Dude's Day with Dad

The Office Party

I pulled into the driveway just behind my dad as we both got home from the gym and the hot fuck we'd had with Jeff and Mr. C.  He waited for me to get out of my car.

"Hey, son. Wasn't expecting to run into you at the gym, but that was fucking hot. You were cruising that dad before Chase and I showed up, huh?"

"Yeah, dad. He was on the treadmill in front of me, and I couldn't take my eyes off his ass, so I went for it. But don't worry, pops, you're still my number one stud. But those nipple piercings sure were hot, right?"

"Yeah, they were, and he sure was into you. You should see him again, and make friends with his sons too. I think Chase was checking out Jeff's boy in the locker room."

"Yes, sir!"

"And don't forget, we have my work event Friday night. Your mom doesn't want to go, so it's just us men. I'll pick up our suits on the way home from work Monday."

"Do I really have to go, dad?" I had totally forgotten about it and wasn't crazy about hanging out with a bunch of accountants on a Friday night when I could be getting laid.

"It won't kill you to join your old man just this once. I can't show up solo. And if you're good, maybe I'll let you blow me in the car on the way home."

"That's not fair," I joked. "Why don't you come up to my room now and pre-pay, and then I'll think about it..."

"Nice try, but I have to recover after pumping that load into you," he said, grinning, wrapping his arm around me as we walked to the front door. "Plus, I can't wait to see that tight ass all dressed up in a suit," he said as he grabbed my ass through my gym shorts as we walked inside.

The rest of the week was pretty dull. Jonathan was getting more action than I was, staying after practice twice to blow Coach Brady in the locker room and fucking his girl at least three times. I was resorting to jacking off to porn a couple times a day, dreading the boring ass work event on Friday.

When Friday rolled around, I got home after practice and headed straight to my room to shower and get dressed. I was horny as fuck after working out, but I didn't have time to jack off. After I took a shower and pulled out the suit that my dad had hung in my closet, I noticed he'd tucked a bright yellow jock strap into the pants pocket. I slipped it on, and checked my ass out in the mirror, looking good. I was still semi-hard from practice, so struggled to get my dick fully packed into the tight pouch.

Just as I was putting on my tie, my dad knocked on my bedroom door and let himself in before I could say anything. As he walked into my room, I was struck by how amazingly hot he looked. The black suit, perfectly tailored to show off his broad shoulders and muscular body, a crisp white shirt and thin black tie. He looked like a model.

"Damn, dad, you look hot as fuck," I said, my mouth open.

"Not bad, right?" he joked, opening his suit jacket to show off his muscular torso in the mirror, his hard nipples showing through the shirt, turning, so that I could see his hot ass filling out his tight pants. "You're looking pretty studly yourself, son," he said as he admired me through the mirror. 

"Guess we know who you got that body from, huh?"

He stepped up behind me and took over tying my tie. Pressing his body up against my back, he leaned in and kissed my neck and moved up to my cheek. I responded by pressing my ass up against his crotch.

"Not now, son, we gotta go soon," he said, reluctantly, as I could feel the hard dick through his pants.

As we both walked downstairs and into the kitchen, my mom commented on how handsome we both looked. Dad kissed her cheek and jokingly said, "Don't wait up for us guys, it might get crazy at the office party." Mom laughed and shooed us out the door so we wouldn't be late.

We got into my dad's car and as we pulled out, I reached over and grabbed his thigh. "So, about that payment..."

He pulled my hand off his leg, but grinning, "Not now, son, we're running late. I can't walk in with this hard on."

In 10 mins, we pulled up to the valet at the same luxury hotel that I had spent the night with the Brazilians. I was starting to enjoy the flashback memories of that night before the valet opened the car door and I had to get out.

We walked into the lobby and toward the ballroom, my dad stopping several times to say hi to his coworkers and their spouses. I stood by silently and nodded as he introduced me. He was obviously proud of me, kind of showing me off, which made me feel good, but that wasn't enough to offset the boredom I was expecting from the evening.

The first hour of the event was a cocktail hour, and as dad engaged in discussions with his coworkers, all I could do was smile and nod after they got past the initial introductions and questions to me about what sports I play. As I was scanning the room, my gaze paused on one guy. He was a very tall, probably 6'5, silver fox that looked to have a muscular body from what I could tell from his tight fitting expensive suit. He must be 60 or 65, but carried himself with such confidence that I was immediately drawn to him. On his arm was a blond woman about 30 years younger than him, fake laughing at everything he was saying in the small group they were in.

I was captivated by this stud, so I continued to stare from my dad's side, as he droned on with a group of his coworkers about budgets and god knows what else. Soon, the silver fox broke away from his group to walk toward the bar, so I decided to get a closer look.

"Dad, I'm gonna go get a sprite. Be right back." My dad nodded and returned to his conversation, hardly paying attention.

I timed it just right to arrive at the line at the bar at the same time as the silver fox. He turned to me and said, "I don't believe we've met. James Cartwright. Are you one of our interns?" he asked, as he held out his hand. I recognized from his last name that he is the CEO of the company. My dad talked about, more complained about, him all the time.

I shook his hand, meeting his firm grip, smiling and responded, "No, sir. I'm Brandon. I'm here with my dad, Zach," as I motioned across the room to my dad, who was still engrossed in a conversation.

"Ah, the little sports star. Well, not so little from what I can see. Your dad is very proud of you. He talks about you all the time."

"Thank you, sir." I responded.

"Please, nobody calls me sir outside of the bedroom. Call me James." Before I could respond, we got up to the bartender. "I'll have a whiskey on the rocks. Brandon, what would you like?" He asked, as he turned to me.

"I'll have the same, sir," I responded. The bartender looked at James, confused.

"Two whiskeys on the rocks, dear boy," James commanded confidently to the bartender, who obliged. As the bartender was pouring our drinks, James turned to me, winked, and said softly, 

"Don't tell your dad I got this for you. Or our legal team."

"Thank you. And I'm good at keeping secrets, sir. But from what I hear, you run this place, so you can do whatever you want," I said, as I took a sip of whiskey and licked my lips as I pulled the glass away from my face. I'd never overtly flirted with an older man before, so I wasn't sure how I was doing.

"So, Brandon, how are you enjoying the evening?" James asked, sipping his whiskey and locked on my eyes.

"Can I be honest, sir, I mean, James?" He nodded. "You're the first person here that I've enjoyed meeting."

"And why is that?"

"Well, sir, shit, I mean James, no offense to your company, but most accountants are boring and out of shape, other than my dad, and well, you," I said as I looked him up and down. I continued, "you know I'm really into sports, so I have an appreciation for fellow jocks that take care of their bodies, you know? And it looks like you're a beast under that suit."

Based on the look on his face, my flattery seemed to be working. What 65 year old wouldn't want to get complimented on his body by a high school jock.

The whiskey was already starting to hit me, and I suddenly realized that I had to piss. "Hey, do you know where I can take a leak around here?"

"Well, the bathroom is over there, but last time I was in there, was a huge line. I have to go to, so why don't we just run up to my suite and use my bathroom. Plus, if you liked that whiskey, I've got something even better up there that I don't share with the help," he joked nodding to the room full of his employees.

"Nice, man. Guess it pays off to hang out with the most powerful man in the room," I joked.

As I followed my dad's boss out of the ballroom, I caught my dad's eyes across the room. He did a double take seeing me go out after James, but then paused, looked down, pensive, and then a big grin appeared on his face as he then turned back to his fellow coworkers, who were joking about something.

Walking behind James, though the lobby to the elevator, I was able to see his firm ass through his suit, and I was already getting hard. We rode up in the elevator to his floor and he opened the door to let me in ahead of him. I walked straight to the window to admire the same view I had seen during my night with the Brazilians.

I realized that James had already popped into the hallway bathroom to take a piss, and that he'd left the door open. I walked in and said, "Hey, man, I've really gotta go. You mind if I join you?" as I walked up next to him as he was standing at the bowl with his dick in his hand, a big stream of piss coming out forcefully.

He looked over and grinned, "Sure, buddy, come on over." As I was unbuttoning my pants, I looked over to check out his dick. It was probably 7.5 inches, uncut and pretty thick. Impressive. He had pulled his pants open quite a bit and I could see the edge of what looked to be a tattoo that was coming up the front of his leg toward his waist. Interesting.

I pulled out my dick, and James immediately took a look. I had never had trouble peeing next to guys, so I immediately started pissing, looking up to meet James' gaze. "Not bad," I joked as I looked toward his dick.

"Same at you, son," he responded, looking back down at my cock.

As we both finished pissing and shaking out the last drops, I asked James, "Hey, man, is that a tattoo up your leg?"

"Yeah, it's from my younger wilder days, but never faded," he replied, sipping up his pants and walking back out into the living room and toward table with several bottles of dark liquor. I followed him.

"Can I see it?" I asked, with his back facing me as he poured two drinks.

"See what?" he looked back over his should, confused.

"Your tattoo. I've been thinking about getting one, but I wanna wait until I fill out more so it doesn't get distorted as my muscles get bigger. Most I see are on a guy's arm or chest, so curious what one on a muscle guy's legs looks like."

"Oh, I've got them on my arms and chest too," he shot back.

"Damn, man. And I thought you were all straight-laced in that fancy suit and trophy wife."

James walked back toward me and handed me a glass. "This whiskey is older than you are, son," he said as he clinked his glass against mine and locked eyes as we each took a sip.

"Mmmm, that's good, man. You're going to spoil me with this fancy stuff. So, about that leg tattoo..." I joked.

"You're persistent, aren't you? Alright, fine," he said, setting his drink on the table, then pulling his shirt out and undoing his belt and pants. He then slowly pushed down his pants, first revealing the full pouch of his tight white briefs and then exposing his muscular quads. All up his left leg from his knees up to his waist was a large black tribal tattoo. It was much bigger than I was expecting, particularly on a rich older business man.

I stepped forward toward him, staring at his leg, and his package, and reached out to run my hand lightly along the outline of the tattoo, feeling the light fine blond hairs on his leg. James didn't say anything, but I could feel him tense up as my hand continued to run up and down his thigh, coming very close to his crotch.

"Wow, sir, that is one of the best ones I've seen. And it totally fits your jock build." I then reached forward and started unbuttoning his shirt. "Can I see the rest of them?" He just nodded and continued to lock eyes with me as I slowly unbuttoned his shirt, then spreading it open to unveil his huge lightly hairy chest and the best set of abs I'd seen on a guy over 60.

He wasn't lying before. Most of his left arm was covered in a sleeve tattoo that ran up and across his left pec. I continued to explore, using the tattoos as an excuse to run my hands up his huge biceps and feel his massive chest and hard nipple. As I looked down I could tell his dick was starting to strain against the fabric of his briefs.

"These are so hot, sir," I said as I continued to explore his masculine body. With each body part, he would flex, showing off.

His last tattoo ran down his side to end right at the dimple on the side of his ass right below his waist. I started at the top and ran my fingers down the side of him, causing him to moan lightly, and as I got to the intersection of the tattoo and his briefs, I hooked my finger in the waistband and pulled them down as I continued feeling his tattoo, slowly getting to my knees.

On my knees, my face was within inches of his now freed dick, it growing harder with each throb from his heartbeat. I looked up, and licked my lips, waiting for the go ahead.

"Well, that's what you've wanted all night, so give it a taste, boy," he said, grinning, looking down at me.

I buried my face in his crotch, inhaling his manly scent, as I started to tongue his hair ballsack. This got him moaning even louder, as he started to massage the back of my head, pulling me in tighter.

"Yeah, boy, you like that man sack, don't you?"

"Yes, sir. Can I please taste your cock now?"

"Let's see how good you are, kid," as he pulled my head toward his dick. I met the tip with my tongue, already tasting his precum, then running my tongue down the underside length of his cock, now at about 8.5 inches hard. "Atta boy. I knew you'd know how to please a real man."

I moved back up to his throbbing head and massaged it with my lips and tongue as he started thrusting his hips toward my mouth. I then slid his cock slowly into my mouth and as it hit the back of my throat, he pulled my head further into him as it slid all the way in.

"Fuck, my wife can't get my dick all the way down like that. That feels so good, boy."

He slid his dick out slowly, watching it emerge from my mouth before pushing it back in, deep. Realizing I could take it, he grabbed the sides of my face and started picking up the pace. As he started to face fuck me, I reached down and undid my pants and pulled them and my jock strap down so I could jack my rock hard cock.

James noticed and encouraged me. "Fuck yeah, boy, jack that teenage cock while you service me."

He was a heavy pre-summer, so I had a strong taste of him in my mouth. I realized I was really starting to love the taste of precum. It got me even harder.

"Stand up, boy," he commanded after a few more minutes of him fucking my mouth like his wife's pussy.

I complied, and he instructed me to take off my suit jacket and shirt, but to leave my tie on as I kicked off my pants. James inspected my body, nodding in approval as he grabbed my chest, arms and then turned me around to grope my ass cheeks.

"Mmmmm, nice ass on you, son," as he smacked my cheek firmly with his hand. I involuntarily let out a moan, which caused him to land an even further smack on my other cheek. He then pushed my back down so that my hands were propped on the couch, and before I knew it, his face was planted in my ass his tongue quickly darting to my hole. Damn, he was good at that, as I moaned in ecstasy, widening my stance so that he could get in deeper as his tongue swirled around my hole and then pressed deep into me.

I didn't want him to stop rimming me, but I was also horny as fuck, so I blurted out, "Fuck me, daddy!" and felt his face pull of my ass for a couple seconds before it was replaced with the pressure of his thick dick now rubbing against my hole, James' hands now planted on my waist.

"So, you want this daddy dick, huh, son?" he asked, as he spit on his hand to lube up his cock.

"Yes, sir. Please, can I have it?" I moaned, my face pressed against the sofa cushion.

I gasped as he pressed into me, pushing past my hole into my ass and going all the way deep, stretching me out. He didn't give me much time to adjust before he pulled all the way out and rammed back into me, my ass slapping against his thighs. He then reached around and grabbed the tie that was dangling from my neck and pulled on it from behind, as it tightened around my neck.

He felt so good inside me, with complete control of my ass. He picked up the pace ramming his cock into me, as I moaned louder and louder, continuing to cut off my air supply by pulling tighter on the tie. I could feel the tip of his cock rubbing over my prostate with each thrust, and before long, I was shooting loads of cum out of my dick without even touching it. James noticed and reached down to grab a couple streams of it and then reached forward and covered my mouth with the cum-covered hand, as I licked my own jazz off it.

James started moaning louder and picking up the pace, so I could feel he was about to cum. Over the last couple weeks, I had learned to flex my internal ass muscles, so I squeezed my ass around James' dick, immediately causing him to yell out as he started pumping my ass full of his juice. 

"Oooooohhhhhhh fuuuuuuuuckkkkk, boy!!!!"

I could feel his load was huge, as it started dripping out of my ass and down my leg, but he continued to fuck my ass even longer. He finally stopped and slowly pulled his cum covered dick out of my ass, stepping back for a final view of my teenage ass sticking in the air.

"Damn, boy, where did you learn to take dick like that?"

"My dad taught me, sir." I immediately regretted saying that to my dad's boss, but what the hell, we had blown well past the line of formalities at this point.

"Is that so?" James had a curious look on his face. "I never would have guessed, but with a hot piece of ass son like you, I guess it makes sense."

He started grabbing his clothes to get dressed. As I grabbed the yellow jock that my dad had given me, he said, "Eh eh, that's mine now. Give it to me." I reluctantly tossed it over to James.

"So, can I have yours then?" He paused, thinking about it, and then agreed, pulling his back down and tossing them over to me. As I pulled them up, I did a turn so he could see the full view of them on me.

"Very hot, son," he said as he sniffed my jock.

We both continued to get dressed. I couldn't help but stare at this masculines stud as his muscular tattooed body was slowly covered up.

"Listen, Brandon, I'm having a party here in this suite tomorrow night. One of my bartenders just cancelled, so if you're up for making a little cash, I need a replacement. $2 k for the night."

"$2k?! Um, fuck yeah, but I don't know how to make that many drinks, man."

"Don't worry, you just passed the interview, so you'll do just fine. And do you have any buddies that might be up for it?"

"Yeah, my best fried, man."

"Do you have any pictures of him?" I grabbed my phone out of my pocket and went to my hidden picture folder and clicked on a pic of Jonathan and me, both naked and hard, flexing naked in a mirror together, and showed James.

"Yes, he'll do. Same cash for him if you bring him," James said, grinning. "But, listen, don't mention this party to anyone else, but I'll invite your dad since I bet he'd also enjoy it."

"Yes, sir!"

"So, you'll show up about 10pm tomorrow, but in the adjoining room right next door is where the boys will get dressed. I'll have your outfits there for you. Ok, let's head back down to the party. You go first, and I'll be down in about 5 minutes."

I nodded and leaned forward to kiss James on the lips while giving his dick a quick grab through his suit pants before heading out the door and back down to the party. I scanned the room and quickly located my dad. As I got close to him, he broke away from the group he was speaking to and asked, "Where you been, son?"

I leaned forward and whispered into his ear, "I just got fucked by your stud of a boss. And he invited us to a party tomorrow night."

He leaned back, processing what I just told him. Then, judging from his facial expressions, he smiled and patted me on the back as he led me to the group he was speaking to and introduced me for the fiftieth time. I droned all of them out, just thinking about James and his body. When I noticed him re-enter the room, I got his eye and he winked at me before he went over to his wife and gave her a sensual kiss. Fuck, what a stud.

After we sat down to dinner, I pulled out my phone and started texting Jonathan from under the table.

"At dad's work event. Boss just fucked me. invited us to work his party tomorrow. 2k each!"

"WTF, dude?!" Jonathan replied.

"Srsly. Cum still leaking out of my ass. U down?"

"Fuck yea, bro!"

"Sweet. Will see if dad can bring Mr. C."

Dinner dragged on and I was getting restless. I leaned over and whispered to my dad, "So, when do I get to suck you, pops?"

"Shh, not here," he retorted.

Our legs up to our waist was underneath the long white table cloth, so I reached under and grabbed dad's muscular thighs and ran my hand up to his crotch.

I could feel him getting harder, as he didn't push my hand away. I continued to rub up and down the length of his cock, watching his facial expressions as he tried not to visibly react.

He then wiped his mouth and pushed back from the table, excusing himself to run to the restroom. The rest of the table resumed their conversation, so I gave it a minute and then also headed to the bathroom.

My dad was standing at the sink, looking at himself in the mirror as I walked in and then headed to the handicapped stall at the very end of the bathroom. Fortunately, the stall walls went all the way to the floor. I walked in the stall and looked back at him, making sure he knew to follow, and leaving the door unlocked.

A couple seconds later, my dad entered the stall and locked the door behind me. He forcefully pushed me against the wall, his hands squeezing my shoulders.

"What the fuck are you doing in there. Those are my coworkers!" He seemed genuinely mad.

"Sorry, dad, I just, uh, I'm horny for you. I'm sorry, sir" I replied, looking him in the eyes with remorse.

"Well, fuck, son. You're rubbing up on my cock, telling me you got my boss to fuck you, and now I've got this massive hard on. Jesus."

"Well, let me take care of it, dad," I replied, reaching forward to grab his crotch, and I pulled down his zipper and reached in to pull out his massive rock hard cock.

He looked down at my hand on his cock and then said, "What the fuck am I gonna do with you?" as he leaned forward and kissed me.

As he was tonguing my neck, I whispered, "well, you can fuck me. I'm still lubed up with your boss's cum."

He pulled back, looked at me in the eyes, grinned and then spun me around reaching around me to unbutton my pants and pull them down. He seemed to notice the new white briefs on me instead of the yellow jock he'd gotten me to wear, as he pulled those down too. He kissed and bit my ass as he stood back up and then ran his finger against my hole, feeling the hot wet cum that was still covering my hole.

Dad then pressed his hard cock up against my hole and it quickly slid all the way in, since James had stretch me out and his cum was the perfect lube.

"Oh, fuuuuuck!" My dad whispered into my ear, as I pressed my ass back into him.

He started pumping me, faster and faster, as he wrapped one of his arms all the way around my chest and the other hand he used to cover my mouth so that I wouldn't be too loud.

The familiar feel of my dad's cock in my ass was hot as fuck in itself, but hearing his coworkers come in and out of the bathroom while he was fucking me made it even hotter. I used my ass muscles to squeeze his dick a little tighter and that caused him to pound me even faster and deeper.

It didn't take long for him to cum, and despite his best efforts, he let out a loud moan as he began to shoot his load in my ass, causing some unknown guy in the bathroom to jokingly yell out, "Guess someone's dropping a deuce!" I leaned back and kissed my dad on the lips as he continued to cum, melting in his strong embrace.

He stayed inside me longer than usual, as he kissed my neck and hugged me from behind. He finally pulled out of me and I turned around and put my arms around his shoulders, looking him in the face.

"You're such a fucking stud, dad. You could fuck me all night and I couldn't get enough," as I leaned forward to kiss him some more.

After finally composing ourselves, we walked out of the stall and ran right into James, who was at the sink, straightening his tie in the mirror.

"Well, hello, men. How is the evening treating you" he asked, looking at us in the mirror.

"Mr. Cartwright, sir, this is my son Brandon," my dad replied nervously.

"Yes, we've met already. Quite the boy you have there, Zach."

"Ah, yes, uh, thank you, sir. I'm very proud of him," as he put his arm around my shoulder. I wasn't used to seeing my dad this nervous around anyone. As James made eye contact with me in the mirror, he winked at me again, and I smiled back.

"Well, gents, I hope to see you both tomorrow night," he said as he walked out of the bathroom. My dad and I both looked at each other and smiled, as we fixed our hair in the mirror and got back to dinner.

After dinner, my dad and I decided to head home rather than stay for the dancing. We were both spent, and had gotten what we wanted. In the car ride home, my dad rested his hand on my thigh and gave it a firm squeeze. "I'm sorry I sounded mad earlier. I just get nervous sometimes that people will find out and something will happen. You're so special to me, son, that I don't want to lose what we have."

"I understand, dad. I don't want anything to change either, except maybe more of our alone time," I said, smiling over at him. "And not to give away my secrets, but you're pretty fucking hot when you get made like that. I thought you were going to hit me, and I might have cum in my pants right then," I joked.

"Oh yeah? Is that so?" he said, grinning, glancing over at me.

"Yes, sir!"

"Well, if we're spilling secrets, I almost shot in my pants as I was watching you go after Mr. Cartwright and then saw you following him off to his room. I had no idea he was into that, so I thought you'd bomb out but it was hot as fuck watching you hit on him. But you made me proud."

"I'm glad you like that, pops. But you should see his body. He's fucking hot as shit."

"Nice, son. But I thought I was your number one stud."

"Oh, you still are, dad. Nobody even comes close you."

"Well, why don't you lean over here and show me before we get home," he said, as he reached down to unzip his pants and pull out his hard dick while we were stopped at a red light.

I didn't hesitate to unbuckle my seat belt and lean over to take his entire cock into my mouth in one smooth motion. "Oh, fuck, son. That's it. Your mouth is so fucking hot!"

As I was bobbing up and down his dick, I felt the car start moving. He had one hand on the steering wheel and the other pushing my head up and down on his cock, moaning louder and louder as we drove into our neighborhood. Since I was still sucking his monster cock, he took a few detours and rolled slowly down the street so he could look down and watch his dick slide in and out of my mouth.

"Yeah, son, I love how you use that tongue. Swallow your daddy's dick. That's it!"

His encouragement made me tighten my lips and increase the speed that he was sliding into my mouth and throat. Soon, he gave me the signal that he was close to cumming, slamming on the breaks and pushing my head deep onto his cock as it exploded with another load of cum down my throat. I swallowed every drop, deciding that my dad's cum tasted the best so far. I stayed down on his hard cock, swirling my tongue around the head, milking every last drop before I sat back up.

"So, dad, did I prove that you're still my top stud?"

"Fuck, oh yes, son," as he leaned over and kissed me. "We better get back home. Your mom is probably waiting up."

"Ok, but if you can't sleep, feel free to come to my room. My ass is still lubed up from you and James," I said, only half joking.

"Such a horn dog. Love it." My dad replied as we pulled into our driveway and then headed into the quiet house. I gave my dad a quick peck on the cheek before running up to my room to slip out of my suit and then collapsed in bed and quickly fell asleep.

To be continued.....