Bill owned a website that produces gay porn. Normally, when presented with a twink like Jack, he would look to recruit him to perform for the website, at least do an audition. Bill had known Jack for over 2 years, after hiring him to take care of his Northern Michigan property when Bill was not around. Bill had not decided about whether he even wanted to ask Jack about working in porn, because he liked Jack. He liked him a lot. Bill's current dilemma was to get Jack to move into his house.
Jack's mother was engaged to be married and she had already sold her house. Jack and his mother would be moving soon and Jack would no longer be living across the street.
Bill had just completed a meeting with Jack's about to be stepfather, Jim. It turned out that Jim wanted Jack to live in the lake house as well. He offered to lobby Helen, Jack's mother, for that result. He had one request in return. He wanted to fuck Jack, anonymously. Bill wasn't surprised by this request. After all, what red blooded man wouldn't want to fuck Jack. He had a very fuckable ass.
Bill agreed to this. He could always go back on the deal if he decided it was going to hurt Jack, or if he didn't need Jim's help. However, an idea for a video was forming in Bill's mind.
I'm Jack. I was aware that Jim was going to speak with Bill about my staying here. I didn't know the rest of the story. Had I known, I would've readily agreed. Since I've started thinking about sucking cock and getting fucked, I've fantasized about a few guys. Bill was my biggest fantasy and I had already fulfilled that. Jim was another one of my fantasies. I didn't care if he was about to be my stepfather. I found myself wondering what was under those swimtrunks. Jim, my mother and I had been at the local beach a number of times. In addition, Bill gave us permission to use his dock, and his boat. Jim had taken us out on the speedboat a couple of times.
The past couple of weeks, I have been thinking back on the times that I've seen Jim in his swimtrunks. He had a bulge. I noticed it before, but I never NOTICED it. I was thinking about that bulge. Jim was different from Bill, Peter or Wally. They were all slim, but muscular. All taller than me. I think the whole world is taller than me. I stand 5'8" and have managed to get my weight up to 145 pounds by using the gymnasium and pool at Bill's house.
The younger guys, Jim wasn't actually that old in his early 40s, all had smooth chests. On the other hand, Jim was hairy. And at 6'1 and 215 lbs, he was a mountain of a man. He had a 34 inch waist and a 44 inch chest. His biceps were as big as any I had seen to that time, even the football players in high school.
Jim's meeting with Bill had finished. I waved to him again as he left. He looked good in his uniform. Jim was a deputy sheriff in this county.
I was riding Bill's lawn mower and had just finished the front yard and rode around back. Peter was back there on a chaise, sunning himself in the nude. I wondered if Jim had seen him like that. Jim didn't look mad when he left.
I waved at Peter, and Bill walked out the back door. He was nude as well, carrying his swim trunks. I knew that I was infatuated with Bill, but I couldn't expect anything from him. He knew that I've been fucked by Peter and didn't object to it. He had spoken with me about what I should do if I want to find companionship while in college. But I still desired him. If he wanted me to fuck around, I would.
That is exactly what Bill wanted Jack to do. While Bill desired Jack, he wasn't sure of his own feelings and didn't want Jack to become too attached to him.
After speaking with Jim, Bill started thinking about a video that Jack could star in. Even if Bill didn't use Jack in the video, he could use a different twink. The question is how to make it believable that the twink wouldn't know the guy fucking him was his stepfather. Also, he liked Jack. He thought of him as a little brother. Bill needed to know what Jack thought of his stepfather.
I finished mowing, then trimmed the edges of the pavement. When I came to the back, I let the guys know they might want to protect any valuable merchandise. The weed wacker might spit some stuff up. They both covered their groins, but stayed where they were at. I trimmed around the patio and some clippings did fly up on them. I saw Peter brush them off. I returned with blower to clear off the clippings. As I walked past the two guys sunning themselves, I turned the blower on them. Bill was up in a flash, and he grabbed me. "You want to play, eh?" He held me tight. I could feel his cock start to firm up on my back. "I think we should come up with some sort of punishment for Jack here. What do you think Peter?"
Peter smiled. "I think a punishment is definitely in order. What do you have in mind?"
Bill made it look like he was trying to decide, but he already knew what he wanted me to do. "I think that he needs to return that blower to the garage, but he has to do it in the nude."
Peter was still smiling. "I like that idea."
I wasn't sure that I did. That was the detached garage. There was no way to enter that garage without walking out front. And the Walkers, the neighbors on that side of the property were up this weekend. I would have to walk, or run, along their property line for maybe 100 ft.
Bill let me go. "Strip down, Jack."
Being nude on the back patio was not that dangerous. Only people on the lake could see into the back yard. We were careful if there was boat traffic out there. It was the morning, and the traffic was barely there. Speaking of barely, Bill had given me an order.
I started disrobing. I was plotting my course for the least amount of exposure. I was down to my jockstrap.
That got Bill's attention. "Whoa. Where did you get that?"
Peter chimed in. "I bought him a few. They came yesterday. Do you like?"
"Tell me where you bought them. I think I'm going to buy him more. Turn around Jack."
I turned so that I could show him my backside. Bill came up from behind me, and held me close to him.
Bill said to me in a low voice: "I want to fuck you right here, right now. Come with me."
Bill led me to the chaise he had been on. He laid back. His cock was hard, practically throbbing.
"Climb on Jack. I just can't decide if I want you facing me or if I want to look at your ass as I fuck it."
I looked out onto the lake. I couldn't see anything right now.
"Hop on. I want you facing the lake as you bounce up and down on my cock. If somebody comes by, you can stop."
I should've bought some of the jockstraps sooner. I heard a bottle clasp shut. Bill had some lube out here. I wondered if he ever fucked Peter out here. I looked over at Peter. He was smiling. I lowered myself onto Bill's slicked up cock. Between the lube and my sweat, he slid right in. "Unh."
I had bottomed out on the first downstroke. I was impaled by 8 inches of hard cock.
"Play with your nipples while you bounce, Jack. I'm not going to cum until you do. And you can't touch your cock."
I grabbed my nipples and started bouncing. It wasn't taking me long and Bill could tell. He grabbed my arms and yanked my hands from my nipples. In the same motion, he kept me impaled on his cock. Not allowing me to bounce and while his cock was setting against my prostate, it wasn't rubbing it.
Bill said in that low voice: "Answer me a question, Jack."
"Now?"
I tried to will myself to cum.
"Besides the guys you've been with, is there a guy you fantasize about. Someone you want to breed you?"
Damn. I needed to cum. How could he do this to me? I said the only name that came to my mind: "Jim."
Bill let go of my arms, and I felt him pump up into my ass. I resumed my bouncing and my hands returned to my nipples. In a moment, I came. I bent forward and groaned and filled my jockstrap with 18 year old cum. Bill grabbed my hips and lifted me up and down a couple of times, and he came. And my orgasm rose again. When I looked up, there was a boat slowly going by. It was the same boat as yesterday. I had given that stranger a blow job on an island in the lake. He sped away.
Bill helped me up. Bill grabbed his swimsuit, put it on, then grabbed the blower. "I'll return this to the garage. Why don't you take a shower then jump in the pool."
I nodded and walked into the pool area. Bill had an indoor pool, with a gymnasium off to the side. There was also an outdoor shower in there. I walked to the shower and turned it on. I just stood there for 5 minutes letting the water wash over me.
Bill came in and joined me in the shower. He massaged my back and my legs. He took my cock in his mouth. I practically came again right there. "Come on. Let's get in the pool. You'll feel better once you start swimming."
He walked me to the shallow end and then he hopped in. He had me get in.