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A Week with the Boss P3
Me and Mr Rousseau awoke the morning after our fun with the bellboy with aching morning wood, but we were already late for the conference and so had to just pull up our trousers and go.
I won't bore you with the details of the conference events that took up most the day, but the day became far more interesting when the evening drinks began. Mr Rousseau spoke to lots of people and introduced me to a few as a promising star from his branch. Mostly though, I didn't get involved much and waited hesitantly behind Mr Rousseau. That was until, at least, we came across Mr Bickley.
Mr Bickley was a 6-foot-tall, mixed-race, stocky-built, gorgeous man. He looked to be in his mid-forties and his handsome, caramel face was framed by grey stubble and hair. Like Mr Rousseau, he exuded a sexy, sleazy confidence that drew me immediately to him. He was the only man to wear no tie with his suit, instead having the top few buttons of his shirt undone to reveal a hairy chest and gold chain. Having ignored my horniness in the morning, I was basically on heat for this man now.
He and Mr Rousseau greeted each other like old friends, ignoring me at first and laughing loudly together. Eventually though, they both turned to me.
"So this is who you brought with you?" Mr Bickley said in a smooth American voice, whilst looking me up and down.
"His name's Jack" Mr Rousseau replied "let's see who you brought along?"
Mr Bickley summoned over a wiry, pale, ginger boy, who looked to me to be about 18. He was introduced to us as being Bickley's personal assistant, Tommy. He looked shy and nervous, standing with his head dipped slightly.
"What can I help you with Sir?" he asked Mr Bickley meekly.
Mr Bickley ignored him though.
"You know, he was a virgin when I met him Rousseau?!" Bickley chuckled darkly "got an ass so tight... makes my wife feel like fucking a bucket!"
Both men burst out laughing. Hearing them talk so crudely turned me on and Tommy's blushing cheeks told me it did him too.
"You'll have to let me try that out" Rousseau said, leering at Tommy.
"Well, how about I make you a deal" Bickley replied, staring at me and licking his lips "we take both these fags upstairs now and have a little trade?"
As fast as lighting, Mr Rousseau had agreed and me and Tommy had been whisked into the lift. We stood in there with and elderly couple, so nothing occurred in the lift this time. I was nervous and felt the tension growing the whole ride. I hadn't even been asked, but was about to be offered up to a man I'd only just met and to be unfaithful to my partner with a second man. Despite all my doubts though, I knew I couldn't say no. I couldn't upset daddy and, in truth, I wanted Mr Bickley too.
When we got into the room, it was like a pair of lions had captured their prey and were about to set upon devouring us. They tore at our clothes. Flung us around the room with ease. Nipped and tongued at our freshly exposed skin.
Eventually, Mr Bickley carried me over to the bed and flung me, now naked, onto it. He yanked down his trousers to reveal a dark, pulsing cock that was slightly shorter than Mr Rousseau's, but had it beat in terms of thickness. I dove towards it, desperate to have it in my mouth, but he rebuffed me and smacked me across the face.
"I choose when to give you this dick faggot!" he growled "you don't take it".
I retreated and sat back on the bed, when he moved towards me and began manhandling me until I was lying on my back with my head hanging over the back of the bed. From this position, I had a brief glimpse of Tommy over the lap of Mr Rousseau, being spanked. This view was obscured when Mr Bickley put his giant, chocolate cock and pendulous balls in front of my face and began to fuck it. With my head hanging over the bed like this, he had complete control and so it was a skull-fucking from the start. I loved it. I gagged and spluttered, tears streamed out of my eyes, and I'm sure I looked a real mess. At some point, I became aware that I could hear Tommy making similar noises and so I knew the ginger twink was getting a similar treatment from my daddy.
After a while, Mr Bickley stopped fucking my mouth and withdrew his jawbreaker cock from my aching mouth. I gasped for air, but immediately missed it. He chuckled when he looked down at me and sat down on the bed next to my head. He then patted his knee and told me to come sit on it. We both sat, me on his lap, watching Mr Rousseau abuse Tommy's slender throat for a while.
Tommy clearly wasn't a natural deep-throater and was gagging a lot. He had about 7 inches of Mr Rousseau's monster crammed into his throat and was already covered in spit and slime. Every now and then he would try to back off the cock when it got too much, but daddy would slap him for being bad and shove further in. It was hot to watch.
"You like seeing your daddy fuck a boy up like that?" Bickley asked me, playing with my nipple.
I nodded and he laughed again.
"Well, this isn't supposed to be for your pleasure faggot" he whispered to me, before flinging me violently off his lap. I landed hard on the floor and I heard daddy laugh. Then Mr Bickley was on top of me again. He dragged me by my hair to a big mirror, close to where Mr Rousseau and Tommy were. He arranged me on all fours in front of the mirror, so I could see myself and Mr Rousseau and Tommy in it. Then he got behind me, put his hands around my throat and thrust his big dick into my arse. He used the hands around my throat to pull me back into his thrusts, but also to limit the air going into my lungs and I started to become light-headed. Although I knew this was punishment, I loved it all the same. His giant cock sawing me in half, carving out a place in my body, conquering me.
"You're meat faggot!" he spat at me, before actually spitting on my back "you don't enjoy, just serve".
As he continued to destroy my hole, Mr Rousseau and Tommy joined us by the mirror. He fucked Tommy very much in the same way, except for the hands around the throat. Mr Rousseau instead slapped his hands down hard onto Tommy's little butt every now and then, eliciting a scream from the lad each time.
"You're right, so tight" daddy said to Mr Bickley, emphasising it with an extra hard thrust into Tommy.
"I knew you'd love him" Mr Bickley said back, breathing heavily "and this is a great little faggot you found yourself, really loves punishment!"
To emphasise the point, Mr Bickley thrust into me so hard at that point that my face smacked the mirror. I heard both of them laugh behind me and think they might have high- fived.
After that we filtered through several positions until Mr Bickley had me bouncing on his cock in a chair, and daddy had picked up Tommy and was fucking him in standing position. Soon though, I heard daddy roar and seed Tommy's tight arse. I assumed then that daddy would be done, but as he watch me bounce on Mr Bickley cock, he got hard again. When he came up behind me, I didn't immediately understand what was about to happen.
"We haven't done this to one in a while" Mr Bickley said evilly.
"Trust me, he can take it" daddy chuckled back.
"I don't much care if he can" said Bickley.
And then I felt the second cock begin to push into me. I panicked at first and began to struggle, but Bickley's hands soon closed around my neck and warned me to stop squirming. It was hugely painful, as the two biggest cocks I'd ever seen entered me at once. Soon though, it sent me to an almost delirious high. I was like a ragdoll they were using, fucking in and out of me. I don't know how long this lasted, but at some point, they both came in my arse and pulled out. The emptiness was unbearable.
Mr Bickley and Mr Rousseau walked over the minibar and poured themselves whiskies, which they clinked together and began to sip. As they did that, Tommy crawled over to me. This was how I found out what a cumslut this timid boy was. He began to felch the cum of our daddies out of my used arsehole. The two drinking men cheered him on, while I moaned like the useless whore I had become and jerked my cock to a quick climax.
It was then that I heard the noise of the phone camera click. I looked up in shock and saw Mr Rousseau holding my phone.
"What was that for?" I asked, trying not to sound angry.
"Well, I just thought it was time your boyfriend knew what a whore you are" he replied and with that I heard the sound of a message being sent. He threw my phone to me and I saw my messages to my boyfriend, Danny. The most recent message sent was a picture of me, mouth open in a deep moan, fisting my cock furiously, and being licked out by a small ginger twink.
...
Thanks so much to all the replies I've gotten! I've had a quite a few requests so I'm trying to work them all in. Hope you enjoyed.