Collecting on a Bet

I nervously knocked on Coach Sherman’s door, I was right on time to collect on my bet. I was still in shock that Union High School had won the football state championship, let alone that my play had been a driving force. Coach Sherman and I had grown very close over my four years at Union High. He’d developed me into a 4-star dual threat quarterback prospect, he’d become something of a father figure to me. Hell, he was a father figure to most of the guys on the team.

While Coach Sherman could be gruff on the practice field, he took an interest in his players’ lives - helping them towards their goals. I’d come out to my family and friends at around 16 years old, that included Coach Sherman. He was nothing but supportive and nothing changed between us, until I made a pass at him.

He’d come down on me pretty hard for that, and I couldn’t blame him. He was a little frosty to me for a few weeks before bringing me into his office to clear the air. Just like that, we were back to normal - only now there was a distinct flirty vibe between us. 

The autumn of my senior season, just before the season started, Coach Sherman called me to his office and floated a proposition: if we won the state championship, he’d let me explore some fantasies with him. I was completely stunned, I think I sat in silence for a good fifteen minutes with my mind reeling before I agreed enthusiastically. All I had to do to live out my dreams was to win a championship, how hard could it be?

“Fulton!” Coach Sherman boomed as he opened the front door, he always called me by my last name.

“Coach… er… good to see you.” I said awkwardly as I entered the house. I was not normally awkward and nervous - as the starting QB I was something of a big man on campus. But Coach Sherman did something to me, he made my legs weak.

“I see you’re primed and ready to go.” Coach Sherman chuckled, noticing my tenting sweatpants. I followed him to his den, he sat on the recliner and I sat on the sofa. “Now, Jim, let’s lay out some ground rules.” I silently nodded my assent, I knew I would do whatever the man asked of me. “First and most importantly, no means no. We can both say no at any time. Second, nothing leaves this house. Third, let’s have some fun! Julie and the kids are gone for the weekend.” Coach explained that his wife and kids were visiting his in-laws this weekend.

I tried my best to keep a cool head as he was laying out the rules. My cock was throbbing in my sweats and I still was in disbelief that Coach Sherman had arranged this proposition.

“That sounds reasonable, Coach.” I replied, almost shaking with anticipation.

“While I’m not a novice with men, I am out of practice. What kind of experience are you bringing to the table, Fulton?” Coach Sherman asked, trying to suss out how much he’d have to be in “teacher” mode.

“You’ve fucked dudes, Coach?!” I yelped, shocked that he’d messed around with guys at all.

Coach Sherman chuckled at my surprise. “Back in my college and early career days I did. I swore it all off when I married Julie. But damn, I can’t deny I’ve missed it.” the older man confessed.

“Wow, Coach, I never knew. Mike and I mess around, BJs and fucking.” I said proudly, that I wasn’t a newbie.

“Well then, let’s get more comfortable.” Coach Sherman responded, standing from his recliner. 

He was about my height of 6’3 but he carried more muscle than I did. He’d kept up with his workouts, a lot of the time working out with the team. As he pulled off his sweatshirt, he revealed his magnificently powerful hairy chest and midsection. Middle age had taken his abs away, hidden just under a paper-thin layer of padding. I caught myself from moaning at the site of it.

He noticed me staring and shot me a conspiratorial grin. Coach’s expression set off the laugh lines around his eyes softened his handsome, strong features taking him from hot to irresistible. His hair was closely cut, salt and pepper, graying heaviest at the temples. He kept the rest of his face clean shaven, though today it was clear he had skipped shaving.

“Are you backing out after all of this?” Coach Sherman chided me as I was sitting staring in awe as he hooked his thumbs into his sweats and slid them down his strong, muscular legs.

The football coach’s cock hung plump and thick. He wasn’t even half hard yet, just chubbed up and it made my mouth water. I stood up and nearly jumped out of my clothes before Coach Sherman could step out of his sweatpants. The fact that Coach Sherman was into this made me that much more excited.

Coach Sherman absentmindedly adjusted himself while standing before me. He was perfection in my eyes, strong, built, a perfect amount of hair in all the right places, and just enough middle age padding. My cock was already dripping.

“Fuck, Coach, you’re even hotter than I thought you’d be naked.” I complimented the man.

Coach S laughed, “Back at you, Fulton, all that time in the weight room is paying dividends for you. And you have a great cock to boot.” He returned the compliment.

The high school football coach stepped up to me and planted a kiss on my lips. It was sensual, exploratory even. Our lips parted and our tongues tentatively danced. My hands roamed the expanse of his bare body, running over the muscles, through the hair, brushing his nipples, feeling the swells of his shoulder and back muscles. His hands traversed my body before finding my perky and firm ass.

When our kiss broke I was a little light headed and I know I had a goofy grin on my face which made Coach Sherman chuckle. Though our kiss had broken, I couldn’t take my hands off of his body, Coach S closed his eyes clearly enjoying the attention. He stifled a moan as I groped his body more and more lewdly.

“What is it you’ve been wanting to do most, Fulton?” Coach Sherman asked after opening his eyes.

“I, uh, well, I… I want you to fuck me, Coach.” I finally blurted out, Coach Sherman smiled.

“That’s what I thought you’d want to do. That’s what I’ve been wanting to do too.” the football coach responded, his strong hand now gently massaging my delt and bicep.

“Really?” I asked more incredulously than I wanted to sound.

“You know it, Fulton. You’re a smokin’ hot jock, I’ve been wanting to get in your ass since you came on to me 2 years ago.” Coach Sherman explained. “Now that you’re 18 and you won me the state title, it’s on. Get your ass up on the couch.” I nodded with a sinister smile. I was loving this more playful side of Coach Sherman. He’d always been a hard ass with us on the field. “Fuckin’ perfect ass.” He muttered before swiping at it with his tongue.

He dove in tongue first. I jolted at the aggression but leaned into it. He pried my muscle cheeks apart, digging his tongue in deeper before retreating and settling into a more sensual pace. His excitement was clear, the thought hadn’t crossed my mind that this was something that he wanted.

I’d lost track of time, Coach Sherman kept up his skillful ass eating. My cock ached from the sensations reverberating through my body. Mike had never eaten my ass like this, I’d never experienced such skill and enthusiasm being rimmed and I was over the moon.

Almost as if I had lost myself, I was surprised to feel a finger push past my tight assring. Methodically, my football coach slid his finger in and out - all the while he lapped at my balls and taint. A second finger joined, pushing in and out, getting me ready for Coach Sherman’s cock. I realized I hadn’t seen it completely hard yet as I felt a third finger invade my rear.

“Never felt an ass this tight.” Coach Sherman whispered, speaking for the first time since he started rimming me.

“Don’t stop, Coach.” I moaned back.

The older man chuckled as he removed his fingers from my sphincter and playfully tapped me on the ass. “You think you’re ready for me, Fulton?” Coach Sherman asked, his voice heavy with lust. While he waited for my answer, his hands roamed my round, firm muscle ass, strong hamstrings, and my thick back muscles.

“I’ve been ready for years, Coach.” I joked, leaning back into his touch, before he pulled me off the sofa into a standing position. “Fuck, you’re hung!” I yelped, seeing his fully erect penis for the first time. 8.5 thick, veiny, cut inches of meat capped with a juicy, engorged head which made it all look that much more impressive.

“Think you can take it? Don’t be a hero, Jim.” Coach S cautioned with excitement in his eyes.

“I want it even more now.” I said, probably a little too honestly as a big grin formed on Coach Sherman’s face. “Fuck” I mumbled after reaching out and grasping his huge cock. Coach S moaned and pushed me back onto the couch.

“I gotta get in this ass.” He muttered as I got on all-fours on the sofa. I could hear the older, muscular man lube up his dick before I felt it at my rear. The slick heat of the thick piece pressed against me, and with some effort, breached my hole. “Fucking hell, Fulton, you’ve got the tightest ass.” Coach Sherman groaned as the head and the first inches of his shaft sunk into my ass, clearing the tight ring.

“So big, Coach.” I grunted as I felt him slowly but steadily push more and more of his cock in.

“Still have a few more inches to go.” Coach Sherman replied cockily. 

“Goddamn you’re deep.” I moaned, my toes curling as my football coach bottomed out inside me.

Slowly, he pulled out, leaving about half his dick inside before thrusting back in. He moaned in unison, the sensations reverberating through my body. My idol, the object of my lust, was finally dicking me down. I pushed my hips back, meeting Coach Sherman on his inward thrust.

“You’re fucking hot for it, aren’t ya, Fulton?” Coach S smacked my ass.

I could only moan and push back harder next thrust. I’d never felt so full before, my hole stretched more than ever before to accommodate Coach Sherman’s girth. 

“Stretch me, Coach.” I moaned, bucking my hips back again to meet Coach Sherman’s thrust.

“Your ass is milking my cock - not gonna last much longer, Fulton.” Coach S grunted as he pried my asscheeks apart, pushing his huge cock in deeper yet. There were two more long strokes before I heard Coach Sherman start to orgasm. “Gonna breed you deep.” the big dicked football coach breathed as I felt his cock expand and pulse in my guts.

“Nut in me, Coach. Fuck - I’m gonna cum too.” I groaned as I unloaded my batter onto Coach Sherman’s couch. I could feel my ass constrict and spasm as Coach Sherman fucked through his orgasm - fucking the cum out of me as I moaned deeply.

Coach Sherman slowly stopped his short thrusts before pulling out of my ass. I collapsed into the puddle of cum below me on the couch feeling empty like I hadn’t ever before. Coach Sherman’s strong hands gently massaged my taut back muscles. “You got all day?” the football coach asked to confirm.

“And night.” I affirmed as the older man leaned in for a slow, sensual kiss.

“Good, I was hoping to fuck you a few times. Your ass is incredible” Coach S said with a big smile and I blushed a little.

I reached out and grabbed his still half hard cock, Coach Sherman’s eyes twinkled as he kissed me again.

“Let’s get things cleaned up down here and then we’ll go to the bedroom.” Coach S suggested.

We wiped up the couch as best we could before I followed Coach S upstairs to his master bedroom. I felt a shiver of lust as his hands slowly groped my muscles, feeling my shoulder, pecs, obliques, roaming all over my football conditioned 18 year old body.

“Goddamn you’ve got a perfect body. Even hotter knowing my load is inside.” Coach Sherman murmured. His hands found my cock, 8 thick inches - I was hard again only minutes after our first fuck. “Great cock too.” He breathed before wrapping his lips around it.

I moaned and pushed my hips forward. Coach S gagged momentarily before shifting the angle and opening his throat. He may have been out of practice, but he sure knew what he was doing. His throat muscles contracted and relaxed around my member, my hands found the back of his head, holding the man in place while I cautiously thrust my hips. I was getting very keyed up as the older man skillfully worked my cock down his throat.

His tongue explored the ridges and veins on my dick before engulfing it back down his throat. The high school football coach’s hand found my balls and began to softly massage them. I knew he must be tasting my precum, I knew I was getting close - never in my life did I think that Coach Sherman would be blowing me, it was very heady.

“I gotta fuck you again.” Coach Sherman panted, catching his breath after he pulled off my throbbing cock. He must have been able to sense how close I was. 

I groaned and pulled the older, muscular man onto the bed. The feeling of his body hair against my mostly smooth frame drove me wild as he slowly made out. Coach Sherman was a passionate kisser, though he didn’t get carried away. His massive cock ground into mine as our bodies writhed together.

“Fuck me, Coach.” I moaned.

He smiled before pushing himself off of me and lifting my legs. I had a great view of his muscled, hairy body in that position, tapering down to his waist with just a hint of love handles. His cock was deep red and throbbed with his heartbeat as he kneeled at my backdoor.

“You’ve got me feeling like a teenager again.” Coach S joked about his quick refractory period between orgasms. With a flex of his hips, I felt his cock push through my hole - offering less resistance this time. We both moaned as his thick cock stretched my asslips once more. I felt soreness and discomfort, his cock was much larger than Mike’s, but it was soon outweighed by pleasure. “So fucking wet.” Coach S moaned, feeling his previous load lubricate his way deep into my guts.

“Fucking hell, Coach you’re so deep.” I groaned as my football coach ground his pubes against my ass, his entire cock lodged snugly inside. He smiled at me, never breaking eye contact as he smoothly slid his hips back before thrusting forward. He quickly found his rhythm, steadily deep dicking me.

My eyes tried to roll back in my head, but I wanted to stay in the moment. Coach Sherman’s thick cock steadily slammed home - bludgeoning my prostate with each thrust. My cock ached and throbbed smacking against my stomach as the sounds of skin on wet skin echoed through the master bedroom.

Coach Sherman’s furry pelt began to get matted down with sweat from his exertions. He would speed up his deep thrusts, adding more and more power to each one before backing off. He kept building up and cooling off - his hands groped at each inch of my flesh that he could find. Our grunts communicated everything we needed to each other.

The older man pushed my knees closer and closer to my chest as he kept thrusting nearly his entire length in and out of my ass. I knew I couldn’t take it much longer and Coach Sherman could sense it, he picked up the urgency of his fucking. Shorter, more powerful strokes sent wild sensations throughout my body.

“You’re gonna fuck me off.” I finally groaned.

Coach Sherman moaned his approval and reached down, and grabbed my cock. All it took was a few tugs and scalding hot jets of thick cum exploded violently from my cock. Coach S grunted as my ass clamped down around his massive cock.

“Breed me, Coach.” I encouraged as he fucked me through my orgasm before unloading as deep inside me as he could.

When he finally pulled out, I felt more empty than ever before. I tried to hold in both his loads as he lay down on the bed next to me and we tried to catch our breath. We found each other in a deep, slow, and sensual kiss before we drifted through the post fuck haze lazily feeling each other.