Forbidden Fortunes

I never went to college. Not because I wasn’t intelligent enough, but because I didn’t need to go to college. My family had amassed an eye watering wealth over the years. My great grandparents owned some factories, my grandparents owned some more, and my parents had upscaled the whole thing. By the time I reached eighteen, I had more money than I could spend in a lifetime.

I was an only child, too, and with my parents working every hour of the day and night, the only company I had was a live in nanny, who, although pretty, wasn’t exactly my cup of tea. I realised I was gay early on. It wasn’t even that big a deal, and if I’d actually had a relationship with my folks, I would have happily told them. Instead, I kept it to myself, and whilst all the other guys my age were out exploring their sexuality, I was confined to a small mansion and left to fantasise.

I grew up with the understanding that money doesn’t just buy happiness, it buys you whatever the fuck you want. Whether that was true or not was a different story, but it certainly bought me entertainment, and as a horny young man, my forms of entertainment became increasingly lewd.

It started with exclusive porn sites. The ones that you can only enter by paying a fee. After a few months, the content became dull, and the videos looked just like the millions of other ones that were available for free.

I moved on to cam shows after that. Tipping some hot twink to finger his ass or jerk his cock. If I was lucky, he’d accept enough money to jizz on his own face, or do something a little kinkier.

As I became older and my bank balance grew, I began to frequent local gay clubs. I was handsome enough to pull guys without my wallet, but I enjoyed the control. Perhaps that made me an asshole, but stuffing one hundred dollars into some eighteen year old’s underwear and having him blow me in a toilet stall was a particular favourite of mine, until just like everything else, I became bored.

Gay guys were easy. Not all of them, of course, but the guys who took my money in the sleazy clubs were all willing to do what I wanted for free. There was no excitement, no convincing, just a transaction and sex. I wanted more. I wanted a challenge.

I don’t know when I came up with the idea, but I do know that the thought of it excited me for months. It was risky, of course. One wrong move and I’d be nursing a broken nose at best.

Jefferson University was on the other side of the city, which was far enough away that I’d be a stranger to them, but close enough that I could make it a habit if I wanted to. The first day I pulled up on campus was for no reason other than to gather some intelligence. I wanted to see the talent that the place had to offer, and holy shit, did Jefferson University have talent.

Groups of muscular frat boys walked together, laughing and joking. Lone young men strolled mindlessly by my car, unaware that they were being perved on. Nerds, sports guys, and hell, even some professors caught my eye, but there were two guys in particular who made my mouth water.

They looked like college freshmen, eighteen or nineteen, and incredibly beautiful. One of them had messy black hair and a slim body, and the other was more blond than brown, and had the build of a swimmer. They joked with each other as they walked, and I couldn’t help but imagine them having the same fun whilst completely naked.

The pair remained on my mind for weeks. I spent endless nights trying to figure out how I could get what I wanted from them, and then one Friday afternoon, with my plan in place, I returned to Jefferson University, sat on the hood of my car, and waited.

I was twenty eight now. Older than the majority of the students who swarmed the campus, but I wasn’t there to fit in. I had a cigarette and waited for the two young men to appear, and low and behold, they strolled right by me an hour later.

“Hey” I called, and they both looked over. “You mind if I ask you something?”

They looked at each other, cocked their brows, shrugged, and walked back.

“My name’s Austin” I told them, shaking both of their hands.

“Grayson” the swimmer said.

“Elliot” said the other.

“Look, I know this is a super weird question” I laughed, “but are you guys straight?”

Grayson snorted and looked at me like the answer was obvious. “Uh, yeah we’re straight” he said, and Elliot nodded his agreement.

It was exactly the answer I’d hoped for. I was tired of paying gay guys to be gay. I wanted something far more interesting, and now it stood in front of me.

“How much money would it take to change that?” I asked, keeping my eyes on Grayson who seemed to be the leader of the pair. His brows raised and he laughed again.

“What?” He asked, a slight influence of disgust on his handsome face.

“How much money would I need to pay you to do some gay shit?”

Elliot nudged his friend in a come on, let’s get out of here way, but Grayson remained in place. Perhaps he’d hit me. Perhaps they both would.

“What type of gay shit?” He asked.

I could have pretended to come up with it on the spot, but my mind had been pouring over the possibilities for weeks.

“Strip, touch, kiss. After that, we’ll just see how it goes”.

Elliot literally gagged, and Grayson shook his head as his cheeks burned. The mere mention of gay sex had mortified him, and to me, that was quite cute.

“Sorry man” he said politely, “you’re not really my type”.

Elliot laughed, but so did I.

“I don’t want you to do it with me” I explained, and looked directly into Elliot’s brown eyes. “I want you to do it with him”.

The pair of them gawped at each other. I could have sex as much as I wanted. It was one of the perks of being rich. What I really wanted, however, was to watch two real straight boys doing it, and that was something that I couldn’t get online.

“He’s my best friend, man” Grayson scoffed.

“Yeah, that ain’t happening” Elliot added.

I looked down and saw Elliot clutching his phone. The screen was smashed beyond repair and the thing looked dated.

“I’ll give you enough to buy a new phone” I told him, and as he tried to process that, I turned back to Grayson, eyed him curiously, and said “and I’ll give you the same amount”.

Elliot scoffed again. “This phone cost like five hundred dollars” he told me, as though I had no idea the cost of technology.

“Then I’ll give you six” I shrugged, “you can buy a screen protector with the other hundred”.

The young men stared at each other again, and then looked around as the campus emptied.

“Is this a joke?” Grayson asked, stuffing his hands in his pocket and hunching slightly, “are you making a TikTok video or something?”

I smiled at him and shook my head. “No joke, man” I explained. “One hour, back at my place, and the money’s all yours”.

I could see the cogs spin in their heads. Broke college students were the perfect targets for my plan, and I was pleasantly surprised by how smoothly it was going. Elliot rubbed the back of his neck. Grayson must have imagined the scenario and grimaced, but eventually they gave an answer.

“Sorry, man” Grayson said, “I just don’t think we could do… That”.

Elliot dropped his shoulders and nodded in agreement.

“A thousand bucks each” I said, and the words seemed to paralyse them.

Their jaws dropped at the same time. Another glance at each other, another gawp back to me.

“A thousand?” Elliot whispered, “how do we even know you have that sort of money”.

I moved my leg to show the badge of my Porsche, and that seemed to do the trick.

“Do you mind if we discuss this privately?” Grayson asked, and I shrugged and lit another cigarette as the two teens stepped back and began to mumble.

They were both extremely handsome in their own way. Elliot was a cute guy, with a soft, innocent face. Grayson was more rough around the edges, a real man’s man. Yet, they worked well together, and I could only hope that they’d work even better back at my place.

They returned a few minutes later, and I could tell by their expression that they were both anxious and excited.

“We’ll do it” Grayson said, “but no kissing and no ass stuff, alright?”

I guess they expected me to haggle with them, so when I said “deal” and stretched out my hand, they seemed slightly taken aback. Grayson swallowed hard, and shook my hand, and Elliot did the same.

“One thousand dollars each?” Elliot confirmed as they got into the car.

“Each” I nodded, as the engine roared, and the journey back to my place commenced.

Nobody was home. Nobody would be home for the next few weeks, either. I led the two young men into the third living room, which I always preferred over the other four, and sat down on the sofa.

It wasn’t a particularly large room, but the empty space in the centre was the perfect area for what was sure to be an exciting evening. Grayson and Elliot stood next to each other, still confused as to how drastically their day had just changed.

“Think of it like a movie” I smiled, “you’re the actors, and I’m the director”.

They gulped but nodded.

“Help each other out of your jackets” I said.

They shuffled around to face each other. Grayson looked down, Elliot looked up, and the two of them began to laugh as they awkwardly undone each other’s jackets, and pulled them down their arms. Their faces were now violently red.

“Shirts next” I told them, “one at a time”.

Grayson took a deep breath and reached for the end of Elliot’s t-shirt. The slender young man lifted his arms up as his friend pulled the fabric up his torso, and a moment later he was topless.

Just as I had expected, there wasn’t much muscle on the lad. He was thin, with some dark hairs on his chest, and a sprinkling on his arms, too. I felt my cock stiffen as he returned the favour to his buddy, and peeled of his one.

Grayson was far more defined. His pecks were solid, his abdomen was firm, and his arms were as thick as legs.

“Now, touch each other” I said, “just rub each other real slow”.

Another snort of nervous laughter escaped them as they reached for each other’s naked upper bodies, and gently caressed. Grayson’s pink nipples began to harden as Elliot brushed over them with his palms. The swimmer looked as though he was trying to clean off some sort of invisible mess from his friend, and roughly dragged his hands down the guy’s arms, back, stomach and chest.

“Take off your shoes and socks”. I was stroking myself through my pants now, eager to see how far these two handsome studs would take things.

They stood barefoot a moment later.

“Pants now, help each other”.

This was the part that neither of them had been looking forward to. Yet, Elliot fumbled with his friend’s button almost eagerly. Grayson had far less trouble pulling Elliot’s grey sweatpants down, and when they were both stripped to their boxer briefs, I pulled out my cock.

“Hope you don’t mind, fellas” I smiled, pumping myself to the sight.

Grayson was well endowed. I didn’t even need to actually see his cock to know that. The front of his black underwear bulged heavily, unlike Elliot’s. The smaller lad barely filled out his own ones.

“Go on” I nodded, because I knew that they were both well aware of the next step.

More awkward laughter. More red faces, but the two teens helped each other out of their underwear, and my cock poured pre-cum.

Grayson was as thick as a Coke can, and had a decent length. He was uncut, though his foreskin was already sliding back. His balls were full and plump, and not a single hair existed around his junk.

Elliot covered himself for a moment. I suppose he’d spent his life ashamed of what hid between his legs, but there was no judgement here. When he moved his hands, a small circumcised prick hung out from a thick bush of black pubic hair, but he had a set of balls that outdid even Grayson’s.

“Touch each other” I said again, but this time they both knew exactly what parts of their bodies I was referring to.

Grayson inhaled deeply and took Elliot’s small nub between his finger and thumb. He did the same, but wrapped his entire hand around his friend’s pole, and the two of them stood awkwardly in position.

“Come on, guys” I laughed, “you know how to pleasure a dick”.

Elliot grimaced as he squeezed and pulled on Grayson’s thick meat. His own cock needed very little stimulation, and after just a few tiny strokes, Elliot grew to four or five inches.

Grayson needed far more work, but as he continued to stroke his buddy’s boner, his own rod twitched, strained, and eventually stiffened, and the contrast was stark. Veins bulged through his shaft, and his thick helmet swelled with each soft pump.

I stayed quiet for a while, and enjoyed the sight of two straight boys jerking each other off, and becoming far more comfortable together than they’d ever expected.

“Why don’t you show your buddy how much you like his cock, Elliot?” I asked, knowing that the words would confuse him. He looked at me, then at Grayson, and the penny dropped. He knew it was coming, of course, they both did, but now the time was here, and Elliot squirmed.

“It’s one thousand dollars, man” Grayson whispered, though his whisper was more of a moan as his cock continued to be pleasured.

Elliot closed his eyes and nodded. He got down on one knee, still keeping his hand clasped around Grayson’s erection, and wiped his mouth on the back of his arm. He stared at the organ, used his wrist to remove some of the pre-cum that was now dripping from it, and winced as he opened his mouth and took the head onto his tongue.

I expected him to recoil in disgust, but Elliot took him deeper, and Grayson’s eyes closed, his mouth opened and he let out a long, content sigh as his pal tongued his cock.

If I hadn’t been so turned on, I would have laughed. Straight boys act so very masculine on the surface, and yet Elliot needed no direction when it came to sucking cock. Perhaps he’d seen it one too many times in pornography, or perhaps in his dirty little dreams, he’d practised it himself, but the young man bobbed up and down on Grayson’s cock like he was a seasoned professional.

The swimmer held his friend’s head with both hands and kept his eyes closed. He thrust his perfect ass and let his inhibitions fade away as he fucked Elliot’s throat, and without having to ask, I knew that I had just awakened something in their friendship that they’d never lose again.

On and on it went, and neither young man faltered. Elliot gagged and drooled onto his own pin-hard cock, and continued to choke on Grayson’s. They sped up. Grayson used the guy like a Fleshlight, pumping deeper down his throat with each stroke, and then I saw something that confirmed that no straight dude is one hundred percent straight.

Elliot reached between his legs and plucked his little rod into his hand. He didn’t care that I was watching closely. He didn’t care that Grayson was, too. All young Elliot cared about was the pleasure that his best friend’s cock was giving him.

He jerked. I jerked, and Grayson fucked. The stench of cock and excitement clouded the room, and then finally the hour drew to an end.

“I’m gonna cum” Grayson said, panic in his voice. I could almost see the questions racing through his mind. How had he gotten to this point? How had his best friend made him cum? How had a guy made him cum?

I expected Elliot to scramble backwards to avoid the explosive stream, but the eager young man hungrily continued to suck. Grayson’s sweat drenched body stiffened up. He gasped a long, rough gasp, and pushed so deep inside Elliot’s throat that the teen stopped breathing completely.

Ropes of sperm gushed from Elliot’s cock and splashed up his chest. It drooled back down his groin, soaking his small member as his stomach became bloated with Grayson’s load.

I came, too. The orgasm was one of the most explosive I’d ever had, and I watched as jets of cum flew through the air and pooled on the floor below.

So much cum poured from all three of us, until only the sound of heavy breathing, and the sweet aroma of sex remained.

Elliot stayed on his knees as Grayson pulled his long, soft, dripping cock from his throat and looked down at him. They didn’t say a word in my presence, but their newfound relationship was clear to see.

I reached for my wallet, pulled out more cash than I’d promised, and handed it to them.

“Need a ride back to college?” I asked, breathless.

Grayson looked back at Elliot who was pulling clothes on over the cum stains on his naked body.

“Nah” he grinned, dressing, too, “I think we have some talking to do”.

As the young men left the house, I couldn’t help but smile. In the search for the ultimate orgasm, I’d changed the lives of two straight boys. If I could do that for them, who else could I do it for?