His Trip to the Mountains

By Whipped

Published on Oct 30, 2018

Gay

Controls

This story is total fiction and not based on any real people or any real events. All characters are eighteen or older and you must be eighteen or older to read.

Never engage in anything non-consensual and always respect your partners.

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His Trip to the Mountains

When I was 53, my wife Anita left me. It wasn't exactly unexpected. She was 35 by then and had just finished law school. Because of me, she had zero debt from college and hadn't had to work the entire seven years it took her to go from no GED to JD.

She landed a prime internship her last year that turned into a six figure job offer. All of a sudden, an older man making 50k a year had no appeal at all.

So, here I was alone, again, and feeling like I had limited prospects.

My name is Eric Harris. I don't want you to think I'm ugly. I'm just older and not exactly rich. Any savings I would have had went to fund Anita's college. I'm 5'10, 210 pounds, short brown hair, green eyes, and fairly fit. I work out a few days a week and have all my hair and teeth still. I have a big dick too.

I tried dating after her and it was a miserable fucking failure. A bunch of out of shape wrinkled ladies with kids and grandkids begging for what little money I had was the local dating pool.

Then I decided to call my friend Chip and have him come visit.

Chip was always an interesting character. He was two years older than me, but always seemed more worldly and experienced. He took me to a donkey show in Tijuana when I turned eighteen. He bought me my first hooker in college and made her give me my first rimjob. He would even pull girls and convince them to let us double team them. He was all conservative and sweet on the outside, but had zero sexual hangups.

Anita hated him and so I hadn't seen him in seven years.

I wasn't sure what I was expecting to happen, but I knew something would.

Chip arrived Sunday and he brought company.

The first thing I noticed was how much he had changed. I had stayed in shape, but Chip had spread out. He was always taller than me and a little more linebacker than running back. Now, he was 6'1 and probably close to 240 and not fit. His hair had also largely went away. He had salt and pepper hair and a huge bald spot now.

At least he still had his teeth.

The second thing I noticed was the boy he brought with him. The kid looked ninety pounds soaking wet and was about 5'4. He also had bright reddish orange hair. I figured him for sixteen until Chip told me he was eighteen. He was carrying their luggage in and acting more like a servant than anything else.

I had no clue what his deal was.

After they were packed away in their rooms, the kid disappeared and Chip and I sat down to talk.

After catching him up on Anita leaving, I had to know what was going on.

I asked him, "What is the deal with the kid?"

And then he told me the story.

He said:

You know how much I like to fuck. And you know how expensive all those trips to Thailand and Mexico and Spain can be. I decided I needed to go more local once I retired. That took me to West Virginia. Appalachia is chock full of poor white trash just begging to give it up for a way out. When I say poor, I mean not enough to eat and no electricity or running water. Third world poor. I found a few different girls, but it never worked out for long. They'd fake a pregnancy to try and get me to take them home with me. Sometimes I would take them home and then they'd wind up fucking somebody else or leave me. There's also a lot of junkies out there and that was a risk too. You understand what I mean? I have zero interest in getting a disease or dealing with a junkie.

I nodded.

Chip continued:

Then one day, I hired this beggar kid to load up my truck for me full of antiques. A baby faced little redneck. Offered him five bucks and he spent the day working. You got to understand these are food stamp babies who generally can't read or write.

I nodded again.

Chip adjusted his crotch and continued:

Afterwards, I invited him into my hotel room. It wasn't anything fancy. Four stars, maybe. But I could tell it blew him away. I offered him the shower and got the hotel to send up a toothbrush. When he came out, it occurred to me how horny I was and that I could probably get it taken care of real easy.

I asked, "You mean the beggar kid?"

He nodded and kept going:

Kid came out in a towel and I noticed he was nearly smooth as a girl and had a super tight thin teenage body. He was definitely a boy. There was nothing girly about him. But he wasn't manly either. I told him I wanted a blowjob and if he did a good job, I'd let him order anything off the room service menu he wanted. Know what he said?

I shook my head no.

Chip answered, "What's on there?"

I laughed because that was vintage Chip. It might even be true. He's always been such a horndog.

Chip let me laugh and then went back to the story:

Next thing I know, I'm telling the kid to cover his teeth with his lips, standing over him, and enjoying those teenage boy lips on my prick while I watch bad hotel porn. He ate every drop of dick snot I fed him in return for a cheeseburger, french fries, and a banana split that night. The next day I had my dick, condom less, balls deep up his virgin boy cunt. And I took him home with me.

I let out a , "Fuck!"

Chip nodded and laughed again.

I realized my dick was hard and I to ask, "What made you bring him here?"

Chip shook his head.

Then he said, "That was almost seven years ago. I go back every year or two and get a new kid. Get then at eighteen, get rid of them by twenty. I brought that one for you. He still needs to be broken in, but seems willing enough."

The next couple of hours were just catching up. The kid came inside from whenever he had been and even joined in eventually. He was just wearing these terrible cut off blue jeans and no shirt. Turns out his name was Luke and he seemed like a decent kid. Clearly uneducated, but not dumb. And his accent was straight out of a hillbilly movie. All treble and boyish complete with the run together yessirs and nosirs.

He devoured dinner. I cooked up three eight ounce rib eyes and some baked potatoes covered in cheese and butter. The look in his eyes was the kind some kids get for Christmas.

Chip told him to wash the dishes and clear the table afterwards and he didn't make a single complaint.

When he came back, Chip got right to business. He picked Luke up and laid him on his back on the table. Then he unbuttoned and pulled the boy's shorts off so the kid was naked.

I was slightly in shock.

I hadn't seen a guy that young naked since high school. His cock was soft and not really that much bigger than a clit really. Chip commented the kid only got to five inches when hard. His body wasn't muscle toned like a man at all. It was closer to the build of this gymnast girl I dated once. Smooth, tight, trim. Very much a teenager's body. I guess Chip had made him shave too because there wasn't a single hair on him anywhere other than his head.

Chip looked at me and said, "Go ahead, touch him."

I stood up from my chair and decided to start at the top. I ran my hands down the curve of his shoulders and tweaked his tiny nipples. I felt how firm his little stomach was and ran my finger around his little belly button. I even tried stroking his dick and cupped his little balls in my hands. His thighs and legs were firm and toned and muscled. His feet were rougher than a girls, but not gross like a man's feet. I noticed a small scar on his left thigh and had to ask what happened.

Luke replied, "I was fetchin eggs and a rooster clawed me up something bad."

I nodded.

Then I looked up to Chip and asked, "How does this work exactly?"

Chip smiled and said:

The kid is basically like a mix of a slave,son, sex object, and wife. You take care of him. Buy him toothpaste, food, whatever basic shit he wants. Maybe treat him to a football game or get him an ipod. I promised him good food. In return, he cleans, does dishes, mows the lawn, and let's you do whatever nasty brutal sex shit you want to him. Or just vanilla, if you're boring. You can raw dog him up the ass or enjoy his pretty little mouth everyday. Up to you.

I had always known Chip was probably bisexual. But I had never done anything with a guy. Or even thought about it. But the way he phrased it and the way the boy looked made this different. I mean, Romans fucked slave boys. They were warriors and not queers. And the kid was smooth and had to be tight and was even cute in a way. Little freckles and red hair. My dick was getting hard, but I still wasn't sure.

Then Chip sealed the deal. He pulled out a jar of petroleum jelly from somewhere and sat it on the table. Then he lifted the kid's legs up until they were practically wrapped around his ears. He made the kid grab his own legs and hold them back.

And I saw the boy's butthole.

Anal is a weakness of mine, mostly because no women ever let me in their ass. I have an eight inch dick and it is thick. Even the few whores I fucked up the ass cried some and they had pretty loose holes.

Luke's little hole wasn't even half the size of a dime. My dick went from semi to rock hard imagining how he'd squeal as my dick ripped him open and how tight he'd be around my dick. And you don't need to be gentle with boys, I told myself.

Chip opened up the jelly, offered it to me, and said:

Kid is clean and a virgin so you can bareback. The jelly feels better to me than other lube with boy cunt. You should use your fingers and open him up a little though.

I dipped my fingers in the jelly, then paused.

I asked Luke, "You sure about this? It will hurt. You really going to be my sex slave and clean and whatever for food and a home? I have a big dick."

He replied, "I ain't no pussy, sir. You don't got to go easy or nothing. You do right by me, I gonna do right by you."

I took that for a yes and rubbed the jelly on his hole. Then I pushed one of my meaty fingers in. His little face scrunched up and he groaned just from the finger. It took me a minute to loosen him enough for it to get even knuckle deep. By the second finger, he was whimpering and I could see tears in his eyes. But his tiny dick was leaking.

I was going to enjoy this.

I took off the T-shirt I was wearing and then quickly stripped off my pants and underwear. I put a huge glob of jelly on my dick and decided to take the kid at his word. He said there was no need to go easy.

I placed my hard dick at his butthole, rubbed it around, then pushed.

I was glad Chip was there.

Luke bucked and started screaming bloody murder the second my dick was in him.

I paused and Chip walked around to the other side of the table.

I heard him say to Luke:

Boys get fucked all the time. You said you're not a pussy so don't act like one. It's going to hurt. He has a big dick and the first time you're fucked always hurts. You just got to relax, close your eyes, and power through it. I can hold you down or cover your mouth if you want or you can take it on your own like a man.

Then Luke said, "I ain't never felt nothing like that. Felt like I was being ripped in two. But I'll behave. I ain't a pussy, I can do this."

I looked to Chip and realized a change of position might help. I picked the kid up and then laid him down on the floor on his belly.

I told him, "I'm going to lay on your back to keep you still and so you can't fight me off. That's just a natural instinct a man must have when another man is rutting inside him. I can cover your mouth too to keep you quiet, if that's ok."

Luke replied, "Yessir."

This time, there was no stopping me.

I laid on top of him and wrapped my legs around his to keep his legs still. Then I covered his mouth and used the other hand to aim my dick.

There was something extra exciting about the way he screamed and groaned and moaned into my hands and the way he bucked. I asked him if I needed to stop more than once when he really yelled and thrashed, but even through tears he just said nosir.

And his asshole.

The first few inches, even with jelly, almost hurt my dick. He was tighter than anything I'd ever felt in my life. And so fucking warm.

When I burst through all the way, eight inches buried to the balls in his tiny butt, it was all I could do to not instantly cum. It was like a tight silk grip stroking all of me. The slightest movement was fucking heaven.

I looked over to the left and saw Chip naked jerking himself off at the sight. I couldn't blame him if he'd felt anything like this before.

Part of me wanted to be kind to the boy, but the part in control was my dick.

I nailed him, hard, for at least ten minutes.

Some strokes I was just slamming hard and fast. But sometimes, I would pull my dick all the way out and then ram it balls deep all at once. Those times, he'd gasp like he had the wind knocked out of him.

His asshole was a velvet vice around my dick and I had no mercy.

When I finally came, I flooded his little asshole. I just shot condom less right up his ass in the middle of a stroke. I hadn't done that in so long.

When I crawled off him, I could see my cum on the lip of his asshole.

I collapsed, exhausted, on my couch. Before I could even catch my breath, Chip was naked and on top of the poor boy.

There was something oddly hot about the contrast between the two of them. Maybe I was becoming homo, but seeing a fat balding man rutting inside a short slim boy seemed almost so wrong it was sexy.

Chip was also being sort of a gross fuck. Apart from just his body being overweight, he was licking the kid's face and calling him names. He was pawing at his body and spitting on him and shoving his head down and rubbing his hair. He even spanked and slapped the boy. He was dominating the little shit like he was property.

I started to get dressed and Chip stopped me with a head shake.

Then he finished unloading in the kid and said, "You have to make him tongue you clean afterwards, no matter how rough the fuck. Helps him learn his place."

I couldn't imagine how Luke must be feeling. Two old men loads slopping around inside him, a face red from tears, spit from Chip on him, a few marks from spanking, and now being told that he needed to tongue me clean.

Chip, still naked, pulled Luke up to his knees. Then he pushed him towards me.

Chip stood behind him and said, "Eric is like your husband or master, more or less. After he uses you, you clean up any dick snot or whatever else off his dick and balls, then thank him. Understood?"

Luke, whose face was a mess, nodded.

With him kneeling like that in front of me, I noticed something else. His dick was hard.

As Luke sucked the slime off my nuts, Chip jerked him off from behind. I was fascinated by the way the kids stomach moved as he got close to cumming.

Then Chip asked a question I now knew the answer was yes to.

He asked, "Are you going to keep him?"

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