“I don’t know about all of that, but… yeah, I love him.” Dad replied, softly over the phone. I could tell he meant it. “I think you’ll really love him too, Son.”
“I’m really happy for you, Dad. I mean it.”
“Thanks, Brad.” After a quick pause, at a lower volume. “I told him everything.” He let it hang out there.
“What did he say?”
“He was shocked and got really quiet for a while. In the end, I think he was more turned on than anything else.”
“I’m glad that wasn’t a deal breaker for him.”
“Me too, kiddo. Listen, I have to run. But I - we can’t wait to see you!”
We hung up and I got back to work. I had exams to pass before I’d be spending the summer with Dad… and his new boyfriend, Phil. Dad arranged for me to have an internship at the company he worked for. I was wrapping up my junior year, and being that there were limited professional lacrosse options, I had to start thinking about my future.
I wouldn’t say it had been weird between Dad and I, but there had been more distance. Dad and I started fucking around right before I went to college, after about a year, he couldn’t take the guilt and sneaking around anymore. He got divorced from Mom and transferred up to the Boston office. He since came out, and now I was finding out that his boyfriend of two months had moved in.
My phone buzzed in my pocket while I was in line to board my flight. I expected to see a text or missed call from Dad, instead the Canvas app was notifying me that my grades were in. I held my breath and waiting for them to load - all A’s and a C in one of my higher level classes. I silently cursed myself for the C as I got on the plane.
I started dragging my bags out of the Uber at the front of Dad’s building when suddenly a man appeared next to me. The doorman helped me bring in all the bags so they weren’t on the street, he had a hotel bellhop style cart ready for me.
“You must be Brad? I’m Trevor.” The doorman said, extending his hand once we had all of my things situated on the cart.
“Hey Trevor, good to meet you.” I replied. Trevor had to be about 6’3 with a nice, lean muscular build. He had on a pair of nicely cut slacks, and a polo shirt with the building’s name on it which fit his body like a glove. He seemed to be in his late 20’s.
“Your dad said to meet him and Phil at Poppies. It’s just down the street two blocks, then a right, two more blocks, and you’re there.” He was pointing the direction down the street to take and turned his hand when he said to turn right. I was caught up in watching the muscles in his arms flex as he gestured. “Don’t worry, I’ll take your stuff up to their unit. It’ll all be waiting for you when you get back. Get the fish ‘n chips, best in town!” He must have taken my blank star as worry for my belongings. Either way, he hustled me out the door and down the street.
I mentally prepared myself during the short walk to the restaurant. I didn’t want to come off as protective or mistrusting, but I did think they were moving too fast. Dad had a great job, a senior executive at a national insurance company. I worried for him, he was new to dating life. I was in my thoughts and entered the restaurant on autopilot, only to stop when I heard Dad’s voice mutter “Shit.”
I looked up and saw Dad and Phil both up from their chairs getting the phone at the same time. They then noticed me and paused, smiling. All of the negativity I had blew out of my mind, Dad had never looked hotter. And Phil was a complete stud. I must have had a goofy grin on my face because Phil slung his arm around Dad’s shoulders and smiled like they were taking a picture before laughing and they both sprung to their feet.
“I’m so happy to see you, Brad.” Dad’s deep voice reverberated through me as we hugged. His solid, warm form felt perfect against me. All too soon, he broke the hug. “Brad, this is Phil.” He gestured for us to hug.
“Hi, Phil.” I stuck out my hand to shake. I may be lost in his eyes, but I kept my guard up.
“Great to finally meet you, Brad!” Phil’s eyes sparkled as he shook with a firm-but-not-too-firm grip. His voice and handsome face made my knees weak. I looked at Dad as our hands separated, I hadn’t seen him smile like this in a long time. Absent-mindedly, he scratched his gray beard.
We all sat down, Dad and Phil excitedly asked about my trip and school. “I got my grades right before the flight. All A’s except for a C.” I said dourly.
“That’s awesome, great work, Son!” Dad said, patting me on the back, a smile returning behind his gray bear, lighting up his face. His laugh lines only seemed to make his face more electric, more vibrant - when the sun caught his mostly-gray hair, there was almost something youthful about him.
“Dad, I got a C.” I repeated, looking down.
“I heard you, Brad. I’m proud of you. You took all core engineering classes this semester and you captained the lacrosse team.” I didn’t look up. “You demand too much of yourself, kiddo, no one is perfect. If it could have been done, you would have done it.”
“Your old man tells anyone who’ll listen how proud he is of you.” Phil chimed in. Something about his voice made me smile, and I couldn’t help but notice how well his dark polo shirt clung to his body.
“Thanks.” I blushed.
“Those grades call for a celebration. How about tomorrow night we go to that French place?” Dad said, looking from me to Phil.
“Sounds like a plan.” Phil confirmed.
We kept talking and our food came. It seemed almost natural having Phil there, but I didn’t let my guard down, I didn’t know anything about the man. Most of the focus had been on me, I tried to change it. “How did you guys meet?”
“Mutual friends.” Dad said. “When I first moved here I met a group of guys at the gay sports bar in town. I ended up becoming friends with a few of them, and about two months ago, he set us up on a blind date.” Dad explained further.
“I think we hit it off immediately.” Phil chimed in.
“That’s awesome, you both… just knew?”
“Well, we both have been married to women, we both have kids - we both knew what we wanted.” Dad replied. I was learning a lot about Phil. It seemed like he and Dad were more similar than I thought.
“When you say it like that, it makes more sense.” We all nodded in agreement. “What do you do for work?” I asked Phil.
“I’m a VP at Main Capital.” Phil said with the confident smile of someone who was used to impressing others. It worked, I didn’t care about money per se, I just didn’t want my Dad to be taken advantage of. I looked at Dad and he smile at me before swallowing the bite of fried fish in his mouth.
We finished our meals and Phil insisted on paying. He was a skilled conversationalist who never let a lull take hold. At the same time it never seemed like inane chatter. Before I knew it, we were back at their apartment building. “Hello again, Ed, Phil… Brad.” Trevor said with a smile as we walked past his desk. “Brad, your bags are waiting for you upstairs!” He called out as he got in the elevator.
They both had goofy grins on their faces as the elevator doors closed. I knew about what to expect, I had gotten a few tours via FaceTime, I knew his unit number was 1204, on the 12th floor. But then, the elevator passed 12, and came to a gentle stop on floor 22 - third from the top. The doors opened into a hallway with large windows on either end. There were only two doors for apartments, the whole floor was split between the two.
“What I didn’t tell you, Brad, was when Phil and I moved in together, we bought this apartment together.” Dad explained with a hopeful look on his face. I was stunned, I knew that Dad had a great job and was pretty wealthy, I didn’t expect this.
“It had just come on the market when Ed asked me to move in.” Phil said, as if it just made sense to buy a penthouse apartment.
The place was massive, they had it set up as 2 bedrooms, 3.5 baths, an office for each of them, a den, living room, dining room, and a nice kitchen. They had obviously converted some of the bedrooms for other use. “Whattaya think?” Dad asked and I became aware of my silence.
“This place is incredible! I didn’t know you could afford something like this.” I said offhand, I’d grown up strictly middle class even though my Dad always had high powered jobs.
“Your mom liked to save. She didn’t grow up with anything so she penny pinched. Trust me, Brad, I know what I’m doing. I’ve done well for myself, and so has Phil. I’m not in this alone and we aren’t in it for each other’s money.” Dad replied as if reading my mind. He was firm but not angry. From then, I put those thoughts out of my mind. I trusted Dad and his judgment, plus he was happy.
I let myself relax, I flopped down on the big oversized sectional sofa and put my feet on the coffee table. “I can get used to it.” I said with a smile.
“That’s more like the Brad I’m used to.” Dad said, relief in his voice.
“I’m going to have a beer, want one?” Phil suggested.
Dad and I agreed and put the Nats game on. We spent the afternoon relaxing watching baseball. Phil told me about his kids, a son, 24 and a daughter, 22. He played football in college, it was clear from his build and how he carried himself that he was an athlete.
“Ed tells me you’re something of a star athlete yourself.” Phil responded to my prying.
I started shaking my head no before Dad jumped in. “Academic All-American, lead the league in goals, captain the team…” He started listing off my accomplishments and I blushed, sinking back into the couch.
“Speaking of that, I need to join a gym to keep up with the summer program.” I said, taking a sip of beer.
“We’ll have to show you around, we have a great gym on the 19th floor.” Phil suggested.
“The 19th floor is like the ‘clubhouse’ for the penthouses. There’s a huge gym, a lap pool, a big outdoor area with a pool, space for yoga, a bar lounge area for parties. You name it, they got it. Only residents of floors 20 and up have access.” Dad further explained. It was a 26 floor building, so only the top 6 floors, I guessed 12-16 units, had access. There was a twinge of discomfort at the display of wealth and privilege, but the excitement it caused outweighed that for the time being.
We got carried away with the beers, by the time the game ended, we were feeling it. Too buzzed to cook anything, we ordered out for dinner.
“Hey, Trev!” Dad said, opening the door to let Trevor in with the food. Trevor walked in with two bags heavy with chinese food.
“Smells delicious, guys!” Trevor said as he set the bags on the kitchen island. “Been having a good day?” Trevor asked, seeing the empty beers.
“A few beers with the game.” Dad replied, the alcohol creeping into his voice.
“The best kind.” Trevor responded. “Take care, gents, I’m about to clock out. If you need anything else tonight, Angie is on.” He added as he left, closing the door behind him.
We devoured the food before half drunkenly putting on a movie. It wasn’t long before we went to bed, one by one. The next day, I was up extra early, going to bed early will do that. Luckily for me, Dad was awake as I made my way out to make myself some coffee.
“How’d you sleep, Sport?” Dad asked, sipping his coffee and scrolling the Wall Street Journal on his iPad. “If you don’t like that mattress we have the other one in storage we can swap out. We didn’t think it made sense to have two spare rooms, plus now we have the den.”
“No, Dad, the bed was great. I slept like a rock.” I blew on my coffee before sipping.
“Great.”
“Can you show me the gym? I like to get it in early.” I asked.
“Sure, kiddo. Can I finish my coffee first?” Dad flashed a look of mock exasperation on his face. His handsomeness, even just waking up, made my stomach flutter.
“Of course, Dad.” I smiled and scrolled on my phone.
20 minutes later we were on the 19th floor, it somehow was bigger and more impressive than Dad described. The gym had everything, and the amenities went on forever. Dad went back upstairs to have breakfast as I lifted weights in the gym. I was drenched in sweat when I finally finished, we were always instructed to push ourselves in our prescribed summer strength and conditioning programs. Our coach would tell us that the offseason is when you get bigger, stronger, and faster.
I walked outside and was met with the still crisp morning summer air. I found myself at the outdoor pool. There was no one around, so I stripped off my sweaty shirt and kicked off my shoes and socks before jumping in. The cold water enveloped me, jolting my senses before I adjusted. I swam around for a few minutes letting my muscles cool in the water before getting out and sitting to enjoy the view from 19 stories up.
The sun was starting to get warm and my stomach was rumbling, so I headed back upstairs. I didn’t bother to put my shirt back on as I thought the odds of running into anyone so early at such an exclusive part of the building were low.
“Morning, Brad.” Phil said as I entered the kitchen. I stopped in my tracks and nearly swallowed my tongue. Phil was sitting at the kitchen counter having coffee, shirtless. Not only was this salt and pepper hunk handsome, but he was built. He maintained his hairy ex-jock built impeccably. It was only after a few seconds that I felt his gaze on my bare chest and midsection. He smiled back at me.
“I gotta go… shower.” I mumbled before heading down the hall to my room and bathroom. I headed down the hall and ran into Dad who was getting dressed directly from the dryer - the laundry nook was directly across from my room. He stuck his head around the corner, he was wearing sweatpants and no top, revealing that he too had kept himself fit. If anything, it looked like Dad had packed on a pound or two of muscle.
“Good workout, Sport?” Dad asked as I squeezed past him nearly drooling.
“Great…” I said as I opened my door. As I turned to close my door, I saw Dad look down the hall, giving Phill an “I don’t know” look as if to say, “teenagers” even though I was 21 years old. I kept the shower cold, enjoying the shock - similar to the pool. It cleared my head, I felt better afterwards and made myself breakfast.
Dad left a note that he and Phil had errands to run and then were going to hit the gym. He said to meet back in time for dinner that night. I took the opportunity to explore the city. Boston was bustling in the early summer, the humidity hadn’t become oppressive causing the residents to flee for the beach. I walked around for a few hours, getting the lay of the land before going back to the building to relax.
Dinner came and went. We ate at a nice but not fancy French bistro, the food was delicious and the wine was flowing. After dinner we walked around and stopped at a few bars for drinks. Once again, we quickly found ourselves more than a little drunk. I couldn’t help but notice how hot they both were. Each in some variation of the weekend dad uniform of a polo tucked into pants or shorts. Only theirs were fitted and tailored to their bodies, hugging all of the right places.
It was then that I realized I hadn’t gotten off since the night before I got here. I pushed that thought away as fast as I could. Dad suggested we have a nightcap on the deck on the 19th floor and we all agreed.
We sat out on the deck in the summer breeze looking over the city. A bottle of whiskey sat on the table in the middle of us, before I knew it, it was half gone. “Cold?” Dad asked me. I didn’t realize I’d been shivering. The sun had been down for awhile now, and without the heat from the blacktop, it had gotten chilly. I nodded yes.
“Let’s head up.” Phil offered.
“Or… we could take a dip.” Dad slipped in.
“It’s already pretty chilly, Ed, I don’t thi - oh, oh, the hot tub?” Phil connected the dots.
Dad shrugged, “No one ever uses it. You game, Brad?”
“Should I run and grab us suits?” I offered to go upstairs and retrieve them.
“I think we can go in our skivvies. You aren’t going without are you?” He asked.
“You think that’s alright?” I was surprised at how free Dad seemed to be.
“We live here, it’s late, and no one will find out.” Phil said reassuringly.
“Far be it for me to be the wet blanket.” I threw my hands up and we walked over to the pool area. We all watched each other strip down to our underwear. Dad and Phil were wearing similar dark colored briefs, I was wearing dark boxer briefs. There was a playful drunken tension in the air as we slowly got into the hot water. Dad and Phil exchanged a series of looks, instead of deciphering, I let a wave of drunkenness wash over me.
“Your dad wasn’t exaggerating when he told me how handsome you were.” Phil broke the silence and my reverie. “And your body… I can’t beli -”
“Phil!” Dad said in a loud whisper with a concerned look on his face. “I told you I didn’t get the chance to talk to-” It was my turn to cut someone off.
“Dad… Phil… “ They stopped bickering and looked at me. “Are you wanting to mess around?”
“Brad, it’s… “ The alcohol was making Dad struggle for the words. “No pressure, Son.”
“I never wanted to stop, Dad. Still don’t. And, Phil… I mean… Goodman!” I was also struggling against the drunks to find the words.
“So, we take this party upstairs?” Phil suggested.
Everyone eagerly agreed, we grabbed our clothes and wrapped ourselves in some towels. On the way, I couldn’t help but notice how their briefs clung to their buns and packages. Once in the apartment, Dad marched down the hall toward their room, turned and pointed at me. “Get your butt in there, mister!” He said with mock harshness. I paused to let my eyes linger on his chest and the silver hairs coming to the thicket of fur that covered his large and defined pecs. “I’ve got some hole to stretch.” He playfully smacked my ass as I walked past.
I was so excited I thought I was going to burst. “Up on the bed, all fours.” Dad instructed and I happily complied. I slid off my undies and hopped on their king size bed. Almost instantly, I felt his tongue on my hole. He bathed it and my ass trench before backing off and kneading my cheeks. Only then did he pry them apart and dig his tongue in.
Dad had always excelled at eating ass, but now he was on another level. The energy and skill with which he attacked my ass took my breath away. It was only some time later, after I felt his finger poke at my hole that I remembered this was only foreplay. Dad quickly was able to get two fingers in - after the tongue fucking he gave me, my hole was more relaxed than ever.
“Flip over, Sport.” Dad breathed, he was catching his breath and sweaty from the oral assault he executed on my hole. My cock throbbed as I first sat down then laid on my back. I saw that Phil had dragged a chair over and was sitting across from us, watching and stroking a massive cock. He winked at me.
“Fucking hot, Brad! Can’t wait to watch your Dad breed you.” There was something about the way his deep voice said those words that made my cock twitch and dribble out more precum. By now, Dad was positioning his cock at my hole. As he penetrated, I remembered how well endowed the man was. My hole stretched around his thick cock as he slid in.
“Jesus! I forgot how nice this is!” Dad growled when he bottomed out. I could feel my innards gripping him tightly. He slowly started rocking back and forth, gently working out my natural resistance. I clawed at his hairy muscled body, wanting to feel every inch as he was more than 8 inches deep in me. “Fucking tight jock hole.” He muttered as my ass relented and he could begin to thrust.
It had been too long since we’d done this. Now I was going to be living here all summer! I held my legs closer to my chest and Dad was able to lean into it more. All too soon, “Jesus! Fuck!” I knew Dad was nutting in me. He rode out his orgasm with long, deep, strokes. A look of exhausted bliss washed over his face as sweat dripped through his chest hair. The veins in his arms and shoulders bulged and he started to pull out.
I didn’t blame him for nutting early, it had been over a year since I’d been fucked, I knew I was extra tight. I was a little disappointed that I didn’t get off, Dad shot me an “I’m sorry” look before Phil chimed in. “May I be of service?” He stood from the chair, hard cock standing in front of him. He was slightly bigger than Dad, both girth and length. He had a few prominent veins in the side of his shaft leading up to a nicely defined head. “I don’t want to get in the middle, though.”
Dad stifled a laugh when he saw my eyes light up. “I don’t think you need to worry.”
I looked over at Phil, standing, hulking over the bed now. His body, thickly muscled and covered in dark, dense fur. His normally neatly trimmed and styled salt and pepper hair and beard were tussled from the day. His cock was so hard and red that it almost looked angry. “Phil, fuck me… please.” I said, still holding my legs up and Dad moved to the side. I got a rush, feeling free… and a little slutty. Dad looked almost proud, still glowing from his nut.
Phil hooked his arms under my knees and pulled me to the edge of the bed. Dad’s boyfriend slicked up his cock and flexed his knees to line it up with my ass hanging off the edge. He held my legs and Dad held his cock as he pushed into me. “Fuuuuck.” They moaned in unison as Phil sunk into my freshly seeded hole. Dad pawed at his boyfriend’s flesh as they made out. Phil methodically sunk his cock in before almost painfully slowly pulling back. Dad’s used dick started to look more alive again.
“Phil…” I moaned, he broke the kiss with Dad. “Fucking big.” They both laughed and he picked up the pace a little. Dad kept groping him as he kept fucking me.
“I love jock tail. Your Dad wasn’t lying when said yours was the best.” He put his strong hands on my hips and pulled them up, lifting them off the bed slightly. He changed the angle and leverage, he could get deeper this way. To keep my drunken balance, I had to grip the edge of the bed. My eyes started to roll back and my balls started to tingle - he was going to fuck the cum out of me.
It took Phil and Dad a minute to realize what was happening. My muscles started tensing and my groans became almost desperate. “I can’t believe it. Fuck him, Phil! Fuck the cum outta him!” Dad encouraged his boyfriend.
“Seed for me, boy!” Phil grunted, thrusting harder. “Cum for me!” Sweat rained down from Phil, his muscles pumped and flexed, his body hair was matted and damp. His cock stretched my hole, fucking Dad’s load deeper and deeper into me. I wanted Phil to add his.
I cried out as my cock exploded. My cum felt scalding hot as it erupted in thick white ropes, arching over my head. “Fuck yeah!” Dad moaned, kneeling over me on the bed fisting his throbbing cock. A deep gutteral sound from within Phil let me know that he was loading me up, fucking me deep throughout his nut. More and more cum blasted from my cock as Dad unloaded on my chest, adding his steaming jizz to mine.
Phil pulled out his deflating dad-cock and sat on the floor, breathing heavily. I let my legs fall down and slowly sat up. My hole felt open and my legs felt wobbly. Dad lay in a sweaty mess near the foot of the bed. It wasn’t until I stood up that I remembered how drunk we were. I stumbled to the kitchen and chugged some water. I grabbed a Gatorade from the fridge before stumbling to my bathroom to shower.
The next thing I remembered was waking up in my bed. My mouth was almost painfully dry and tasted like stale whiskey. I stifled the momentary urge to puke before reaching for the still mostly full Gatorade at my bedside to get the taste out of my mouth. My urine was dark yellow, indicating my dehydration.
The apartment seemed extra bright as I cautiously made my way to the kitchen, desperate for caffeine and Advil. “Not such an early riser this morning?” Dad quietly joked, sipping on coffee with a Gatorade next to him and the Advil open. He was clearly feeling the hangover too. “Brad, about last night.”
“Dad.” I held my hand up. “It was hot, let's leave it at that.” I reached for the coffee.
“Brad, I’m your father, I have to look out for you and make sure you’re ok.” I tried to say something but Dad held up his hand. “Let me talk, Son. I’m to tell you… I want you to know that you staying here isn’t dependent on anything happening between you and me, or you and Phil. You are always welcome here, no matter what.”
I waited an extra beat. “You’re done?” He nodded. “Dad, I know. I don’t feel pressured into anything, I didn’t feel pressured last night. You’re such a stud and Phil, is… well incredible. I know I can say ‘no’, blah, blah, blah. We can enjoy it, right?”
“Right.” We clinked our Gatorades together, I downed a few Advil, and took a swig from my bottle of sports drink.
“What’d I miss?” Phil said, emerging from their room, bare chested in shorts, squinting against the bright sun of the morning, making a beeline to hydration, caffeine, and headache relief.
“Oh, nothing. Brad was just telling me how much fun he had last night.” Dad joked, elbowing me in the ribs. I thought about my sore, puffy hole and smiled.
