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My Friend's Dad: Bummer Vacation

"Jack's older lover takes him on a vacation to remember."

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“So what do you think?” Simon dropped the brochure in front of me. The words Tropical Paradise stood out straight away as I picked it up.

“Looks good,” I said. The palm trees and secluded beaches piqued my interest. Simons strong hands rested on my shoulders as his lips pressed against my ears.

“I thought it might give me a chance to have you all to myself for a week.” His hands slid down my body and delved into the front of my shorts.

“Mmmm, I’m sure we’ll both have our hands full.” A smile crept across my lips as I felt his fingers wrap around my throbbing shaft. He began to gently wank me as he cupped my chin, turning my head to meet his and kissing me. Our tongues hungrily lapped at each other as his skilled hand worked their magic on my dick.

Our opportunities to fuck had been very limited in the last few weeks. Although our appetites for each other’s bodies had not diminished in the slightest, my friend Carl had been hanging around Simon’s house with annoying regularity. He had almost caught us quite a few times, the most amusing of which was the time he walked into the house as I was being pounded on the kitchen table. I had just enough time to slide off the surface and slip under the table cloth as he walked in the door.

Simon broke our kiss as he stepped back, I let out a gasp as he grabbed the chair and spun it around to face him. My face was level with his crotch now as I spotted his impressive package.

“Mmmm I hope there’ll be plenty of sausage on this trip, you know how hungry I get.” I gave him a cheeky wink as I slid his shorts down over his bulge. I jerked my head back slightly in surprise as his huge dick sprung out of its confinement, the glistening tip swaying in front my eyes.

I locked eyes with him as I felt the bulbous mushroom press against my lips. Slowly he began to push his hips forward as the tip disappeared into my eager mouth, our eyes never leaving each other as the rest of his thick shaft slithered towards the back of my throat.

“You look so good with daddy’s cock in your mouth.” Simon smiled down at me. Just then we heard the front door open.

“Dad, I’m home!” Carl shouted from the hall.

“Shit!” Simon quickly pushed me off his shaft as he stowed it away in his shorts. I followed suite, standing up swiftly and wiping saliva and precum from my lips.

Carl walked into the kitchen, giving us a quizzical glance before going straight to the fridge and opening it.

“Hey champ, hungry?” Simon asked.

“Duh!” Carl closed the fridge door, turning to face us with a chocolate bar in his hand. “You two been working out or something?”

“Yeah, I’ve just been putting Jack through his paces. We worked up quite a sweat.”

“Whatever.” Carl rolled his eyes and began to walk away.

“Hang on a minute Carl!” Simon adjusted is erection in his pants to make it less suspicious.

“What?”

“Do you remember our little talk about me and Jack going on vacation?”

“Yeah.”

“Well we fly out tomorrow night. Are you absolutely sure you will be okay by yourself?”

“Dad I’m 24, not 12 I’ll be able to survive for a week on my own!”

“I’m just making sure I don’t come back to find you’ve burned the house down or something.”

“I don’t need you to do everything for me, I can survive without you.”

“Fair enough, I’m gonna go upstairs and start putting all the luggage together then.” Simon clapped a hand on Carl shoulder as he walked past. “I love you son.”

“For god’s sake Dad!” Carl turned his head to the floor as his cheeks turned a bright shade of crimson.

Not knowing what to do I slowly started to edge my way to the door.

“What are you and my Dad going to be doing on this vacation then?” Carl asked.

“Well relaxing and working out mostly.” I said trying not to sound too nervous.

“Sounds pretty lame to me.” Carl chuckled, taking a bite out of his sandwich.

I chuckled with him and started again to leave.

“What’s that on your mouth?” Carl stopped me.

Shit! I thought.

“Right there.” Carl pointed to the corner of my mouth. “Looks like mayonnaise or something?”

I flicked my tongue out to and quickly lapped up the precum.

“Yeah, I had myself a sandwich after we’d finished working out.”

“Hmm, I didn’t know we had anything left to make a sandwich with?” Carl eyed me curiously.

“Simon managed to fish out a sausage for me.” I answered back. “It was quite a mouthful.”

 

*

My arsehole twitched with anticipation as I opened the door to the hotel room. The journey had been long and tedious, made all the more worse by the fact that we barely had time any for sex of any kind. Simon followed me into the room carrying the luggage as I walked towards the balcony doors and flung them open, stepping through.

“Wow, they weren’t kidding about the view,” I said as I leant over the balcony railing.

“I’m looking at a much better one right now.” Hearing Simons voice behind me I turned my head back to see him gazing hungrily at my arse.

I smiled to myself as I unbuckled my jeans, sliding them down to reveal my luscious globes. I placed my hands on each cheek, pulling them apart to show him my tight hole. Simon’s eye’s widened as he observed my slutty display. When we first started fucking I wouldn’t of dreamed of doing anything like this, but my the whore side of me became more and more prevalent the more we fucked.

Simon gave me a come hither motion with his finger, beckoning me closer. Turning round, letting my jeans fall to the floor, I stepped out of them. Simon peeled off his own shirt as I strode seductively towards him. His muscled torso, now bare, made me lick my lips.

“Wait!” I exclaimed, seeing him start to slide out of his sweatpants.

I dropped to my knees in front of him, taking over from him as I slowly pulled them down.

“Let me do that for you, Daddy.” The thin material was straining against his large tool as I slipped them down.

“Mmmm is this all for me?” I giggled, planting kisses on the substantial bulge in front of me.

Simon held the top of my head as he pulled me back from his crotch. The material of his boxers relaxed gratefully as he pulled them down, no longer having to shackle his monster.

My eyes widened as my mouth opened automatically. His hand wrapped around his huge dick as he slowly pushed the tip into my waiting mouth. Strong hands then held my head in place as the thick, veiny shaft started to slither down my throat.

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“You look so good with Daddy’s dick in your mouth baby.” Simon gently gripped my head as he began to thrust his hips. The sound of my gagging filled the room, but was soon cut off as the phone rang.

Simon reached over to grab it as I was still servicing his cock. Pressing the call button he brought the phone to his ear.

“Hello.” Simons hand rested on my head again as I gently resumed my deep throating.

“Carl! What’s wrong?” My eyes widened as I heard Carls name.

“What? You’ve ran out of milk!” Simons hand gripped my head as he encouraged me to keep going.

“Go to the shop and buy some then!” The sounds of my sloppy blowjob started to become evidently audible.

“Oh that’s nothing, someone was just, slurping on their drink.” Simon looked down at me furrowing his brow.

A naughty thought started to form in my head as Simon continued talking to Carl. With his dick still in my mouth I snaked my arms round his hips and cupped his arse cheeks. My practiced fingers delved into the cleft, finding their puckered prize. Simon’s voice started to waver as I gently pushed a finger against his tightness.

“I-It’s nothing Carl I’m, just, stretching.” Simon let out a small groan as my fingering began in earnest.

“The money’s in the top drawer of my bedroom dresser.” Simon hurriedly said. “Okay Carl I’ve got to go now champ, I’m sure you can sort things out for yourself. Bye!”

I was sure I could vaguely here Carl’s voice shouting something before it was cut off. Simon let out a loud sigh of relief as he threw the phone across the room, tilting his head towards the ceiling. Seizing my opportunity I pushed my finger knuckle deep into his hole, simultaneously sliding my lips down his shaft till his balls rested on my chin.

“Oh my fucking god!” Simon moaned loudly. I felt his hands grip my shoulders as he pulled me up, my mouth and finger leaving his cock and arse. Strong arms wrapped around me as his lips fastened into mine, the saliva and precum lingering on my lips making our kiss nice and sloppy.

Our tongues slid together like eels as I felt his arms wrap under me, lifting me up. Gasping in surprise I wrapped my arms and legs round him as he carried me to the bed.

The bed creaked as Simon dropped me onto it, I let out a small yelp as he flipped me over onto my front. Looking back I watched as he cupped both of my arse cheeks with his hands, gently pulling them apart.

“Such a beautiful arsehole.” I quivered as I felt Simon’s hot breath on my pucker.

“You like my little starfish Daddy?” A moan escaped my lips as I felt his tongue slowly start to circle my hole.

“Oooooh my fucking god! Your tongue feels so good on my hole!” The duvet masked my whimpers. “Push it in!”

At my insistence he delved deep into my pucker, my groans filled the room as Simon tongue fucked me senseless.

“I need that dick Daddy!” I loudly pleaded. “I need your big cock in my arse now! Please! Please! Pleeeeease!”

Simon removed his tongue, replacing it with his thick fingers as I felt his body press against my back.

“I love hearing you beg for my cock baby.” Simon whispered in my ear, all while still finger fucking me.

“I need it in me. I need it nice and deep Daddy. Don’t make me wait please!” I whimpered.

Simon got up from the bed, walking over to one of the suitcases and pulling a small bottle of lube from one of the side pockets. Striding back to the bed he ordered me onto all fours.

I shivered as the lube was squirted onto my quivering hole. His fingers generously spread it around before pushing into me again, preparing me.

“You ready baby?” His fingers were pulled out of my arse as I felt the head of his cock pressing against my pucker.

Instead of answering I pushed back against his pole, my mouth opening wide as his bulbous head slipped past my chocolate lips. My body quivered as his big dick slowly tunnelled its way into me, one of his hands pressed against my back to hold me in place.

“Fuck, you’re so tight baby.” Unable to answer him I let out a little whimper, my fingers gripping the sheets. His dick seemed to go on and on as it kept going on its trajectory, filling me up and stretching me out.

I felt him lean over me, planting a line of kisses on my back as he slowly started to stroke his thick cock in and out of my aching love chute.

“Ooooh yes Daddy.” I moaned. “Make me feel all of that big dick.” He started to increase the rhythm of his thrusting, the sound of our flesh slapping together got louder and louder. I let out a sharp yelp as I felt his hand slap down on my tender cheeks, if he wanted to get rougher I’ll play along.

“Yes! Spank me Daddy! Punish that arse! Make me your bitch!” Simon let out a growl as put his weight on my back pushing me flat onto the bed. He placed both of his hands on my back as he propped himself up above me, his dick pulling out till the tip was left in me. I had just enough time to brace myself as he stabbed downward into my brown eye. I let out a loud squeal as his massive fuck tool speared into me, I swore I could feel his dick pushing up to my throat as he drilled me relentlessly. I was sure someone would be able to hear us but I didn’t care, but what a sight this would be if the hotel maid were to come in for cleaning. A well-built 40 something bodybuilder ceaselessly pounding his young lovers eager arsehole.

“I’m getting close baby.” Simon grunted, his voice straining with the effort he was putting in. The intensity of his thrusts increased as he prepared to deposit his salty load.

“Breed my arse Daddy.” I pleaded desperately. “Drain those big balls inside me!”

“Fuck! Fuck! Fuck!” He let out a long groan his hot cream gushed into me, painting my insides white. I felt him collapse on top of me, his cock still pulsing away as he wrapped his arms around me.

Our heavy breathing filled the room as Simon slid off me, turning me over so he could spoon me. I felt out hearts beating together as he held me close to his chest. The sensation of his warm spunk dribbling out of my aching hole made me giggle.

“What are you giggling at?” Simon smiled as I turned my head to face him.

“I can feel you’re cum still leaking out of me.” I gave him a kiss. “You must have had a lot built up.”

Simon chuckled before kissing me deeply, our tongues pressing against each other.

“There’s more where that came from baby.” I felt his cock start to stiffen as he pressed it against me.

Bring it on I thought.

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