My Boss
I was late to my daily afternoon appointment with my boss, Bruce. As his Chief of Staff, we started and ended the day with a 30-minute briefing. I said hi to his assistant as I got off the elevator. She was waiting for me so she to leave for the day.
“He’s in a mood after his lunch meeting was a flop,” she warned me.
“I was afraid of that,” I said with a quick smile. “Have a good weekend.”
“You, too, Jake,” she said as the elevator door closed.
I walked into his office which consisted of a room with the assistant’s desk and some seating and then a door that leads to a hallway with another door to his office. I closed and locked the first and second door before knocking on the one directly to his office. Bruce is a stickler for privacy.
“Come in, Luke,” Bruce called from the other side of the door.
“Hey, sir,” I said closing the door and locking it. “Sorry, I’m running a little late this afternoon.”
Bruce didn’t answer which caught my attention and made me look up to see what he was doing. I was stunned to see him completely nude with his left leg lifted up resting on something as he looked out a window. The sun was shining in on his buzzed head and big muscles. I felt my cock move in my slacks as I caught myself staring at his ass a little too long.
“Everything OK, sir?” I asked to no response. “Bruce?” I called out as I walked toward him.
“I had a terrible lunch meeting, Jake,” Bruce said still looking blankly out the window. “The guy was about your age and told me that perhaps I didn’t understand the way the industry worked now. The fucker was saying I’m old, Jake.”
I took a few more steps toward Bruce and stopped about a foot away. I could smell his scent which was noticeably different than his usual Old Spice smell. He smelled more like a man — it hit my nose and immediately triggered my cock to move in my slacks again.
“Bruce, why are you worried what some arrogant asshole says?” I asked. “You’ve never given a shit what anyone says. What’s going on?”
He turned his head just enough to see my face before turning back to the window. He looked back out and seemed to think for a minute.
“I don’t know what’s wrong with me,” he said. “Maybe I am getting too old. I don’t seem to keep up with everything like I use to. Hell, my wife hasn’t had sex with me in years and lives in another part of the house, my sons both live across the country and all I do is work and workout.”
“Sir, you’re not old,” I said with a tone suggesting it was a ridiculous idea. “You’re the CEO of a Fortune 500 company, you have two successful sons, and you haven’t necessarily cared much about what your wife is doing since I’ve known you.”
Bruce put his leg down and turned toward me. His naked body was backlit from the sun coming through the window as he looked at me. My eyes looked from his handsome face down to his built, hairy chest, down to his thick cock and down his muscular thighs. How had I never really noticed just how hot my boss is? We sat silent for a few seconds, but it seemed like forever as he let me look over his body.
“Do you find me attractive?” He finally asked.
I felt myself turn red as I tried to think of how to answer. We’d never discussed the fact that I was gay, but Bruce found out years ago when one of his sons told him we’d played on the same gay softball league together.
“I do,” I said. “You’re a handsome man and you’re in better shape than most guys my age.”
“You’re in great shape, Jake,” Bruce replied.
“Thank you, sir,” I smiled and blushed.
“If you saw me in the locker room what would you think?” He asked.
“Sir, I don’t …” I said before Bruce cut me off.
“What would you think?” He asked again.
I looked at the floor as I thought and then back up at Bruce. My brain wouldn’t work.
“I’d think you’re hot,” I blurted out.
Bruce closed the small space between us and was close enough that I could feel his body heat.
“What about me do you think is hot?” He asked.
I felt sweat drip down my my hair and forehead as I again froze.
“You’re good looking,” I said. “You are in great shape. You have an amazing ass. Your penis looks pretty big. You smell so fucking good,” I blurted out.
Bruce smiled and kept eye contact.
“I want to see your body,” he said as he reached out and began unbuttoning my shirt.
He looked at my moderately hair chest as each button gave him a better view before peeling my shirt down my arms and off my body. He put his hand on my big pecs and down my abs.
“You remind me of Jeremy,” he said as his hand felt my body.
Jeremy was his straight son who was married with two boys of his own.
“You like his body?” I asked.
“I always have,” he said as he moved down to my slacks and undid my belt and then pulled down my zipper. “You wear the same type of underwear as Andrew.”
Andrew is his gay son I played softball with. He lives in California, and we still keep up on Instagram.
Bruce’s hand moved over my growing pouch, and he looked up at me and smiled. His eyes went back to my bulge, and he pulled my slacks over my big butt and thighs and let them sit on my shoes.
“You’re getting hard,” Bruce said running a hand over my bulge again. “Am I doing that to you?”
“Yes, sir,” I said quietly causing him to smile.
Bruce pulled on the waistband of my Andrew Christian briefs and pulled them down just above my knees. He stopped and looked at my thick, cut cock as it enjoyed its freedom from my pants.
He looked at me and smiled again before getting on his knees and putting one hand on my hard shaft and the other around my shaved balls. I watched in slow motion as he moved his head forward and swallowed the tip of my dick. It felt warm and amazing as his tongue swirled around the head and then my cock went down his throat. He has done this before.
I pulled the back of his head toward me involuntarily as I tried to get more of my cock inside his mouth. He took it all the way down to my balls. I pulled his head toward me again and mashed his nose into my trimmed pubes. I finally let go and he slowly pulled my cock out of his hungry mouth.
“You taste amazing, k**,” he smiled. “But right now I really need you to eat my ass.”
Bruce walked to his desk and bent over it so his chest was pressed all the way against the top. I walked to him with my shoes and pants at my ankles. I quickly took everything off and looked at his beautiful big ass and hairy legs from behind. He was so sexy.
“Sir, have you, um … have you had someone do this to your before?” I asked.
“Yeah, and I fucking love it,” he said as he spread his cheeks with his own hands. “I want you to really get into it like they do.”
I didn’t ask who he was talking about. I just instinctively knew he was talking about his sons. My cock was drooling at the realization. I knelt down behind my boss as my cock swung in front of me. He smelled so fucking good as I stuck my tongue in his surprisingly hairless hole. I was hooked immediately as my tongue, mouth and nose were deep in his ass. His warm pink pucker was perfect and delicious.
“Lick that butt, Jake,” he whined. “God, your tongue feels so good inside me. Fuck, I’m so fucking hard.”
I reached up and pulled his hard cock back toward me and stroked it as precum dripped. I let my mouth leave my boss’s hole for a quick second while I licked the leaking juice from his piss slit. It tasted good and left a slightly salty aftertaste.
“Get in there, boy,” Bruce begged for me to go back to rimming him. “Fuck, I haven’t felt like this in a while.”
As much as I loved eating Bruce’s butt, I desperately needed my cock in his ass. I could feel he needed my cock as well. I stood as my spit and his ass juice dripped down my chin and quickly ran my hard dick along his crack. He moaned and stood as he held the sides of the desk. He knew what was coming next and pushed back into my leaking boner. He grinded against my dick before he reached back and grabbed the shaft. My head was now against his hole as he pushed back more and actually got the tip of my penis inside him.
“Oh my fucking god,” he moaned loudly. “Oh fuck. FUCK. YES! Deeper!”
I was now fully inside him and fucking him hard. He could take it. He was a bottom. He loved this as much as me.
“Fuck me, baby,” he begged. “Fuck daddy hard, boy. Give me that big dick. Fuck daddy hard.”
I was so turned on as I kissed his neck and back and rammed his hole. His smell was even more intense and delicious as we began to sweat. It was the best sex I’d had in a long time and I needed to squirt my load.
“I’m going to breed your ass, Bruce,” I warned. “You want my big load deep inside that hole?”
“Breed me, man,” he whined. “Give me all you got, babe. Fill daddy up.”
I shot long and hard inside my boss as I kept fucking him. I could hear him shooting his load all over his desk. His head fell back against my shoulder as his ass tightened on my dick with each huge thumping sound of his jizz landing in front of him.
“Fuck, yes,” Bruce said. “Fuck, man. God, that was amazing, Jake.”
“I know, sir,” I said into his ear. “You’re so fucking sexy.”
“Fuck me again,” he begged. I want you to fuck me in every inch of this office.”
“Yes, sir,” I smiled. “But I also want to ride your big fucking dick, sir. I want your fat cock to drill my g-spot.”
“You free all night?” Bruce asked.
I replied, “All weekend, stud.”
He walked to me and we began making out. Slow and sensual at first but we were still just as horny for each other. I bent down and licked his nipples and then lifted his right arm and began licking and sniffing his now sweaty pits.
“Your just as nasty as me, Jake,” he smiled. “We’re going to get into some deviant shit aren’t we, boy?”
“Yes, daddy,” I smiled and kissed him again.
“He’s in a mood after his lunch meeting was a flop,” she warned me.
“I was afraid of that,” I said with a quick smile. “Have a good weekend.”
“You, too, Jake,” she said as the elevator door closed.
I walked into his office which consisted of a room with the assistant’s desk and some seating and then a door that leads to a hallway with another door to his office. I closed and locked the first and second door before knocking on the one directly to his office. Bruce is a stickler for privacy.
“Come in, Luke,” Bruce called from the other side of the door.
“Hey, sir,” I said closing the door and locking it. “Sorry, I’m running a little late this afternoon.”
Bruce didn’t answer which caught my attention and made me look up to see what he was doing. I was stunned to see him completely nude with his left leg lifted up resting on something as he looked out a window. The sun was shining in on his buzzed head and big muscles. I felt my cock move in my slacks as I caught myself staring at his ass a little too long.
“Everything OK, sir?” I asked to no response. “Bruce?” I called out as I walked toward him.
“I had a terrible lunch meeting, Jake,” Bruce said still looking blankly out the window. “The guy was about your age and told me that perhaps I didn’t understand the way the industry worked now. The fucker was saying I’m old, Jake.”
I took a few more steps toward Bruce and stopped about a foot away. I could smell his scent which was noticeably different than his usual Old Spice smell. He smelled more like a man — it hit my nose and immediately triggered my cock to move in my slacks again.
“Bruce, why are you worried what some arrogant asshole says?” I asked. “You’ve never given a shit what anyone says. What’s going on?”
He turned his head just enough to see my face before turning back to the window. He looked back out and seemed to think for a minute.
“I don’t know what’s wrong with me,” he said. “Maybe I am getting too old. I don’t seem to keep up with everything like I use to. Hell, my wife hasn’t had sex with me in years and lives in another part of the house, my sons both live across the country and all I do is work and workout.”
“Sir, you’re not old,” I said with a tone suggesting it was a ridiculous idea. “You’re the CEO of a Fortune 500 company, you have two successful sons, and you haven’t necessarily cared much about what your wife is doing since I’ve known you.”
Bruce put his leg down and turned toward me. His naked body was backlit from the sun coming through the window as he looked at me. My eyes looked from his handsome face down to his built, hairy chest, down to his thick cock and down his muscular thighs. How had I never really noticed just how hot my boss is? We sat silent for a few seconds, but it seemed like forever as he let me look over his body.
“Do you find me attractive?” He finally asked.
I felt myself turn red as I tried to think of how to answer. We’d never discussed the fact that I was gay, but Bruce found out years ago when one of his sons told him we’d played on the same gay softball league together.
“I do,” I said. “You’re a handsome man and you’re in better shape than most guys my age.”
“You’re in great shape, Jake,” Bruce replied.
“Thank you, sir,” I smiled and blushed.
“If you saw me in the locker room what would you think?” He asked.
“Sir, I don’t …” I said before Bruce cut me off.
“What would you think?” He asked again.
I looked at the floor as I thought and then back up at Bruce. My brain wouldn’t work.
“I’d think you’re hot,” I blurted out.
Bruce closed the small space between us and was close enough that I could feel his body heat.
“What about me do you think is hot?” He asked.
I felt sweat drip down my my hair and forehead as I again froze.
“You’re good looking,” I said. “You are in great shape. You have an amazing ass. Your penis looks pretty big. You smell so fucking good,” I blurted out.
Bruce smiled and kept eye contact.
“I want to see your body,” he said as he reached out and began unbuttoning my shirt.
He looked at my moderately hair chest as each button gave him a better view before peeling my shirt down my arms and off my body. He put his hand on my big pecs and down my abs.
“You remind me of Jeremy,” he said as his hand felt my body.
Jeremy was his straight son who was married with two boys of his own.
“You like his body?” I asked.
“I always have,” he said as he moved down to my slacks and undid my belt and then pulled down my zipper. “You wear the same type of underwear as Andrew.”
Andrew is his gay son I played softball with. He lives in California, and we still keep up on Instagram.
Bruce’s hand moved over my growing pouch, and he looked up at me and smiled. His eyes went back to my bulge, and he pulled my slacks over my big butt and thighs and let them sit on my shoes.
“You’re getting hard,” Bruce said running a hand over my bulge again. “Am I doing that to you?”
“Yes, sir,” I said quietly causing him to smile.
Bruce pulled on the waistband of my Andrew Christian briefs and pulled them down just above my knees. He stopped and looked at my thick, cut cock as it enjoyed its freedom from my pants.
He looked at me and smiled again before getting on his knees and putting one hand on my hard shaft and the other around my shaved balls. I watched in slow motion as he moved his head forward and swallowed the tip of my dick. It felt warm and amazing as his tongue swirled around the head and then my cock went down his throat. He has done this before.
I pulled the back of his head toward me involuntarily as I tried to get more of my cock inside his mouth. He took it all the way down to my balls. I pulled his head toward me again and mashed his nose into my trimmed pubes. I finally let go and he slowly pulled my cock out of his hungry mouth.
“You taste amazing, k**,” he smiled. “But right now I really need you to eat my ass.”
Bruce walked to his desk and bent over it so his chest was pressed all the way against the top. I walked to him with my shoes and pants at my ankles. I quickly took everything off and looked at his beautiful big ass and hairy legs from behind. He was so sexy.
“Sir, have you, um … have you had someone do this to your before?” I asked.
“Yeah, and I fucking love it,” he said as he spread his cheeks with his own hands. “I want you to really get into it like they do.”
I didn’t ask who he was talking about. I just instinctively knew he was talking about his sons. My cock was drooling at the realization. I knelt down behind my boss as my cock swung in front of me. He smelled so fucking good as I stuck my tongue in his surprisingly hairless hole. I was hooked immediately as my tongue, mouth and nose were deep in his ass. His warm pink pucker was perfect and delicious.
“Lick that butt, Jake,” he whined. “God, your tongue feels so good inside me. Fuck, I’m so fucking hard.”
I reached up and pulled his hard cock back toward me and stroked it as precum dripped. I let my mouth leave my boss’s hole for a quick second while I licked the leaking juice from his piss slit. It tasted good and left a slightly salty aftertaste.
“Get in there, boy,” Bruce begged for me to go back to rimming him. “Fuck, I haven’t felt like this in a while.”
As much as I loved eating Bruce’s butt, I desperately needed my cock in his ass. I could feel he needed my cock as well. I stood as my spit and his ass juice dripped down my chin and quickly ran my hard dick along his crack. He moaned and stood as he held the sides of the desk. He knew what was coming next and pushed back into my leaking boner. He grinded against my dick before he reached back and grabbed the shaft. My head was now against his hole as he pushed back more and actually got the tip of my penis inside him.
“Oh my fucking god,” he moaned loudly. “Oh fuck. FUCK. YES! Deeper!”
I was now fully inside him and fucking him hard. He could take it. He was a bottom. He loved this as much as me.
“Fuck me, baby,” he begged. “Fuck daddy hard, boy. Give me that big dick. Fuck daddy hard.”
I was so turned on as I kissed his neck and back and rammed his hole. His smell was even more intense and delicious as we began to sweat. It was the best sex I’d had in a long time and I needed to squirt my load.
“I’m going to breed your ass, Bruce,” I warned. “You want my big load deep inside that hole?”
“Breed me, man,” he whined. “Give me all you got, babe. Fill daddy up.”
I shot long and hard inside my boss as I kept fucking him. I could hear him shooting his load all over his desk. His head fell back against my shoulder as his ass tightened on my dick with each huge thumping sound of his jizz landing in front of him.
“Fuck, yes,” Bruce said. “Fuck, man. God, that was amazing, Jake.”
“I know, sir,” I said into his ear. “You’re so fucking sexy.”
“Fuck me again,” he begged. I want you to fuck me in every inch of this office.”
“Yes, sir,” I smiled. “But I also want to ride your big fucking dick, sir. I want your fat cock to drill my g-spot.”
“You free all night?” Bruce asked.
I replied, “All weekend, stud.”
He walked to me and we began making out. Slow and sensual at first but we were still just as horny for each other. I bent down and licked his nipples and then lifted his right arm and began licking and sniffing his now sweaty pits.
“Your just as nasty as me, Jake,” he smiled. “We’re going to get into some deviant shit aren’t we, boy?”
“Yes, daddy,” I smiled and kissed him again.
1 year ago
so hard now