Our Son's College Tournament: Chapter 14
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Chapter 14
Part 1: An Indecent Proposal
"You wanna go to the bar downstairs?" I asked Will. "I can't believe our wager thing was Thursday night. It feels like so long ago."
"It does." Will said. "Are you ok if we just stay in? I'm ready for a mellow, cozy night after the last few. I know we should be taking advantage of the time in the city but I feel like I borrowed energy from today for last night. I'm sort of spent."
"I get that. I'm happy to just hang here. It's fun to just be in a hotel. We can rent a movie. You feeling frisky at all? You need a nice relaxing BJ?" I said and paused for a response. "Another BJ, I mean." I added smirking.
"Definitely - in a bit. For now, I just want to hang out. Come lay your head on my shoulder." Will said.
"That sounds perfect. I feel like we've been in constant motion." I said, lying down next to him and snuggling into the space he made between his right arm and his chest. He was just wearing pale grey boxer briefs. My face was against the soft skin of the side of his pec. He smelled good: a clean mixture of hotel soap and old spice deodorant and his Armani cologne.
"You smell good." I said and kissed his chest and wrapped my arm across his abs, feeling the stubble of his trimmed treasure trail. "I'd be happy right here...probably forever."
"Speaking of that..." Will said, trailing off. I was so relaxed that I'd forgotten he hadn't finished that thought until he started again.
"I liked being married." He said, appearing to have changed the subject.
"Yeah, I did too. Just was missing something, I guess." I said.
"Exactly. I like being a husband, just not Michelle's husband."
"Understandable." I added laughing a little.
"I liked being a partner. Do you think you'd ever want to be married again?" Will asked. I was confused by where that was headed. I wasn't sure how to respond.
"I can't imagine being happier with anyone that I am at this very moment." I said. "You never know though, I guess." We were silent for a couple of minutes. I was enjoying just being close to him and not having a single obligation or plan.
"I have something for you." Will said and pulled his arm out from under me. I made a sound like a whiny puppy. Will laughed as he stood up and started digging around in his suitcase.
"What are you looking for?" I asked.
"Just a second." Will said, not really answering.
Then he pulled a small box out and stepped back over to the bed and got down on one knee.
What the fuck?
"What are you doing?" I asked hesitantly, unable to cognitively reach the only logical conclusion.
"This might seem crazy but just hear me out." Will said. "I've never felt more like who I want to be - like myself - a self I didn't even know completely until I met you - then since you've been in my life. You're the best part of my life and you make every day - and I mean every single day - every kind of day - better...better than better - the best. I never thought I could feel so...satisfied - emotionally, not just sexually. I've always heard people say you should marry your best friend and I never understood that. Michelle was never my best friend. She wasn't even really my friend at all. You are my best friend and the hottest, sexiest, person I've ever been with and..." he paused. It was clear he had some idea of what he wanted to say but hadn't written it down or rehearsed it at all.
"Are you asking what I think you're asking?"
"Will you marry me?" Will said. I started to get chocked up looking at his face. I saw how apprehensive he was. I've never seen him look so vulnerable.
I was shocked. I know that it's possible. It's legal and plenty of people do it, but it had never occurred to me for single second of our time together. I guess I'd never let myself think that much about the future. The present was so great; I didn't want any other shoes to drop.
"Wow." I said. Will looked confused and even more anxious. I realized my lack of an immediate response was understandably stressful for him. I couldn't imagine him ever doing something so far from the world he'd been living in for so long. I was slowly coming to terms with the fact that Will actually did feel the same way that I did.
"Yes." I finally said.
"Yes?" Will said excitedly but also as though it was a question.
"YES!!" Fuck Yes! Holy shit, Absolutely!" I said and grabbed his face and kissed him. He kissed me back with an intensity I'd never felt before. "Holy shit!" I said again, breaking our kiss. "Really?"
"Really?"
"Yeah, like, I can't believe you really feel the same way." I said and watched Will's lower lip quiver and tears started to well up. I smiled at him and watched one spill over and run down his cheek - then the other.
I'd never seen Will cry - not even when he and Michelle were at their worst stages of their breakup and he'd been very down and distraught. I grabbed him and hugged him as tight as I could.
"This is so great. I just can't believe I found you." I whispered.
"That's exactly how I feel." Will said, sniffling slightly, trying to regain his composure. "I love you. So much. I never knew what that even meant until we got together. That's why I thought it had to be here. It had to happen in this same place where it all started." Will said.
"I love you too." I said and kissed him again, feeling his runny nose mixing with the wetness of his mouth. I didn't care. "So...what's in the box?" I smiled.
"Oh shit!" Will said. "Fuck! What was I thinking? I did this all wrong." He backed up a step, wiped the moisture from his eyes with one hand and held out the little ring-sized box to me with the other. I thought he was supposed to open it so I just waited. "Oh, shit! I don't know what the hell I'm doing." He added and then pulled the top back to display a black ring with three diamonds embedded in a row across the top. It was cool. It was what I like. He knew me. It was not what he would have wanted for himself at all. "Give me your hand."
"Glad it's not a cock ring." I said. Will looked at me with the Devilish grin I was getting more accustomed to now that he was shedding the uptight veneer that he'd grown under Michelle's lack of care.
"You're such a fucking perv." He said smiling at me. "We can get matching ones for the honeymoon."
"Wow. A honeymoon." I said, suddenly considering all of the things weddings entail. "Maybe for the bachelor party." I added. "We can have the boys be our best men." I said, shifting gears.
"Yeah, I thought of that already. Jacob will be a terror if he thinks he's planning a bachelor party though.
"There will be strippers." I said, smiling.
"We'd be lucky if that's all he planned." Will said.
"Speak for yourself." I said, smirking. "But I know what you mean. He's seen us in some pretty crazy situations, and I know he'd try to top that."
"Exactly." Will said. "He'd probably arrange some mass bukkake scene where we get covered in jizz by the end."
"That just made my dick harder." I said, blushing. Will reached out and grabbed my boner through my briefs and squeezed it. Then he leaned in to kiss me.
"Perv." He said with his tongue still in my mouth.
"You like the idea too." I said, wrapping my hand around his stiff banana cock and gently stroking him. Then I pulled him in tight and grabbed his smooth ass cheek. His ass is so firm now, it made me moan into his mouth as I squeezed it. I need to start doing more squats.
"He'd probably secretly film it though and put it on the internet." Will said. That thought was both hot and terrifying.
"He'd sell it to some porn site to fund college." I said.
"No, he'd sell it to fund a trip to Vegas...or Ibiza or somewhere else. He'd still make me pay for college." Will said between kisses.
"WE'D have to pay." I said. "We're a team now."
"Eric's on scholarship. I definitely got the better end of that deal." Will said, smiling. "And after his performance today, they should be paying him extra."
"You think Dix would want to officiate?" I asked just speaking out loud as it crossed my mind.
"That's a great idea. He can get ordained online. I hadn't gotten that far in thinking about it. I didn't let myself think too far ahead. I wasn't sure what you'd think of this idea. It's pretty...radical."
"Radical?" I said, laughing.
"Ok, maybe that's the wrong word. It's gonna shock a lot of people." Will said.
"Maybe." I said stopping to consider what our friends and family would think. "I don't think the ones that matter will be that surprised, actually. They'll be happy. They all see how much happier we are now."
"Michelle's gonna have a meltdown." Will said.
"We could sell tickets." I said and Will laughed hard, his eyes still damp. "I know you wanted to stay in, but we should celebrate. Let's go down to the bar to get a bottle of champagne."
"Why don't we just order up one from room service." Will said. "That way I can collect on your earlier offer." My cock twitched in my pants, and I felt a long strand of precum ooze from my piss slit thinking about giving Will head. This called for an extra good one. "I see you like that idea." Will added, staring down at my crotch. He stepped back and picked up the phone to order.
"Get us some dessert too. Something with whipped cream or frosting." I said smiling at him and locking our eyes together. There was that devilish grin again.
I couldn't wait for the champagne. I stripped down to my tighty whities and got on my knees at the edge of the bed and patted the mattress, indicating that Will should sit at the end. I saw lust in his eyes. Once he slid down to the end of the bed, I pulled his grey boxer briefs off and tossed them across the room. He was so hard too. He was finally feeling back to 100%. His cock looked extra beautiful for some reason. I guess I knew the reason.
"You wanna watch some porn while I do this?" I asked. "We can rent some."
"Maybe later. For now, I just want to watch you." He said, leaning back on his elbows.
"Scoot down a little more so I can play with your balls." I said. He happily slid done a few extra inches until his sack hung off the edge of the bedspread. I cupped them. They felt smooth and heavy. I thought about the delicious cream I was about to coax out of them. I squeezed them gently and curled my fingers around the underside of his sac and the base of his boner together, pulling it down just enough to aim his curved cock at my lips. Then I sucked his soft head into my mouth and went to work. It was my favorite cock; I spent about ten minutes employing all my best moves. Mostly I was just sucking hard as I bobbed up and down its full length, feeling his head fill my throat and milking his shaft each time I pulled up. He was leaking and it tasted like honey.
There was a knock at the door. Will caught my eye and smiled and just nodded toward the door.
"Like this?" I asked looking down at the fat tent in my briefs. There was a quarter-sized precum spot and my swollen helmet head was straining against the single layer of fabric on one side of the fly and pulling the leg opening away from my thigh.
"Like that." Will said and nodded in that direction again. He was amused by the thought of me humiliating myself by answering the door. "I can't go like this." He added nodding down at his slick boner that was hovering just above his trimmed pubes.
I walked to the door, hyper aware of how hard I was and how obvious that would appear. I thought about putting my pants back on but the thought of someone seeing me aroused made me dizzy with horniness. I looked through the peep hole and was happy to see that it was not Javi and it was a man, who would be less freaked out than a woman if a guy answered the door in his underwear with an erection. Maybe. Guys punch harder too though, but that seemed unlikely; I was a guest.
I opened the door wide as I saw he'd brought our order on a cart covered in the traditional floor-length white linen. The waiter was younger than we were by a few years. He was solidly built and had reddish brown hair and a beard - a budding ginger daddy cub. He was wearing a white dinner jacket that had obviously been starched and ironed. I pictured his hairy ginger barrel chest beneath the crisp white shirt and black bow tie.
"Oh..." he said, staring directly at my crotch in shock. Then he looked behind me and saw Will, naked, sitting on the edge of the bed. He had the decency to cover his boner with his hands but the sight was still shockingly lewd. The waiter just stood there stunned.
"Perhaps you wouldn't mind putting on your robe...robes?" He said, glancing behind me. He didn't seem annoyed. He was clearly a trained professional. He'd probably seen everything before - or maybe word had gotten out in the kitchen about our antics earlier in the weekend. I blushed. This was not a porn set, despite the similarities. It wasn't even like we wanted anyone to join us. This night was just for us - but the titillation of exhibitionism still hung in the air. My pulse was racing and my stiff cock throbbed beneath the cotton.
I stepped into the bathroom and slipped into one of the plush white robes, monogrammed with the hotel's logo and then tossed the other one to Will who just let it lay across his lap. He leaned back on his elbows again, making sure his tented bulge was still evident under the terrycloth.
"Thank you, gentlemen." The waiter said as though we'd simple cleared him a path, and proceeded to wheel in the cart over near the chairs on the opposite side of the beds. I was starting to regret that we'd bothered to get a room with two queen beds in case Jake needed a comfortable place to sleep. The added space for the cart would have been more romantics now, not to mention being able to spread out in a bed that matched the king size we had at home.
The waiter twisted the little metal tie around the neck of the champagne bottle and then worked the cork back and forth until the inevitable "pop" startled all three of us. Bubbles oozed out slowly until he poured them into the two crystal flutes, expertly holding the bottle from its base. Then he uncovered the tray to display the tiny whole chocolate cake, topped with a generous portion of fluffy dark chocolate Grenache.
"What are you celebrating?" He asked, mostly out of courtesy.
"We just got engaged." I said, smiling. I wasn't sure what kind of reaction I would get if even only a subtle, tell-tale facial expression.
"To each other?" He said, obviously without thinking. He blushed and started to speak again, presumably to apologize.
"Yes! Just a few minutes ago." I interjected before he could add anything. As if he could see the joy on our faces, he smiled instinctively. I handed him a folded ten-dollar bill for his trouble, resisting the urge to make a dad joke about giving him the tip.
"Well, congratulations." He said. "You both enjoy dessert...and the rest of your evening." He had a conspiratorial glint in his eye as he turned to leave. It was obviously what was about to commence; the only unknown was in what order the drinking and eating and fucking was going to occur.
Will had tossed his robe on the floor and was resting the base of his glass on his trimmed man bush. I let my robe drop to the floor, exposing my stiff bulge again, which could not have been more prominent, as I had turned sideways to face Will. Our ginger cub turned toward us for one last look before nodding and pulling the door shut behind him.
"Fuck. That was hot." Will said as he clinked my glass with his and downed half of his champagne and leaned back on his elbows again. "You should chug that and get back on your knees."
I did as I was told.
It took about ten more minutes to bring Will to the edge a couple of times and then tease him by pulling off and kissing his balls.
"Matty. C'mon, Man. Let me cum. You're killing me here."
"Just wanna make sure it's a good one for you." I said and went back down on him. I bobbed up and down a few more times and then felt his abs tense and his cock get just a little bit harder. He reached down to hold my head down this time as if teasing him again was no longer an option. I sucked hard and went down so far that I could feel his cock head completely fill my throat and my lower lip could feel the wrinkled skin of his nut sack.
"Oh fuck yeah!!" Will moaned. I had limited time without air so reached up and flicked his hard little right nipple with my left hand and tugged on his sack with my right.
"OOOOoooooohhhhhh FFFuuuccckkk!!!" He finally grunted as his stiff cock throbbed and pulsed inside my mouth. I pulled up just enough to be able to swallow each forceful spurt. Then I grabbed his shaft with just his head in my mouth and pumped him as he continued to send ropes of thick spooge onto my tongue.
It was so hot; my own clock was twitching and I thought I might spontaneously erupt in my briefs. I would have if I'd had a free hand to jack off with as he came.
I couldn't wait any longer. I stood and pulled my briefs to the floor, awkwardly stepping out of them and almost falling on Will. I climbed up on top of Will and laid my boner on top of his. He was still rock hard and slippery from the spit and remaining semen oozing onto his abs. I felt the heat of his erection against mine. I felt the sensitive skin of my scrotum touch his smooth balls as my tight, shaved sack settled on top of his. The tiny stubble on each of our nut sacks tickled and sent electricity through my whole body.
I just started rubbing against him. I laid my entire weight on his chest and buried my lips against his neck as I pumped my pelvis against his, feeling the sensitive undersides of our boners grind together.
"I know you wanna fuck me." Will said into my ear.
"I do. I really wanna fuck you."
"I know, but I can't right now. I've been hungover all day. Last night's beer...all the greasy food...it's...not a good time..." Will whispered apologetically.
"I know. I get it. Me too. This is all I need. I love this. I love just grinding our cocks together. I love it when they're touching...our cocks...like, the most intimate, manly parts of us are connected. Sometimes this is better than fucking. I ove that I can feel your cum on my dick. Just let me cum like this. Can I just cum like this?" I grunted into his ear as I thrust against him.
"Of course. Fuck, yeah. Always. Just do it 'til you bust, Man." Will said.
I was straddling him and continued to hump against him like a horny dog, kissing his neck and his jaw and his mouth and his chin.
"Oh, yeah." I moaned.
"You gonna squirt your load on me?" Will whispered in my ear, knowing I was getting close.
"I'm so close." I grunted.
"Me too. I'm gonna bust again, I think. Keep going. Don't stop." Will whispered louder. The thought of making him cum again made me crazy. It pushed me past the point of no return.
"Oh, Fuck Yeah! Fuck yeah!!" I grunted as I felt the first rope shoot out. I raised my hips up and looked between us to see the next two ropes stream up across Will's chest. Then I missed the feeling of our cocks touching and slammed back down onto him again and felt the amazing sensation of our cocks sliding together in the warm slippery mess of my load. My balls were wet with jizz. There was so much jizz. I felt a wet puddle between us and then the sound of our bodies slamming together was accompanied by loud, wet snacks. How was there this much cum?
"There's so much fucking cum." I said, finally slowing down. Will was still bucking up hard against me. I hadn't even noticed his movements.
"Don't stop! I'm still cumming." Will whispered. I hadn't realized he'd cum too. I assumed I'd feel the pulsing of his cock as well, but I guess there was just so much grinding and thrusting I hadn't even noticed. I continued to grind hard, making sure he had the friction he needed to ride out his own second orgasm.
"Fuck! You can stop now. I'm done. Holy shit." Will said, panting. He wrapped his arms around me, and I just laid on top of him. "I love you. That was amazing. I came so hard again...so quickly after the last one. That never happens."
"It was awesome. I love cumming that way too. We should do it more often." I said. "And I love you too. So much. I'm so happy right now."
"Same." Will said and squeezed me again. Then I rolled off into the crook of his shoulder and draped my arm across his chest. I could hear his rapid heartbeat with my face against his chest. I liked that I had made it beat so fast.
--
We laid there for a while; I'm not sure how long, when we were startled by the sound of the deadbolt retracting and our hotel room door opening. We couldn't see who it was from the bed.
"Hey, Dad!" Jake said. "Matt! How's it going?" He paused for a second. He seemed unfazed by our nudity but we both got up and grabbed our briefs out of politeness. "Jesus H. It smells like a fucking bucket of jizz in here. I was just telling Brett you two are like fucking rabbits, but damn. Seriously, it reeks in here. Did you have a contest to see who could cum on everything? Do I need to one of those black lights in here? Where's a safe place to sit down?"
I busted out laughing. Jake's overly dramatic reactions always amuse me.
"Jacob! Language!" Will said.
"Seriously? The language is the part of that you object to?" Jake said.
"Do you have to be so...vulgar all the time?" Will said. Jake is nineteen for fuck's sake. The time to reprimand him for cursing ended when he was about fifteen. Jake busted out laughing.
"Are you kidding me?" Jake said, still laughing. "Not wait...are you FUCKING kidding me?" He revised. "I watched you getting railed in the ass on your hands and knees while your boyfriend blew me last night. You're worried that I'M 'Vulgar'?!"
I busted out laughing. There was obviously no arguing with that. I don't know what Will was thinking. It's like he can't help himself with Jake.
"Fianc‚." I said.
"Huh?" Jake grunted.
"His fianc‚ was blowing you." I said. Jake still looked confused. "Last night." I added. It took a few a more seconds and I watched the lightbulb switch on. Jake looked at me with a furrowed brow, then at his father. He raised his eyebrow as if asking for confirmation. Will nodded. Jake looked around the room then and took in the room service cart with the chocolate cake and the fancy silver ice bucket with the champagne bottle jutting out from the top at an angle. Then he saw the flutes on the nightstand and dresser.
"Wait, What?" Jake said.
"His fianc‚." I said again. "Me." I added as though he needed it spelled out, which he didn't. He was just processing it emotionally apparently.
"We got engaged." Will said. "We're going to-"
"Yeah, yeah, I get it." Jake interrupted, still sort of stunned. Then he smiled. "No fucking way." He said as if to himself. "Oops. Sorry, Dad." He added suddenly willing, for some reason now, to concede to his father's authority on the cursing.
"Like an actual wedding?" Jake said. "Like you'll be each other's husbands?"
"Yes, that's how it works, Son." Will said. "And I'd like you to be my best man."
Jake looked surprised. I saw tears well up in his eyes. Actual moisture - on Jacob Michael Sampson. It was evidence of what I'd suspected all along: that he just desperately wants his father's approval: well, maybe not desperately.
"Does that mean I get to plan the Bachelor party?" Jake asked. Both Will and I started laughing. "What?" Jake added. "You are gonna have one, right? Vegas?"
"Maybe." Will said. "We haven't talked about it yet. This just happened a couple hours ago."
"But It's my job, right?" Jake asked, excitedly.
"Well, it's usually the best man's job to pay for it too." Will said, smiling. Jake's eyes got big. "Don't worry about that. We'll give you a budget."
"You and Eric." I said.
"Oh, yeah. Of course. That's awesome!" Jake said. "Does he know yet?"
"You're the first. Like we said: this just happened." Will said.
"So...who asked who?" Jake asked.
"Whom." I said.
"Fuck you. Who asked WHOM?" Jake restated his question. I just looked at Will.
"I asked Matt." Will said.
"And he said, 'yes'?" Jake said. "Even after last night?"
"Oh, partly because of last night." I said, smiling. Jake just smiled and shook his head. "Last night and every night."
"Whatever." Jake said, rolling his eyes. "I'm happy for you. You have my blessing." He added as though his approval was essential. "Did my dad give you a ring?" I held up my left hand to show off the black band. Jake gave a surprised look of approval.
"When are you gonna tell Eric?" Jake asked. "Can I tell him?"
"No. What the hell, Jake?" I said. I knew he was just anxious to start conspiring with Eric but he was acting like he an impatient little kid.
"Sorry. I guess that wouldn't be right." Jake said. "Can I at least be there?"
"Sure, we'll wait until tomorrow." I said. "When we can do it in person."
"Yeah he won't pick up now anyway. He's in bed with Lana and he's not coming up for air until morning." Jake said. "They'll be going at it all night." He paused. "You know he wouldn't do it all week, right? His stupid high school rule and-"
"We know. We know." Will said. "Whatever he did, it worked. I'm sure they're having fun making up for lost time."
"Maybe you should try it." Jake said.
"Try what?" Will asked, not following.
"Try going without sex for a whole week." Jake said, smirking.
"I'm sure we've gone that long at some point..." Will said, cutting himself off when he turned to look at me. I gave him a shocked look and shook my head. Not since the first couple of weeks after we first got home from that first tournament had we gone an entire week without finding a place to hook up for at least quick blow job in one of our cars, or a quickie in a restroom somewhere. "Ok, maybe not, I guess." Will finally added, blushing.
"Rabbits." Jake said and went into the bathroom. He left the door open while he took a loud, strong piss aimed right at the center of the bowl. He flushed and walked back with his jeans still open and a small circular piss spot on the exposed front of his white mesh underwear.
"What are those underwear? Is that a jockstrap?" I asked, reading the text on the waistband and suddenly embarrassed that I'd obviously immediately zoned in on his crotch.
"Oh, yeah. It's a white mesh jock. I got it from Aaron. They're hot!" He said and pulled off his jeans and sweatshirt and just stood in only the jock. Then he held his arms together and started shaking his hips to imaginary music as he started to dance and gyrate as if he were still in the golden cage from Cell Block. That also felt like it had been several days ago. Jake spun around, exposing his beefy, round, bare ass. It jiggled as hips moved. I watched Will blush and wondered if he'd just been reminded that he'd lusted after Jake when his identity had been a mystery.
"Nice boner, Matt." Jake said glancing down at my white briefs. How could I have a hardon again?
"Sorry. That jock is hot and it's reminding me of your father in his red leather." I said.
"Good save, Mr. Fianc‚." Jake smirked as he continued to dance.
"Who knew you could dance?" I said, trying to change the subject.
"Why wouldn't I be good at that too?" Jake said as though he were simply stating the obvious.
"So what's up with that guy you were with?" Will asked.
"Brett?" Jake said. "You mean the guy you blew at the bar?" Will blushed again. He'd not only walked right into that one, he'd opened the door himself.
"You two looked...well acquainted." I said trying to save Will.
"Yeah. He's cool. We've been hanging out." Jake said in the vague manner that all Gen Z members use to describe their entanglements.
"How's it hanging...out?" I asked, smirking. There was no way they hadn't had sex - at least once before we saw them in Dix's office. They walked in buck naked and proceeded to just join in the fun. I wanted details - not just because picturing them together seemed hot as fuck, but this Brett guy wasn't even someone he'd met when he was here before to visit Eric. How does someone go from not even knowing someone to joining in on what was basically an after-hours orgy two days later? Jake had special powers.
"We met at a bar Thursday night." Jake said. "Standing at a urinal actually. I saw his pecker before I knew his name."
"And?" I asked. Will just sat next to me on the bed. We were leaning against the padded fabric headboard, both in our underwear now. Will had pulled his legs up and was resting his elbows on his knees which left a huge, tight bulge showing between the undersides of his thighs that I could see both next to me and in the mirror. It was distracting. I felt more blood rush to my groin and casually laid my arm across my lap.
"And his roommate was out of town for the weekend, so he said I could sleep there if I needed a place." Jake said. "He's a friend of Aaron's."
"Eric's couch wasn't good enough?" I asked, still wondering why they'd seemed to be not getting along.
"Yeah, it's not really. Too short. And I wanted to see the frat house."
"You wanna join a frat?" Will asked.
"Yeah, Maybe. It was cool." Jake said. "You were in a frat, right?"
"We both were." Will said.
"Cool. It was awesome actually." Jake said. "I'm going to apply to transfer."
"Really?! That's great, Jacob!" Will said, enthusiastically. He jumped up and hugged Jake. I stared at Will's ass. His boxers had ridden up so that the lower portion of his firm right ass cheek was exposed. I pushed my arm down against my erection. It felt good. How could I still be horny?
Jake's lack of academic ambition had been a constant source of consternation for Will. I admit I shared his concerns. It didn't seem like Jake was destined to peak in high school.
"Thanks, Dad!" Jake said. He was genuinely visibly happy to, again, have his father's approval. I wondered why he hadn't pursued this path before as he had to know it would be well-received. Jake was still in a state of rebelliousness against conformity and authority that Will and I both hoped would soon wear off.
Jake sat back down on the edge of the bed and I watched as the mesh pouch bulged between his legs as he sat. His cock head was prominently pushing against the fabric as it folded over his balls. The ridge of his dick head was clearly visible at the tip of the pouch. I know I was staring, but neither of them seemed to notice.
"So you..." Will asked without having to finish his sentence as he grabbed his champagne flute from the dresser and sat back down. He handed me mine from the nightstand and we clinked again and sipped.
"Yes, we..." Jake replied, intentionally also not finishing.
"So, you had sex." I said, just finally finishing their sentences.
"Why is this so important to you to know?" Jake asked. It was a good question. It was none of our business. His love life had always been such a mystery though. We were both tired of speculating.
"Well, you'd spent a lot of time with Aaron in high school and now you seem to be spending a lot of time with Meghan. But last night you were clearly having some fun with Brett. We're just...curious about...who's striking your fancy so to speak." I said. I was trying to be subtle but after it came out of my mouth, I realized it sounded intrusive.
"Am I confusing you two?" Jake said, smirking. "Good."
"We're just curious what you're looking for." I said, trying to clarify, but just sounding more like a meddling old auntie.
"I'm trying to have fun." Jake said. "I'm 19; I'm just enjoying the party." He paused. "I like both beer and wine." Jake added and shrugged. I was amused by his attempt at a metaphor.
"Ah. Ok. It seems like you've just always been a beer drinker." I said, making the mental decision that guys were obviously beer and girls were wine - just like dogs are boys and cats are girls.
"A lot of teenagers start out drinking beer and then move on to something more sophisticated." Jake said. I was impressed by how astute that comparison was.
"I guess that's true." I said.
"There are some guys who grew up drinking wine - maybe because they were told it was classy or something - and then they find out they want to just play beer pong with their buddies." Jake said, flipping his metaphor back to Will's and my experience: again, impressively accurate.
"I guess that's true too." I said, thinking Jake was definitely ready to transfer to real college.
"And sometimes you find those former fine wine drinkers hammered at a frat party doing keg stands." Jake said with his devilish grin. Damn. Too bad that analogy couldn't be used as his application essay. That was an apt analogy for last night's office sex party. Little did Jake know that wasn't our first kegger.
"What the fuck are you two talking about?" Will said.
"Dad! Language!" Jake said, making us all laugh. "Can I have some of that cake?"
Part 2: These Dreams
"You awake?" Leo asked as he laid in bed on Monday morning. Gina had taken an Uber back to her hotel sometime after 1:00 AM. She wanted to be back before her friends returned after bar time. Lana had left for a walk of shame around 6:00 AM. Eric and Leo had slept for another three hours. There were no classes since it was a holiday, and they were talking that opportunity to sleep in.
"Mostly." Eric responded, facing the wall. He rolled over onto his back and stared up at the ceiling. He had the morning erection he always woke up with tenting his sheet.
"I had the weirdest dream last night. "Leo said, also staring up at the ceiling, not even noticing Eric's tent. His legs were spread underneath his covers and the bottoms of his feet were pushed together. They were both still naked. Leo reached down to scratch his balls and felt dried jizz crusted in his matted pubes. He farted loudly. They both laughed.
"Same." Eric said. "I dreamed some random girl showed up and convinced you to fuck her in front of Lana and me."
"That's so weird." Leo said. "I dreamed I was lying in bed here and I saw Lana sucking your cock and riding reverse cowgirl on you."
"Damn. That is weird." Eric said. "I dreamed I was watching you fuck that girl doggie style while she fingered herself until she came all over on your dick."
"Huh. In my dream, Lana was down on her elbows squirming while you pounded her from behind."
"Really?" Eric said. "Was I giving it to her good?"
"So good, Bro." Leo said, finally looking over at Eric and smiling.
"Sounds like a pretty awesome dream."
"So hot, Bro." Eric said reaching down to grope himself. "It made me fucking horny as shit."
"Same, Bro." Leo said also feeling up his own stiff cock under the covers. "Did you cum in your sleep again?" He added, smirking.
Eric laughed. "Nah, Bro. I was pretty drained...finally."
"You're picturing those tits right now, aren't you, E?" Leo said.
"How'd you know?" Eric said turning to look at Leo and noticing his arm moving slowly beneath his covers. Eric gripped his fat shaft and squeezed. He felt precum drool out onto his thumb.
"'Cause I've seen 'em now too." Leo said. "You picture those all goddamn day, don't you, E."
"Pretty much." Eric said, laughing and starting to stroke. "Fuck - Gina's though too, Man. So fine, Lee."
"I know, right? Not as big, but still so perfect, right?"
"No shit. You couldn't see 'em in that video." Eric said. "But, damn, they were nice."
"D'they make you cum?" Leo asked. "I saw you staring at 'em while you pounded Lana over there."
"Fuck. Definitely, Bro." Eric said, now actively stroking under his covers. "That was so fucking hot. Fucking and watching - like everywhere you looked it was hot."
"So hot, E." Leo said. "Dude. I can wait. I gotta just go for it, Dude. I gotta run one out. I'm as horny as I've ever been waking up."
"Let's do it. Let's just fucking bask in the memory, Bro." Eric said as he kicked his covers off, exposing his stiff, fat prick and dense black bush. He looked over at Leo and pushed his thumb up against the base of his shaft to aim it at the ceiling. Leo smiled at him and kicked his covers to his feet as well. He grabbed the end of his cock by his swollen head and also pulled it straight up, fondling the sensitive ridge with his fingertips. Then he wrapped his other hand around the base and started stroking two-handed.
"Fuck, yeah. This is awesome. That was so hot when both of us were going at it doggie, Man." Leo said moving the hand that had been teasing his cockhead down to cup his balls. "Wanna race to see who cums first?"
"What are you - In seventh grade?" Eric said laughing as he stroked.
"Is that what you were doing in seventh grade?" Leo asked.
"Of course. Weren't you?" Eric said.
"Like, racing a buddy? No." Leo said. He had regret in his voice like he'd missed out on a frat party. "My friends were pretty uptight. No one ever even talked about it."
"Sad. It was fun. We thought we were so old, you know? Like we'd become real men because we could make it happen. When did you first jerk off?" Eric asked.
"Like how old?" Leo asked. Eric nodded. "13. You?"
"Twelve." Eric said. Leo made a face indicating that was impressive.
"What about Jake? Was he like, eight?" Leo said laughing at how horny Jake always seemed.
"No, he was like, 14 at least. He was a late bloomer." Eric said. Leo raised an eyebrow. "I know; it's surprising. But everybody's different, I guess. He made up for lost time."
"So you two used to do it together?" Leo asked.
"All the time. We all did: Jake, Aaron, Nick...a bunch of us - half the team sometimes. We circle jerked in the school locker room - like, all the time. You remember what it was like back then, right? When you first figured it out? It's like, 'you mean if just do this...I get THAT?' It was constant."
"Yeah, no shit." Leo said but in a way that seemed to indicate he'd had more guilt about or something. "That's crazy, Bro." Leo said. "So was Aaron always..."
"Built like a porn star?" Eric asked, smirking.
"Yeah."
"Pretty much. Since I've known him anyway. He went to Catholic School 'til 9th grade so I didn't see him 'til he was a sophomore, and we were freshman on the wrestling team. He was the biggest in the locker room...by a lot. I knew it before I'd even seen it though. Word got around from the other guys that went to his junior high. So maybe he was born that way."
"Interesting." Leo said, "Maybe he just came out of his mom with a huge dick." They both laughed picturing an infant with an oversized appendage. Now Leo was picturing stroking Aaron's monster cock in the Cell Block restroom. He was mentally comparing it to his own as he watched himself stroke. The memory of feeling Aaron's big dong pulse as he shot out his load made his own balls tingle and his heart race even faster. It was so...taboo, especially combined with listening to Eric talk about his group stroke sessions. It was bringing Leo to a new level of horniness.
"So you never..."
"With someone else? Nope. Not really." Leo said.
"What does, 'not really' mean?" Eric said.
"Well, my brother and I...like, walked in on each other a few times." Leo said. "But we had our own rooms."
"I wish I'd had a brother." Eric said as if speaking his inner thoughts out loud.
Eric was more like a brother to Leo than his own brother. He wasn't going to say that though - especially with his dick in his hand.
"How many times have you watched the video of yourself fucking Gina?" Eric said, changing the subject back the night before.
"Not sure. A lot, I guess." Leo said, laughing. "How many times did YOU watch it?" He countered.
"Only a couple. I was trying to stay away from porn...obviously." Eric said. "You get off to it?" Eric turned to look Leo in the eyes as if that was more likely to illicit an honest response. Leo blushed.
"You know it." Leo said, smirking. "Twice."
Eric laughed and nodded and closed his eyes as he stroked a little faster.
"Wouldn't you have?" Leo asked.
"Fuck, yes!" Eric said. They both laughed. They both increased their pace as they mentally pictured the POV video of Leo shoving his stiff rod between Gina's swollen pussy lips from behind. "I'd have put it on repeat." They laughed harder.
"You ever film yourself...you and Lana?" Leo asked.
"No. She'd never do that." Eric said.
"Really? She seems pretty game for anything." Leo said.
"Maybe. She'd kinda paranoid about shit getting on the internet though. I guess she had a friend in high school who had a bunch of naked pics that ended up all over." Eric said.
"Makes sense." Leo said. "So how was it after a whole week?"
"Awesome - what did you think?" Eric said, laughing again. "It's funny how it was all I could think about all week, you know?"
"I'm sure." Leo said.
"I mean, it's not like I've never gone a week before, you know?" Eric said. "I went almost the whole first semester. While you were tearing up the sheets over there."
"Yeah but you were jerking off all first semester. You weren't going a week without nutting."
"True. Good point." Eric said.
"I did have a good first couple of months here." Leo said. "I'd only ever been with Katie all through high school. I lost my V card to her and just stayed together; you know?" He added. "I was pretty anxious to see what another one felt like. Shit, what other tits felt like...what kissing another mouth felt like. I'd never even kissed another girl. We were together for three years."
"That's cool though. So much drama in high school. Seems like it would have been good to not have any of that shit. So many of my friends were always hooking up with other people...someone was always pissed off...girls crying at parties..." Eric said trailing off.
"Was Jake one of 'em?" Leo asked.
"One of what?" Eric asked.
"One of the fuck boys? He seems like he would be." Leo said.
Eric thought about that for a minute. He was definitely a fuck boy - if by 'fuck boy' he meant, liked to fuck boys. He never really understood Jake and Aaron. They never seemed like a couple, but he knew they messed around. Jake flirted with all of the girls in his class but was always tight-lipped about what went on if he ever left a party with one of them - and he always seemed to end up over at Aaron's by the next morning.
"He was a flirt...a shameless one. But he doesn't have as much experience with women as he wants everyone to think." Eric finally said, trying to be both truthful and discrete.
"Interesting." Leo said. "He seems like he'd have had it easy with women."
"We should watch the same porno and see who can last the longest." Eric suggested as he switched stroking with his left hand and scrolled on his phone with his right.
"Now who's in seventh grade." Leo said, smiling. Eric smiled back. They were having fun: like brothers.
"Porn wasn't free when I was in seventh grade. We were still sneaking around with our dad's DVDs back then."
"I'm not sure I'd wanna watch what was on your dad's DVDs." Leo said.
"I never found his stash. It was always somebody else's. They got passed around to everyone." Eric said, suddenly wondering what his father's porn stash consisted of if or if he even had one.
"I was still fucking my pillow back then." Leo said.
"That was your preferred method?" Eric asked.
"Totally. Didn't even know my hand was an option until I saw somebody make the motion at school and didn't even get it at first." Leo admitted, laughing at his own na‹vet‚.
"Does that work? You get enough friction?" Eric asked. "I've never tried it that way."
"It's hot. I still do that way sometimes. You can really get your hips into it like real fucking; you know?"
"Show me." Eric said.
"Seriously?" Leo said.
"Show me."
Leo just looked at him. He was having an internal debate in his head, but he'd just discovered he had a bit of an exhibitionist streak in him, and the idea made his cock twitch. "Ok." He grabbed the pillow from behind his head and rolled over on top of it. He thrust his ass up in the air and adjusted it under his torso. Then he spread his legs and started gyrating his hips against it. He closed his eyes. It was hot.
Eric turned on his side so that his balls hung down over his thigh and he propped himself up on one elbow and stroked as he watched Leo fuck his pillow. Every few thrusts he would stretch his long legs out and raise his hips off the bed so that his stiff cock angled down to point at the pillow and then he'd arch his back as he pumped his pelvis into the soft white downy cotton.
Eric sat up on the edge of his bed and jacked off faster as he scanned Leo's body, watching his narrow ass clench and sweat begin to form in his dark crack so that it matted the jet black fuzz that lined the crease.
"Try it." Leo said as he panted through his horny pushups.
"Ok. What the hell. You look like you're enjoying yourself." Eric said. Then he grabbed his own pillow and arranged it in the center of his bed and climbed aboard.
"This is what satin sheets would be good for." Eric said as he began to grind his pelvis into the softness.
"No shit, Bro!" Leo said. "Maybe my mom would get me some for Christmas."
"You had to bring your mom into this?" Eric laughed as they both got into a faster rhythm of fucking their beds.
"Your mom's hot." Leo said, laughing. "Rachel's really fucking hot."
"Dude. Stop." Eric said.
"You haven't pictured them eating each other's pussies out?" Leo said and really started hammering his bed to the point that it began making noise.
"Dude. Fuck off. Seriously." Eric said. "I was getting close." Leo just laughed.
"Fine - picture it from last night again then. We were right here. Fucking our girls from behind, watching each other's girl's titties bouncing...watching them finger their wet little snatches...rubbing that little slippery knob til they start shaking."
"Oh FFuuuckk!" Eric said. "Fuck yueeaahh! Keep talking. I'm gonna blow soon. Keep talking about last night."
"I'm over here in the dark watching your wet boner pulling out and your balls swinging when you slam that fat fucker back into her and her fat ass started jiggling and she looks over and I can see she's staring right at my slippery prick while I'm-"
"Ohhh mmmmyyy Ggggaaawwwdd!" Eric yelled as he clenched his ass hard against his pillow, flooding the navy blue sheets with his thick translucent semen. He sat up on his knees and grabbed his cock, bright red from the friction and the action of the last 12 hours and drained the last of load out.
"UUUUuuugggghhhhhnn!! That's sooo Haaaawwwwttt!!" Leo grunted as he spread his legs as wide as they'd go and hammered out his nut onto his bed as well. Eric leaned back on his heels and watched Leo's balls swung below his taint between his legs against the pillow from behind. The last of his load dribbling out over his fingers and down onto his own tight scrotum. Then he fell back down onto his bed on top of his pillow.
"Eww. Damn. That was an error." He lifted himself up to see several gooey strands of jizz connecting his furry belly to the huge wet spot in the center of his pillow. "Fuck it." He added and they both laughed.
"Yeah. It's not the easiest clean up." Leo said.
"Didn't your mom get pissed about having to wash that every day?" Eric asked genuinely curious how this worked, especially in the conservative house that Leo described.
"I was totally afraid of that so I just left it and just let it dry." Leo said.
"Wait. So you just like put your head in your cum stain every night?" Eric asked. "That's fucking gross as shit, Bro." He added laughing.
"I always came on the same side." Leo said.
"Still...Dude. That's still super gross. Like, wasn't it all crusty on one side after a while?"
"Totally." Leo said, now laughing really hard. "And it fucking reeked, Dude. So nasty."
"Damn." Eric added shaking his head and laughing. "I thought crusty socks were gross."
"Yeah, well, I came to my senses and-"
"Literally. Your cum was like right under your nose...like, for eight hours. Every night. Didn't you ever bust at night, like before you went to sleep?" Eric asked, barely able to speak through his laughter.
"Oh, all the time, Bro. Like, every night. I'd just turn it over and go to sleep." Leo said.
"Noooo waaaayy!"
"Seriously. You know how tired you get after you bust one. It didn't bother me. Except when I'd accidentally shove my hand under my pillow. That was kinda gross."
"Nooooo!! Kinda??!" Eric howled. "You are the grossest dude ever."
"Fuck you. You sucked your own dick, what the fuck are you talking about?" Leo said.
"Exactly! No fucking clean up required." Eric said.
They were both rolling with laughter: so happy and relaxed.
Eric's phone started buzzing on the nightstand in silent mode.
"It's Jake. He never actually calls." Eric said to Leo with a quizzical look on his face.
"What's up?" Eric said into the phone after putting it on speaker. "What happened to you last night?"
"Nothing. Went back to the hotel. Got a real bed for a change and a shower that I didn't have to share with a bunch of hungover frat bros."
"Thought you liked hungover frat bros." Eric said.
"I do, but I needed a break." Jake said.
"How was last night? You remembered how to do it after a week, right?" Jake said. Leo busted out laughing. "Hey Leo."
"Jakey." Leo responded.
"Thought you'd still be banished. Is Lana gone already?" Jake said.
"She left at 6:00." Eric said. "How are Dad and Will? I feel bad I didn't see them last night."
"No worries. We all knew you had more...urgent needs to take care of." Jake said, with a smirk in his voice. "How was the couch? It's gotta suck for you; you're even taller than me." He directed at Leo.
Eric made the hand signal at his throat indicating Leo should not divulge that he hadn't slept on the sofa. Leo furrowed his brow, not completely understanding. He shrugged.
"Yeah, it sucked." He lied and made a face at Eric. He didn't like lying even when it seemed unimportant.
"So, You up?" Jake said.
"Duh." Eric said.
"You know what I mean. You need to shower and shit?" Jake said.
"Well, not in that order." Eric said, smiling at the phone.
"He definitely needs to shower. He's currently lying in a puddle of his own nut." Leo said, laughing. Eric scowled.
"So much build-up it's not even dry yet?" Jake said not understanding it was so recently deposited. "Nice work. Can't imagine the relief you're feeling, buddy."
"No shit." Leo said.
"So how soon can you be ready?" Jake asked.
"I dunno, a half hour probably. What's up? You guys aren't leaving already; are you?" Eric said.
"We're all going out for breakfast...lunch...whatever. Our Dads have something they want to talk to us about." Jake said.
"Ok. Anything wrong?" Eric asked. "They're ok?"
"Yup. They're good." Jake said.
"What's it about? Do you know?" Eric asked.
"Uh..sorta. They'll explain when we get there. Get ready. We'll be there in a half hour." Jake said.
"Ok. Later, Jay."
"Later, Brother."
--