The Young Chauffeur and the Boss

Stuart stands on the doorstep nervously looking over at the man. He hardly knows the gentleman but his daddy, Mr Brown wants him to have sex with the guy. Stuart turns to Mr Brown for reassurance and is told to carry on.

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  • 996 Words
  • 4 Min Read

I stepped outside feeling quite naked and exposed. I turned to Mr Brown for reassurance and caught sight of myself reflected in the glass porch. The white collar and cuffs offered no protection from the evening wind. My nipples erect with goosebumps breaking out over my naked body. I looked over at the shadowy figure waiting for me, his headlights blinding me.

I had met this guy once before but only to shake his hand. I was nervous and still very much a novice with men, basically still a virgin. Mr Brown had only fucked me a handful of times and he was gentle and kind. I couldn't help but think, was out of my depth, but some dark desire made me walk over to the man.

I looked him in the eye as he approached expecting him to say hello or something. He was taller than I remember but stocky and strong in his dark suit. He cupped my bottom in one hand and ran his hands over my bare chest. He kissed my neck, pinched my nipples and rubbed his rough stubble over my smooth face.

He turned me slightly and pressed himself into my body. I could feel his hard cock against my bottom and I reached around and rubbed it through his trousers. He now had both hands on my chest, gently pinching my nipples. I pushed back on him teasing my bottom up and down his crutch. Neither of us uttered a word. I looked over at Mr Brown as he stood motionless watching us from the porch.

He tongued my mouth as I turned to undue his belt and trousers. I reached in and pulled out his warm thick cock and wanked him while his hands explored my body. He massaged my bottom as we kissed, sliding a finger down my crack teasing my little hole. I gazed down at his cock, his glans were purple and as smooth as glass.

I looked him in the eyes, sunk to my knees and took him into my warm wet mouth. I could see my breath in the cold air as I went to work on his magnificent cock. I ran my hands under his shirt over his big belly and found his hard pert nipples. Unlike Mr Brown his body was as smooth as silk but his nipples just as plump.

As I sucked him he stroked my bare shoulders and ran his hand over my cheek cupping my chin as I bobbed on his cock. I maintained eye contact as Mr Brown had taught me. I stroked his belly then wrapped both hands around his cock and wanked him into my mouth. I didn't know if he wanted to fuck me but I certainly wanted his cum. Then he reached down and scooped me up and motioned for me to bend over the bonnet of his car. The engine was still running and I was grateful for the warmth.

He knelt down behind me, lifted my leg onto the bonnet and spread open my ass cheeks. He kissed and licked at my ass his tongue probing my hole trying to get deeper and deeper inside me. I could feel cum leaking into the front of my backless briefs as he ate my ass. I wanted, no needed him, to fuck me. I felt like a cheap whore and it was incredibly exciting.

He then stood up rubbing his cock along my ass crack. I arched my back and stuck out my bottom. I smiled to myself, this had become such a natural thing to do. I didn't have to put on an act like with a woman, I could just be myself.

I felt his cock on my rosebud. I briefly reached around to check I was wet enough but I was sopping. I pushed back on him as his cock popped inside me. He took his time but slowly filled me balls deep, stretching my little ass pussy. He started pounding me and it felt so good. I stood up a little, placed both hands on the bonnet and pushed my bottom out. This position felt so good, I could feel his knob grazing my prostate. Now with every thrust I could feel cum shoot from my hard cock into my briefs. I couldn't help but moan as they new position allowed him to get deeper inside me. I could feel my legs trembling as his thrusts got harder I collapsed on the bonnet.

For a moment I was distracted, there was someone in the car, sitting in the back seat wearing sunglasses. I felt sure it was a woman. For some reason the thought of woman watching a man fuck me tipped me over the edge and I just flooded my open back briefs.

He was really going for it now as I was frantically pushing back on him. Then he exploded too and for the first time he actually cried out.

"Fuck, fuck, yes".

He slipped from me and I stood up. I looked over at Mr Brown and he beckoned me over. The man put himself away and casually got in the car. I walked over to Mr Brown, turned around and he had driven off. Mr Brown took my hand and lead me inside and up to bed.

He didn't say a word. He helped me off with my collar and cuffs and white ankle socks and told me to get into bed. he stripped off and got in beside me. I rested my head on his chest and he straight away put his hand on my bottom and fingered my sopping wet ass. I purred like a cat as he fingered me. I felt sure he was trying to get his whole hand inside me and he probably could of done.

He patted my head and said I was a good boy, I replied, thank you daddy and promptly fell asleep in his arms.

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