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Learning To Be A Cowboy

by Alan Katz


I'm always excited when the new summer cattle drive starts. I've been doing this drive with a bunch of the same guys for over ten years. The season starts in early June and we're finished the 2nd week in August. The crew is usually made up of about ten guys. There are 8 of us so-called 'veterans' and then we usually hire two college age kids who we 'train' each summer. Most of them stay on for just that drive. The work is rough, but pays good. You develop a camaraderie with the regulars and enjoy teaching the young ones the ropes. If things work out you get to teach the kids a little bit more, if you know what I mean. Bill, the foreman is the one who hires our two rookie cowpokes. He's a good judge of talent. We've never been disappointed in the guys who joined us. He's usually looking for a kid who is tough, or at least thinks he's tough. He's also looking for good-looking guys who need some breakin' in. This past summer Bill did himself proud. The two kids, Brad and Jeff were each about 20 years of age. Brad was a real blonde surfer type. He worked out to keep in shape and you could see the results when he removed his shirt. His relatively chest was well developed. Jeff had brown hair, but the cutest smile. While not as well built as Brad, he still attracted the attention of all the guys. We all shared a bunkhouse when we came together. There were two guys to a bunk. In the middle of the room was a table for playing cards. The bunkhouse had room for us to store our gear. After everyone was introduced, it was my turn to help teach our new members the rules of the road. They were good learners and I knew they'd help us on the job. It was a few days before we decided to see how 'experienced' these guys were in regard to sex. Bill started the conversation one evening about all the chicks he had had. But stated that he never felt quite satisfied. Some of the other guys chimed in their two cents as we waited for the two kids to do their boasting. It wasn't before long when Brad and then Jeff boasted about their sexual prowess. We all listened intently, grinning inside. We'd soon find out just how much their boasting meant. Before long we were drinking whiskey and playing cards. We made sure the kids kept having their glasses filled. After a while they were stone drunk and ready for us. Chris who is the biggest guy among us soon walked around Brad and grabbed him around his shoulders. He planted a big kiss on his mouth. Brad tried to push him away, but wasn't strong enough. I walked around Jeff and put a bear hug around him. We then announced it was initiation time. Brad and Jeff kept fighting, but the effects of the whiskey made these efforts quite futile. Chris lifted Brad up from his seat and carried him to a lower bunk of one of the beds. I did the same with Jeff. It didn't take long to strip them of their clothes. We then used rope to hog tie our young cowpokes. We took some bandanas and used them to gag them to prevent them form screaming. Chris had by now removed his pants and shorts and his dick had become as hard as a rock, a good 8 in. long and nice and thick. I started to do the same. The other guys followed suit. Chris then walked back to Brad and started to kiss him on his neck and whisper sweet nothings into his ear. He grabbed Brad's cock and started to give him a hand job. In a few minutes it went from being limp to being an erect 6 in. long. Chris continued pumping until Brad shot his cum onto the bunk. He then took some of the cum, smeared his own hard dick with it and then smeared some of it into Brad's tight, virgin asshole to lubricate it. Brad was now ready to lose his cherry. As Chris looked into Brad's eyes, he saw the young kid pleading for mercy. Chris who was experienced in fucking made sure that he would be gentle. He mounted Brad and slowly pushed his dick into his tight asshole. He eased it inch by inch until the sphincter muscle had completely tightened around his cock. He then pushed out and then back in letting Chris' ass get used to this penetration. He then picked up his pace and started humping Brad for all that he was worth. When he finally came, he howled with relief as he released his man juices inside Brad's love tunnel. He then released his dick from Brad's ass and some excess cum flowed out. Brad had lost his cherry and taken it like a man. I'm not as gentle as Chris and when it was my turn to initiate Jeff, I first gave him a real tanning. I like seeing a red read butt before I stick my piece in someone's ass. I took a belt and gave Jeff 10 swats across his ass. Even gagged you could hear Jeff's screams. After the tenth swat his ass was crimson red and I was fully aroused and ready to enter. I gave one quick jab into Jeff's ass. This caused his body to quiver and then humped him like a rabbit for close to 10 minutes before coming. I rode that cowboy like a wild bronco. After releasing my cum inside Jeff, I relaxed on top of him and then slowly removed my limp cock. I then watched as the other guys took turns having either Brad or Jeff. It took close to an hour before we were done with them. We untied them, and then left them in the bunkhouse to clean themselves up as we went to a nearby saloon that was still open. The next day Brad and Jeff pretended as nothing had happened, and we began the cattle drive. They did their jobs well and more importantly kept their mouths quiet. Yeah, I just love these cattle drives. They are lots of fun especially the last night before we start moving westward.

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18 Gay Erotic Stories from Alan Katz

A Lesson Learned The 'Hard' Way'

Rich, Jeff and I had been buddies since childhood. Our parents lived on the same block and we grew up going to the same junior high and high schools. We played sports together, and for a while even formed our own rock band. As we grew up, got married and each started a family, we always found time to spend together. We had an annual vacation in the summer where

A Long Dry Spell Ends

After having such an incredible run of luck during the last month, the gang and I began to believe that it would never end. It started when we had ambushed a pair of young cops and after taking turns brutally sodomizing them, forced the cops to help us find other cops with tight virgin asses to explore. It wasn't long before we had added, another young cop and two tough

A Reverse Sting

I was heading out of town. About a half-hour north I got routed around an incredible chain-reaction pile-up: cars, trucks, vans, from jus dented to shreds of tiny metal; police cars, fire trucks, ambulances, tow-trucks were everywhere. I was sorry for anyone who got hurt but I was getting antsy, and with all the cops tied up in the accident, didn't think I'd have to worry about

Ambushed

It had been a few weeks since we had gang raped our two macho cops, Brad and Bill. Having forced them to fuck each other and then having the action videotaped, we had the perfect way to force these dudes to help us find more raw virgin ass to have fun with. Both those guys wanted to keep their jobs and they sure didn't want their fellow cops knowing that they had gotten it up

Justice Is Served

Randall and I had been best friends during most of our days at college. We had come from different parts of the country, and certainly had completely different backgrounds. Randall's parents were wealthy and he had always led a pampered life. My parents had scrimped and saved to see that I could get a decent education. We met one day in our freshman year, when we

Learning To Be A Cowboy

I'm always excited when the new summer cattle drive starts. I've been doing this drive with a bunch of the same guys for over ten years. The season starts in early June and we're finished the 2nd week in August. The crew is usually made up of about ten guys. There are 8 of us so-called 'veterans' and then we usually hire two college age kids who we 'train' each summer. Most of

My Brother--Too Big For His Britches

I had always known that my brother, Tommy and his best friend, George were perfect assholes. But just how perfect was only learned later when I was 23 years old. Tommy and George are a year older than me and quite the jocks. They both are over six feet tall and well built. In fact they look more like brothers with their coal black hair and almost identical builds than

My Roommate Brad And I Made Love

Brad and I have been college roommates for over a year. I've wanted to fuck that cute bastard for as I long as I could remember. He's such a hunk-with a chest covered with cute short brown hair. Unfortunately, Brad is straight right down to the tips of his toes. How many nights I had to stay away as he brought some gorgeous chick to our apartment and humped the living daylights out

Opportunity Knocked Again

If you read my earlier story 'When Opportunity Knocks', then you saw how we took full advantage of an opportunity when it presented itself. We hadn't really had time to prepare, but nevertheless the fucking episode was self-satisfying. Little did we expect another opportunity to present itself so quickly afterwards. But it did, and now I'd like to tell you how we took

Rookie Cops Get Nailed, Part 1

Rookie Cops Get Nailed - Part 1 Our prey were two young very macho cops, Brad and Bill. Both had been on the force for a few years. They had been our friends until they joined the force. Things started to change slowly after that. But soon they started hassling us and one day we started talking about this. We stated talking about how tough a guy

Rookie Cops Get Nailed, Part 2 - The Conclusion

Rookie Cops Get Nailed - The Conclusion I had just had Brad come into my hands and could tell by his body language how this straight macho cop had experienced his first taste of humiliation. But I could tell he was far from being broken. I had, in fact hoped for this to be the case. There's really no fun to break a young stallion that doesn't

The Long Cattle Drive

I was about 19 that summer that I spent out on the range, working with Dad's ranch hands, driving cattle across the Texas flatlands. Dad's ranch was in New Mexico, and the nearest cattle shipping point was in Abilene. It was a grueling drive, and the hot, dry winds kicked up a lot of dust and made it uncomfortable. However, I looked up quite a bit to the older cowhands, young

The Professional

I'm a professional and I'm the best at what I get paid to do. I'm hired to teach a lesson to some punk who has dissed someone or failed to make payment on a loan. My clients pay me well, quite well. And they should because I always deliver the goods. I don't know many other guys who are professionals in my field. I've been doing this for over ten years and my business is

The Sting

I was heading out of town. About a half-hour north I got routed around an incredible chain-reaction pile-up: cars, trucks, vans, from just dented to shreds of tiny metal; police cars, fire trucks, ambulances, tow-trucks were everywhere. I was sorry for anyone who got hurt, but I was getting antsy, and with all the cops tied up in the accident, I didn't think I'd have to worry about

The Surprise Video, Part 1

It had started out as a prank. A few of us wanted to make a video of our dorm buddies as they showered. We were planning to show the surprise video at a dorm party and watch their faces as everyone saw them naked and playing with one another as guys tend to do when they shower. Little did we know that we would catch on tape was something far more serious. But as it

Three Guys And A Van

Disclaimer: Please remember that this story is fictional--pure fantasy and written for entertainment purposes only. Safe and consensual sex is strongly encouraged! We think of ourselves as three normal guys who just like to have some man-to-man fun once in a while. We're all married and love our wives, but need some times to ourselves. Greg is a cop, Tommy who owns the van we

When Opportunity Knocks

We were just sitting in the living room of one of the guys apartment, talking about our score so far--three cops taken, Ken the most recent just last week. We started to act 'cocky'. We decided to set a goal of how many tough macho dudes we'd like to fuck their asses. After much debate we settled on trying to snatch roughly a dude a month. So far, we had always

Winning Is Everything

About five years ago four of my friends and I decided to buy and operate a local bar. We had scouted the area and felt it would make a lucrative investment. Just how lucrative, time would tell. The bar was located near the docks and when ships from the Navy landed in port, we were guaranteed a large clientele--sailors on temporary leave. My

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