Boss are bosses
- 2 years ago
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Jerking For The Boss: Part II free porn video
--don't forget to read Part I first!--
I'm not sure if he planned on me telling him to get naked but he certainly didn't hesitate a moment getting undressed. Still in a button up shirt and dress pants, he quickly unstrapped his belt and removed it from his round waist. About 5'5", he was a heavier guy and people always joked around the office about seeing him nude. The jokes usually revolved around being traumatized but as I rolled onto my side and continued to massage my cock, I was transfixed. I've got a thing for chubby so what I was seeing was amazing. The dress shirt came first, pants shortly after. He stood in a pair of tight gray briefs, the shape of his hard-on visible through the fabric. A massive wet spot of precum surrounded where the tip of his dick snugly hid in his briefs but they weren't long for his body.
In what seemed like a lifetime, I watched and played with my dick as he slid his thumbs into the waistband of his underwear and pushed down. Nervous and sweaty, I stared as he slowly revealed more and more until his smooth little cock escaped the grasp of the waistband and sprang to life. A little over 4", his prick was completely shaved and his tight little balls sat firm under his shaft. I had never been in a room with naked guy like this before and I couldn't take my eyes off his body. I aggressively slide my hand in and out of thigh squeezing my balls in the process. As my shaft bobbed my excitement.
As I stared at his cock I couldn't help notice how much bigger mine was. Average in size, I'm about 6" on my best day but I felt huge compared to him. I felt like a porn star and wanted to perform like one. My swollen bigger cock gave me an incredible sense of confidence and I felt like a naked ginger king.
As I pumped harder I began to conceptualize what a private thing we were sharing. The slicking sounds of us furiously stroking filled the room driving me wild. Both of us were completely nude with pricks at attention and I continued to slowly stroke my shaft from base to tip.
Jerking is usually so private but it felt fucking good to share it with someone. It was incredible having somebody watch me just enjoy myself, all the while getting pleasure from it. "Is this the first time you've seen a redhead dick?" I questioned.
"Mmmhmm and I have certainly been missing out." He replied.
A thick drop of precum lazily dripped down my cock head as I focused on just my tip. Ginger cock turns me on like nothing else so I wanted him to have the same feeling. I squeezed my sensitive pink head and slowly pulled it left to right. I ran my left hand around my groin sliding my fingers through my hairy bush. I begin to gently tug at my ginger forest but the sensation feels way too good. I begin to grind my ass into the bed and groan softly. My horny boss makes his way toward the bed and I push over to make room.
We stay on opposite sides of the bed but never lose focus. For the first few minutes we both sit nude staring at each other's pricks while we masturbate.
"You have a nice cock." He says matter of factly eyes fixed on me jerking off. "You have a really nice cock." He repeats.
"Thanks. I like looking at myself naked it really turns me on. Your cock is nice too, I can't stop staring. I've never been in a room with another naked guy but I've always wanted to jerk off for someone, like a show ya know?"
"Well this is already one hell of a show." He quipped while slowly tugging and stretching his hard little prick.
As I worked my cock with my right hand, the left aggressively rubbed my body before grabbing my red bush and pulling for dear life. I lose all control and let out an intensely loud moan punctuated by an emphatic "fuck!" We continue fucking our hands but I can't hold out much longer.
As we fall deeper and deeper into masturbatory bliss I confess, "I don't think I can teach you to edge tonight. I need to cum. I want to drain my fucking balls. I want to cum all over myself. I want you to watch me cum all over myself I fucking love cumming on myself."
I was babbling but that didn't matter - I thought he was going to die. He inhaled deeply in what I later learned was an effort to not cum all over his hand. I knew his answer but wanted to hear it anyhow.
He groaned and kept his words short. "I think more is better."
I felt my body get red hot and my heart raced. Everything went numb. "Fuuuck" I groaned. "I'm gonna fucking cum..."
"Don't worry about making a mess." He reassured as I began pumping my dick straight in the air. I stared down at cock head, pulsing and purple, dying to erupt as my grip tightens and my strokes shorten. My moan breaks the silence and while I rise up to my knees to finish, I aim my cock toward my face and ready for the show.
With a couple more strokes my dick explodes. I cum like a hose from the build up and groan like hell while I unload. I have no idea how many times I came but I made a mess of myself and the bed.
The first few shots hit my upper body. My stomach caught a fair share as well and a ton sprayed around the bed. I pumped like a fucking madman while cumming making sure to decorate anything in the area in the process. I didn't look up until well after I finished cumming but my boss was clearly inspired by my orgasm.
He had moved closer while I wasn't looking so we were now almost face to face. He was panting like a dog, ooh-ind and ahh-ing faster and faster as he pulled his hairy little cock.
"You gonna nut?" I goaded him on. "Cum on your fucking bed."
With both our eyes fixated on his furious pumping, he let out a long loud moan followed by a series of frantic "I'm cumming!" cries as his dick stiffened up and erupted all over the comforter. Each shot was paired with a whimper as he emptied his shaved little balls.
As I watched him squeeze every last bit out of his fat cock head I couldn't help but realize where I was and what I was doing.
I had never been in a room nude with another guy, let alone hard, horny and jacking my naked dick for him. I have fantasies of masturbating for somebody but I never figured it would be my boss. Sharing something so private and intense had me in a haze and I wanted more. I knew the feeling was mutual and although I never had intentions to fuck, I probably would have been an easy sell.
I fell backward toward the edge of the bed and my hard cock slapped against my stomach. Still hard and horny, I began gently caressing the tip of my dick as it spit out the last bit of cum from my load.
"Now lets watch a little porno." I said while pointing toward a mounted TV on the wall opposite the bed.
"Absolutely" He gasped still reeling from draining his balls. "But first let me grab some stuff I think you'll like."
I continued to play with myself as he retrieved a black cloth bag from his closet. As he steps toward the bed he tosses the bag down and I'm intrigued.
"What's in the bag?" I inquired rising up on one elbow.
"Fun." He said with a smile. "And maybe something new."
I untied the drawstring and opened the bag. He was right - it was something new.
"Only if you wanna!" He said.
And just like that, round two was on.
I'm not sure if he planned on me telling him to get naked but he certainly didn't hesitate a moment getting undressed. Still in a button up shirt and dress pants, he quickly unstrapped his belt and removed it from his round waist. About 5'5", he was a heavier guy and people always joked around the office about seeing him nude. The jokes usually revolved around being traumatized but as I rolled onto my side and continued to massage my cock, I was transfixed. I've got a thing for chubby so what I was seeing was amazing. The dress shirt came first, pants shortly after. He stood in a pair of tight gray briefs, the shape of his hard-on visible through the fabric. A massive wet spot of precum surrounded where the tip of his dick snugly hid in his briefs but they weren't long for his body.
In what seemed like a lifetime, I watched and played with my dick as he slid his thumbs into the waistband of his underwear and pushed down. Nervous and sweaty, I stared as he slowly revealed more and more until his smooth little cock escaped the grasp of the waistband and sprang to life. A little over 4", his prick was completely shaved and his tight little balls sat firm under his shaft. I had never been in a room with naked guy like this before and I couldn't take my eyes off his body. I aggressively slide my hand in and out of thigh squeezing my balls in the process. As my shaft bobbed my excitement.
As I stared at his cock I couldn't help notice how much bigger mine was. Average in size, I'm about 6" on my best day but I felt huge compared to him. I felt like a porn star and wanted to perform like one. My swollen bigger cock gave me an incredible sense of confidence and I felt like a naked ginger king.
As I pumped harder I began to conceptualize what a private thing we were sharing. The slicking sounds of us furiously stroking filled the room driving me wild. Both of us were completely nude with pricks at attention and I continued to slowly stroke my shaft from base to tip.
Jerking is usually so private but it felt fucking good to share it with someone. It was incredible having somebody watch me just enjoy myself, all the while getting pleasure from it. "Is this the first time you've seen a redhead dick?" I questioned.
"Mmmhmm and I have certainly been missing out." He replied.
A thick drop of precum lazily dripped down my cock head as I focused on just my tip. Ginger cock turns me on like nothing else so I wanted him to have the same feeling. I squeezed my sensitive pink head and slowly pulled it left to right. I ran my left hand around my groin sliding my fingers through my hairy bush. I begin to gently tug at my ginger forest but the sensation feels way too good. I begin to grind my ass into the bed and groan softly. My horny boss makes his way toward the bed and I push over to make room.
We stay on opposite sides of the bed but never lose focus. For the first few minutes we both sit nude staring at each other's pricks while we masturbate.
"You have a nice cock." He says matter of factly eyes fixed on me jerking off. "You have a really nice cock." He repeats.
"Thanks. I like looking at myself naked it really turns me on. Your cock is nice too, I can't stop staring. I've never been in a room with another naked guy but I've always wanted to jerk off for someone, like a show ya know?"
"Well this is already one hell of a show." He quipped while slowly tugging and stretching his hard little prick.
As I worked my cock with my right hand, the left aggressively rubbed my body before grabbing my red bush and pulling for dear life. I lose all control and let out an intensely loud moan punctuated by an emphatic "fuck!" We continue fucking our hands but I can't hold out much longer.
As we fall deeper and deeper into masturbatory bliss I confess, "I don't think I can teach you to edge tonight. I need to cum. I want to drain my fucking balls. I want to cum all over myself. I want you to watch me cum all over myself I fucking love cumming on myself."
I was babbling but that didn't matter - I thought he was going to die. He inhaled deeply in what I later learned was an effort to not cum all over his hand. I knew his answer but wanted to hear it anyhow.
He groaned and kept his words short. "I think more is better."
I felt my body get red hot and my heart raced. Everything went numb. "Fuuuck" I groaned. "I'm gonna fucking cum..."
"Don't worry about making a mess." He reassured as I began pumping my dick straight in the air. I stared down at cock head, pulsing and purple, dying to erupt as my grip tightens and my strokes shorten. My moan breaks the silence and while I rise up to my knees to finish, I aim my cock toward my face and ready for the show.
With a couple more strokes my dick explodes. I cum like a hose from the build up and groan like hell while I unload. I have no idea how many times I came but I made a mess of myself and the bed.
The first few shots hit my upper body. My stomach caught a fair share as well and a ton sprayed around the bed. I pumped like a fucking madman while cumming making sure to decorate anything in the area in the process. I didn't look up until well after I finished cumming but my boss was clearly inspired by my orgasm.
He had moved closer while I wasn't looking so we were now almost face to face. He was panting like a dog, ooh-ind and ahh-ing faster and faster as he pulled his hairy little cock.
"You gonna nut?" I goaded him on. "Cum on your fucking bed."
With both our eyes fixated on his furious pumping, he let out a long loud moan followed by a series of frantic "I'm cumming!" cries as his dick stiffened up and erupted all over the comforter. Each shot was paired with a whimper as he emptied his shaved little balls.
As I watched him squeeze every last bit out of his fat cock head I couldn't help but realize where I was and what I was doing.
I had never been in a room nude with another guy, let alone hard, horny and jacking my naked dick for him. I have fantasies of masturbating for somebody but I never figured it would be my boss. Sharing something so private and intense had me in a haze and I wanted more. I knew the feeling was mutual and although I never had intentions to fuck, I probably would have been an easy sell.
I fell backward toward the edge of the bed and my hard cock slapped against my stomach. Still hard and horny, I began gently caressing the tip of my dick as it spit out the last bit of cum from my load.
"Now lets watch a little porno." I said while pointing toward a mounted TV on the wall opposite the bed.
"Absolutely" He gasped still reeling from draining his balls. "But first let me grab some stuff I think you'll like."
I continued to play with myself as he retrieved a black cloth bag from his closet. As he steps toward the bed he tosses the bag down and I'm intrigued.
"What's in the bag?" I inquired rising up on one elbow.
"Fun." He said with a smile. "And maybe something new."
I untied the drawstring and opened the bag. He was right - it was something new.
"Only if you wanna!" He said.
And just like that, round two was on.
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