Handy Handy Men

The next morning, I was tinkering in the garage, when I detected movement coming up the drive.

As I looked up, I saw Jamie, all smiles.

Dressed in his work gear, I wondered what he had expected of the day.

“Why are you dressed in your work stuff?” I asked, contemplating I already knew the answer.

“Boss, this is sort of the best clothes I have.”

“Because, its free?” he nodded.

In the background, the door rattled down.

“Ok, well you can lose it anyway.” I said.

He quickly stripped, stacking the discards on the workbench corner.

He looked fresher than he had yesterday. No work, I supposed.

I ran my hands all over his body, getting him used of being handled. I took the time to set up his ‘Display’ stance properly.

“Next Tuesday you’ll finish your work day with me, then we’ll go and get you fitted.” I pointed at his lock.

“You mean like two or three, instead of just the one?” he asked, meaning how many locks he would be carrying.

“Nah, just installing long term kit. These locks just test if you are serious.”

“Boss,” he said quickly, “I’m serious.”

“I know.”

“You notice anything different in wearing a lock?”

He thought.

“Jacking off takes longer.” He confirmed. “I have to be careful jumping, makes my balls hurt, if I don’t take it easy.”

“What about mental stuff?”

“Like when I cried the other night?”

“Like whatever you’ve been thinking.”

“Well, I’ve been thinking I’m a virgin,” he started, “realized I’ll probably be a girl virgin for the next few years, at least.”

“What’s a girl virgin?” I asked.

“You know, not had sex with a woman.”

“And, what did you think about that?”

“Nothing, if these were still mine, I could change that.” He paused, “But, all this happened so quick, I didn’t have time to deal with it.”

“Well, you won’t be a boy virgin.” I informed. He nodded, still relaxed. “Well, maybe a Boy virgin, as far as you putting your dick in someone else.” I added.

*

We went through into the house, and up to my bedroom.

I have a full-sized bathroom attached. Plenty of room to play.

I went through all the details of prepping for guy-to-guy sex and left him to it.

When he emerged twenty-five minutes later, he was confident he had it in hand.

I handed him a small butt plug and retrieved lube from my bedside table.

I watched on as he loaded himself, making one or two suggestions to ease the way. He did well.

Loaded, I had him put his boots back on and get on the lawn mower.

Over the next few hours, he mowed the entire back yard, in just his footwear.

When he was all but done, I had him put away the machine. It was time to stop for lunch anyway.

He built up a lather of sweat, which had attracted the dust.

“Boss, can I have another shower?” I nodded, to see him disappear upstairs.

We sat on the pool deck with beers and sandwiches. I was thoroughly enjoying myself.

We chatted back and forth before heading back to the bedroom. I’d wanted to play, but fun boy had drifted to sleep, almost as soon as we laid down. I nodded off ten minutes later.

I woke as Jamie returned from flushing in the bathroom. We’d slept longer than I had expected to.

I was groggy, but I’d pick up.

Over the next hour or so, we worked on his head job technique, his toe sucking technique, and rimming 101.

He was rough, but he didn’t hesitate at anything he was told. It was good to see.

We moved on to arse play, but I had no intention of fucking him.

I wanted his first time to be just as special as Josh’s had been.

He’d thought I was planning to have had my cock in him. I explained he was already going to be sore from sitting on a vibrating mower, butt loaded, and the two-finger stretching I’d done.

Through the afternoon he chatted, asked questions, and offered insights. It wasn’t always about sex, or how owned boys should behave. He also strayed in to personal history, family and stuff around work.

Like Josh, home life seemed ok, but there was a definite lack of support, and lack of good role models.

It didn’t take much to see that gaining steady work had been transformational for him. Being surrounded by men focused on doing good work, acting as team, and generally enjoying life, was reformatting his expectations of himself.

His connection with Josh, was stronger than I had thought. I knew Jarrod rated them as a working pair, but they seemed to have formed a tight friendship beyond that. They must have been aware that each of them were now locked? I chose to stay away from the subject.

After dinner, he asked if I had any gay porn he could watch. I loaded the server, and gave him free range. He’d watch this, then that, often skipping through stuff he’d already seen. Questions emerged through the whole exercise. Mechanically minded guys were all the same, didn’t matter if it was a combine harvester, a screw driver, or in this case, guy on guy fucking. They simply needed to understand the workings.

“So, once you’ve trained your throat, you can just take cock like that all the time?” he nodded towards a guy frozen on screen, with a cock almost down to his stomach.

“Pretty much,” I agreed, “but that guy will have had years of cock sucking experience.” He nodded in understanding.

“And, your arse is like that too?” he asked, straight faced.

“Once you can take it, you can take it.”

Oh my god! Sex with this guy could turn into a mechanical study of skin interplay. How horny, not!

Through the various videos, I’d noticed him often hard, and occasionally dripping with precum. So, he had enough curiosity here and there, to spark interest. I did initially wonder if he might be bi, but then I dismissed the thought, most of the time he was so naturally hetero, he couldn’t be anything else. The truth was, he was a simple straight guy, who accepted he was going to be fucked, and as it turned out, that didn’t bother him too much.

It was good to see he felt limitless in his questions, his discussions. It was clear he had zero concern that he was going to be judged by me, no matter what he asked. I was pretty sure it was the first time; he’d had such a communication experience. It felt good to be trusted, I was careful in responding.

That night as we prepared to sleep. I unlocked his balls. He was confused, until we actually got into bed. As we settled, I reached over and took his nuts in a grip. It was a loose hold, but a hold none the less. It wasn’t anything dramatic, or even overly sexual. I was just letting him know what ‘ownership’ felt like.

When he rose to shower the next morning, he reapplied the lock himself.   

*

After breakfast, I took another round of head from him. This time I did unload down his gullet. Fuck! I’d needed that more than I thought.

Yesterday I had allowed him free rein, with his questions and topics of conversation.

Before I dropped him home, it was going to be my turn.

Given I planned to transfer his cash this afternoon, I zeroed in on money.

I found that he had been working odd jobs here and there, since leaving school without graduating. The randomness of his pay checks, had caused his credit card to be maxed. He wanted to clear that first.

It was up to him, but I suggested he cut it up, or if he had to, he could give it to me to hold.

The stability of the job had given him some head-room in his weekly budget, but he was essentially still in catch up.

As we left the house, I handed him the same type of latex dildo I’d given Josh.

“Only oral training, agreed?” I asked, without ambiguity.

“Yes Sir,” he replied, meaning it.

“Keep the plug your loaded with now, for the rest of the week,” I directed, nodding towards his arse, “then go up to this size.” I handed him a black #2. He agreed.

He had protested when I had revealed I intended to drop him home. I ignored it, explaining we had shopping.

“Sir, you said we were going to swap out this padlock for three or four proper rings?” he said, pointing down to his tackle. “When?”

“I said, a ring, and when I feel like it.” I responded.

“I could definitely take three.” He assured, “I took four on Friday at work.” He added.

“You took four badly,” I confirmed, leaving it at that.

Both these guys seemed to equate more rings to more commitment. I’d have to give that some thought.

I pulled into the HugeMart car park.

I’d managed to establish he only had rags for clothes. That’s why he’d arrived in his work gear yesterday.

I was going to address that.

Sunday mid-morn, meant the place was relatively quiet. I preferred it that way.

He looked at me, wondering what he was to dress in.

“Just your shorts,” I directed as I stepped from the truck.

He stepped out thirty seconds later. All bare chested, and tight shorted. A nice visual, I firmed.

“Is this asphalt too hot?” I asked, looking at the hard-top. He shook his head. We made our way in.

“Sir, until you transfer the money, I don’t have anything to pay with.” He declared, after we had cleared the entry.

“I know, I will be paying.”

“Sir?” he stopped, mid-stride. I kept walking.

“Boys keep up.” I said quietly, when he had returned to my side.

“Yes Sir,”

I eventually re-found menswear tucked in behind kitchen.

I folded down the back hem of his shorts, to find his waist measurements. Then I told him to go and find a trolley.

When he returned, I dumped a heap of gear in, then moved on to tee shirts.

“Go find yourself ten pairs of underpants and a dozen socks.”

“Ten! And ….” He stopped when he saw my look.

“Yes Sir,” he replied, walking to the bays at the end.

When he returned, I examined his choices. Three sock sets were ok, I tossed them in the trolley, then handed the rest back to him.

“These are all too cheap, they’re shit!” I said flatly, “find better ones, don’t fuck up again.” I warned.

“Yes Sir,” he swallowed, zipping back.

When he returned, I had finished and waited as he showed me each choice he’d made. They were good, he even held up a G-String, which I gave the nod.

“That wasn’t too hard, was it?” I asked.

“No Sir, sorry Sir,”

The change rooms were all unused, so we wheeled the trolley all the way to the cubical.

“Just leave the door open,” I directed, as I sat in the passage.

Item by item we made his way through all the gear.

When we were left with the stuff that fitted, I told him to dress in different combos he thought could work. I wanted him to learn as he mixed and matched.

Having the place to ourselves, we took our time. He needed it.

Eventually he started to understand the basics, in the end he did well.

As he landed each set, I snapped a pic, I’d message him each, for reference.

We’d left shoes until last, mainly because it was on the other side of the store. So weird!

As he was about to make his selection, I reminded him of his underwear mistake. He reconsidered.

In the end he had two sets of runners, one good, one for every day. He also took a pair of high casual dress.

We loaded everything into the back of the cab, then looked to set off. He had gone quiet, which I had discovered was unusual for Jamie. I glanced across; he had tears in his eyes.

As soon as I made visual contact, he burst into proper sobs.

I just reached out and placed a hand on his shoulder, he cried more.

This was becoming a habit.

When he had recovered, I simply started the truck and moved off.

Interesting we had got to a point where neither of us felt we had to talk about it.

*

As the clock passed eleven, I pulled into our last stop. Jamie’s eyes widened. Phantom was the largest sex paraphernalia retailer in the Valley Nights region.

“Ever been here before?” I quizzed. He shook his head.

“Heard about it, but it’s hard to get to without a car.” He replied. I agreed, outer city, semi-industrial.

As I made my way to the entrance, Jamie scurried up beside me, again in just his short shorts.

If HugeMart was quiet, this place was deserted.

“Let us know if we can help,” offered the full-on mohawked customer service guy. “Otherwise, browse all you like.”

We did, for more than an hour.

This time it was me making the selections.

As I did, Jamie would try on the item, there and then.

When we had first walked in, I had pointed to the trolleys and waited for Boy to retrieve one. When he arrived back at my side, I simply pointed to his shorts.

“Lose them,” I directed.

Jamie looked toward the Checkout guy, who simply shrugged. We went shopping.

I was actually shopping for both he and Josh, but I didn’t bother to declare it. I hadn’t had time to bring Josh through, but as they were almost the same base build, it wouldn’t matter. I just had to take Josh’s muscles into account. After a bout of initial uncomfortableness, Jamie reset and became amazed at the range on offer. I was impressed with the range myself.

I only really had two items to purchase. The number of questions Jamie had on the way to the two sections was surprising. Had this guy really had such a sheltered life?

When we arrived at ‘Collars’ I began a slow scroll along the shelves. There had to be thousands. I found the sub-category, then looked through until I found half a dozen I liked. I handed Jamie the first few, and pointed to the nearby mirror.

“Try these on.” I directed.

The first two worked well. Inch high black leather with chrome buckles, and silver studs. The second one had burgundy trim, which was perfect.

I found another two, and moved on. In the metal section, I handed him a full slave collar, which had a half-point hinge and a padlocked front. I bought two of them.

As we made our way across to leather clothing, I’d left Boy wearing his first black collar. He would wear it home.

By the time we had arrived at the zone, a few more customers were drifting in. I noticed a few specifically detouring through our section. Just to view my naked boy, I assumed.

One fellow stopped.

“I like your boy,”

“Thank you,” I responded, “he’s in training, and is not yet in Display, as he knows he should be.” I stated clearly.

Snapped in to reality, Jamie took up his stance beside the trolley. It was a good execution.

“Wow, he’s very nice.” Complemented the guy in his forties, “do you rent him out?”

“Not yet.” I answered, “he’s still growing.”

“Fair enough, here’s my card,” he declared, reaching into his pocket. “When you do put him up for use, please call me. He’s absolutely prime beef.”

“He is,” I agreed. The stranger nodded, and departed towards the Fisting department.

Over the next twenty minutes, I had Jamie try on a range of short shorts, trunks, Speedos, and G-Strings.

As requested by staff, he first donned bike tights.

In truth, everything he stepped into looked excellent. I could have purchased every item I pulled from the shelf.

In the end I chose a Speedo with an enhanced ‘cod piece’ front, and a broad backstrap showing off his buns.

I couldn’t resist, and grabbed, trunks and a ‘normal’ set of Speedos, as well.

I purchased a second set of everything for Josh.

On the spur of the moment, I decided to go full kit.

In the end I’d sprung for bicep bands, a vest, a set of arse-less chaps and full-length pants. I had a great time; I hadn’t expected it to be such fun.

As we exited to the carpark Jamie walked across the tarmac in his black leather cod Speedos, and his collar. I was pleased he showed no sign of embarrassment.

He was growing before my eyes.

*

When we arrived at his place, I was worried that given what he told me of his family, his new clothes could be a source of resentment.

I think he read my mind.

“Um, you know I live in the building out back of the house?” he said as he prepared to exit the cab.

“What do you mean?” I asked, confused.

“When Gran was alive, she lived in a flat behind the house.” He informed. “I live there now. Sometimes I can go all week without seeing family.”

“Ok, good to know,” I responded.

“Boss, I’m not sure why you’re doing all this for me?” he said quietly. “I’m just one of your workers. One of thirteen.”

He waited for my answer, even though he hadn’t asked a question.

“Well, to be honest, I’m looking forward to fucking you, often.”

“Maybe,” he responded, “but you can still do that, without the clothes and stuff.”

“Perhaps, but I don’t mind investing in someone who’s worth it.” I paused for a long gap, locking eyes. “You’re worth it.”

He dipped his head, and kept his mouth shut. He was learning.