The Ballad of Leo

I hadn't told Zack about my budding relationship with Dan.  I didn't see Zack often, over the following week, and when I did he was more interested in spending time with Dan anyway. That week a large part of my time was spent learning more about Dan, particularly about how much he loved oral sex… Dan always wanted my cock in his mouth, his cock in mine, or even both at times. But he refused to let me fuck him even though I was practically begging him…  but it didn't reduce our fun at all. We had an amazing week, but before long Zack's parents were back and we had to pretend nothing happened…  we went from sex three or more times a day to once every few nights if I was lucky. 

I was starting to get very horny very fast.  As I was looking for other things to occupy my mind, I started buying things… New sneakers, new shirts, a gaming console, anything that got my mind off sex for a while.  I ran out of money quickly.  I asked Zack if I could borrow some, and he casually gave me a few thousand dollars. Seriously, how did we go to the same high-school? 

The landscapers had started working on the new garden maze.    Dan had instructed me to keep an eye on them while no one else was around.  And to help them with simple questions and requests.  One day they asked for something to drink, so I got some lemonade to give a refreshment. 

Me: I have refreshments for you guys! 

Worker 1: Thank you!  It's hot out here and our water is practically boiling. 

Me: That sucks! I'll see if I can get more for you guys. 

Worker 1: If you can, I'd appreciate that. 

I went back inside and brainstormed what options I had.  I ended up calling up a guy I knew from school who ran a little ice-cream box bike that he drove through the park.  I told him I'd pay him a couple hundred to dive down and give the guys free ice cream.  After an hour he was at the gate, I let him in and we went to the work site.  The workers saw it coming and headed over. 

Worker 1: Man, give me something cold, anything please! 

Me: It’s all on me guys! Have at it! 

The guys started grabbing ice-cream without hesitation, it was cute how desperate they were for it.  

Foreman: What the hell is this? 

The Foreman was a large man, all muscle.  His thick stubble always grew into a short beard by the end of the day.  He worked harder than any other worker. He was the kind of guy that worked the same jobs his men did.  I respected that about him, but his attitude had always been a bit rough. 

Me: Free ice-cream for your men!

Foreman: All of you throw that shit out! Get back to work. 

Worker 1: Yes sir!

The workers all scattered quickly and got back to what they were doing. 

Me: Hey, they're overworked and need to cool down… 

Foreman: They are not "overworked" until I say they are… that shit seems appealing now, but in an hour or so they will be feeling awful. As for you, if you want to help go get us some ice.  A big bucket full! 

I did end up bringing the bucket for the workers. Some of them stripped off their shirts and poured the water over themselves. As they did so it was hard for me not to get excited. I started getting hard, and it was not exactly easy to hide in my shorts.  The men thanked me and once again continued working, but more refreshed now.  As I was about to go bring more water the Foreman stopped me. 

Foreman: Hey, I see what you got there… 

Me: An empty bucket? 

Foreman: No idiot.  That stiffy.  Look here.  Your interests are none of my business, but if you can't control yourself, stay away from my guys.  Something like that will make them uncomfortable… or  distracted… either way, most of them are married, so don't go around with that on display. 

I felt embarrassed.  I was hoping that no one noticed… 

Me: Yes sir… 

One day Zack and his family all headed to some local event. I was left in the house alone all day. I was in the TV room and I heard a knock at the back door. It was one of the workers. I opened the door to see what he was up to. 

Mike: Hey there, you probably didn't know my name. I'm Mike. 

Mike was jacked, had a short rugged brown beard with a haircut to match, and had all his upper body on display as he had his shirt wrapped tightly around his hand.  He was also covered in dirt that had gotten stuck to his filthy body. 

Me: I'm Leo, good to meet you, what brings you here? 

Mike: I cut my hand, it's not bad but I need to wash it out.  Can I use your bathroom? 

Me: Yes, there is a staff bathroom right over here.  

Mike: Thanks man! 

Me: No problem! 

I took Mike inside and led him to the bathroom.  The staff bathroom had stalls for the toilets and open showers. 

Me: There is a sink here, you can shower if you want.  I can get you a medical kit if you need it. 

Mike: No need, but I will take a shower!  We just finished pouring dirt all over and I'm filthy. 

Me: You're welcome to it.  We got spare sweats in the cabinet.  Yours are welcome to them as well.  We also have a washer and dryer over here. 

I left him in the bathroom and headed back to the living room, a little later Mike came back wearing the spare sweats I told him about. 

Mike: Thanks man.  I'll try not to ruin the clothes…  

Me: Don't stress, you can keep them, they are for staff. 

Mike: Thanks!

Mike left back to the work site.  I started playing on my new game console.  I was just getting into it as I heard a knock at the door. Mike was there as well as the other three workers. 

Mike: The others want to take a shower too. 

Me: Go right ahead! 

Worker 1: Thanks man! We really need it. 

Mike showed them to the bathroom as I continued my video games.  It didn't take long before Mike quickly came back into the room. 

Mike: There's no more sweats big enough for us.  The guys refuse to put on dirty clothes, so we're going to be in the bathroom for a while… 

Me: They can if they want. But you guys can come out and hang out as they wait.  They can wear towels or go Au natural.  

Really? 

Me: Yeah, we're all guys here, and the others won't be back until you guys are long gone.  Hell, You can even go skinny dipping in the pool if you want. 

Mike: Sounds fun! If you don't mind.  I'll let the others know. 

Mike went back to the bathroom about five minutes later he came back, with the guys.  All four were naked with a towel over their shoulders. 

Mike: We're going to the pool until the clothes are done.  Want to join? 

They looked so sexy casually waiting to head to the pool in their birthday suits.  I felt my cock stirring in my pants. 

Me: Umm… You know… You guys enjoy… I'm busy with my game… 

Worker 2: Suit yourself. 

The other guys left. But Mike stayed a moment… 

Mike: You sure you don't wanna come? 

Me: Yeah… 

Mike: Well, you'll be missing this… 

He flexed his arms and let his cock hang on display for me to witness all the glory of his thick hard working body. 

Mike: I know you like watching us.  I don't mind at all. None of us will judge you for getting aroused by us… We all know already… So if you change your mind, you're welcome to join.

Me: I ummm… I don't…

Worker 1: Don't worry, only if you're comfortable.

He left to follow the others.  I watched them get into the pool.  They started wrestling immediately. They looked so casual about their exposed skin touching each other… What was I thinking?  I was just invited to join a bunch of hot naked men to make physical contact.  Who cares if they're straight, if they had a problem with a boner they wouldn't have insisted.  I stripped and ran out the door.  The guys smiled at me as I cannonballed into the pool.

Mike: Glad you came!

Workers 1,2, and 3: agreed!

Mike immediately dunked me under the water.  The fight was on…. We started splashing, grappling and submerging each other.  For nearly an hour we messed around in the pool.

Foreman: What the hell!? What are all you doing?

Mike: Just swimming!  

Foreman: Get out!  We're heading back to HQ!

Mike: Our clothes are still in the washer…

Foreman: Then you got spares for tomorrow… we're leaving.  

The Foreman left. The guys started getting out of the pool and toweling off.  

Mike: I drove directly here in my car today… I need to get dressed to drive it back home… I'll stay and bring your guy's stuff to HQ in the morning…

Worker 2: Sounds good…. Thanks…

The others all left.  It was only me and the one worker left.

Mike: So, Leo, are you only into guys? Or do you play both fields?

Me: Well, both… I think…

Mike: haven't sorted that out?

Me: No… I guess I've been avoiding the question.

Mike: Interesting… well, if you want to talk I've got ears… I'm straight, in case you were confused… 

Me: You're very forward for a guy not interested in messing around with another guy…

Mike: I have nothing against the idea of a sexual experience with another man, I'm just attracted to women. if it happens I'll go with the flow for as long as I feel like it…

Mike stepped out of the pool, he turned to give me a great view of his recently erected cock.

Mike: You like what you see?

Me: You're such a tease.  Giving me a view like that after saying you're straight. 

Mike: I know…  I'll see you around Leo…

Later that day I got in bed with Dan.  He seemed pretty tired.

Me: Dan, Are you feeling up to… I

I don't know, getting your face stuffed? 

Dan: No, sorry man I'm tired… I

I had a lot of people to keep away from my sister.  People are upset over some kind of environmental issues she supposedly caused.  So I'm out for tonight. 

Me: Well, you know, you don't need to do anything if you let me use your ass instead of your mouth. 

Dan: Look, I don't like doing that, if you had more experience and I knew you wouldn't hurt me but doing something stupid I'd consider it. Goodnight, I'll suck you another day!

Dan kissed me and rolled over into bed. 

Me: …Goodnight… 

Well… after that day I was hornier than ever… I just wanted to fuck somone.  The next few days Zack was nowhere to be seen. Dan was still up to something and the family kept going out leaving me to watch the landscapers.  Things were still business as usual with them.  However, Mike would start flexing or do some kind of showing off.  He once even flashed his cock at me… I guess he liked knowing that someone was getting excited by his body.  Zacks parents had another business trip planned, only for two days.  Zacks wanted to go, but needed to sneak off to night school, so he made an excuse not to.  The trip would take them out of the country, so Dan was going too.  With Zack preoccupied with his studies and Dan gone I knew I was going to do something stupid.  In the morning I headed out to the work site to watch the guys work.

Mike: Hey man. How's it going?

Me: It's alright, you look dead tired…

Mike: Yeah, I'm working third shift a few nights a week, I need to make some extra money for my mom.  She needs surgery, and we need to make up some money fast…

Me: Shit man really?

Worker 2: I can confirm… but still Mike , you can't overwork yourself, you're going to get fired from both jobs…

Mike: I don't have a choice… 

Without a thought I reached into my pocket and took out $200 from my wallet.  

Me: Here man, take this, I can give you some more as well if you quit that other job and take care of yourself better.

Mike's eyes brightened for a moment.

Mike: No man, I can't take your money… My Mom wouldn't want that.

Me: She wouldn't want someone to give her hard working son money to help?  She'd rather have you over work yourself?

Worker 2: We tried this already…. He won't see the reason we all wanted to pitch in, but he turned us down…

Mike: I don't need charity, that's your money, not mine.

Me: What if… you earned the money?

Mike: How so?

Me: Maybe…. Okay, hear me out…. What if we did a charity shoot of sorts…

Mike: Explain…

Me: Well firefighters often make sexy calendars to sell for charity or funding for the fire station.  What if you did the same…. But instead of selling calendars, I just pay you directly…

Mike: So what do we gotta do?

Me: How about you…. Stripp down and work naked for the rest of the day…. I'll give you…. 

I looked in my wallet and counted up what I had from Zack…

Me: A hundred per hour each.  

Mike: Shit!  Good cause or not I'm taking that deal!

Worker 2: Just for working the same job, but naked…  you'll pay each of us an extra hundred an hour?

Me: Yes.

Worker 2: I'm in too!  Want us to start now?

Me: looks like Mike is already starting.

In fact he was already naked.  The others followed suit quickly.  All the guys got to work more energized and motivated than before.  When they saw me looking at them they would do a little flex or try to show off more muscles.  It was hot seeing them trying to look hot for me.  Unfortunately I heard a voice I was worried would show up to ruin my fun.

Foreman: What the…. Actually, I'm not going to ask…  Get your clothes back on right now you idiots! This client is a great payer and we will not compromise this job for whatever stupidity possessed you to-

Mike: No, boos look we're getting paid to do a job.

He looked at me.

Foreman: All this weird shit happens when you're around!  I told you to leave my guys alone!  I'm gonna-

Mike: Boss, he's paying us a hundred bucks an hour each!

The Foreman stopped in his tracks.  

Foreman: A hundred?

Me: Yeah… 

Foreman: An hour?

Me: Yeah…

Foreman: Extra?

Me: Of course.

Foreman: Is that offer still available?

Me: Really?  You're willing to give up your dignity for some extra cash?

He held out his hand to shake!

Foreman: A lot of extra cash!  Yes. Besides, I have no dignity.  For that kind of money, bend me over and make me your bitch right here in front of my guys.

What a perfect opportunity. I grabbed his hand and shook it.

Me: Deal!

Foreman: …what…

Me: Deal! Get naked and we'll get started.

Foreman: No, that was one of those metaphors… I didn't literally…

Mike: I don't know boss, that sounded pretty literal…

Worker 2: Looks like the boss is getting a second stick up his ass!

The other two guys laughed and cheered.

Foreman: Okay you had your fun, I'm getting naked, but that's it…

Me: That's not what we agreed to… either we do our original deal, or no deal.

Foreman: What the hell? I… you're going…. Fuck! Whatever!  I'll do it for 150 an hour. …for the whole day!  But all you are going to pay for it!  

Me: I can work with that…

He strippped off his clothes revealing his muscular body.  He had a nice layer of body hair covering his chest, arms, and legs. His cock was massive even when soft.

Foreman: Let's get this over with…. Where are we doing this?

Me: Over on that grass patch.  Face down. 

Foreman: Fine boss…

He got down on all fours and presented his ass.  His body was insanely muscular.  If he decided to break me in two there would be no stopping him. As I positioned myself to give it to him doggy style, the others followed us excitedly. 

MIKE: Boss is getting Fucked tonight!

Worker 2: I've been waiting to see someone give him a pounding, I was hoping with fists to his face, but I'll settle for some humiliation. 

Foreman: You all know I can still hear.  And I will respond to your comments with retaliation later. 

Mike: What's your bet? Will he retaliate, or do you think he's going to realize he likes cock and begs us for a round? 

Foreman: Laugh it up.  You guys are hand mixing cement as I enjoy a nice cold beer soaking up the sun in my birthday suit. 

Worker 3: Worth it. 

I took my cock and pressed it against his hairy hole. I slowly pressed in harder and harder as he started moaning in pain.

Foreman: Fuck man, that hurts… 

Me: Not my problem! 

Foreman: Fuck you! 

Mike: No, no, no. He's going to fuck you! 

I continued to find my way deeper inside this beast of a man.  His tight ass was exactly the thing I needed to cure my overflowing hormones.  Once I was all the way in I started moving forward and back slowly. The boss was still moaning with every moment I made. 

Foreman: Stop! Please… 

Worker 2: Looks like the boss isn't man enough to finish the job.  Guess he's not getting that money. 

Foreman: No I just need lube… Just to lessen the friction… 

Me: No problem! 

I pulled my cock out and spat on it.  As I used my hand to spread it around I bent over and put my face in his ass.  I stuck out my tongue and started licking his hole. He started squirming. 

Foreman: ha! Ha! Stop!  That tickles… I mean… It's gross… 

I got back to where I was quite quickly. I gotta say, the lube was more fun for me too. Zack was a lot looser so lube wasn't as big of a game changer as it was here.  The other guys were enjoying the show too.  Mike had a hard on and one of the others started jerking off.  The other guys were entertained, but not aroused.  It didn't take long before I was feeling ready to bust a nut. I took my cock back out. 

Foreman: Finally!

Me: We're not done, get on your back… 

Foreman: Okay… 

He flipped over.  His hairy, muscular body looked so good like that on the grass.  I grabbed his legs, wrapped them around my body and put my hands on his chest. I ran my fingers through his hair. 

Me: I'm going to cum inside you.  And you're going to look me in the eye as I do… 

His face was flat. No expression. Then suddenly the corner of his mouth curled up. 

Foreman: You know, you're terrible at intimidating, and have no charm.  But it's cute that you try.  Go ahead kid.  We came this far, and I'm in it for the money anyway, I'll play… 

I shoved my cock inside him.  I started bucking my hips immediately, every thrust he moaned louder.  He grabbed the back of my head and pulled me in so our foreheads touched.  He started groaning through his teeth, until… Ounce after ounce of cum flowed into his ass. I got up and stood over him.  My cock still dripping.  

Me: Damn…  your hot man. 

He smiled.  But as he did so a splat of white fluid hit his face… I looked at the worker who was jerking off.  Sure enough, a trail of cum dripped from his cock. 

Foreman: Henry!  I'm going to kill you! 

The boss got up in an instant.  Henry started running. 

Henry: I thought you'd be okay with it after seeing you take it in your ass! 

Foreman: You didn't pay me for it! All of you get back to work. 

The men all scattered.  The Foreman turned to me. 

Foreman: As for you, enjoy your show… 

Me: Thanks. Are you available for round two? 

Foreman: I held up my end, that's all you're getting from me… unless you have another thousand. In that case I'd let you fuck me again

Me: So one thousand is your price is it? 

He scoffed and turned to picked up his clothes.  I guessed he was going to get dressed again.  I turned away to continue my day. 

Foreman: Wait, take this… 

He handed me a business card.  "Frank Rogers - Rogers and Sons landscaping"

Frank: My numbers on the back. 

Me: So you're offering to be my booty call?

Frank: No, but if you want to pay for my services I'm available anytime. 

Me: I'll keep that in mind… 

Later that day after the landscapers left I sat down for dinner with Zack's family.  

Me: Where is Zack?

Mrs Telthorn: He's out with his friends, he's been doing that a lot lately. So good for him to get out and about this summer! 

Me: Why didn't he invite me? 

Dan: Well, I'm not sure, it's not like he's hiding anything. 

I remembered that he was likely at school earning his degree. 

Me: oh yeah, he probably just went out with the friends that… The ones I hate…

Mr Telthorn: Yes, yes, I'm sure. Now, Leo, Dan told us something very interesting about what happened today with the landscaping team. 

Me: oh… He told you that? 

Dan: Yes, I told them that the men were not working as well as they could and you used creativity to solve the issue… 

Me: Yes! It was a very good solution! I don't know how you knew about it. 

Dan: The surveillance lamp we installed lets me know everything that happens there. 

Damn, I forgot about that thing. 

Dan: Anyway, I want to hire Leo to oversee the project. That way I can have more time to work on other things. 

Mr Telthorn: I trust you Dan, if you think he's a good fit then so be it. 

Dan: This is a good time to let you know that we also need to increase the budget for the project.  With Leo's pay of a hundred a day and the other new experience he needs to maintain the work flow, I'd say, eleven hundred dollars a day will suffice. 

Dan winked at me. 

Dan: And we need to increase the pay for each worker on top of that. 

Mr Telthorn: That's all, why even bring this to my attention? 

Dan: Well, Leo, I hope you enjoy your new job.