Jared - Super Bowl XXV - Kyle

On January 27, 1991, my family was having their annual Super Bowl party. Everyone must attend two holidays in our home: Christmas and the Super Bowl. This year was even more special since it was the Giants vs. Bills. Living on the outskirts of Rochester, my family has always been Bills fans. My brother’s best friend, Kyle, moved into the house three doors down from us in 1985, and he seemed to be a staple of the family ever since. He always loved coming to our Super Bowl parties, and he’s a die-hard Giants fan.

I had no idea Kyle was into guys until I left for college in 1990, only over at SUNY Purchase, but Kyle was going there as well, whereas my brother got into Princeton. My brother is the nerd of our family, and Kyle was the in between me as the athlete and my brother as an academic. They became friends because of an after-school club they were in, being the same age, as well as proximity, being three doors down.

While I am in the closet, it turns out, Kyle is too. The first time I braved going to a gay bar in Buffalo, I bumped into him, and neither of us could deny why we were there, since we were both dressed provocatively and dancing with guys on the dance floor. He pulled me aside to a darker, quieter section of the bar to explain.

“Look, I’m not gay,” he said.

My eyebrows shot up, biting my lower lip and looking around, with an obvious question on my face.

“I’m more bisexual. I have a girlfriend, you’ve met her,” he said.

My eyebrow went up, trying not to laugh at him. “Look, man, you don’t have to explain it to me,” I told him confidently. I always knew I was gay, but I had no intention of coming out. I’m not new to guys that are straight looking for easy sex, or guys who are “drunk” and then “straight” when sober, I’ve heard it all. I lost my virginity when I was 15 and never gave girls a second look. Always safe sex, though. Thankfully they older guy who popped my cherry nearly scared me straight when explaining the necessity of condoms. 

“Yeah, she’s hot,” I winked at him. I can’t tell you how many times I jerked off thinking about Kyle back home. This was like a wet dream for me. I was also too drunk to give a shit if he was going to tell me in the morning that he was “just drunk” if it meant I got to fuck him.

We ended up doing some shots and going back to his dorm. Turns out we’re both mostly tops, so I let him fuck me. He tried to push in without a condom, and I threw him off me, pulling a condom from my wallet and putting it on his 7” cut dick myself. The sex was pretty hot, but didn’t last long. I snuck out after, not wanting to be there for the morning fallout of him realizing he fucked his best friend's little brother.

I bumped into him a few days later, when he told me he didn’t regret it, and that he would like to do it again. I explained that if we did it again, he would have to bottom. That started a monthly, sometimes bi-weekly booty call between us, trading off who fucked who. 

Tonight, my brother is in Princeton, but Kyle came over to my parents' place anyway. Which I was glad for, since everyone else was my parents' age and no fun.

Before kick-off, we were in my old bedroom playing Super Mario World.

“Are you staying here tonight?” I asked, with an obvious unasked question in mind.

“Nah, you know how my parents are, and since Tim stayed in Princeton, they would never let up if I stayed the night. I’m surprised they didn’t make me stay home to watch the game.”

“Damn,” I jumped too soon and got killed by a fireball.

“Why, you trying to get some?” He asked, quickly slipping his hand into the back of my sweatpants and briefs to slip his middle finger down my crack.

I shook him off, glancing at the half-open bedroom door, “No,” I glanced again at the door, then back at him. “It’s your turn to take it,” I reminded him.

He chuckled, “Oh come on, that last time doesn’t count, I was only in you for like…three minutes.” He got a feather and flew through the level.

“Not my fault,” I chuckled, jumping on Yoshi and power stomping some turtles. “You had to have me right there, remember?”

He rubbed his hand down my back again, back into my underwear, trying to get a finger to my hole because he knows I get slutty when he touches me there, but I don’t give him any ground and even clench my cheeks together so he can’t reach. “I was drunk, it doesn’t count.”

I jumped through the finish line, then glanced at the open door and back at him, whispering, “Oh, that wasn’t your dick in my ass?”

He rolled his eyes, pulling his hand from my pants, “It was.”

“Did you cum?” I asked.

“Yeah, but I had to rush so we didn’t get caught,” he chuckled, flying Mario straight into the wall.

“You know the rule, if you cum…it counts,” I shrugged.

He groaned, “It’s a bullshit rule, and you know it.”

I laughed, “You made up the rule when you didn’t get to cum when we snuck off during the Thanksgiving break,” I said a little too loudly.

“Yeah, you gave me blue-balls and then when I tried to finish the next day, you told me no,” he threw his shoulder into me.

I laughed, “Yeah, my ass was sore and needed to recover.”

“Then why’d you let me make up the rule?” He started flying with his now blue Yoshi.

I thought about it for a second, “Because the rule makes sense,” I chuckled. “You know I like rules; it keeps things…clean.”

“Yeah, like your condom rule?” He glanced at me quickly, then back at his flying.

“That’s for both our safety.” I looked him up and down and mocked disgust, “I don’t know where you’ve been, and if I catch something from you, my parents would kill you,” I half-joked.

“Oh yeah, like you’d tell your parents,” he chuckled.

“Still, it’s stupid to go raw, so dangerous. I hope you don’t do that with your club queens and then hook up with Becky,” I said, starting my round.

His tone changed, “Her name is Brooke, and she barely puts out, so it wouldn’t matter.”

I could tell I struck a chord and wanted to offer an olive branch, “Well, she seemed nice when I met her.”

“She is nice, but she has the sex drive of a ninety-year-old lady,” he chuckled. “You’ve put out more than she has,” he shoved his shoulder into me, then lost his Yoshi to a turtle right before crossing the finish line. “Fuck.”

The doorbell rang downstairs, which meant the pregame crowd was arriving, so we paused the game and went down.

There was a lot of shit-talking between my dad and Kyle, since Dad knows Kyle is a Giants fan, he loves to dig the knife in. I, of course, piled on. Dad invited Uncle Randy and Uncle Mike, both Buffalo fans. Uncle Mike’s wife, my Aunt Florence, likes to get Mike riled up, so this year she’s a Giants fan and is flirting heavily with Kyle, which gets under my skin just as much as it does my Uncle Mike…but for different reasons. Mr. Sullivan, who lives two doors down in the opposite direction of Kyle’s hous is also a Giants fan, and his wife always pretends to be a fan of whatever team Mr. Sullivan is rooting for, but you can tell she has no idea what is happening.

Super Bowl Sunday is the one holiday my parents always let us have a beer when we were underage, but over the years, it progressed to two, then three, and now that I’m in college, my parents don’t say anything to Kyle or me. Kyle’s dad showed up and is rooting for the Giants as well, so it’s a split house 50/50.

Kyle and I went into the kitchen to grab beer for everyone right before the coin flip. He was ripping bottle caps off with the opener and leaned in to me, whispering, “Care to make it interesting?”

“What do you mean?” I cracked open my beer, corralling a few others to carry back to the living room.

“How about, if the Bills win the coin flip, you have to give me a blow job during the halftime show,” he grinned a devious, albeit sexy grin he used every time he thought he was pulling a fast one on me.

“You don’t want to watch the half-time show?” I gave him a look. We always enjoyed the half-time show.

He shrugged, “I’d rather get a blow job since you’re not going to let me fuck you tonight.” He pushed on my chest, and I swayed backward.

I laughed, “Alright. Whoever wins the coin toss gets a blow job in my room.” I held up my bottle.

He clinked his beer against mine, “Deal.”

The Bills won the toss, and I let out a bit of an overzealous cheer, so much so that my Dad chimed in. “Ok, Jared, let’s not celebrate just yet, it’s just the coin toss.” Then he gave a glance over at Kyle’s dad, and they both rolled their eyes.

“Yeah, Jared, it’s just a coin toss,” Kyle grinned at me, rubbing his chin, trying to hide his growing smile as he shook his head and turned his eyes back to the TV.

I sat back down and waited to catch Kyle’s eye when everyone watched the kickoff, and I stuck my tongue in my cheek to let him know he was going to blow me at halftime, and Kyle has an incredible mouth.

We all had a lot of shit talking through the first half. It was a surprisingly good game, though my focus was on keeping my erection down, knowing I was getting closer to a blow job after every down.

With Buffalo leading 12-3 at the half, I used a 'bathroom break' as an excuse to bolt upstairs. I wanted to be ready and waiting in my room by the time Kyle came up to pay his debt during the NKOTB performance. I didn't even make it to the bed before I was straining against my underwear, already leaking with anticipation and waiting for him to walk through the door.

He knocked gently on the door and then came in before I said anything. You could hear the Bills fans giving the Giants fans shit as they all used the downstairs bathroom and got more snacks and drinks. Kyle wasted no time dropping to his knees, spinning his hat backwards, then pulling my pants and briefs down to mid-thigh. My 5.5”, thick, cut cock flung out, smacking my abs and leaving a string of precum as Kyle pulled it towards his mouth and engulfed it. He’s sucked my dick so many times, he knows what gets me off at this point. Deep throating me while gripping my balls and running a finger over my hole will get me from soft to shooting jizz in minutes, and he went right for it. I was getting ready to cum before I heard my dad shouting, “It’s starting,” and Kyle immediately pulled off my dick.

Catching his breath, he looked up at me, “Should we go down?”

I huffed, blinded by my impending orgasm, “You need to go back down.” I pulled his hat off, running my fingers through his short hair, and then grabbed the back of his head, pulling his mouth back on my cock to finish me off. He gave me a few good bobs, and I could feel my balls tightening.

“Jared, Kyle, the half-time show is starting!” My dad shouted. Ruining my concentration, forcing Kyle to pull off again.

“Fuck,” I groaned. Kyle laughed, wiping his mouth with his hand. “Ok, let’s go back down, but you owe me the rest of this blow job,” I told him, tucking my still hard dick into the waistband of my tighty whities and zipping up my pants.

“Nope, that wasn’t the bet,” he said, standing and adjusting his bigger dick in his pants so it wasn’t obvious he was getting hard too.

“What?” I got annoyed, snatching his hat as he reached for it.

He snatched the hat back, putting it on nice and straight. “I technically gave the blow job; this is a special circumstance since it was a specific bet,” he said, wiping his mouth again even though it was clearly dry.

I shook my head and shouted to my dad, “Coming!”

Kyle grinned, “You wish,” and then ran down the stairs.

I was pretty annoyed. The halftime show sucked. Hosted by Disney, it was less than remarkable. 

When Kyle went into the kitchen to grab himself a beer before the game resumed, I followed.

The Bills were up at halftime, and I was feeling optimistic, so I decided to make it more interesting. Still clouded from my almost orgasm a few minutes ago, I needed to get off, so I whispered to him, “Tell you what…” I looked around to make sure no one was in earshot. “If the Giants win… rules are off. I’ll let you fuck me tonight.” I grinned when he grinned, “But, if they lose, you let me fuck you tonight and another night, even if it’s out of order or the drop of a hat,” I said, flicking his hat up, but not off.

He chuckled, fixing his hat back to perfection. “Oh, that’s a bet.”

His optimism was adorable. At least it felt optimistic, but going into the fourth quarter, we were pretty close, and I was feeling the heat and the beer. At this point, I think I drank a six-pack on my own. After a 31-yard touchdown, Bills fans were going nuts, and the shit-talking went through the roof. It was over; there was no way the Giants would win. It was 19 to 17; there was no chance they could come back with so little time on the clock. But then they lined up to kick a field goal.

Kyle was pacing behind the couch where I was sitting, then shouted, “Here we go, boys!”

I scoffed, “No fucking chance!”

“Jared!” My mom scolded.

Then Kyle leaned over into my ear and whispered, “If they pull this off, I get to fuck you raw.”

I thought it was a hilarious bet, but I couldn’t not take advantage of his loyalty to the Giants and whispered back, “If they don’t, I get you twice a month…for six months.”

Everyone else was still yelling at each other and the TV, but Kyle grinned at me, “It’s a bet,” and we clinked beers again.

Almost like divine intervention, Matt Barh kicks a 21-yard fieldgoal.

“YES!” Kyle screamed, along with the rest of the Giants fans in the room.

There was lots of shouting and cursing from both sets of fans. I was shocked, flabbergasted, but mostly drunk. We all watched some post-game coverage, and I just sat there in shock, shaking my head. I wasn’t even thinking about the bet I just made, just what an incredible game it was, and that we somehow lost.

Kyle grabbed two more beers from the kitchen, then snuck over to me, showing them to me like he was a kid holding contraband, “Your room…or the loft?”

The loft above the garage was converted into a chill spot back when my older brother started high school. It’s detached from the house, so we could be pretty loud, smoke, drink, basically treat it like a nightclub, and my parents didn’t care. It’s not well insulated, so in winter it gets pretty cold.

“Loft,” I told him.

We snuck out of the hoopla that was the rest of the party and climbed the garage stairs to the loft space. It was cold, quiet, and had a funky smell that was a cross between a garage and an attic, with a hint of teen boys. We quickly kicked on the oil-electric heaters, pulling them closer to the dilapidated couch. Cracked open the beers and sat there waiting for the space to warm up. I was pretty warm from the beer, but this space was maybe freezing, if not colder, until the heaters kicked in. 

We got under the blanket as we sipped our beers. We only got a few sips in before it hit me how unprepared we were in this space. “Oh shit, there’s no stuff up here, like condoms or lube or…anything,” I chuckled.

“Actually,” he hopped up off the couch, going over to an old bag of golf clubs that was my brother's starter set and now just collects cobwebs. He unzipped the pocket and pulled out a bottle of lube and an accordion of condoms.

I laughed, “What, where did those come from?”

“They are technically Tim’s, but the lube was my idea,” He said.

“Wait, did you and Tim fuck?” I felt gross.

He laughed, “We jerked off together, and I talked him into trying fingering once, but he didn’t like it though.”

I cringed, “You’re not into me because I look like my brother, are you?”

He chuckled, “No way, you’re way sexier than Tim.”

That made me feel better, and he reached under the blanket to rub my thighs the way that gets me turned on. He leaned in for a kiss and put my beer on the ground next to his. Our tongues danced as we dry humped each other. Falling into a familiar pattern, getting each other turned on, touching those areas we’ve learned are each other's hot spots as the clothes came off.

While I’m more muscular than Kyle, he’s taller and lankier than I am, with tight, skinny-guy muscles. He had my clothes off in no time. He always loves to get naked as quickly as possible, with no fanfare for seeing each other strip. Then he loves to manhandle me, sloppy kissing my chest, neck, and back up to my mouth where his tongue swirls around mine and his dick slides gently between my ass cheeks, leaking precum like a faucet.

He sat up, using his left hand to stroke his bare cock head on my hole, and he reached for the lube. “Shit, it’s practically frozen,” he said, setting it on the heater.

I laughed, “Won’t that ruin it?”

He leaned back in, humping his cock against my hole and making me moan as he whispered, “It’ll be fine…just let it warm for a minute.” I wrapped my arms around him, spreading my legs wider over his, and letting his cock tease my hole as I moaned into his mouth. We kissed for a few more minutes before he reached for the lube, giving the plastic bottle a little shake, and the contents looked much more liquid now. He grinned, squirting some into his hand and instantly coating his cock. Then he squirt some into his hand and started smearing it on my hole.

“Oh wow, that did warm up,” I arched my ass up a little so his fingers could get to my hole. He slipped one in with little resistance. The second one met some pushback, “mmm…easy, it’s been a while.”

“Not getting fucked by anyone but me?” He asked, grinning at me as his fingers lubed my hole.

I shook my head ‘no.’ “I usually top, you know that.” I tried to relax around his fingers, pulling him in for a kiss as he continued to finger my hole. He resisted my pulling him down on top of me completely by planking his free hand on the couch cushion beside my head. I had to crunch my abs and wrap my arms around him to continue kissing him. I felt a little like a bitch in this position, with his fingers inside me, desperate to kiss him, but sex and beer have always made my head spin, and he knows it.

He pulled his fingers out at the same time he lowered himself down onto an elbow, still kissing me. He reached for his slick cock and started teasing my hole the way he always does before we fuck. Using the slick tip to circle my outer ring, he knows it drives me wild, and I can’t help but moan into his mouth. This time, he adjusts himself, and the spear-shaped head pops into my hole.

“Ahhh…fuck,” I hiss, breaking our kiss.

“Shh….shh…” he tries to kiss me. My mouth is clenched shut. I always hate the first sting, but this one wasn’t as bad, probably because of all the beer. I let him hump half his cock into me, and I groan again. It was stretching my hole, not terrible, but it was the slickness that threw me, and I broke our kiss again.

“Did you put on a condom?” I asked.

He humped into me again, this time with a little force, before answering, with a grin on his face, he looked me in the eyes and said, “We had a bet.” Then he pulled back a little and humped into me with a hard, deep stroke of his bare cock.

“Ahhh…fuck,” I felt myself clench instinctively around his cock, but there was nothing stopping his cock from sliding effortlessly into me. I clamped my thighs around him so he couldn’t swing his hips into me. “Ngh…nah, man, that wasn’t…”

He popped his head up, pushing himself up on his elbows, “Are you going to welsh on our bet?”

I put a hand on his shoulder, still clamping my legs, but also reaching for my dick now that there was space between us for me to do so. “Kyle,” I shook my head, “we can’t…”

He pushed himself further up onto his hands, locking his elbows and sucking in his waist even more so that he slid lower between my legs, and his cock sank deeper into me. “Mmm…Jared…come on, man…”

The feeling of his warm, hard dick sliding into me, grazing over my prostate. It was like a trigger release of my legs, and I spread open unintentionally. “Mmm…fuck,” I breathed heavily. “I’ve never…we… can't, mmmph…” I mumbled, but his next hump into me felt so good, I felt a spurt of precum leak from my rock-hard dick.

He leaned down and gave me a quick kiss, breathing his words into my mouth, “You owe me.” he pumped his hips again, his raw dick sliding over my prostate again, “Mmm, one,” he pumped, “raw,” he pumped again, “mmm…fuck,” he pumped again.

It felt so good, he felt so good, and it’s Kyle…”Mmmm…fuck,” I nodded. Scared shitless, but so horny, so hot for him. “Just…don’t cum in me….mmmm….ok?” I wrapped my arms around him.

He nodded, lying on top of me to kiss me and start fucking me. Breathing into my mouth as he kissed me and humped his dick balls deep into my guts. I wrapped my legs around his tight waist and let him start really fucking me, grunting into my mouth as he kissed me. I couldn’t help but moan into his mouth as his slick cock tickled my prostate with every thrust.

He pushed himself back up and started giving me short, hard thrusts, making his hips clap against my ass. I grabbed my dick and started pumping myself, my free hand rubbing the back of his neck where his hair was recently trimmed. I couldn’t help but spread my legs wider to let him get deeper into me. “Fuck that feels good,” I mumbled.

“I knew you’d like it, it feels so…fucking…good,” he gave me a few deep thrusts and then held himself there.

I knew that face all too well, “You better not cum,” I said, not skipping a beat on my own shaft.

He trembled, “Shit, I’m so close, don’t move,” he held himself deep inside me.

I felt a panic rush through my body, remembering how bad his control is when he’s this horny. I tried not to move, and he breathed heavily. His face was scrunching the entire time. I felt his dick swelling and throbbing inside me with each beat of his heart. He shook his head, “Fuck, I can’t stop it,” he said, and started rabbit fucking my ass for a few seconds.

“Wait,” I said, pounding my dick.

“Too late,” he whispered, his body arching over mine like a cat as all his muscles tightened and I felt his cock swell inside me, then I felt his nut blast off inside me, coating my guts as he trembled in a breath-holding muscle flex. “Ungh…ungh…unngghhhh,” he panted.

“Fuck…did you just?” I pushed against his shoulder with no give.

He bit his lower lip and dramatically nodded his head up and down, his eyes closed as the pleasure of blowing his load inside me still washed through his body, and his cock continued to twitch inside me.

“Ahhh, gross, man…” I could feel it warming my insides. He slowly pumped his hips into me a few more strokes, his dick sliding inside me with ease, no friction at all, and it felt so good. I couldn’t help but stroke my cock faster, rocking my hips on his deflating cock. “Fuck…I’m gonna cum,” I whispered, pulling him down to kiss me, his hat falling off behind my head as I ran my fingers through his hair and he started giving me some slow strokes of his half-hard cock, pushing his cum deeper into me as I pumped my cock. “Oh fuck,” I gripped his hair in my fist, pulling his lips just off of mine, as my body rocked under his and my first wad of cum shot out and coated his abs, then mine, and a few more shots of cum splashed and warmed my abs and belly button. “Fu—ck,” I trembled under him. Feeling drained, I squeezed my cock with one hand and let my other hand travel down his slightly sweat-damp back to his ass. I panted, “I can’t believe…you did that.”

He chuckled, then kissed me quickly, “A bet is a bet.”

I felt a little guilty, breaking my cardinal rule. As his now soft cock slid out of my ass, along with a good amount of cum, the guilt got worse. I watched his sexy ass as he got us paper towels to clean off with, handing me a wad of them and using the rest on his chest and dick. He could see the concern on my face as I wiped his cum off my hole. “It’s not a big deal, everybody does it,” he shrugged.

I gave him a stern look, “Maybe, but I don’t.”

He held his hand out for my cum coated paper towels, and I handed them to him. “I’ve done it with a lot of guys, never caught anything.” He shrugged as he tossed them in the grocery bag hanging from a nail that doubled as a trash bag.

“Yeah, but isn’t it like…less safe when you let a guy cum in you?” I asked, pulling the blanket over my naked body.

He got on the couch, between me and the back of the couch, pulling the blanket over himself. “Yeah, but I don’t let guys cum in me, so you don’t have to worry.” He cuddled me, and I tried to rationalize what he was saying with what I had heard from people.

When we heard people leaving the house, he broke the silence, sitting up, “damn, sounds like I gotta go.”

I nodded, watching him pull on his briefs and tuck away his dick. It was kinda hot that he fucked me raw, I thought to myself.

“Want to bet on who got MVP? Loser gets fucked raw?” He asked, grinning, pulling up his jeans.

I shook my head, “No, and we’re never doing that again.”

He pulled on his shirt, “Aww,” and gave me an exaggerated frowny face. He leaned in to kiss me, “You don’t like having my cum inside you?” He kissed me.

“No,” I insisted, but kissed him back.

“Maybe you just need a second load?” He grinned.

I chuckled, “No. That was a one-time thing,” I insisted.

He slipped his feet into his shoes as he pulled on his Giants pull-over jacket, “Alright, suit yourself. But now that you’ve had a taste…you’ll want it again,” he leaned in and kissed me before heading home.

I lay there for a few minutes more after hearing the door close downstairs. Then I got dressed and went back into the house, where my parents were cleaning up. I didn’t help; I just went up and took a shower before bed.

I felt a lot less guilty after washing the sex off, but…I couldn’t stop replaying the details in my head of how good it all felt.