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A Reader's Choice Story.
What happens after this chapter is up to you, so please share your suggestions, ideas and comments. The wilder the better. The challenge I have set up for myself is to ignore my own ideas as much as possible in future chapters in favor of yours.
The Convertible - 1
"Sweet – you didn't tell me you had a convertible!"
The guy laughed, walked to the driver's side and said, "Well, I wanted to save some surprises for when we met in person." I'd planned to just walk him to his car but ended up asking if he'd take me for a ride. He said he had stuff to do but then shrugged and said if I wanted to join him on his errands, he'd be glad to take me for a ride. That was all I needed to hear. I hopped over the side door and was in the passenger seat quicker than he got in behind the wheel. I told him how perfect the car was. He said it wasn't perfect right now – the top was stuck in the down position and he wouldn't be able get it up again until he brought it to the shop. That was fine by me. I couldn't stop looking around the interior and telling him how cool it all was. He just grinned at me, turned the key in the ignition and we were out of the mall parking lot.
After all the time we'd spent talking about sex and jerking off for each other online, it was kind of weird being with him in person and doing normal stuff like riding in a car. I guess he really listened to me when we'd talked about our kinky fantasies and private dreams. We both liked crazy adventurous stuff – well, I liked the idea of adventurous stuff. Since I was only 18, I hadn't experienced many adventures, crazy or otherwise, so I mentioned stupid boring stuff like riding in a convertible with the top down. It felt so lame when I said it.
And yet now here I was, riding with this hot older guy in his convertible. When I agreed to finally meet in person, I made it clear there'd be no sex. We'd just meet at the mall and have a snack. He was cool with that. He never pressured me to do more. And believe me, I was kind of tempted to do more. He was early forties, really fit, dressed well, had all his hair. Yet I knew I should stick with the plan: no sex. After all, he could weird out on me, even though I didn't really believe that would happen. He was super casual. You wouldn't know there was anything sexual at all between us. Even when we were driving, he barely looked at me. Except for a few glances my way just to be polite, he always kept his eyes on the road. The wind was blowing my hair like crazy. Sure it's short, but it's still long enough to get messy. I lifted my hands up so I could fingersurf in the wind. He just laughed. He said he does the same thing when he's in the passenger seat.
"The best is coming home from the beach," he said. "Then I drive with my shirt off. There's nothing like it. And I always do it `cause I never know when I'll have that opportunity again, you know what I mean?"
It sounded awesome. He glanced at me and laughed. I was pulling the collar down on my t-shirt to get a little of that sensation. He said, "Feels good, doesn't it?"
I was thinking about what he had said earlier. About not knowing when the same opportunity would come up again. I really wanted to feel what it would be like to ride in his car with my shirt off. I asked if he would mind if I took off mine.
"Kid," he said, "we've seen each other naked online. I think I can handle you being shirtless. Besides, I'm too busy driving to pay much attention to you." And with that he changed lanes and let a truck pass us.
I was glad he didn't mind me taking off my shirt. I wasn't trying to be sexual, just enjoy the convertible as much as I could. The day was so perfect. I peeled off my t-shirt and dropped it on the floor by my feet.
"Oh, don't put it there," he said. "The floor's dirty." I picked up the shirt and put it on the center console beside my left arm. He said that kind of got in his way. I saw that he drove with his arm there, so I removed the shirt. There was no back seat, but there was a little shelf running the width of the car at shoulder height behind the front seats. I put my shirt there and leaned back and closed my eyes to enjoy the wind and sun. It felt so good, I got a boner. I started to play with it and then remembered where I was.
"Don't stop on my account," he said, still grinning and looking straight ahead. "I'm driving, so I'm not involved with this. This is all you, buddy."
The reason I didn't want to have sex when we met in person is I wanted to get a feel for him. Jerking off here wouldn't count as sex. Not really, because he was driving. It would just be me jerking off. He'd seen me do that before on-camera a lot. And how many other chances was I going to have to jerk off in an expensive convertible with the top down? So I undid my pants and pulled out my 6 incher.
"He looks familiar." The guy winked at me and then focused on the road and all the cars around us. He kept both hands on the wheel. I started to play with myself, squeezing and jerking nice and slow. With my left hand, I squeezed my balls, which I like to do. I wasn't in any hurry to cum. I wanted to savor the whole experience. My left index finger stroked my balls and then my taint. This is sort of my thing when I jerk off by myself. I like to play with my balls and my taint and then tease my hole. I lifted my hips to get to my ass. Lifting my legs high enough and getting them wide enough to give me access was tricky in the limited leg space. I was doing okay, but it was a bit of work.
He must have heard me struggle because he suddenly laughed. "You should see yourself." I guess I looked as uncomfortable as I felt. We were going about 40 miles per hour on this road and no one could see in. So I slid my pants down and resumed jerking off. It felt incredible. I was even teasing my nipples and scratching my legs which kind of gets me going. "Oo, I don't think you want to do that."
I stopped. I thought he was cool with me jerking off. "Your pants," he said, pointing with a single finger while still holding the steering wheel. "That floor is dirty. I don't know if you want to get your pants messed up."
"Right, right," I said and started to pull them up. But as I did, my legs felt warm and confined again. They didn't get to experience the wind blowing right on them. And besides, I was almost naked already, wasn't I?
"Would you mind," I asked, afraid he'd say no, "if... I took these off, too?"
He giggled without looking at me, just looking straight ahead. Then he did look at me and burst out laughing. He returned his eyes to the road. "Sure, go for it. This is your fantasy, not mine." God, he was good looking.
I pulled my pants and underwear off and put them on the shelf behind me with my shirt. Then I put my shoes up there, too, so I wouldn't kick them. And since I looked stupid with only my socks on, I put those with the rest of my stuff on the shelf. Besides, there was something hot about not seeing any of my clothes at all. Just my naked body, with my erect cock, under all this sunshine, with the breeze blowing past. It was perfection.
He looked over at me and laughed. "Looks like somebody made himself comfortable. Kid," he said, "you look just as good in person as you do on my monitor at home." I thanked him and stopped jerking. Instead, I put both hands behind my head, closed my eyes and stretched out, my cock head just about resting in my belly button. The sun was making me warm while the wind was keeping me cool. I felt great.
Suddenly there was a loud honk. I opened my eyes. Passing was one of those huge trucks. The cab was right beside us. The driver wiggled his tongue at me and laughed. My friend and I laughed and waved back. On the mudflaps, instead of silhouettes of naked women, he had silhouettes of naked guys. An openly gay trucker. That was probably a first.
This was a real adventure, just the way I imagined it. I was having a spectacular time. Then my friend leaned over to me and said, "Want to see what this baby can do?"
"Sure," I said. By now we were on a freeway. He slammed his foot on the gas and suddenly we were going eighty.
And just as suddenly my clothes flew out of the car.
"Shit!" My shirt flew across two lanes then sailed up again and disappeared from sight. I turned over my right shoulder to catch a glimpse of my pants dropping behind some car. We were going too fast for me to keep them in view. When I turned back toward my left again, I saw my friend reach back for my shoes. For a second it almost looked like he was throwing them instead of trying to catch them, but the way he said "Aw, man!" I knew he was as upset as I was.
I said we had to go back to get my clothes but he said there was no point; that they were lost for good. "But I need them!" I was in a panic. "What am I going to do?!"
We passed one off-ramp after another.
He shrugged. "I don't know, kid. But I've got errands to run." Then he turned to me and smiled a big Tom Cruise toothy grin.
And he kept driving toward the city.
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READERS: As mentioned at the top, this is a Reader's Choice Story. If you'd like to see this story continue, tell me some of your ideas. I pledge to ignore my own ideas as much as possible in this story in favor of yours.
http://www.nifty.org/nifty/gay/college/little-dude-series/
http://www.nifty.org/nifty/gay/sf-fantasy/the-hand