. My room 9pm…..don’t be late’

Jason stared to sweat.

After class I raced back to Jason’s room and tried to convince him that he needed to lube himself.

He still had some crazy idea that it wasn’t going to happen.

Didn’t matter what I said Jason wasn’t interested in preparing, he was going to get smashed.

When we arrived at Ross’s room we walked inside and sat on the lounge.

Ross was acting strangely normal and Jason took that as a sign of freedom.

As we sat on the lounge drinking beer Ross turned the TV on and played the video of Jason licking my hole. There was also a good shot of cum shooting from my hole and landing all over his face.

“Now it’s time you got fucked Jason. But I want you in this” Ross said before walking into his room.

Eventually he returned with a leg spreader and hand cuffs.

Ross pushed Jason to the floor without protest and stripped him bare before fitting the leg spreader.

He then cuffed Jason’s hands to the spreader bar.

This exposed Jason’s virgin hole.

Jason was already crying knowing what was coming.

Ross started to circle his hole with one finger.

“Please don’t do this” Jason begged

“I’ll suck your dick again” he added

“You’re mine bitch, I’ll have you do whatever I want, whenever I want” Ross added

“You’re still dry. This is going to hurt…..bad” Ross said before ramming a single finger to the hilt.

Jason screamed in pain and his hole was gripping so hard I thought Ross’s finger would break.

Ross struggled but slowly removed his finger from the tightly clenched hole.

“Loosen him up slut” he said before smashing my face between his furry virgin cheeks

I started to lick his butt, hoping to wet his hole as much as possible.

It disgusted me, but I was hoping to save a good friend from excruciating pain.

I licked for a good twenty minutes pushing as much saliva inside as possible, all while Ross watched the football on TV.

Ross eventually got up and kicked me off Jason.

“You’ve been munching on your girlfriends pussy long enough. Now it’s time I had my fun” Ross laughed

Ross stripped off and lined up his large mushroom head.

“You ready to lose your cherry?” Ross said while teasing Jason’s hole.

I saw Jason’s eyes open wide when Ross started to apply pressure.

“Don’t try keeping it closed. It’s not going to help you” Ross said as he pushed harder.

“I can feel your hole slowly giving in. It wants me inside you” he laughed

Jason screamed as the head popped inside.

“Please take it out, it hurts so bad, your tearing my hole apart” Jason wept

“It comes out when my seed has painted your insides” Ross said pushing deeper.

Jason was lying on his back, legs attached to the spreader, with Ross pushing down on top.

Even in this situation with no hope of escape Jason still fought to escape.

But this just further excited Ross.

After a few minutes of pushing Ross was fully inside Jason’s hole.

Ross began slowly but soon had picked up a decent pace, fucking in and out Jason.

I watched unable to help as a friend was punished in front of my eyes.

Ross turned to me and said “if anyone knocks at the door while I’m fucking your boyfriend, you are to invite them inside. Get undressed now, I want you inviting them in naked”

I hoped no one would knock but was sure that Ross has set someone up.

After ten minutes Ross was shooting inside Jason’s hole.

I was relieved that no one had arrived but Ross yelled “round two” and slammed back into the now cum filled hole.

Jason was delirious and had no idea what was going on, totally fucked senseless.

Only a few minutes into round two there was a knock at the door.

When I didn’t move Ross ordered “open it slut and say I need you inside my pussy”

“But then someone will know about me” I said begging

“Who cares slut, you enjoy getting fucked. If you don’t I’ll rent Jason’s hole to the whole campus. Now move it.” he yelled

I couldn’t cause my friend more pain, so I walked to the door.

When I opened it, before me stood my young (35yo) biology professor.

All the girls swooned over him.

I said “Please fuck my pussy sir” as I looked shamefully at the floor.

“This will be worth an extra 10% Ross” the professor said.

Fucking bastard was renting out my hole for better marks.

“I’m going to enjoy using you” the professor said, pushing me inside.

He then grabbed me by the hair and dragged me back to the lounge room.

“Ross how did you manage to con two straight guys into giving up their holes willingly” the professor asked

“No one said they were willing. But they will follow orders” Ross said

The professor was clearly unsure now.

“Please Ross is blackmailing us, we never wanted to do this” I begged

“What’s he got on you” the professor said concerned

“He caught me stealing from work and threatened to have me sacked. I can’t lose my job or I lose my University position. So in exchange for silence he forced me to submit to him. Please help us” I begged

“Excellent. I was worried they may talk. But you clearly have enough on them to ensure silence” the professor said

“Now on your knees and suck my dick” he commanded

Defeated the professor pushed me to my knees before pulling his dick out.

The smell instantly hit me. It smelt like old socks and sweaty balls.

He grabbed his dick and pulled back the skin exposing a dirty cheese covered head.

“Always enjoyed watching a bitch chew off, old dry stale fuck juice from my dick” he laughed.

Ross was super excited and started to jack hammer into Jason’s now passed out body.

“Don’t be shy. My dick’s been inside a few students arses recently. Extra marks for you too if you can guess who” the professor joked

He then grabbed a fist full of my hair and drew me in close.

“Sniff that cheese” he said

I took a quick whiff of his nasty dick, almost spewing.

“It’s going to taste even better than it smells. Bet you can’t wait slut” he said while rubbing my face in his crotch

“Open wide” he said as he pushed the crusty head inside my mouth.

The taste was revolting. It tasted like two year old milk, sour, bitter and salty.

“You guess who it tastes like yet?” the professor joked

“If you don’t get it right this time I’m sure you’ll be better as guessing next time” he said as he started to fuck my face.

His dick had grown to a full size of seven inches of dirty uncut cheese stick.

The dirty mess had almost disappeared but the strong taste was still present in my mouth.

The professor pumped my face as Ross hammered Jason’s limp body.

“I’m going to cum real quick. I always shoot massive loads so watch out” the professor laughed

The professor continued to pump my face, his balls slapping my chin.

“Here comes round two, loading up your pussy” Ross said unloading into Jason

Within seconds the professor shot his load into me.

My mouth instantly filled with a torrent of cum.

Swallowing wasn’t enough as he held me on his gushing dick.

Unable to keep up and his hands sealing my lips tight around his dick, his load started to squirt from my nose.

“Fuck I love it when that happens” the professor moaned

Now unable to breathe he eventually let me go.

I instantly pulled off his dick and gasped for air, trying to catch my breath.

“Thanks Ross” the professor said sipping up and leaving the room

“Right fucker, get your dirty pussies out of here” Ross ordered

I grabbed Jason and limped him towards the door, Ross’s load running from his hole.

“Tomorrow you’re both getting fucked for $10 per load. I need to make a ton of cash, so be prepared for a long night. Meet me in the public toilet in the park on south street 9pm sharp. And wear these” Ross ordered tossing me two masks

“If either of you don’t turn up, your both ruined” he added

I dragged Jason back to my room and put him in the shower and washed him and myself down.

Then I dried his exhausted body and placed him naked into my bed.

When I woke in the morning Jason was already awake, holding me.

“Thanks for taking care of me last night” he said hugging me.

“We need to stop this somehow, and I needs to be tonight” I said

Both myself and Jason sat around planning how to escape Ross.

We figured the only way was to get something equally incriminating.

He had photos of us doing unspeakable things, so we needed to somehow get the same.

…………..

9pm came around and we walked into the park toilet.

“I wasn’t sure you would show up” Ross said

“Strip! Your first clients will be arriving in thirty minutes” He laughed

As I started to undress Jason, who worked for a chemical disposal company, hit him with a rag covered in chloroform.

I saw the shocked look on Ross’s face. He had no idea we were going to revolt.

Within a few seconds he was out.

After a while people started to arrive.

Myself and Jason started to sell tickets to Ross’s rear.

We were also selling tickets allowing people to watch one of us break his cherry.

We collected over $500 extremely quickly and knew after tonight Ross would struggle to walk for a week.

Time had come to wake him up and get the party started.

Both Jason and I woke him up, everyone else patiently waiting outside.

“Wake up sleepy head. It’s time for you to entertain our guests” Jason laughed

Ross panicked and thrashed around but couldn’t escape.

We had tied him up, with a hood over his head.

He was naked except a pair of tightie whities and a hood over his head.

The hood had a hole cut to allow access to Ross’s mouth.

He had a metal open mouth gag keeping him from biting anyone fucking his face.

“Either Jason or I will bust your cherry right open tonight, in front of the people you invited to fuck us” I said

“Call em in Jason” I added

The men who had paid for the cherry show walked in.

“You can break him” Jason offered

“Thanks mate. This bitch is going to regret ever fucking with us” I said while stripping.

When I was naked I walked to the font of Ross and pushed my already hardening dick into his mouth.

He was trying to move his head away, but I held him still with both hands and fucked away.

“Doesn’t look like he’s a willing participant” one guy said

“He may not be willing but he doesn’t have much choice tied up like that. He can’t see you so he can’t report you to the cops” Jason said

“Always wanted to rape a frat boy” the guy said

When I was fully erect I pulled my sloppy dick from his choking throat and walked to his rear.

I grabbed his tightie whities and tore a hole in the rear, exposing his furry hole.

“Anyone want first taste?” I asked

“Hell yeah” one bloke said tossing me a fifty

He quickly dropped to his knees and started to tongue his hole.

“Fuck he tastes so good” he moaned

Ross was begging the guys to help him, call the cops, anything, but the guys just laughed as he drooled all over the floor trying to talk.

“Damn he’s tight. If I paid you two hundred dollars, would you let me break his cherry?” the guy tongue fucking him asked

“Not happening mate, this cherry is mine” I said forcefully

After a few more minutes of rimming his hole I pulled the guy back.

“Times up. I want to bust him open” I said

I moved down between his legs and rubbed my dick against his tightly clenched hole.

“You ready to scream Ross” I said

“Please don’t” he mumbled as best he could

I ignored him and started to push in.

His hole was super tight and was putting up an epic fight, but I was more determined than him.

Eventually I felt his ring giving in and my head popped inside.

Ross screamed and the guys watching cheered.

I then began slowly pushing the full length of my dick inside his quivering hole.

When my dick was all inside him and my pubes pushed deep in his crack I stopped to enjoy his gut wrenching screams.

He was going to learn not to blackmail and rape people by receiving his own treatment.

“How’s that feel. You regret fucking me over now?” I whispered into his ear

I then started to withdraw my dick slowly until only the head remained within his tight grip.

Then I slammed back deep inside causing him to scream again.

I continued over and over until his screams became mild whimpers.

After five minutes of continuous fucking Jason yelled “the fuckers boned up”

While still fucking him I reached around and gave his hard dick a squeeze.

Ross started to cry from shame.

“Jason, shut him up. Stick your dick down his throat” I said

Jason instantly stripped bare and slipped his dick into Ross’s mouth.

Jason was deep fucking Ross with his large dick.

The gagging sound echoed in the concrete toilet block.

“Grab that camera, I need you to get us some close ups” I said to one of the guys watching

Jason continued to deep fuck Ross’s throat.

A few times he held himself deep in Ross’s throat, watching Ross thrash around trying to remove the shaft so he could breathe.

Jason just laughed and said “don’t feel too good does it. Paybacks a bitch”

“Um I know this is your show, but it would be fucking hot it you guys double penetrated him” a guy said

“Hey what’s your name?” I asked

“Ahh William. Sorry but it would be really hot” He stammered

“It’s a fucking great idea. It’s going to rip him apart” Jason said excitedly as he removed his dick from Ross’s throat

“NO PLEASE I CAN’T TAKE IT” Ross screamed through the gag

“Too late to back out now” Jason said rubbing Ross’s cheeks

“Pull out. I’ll crawl under him and stick mine inside then you can push back in from behind him” Jason said

When I pulled out I could already see the damage I had caused.

His hole, once super tight was now loose. It would end up worse after this double fuck.

Jason crawled under Ross and with my assistance slipped his dick inside.

I then lined my dick up and pressed in.

His hole wouldn’t budge.

I pressed harder and still nothing.

“He’s too tight. It’s not going to work” I said to William

“Rubbish, push harder” William said

He then smacked Ross’s butt hard forcing his hole to clamp shut tight.

But in an instant it relaxed and I forced my head inside.

“AHHHHHHhhhhhh STOP” Ross yelled

It felt like his hole would cut my dick in half.

“There better be some left for us. Sounds like you guys are killing him” someone yelled form outside

When I started to push deeper Ross passed out on top of Jason.

I didn’t care and neither did anyone else so we started to double slam his now relaxed hole.

“That’s it. Fuck his pussy” William yelled

“You’re getting me so fucking hot I’m going to cum soon” he added

After a few more minutes William was shooting into Ross’s mouth.

Ross eventually woke back up when he choked on a mouth full of fresh hot cum.

“Thanks for the awesome night guys, but I need to leave. My wife will be wondering where I am. If you’re ever bringing him or anyone else here call me. My mobile number is above the glory hole” William said as he disappeared into the night.

“I’m going to blow too” Jason said

“Yeah a few more strokes and I’ll be shooting too” I added

As I hammered away Jason started to shoot.

I felt the pulsing of his shaft against mine and his hot cum around my cock and I shot too.

Ross was now getting double fucked and double loaded with frat cream.

“You’re taking both our loads” I said making sure the camera got a close up of our two shafts and the cum running out his hole around them.

When we eventually pulled out his hole was covered in sticky white man juice.

It lay gaping, dripping our juice on the floor.

“Swap ya” I said to the guy with the camera

He almost tossed it across the room to me as he raced to get his dick inside Ross.

He was already super hard and I didn’t think it would take long for him to explode.

He lasted less than one minute, before shooting a monster load.

“Ok Jason, let the rest inside” I said

When the all walked in I yelled “Right, myself and Jason are going to wait outside. You have three hours then were taking him home. Make sure everyone blows at least one load. The park ranger will be here in four hours. We want to be long gone before he arrived. Don’t want him calling the cops”

We then walked out as the six men ravaged him all while Ross screamed for help.