NO NUT NOVEMBER - CHAPTER 12
I messaged Caleb that I wanted to return his clothes. I asked if he was willing to come over to my place. I told him my parents were pissed at me for not telling them I was sleeping over at his place the night of the party, that I think they knew I was drinking, and that they'd grounded me for the rest of the Thanksgiving break.
He apologized for getting me in trouble and said he'd be happy to swing by. Of course, it was all a lie. My parents didn't really care. But they were gone for the next few hours, and I had the house to myself.
Caleb showed up sporting a tanktop, gray sweatpants, and an overlarge baseball cap that kind of matched his overlarge ears in a goofy way. He looked like such a dopey straight boy, his biceps and shoulders bulging, his big hat engulfing his head. And of course there was the bright green cast on his arm, the same green as his long-lashed eyes. The green cast was the whole reason I'd been able to persuade him to let me jack him off in his basement after his party. Because he hadn't had a satisfying nut since breaking his arm. Jacking off left-handed wasn't cutting it, and he hadn't found any girls in college to help him out.
Luckily, I was willing to lend a hand. He didn't know how good he had it. If I could jack myself off even with my left hand I would probably nut all over myself right away. It had been so long since I'd cum. Almost a full month. My balls ached every morning. But the damn cage on my cock ensured I couldn't do anything about it. Ryan's cage. I couldn't believe what I'd said to him when I had a dildo plunged deep into my asshole... I'd admitted he controlled me. What a weird thing to say. Ryan didn't control me. Nobody controlled me but me. Sure, he had kind of made me put on the cage and made me use a dildo on myself like I was a gay guy getting fucked by him, but still, I was my own man. I could have just said no and put the dildo away in a drawer. But then Ryan would've been pissed, and I had already pissed him off by jacking off another boy without telling him. I didn't want him to be mad at me, so I chose to obey his directions and play with my own asshole as he watched on webcam.
"What's up, bro," Caleb said and leaned in for a bro-shake. He stepped inside and looked around my foyer. "Not a bad spot."
"Thanks, bro... I've lived here most of my life. We don't have a huge yard like you but we do have a pool in the back."
"Seriously? I haven't gone for a swim in ages."
I looked at my watch. I still had some time. "It's nice out, I'm down for a swim," I suggested.
I led him out to the backyard where we had a swimming pool, a hot tub, and a little grilling area with a minifridge. "Oh, do you need to borrow a bathing suit? I was just gonna go in my shorts," I said. I was wearing some athletic shorts, but realized Caleb certainly wouldn't want to go swimming in gray sweatpants. As I looked down at his sweatpants, I noticed an obvious bulge where his dick was. A lot of guys at the party had been wearing gray sweatpants for some reason, and I could see each of their bulges moving around as they walked. I wondered if they did it on purpose to show off. They probably all looked in the mirror in the morning naked thinking to themselves how nice their cock was and how they wanted to thirst trap everyone by wearing sweatpants.
"Nah, that's cool, I can just go in my underwear," Caleb said, shrugging. "Unless... you don't have like a little sister around here somewhere right?" Caleb asked as he slid off his sweatpants to reveal some tight white boxer briefs. Fuck, he was going to go in a pool in those? Wasn't that going to be... revealing? Then again, I'd seen it all.
"Nah, no little sister," I said. I almost said, "but I'm sure she'd be stoked to see you like that," but stopped myself. That would be a very weird thing to say.
"Ethan?" Caleb said. I realized he was now standing in front of me in the sun in just his boxer briefs and green cast. He looked pretty tan, actually, and his hat hair with his big ears was cute. He had such clear-cut V-lines on his abs. And I'd been staring at them.
I shook myself out of it. "Sorry, just uh... remembered we have a bunch of beer in the fridge out here. Want one?"
"Fuck yeah," Caleb said. "Wanna shotgun?"
I'd seen guys in my dorm shotgun beer before, but I'd never done it myself. I grabbed a couple Coors from the fridge. "You might wanna take your shirt off so it doesn't get soaked in beer," he suggested and poked holes in the bottom part with his keys.
I pulled my shirt off and was a little embarrassed for Caleb to see my relatively paler skin and skinnier frame. If we were wrestling there's no way I could take him. He'd pin me down right away. Totally own me. I wouldn't stand a chance.
"One... two... three!" We popped the tabs on our beer cans and ice cold beer flooded into our mouths. Caleb had to stop halfway through, beer spitting out of the can all over him, before resuming.
I, on the other hand, managed to keep sucking beer out of the can and swallowing it down, despite how the ice cold liquid was freezing my throat, despite how I wasn't able to breathe. I finished my can and threw it on the ground with a triumphant caveman cry.
When Caleb finished, he burped, then applauded. "Damn, bro... you swallowed that down quick."
I smiled at him. I felt like a true bro in that moment, able to suck down and swallow a can of beer so easily. I liked that Caleb was treating me just like one of his bros. It was cool. Caleb was actually really cool. Such a friendly guy.
Without warning, Caleb cannonballed into the pool, splashing water everywhere. He emerged and flicked his neck to get the hair from his eyes, sending a curtain of water backward. "Fuck it's really nice in here!"
"Yeah bro, it's heated," I replied and eased myself into the pool.
"You not gonna put your head under?" Caleb asked.
"The chlorine fucks up my hair," I said. "Don't wanna have to shower again."
"Oh come on, don't be lame," Caleb said. And then he dove on me, latching his body onto mine and dunking me underneath the water. I barely had time to breathe before going under. His hot form squeezed my arms to my body, incapacitating me. I felt the bulge in his underwear rubbing on my leg. I could feel his balls sliding against me as I tried to wrestle myself free.
But I couldn't. I was totally at Caleb's mercy. He could drown me right here if he wanted to. Finally, he released me and I emerged, sputtering, coughing, wheezing. At first Caleb laughed, but when I kept coughing, his face turned to concern. "Shit... I'm sorry bro... you okay?"
I nodded as I kept coughing, trying not to look weak. I felt so embarrassed. I went from feeling like the cool bro who wins the beer shotgun competition to the little bitch that can't handle a little horseplay.
I felt Caleb's hand on my shoulder. "Didn't realize I was drowning you. I'm real sorry." He gave my shoulder a little squeeze. I looked in his green eyes and he looked right back at me and smiled.
What if I reached down and rubbed his bulge right now? What if I reached under the waistband of his soaked boxer briefs and wrapped my fingers around his cock? I bet he would let me. He'd let me before.
But I couldn't. I wasn't allowed to. Not here. I had to wait.
After we took our swim, I grabbed a couple towels for us to dry off. I'm not going to pretend I didn't stare as Caleb got out of the water. He got out first and I saw his white boxer briefs clinging to his tight wrestler ass. I wondered if his asshole looked like mine. Mine had just a light dusting of hair and was pretty smooth with a pinkish brown hole. I really hadn't known that until Ryan had made me put my legs up on my desk to expose it to him. And then bending forward so I could slip a dildo inside it, I got a good look at my own exposed asshole. I wondered what Caleb's looked like. Probably similar. His dick was similar to mine, too. Of course, Caleb probably had no idea what his asshole looked like. He would never put a dildo in his own ass like I had. As much as I wanted to be a straight bro like him, I knew that shotgunning a beer fastest didn't magically make it so I wasn't thinking about sucking other guys' cocks.
When I handed him a towel I got a chance to look at his front, and damn if those white boxer briefs weren't pretty much see-through now and clinging to his balls and shaft. I could clearly make out his big cockhead. I handed him his towel and realized he had caught me looking. But we both just pretended like nothing had happened. Just like we were pretending I hadn't jacked him off to completion and made him cum on his own face yesterday.
I grabbed us a couple more beers and led him to my room, telling him I needed to change my shorts and he could change into his briefs that he'd leant me.
Once in my room, I was a little surprised when Caleb immediately peeled off his soaking wet boxer briefs and started toweling his bare ass, cock, and balls. He kept facing away from me so I didn't really see his package, but caught a few glimpses of his soft cock flopping around.
"Here's your underwear," I said and tossed Caleb his white briefs. I felt a little sadness in letting them go for some reason. It would've been nice to get to keep them.
Caleb pulled the briefs on and sat on my bed. It was kind of wild that Caleb from high school was sitting on my bed wearing nothing but some tightey whities and an oversized hat. He seemed so comfortable in his own skin as he took a big chug of beer. I would feel so awkward wearing whitey tighties around other guys. I'm sure he was in his underwear and naked around his teammates all the time, so it probably was no big deal.
I realized I was still in my wet bathing suit. I kept my towel around my waist as I slipped it off.
"Bro... why the modesty?" Caleb asked, casually sipping his beer and watching me. I blushed red.
"Oh, uh... I don't know..."
And then Caleb grabbed the towel around me and ripped it off. I yelped and quickly turned away from him, covering my cock cage, leaving my bare ass facing Caleb. Caleb laughed his ass off. "Nice ass, bro!"
Judging by his reaction, he hadn't seen my cock cage, and I wanted to keep it that way. So I gradually backed up and then shuffled sideways toward my dresser, ensuring I was facing away from Caleb the whole time and covering my cock cage just in case.
"Dude, what's wrong with you?" Caleb asked.
I realized there was no way I could get fresh underwear from my dresser without risking him seeing my cage. "Can you just cover your eyes for second?" I pleaded.
"We're both dudes, you know. I have a dick, too," Caleb said. He seemed genuinely confused that another teen guy would be so scared of letting his friend see his dick. I needed to come up with some kind of excuse.
"I'm just embarrassed..." I stammered.
"Of your dick?" Caleb asked.
"Yeah... it's uh... it's just a lot smaller than yours," I blurted. And turned beet red. Caleb was silent. The truth was I think Caleb's dick was the same size as mine. Of course, when mine was in its cage, it didn't really have a size at all. It's like it didn't even exist. So in that way, it was much smaller than Caleb's dick right now.
"Oh... uh... sorry, bro," Caleb said at last. He put his hand over his eyes and I quickly changed into some boxers. "Don't feel bad, man... I have a pretty big dick. Plenty of other wrestlers on the team have smaller ones."
"Yeah, sure... you can look now," I muttered, still red-faced. Caleb looked me up and down in my boxers. "I guess I just felt like, compared to you... I don't know..."
"I get it," Caleb said. "I've got a big dick and it makes you insecure. No big deal, bro." He raised his beer to me and drank some. God I was so fucking embarrassed. Now Caleb thought I had some kind of tiny dick. That was almost worse than him knowing I was wearing a cage on my dick.
But I needed to focus. I had Caleb where I needed him, and now I had to follow through with Ryan's plan. "Oh, dude! I have to show you this video I found." I sat next to Caleb on my bed and pulled out my phone. I pulled up a video and Caleb's eyes immediately went wide.
It was a video of multiple men all jacking off and cumming on one busty blonde. "Isn't this fucking crazy?" I asked, drinking my beer.
Caleb didn't say much, just crossed his arms and stared, eyes wide. "Uh... that's a lot of dicks, bro."
"You think you'd ever do something like that? Like if a really hot girl wanted you and the whole wrestling team to make her suck your dicks and cum all over her?"
Caleb shifted uncomfortably and tried to scratch an itch underneath his cast. "Uh... I dunno... I don't really wanna be looking at all my teammates hard dicks when I'm with a girl."
"Yeah, totally, I get it," I said. But Caleb wasn't looking away. And in fact, I noticed that the soft bulge in his briefs was turning into a hard rod. I could make out his big cock head. And I think I even saw a little wet spot of precum. Caleb was definitely getting turned on.
"Sorry, Caleb... I know it's probably hard for you to watch this stuff because of your cast and all."
Caleb took a breath. "Yeah... I mean... you wanna help me out again, bro?" Caleb leaned back on the bed a bit. I noticed he was shivering slightly again. He was nervous. So was I.
"Yeah, of course... I'd be happy to," I murmured as I reached down and grazed his bulge with my fingertips. Caleb looked away and drank a long gulp of his beer. Fuck... this was easier than I thought. I wondered if Caleb expected this was going to happen when he came over. If he had actually been kind of craving it since I made him cum the day before. If he actually... wanted me to jack him off again.
I smiled as I wrapped my fingers around his shaft through the fabric of his white briefs. Caleb breathed in sharply, eyes closed, and gulped. He had a big Adams apple, and I watched the gulp travel all the way down his throat past it. I grabbed the waistband of his underwear with both hands and slowly pulled them down to his knees.
Caleb's hard cock flopped out and smacked his stomach. He was already oozing precum. I wondered what it tasted like. I ran my fingers over the slit of his cock to gather all the precum and rub it on his shaft.
"Is that good?" I whispered.
Caleb nodded and finally opened his eyes just a little bit to look at me. "Just so you know... I don't want to... do this to you," he muttered.
I nodded. "That's cool, bro... I told you I'm kind of embarrassed about mine anyway..."
"So is it like... is that why you want to touch mine?"
"Yeah... yeah, I'm just pretending it's mine. So it's like I'm getting to jack myself off if I had a big dick like yours, Caleb," I said. I could tell he was really horny now. When I called his dick big, I felt it throb in my hand as more precum oozed out. "You've got such a big cock, bro," I said, and I felt it throb again. He clearly loved it when I complimented his dick.
I continued stroking him and noticed a new text on my phone. I cautiously glanced at it. It was from Ryan, and it was a simple emoji -- a thumbs-up.
As I stroked my straight wrestler friend from high school, wearing his oversized hat and bright green cast, I glanced over to my desk where my laptop stood open. And I looked at the green light next to the camera that indicated it was recording.
Ryan was watching. And I knew what he expected of me.
Fuck I was so nervous. I had no idea how Caleb was going to react... he seemed so cool with me jacking him off, though he made it clear he didn't want to reciprocate, so clearly he was more just into my hand and not my body. He was just using me to get a good nut since his arm was broken. Which was... a little bit sad maybe, but I didn't mind if it meant I got to watch him nut again.
I noticed Caleb breathing heavier. I couldn't let him nut yet. I had to... had to do what Ryan told me I had to do. I took one more deep breath, looked at the green light on my laptop, then lowered my head down toward Caleb's rock-hard cock... and took it into my warm mouth.
I immediately tasted his super-salty precum and felt the texture of his big cockhead in my lips.
Caleb gasped and his eyes popped open. "Woah... woah..." he moaned as I took more of his shaft between my lips. "Dude, what the fuck... what are you doing?"
I couldn't give him a chance to protest. He had to just feel... good. I had to prove to him that even if this was kind of gay, that I was good enough at sucking cock to just shut up and let me do it.
I opened wide and took his entire shaft into my throat, gagging a little but managing to bury my nose in his trimmed pubes.
"Fuck! Dude, stop!" Caleb protested. He grabbed my hair and yanked me off his dick. I tried to catch my breath, having just been choking on his thick cock, my face red, my eyes full of worry. "What are you doing?"
"I, uh... sorry, I..."
"I'm not a fag," Caleb said bluntly.
"Neither am I," I shot back.
"You were just sucking my dick."
I hunched my shoulders and stared at the ground. It's true I was just sucking his dick. "It's not a big deal, bro... I just... want to help you out."
"It's cool if you wanna jack me off, but I don't want a dude sucking my knob." Caleb took a big chug of beer.
"Yeah, of course not, I get it." I looked down at his cock. It was still rock hard. Why was he pretending like I wasn't good at sucking cock? "But it felt good, right?"
Caleb shifted uncomfortably and tried to scratch under his cast again. "I mean, a mouth on a dick is a mouth on a dick. It's gonna feel good."
"Yeah, exactly... so maybe it's okay?"
Caleb looked me dead in the eyes. Damn his eyes were so green. But this time he looked at me with a bit of fear. "I don't know, man... another guy sucking me off is too gay."
I looked back at the green light. Ryan was probably laughing his ass off at how pathetic I looked right now. He'd told me I had to do whatever it took to get Caleb's nut in my mouth.
"Wh-what if I pay you?" I blurted out. A long silence hung in the air.
"To suck my dick?"
I nodded. I grabbed a twenty dollar bill out of my wallet. "Twenty bucks."
"Bro... you want to pay ME twenty dollars... to let you suck my cock?"
"Please, Caleb, I promise I won't tell anybody." I held the money out for him. "And since I'm paying you, it's not really gay for you. You're just doing it for the cash."
Caleb looked for a long moment at the twenty, then took it. It had worked! Somehow, because I was paying him, it made Caleb feel like he could still claim what he was doing wasn't gay at all... he was just a hot straight guy making a quick buck from a faggot who wanted to suck his big cock.
Except... I wasn't a faggot, I was a mastermind of manipulation! Ryan was probably so impressed with me right now. I had to make sure it looked good for the camera.
I slid off the bed and knelt between Caleb's bare feet. With my knees on the carpet of my bedroom and Caleb sitting back on my childhood bed, I took his cock into my mouth once more. I used my hand to rhythmically jerk him up and down as I sucked him. Caleb, for his part, just chugged his beer and stared into space.
I popped his cock out of my mouth, looked over at the webcam, then licked Caleb's dick from the base to the tip, just like Ryan always liked. Caleb moaned, "Fuck..." and I got a shiver of excitement. I guess that trick worked on more guys than just Ryan. I wondered briefly if it worked on all guys. Like if I got the chance to suck off all the guys in my dorm, what percentage of them would moan when I licked their cock from base to tip like that?
I was hard as a rock in my cage, my dick pressed against the confines, as I eagerly sucked Caleb's cock. I was ecstatic I'd gotten him to let me do it. Sure, it took twenty bucks, but twenty bucks was nothing. Soon enough I'd have 600 dollars coming my way when I won No Nut November.
Caleb pulled his hat off his head and shoved it onto my head. I looked up at him briefly with some confusion.
"Sorry bro... I don't really want to see your face. If I don't pretend you're a chick, I'll never nut."
I didn't say anything, just kept sucking his cock. Yeah, right. He didn't need to pretend I was a chick to cum. I knew he was enjoying my cocksucking skills. Fucking liar. Whatever. If he had to pretend he wasn't enjoying this, then so be it.
Caleb's hat was so big it went over my ears, engulfing my head. With it on I couldn't really see much else but his hard, leaking cock in my mouth. Which was kind of nice I guess. I got to just focus on his cock. I was going to feel so good after I got his nut, I just knew it.
I sucked up and down slowly, then felt Caleb's hand on the back of my head. He shoved my head down and I choked on his dick. "Yeah, suck my big dick," he murmured. I wondered if he really was imagining there was a girl wearing his hat sucking his dick right now. "Faster..."
I sped up my slurping of his cock, using one hand to fondle his tight balls and the other to stroke his meaty dick. I inhaled his musky wrestler stench and continued sucking him, deepthroating with each stroke. It was so much easier to suck than Ryan's in a lot of ways since it wasn't as big. I felt like a proper porn star.
I wondered if Ryan was jerking off watching me. If I was helping him get his nut, too. That would be awesome... if I was getting both Ryan and Caleb's nuts at the same time. Fuck...
"Get ready, bro," Caleb said. "Fuck, bro! Fuck!"
I felt Caleb's dick throb once, twice, and then felt a warm explosion of salty stickiness in my mouth. His dick kept pulsing and spraying his hot wrestler cum in my mouth. I tried to swallow it down best I could and felt some escape my lips and dribble down my chin.
When at last Caleb was spent, he flopped back on my bed and I licked the last drops of cum from his now-softening cock. I watched Caleb lying on his back on my bed. His six-pack rising up and down as he breathed heavily. Eyes closed. He had his arms over his head and I could see his armpits exposed, glistening with sweat. He must feel incredible right now... that post-orgasm relaxation. God how I missed that feeling. That feeling of just... release. Total relaxation. I hadn't felt it in almost a month.
But I did feel a bit of relaxation having swallowed Caleb's load. My cock softened in its cage. I pulled off Caleb's hat and noticed that somehow, a glob of cum had gotten smeared on the brim.
Caleb opened his eyes at last and noticed me looking at the hat. "Fuck, bro... is that..."
"Yeah... I'm sorry, I thought I swallowed it all," I muttered, holding the hat back out to him.
Caleb ignored me, pulled his briefs back on, and quickly got dressed. "Fuckin' gross. Just throw it out, I don't want it anymore." Caleb continued to not make eye contact with me as he finished his beer. "I should get going."
"You don't want another beer?"
"I'm good, bro. Look... nothing happened here, okay?"
"Yeah, of course."
"Because if anyone were to find out, I'd just tell them that you paid me to let you do that."
"Yeah, I know."
"And I'd tell them about your tiny dick."
Why was Caleb being a fucking asshole all of a sudden? Was he really so ashamed of what we'd just done?
"...Caleb, I promise I'm not going to tell anybody," I said. Though I knew that green light was still on my laptop.
"Good."
"I hope you're not, like... mad at me or something. I'm sorry."
Caleb looked at me at last and something in him softened. "No... I'm not mad, Ethan. I guess I just didn't know you were into this stuff. But it's cool. I'm totally supportive. Just... don't bring me into it, understand?"
"You got it." I smiled weakly as Caleb left me. I sat on the carpet of my room in my boxers, still holding Caleb's hat. I smelled the cum stain on it. And then found myself holding his hat to my bare chest. I really hoped he wasn't mad at me. He was a really cool guy... I actually enjoyed hanging out with him. But I get that what we did was... weird.
It was weird for me, too! I mean, it had become a lot more normal in the month of November, but pre-November Ethan would've thought this was incredibly strange. I'm sure December Ethan would think this was strange. But for now, I was still November Ethan. I still had to stop myself from having an orgasm for just a few more days.
November was almost over. I was almost free of this cock cage. I was almost free of being some pathetic boy who begs to suck his ex-classmates cock. Who pays for the privilege of sucking his straight cock. I was almost $600 dollars richer. Six. Hundred. Dollars. I couldn't believe it. I was so close now.
I grabbed my phone and texted Ryan. "How was that?"
A moment later he responded. "You're a good cocksucker, Eth. Proud of you, bud ;)".
I was both pleased that Ryan was proud of me and sort of repulsed that he'd called me a cocksucker. But whatever. I could forgive him. I'm sure he meant it in a nice way.
And then he sent me another text -- this time it was a short video -- a screen capture. And in it, I saw myself on my knees sucking the cock of my former high school classmate. It was surreal to say the least. That was really me, kneeling in my boxers, lips wrapped around another boy's dick. I sighed and felt a tingling sensation at the base of my balls. Fuck, no, I thought I was going to feel relaxed having got Caleb's nut. For some reason seeing a video clip of the encounter was making me riled up again.
I decided to take a shower. And I'm hesitant to admit it, but I did take the dildo in with me. And I bent over and I pushed the dildo into my own asshole as the water washed over me. And yes, I imagined it was Caleb's dick. And it hurt, and I winced, but then I moaned a little, and I kept pushing the dildo in and out of my asshole and thinking about how Caleb's nut had tasted. And by the time my shower was over, I felt relaxed. There, I said it. I used a dildo on myself and it actually felt kind of nice.
Just a few more days. Then November, and all of this, would all be over.
Thanks for reading this latest entry about my November experiences. It's been awesome to hear from so many of you. I'm trying to respond as much as I can when I have the time, but know that I'm reading and appreciating all your messages. You can reach me at ethanjsharp@gmail.com.
It might be a little while before the next chapter, so please be patient. Thanks for the encouragement as I share my story. :)