I had no experience sleeping in a bed with anyone, so waking up next to Michael was interesting. He may have touched me the entire time I slept. I was feeling sensations I had never felt before. Somehow I knew I had ended my night by letting an older man screw me. I had frozen my ass off, but Michael had come to my rescue.
Micheal's hands played across my body as I slowly woke. I considered what we had done and played the events of the previous night out in my head. I thought to myself, "you are a cheap dirty slut." My ass was a little sore, and I knew Michael had broken me in thoroughly. I felt his cum inside me, and remembered his climax. He seemed to remember that part too.
He could tell I was awake. "Wake up Justin," he said running the tip of his hard cock down the crack of my ass. This was all so new to me I tensed up, but Michael told me to relax.
"It's about 3 AM Justin. I've laid here waiting for you to wake up so I can hear what your decision is", Michael said.
I did remember he wanted me to stay with him for the weekend, till sometime Sunday. He had even said something about showing me some kind of appreciation. There seemed a clear red line between being a total slut for letting some dude from Seattle fuck me for warmth and a half dozen beer, and being an outright whore. But there was apart of me that wanted rewarded.
"You want me to stay here with you till Sunday."
"Yeah for more fun like we already had."
"You know I haven't ever done this before."
"Yes I know, and that's why I plan to be extremely generous to you. Not just in bed."
"You' have been so nice letting me stay but I feel funny about making that kind of deal."
"It won't be like that."
"How could it be that I wouldn't feel like a whore", he cut me off.
"Stop, don't even think like that. The holidays are coming up it's perfectly natural for anyone to want to spoil their new lover."
"I don't want to make promises that I can't keep," I told him.
"I won't make it that complicated", Michael said rubbing his erection up against my ass. "It's a once in a lifetime thing if that's what you decide."
"You make it hard to say no.", I told him.
"Please let me be in control for just one more day."
Michael was pressing the head of his cock into me. "Just say yes and I'll take charge, just till Sunday."
"Yes"
"I need to cum now. I want you to lay kneel at the foot of the bed with you ass hanging over the end."
He pulled me back to the end of the bed. I don't know whether it was the sex or the prospect of reward for doing what he wanted but I felt horny so I positioned myself the way he wanted. I felt my ass hole exposed to air and wondered at the new sensations this encounter was producing in me. I knew I couldn't make much sound in this motel room. The last thing I wanted then was a knock on the door.
The implication was in my mind let me have whatever I want for just over a day of sex. The way he "said the words "in control' made me think he wanted rougher sex than we had already had. But I was ready to do this for him. The fact is it was the holidays and it had been years since that had meant anything more than food and relatives fighting. I was willing and just hoped that he was sincere. There was something about him that made me sure he would follow through with his promises.
I had that pillow wrapped around my face for ten long minutes. He whispered a lot of sh it to me from behind. More than fully registered at the time. Compliments and soothing promises that this would be the best Christmas of both of our lives. He said I was the hottest fuck he had ever had and started bragging about how well he was going to spoil me. A dirty where I might be but at least Michael made me feel sexy.
My intuition about his dominant streak proved well founded. Even in my darkest fantasies I had never dreamed of selling my body for money for days at a time to anyone. I thought I was pretty tough and could take it but Michael pushed me up to the edge of what I could handle. He was dominant and talked pretty dirty to me while we played. He whispered shit he was going to buy me for letting him fuck me and to my shame it made my cock hard and I wanted to earn all of it and more.
It might have only taken two minutes, but I wasn't ready to give total submission at the two-minute mark. I figured out that my inexperience and his role in corrupting me to this path was a big part of why he liked me. At least that first time after I made the deal with him a little resistance only turned him on more.
