He wore a scowl every time I bumped into him. Even when he burst into my room about to unload his week's worth of stress into me.
The tropical resort I had booked for a work trip happened to be a hot spot for families. Not that I minded...plenty of drool-worthy DILFs hanging out shirtless and cavorting with their relatives. My schedule was pretty light, so I was able to work poolside and watch sponsored mixers and resort events.
I kept running into a pair of couples. The women were sisters: very friendly and chatty with their men in tow, one of whom seemed to only answer in grunts and nods. My nonthreatening demeanor and single status led to the women to unofficially adopt me after asking why had my nose buried in meetings at a beach-side retreat. Anna and Joy convinced me to close my screen and join their table for a few tapas and drinks "to loosen up."
Introductions were shared: Joy and her partner Matt had tagged along with Anna and her dour husband on their wedding anniversary trip. Matt was enthusiastic about partaking in a basically free holiday, while Joy and Anna seemed joined at the hip. Troy continued his aloofness, taking sips of his beer between noncommittal clearing of his throat. I couldn't help but admire his form, from his thick forearms to broad shoulders and the way his golf shirt stretched over his clearly stacked body.
After a few rounds and conversation which grew louder after every round of mai tais from the ladies, I excused myself to head to the men's room. Shortly after stepping up to the urinal, the door swung open and my head swiveled around.
"Yo." Troy sidled up to the only other spot. "Fuck's sake, can't get in a word edgewise with the Chatter Twins." I half-guffawed and affirmed. "Bet you were looking for some peace and quiet. The only other time my wife is so loud is when I'm pounding her into the mattress." His voiced softened. "Anyway, I won't blame you if you head out."
"..ooh, no sir. I'm having a good time." I replied, my eyes flicking downward at Troy shaking the last drops off his decently-sized head.
"Well, they'll talk your ears off, so don't feel bad about bouncing." He zipped up his khaki shorts and rinsed his hands quickly. "See ya back out there."
Rejoining the group, Matt led the charge to convince Troy and me to partake in the resort's activity that night - limbo and hot coal walking. I demurred, saying I had some work emails and missives to catch up on but thanked them for dinner. "Oh, you're such a bore!" exclaimed Anna as Troy also declined, citing his displeasure of organized activities.
"That's rich coming from her." Troy sneered as we made our way through the palm-tree lined path back to the resort housing complex. "This was supposed to be just me and Anna, away from the kids and work, without her sister and husband tagging along. They're on the couch in our room for crissake, so can't even have alone time. I'm just glad to be away and actually enjoy what's left of this disaster."
"Yeah, that's no fun," I replied. "Maybe you can knock one out while they're at limbo?"
"Damn, I haven't done that in years. Besides, I didn't bring anything to help me."
"I have some lube and maybe a slightly used fleshlight in my suitcase, ha. Just let me know." Troy snorted at the suggestion.
"Thanks kid, I prefer the real thing."
"Alright well this is me, if you change your mind. Thanks for walking me back, sir."
"Cut the sir thing, it makes me feel old." He thumped me on the back. "See ya around." A whiff of Troy's cologne lingered as I shut the resort door and prepared for a quiet evening.
I had made it to my third unread email when there were two sharp raps at the door. I unfolded myself from the living room area couch and set my computer on the coffee table before padding to the door.
"You got anything in the mini-bar?" Troy burst through the door as I answered. He had changed into a tank top and gym shorts. "I was gonna hit the weight room but thought I'd have a cold one in the meantime. Fuckin' Matt must have swiped 'em from ours."
"Uh, hey sir. I'm not sure, I prefer whisky myself." I nodded towards the coffee table with a bottle I received as a welcome gift from the work conference.
"Well, let's crack it open sport, and don't call me 'sir' unless you want me to bend you over my knee." Little did he know, I would love to be laid out across his lap with his meaty palm swatting my ass.
I placed two glasses on the table as Troy unscrewed the cap. "You take one or two fingers?" His eyebrows wagged.
"Three, I'm feeling naughty."
"I bet you are. Finally, some good fuckin' liquor in this place that doesn't cost me my left nut. Already blew my bonus on this trip without the added expense of my wife's relations, and the only thing that's gonna be empty is my checking account." He swung back his glass and emptied it in one gulp. I nervously sipped some amber-coloured liquid as Troy unleashed.
"You would think after three kids, a huge house, honey-do lists longer than my arm, and setting her up to never want for anything, that a man would get some appreciation. Instead I can't even get my dick wet in paradise for a week since she brought along her sister and her husband to stay in the same damn room. You got it made, sport, don't get tied down." Troy leaned back against the couch, his tank riding up a bit showing his tanned abdomen.
"Oh I mean it can get lonely, but yeah I like doing what I want when I want with who I want." I replied, zoning out on the strip of bare skin between Troy's tank and thin shorts. Was that a bit of bulge or trick of the light? I set my glass down and turned to face Troy. "Nice not to have any strings."
"Damn straight. Bit hot in here, especially with the pre-workout. Mind if I lose the shirt?" Troy's head had already disappeared only to reemerge with a grin, the first time I had seen this man crack a smile. "I usually don't wear anything when I'm alone."
"Don't stop on account of me." My eyes flicked over his well-built body.
"Heh. Ya know, I kept up with fitness, but especially after Anna lost interest in getting freaky." He rose and started flexing. "Thought maybe it was because I wasn't as cut as I used to be, so I still hit the gym even on vacation. She says it's not me, just the stress of running a house and raising kids. I'm grateful, don't get me wrong. I just miss what we used to have back when we were first married."
"Nah, you look great. Any woman would be lucky."
"But you're not a woman, are ya?" Troy towered over me, his crotch at my eye level. I could spot his shaft snaking down the left side of his thin gym shorts. "I saw you checking out my goods in the restroom." I glanced up and saw the grin had dropped. I felt a flash of dread in the pit of my stomach. Had I misjudged this?
Troy must have saw it as well, for he hooked his thumb and index finger under my chin. His voice was husky. "You wanna suck this dick?" I nodded and he moved his hand to the back of my head and pushed his hips against my face.
Troy was already sporting wood as my face rubbed against the thin material. I reached up and tugged down his shorts, as his married cock sprang into view. My jaw dropped, as it was beefy like the rest of him. I moved forward to inhale the scent of manliness: soap, surf, and a little sweat.
"Mm. That feels good. Oh fuuuck." Troy exhaled as I licked the tip of his head. I grasped his girth with one hand and reached up to fondle his balls with my other. Tentatively sliding my head down his shaft, I followed the reverse stroke by running my tongue along the underside as I withdrew. Working quicker, it wasn't long until he was at full mast.
"Damn, ain't had a bj like that in a long while."
"Anna doesn't suck you off?" I glanced up as my right hand was pumping his girthy length. Troy shook his head.
"I knew you would though, soon as I saw your eyes on my knob in the bathroom. Get back on there." Troy exerted pressure through both his hands at the back of my head. I hummed and sighed as I was determined to show this man I just met how much pleasure he had been missing out on, through his quiet "fucks" and "damns". I moved to bathe his swinging low-hangers with my tongue and lips.
"Wait, wait..." Troy pushed back on my shoulders. Ah, this was it. His sensibility broke through the buzz. He pulled me up under my armpits and set me on my feet. I just barely cleared his shoulders and was staring at the silver chain circling his wide neck, unable to meet his eyes. He cupped his hand at the nape of my neck.
"Look at me." A faint scowl on his face. I met his eyes and he leaned forward tentatively. My eyebrows raised but I stood on my toes as he pulled me into his lips. A jolt to my cock as his tongue parted my lips to explore inside. Troy slipped his hands to my waist and then under my sleep shorts, sliding them down.
"Lotsa firsts for me." He said, mostly to himself. He circled me around and gently pushed me forward. I felt exposed, as my ass was spread by his manly hands. A low whistle and some shuffling, then a faint wetness at my entrance.
"You have a beautiful hole." Troy's fingers probed a little at my entrance. "Can...can I eat you out?"
"Yes. Sir." A sharp smack on my left cheek.
"I said not to call me sir. Although, you'll probably be calling me daddy soon." Troy commanded before he swiped his tongue between my cheeks. I was unable to hold in a gasp. "Oh you like that, huh? Daddy eating your bootyhole." I could only moan in response.
I lost track of time as this man's tongue wormed its way around my glutes. He was ravenous and seemed to be quenching a thirst as he left me in waves of spasming delight. He tentatively dipped to lick my taint, before stopping and extracting my shorts from around my ankles. Troy then rose from his knees and flopped on the couch, pulling me towards him.
"You like that?" He inquired as we caught our breath against the cushions. I nodded as I shifted so I could straddle him. He moaned as my cheeks rubbed against his straining rod. I leaned down to place a sloppy smack against his wet lips and scruff.
Troy moved his hands to my waist to guide my friction harder against his cock. My breath hitched as his swollen tip found purchase in my hole.
"Troy, you - you're--" I struggled as my hole hadn't quite adjusted to his girth. "I have lube and trojans in the dresser drawer..."
He burst out laughing. "What, not like I'm gonna get you pregnant. You got any bugs?" I nodded in the negative. "Good, I never use lube, don't pull out, and haven't used a rubber since I was a young buck." My eyes went wide. "Oh you like that, huh sport?"
He brought his thumb and forefinger to his mouth and coat his shaft while simultaneously using his other hand to apply downward pressure against my hip. His cock head slowly started to slip in farther, and with a pop half his rod followed. I gasped.
"You good, sport?" Not waiting, he started to rock his hips up and down. "Goddamn, you're tight. Love fucking ass." Once I felt my ring start to relax, I responded in kind.
"Good boy." Troy breathed. "Almost there." Each stroke was deeper and deeper. It was a fullness that could only come with want. And want it I did.
Troy felt it too, as I rode his married dick. He started bucking and snapping his hip flexors, his glutes raising off the couch. I couldn't hold in my moans anymore, as he verbally encouraged me. "Yeah, bounce on my big cock...fuckin' take it!" Trying to meet him pump for pump, I gritted my teeth to prove I could handle his thick rod.
His hunger grew as he pummeled from below, causing my dick to stiffen from the assault. Troy glanced down and in one fluid motion, moved his hand from my hip to around my shaft. I gasped and hardened even further.
"Yeah you like me stroking you while you're using your ass to stroke me?" I nodded vigorously, my only tenable link to consciousness was his fist around my length. I could feel it building.
"Troy, I'm gonna-, please--daddy, oh daddy..." I panted.
"Oh yes, baby girl, you gonna squirt for me? Gonna cum for daddy?" I could only keen as I painted his stomach and chest white.
"Damn, baby, you soaked me. Can feel your pussy contracting around me. You want daddy to knock you up? Oh fuc-FUUUCK!" His words turned into a roar as his married dick throbbed deep in my guts. The last thrust pushed a final pearly white drop out of the tip of my spent cock.
I collapsed on Troy as my arms gave out, my head on his chest, which was heaving beneath me.
"That was different." He breathed into the top of my head as his huge arms wrapped around my back. I patted his firm pec as he sat up and extracted himself from the sweaty and salty tangle of our bodies and swung his legs to the floor. "Better get cleaned up."
"There's some clean towels in the bathroom. You can rinse off if you'd like." I stated as I watched him stand to gather his discarded tank and shorts.
He gave me a quizzical look. "Why you telling me? Don't you want to clean me off yourself before you send me home to my wife?"
"Yes sir!" I replied as I scooted past him towards the shower. A quick smack on my exposed cheek.
"You know how I feel about that word..."
"Yes...daddy."




















