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The Lad in the Woods

The Lad in the Woods

by Enjoythenaughty
19 min read
4.68 (11000 views)
analfirst timeold manyoung manstraight
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Today had been shit. It had started badly when I overslept and it carried on when the printer broke and finished on a low note when I got called in for a performance review.

So when I left to go home, I was in a foul mood and stressed. I decided I couldn't face my wife and having to talk about my day so I parked at the edge of a field near my house and went for a walk.

There is a small set of woods on the other side of the field that during the summer in my teens, I would regularly explore and it essentially felt like my safe space. Since those times, there was a new housing estate on the other side of the wood.

It was already dark as it was late in November, chilly but refreshingly so. It was hard to see if anyone was there as you could only see about 20 metres away. As I neared the woods, I did spot and older looking guy heading towards me.

He nodded as he went past and I heard a grumpy comment, "Fucking timewasters."

Not sure what he was going on about, I ignored it and headed into the woods. I knew the paths like the back of my hands so even in this dark, I knew exactly where I was headed.

In the dead centre, there was an opening of about 10 metres radius that had a log in it. It was where I always went to refresh my brain and relax and it was pretty comfortable to sit on.

After a few minutes of zoning out and taking in the quiet, I heard some rustling from the other direction. Finally a skinny lad burst into the clearing as he stumbled through the woods.

"I'm so sorry, I got lost," he said breathlessly, " Are you the guy I was waiting for?"

A little confused I responded, " I don't know, am I?"

Apparently he through I was responding positively as he closed the distance between us, got on his knees and pulled my shorts down. I froze, what the hell was he doing?

He tugged at my boxers and dived on my flaccid cock. His mouth swallowing it whole in one swoop.

I panicked, I didn't move or fight it. I just let him do it.

He sucked and bobbed and my cock hardened in his mouth. He pulled away the moment I was at full mast.

"This feels so much bigger than the pictures, they don't do you justice," he said, a popping sound as he pulled off my cock. He proceeded to lick my shaft and tip.

I'm not gay but when a blowjob is this good, you enjoy it. The darkness helped as I could pretend it was anyone else. He started to push my cock into his mouth and hitting the back of his throat. I was in heaven, he was so good at this.

The gagging noise filled the clearing as he gave me the best blowjob of my life. I was not going to last long like this. I think he sensed it as he doubled down on the bobbing and massaged my balls.

My cock thickened as I could feel my balls tighten. I came. I didn't even warn him. He swallowed it all like a champion though and sucked me dry before releasing my sticky cock into the cold air.

"Thanks for that, I've always wanted to try it and I hope I did ok for my first go," he said happily.

"I can honestly say that's the best blowjob I have ever had," I returned.

"Aw you're sweet. Well, I'd like to do this again. How about same time tomorrow and I will make sure I'm on time."

"Definitely," I whispered back. With that, he sauntered into the darkness and I was left there, shorts around my ankles and my well sucked cock shrinking in the cold.

Who was he meant to be meeting that he mistook me for? Not that old guy surely. He was so young sounding, why would he do that.

I pulled my shorts back up and headed home, completely relaxed and thinking about tomorrow. I don't like men, was I really considering going back?

It was one hell of a blowjob though...

I got home eventually and explained to my wife about clearing my head a little. Cheeky pun intended and had a nice evening, feeling calmer than I had in a while.

I spent the whole next day thinking about it. Would I really go back?

Work dragged and I was distracted the whole time. Envisaging the release I would I get, the stellar blowjob I would get. It was his first time too and it was so damn good...

Screw it. I want that feeling again.

I left a little earlier this time so I could make the time he had suggested. I wasn't going to miss out on this for anything.

I arrived earlier than planned, speeding a little by mistake and walking faster than normal. God I was keen.

I sat on my log and waited for the telltale signs of rustling through the trees.

I heard them, and this time he arrived much smoother.

"I'm so glad you're here! I have thought about your cock all day," he exclaimed.

"I've thought about your blowjob skills all day so I wasn't missing this chance." I gushed.

"I hope you don't mind but I would like to try something new. Cum on my face this time?" he questioned.

"Sure, whatever you want fella," I said, taken aback but rolling with it.

He promptly dropped in front of me, pulled my shorts and boxers down and got to working his magic on my semi hard cock.

He bobbed and he sucked and licked and massaged me. It was bliss, I could do this forever if he was going to pleasure me this well.

"You're so good at this, how old even are you?" I asked.

"I'm 18, glad you're enjoying it and thanks for letting me sir," he answered.

Christ, I was 20 years his senior and he was blowing my mind. I was close already, only a few minutes in. As I neared my release, I moved his mouth of me and held it in place so I could aim in the dark.

I unloaded and heard the splat as each squirt hit him in the face. I must have fired 8-9 big shots before it slowed and dribbled.

"Thankyou sir, I won't touch this till I'm home," he said brightly and so submissively.

He sucked the last dribble from me and as he stood to leave asked whether I would be his other first.

"What other first?" I asked rather dumbly.

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"My virginity silly, I want to lose it before I leave for uni and you are perfect. Bring any materials and I will be here tomorrow at the same time."

"Uh, sure. I can do that."

He took his leave and I was still cock out as I slumped on the log. Drained and confused. Would I really fuck a man? I hadn't done anal before with anyone, let alone a guy.

As I pondered this, I heard rustling in the brush but from the side I arrived at.

"You!" an accusatory voice aimed at me. " You stole my blowjob!"

"What? How do you steal a blowjob?"

"I planned this whole meet and you stole it from me. He never turned up yesterday and I catch his sweet arse sucking you off." he shouted.

"Sorry fella, I had no idea. Not a lot I can do about it now." I argued.

"Oh yes there is. I've been filiming you and I know your car. You are going to make it up to me or I will be bringing this video to your house."

Fuck. He had me. I had got caught up in how good his blowjobs were and now the consequences were before me. I could not afford to lose my whole life over this.

The older guy could see me thinking it through. "If you make it up to me, I will delete the video and we can go our separate ways. It better be damn good though."

"Fuck, fine. I will do it but I want to see it deleted."

He moved and leant against the end of my log. I could hear him undoing a belt and accepting my fate I followed him. I knelt in front of him and my face caught his big belly. He seemed to be a short overweight fella. The exact opposite of the lanky, young cock sucker I had servicing me.

His cock felt tiny as I grasped it. His pubes almost overshadowing it as I cupped his whole shaft. If I tried to suck it at this point, I would be having to smush my face into that bush and frankly it smelt musky so I avoided that.

I massaged his weiner as he groaned and slowly grew. It eventually went just over 4 inches before it was fully hard.

"Get to it then! I haven't got all night." he grumbled.

I reluctantly edged forward and took his cock in my mouth. It was slippery from the pre cum and felt gross in my mouth. Weirdly, I was happy it was me doing this. That poor young lad could have had this treatment and ruined himself for all cock sucking in the future. What a wasted talent that would be.

This hardened my resolve. I was not going to enjoy this but if it meant saving the best cocksucker around, I could do it.

I bobbed and sucked his meat into my mouth. Using some of the tricks I had received earlier, and the gross old man was putty in my hands. He squirmed and moaned.

"I'm close already, you've got some skill," he grunted. Not sure I wanted that compliment, I continued hoping to end it quick.

I could feel him tighten and his cock flex. I had a moment of fear and did not want to taste his cum. I pulled away without thinking as he let loose.

Rope after rope hit me. I closed my eyes and took it, not seeing it come out but hoped it would end soon. He had so much cum built up and he covered my face with his runny juice. It was the cum of an older guy, no density too it so it just dribbled down my face instantly.

I stayed kneeling as I processed the feeling on my face. The old guy pulled his trousers up and pulled out his phone. He handed it to me and said, go ahead and delete the video.

I wiped some of the cum from my eye and did so. I checked the deleted fold and removed it from there too. I handed back the phone.

"That will teach you for stealing a mans blowjob."

He then shuffled off, leaving me on my knees. I felt so ashamed and tried to work out a plan. How could I get home without anyone seeing all this cum.

I couldn't get it on my clothes as my wife generally did the laundry. She would certainly notice. It wasn't like I had anything to clean myself with here or in the car.

I came to the conclusion, all I could do was lick it clean...

I scooped and dragged it from my face into my mouth. It wasn't too bad taste wise and it was so runny. Just like if you got a bit of sweat in your mouth when exercising. It took me far too long to complete and by the end I was retching but had to get the job done.

When I was satisfied that I had done the best I could, I got up and headed for home.

Thoroughly ashamed of what I had just done, when I got home, I told my wife I didn't feel well and went to the bathroom to was my face before going to bed. It took me a while to fall asleep as I thought about my evening.

During the night I dreamt about blowjobs and old man balls but eventually into tight orifices and stretching them with my cock. It started with my wife's pussy, then her asshole before a cock appeared and she morphed into a skinny 18 year old. There was no face, but my cock doubled in size and made this unknown teen cover himself in cum before I also ejaculated and filled him to the brim.

I woke hard, jolting upwards. My groin was sticky and I was sweating. This idea was getting to me. I had to do it, just to get it out of my system.

I googled how to do anal and it gave me suggestions for lubes and positions to start with. I got up and ready for work, leaving earlier than normal to go via a shop and get some water based lubricant. Hopefully this lad would sort out his own cleanliness and douche or enema beforehand but ultimately, this was going to happen.

I got through the work day, accidentally getting hard a few times under my desk as I got distracted and my thoughts drifted. I left the same time as the night before and rushed to my hidden woods.

I had brought a blanket, the lube and this time some wipes, learning from the night before. Then I sat and waited for the young man to arrive.

He did and as he arrived, he shone a torch at me.

"You're not the person I am supposed to meet." he accused.

"Uh, no but... um, shit...." I floundered.

"I got a message last night, saying how we hadn't met and I was sucking some random guy off." he growled.

That old bastard was screwing me again. I can't believe I sucked his cock and he was doing this.

"If it makes you feel any better, I sucked him off and his cock was gross. I saved you there.." I countered.

The lad paused. He flicked the torch off.

"Your cock does look nicer than his. Much nicer." he mused.

"I'm sorry I didn't own up but you surprised me the other night. Then you gave the best blowjob I have ever had and well... I didn't want to miss out on it," I added, trying to sway him.

"Fine I suppose but if we are doing this, you own me for lying," he said bruskly.

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"Um ok, what do you have in mind?"

"Are you even gay?" he asked abruptly, not answering my question.

"Well, no but the darkness kind of negated it so far."

"Right then, you are going to make me cum after I have made you cum. The same way too. That can be your punishment as you've used me, I want to use you."

This was taking a turn. God, I wanted to try his arse out and was so ready to do so. It can't be that bad can it? Men all over the world enjoy anal. What's the worse that can happen?

"Ok.... but be gentle with me on my turn," I said hesitantly.

He dropped to his knees and as he had done previously, got my cock out and got me hard. His masterful technique getting me to full mast very quickly.

He plopped my cock out of his mouth and grabbed the lube from the blanket. He put a generous glob on his hand and started rubbing his crevice while he sucked on my balls.

He was moaning and enjoying his manipulation of his own anal canal and this fed through my balls, the vibrations taking me to a level of pleasure I didn't know there was.

When he had lubed himself up sufficiently, he let go of my balls and guided me on to my back. My rod straight up in the air, he climbed above me and lowered himself until my tip rested against his bud.

He took a deep breath and slowly put his weight on my cock, his sphincter letting me in easily with all the lubricant. He only put an inch or two in before pausing. His deep breathing continued while he adjusted to my invader.

Inch by inch he took me in until he reached the base. He then changed from a squato kneeling to be able to control it better. I could feel his smooth balls on my stomach, and the tip of his cock poking above my belly button. It felt hard as it rested against and I started to worry about how big his cock was having not seen it before.

Before I could go down that rabbit hole too quickly, he lifted off me until the tip was the only thing left inside him. His tight arse squeezing my rock hard cock as he pulled it out of him. He repeated the lowering motion, clenching as he did so. The tight resistance pleasuring my cock immeasurably. Somehow this was a hundred times better than pussy.

He lifted and lowered himself again and again, his cock and balls resting on me each time he did so. His warm pre cum coating my abdomen as he did so.

"I'm ready for a fucking," he whispered to me. "Do me from behind big boy."

He pulled off me entirely and knelt beside me on all fours. I quickly got up behind him and rested me tip on his bud. I used my thumb to push the tip in, not meeting much resistance as I had already stretched it enough. I pushed my full length in until my hairier balls rested against his smooth ones.

I gripped his hips and pulled back until once again my tip was the only thing left. I pushed in much faster than the previous time and our balls slapped together with a loud clap.

I got into the motion quickly, his moans bouncing through the clearing and our bodies slapping together like thunder.

His head fell to the ground, rubbed into the grass as I reamed his tight little hole. I could feel the pressure in my balls increase as I hammered away. I was close to blowing my top.

"Where do you want my cum?" I moaned.

"I cum wherever you cum so you decide," he grunted back.

Dammit, I didn't have a lot of brainspace to make this decision and before I could, I burst. I came hard and filled his rectum with my warm jizz. Splooge after splooge covering his insides. I fell against him and breathed heavily as my cock deflated until it fell out of him with a small fart.

"Looks like you decided and I can't wait," he giggled below me.

I climbed off him and essentially crumpled to the ground. Completely drained, I laid on the blanket fully relaxed.

Then his body weight sat on the back of my legs. I heard the click of the lid from the lube and then some cold liquid applied around my bud. Then his finger tip rested directly on it before he pushed in. He got to a knuckle before meeting resistance so he pulled back and added another finger, lightly stretching my hole and pushed forward again.

It felt nice albeit a little different but it was certainly enjoyable. He had me moaning already as he pleasured me with his fingers and kept adding them till he had four in there.

I could feel my cock thicken beneath me. This felt so good and once again he was a master of his craft.

"I think you're ready big boy," he whispered seductively in my ear.

He pulled his fingers from my hole, leaving my gaping hole open to the cool air. Then I felt something much wider press against me.

He was so much bigger than me. That thing was wider than 4 fingers, easily wider. He pushed the tip and even though my hole was still gaped, it stretched me.

I grunted loudly as he pushed, the breath leaving my lungs. The pressure was immense as he slowly filled me.

"Fuck you are tight, aren't you?" he moaned.

His cock kept going, I could feel it in my throat it felt like. It pushed further and further in, my anus feeling like it would rupture. I bit down on the blanket so I wouldn't scream and it finally stopped.

He was at least 8 inches long and had bottomed out in me. He rested with his weight on my lower back and his smooth balls caressing mine. My cock was rock hard and dripping pre cum on the blanket.

His cock flexed inside me, inciting a moan from both of us. I'd never felt so full and I fucking loved it.

"Please fuck me," I whimpered.

"Not gay he says," my sex god smirked.

He pulled away and thrust in, only moving a few inches but making my cock pulse in the process. He did it again and lifted further out each time until he was hammering tip to stem inside me. I couldn't breathe, I could only feel the biggest high I had ever felt in my life and I nearly blacked out as I came.

My arse clenched his god like cock and drove him over the edge as he filled me up with his warm cum. He groaned gutturally and thurst one final time.

"I'm glad I got all my firsts out of the way. Your arse is amazing. I don't think I can let this be a one time thing," he whispered into my ear, still very much inside me.

"Oh god, I have to do this again too. That's the best sensation I have ever had and I don't think I can ever have normal sex again," I whispered back.

"Pass me your phone."

I reached for my shorts which were nearby. I grabbed my phone from the pocket and passed it to him above me. I could feel him lean back and his cock pulled out a little and with one hand he spread my cheek and the other he took a photo with the flash on.

I could hear him typing on my phone and the swoosh of a message being sent. I wriggled in panic at what he had just done.

"Don't worry, I sent it to myself so I got your number," he reassured me. "It's a perfect sight though."

He slowly pulled his cock from me and a torrent of cum followed. It dribbled down my balls and merged with mine on the blanket. I would have to bin this blanket but I had no regrets.

I took my phone from him and looked at the picture. My poor arse looked wrecked with his monster thickness splitting it but it was the horniest thing I had ever seen. I quickly saved it to my hidden folder and would use it as wank material regularly.

"I am going to uni locally and will have my own flat. Noone else there if I want to have company over. Next time, we could do this in a warmer location and maybe really have some fun," he said as he dressed.

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