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On a Back Road

By: autumnmists



I posted the ad mostly out of curiosity to see if anyone would respond. Summer was shifting to autumn, most of the kids in school and people at work. I made it clear that I would stay fully dressed and hands off. I was looking for someone to jerk off in the passenger seat of my car while I drove, stopping when asked or before they could cum, edging themselves for most of the drive and then having a short window when they were allowed to cum towards the end. I wanted their pants around their ankles, told them they could keep their shirt on and have a towel to cover if there was a car coming in the other direction and they were worried. I made a list of my requirements, primarily age, daytime availability, interest in the scenario, etc. Then I made specific requests for how they should respond and the content of that first email. 

Within the first two hours, I had so many responses that I had to take down the ad. The email I had used just blew up. Most of them hadn't actually followed the instructions in the ad so I just deleted them. Why should I deal with them if they can't read? If I had fewer responses, maybe I couldn't have been as picky but I was actually kinda amazed by how many replied. I narrowed it down to a specific person. He had time open the day I wanted to do it, had played like this a bit previously and knew he was up for the challenge, and could meet somewhere convenient for coffee first. His email was articulate and caught my attention and he even agreed to refrain from cumming in the intervening days. He was accommodating, not pushy. I liked that. This kind of thing is a power trip for me. Fun.

We met at a big name bookstore in the cafe. I was there first and had bought my own drink. He saw me, bought his drink, and sat across from me. I had told them any age from 21 to 50 but this boy I ended up picking was 22 and looked a few years younger than that. He was wearing loose basketball shorts and a tanktop under a light weight open hoodie with the sleeves pushed up his forearms. As he walked towards me, I could see enough of the outline of his cock to be sure he wasn't wearing anything under those shorts and also that he was either huge soft or part-way to hard. I finished my chapter while he sipped. I loved that he just waited. Maybe he was already in the mindset. 

We talked briefly and lightly. We had established expectations by email so nothing major had to be discussed in the store. After we finished the drinks, we headed out to my car. We were in a busy shopping plaza area. We had discussed him staying fully dressed until we got to the chosen remote back road to limit the risk to him but he surprised me. As soon as both car doors were closed, he had his shorts on the floor of the car. I had brought the promised towel as a just in case cover but he didn't even open it up the whole way, just let it sit, folded in his lap. Crazy...but covered. I wasn't so confident once I had him in the car and half naked but the first step was getting to the chosen road and I could do that, concentrating more on the traffic and turns than on him. 

My car back then was a fairly small two door with bucket seats and a manual transmission. Despite our strict no touching agreement, my hand brushed his knee the first time I shifted to 5th. I looked at him as I apologized. One hand was already under his towel. The other on his thigh and his legs were spread so much that I couldn't have avoided touching his knee if I wanted to use 5th gear. We had gotten on the highway and I needed 5th gear. He told me it was okay and reminded me that the no touching was my line, not his. He told me I could feel free to touch and he would still remember that he wasn't allowed. Nice. 

The highway trip was short but he spent it touching himself under the towel. From what I could see, the movements were slow, unhurried. The hand that touched his thigh may have lightly brushed the underside of his balls. He was more comfortable with the exhibition risk than I was. It was good that one of us was confident. 

We got off the interstate onto what was nominally a minor rural highway but really just a two lane road with the occasional passing zone and so many curves that using the passing zones could be hazardous. I had driven it alone just the night before so I was sure of my landmarks and turns. The road was one that required a fair amount of attention from me to drive, lots of turns and speed changes and gear shifting. Up to 5th, back down through 4th to third, never stopping though and not often used until rush hour made the main interstates and state highways clogged. 

First potential exit point was about 15 minutes, and then an additional 5 until he would have to cover up most of the time. Second potential exit was 15 minutes beyond that but he would probably have to cover up right away. I wanted at least the 30 minutes of watching him, maybe more. He agreed that I could pick the distance, time, and even whether he got to cum at all. He was willing, at least when we talked by email, to give me the show without a finale if I wanted it that way.

As soon as we were off the highway, he rearranged the towel so it was convenient to grab for cover. He began stroking himself rapidly, twisting and pulling. I wondered if he was aiming to finish before the first exit or just worried I'd back out before the finale. I glanced over frequently, enjoying the view as my panties started to get damp. When he was getting most into his stroking, I asked him to stop for a minute. 

When I allowed him to resume stroking, I got him talking. He started telling me about seeing the ad I had posted and how hard he had gotten right away. He told me about stroking himself for a bit then but stopping before he came to send his email to me first. He talked about enjoying edging, starting and stopping and not allowing himself to cum, pretending that he wasn't allowed to cum. 

He started to leak precum before the first turn off and paused at my request. He looked around the car for a moment and asked if I had lotion. He brushed the side of my breast as he found it in my center console but I was willing to accept that it was an accident. 

Distracted driving can be dangerous but he was a great show - One hand on his cock. Slumped in the seat until his knees hit the dash and spread as wide as the confines would allow. Lotion on the fingers of the other hand, pushed between his thighs and though I couldn't see well, I think he fingered his ass. He paused more frequently at that point without me asking him. His balls were drawn up tight but he knew he wasn't allowed to cum. 

I shifted to 5th, noted the landmark that told me 5 minutes until the next potential chance to grab the highway back. I brushed my hand along his inner thigh a little as I considered. His breathing was getting a little ragged. He was local to the area. He recognized the approaching turn off too. 

"Can I cum?" he asked me. 

"No," I responded. "This is too easy for you. Let's do this."

I returned my hand to the shifter, downshifted, and slowed. Before we got to the intersection ahead, I turned in an easy U that sent us back in the other direction and gave us almost 30 more minutes. The hand on his cock squeezed at the base just above his balls. His eyes squeezed closed, stomach muscles tense, he panted. I was sure then that he had been aiming to be done by then. He was too close to have been planning for a longer drive.

"Mean," he finally got out. 

"I can turn around again," I offered. "But then we'll get on the highway and you won't have a safe chance to cum until you get home."

"This is safe?" he asked.

"Better than the highway where everyone is taller than this car and can see through the moonroof," I responded. 

"This way's good," he agreed. 

We zoomed along and he stroked his cock. Anytime I was in 5th, I ran my hand along his thigh. He was pushing his left knee hard against the center console, spreading his legs as far as they could go and I could definitely see that two fingers of one hand were in his ass. I couldn't imagine that was easy in the seat. I urged him again to talk to me, got him telling me his fantasies. 

My panties were soaked and I could smell myself a little; I smelled like sex. I pressed my legs together but I knew it wouldn't be enough. I wished for my butterfly but I couldn't have used it, watched him, and safely driven a stick-shift car on a winding country road.

His stroking had slowed way down by the time we passed the midpoint again. He was tensing his ass cheeks, fucking himself onto his hand below and his cock into the hand above. Each movement was a slow drawn out dance designed to last. It was beautiful. Despite the cool autumn air rushing in through the window, his skin had a fine sheen of sweat from the number of times he had stopped and how close he was. 

"Stop," I demanded again. He made a frustrated sound and lifted his hand off of his cock. "Use just this hand," I told him, indicating the one with the fingers in his ass. I watched him press them harder into himself, back up, add another finger. 

My hand traced his thigh, my pinkie brushed against his balls, the first time I had touched them. His cock jerked on its own, angry and hard and bobbing in the air. He pumped his hips looking for stimulation that wasn't there and I noticed that he was lifting high enough that the head of his cock was practically at window level. Luckily, the road was empty. 

I ran my fingers lightly up his cock, circled the head. Gave him a few strokes with the slight twist that he seemed to like to give himself the most before returning my hand to the shifter. "Please?" he whispered. I watched the road again for a moment. Had I missed a landmark? 

"You can cum now," I told him. "You have 5 minutes. If you haven't cum by the time we turn onto the highway, you have to stop and you don't get to cum." His hand flew down to his cock, pumped frantically as he lifted his hips. 

"Cum on now," I urged. "Three minutes." Finally, he groaned and shoved his fingers deep into his ass. He kept jerking his cock as it pumped four shots of cum into the air. The first ended up going out through the car window, the next two soiled his shirt. His cock pulsed a few more times, dribbling cum down his hand and into his pubic hair. If I had touched myself, had any stimulation at all, I would have cum too. 

He lolled in the passenger seat, utterly relaxed. I calmly flipped the edge of the towel over his softening cock as I started down the highway entrance. We were almost back to the shopping plaza when he started cleaning himself up, first with the towel, then with some wetwipes. They weren't enough. You could still see evidence of cum on his shirt. And the stimulation of cleaning up in a busy area made him hard again even as he pulled up his shorts. He pressed a hand against his cock through the thin fabric of his shorts, not quite masturbating again but keeping himself hard. 

I pulled up right next to his vehicle in the bookstore parking lot and we both climbed out of the car. His cock tented out the loose shorts, looking faintly obscene wagging at me. He gathered the towel and wetwipes and his mess into a grocery bag and tossed them into his vehicle. I was just turning away when he called my name. He stole a hug from me, pressing that cock against my belly, thrusting slightly to make me feel him. Even through the thin fabric of my tanktop and his shorts, I could feel the heated warmth of him.

"Bad boy," I murmured to him, my lips brushing his neck, but I let him press into me. I was far too horny. If we hadn't been in a crowded parking lot, I may have been the one begging for more than just the chance I had to watch.

I thought of him later, at home, as the buzz of the vibrator pushed me over the edge again and again.