My Buddy Mike and the Dick Bets 04

Everyone is 18+ and fully consenting.

Chapter 4: Taste Test

The next day after face fucking me like I was some slutty girl who liked it rough, I decided to hang out with him, even though I was weirdly scared that he was going to do it again. Or more specifically, I was afraid he was going to fuck me again, and I would love it again. I relaxed with I saw his brother was home, meaning nothing like that would happen anyway. Then I found myself disappointed. I chuckled at myself when I realized how my feelings were going up and down, and relaxed. We were playing video games, and I had only been there about ten minutes when he suddenly blurted out, “Fuck, I’m horny. Should we?” and he made the jerking off gesture with his hand.

"Isn't your brother home?" I said.

"Nah he left," he said.

I gulped.

My body braced immediately, and I looked at him half nervous. I felt a surge of adrenaline rush through me. 

“You mean you’re not gonna just tackle me and face fuck me?” I said. It felt like he wasn’t going to do that, but I was still on alert physically, in case he decided to pounce. Mixed feelings for sure, but either way I had to fight back.

“You want me to…?” he said with a smirk. 

I didn’t answer. The mix of thoughts and feelings in my head was a trip. 

He asked me, “How did it feel, by the way?”

"Fuck off," I said, nervously half smiling.

"No, really," he said.

"It was strange," I said, "It hurt... then it was intense."

"You liked it though," he said, narrowing his eyes slightly. "I could tell."

I felt my face turn red. I was a little angry for some reason, but he was right. It hit me how much I was afraid of how much I had liked it. I didn’t want to let him fuck me in the throat again, but I had loved it.

He whipped his shorts down below his dick and balls, already hard. "So... shall we?"

I turned to face him and did the same, blood rushing to my own rod as I started to pull it gently, slowly putting pressure on the tip and waking him up.

I watched his own dick start to release his trademark pre-cum. A large, clear bead of dew formed at the tip. I saw him watching my own dick, and it hit me that we didn’t put on any porn yet. The last time we didn’t use porn, he ended up fucking me in the throat. I looked up to his face, trying to read his intentions, and he met my gaze. We sort of smiled at each other, our faces silently saying this feels so good… this is so fun.

It was the first time we jerked off facing each other, spreading our legs and watching each other. For some reason, neither of us seemed able to break the eye contact. After a minute, we were leaning back and showing off to each other a bit, making sure we could see every of each other’s dick, balls, even our butt holes. I already knew every little freckle, but I was seeing new spots where there was some hair I hadn’t seen before, in that part of his thigh that used to be hairless. He still didn’t have a single hair on or around his ass or balls, just the patch above his dick.  

When I sat up again, he kept looking me in the eye as he suddenly reached down between my legs. I let go of myself and my jaw dropped. There wasn’t even the pretext of any competition, and I grabbed his back without missing a beat. I felt the girth in my hands. I noticed it had definitely grown.

“You are bigger than before,” I said.

“You couldn’t tell when it was in your ass?” he said back instantly.

“Shut up,” I said.

He leaned forward while we continued to jerk each other off, firmly and rapidly. I could feel his breath against my face as our arms started to rub against each other’s bodies. I smelled his minty gum as he smiled. We were close enough to kiss, and it wasn’t even scaring me. 

As he pushed closer to me, it made both our legs spread wider. Our balls bounced as we kept jerking each other, and mine were hitting the rug below me with every stroke. It made it feel extra good, beyond the joy of getting jerked off. He reached down and held my balls with his other hand, rolling them lightly in his fingers, making me smile involuntarily like a twitch as my breathing picked up. Then he stuck a finger back and pressed into my gooch, between my balls and my ass. I instinctively shifted my body, spreading my legs fully and showing my asshole. His finger kept going and found my hole. I was sweaty, and he rubbed his finger around in a circle, his other hand focusing on the tip of my thick cock.

“Fuck, that feels good,” I said, “I’m close.”

He kept eye contact with me the whole time, his face morphing into a wide-eyed manic smile that scared me as much as it excited me.

“Then cum,” he said, just as he pressed the finger inside.

I started spewing my load upward as soon as I felt my hole clamp down on his finger.

“Fuuug…” I stuttered out as my load hit me in the chin. I felt his own dick go rigid as steel in my hands as my cum continued to shoot up between us, and his own load coated my hand a moment later. 

We held each other’s dicks, pointing them at each other like they were soda bottles exploding out of control. It went on longer than I had ever seen before. He kept his finger inside me, wiggling the whole time. 

When we both finally stopped pulsing, I let go of him. He squeezed out the last of my flesh tube like it was toothpaste, then let go and popped his finger out of me quickly, making me flinch. 

“I think that was the biggest load…” I said between breaths, shaking his jizz off my hand, “that you ever made…”

He smiled mischievously, still out of breath himself. “You think mine was bigger than yours this time?”

—[]—

The following weeks, Mike joked like he always had. Like the old days. He bumped my shoulder in the hall, stole fries off my plate, even grabbed my dick in public at school, the sort of brazen boyishness that, as weird as it sounds, actually precludes any suppositions of gayness, since only a straight guy would do something so fratty and outwardly gay. 

In private though, we had our regular jerkoff sessions, but with more closeness and focus on each other than before. I loved it. I never came harder than when I was sharing a sesh with Mike, and the shared touching, and feeling his body with his new muscles, his soft skin, the heat and smell of him when we got close to each other. I couldn’t stay away, even if I was afraid that he would try to face fuck me again. 

After eating dinner one night at his house with his whole family, we were killing time in his room. We had ditched our shirts already, as we commonly did, and we were just in our athletic shorts. It was late and everyone else was asleep. We were kind of just sitting around, the familiar boredom settling in. I stretched out on the carpet, hands behind my head, and said something dumb about the old bets, half a joke, half an intentional provocation. He didn’t answer right away, just kind of chuckled nervously. 

I decided to push him a little bit more. “I wasn’t sure if you ever wanted to actually… win a contest again.”

He paced once, twice, like he was deciding whether to laugh it off.

Then he didn’t.

He came at me out of nowhere.

Just like before, Mike wrestled me like he meant it. No warning, just his body weight, arm strength and the physical momentum as he grabbed me. He hooked an arm and took me down, both of us laughing as we rolled. It felt almost like a regular wrestling match, until it didn’t. His hips were pressed against me intentionally, and I felt the firmness between his legs. Whether it was to intimidate me or to take pleasure from my body, I didn’t even know. 

He had the upper hand again, and I knew I wasn’t going to get out of this easily.

“Time for a taste test,” he said at one point, his voice low and cocky. 

He was almost whispering his taunts at me as we grappled some more, him stronger, me quicker, but he still won. He pinned me on my back and leaned in close. I felt his hard on, mysteriously free from his shorts already, as he pressed it against my ass. The only thing separating me from this girth was my shorts. I had no defense as he held my arms against the floor, over my head. 

He made quick work of pulling my shorts down to mid thigh. I wasn’t really resisting at this point, silently accepting him as the winner, and my body shouting with curiosity about what it would feel like. I lifted my legs and gave him the access he was looking for. He lined up and spit down onto his cock, applying pressure to my hole.

He spent a minute just pushing at the entrance, then entered me and I tensed up, bracing as the spike of sharp pressure shot through me. The discomfort of it was displaced by the bizarre, scary amount of joy I got from seeing his happy face as he stuck it in me. I looked down and saw his cock. It was big, and manly. He really had become a strong, masculine, dominant guy. Maybe the bets and competitiveness had been good for him after all. I watched as his pole slowly disappeared under my balls, the physical memory of how good it felt the last time taking over my body as the feeling turned to numbness, then a tingling. The carpet burned on my shoulder blades as he started to make my body rhythmically bounce up and down. I held onto him and let him do his thing, staying in tune with him as he started to fuck me, only pausing to add more spit to his dick.

For some reason, I had to tell myself it was all still a joke, or a competition, or a bet. I told myself a lot of things but it didn’t matter anymore.

He started long dicking me and making clapping sounds against my body. I was shocked how quickly it started to feel pleasant, then great, then fucking euphoric.

“Dude, this is crazy,” I said before I realized what I was saying. “It feels good. I can’t believe how good it feels.”

I looked him in the eye, his glazed face watching me back.

“I’m so glad you’re fucking me,” I grunted out between breaths.

“Oh yeah?” he said. 

I was waiting for him to call me a faggot. I didn’t even mind. In the moment, I kind of wanted him to. But he just kept pumping, getting faster. His face was red, getting sweaty. I felt his cock get somewhat bigger, the pumps into me feeling like a steel rod stretching me apart, and I knew what was happening. 

“Are you gonna cum inside me?” I said, surprised at hearing the meekness in my own voice.

He didn’t say anything for another few pumps, then he quickly said, “Nuh uh,” and pulled out of me. 

He jumped over me, his abs tensing as his ass landed right on my chest, his dick point at my face.

“Jerk me,” he whispered.

I hesitated, caught off guard and stunned from him landing on me.

“Wha..?” I said as his dick landed on my face.

“Jerk me,” he whispered again, louder.

I grabbed him, and in one stroke he instantly squirted onto my face. I shut one eye as it got covered in goo. He shoved a thumb in my mouth, pulling it open. He shifted his body so his dick was aimed at my mouth, and the rest of his load shot onto my lips and tongue as I milked it out of him. I just left my mouth open, watching him, shocked, even though I shouldn’t have been at this point.

He shifted his weight, letting his ass rest on my chest fully. The weight of him felt good, even though it was hard to breathe. I let his cum run down my cheeks and chin. The puddle on my tongue mixed with my saliva, and I rolled it around, tasting it. It didn’t taste anything like I expected. The consistency of it was organic, raw, purely male, and I felt it more than I tasted it. 

He reached back and grabbed my dick. I was rock hard and throbbing, in a state of surreal bliss. He started stroking me, and I felt my body respond before I even felt the surge of sensation in my dick. 

Almost just for fun, I tried to twist free, and it only made him grip it harder. I was cumming in seconds, groaning into the air, gurgling his cum out of my mouth as my body tensed and leaned forward, held down by his weight on me. He put his other hand over my mouth, muffling my noises as he milked me until I was done expelling my seed all over his back and ass. I felt it drip down to my abs. 

We were wet and hot and red, and the look in his eye was relief mixed with an ounce of remaining mischief.

He let go of my dick and brought his hand in front of him. He glanced down, then back at me, eyebrows up. He brought his fingers up and took a slow lick of my jizz off his hand. I saw him savor it for just a moment, then he suddenly leaned in and licked a glob of his own cum off my cheek. My brain was slow, and I only registered what he was doing after a second. 

“Honestly,” he said, grinning, “it’s a tie.”

He rolled off me and offered a hand like nothing had happened. I took it. We sat there on the floor, our breathing evening out, the weird new feeling settling. The intense and rapid fluctuation between fear, arousal and affection made me feel like I couldn’t breathe, and I was still sort of “catching up”.

We talked. About everything. He admitted that he could only convince himself to “do gay stuff” with me if it was in the name of a competition, but he got desperate after losing every time, leading to escalations. 

“Don’t ever gamble,” I said, thinking of the Sopranos.

He went on to say that he saw me get into wrestling, and started working out in his garage every day until he thought he could “take me”. I told him he was insane, but that I understood. 

“We’ve been friends forever. I don’t want that to ever change,” I said.

“If you let me fuck you like that, then it won’t.”

“As long as you can pin me,” I said with a wink.

—[]—

We basically became fuck buddies for the rest of high school, and never had another distance phase. While I struggled for a bit over why I liked it so much, I never stopped craving more and more from him physically. I got over the “gayness” of it once I started actually fucking girls too. 

I was really glad I had already done all that stuff with Mike before I got to college, because I got to introduce my freshman roommate, who was on the wrestling team with me, about the joys of a “winner take all” squabble on some late nights alone in the dorm. But that’s a story for another time.