My father-in-law John was nice but intimidating to say the least. A high-powered attorney, I learned early in my relationship with his daughter to always do what the man said. John called me one Wednesday and told me that we’d be heading to their family cabin upstate.
“John, I can’t,” I replied knowing that was the wrong answer. “I have to work.”
“I already talked to Lance (my boss and good friend of my father-in-law), and he said that you’re good to go tomorrow,” John said. “I’ll have My car pick you up at 11 a.m.”
I was standing outside my building at 11 a.m. when a black SUV pulled up, the driver (a big handsome guy I’d seen before working for John) got out, took my bag and opened the door. I got in to find John sitting there in his long dress coat with jeans and a tee underneath as he smiled at me.
“Hey, John,” I said giving him a kiss on the cheek. “Good to see you.” I looked him over and added, “I don’t think I’ve ever seen you this casual, sir.”
“No calling me sir this weekend,” John said with a smile. “Well, at least not yet,” he said with a wink and a laugh under his breath.
The man already terrified me, so I tried not to read into his comment too much. I didn’t ask questions about the weekend because I knew it would only piss off John, so I put in my AirPods and listened to music while he took one phone call after the other. I made eye contact with the driver in the rear view a handful of times as we drove, and his stare was deep and raw — almost sexual. It made my cock wake up as I enjoyed each exchange.
Finally getting to John’s family cabin, I realized it was actually a proper country house I would expect to see in a Hollywood movie. We drove up the long driveway before the driver opened our doors and I followed John into the house. He was finally off the phone and said, “Welcome, Matty,” he said never turning around. I hate that he calls me Matty instead of Matt, but again, the man can do whatever he wants.
I followed him into the kitchen where he poured us each a scotch before we even took off our coats. The driver came in and took our luggage to our rooms before appearing in the kitchen. John was telling me about the house when he stopped.
“All set?” He asked the driver.
“Yes, sir,” the driver responded and gave my father-in-law a kiss on the cheek. “I’ll be in my room if you need me, sir,” he said before disappearing.
“Best driver, that guy,” John said to me with a smile.
“What do you say we get more comfortable,” he said as he started walking. I followed behind guessing he was leading us to our rooms to change. We walked upstairs and to the primary bedroom when he turned to me and said, “you’ll be staying with me, Matty. I don’t have staff this weekend, so less cleanup for us to do,” he said. I knew damn well he didn’t care about cleaning up, but I followed him in the room to find my suitcase opened for me on one of those luggage stands you see in a fancy hotel.
As if reading my mind, John said, “just get down to your underwear, it’s just us guys.”
I stripped down to my 2xist briefs, folded my clothes and stood waiting. John appeared a minute later in a skimpy blue pair of briefs holding two new drinks.
“I have a bar in the bathroom,” he said reading my mind again. He handed me my scotch and turned to hit the switch for the fireplace and I could see he was actually wearing a thong. I was pretty shocked and yet turned on at the same time as I felt my cock start to grow. I tried to think of my grandmother to get it to stop growing.
After the fire was roaring, John came up and clinked glasses, made eye contact and said, “to this weekend and getting to know my son-in-law more intimately.” I felt myself blush as the choice of words wasn’t lost on me. There was a knock at the door and John replied to enter. It was the driver who appeared to have no name. He was still in his same all-black clothes and don’t say a word. He closed the door and walked to a big chair next to the fireplace and sat down looking at us. John didn’t acknowledge his presence beyond telling him to enter, but knowing John, I just rolled with it.
“I love being up here,” John said with a smile before downing the rest of his expensive scotch. I did the same. John walked to the other side of the bed as I watched him get on it and lay on his back in the middle before pulling his legs up. He looked so good as I checked out his body and then looked into his eyes. I remembered the driver was in the room and turned to look at him but he just made eye contact and then looked back at John.
“Climb on up here, Matty,” John instructed. “Eat your father-in-law’s ass before you fuck it,” he said sternly without expression. I again looked to the driver before getting on the bed and slowly moved toward John and his exposed body. I could smell his smell but it was different — it smelled like sex.
I got up to him and bent down and smelled him up close. He nodded at me as we made eye contact again. “Lick daddies hole, boy,” John said now in a lustful and slightly needy tone. I pulled the small strip of fabric from the thong to the side and slowly ran my tongue along his beautiful pink hole. John shuttered and smiled before saying, “I knew you’d like this.” I began eating my father-in-law’s ass with more force as I got into it. I was slobbering all over his hole, licking his taint and balls. I was really getting into it when I realized the driver was now standing next to us.
I looked up at him to see he was now completely naked and stroking his cock as he looked back at me. “Don’t mind him,” John said. “He just likes to watch daddy get drilled.” I looked back at the driver who licked his lips this time as he continued to stroke his big cock.
“Fuck daddie’s hole, Matty,” John instructed. “I need to get off so I can relax and enjoy your body sensually.” I awkwardly got out of my briefs on the bed before going to pull off John’s. “No,” he quickly instructed. “Just focus on drilling my hole right now.” I lined my big cock against his sweet hole and pushed in. John was already lubed and my cock slid all the way in quickly. He let out a moan and held my stare before saying, “Now fuck the shit out of daddy, boy.”
I was really pounding John’s ass now as his moaning got loud and his eyes were starting to roll back in his head. The driver walked right up next to me and began kissing me as I fucked my father-in-law and his boss.
“Dad‘s hole is nice and tight,” he said breaking our kiss and whispering in my ear. “I want you to fuck my ass next.”
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