Jacking Jack Off (Patreon)

All characters are 18+

I'd been friends with Jack for years, so by the time we both hit nineteen, I was surprised that he still hadn't told me his secret. I don't know who he thought he was fooling with his shitty acting. Perhaps our other friends couldn't tell, but I'd known for years that my best friend was gay.

I didn't care. If anything, it was better for me. He was a handsome guy with a good body, even as a straight guy, I could appreciate that, and the fact that he was probably just marginally better looking than me, meant that had he not been gay, it would have been a constant battle for pussy.

"So" I shrugged as we left college on a Friday evening "we gonna go to Pride tomorrow or?"

"Shut up" he mumbled, blushing.

I rolled my eyes, but had long ago decided that I'd never force him to come out. He'd do it when he was ready, and if he didn't feel ready, then so be it.

We went back to my place, something which we did almost every Friday night. We'd chill there until my parents got home and then go to whatever party happened to be on that night.

"I need some pussy tonight" I said seriously as I flexed my decent sized biceps in the mirror on my closet door.

"Yeah" Jack nodded "me too".

According to Jack, he'd lost his virginity a year prior. To who, or when, or where, remained a mystery, but he was adamant that it happened, and when one of our other buddies jokingly asked what his name was, Jack got pretty angry.

I pulled off my sweaty bottoms and stood in my boxer briefs. It had been a long day of training and classes, and the two sweat patches on my underwear proved it.

"Hey, look at my ass" I laughed, turning to show Jack, who blushed and looked away.

I studied him for a moment and realised something. I'd been changing in front of Jack for as long as I could remember, but never once had he done the same. I'd always just assumed he was shy about that type of thing, but perhaps there was another reason.

A thought crossed my mind. I wondered if Jack hadn't come out to me because he thought I'd react a certain way, or be annoyed or something. That couldn't be further from the truth, but had I ever actually let him know that? I'd spent so long wondering when my best friend was going to find the courage to tell me such an important secret, but yet I'd never given him the opportunity to do it.

"Fuck" Jack sighed as he sat on my bed.

"What?"

"The party" he groaned, holding up his phone "their parents came home, it's cancelled".

"Damn" I spat "that would have been a good one, too".

Jack nodded, and now I had the perfect opportunity.

"Yo, look at this" I said, and yanked my boxer briefs down to my ankles.

His eyes widened instantly. He'd seen my dick before, but usually it wasn't as 'in your face' as this. I walked toward him, holding the base of my heavy cock and he jumped back up the bed, away from me.

"What?" I laughed, shaking it "I want you to look at something!"

"Get fucked, bro" Jack said sternly, his cheeks burning.

"So I was thinking" I said, sitting on the end of the bed as Jack hugged my pillow at the other side. "I need pussy tonight, like really need it, and now that we're not going to the party, what do you think about blowing me?"

I was pretty comfortable in my sexuality. I was straight, and had never even considered doing anything with a guy, but what was the harm really? It couldn't feel too much worse than a woman doing it, and if it gave my best buddy the confidence to finally get things off his chest, then it would be worth it.

"Will you just stop with the gay jokes!?" Jack groaned, and I knew he'd react like that. Some of the other guys had a habit of cracking jokes about gay things, but he'd soon realise that I wasn't joking.

"I'm serious, bro" I smiled, and dragged myself up the bed until I lay beside him, my large flaccid cock resting across my crotch.

"Sure" he scoffed, fighting with himself not to look down.

"Dude, I'm serious" I told him, and grabbed my dick again.

Part of me wondered if perhaps Jack just didn't find me attractive. I mean, it was entirely possible that he didn't, and I felt kinda' bad that I'd just assumed that he did.

"Come on, bro" I begged jokingly "I swear I won't tell anyone".

He glared at me with a mixture of anger and curiosity. He was thinking about it, at least.

"Look" I said, and grabbed his wrist.

He tensed up, keeping his arm firm for a moment, but eventually letting me lead it to my cock.

"Bro, what the fuck!" He gasped, as I rubbed his fist across my dick.

"At least hold it" I laughed, and used my other hand to prise his not-too-reluctant fingers apart.

A moment later, Jack held my softie in his hand and gawped at me.

"Y... You're serious?" He asked, his eyes wide and his mouth open.

"I told you I was" I grinned, and lay back with my hands around my head as Jack continued to hold it.

As of yet, nothing had really happened to get me hard, but I closed my eyes and imagined my ex-girlfriend and the freaky things that she used to do, a moment later, I felt it twitch.

"Dude are... Are you getting hard?" Jack asked, the amazement obvious in his voice.

"Well it won't last long unless you do something other than just hold it" I laughed and he nodded.

"Right" he said, and slowly began to pump it.

I pretended to keep my eyes closed to make things less awkward for him, but occasionally I stole a glance at him, and eventually noticed the quick hand movement. He grabbed his dick through his shorts, squeezed for a second and let go.

My cock continued to stiffen, and I didn't even have to think about Louise licking my ass anymore. Jack was doing a good job, and I basked in it for a few more minutes.

"You can jerk off if you want" I laughed, opening one eye and watching as he turned beet red.

"What?!" He snapped "I wasn't jerking off!"

"I didn't say you were" I smirked "I'm just saying, you can if you want".

Jack swallowed, but didn't take me up on the offer. Perhaps it was too soon for all of that.

"You're pretty good" I told him "but any chance you can put it in your mouth now?"

Once again, I didn't really care that the person I was asking to suck my dick was a guy. There wasn't a huge difference between a man's mouth and a woman's, and this was for a good cause.

"But... But isn't that a bit... Gay?" He asked anxiously.

"So what?" I replied, closing my eyes again.

Nothing happened for a moment, but I wasn't going to push him either. If he wanted to do it, he could. If not, we'd forget about it.

I gasped as I felt his soft lips around my exposed glans.

I stared down at the back of his head as he began to take my hard cock into his warm mouth. I shivered and realised that I'd been wrong. There was a difference between a woman's mouth, and Jack's, and whatever it was, I wasn't sure, but Jack was better than any other person that sucked my dick before.

"DUDE!" I laughed "do that shit with your tongue again!"

He laughed onto my cock and repeated whatever magic he possessed. I grabbed the pillow and arched my back. Holy fuck it felt good.

"Yo, that's some Dumbledore shit bro!" I groaned as he took every fucking inch.

My guy barely gagged as he sped up. I could feel his throat muscles squeeze around the head and his hand was now cupping my balls, rolling them between his fingers as I lay there, amazed.

Jack's secret ability had shocked me. How could anybody be this good at sucking dick? He was already bringing me close to the edge as he got onto his hands and knees, his plump butt sticking up and plunged his head down my rod over and over and over again.

"Fuck it" I gasped, and grabbed the waistband of his shorts, pulling them down his muscular thighs and revealing his perky, bubble butt.

I'd never looked at another dude's ass before, and now that I was staring at my best friend's smooth, pink hole, I realised that these gay guys take better care of their private areas than some of the women I'd been with.

It looked inviting too, but I don't think either of us were ready for that just yet.

His cock hung between his outstretched legs. It wasn't as big as mine, but it was rock hard and his pink head was glistening.

He mumbled as I exposed him, his hand shooting back, trying to grasp his cock.

"Dude" I laughed "you're literally swallowing my dick, at least let me help you out".

I grabbed his solid tool and squeezed it so that a glob of clear fluid spilled from the tip and into his underwear below. He moaned but continued sucking.

His cock became slick with pre-cum as I stroked him. It was strange to jerk off a dick that wasn't my own, but honestly, it wasn't that bad. The more we pleasured each other, the more I wondered what the big fucking deal was? Why were so many guys so offended by the idea of this?

Jack's skilled tongue swirled around my cock head again and with one more plunge, he brought me to climax.

"Fuck dude" I gasped, squeezing his cock accidentally as I felt the wave of pleasure ripple through me.

"Bro! I'm gonna cum. Bro! I said... Dude, stop... I'm gonna..."

Jack continued sucking, and if anything, he quickened his pace. Did he not realise that I was about to nut straight into his damn mouth?

My ability to speak was ripped away from me as I began to orgasm. I'd have to simply apologise to him for squirting in his mouth once I was finished.

I moaned loudly, arching my back once more as Jack took every inch of me, and then I burst and began flooding his mouth with thick seed.

"Fuck! Dude... I'm s... Fuck"

I don't think I'd ever cum as much in my life. More and more of it poured from my twitching cock, and then I felt his own sperm spilling down my arm. I didn't care, that was nothing compared to what I was doing to his mouth.

"Bro I'm sorry" I gasped, as he continued to suck, and then I realised, he was still sucking.

His prick squirted another couple of ropes of jizz down my wrist but I couldn't take my eyes off the back of his head. I watched as he pulled my soaking cock from his mouth, and then began to lick it from top to bottom.

My eyes widened and my mouth fell open. He was cleaning my damn cock. I simply lay there, astounded as my best friend cleaned me up. He licked every single inch, my balls too, and then turned around with a red face.

"Bro" I gawped "that was... That was like..."

"Please don't tell anyone" he said, pulling his pants back up and sitting on the edge of the bed away from me.

I too, pulled my boxer briefs up and shuffled down beside him, placing an arm over his shoulder as he stared at nothing.

"That was the best damn blowjob I've ever gotten" I whispered, squeezing his arm "and dude, I've known you were gay for years".

Jack stared at me, shocked.

"R... Really?" He asked, his cheeks becoming even more red.

"Yeah bro" I smirked, pulling him into a hug "nobody turns down Ellen Abbot"

"Dude, she threw up like five minutes before"

"And?" I grinned and Jack laughed before leaning against my chest again.

"You won't tell anybody then?" He asked.

"No" I assured him "but I'm gonna need that mouth again, maybe even that ass too"

He laughed into my chest, but once more, I was completely serious.