BLACKMAILED BY A FRAT BOY
by Stuart James Sharp stuartjamessharp@gmail.com
CHAPTER 5
Evan woke up lying on his back in bed... with a huge tent in the sheets where his crotch was. He sighed and reached a hand down to grab his stiff cock. This happened probably nine mornings out of ten. He presumed it had to do with the often erotic dreams he had. Usually, he didn't remember them.
This morning, he did. Vividly. He dreamt last night of being naked, opening a door, and entering into a room where two hot girls waited on their knees, hands over their eyes, mouths open. In his dream, Evan had fucked their mouths and shot cum all over the walls of the room. It was an inhuman amount of cum. The girls had been literally soaked. When he was done, the girls dropped their hands from in front of their eyes and looked at him at last. Simultaneously, they had both uttered, "Wow..."
That was life in a nutshell for Evan. "Wow..."
He knew he was worth quite a bit in the looks department. As early as middle school, the girls were all over him. He got a blowjob in 7th grade, and everyone found out a day later. Rather than become a victim of gossip, he strutted around the school like a boss, proud of his accomplishment.
More blowjobs followed. And then, in 9th grade, he fucked a girl for the first time. It wasn't that great because she was a virgin and his cock was enormous. But the next few times, Evan got really good at easing the girls into it. By the time he was a senior in high school, he had a reputation for being incredible in the sack.
Before long it was guys, too. He hadn't expected them to throw themselves all over him like they did, but apparently the fags liked his cock. He'd been weirded out at first, but there was something to their desperation that he liked. The girls often retained some level of modesty or self-respect. The guys Evan let blew him on the other hand... they didn't give a fuck about anything but his cock. And he loved that.
More than anything else, Evan loved covering a faggot's face in his hot cum. He always laughed if he shot it in their eye. And really, he often aimed to do so. Just because it was funny.
Evan threw the sheets off himself and stroked his hard cock. It was almost a chore at this point. He knew the hard-on wouldn't go away until he came.
This really did happen nearly every morning. For whatever reason, Evan had been blessed or cursed with an intensely high sexual libido. He had plenty of people at his disposal to aid with this dilemma, though in the early days it was more of a problem. He remembered lots of walks in between periods in high school where he had to cover his tented shorts with his school books. There were countless lunch-time trips to the bathroom to masturbate furiously in a bathroom stall and clean his cock off with toilet paper.
It was way easier when someone else swallowed his cum. Way easier. Way more fun.
Evan came pretty quickly, hitting himself in the chin with the first spurt and then drenching his own chest with subsequent bursts. To get off, he happened to be thinking of Stuart. That little faggot. Never before had Evan had such a dedicated little cocksucker. He almost felt bad for the guy. He was a little pathetic. Literally begging on his knees for Evan's cock. Evan wondered when Stuart's birthday was. He thought that maybe he should start saving his cum in a bottle and then give it to Stuart on his birthday as a gift. He'd probably like that.
Evan got out of bed, his now soft but still incredibly long cock flopping around. He threw a towel around his waist and headed toward the bathroom.
The bathroom contained a bunch of urinals, then a row of shower stalls. By this point, most of them didn't have shower curtains, though rusted curtain rings remained. Evan was surprised to find the bathroom empty. No one was pissing and no showers were running. He smirked, stoked to have the whole place to himself, and slung off his towel. He headed toward his favorite stall - the 3rd one from the front - while giving his cock a few playful tugs.
Then, as he passed the first stall, he jumped - someone was in it. Evan recovered, then realized it was Spencer. He had finished showering and was toweling off. But at this moment, Spencer was toweling his ass and saw Evan's bare cock.
Both guys recovered gracefully, pretending like they weren't tugging their cock or toweling their ass... and gave a little nod. Evan noticed Spencer had a decent-sized cock.
When Evan had rounded the corner into his stall, he heard Spencer's voice - "Yo, Evan - who was that dude you had over the other night?"
"What dude?" Evan asked, honestly not sure.
"Like... a few days ago... we watched the game together."
Oh. Stuart. "Just some dude. I forget what frat he's in."
"Probably Sig Ep," replied Spencer.
Sig Ep had a reputation for having a number of gay members. Evan froze.
"Yeah, probably, haha," Evan said at last.
Evan showered quietly for the next five minutes. When he was done, he toweled off quickly and walked back to his room.
Back in his room, Evan saw he had a text - no, three texts. All from... "Stuart Facial."
Evan laughed. He still laughed every time he saw that contact show up. He gave the guys he fucked around with last names based on the night he met them. There were several other people with the surname "Facial" in Evan's address book. Other popular surnames included "Swallows" and "Moaner." He scrolled through Stuart's texts.
Text #1: "hey man, how've you been?" Text #2: (2 minutes later): "we should hang out" Text #3: (10 minutes later): "please"
Evan smirked. He felt his cock press against his towel. Then he dropped the towel.
Naked, he picked up his phone. He read the messages back again to himself and his pride waxed. He really had this cocksucker by the balls. Evan wondered briefly how often Stuart jacked off while thinking about him. He wondered what Stuart thought about specifically... was it Evan naked? Or Evan cumming on him? Or Evan shooting his load in Stuart's mouth? Or lately was it Evan plowing Stuart with his thick cock?
Only one way to find out. Evan's heart beat faster as he typed back, "what do you think about when you jack off?"
Thirty seconds went by. Then, Stuart's reply: "You."
"always?"
"about ninety percent of the time"
Evan smirked. For each time he had busted a load on Stuart, Stuart had cum ten times as often while thinking about Evan. Each experience new fodder for Stuart's mind...
...Hell. Why not give him some more fodder?
Evan stood in front of the full-length mirror on his closet door and aimed his iPhone at it.
His cock was at full mast now. Impressive... but it could be bigger. Evan spit on his hand and started stroking. He watched himself through the camera on his phone. He looked pretty good.
Then his cock was truly full mast. He found just the right angle so his abs were flexed and snapped a photo. He clipped off his head, so it was just his tanned torso and legendary cock.
Evan sent this photo to Stuart. Stuart should feel lucky. Evan had only sent that kind of photo to five other people. Four of them had been girls.
Stuart was lying on his back in his Freshman dorm room bed when he received Evan's picture message. It included the text - "make it one hundred percent of the time."
Stuart at first was skeptical - no way could he be so lucky. But upon inspecting it was obvious that it was, in fact, Evan's magnificent cock.
It was the early evening, and Stuart had no idea when his roommate was supposed to be back, but he immediately shoved his pants and boxer briefs around his thighs, grabbed his cock, and started jacking off.
He was already hard as a rock just from seeing Evan's cock again. He held his phone inches from his face as he thought about last time, when that thing had been slamming him from behind. He had jacked off countless times replaying that night in his head.
Then a text message popped up over the photo: "you jacking off?"
How did he know? That cocky fucker just assumed that the instant Stuart received a dick pic from him, he would be unable to resist jerking his hardon? Sheepishly, Stuart realized Evan was right.
"Yes. Looking at your pic," Stuart replied.
Then, from Evan, "send photos. now."
Stuart stood in front of the mirror on his dorm room door and snapped a photo that matched Evan's. Well, at least in the pose. There was no way to match Evan's cock. He sent it, and almost immediately got a response: "face too. different poses. get creative."
Stuart stood in his dorm room, completely naked, holding his camera and contemplating what his best angles were. It was exhilarating that Evan was showing such an interest. He wondered what the photos would be for. Maybe just more content to leak online... but whatever. If it meant Evan was still in his life, it was worth it. The Tumblr post of Stuart's lips wrapped around Evan's cock as cum dripped off his face had accumulated quite a number of likes. Last he checked (and he checked every day) it had 420. That means 420 people - roughly the size of Stuart's high school graduating class - had seen it. Actually, probably three or four times as many people had seen it and not everyone had clicked the "Like" button.
Stuart wondered whether they were jealous of him.
Stuart sent several photos to Evan, who replied with more specific directions that Stuart eagerly followed. Evan had Stuart bend over and snap a photo of his ass. He told Stuart to take one with a sock over his dick. And another with his boxer briefs stuffed in his mouth. Then he told Stuart to get on his knees and open his mouth and take a pic. Stuart was rock hard the entire time. Sure, it was a little degrading to have someone commanding him this way via text message. But he loved it.
Then, Stuart's phone rang. It was Evan. He answered nervously, "What's up?"
"You miss my cock?" came Evan's self-assured voice. Stuart could almost hear his smirk.
"Yes."
"You have a dildo?"
"What?"
"Don't play dumb. I'd say there's a 75% chance you own a dildo. Judging by how much you liked my cock in your ass."
"Yeah..."
"Good. I want you to set up your phone to record a video and I want you to plow yourself with that dildo. Got it?"
"Uh, yeah... yeah of course."
"Make sure your face is in it the whole time, too. And I want you to pretend it's my cock and tell me how much you love it. Tell it to the camera. I don't want one second of silence from you."
Pre-cum dripped from Stuart's cock down onto the floor of his dorm room.
"Yo, faggot - did you hear me?"
"Y-yes. Okay," Stuart replied.
"Good. Then send me the video. If I like it, I'll invite you over to suck me off." Click. Evan hung up.
Stuart's heart raced as he fished through his underwear drawer and pulled out the dildo he kept there. He thought about throwing it out many times... he would be mortified if his roommate ever found it. But he figured Kyle would never go through his dresser drawers, especially his underwear drawer.
Stuart set his phone up on his desk pointed at his bed. The frame looked good... he could see his face, his cock, and the dildo going in and out of his ass all at once. He hit record and laid back on the bed. Not one second of silence, Evan had demanded. Very well.
"I want your cock so fucking bad, Evan," Stuart said while he squirted some lube on the dildo. It felt a little weird to be talking out loud, but he quickly got used to it. "It's so fucking big, man. You're unfucking-believable... please fuck me with your amazing dick."
Stuart put the tip of the dildo on his hole and slowly pressed in. He felt it penetrate him and let out a little moan. "Oh fuck, yeah... put it all the way in..."
Stuart slowly plunged the dildo in and back out. "Fuck, dude, your cock feels so good... yeah, fuck me with it." Stuart closed his eyes and imagined Evan over top of him. Evan wouldn't be going this easy. So Stuart picked up the pace and really started fucking himself with the dildo. With his other hand he furiously jacked off his raging hardon. "Ow - fuck! Damn!"
Not one second of silence.
"Oh my god, Evan... oh fuck yeah, Evan! Evan!" Stuart cried out. He felt the incredible warmth of an orgasm building inside his ass and spreading through his cock. "Oh yeah, fuck me, Evan! Evan your cock is amazing!
Your cock is amazing!"
And then he couldn't hold it in any longer and he shot. "Evan! Evan! Oh my god, Evan!" Stuart cried out Evan's name as ropes of cum shot out onto his chest drenching him. When the orgasm subsided, Stuart looked straight at his iPhone filming him. He hoped Evan would like this. Did he do a good job? Then he thought of something else - a cherry on top. Stuart wiped all the cum from his chest on his fingers and stuck them in his mouth.
While Stuart's cum-covered fingers were in his mouth, the taste of his own warm boy-cream on his tongue, his dorm room door unlocked and flew open.
"Woah - shit!" As soon as his roommate Kyle saw Stuart naked, he quickly closed the door and muttered, "Sorry, bro!" And then Stuart heard a stifled laugh.
"Uh, sorry one second..." said Stuart.
But Kyle must have retreated down the hall, because there was no further response. Well, fuck. Stuart wondered how much Kyle had seen before averting his eyes... I mean, it was bound to happen that one of them walked in on the other jacking off. This was college and they were sharing a dorm room. But Stuart wondered if Kyle had noticed the dildo... probably not.
Still, Kyle had definitely seen Stuart's cock. Fuck, this was embarrassing. He threw on clothes as fast as he could.
Then Stuart realized his phone was still recording. And the door was even in the shot... so that whole thing was on camera. Damn. Stuart stopped the recording and sent it off to Evan. Then he slipped out into the hallway and fled outside. He knew he'd have to see Kyle again eventually, but he was far too embarrassed to see him now.
When Stuart was walking across the quad, he got a text from Evan.
"that video is fucking incredible. way to go man..."
Stuart practically glowed with pride. Evan really liked it.
Then one last text from Evan... "get over here i wanna cum on your face.
you earned it."
Stuart's cock hardened as he took off at a jog toward Evan's frat house.
END OF CHAPTER FIVE.
Thanks for reading! If you enjoyed it, please email me at stuartjamessharp@gmail.com - I love hearing from readers ;).