The Virgin in the Woods

It was a dark night when I met the boy on the side of the road. I had been driving late along the mountain path when I saw him standing beside the desolate road with his thumb out. Not much traffic came through here, especially this late at night. I pulled off the road and waited for him to come up to the car. “Where are you going?” I asked, rolling down the window. “As far as you can take me” he said, looking very cold. His blond hair was tousled, and his cheeks were red from the cold. “Fuck.” I thought to myself as my dick began to swell looking at this hot boy.

“Get in” I said, unlocking the door of my pickup. I checked him carefully as he climbed in; he was in his early 20’s, a combination of rugged good looks mixed with a boyish innocence that made my dick jerk in my pants. “Where are you heading?” I asked again as I pulled onto the road. “Anywhere but here.” He said softly. “Ah girl problems it sounds like” I said with a chuckle. The boy did not respond, and the conversation went quiet.

“I can only take you a few miles” I said knowing that would still leave him in the middle of nowhere. “Oh ok” he responded, and I could tell he was disappointed. “If you want to pay me, I could maybe take you to the next town.” I offered. “I don’t have any money” he replied. I suspected he didn't, which is what I was hoping for. “Well, there are other ways to pay me” I said, turning and smiling at him. He looked at me confused for a second, then he seemed to get my meaning.

“I never did that” he said, looking away. “It’s a heck of a lot easier than having to walk in the bitter cold” I said, giving him a reason. “You can start by opening your pants” I said. The boy did not comply, he just sat there frozen trying to decide what to do. “No worries, I can drop you off and I am sure someone else could give you a lift” I said. The boy didn’t move, but then he took a deep breath and opened his pants. “Take your dick out” I instructed, glancing over as I drove.

The boy pulled down his shorts and pulled out his limp cock. “Nice boy” I said looking at a nice piece of meat. Even though it was soft , it looked really good. I reached over and touched it and the boy jerked back. “Relax” I said, reaching for the dick again. “I’m not going to hurt it” I said. The boy relaxed and I began to stroke his cock. As I did it began to get hard and point upwards. “That’s a really nice cock, boy” I said, impressed with the thickness of it.

I pulled off the road onto a dirt path that winded a bit into a wooded area. The boy looked around scared. “Relax. I just want to get a good look at it.” I turned on the cabin light and moved closer. The boy’s dick was thick with a nice mushroom head. I bent down and wrapped my lips around it, then swallowed it as deep as I could take it. The boy let out an involuntary moan as I began to suck. Slowly I began to lift and lower my head on his thick cock taking it deep into my mouth while expertly running my tongue around it.

“Fuck that’s a nice cock” I said sitting up in my seat. I didn’t want him to lose his load too soon. I moved my seat back and opened my pants wide, then hauled out my hard cock. With my left hand I gave it a few strokes as I watched the boy. He looked at me then my cock then looked away again. “Your turn” I said, and his head quickly swiveled around. “I never did that” the boy said with a shocked look on his face. “You know what you have to do if you want a ride” I said.

The boy gave me an angry look then turned to me and just sat there. There was an inner struggle weighing hard on him; get out now and walk or put my mouth on his dick? Finally, the boy bent forward, bringing his face towards my cock. “That’s it. Nothing to it” I said waiting for him to take it into his mouth. The boy lowered his head and let my dick slip inside his mouth. My dick didn’t get 2 inches into his mouth, and he began to gag. “Easy boy. Take a deep breath” I said as he tried to control his gagging.

“I can’t. I can’t do it. Please don’t make me do it” he said almost in tears. “I won’t make you do anything you don’t want to” I said, simply. The boy seemed relieved. I started the car up and the boy began to stuff his dick back in his pants. “I guess you’ll be getting out here” I said, turning to the boy. The boy shot me a look. “Well, if you aren’t going to pay…” I said, waiting for his response.

The boy took a deep breath and looked out the window. “OK” he said, finally. He shot me an angry look. “Now the trick is to relax. Take it slow and try not to hit the back of your throat or you’re going to gag. Oh, and guard your teeth so you don’t scrape my cock” I instructed as I sat back waiting for him to get to work. The boy leaned over and took my rock-hard dick in his hand. He pulled it away from my body and bent his head forward. I placed my hand behind his head gently. His soft blond hair was soft like silk as I ran my palm over it.

“Go ahead boy, you can do it” I said, nurturing him. Heat from the boy's mouth wrapped around my cock as he slowly lowered his mouth onto it. I felt his lips graze the flesh as he brought his mouth lower and lower. The boy took a fair bit in without gagging and stopped. “Good boy. Now start sucking” I instructed. Just as slowly the boy pulled his head up, maintaining pressure on my cock with his lips. With my hand still on his head I guided him gently back down. “Yeah, that’s good boy. Keep going” I told him.

I sat back in the seat as the boy began to move up and down on his own. It wasn’t the best blow job I had ever received, but not the worst either. The boy began to pick up the pace, moving faster and applying more pressure. As he did, I ran my hand down his back, over the army green flight jacket, then down to his butt. The boy had a hard round ass that made my dick twitch as I explored it.

The boy continued sucking and was starting to do a pretty good job. I could easily fill his mouth if I let him continue, but I had more in mind. “Stop boy” I said, grabbing him by the hair and pulling him up. The boy’s mouth was coated in saliva, and he had an angry look on his face. “I’m not ready to cum yet.” I said. “I want to suck that pretty cock of yours” I said leaning over. To my surprise the boy’s cock was rock hard.

I took it in my hand and swallowed it in one gulp. The boy’s body seemed to gasp as I engulfed his hard dick. The boy moaned as my mouth expertly moved up, down and around his hard shaft and mushroom head. I could feel him trying to control his breath as my mouth sucked every inch of him. The boy moaned involuntarily, and I could feel his muscles tighten. I didn’t want him to blow his load yet, so I slowed my pace allowing the near orgasm to pass.

I sat up and looked at the boy. He was staring down at his hard cock, coated in my saliva, his body was still heaving from the near orgasm. I got out of the truck and walked around to the passenger side. “Get out” I instructed. The boy looked at me with fear in his eyes. “You said you would take me” he exclaimed, shock on his face. “I am going to take you” I said standing back. My hard dick was waving freely in the cold air.

The boy got out of the truck, his feet hitting the crisp dry leaves on the ground making them crunch. I positioned the boy so that his back was to the truck then, I kneeled down and took his dick in my mouth again. Fear had caused his dick to go soft, but a few moments in my warm mouth it began to swell back to full hardness. I grabbed him by his hips and began to suck his dick. In this position I had much better control, and I could get his dick much deeper into my throat.

The boy moaned loudly, and the sound echoed into the dark wooded night. I pulled my mouth off his cock and reached for his open pants, moving them down further exposing more of his body. I placed my hands on his bare hips and in a single move, turned him around so that he was facing the truck. The movement was so quick that he had to grab onto the bed of the truck to keep from falling over.

The boy’s ass was creamy white. Each mound was perfectly round and hard. I placed a hand on each of the globes of ass muscle and slowly pulled them apart. In one smooth motion I buried my face in between his cheeks finding his virgin hole with my tongue. The boy let out a stifled sound that was part moan, part something else. I began to lick the crack driving my tongue deeper into him.

With each thrust of my tongue, the boy seemed to be pressing back giving me better access to his hole. His ass seemed to shift upward so that his hole was at the perfect angle for me to access. Deeper and deeper I drove my tongue into him. I could feel his hole relaxing and opening allowing my tongue greater access. As I continued rimming the boy, I reached around him and took hold of his rock-hard cock. Precum oozed from the head, and I used that as lube dragging it over his cock.

My own dick was so hard it was starting to hurt. I needed to shoot my load and I knew exactly how I wanted it. I stood up and took a position behind the boy. I dragged my hard cock head along the wet crack in the boy’s ass, slowing enough to touch his puckered hole with the tip. “No” the boy said panic once again in his voice as he realized what I had in mind. He spun around to face me and as he did his hard dick slapped into mine.

“That’s not the deal. I’m not doing that” he shouted. “I want it boy. Your ass is so hot. I’ll throw in fifty bucks” I said. The boy shook his head, but didn’t say no. “Please don’t” he said, but his resolve wasn’t strong. “Fifty bucks” I said, as I slowly turned him back to the pickup. The boy did not put up any resistance.

Again, I ran my cock down his crack until I found his tight hole. “Take a deep breath and relax” I said, allowing the mushroom head to pop through the first ring of his ass. The boy gasped and gripped the side of the truck. “It hurts” he whined. “Take a deep breath” I said, gently grasping his shoulder to comfort him. The boy took in a ragged breath, held it then let it out just as raggedly.

Slowly I moved forward sliding my dick inch by inch into him. The boy continued breathing hard as my dick stretched his tight hole. “Fuck boy you feel incredible” I said. The boy did not respond. Slowly I began to pull out until just the mushroom head was left inside, then pushed back into him. I repeated this slow process enjoying every pass into his warm hole.

Grabbing his hips, I began to fuck the boy’s tight hole. Each thrust was faster and more intense. I could feel my dick swelling and pulsing as it continued to invade his sweet ass. The boy seemed to relax a bit more, and his breathing became steadier. “Yeah, boy this is a hot virgin ass” I moaned loudly, feeling the warmth and tightness of the unused hole. I could feel my balls pull up as my orgasm got closer. Then I felt the boy’s ass convulsing and tightening on my dick. The boy began to pant and moan. “Ahhhh” he let out a loud moan. I looked over his shoulder to see my pickup sprayed with his milky white cum.

I smiled and I began to fuck him again and bringing me back to my own orgasm. A few more thrusts and my dick was ready. “Yeah boy, yeah. I am going to fill your virgin hole” I grunted loudly into the wooded area. My dick swelled and my balls rose and then I tilted my head up to the night sky as my orgasm started and my cum shot into the boy’s ass.

My breath caught in my throat as the powerful orgasm sent jets of fluid deep inside the boy’s ass. Each shot sent waves through my body until there was no more. I stood quiet and still as the aftereffects of the orgasm subsided. Sweat beaded on my face in spite of the cool night air. Slowly I let my dick slip from the boy’s ass. “Thanks boy” I said looking at his creamy white ass and red anus. We both pulled up our pants and got back in the truck and back onto the road.

We drove in silence for over an hour until we got to the boy’s destination. I handed him the fifty bucks I promised, and the boy took it and stuffed it into his pocket. For a moment the boy just sat there, not getting out of the vehicle. “Is this the right place?” I asked. “Yeah, it is” he said, turning to look at me. There was something in his eyes. A question he was struggling to ask. “Can we do that again?” he asked, and I felt my dick start to get hard in my pants.