A Working Boy

The buzzer sounded. It was the delivery driver with the package I’d been waiting for. It was the usual guy.  He was obviously sweet on me and he always flirted. He was on the young side for my taste, maybe late twenties or early thirties, and I guessed his bank balance was below the standard I set for myself. Still, it didn’t hurt to flirt back and keep him thinking about me while he finished his route.

I hurried back to my bedroom and tore open the box. I grinned. It was a selection of new underwear, my Achilles heal. I had ordered some sexy strings and some new jocks, some revealing briefs in a sheer fabric that felt silky and smooth, and some boxer briefs than were cute if fairly ordinary. And right at the bottom were the little boy underpants in primary colours. The boxer briefs and strings I’d wear any day, but the rest were all chosen with specific clients in mind.

I learned something about clients very early in my career: if you kept them happy, made them feel like they were the only one, they’d keep coming back for more. I found an easy way of making a customer feel special was to wear the kind of underwear that turned them on, and every single one of them had a favourite. They liked to peel it off me like they were unwrapping an expensive gift at Christmas. So, fresh undies were all part of the service.

And I’ll be honest, I liked nothing more than having my underwear peeled off me. It was the big reveal. It was the part where I said “here it is - and you can have it”. That always gave me a thrill. It was all the foreplay I ever needed.

My phone buzzed and I glanced at it. My favourite police officer in my DMs. My 3pm appointment checked out. Nothing on file to worry about. I sighed. I had figured that already. After this long I just had a sense of who I could trust and who might be a risk. These days I was careful, but back then I took risks. I knew it too, I just didn’t care.

A couple of months after the guy in the woods went AWOL I was down to the last of the twenties he’d given me. I was getting desperate to be screwed and earn more cash. So, I went looking for it. I figured there must be more men like him who’d want to nut over a discreet youngster like me. I’d heard school yard tales of some public toilets were parents didn’t want their kids going to pee, where drug addicts and perverts were said to hang out doing disgusting, unspeakable things.

It sounded right up my alley!

It took a while to narrow down the location of any of these fabled toilet blocks, but eventually I had gathered enough intel to catch a bus to a part of town where I was sure I’d find what I was looking for. I had a fizz of excitement for this adventure. I found the run-down block easily, right on the edge of the park, almost overgrown with bushes and shrubs and weeds and ivy. It was filthy, but I didn’t hesitate to go inside, stepping over a passed-out drunk to get through the door. I was surprised a place like this existed here, because affluent families lived only a stone’s throw away, their large gated properties overlooking the parkland.

I remember clearly how the place smelled. The strong stink of stale pee, musty and acrid at the same time. It was filthy too, grimy tiled floors and walls. The ivy that had grown up to camouflage the block had started to intrude through the windows giving the place a post-apocalyptic feel.

I went directly to a cubicle, noticing how the path to the stalls was clear of the muck and grime that existed elsewhere. Regular footfall had done that, that much was obvious. I could see how many shuffling feet would have polished the tiles as they made their way into the cubicles. The end one was the most often visited judging by the shiny floor around the door and inside. That’s where I went to wait.

I looked at my new Apple watch. I had a couple of hours to kill before my new client arrived. I was looking forward to it. I knew he’d need to be seduced into it, convinced to set his guilt aside, turned on enough to go through with it. I loved that. I loved knowing that I still had it and I loved that once he’d busted a nut deep inside me, he’d be hooked and would come back for more.

I looked at my watch again. I hated the wait. I was always impatient, especially when it came to sex.

I waited ages in that cubicle. I had nothing to do but hang out. A couple of people had come in to use the facilities while I was there. Each time I cracked the door open and made eye contact, but no-one seemed interested. But I didn’t come all the way out here to give up. I waited. Something inside me told me that today was the day. I forced myself to be patient, all the while growing hornier as my imagination played out filthy scenarios in my mind.

I vacuumed, watered my pot plants, stood out on my balcony and smoked a joint to chill myself out. I even watched part of a daytime TV quiz show that numbed my brain for a few minutes. Then, at a quarter to three, the buzzer sounded.

Early, I thought. That was a terrific sign! I glanced at myself in the mirror. Tight white t-shirt, loose grey joggers, white socks, and little boy underpants hidden away. I was sure this guy would want young boy and that was my favourite act. I messed my hair up, going for that teen just got out of bed look, and I went to answer the door.

There he was, nervous, glancing around like someone he knew might see him, uncertain about whether he was doing the right thing but anxious enough to have skipped off work early to come over.

He was cute. Dark hair with silver peppered throughout. He was clean shaven, handsome, and he obviously took care of his physique. He looked like he’d be strong under those reassuringly expensive work clothes.

I smiled sweetly, took his hand and pulled him inside before he changed him mind, letting the door close softly behind us. I led him silently to the sofa and sat him down, climbing up next to him, both of my arms wrapped tightly around one of his. I touched his cheek with my hand and guided his face toward mine and I kissed him lightly on the lips.

“Nice to finally meet you” I said in a deliberately breathy voice. “Do you need anything? A drink?”

He smiled at me, more at ease now. “No I’m okay.....thanks” he said. “I.... I haven’t done.....”

Yeah yeah.... haven’t done this before. I know. It was written all over him.

I kissed him again, just softly. “You’re a handsome man” I said, and I put feeling into that. I meant it. And I knew guys like him liked hearing it, something they were rarely told at home. They liked to know I liked them, that I wanted them.

A guy came into the toilet block. He had shiny black shoes and a wristwatch that looked expensive. Dark slacks and a fitted formal shirt. He stood still, glanced around. I cracked the door open wider so he could catch of glimpse of me watching him. We made eye contact and he came over.

“I wondered if there’d be anyone here at this time of day” he said. Here was a guy who knew what he’d come for, knew what he wanted.

I opened the door wider, inviting him into my personal booth. He didn’t hesitate.

“You’re handsome” I said. He was, too. Mature, oozing wealth, the kind of guy who’s usually in control. I got a thrill in my underwear as he studied me.

He grinned. He liked what he saw. Liked being told he was handsome. “You seem younger” he said with a slight frown. “I mean, you’re all young but....you’re younger.”

“I’m old enough” I said and I placed my hand on his chest and started to unbutton his shirt.

“How much?” He asked. He liked how forward I was. I could tell. Concerns over age had melted away quickly.

“How much did you pay last time?” I asked. I had rehearsed that. I had wondered if twenty was too cheap, that maybe I’d been ripped off. It was just a hunch.

“You look like a fifty or a forty. How about forty?” He said, he voice getting breathy.

“How about fifty?” I said. You said fifty first, I thought. That’s what you think I’m worth. Don’t undercut me!

“For fifty I’m coming inside” he said. I just sank down to my knees and took his cock out of his pants. For fifty he could come where he damn well pleased!

Me and the new guy were just kissing. I was breaking him in gently, getting him into it. He liked it. That much was obvious. I guessed there wasn’t much kissing at home any more. Eventually I slid off him, sank to my knees on the carpet. I pushed him back into the sofa and expertly extracted his erection from his pants. Before he could protest and tell me he wasn’t sure, I had him in my mouth. From that point he was no longer thinking about his boring wife or his noisy kids. He closed his eyes and breathed deeply. I knew he hadn’t been sucked off in a long while, and he’d never been sucked off by me.

The guy in the cubicle grunted a lot and shoved his dick down my throat, fucking my face. He had hold of the sides of my head, practically using my ears as handles. I could feel the head at the back of my throat and it took all of my focus not to gag and puke. I did it though. Desire is a wonderful teacher. And I wanted it like this, so, so badly.

This guy wanted his fifty’s-worth. He used me. I raised my hands to his hips to fend him off at first, to regain some control, but it wasn’t long before I succumbed. My hands drifted to my balls and I simply allowed him to violate my mouth. After a short while I got used to it. I wanted it and he knew it.

My new client let out a little moan as I reached up to touch his balls. He kept himself well trimmed down here and I loved the feel of a trimmed sack. His cock was impressive too, uncut, a good seven inches with a perfectly proportioned purple head. His wife’s loss, I thought as I slid him along my tongue to the back of my throat.

I started to taste that salty early warning sign and the stranger reached down, grabbed me under my arm, and hauled me up. He turned me around and bent me over the toilet. I pushed my bottom back, getting my little hole in a place where he could have me easily. It felt like it had been so long! My heartbeat was racing and my breathing was coming in little shallow gasps. This was only my second man and the anticipation was killing me.

My new client gently held my shoulders and pulled me up his body. He was strong and my heart skipped a beat as he began to take control. He was getting into it now. Maybe I had done enough that he was on autopilot already. Sucking a guy’s dick would do that.

He kissed me on my lips, just lightly like I had done. He was treating me like a special prize, delicate and rare. I loved that. He lifted me and I went limp, allowing him to place me on my back on the sofa. He pushed my legs back and stripped me of my joggers, peeling them all the way off and gasping when he saw my underwear. He ran a hand over my little bulge before gripping the back of the fabric and pulling them down behind my knees exposing me. He leaned down, pushing my legs right back as he did so. He buried his face between my buttocks. My eyes rolled back into my head as he ate my ass.

He was going to be one of those, I thought. He’d take me like he took his wife because he didn’t know any other way. He’d go down on me, then he’d fuck me missionary. I’d have been disappointed except his tongue was fucking amazing and he lapped at my pussy and probed me with the tip. It didn’t last nearly long enough, his lust now getting the better of him. He held my legs in place with one hand as he shuffled around and lined his cock up with the other. I was careful to remain relaxed and floppy, offering no resistance of any kind as this mature man realised he could take what he wanted. He fed himself into me, slowly, gently, pushing and waiting, watching in amazement as his most precious thing disappeared into a boy’s bottom.

The stranger thrust forward and shoved inside me in a single, forceful flex of his hips. I squealed. It hurt a little, him going in dry and going in so fast, but I totally loved it. It was obviously tighter than he was used to, so he spat and watched at his saliva slid down my ass to where the head of his dick was inside me. He pulled out, wet the end, then thrust again.

He pushed the air from my lungs as he forced that thing into me over and over again. I was breathing heavily, sweating like crazy, making little breathy sounds every time he surged forward and filled me up. The guy in the woods had been tentative at first, before he got into the same old rhythm. This guy was used to taking what he wanted. He had no qualms about fucking a kid, no thought for whether it hurt. He was in it for fifty, and he was going to get fifty’s worth.

My new guy lay on top of me, kissed me full on my mouth, flexed his hips gently. He was testing the waters, seeing if I could take it. I wrapped my legs around his torso and hugged him tight. I kissed him back. Oh baby, I could take it.

In no time he was pushing forward and pulling back in a sensible rhythm that screamed “I’m a married man”. It was good though. He was big enough to make me feel it and there were times when I liked being daddy’s precious little girl like this. It always made me feel special. And this guy was obviously desperate for my love.

“Ahhhh…….” He grunted loudly as he surged forward one last time, bottoming out inside me. I felt his dick expand and then pump me full of cum. I moaned. I loved that feeling, the heat and wetness and the throb, throb, throb. “That was special” he said, his orgasm dying away and his cock losing its hardness as his blood returned to other parts of his body. He pulled it from my hole, leaving me gaping, raw, and leaking his salty juices down my leg.

He pulled me up and turned me around and gave me a rough kiss with tongues. I went weak at the knees. He hands snaked down my back and grasped my buttocks and he squeezed. He allowed a single finger to find my hole, to slide inside me up to the first knuckle.

“Yeah, special” he said, thoughtful.

I broke free of the kiss and carefully, gently, manoeuvred my hunky new client. “Is it okay….?” He asked, suddenly worried.

“Lay back” I instructed. I flipped him onto his back and straddled his mature, well kept frame. I tugged his pants down to his thighs to reveal a gorgeous thatch of trimmed grey pubes with a delightful snail trail that connected with a full chest of grey and white hairs. He was a proper, fit older guy and I adored it.

I crawled back up his body and lowered myself onto his dripping dick. He flinched, grunted, then sighed as I sank all the way down. Balls deep, just how I liked it. I leaned forward, placing my hands on his pecks, my fingers in that chest hair of his, and then I slowly raised and lowered myself, my eyes never breaking contact with his.

He looked shocked. Then lustful. Then he was thrusting up to meet me. She never did this for him, I bet, not since the kids anyway. I sped up. He’d been so gentle and loving so far and I guessed he was always holding back, never doing anything that she wouldn’t approve of. Well screw that, I thought. Let’s fuck!

I reckon it took sixty second before he was crying out every time I slammed my ass down on him. He was thrusting up every time, his bottom leaving the couch as pushed up to fuck into my tight, hot passage in a way he was never permitted at home. I bounced there in ecstasy while he thrust, beads of sweat forming on his chest and at his temples. I wondered how long it had been since he fucked hard enough to break a sweat? I leaned forward and pushed my mouth on his, lapped at his tongue with mine. He took my cue and with big strong hands he grasped my buttocks. Now he was in charge. He was doing the work, lifting me up and letting me fall on his sword. I was just the willing hole who’d invited his inner animal out to play.

I felt it coming a mile off. His mouth went tense as we kissed and his thrusts became staccato, almost robotic. He was holding back, so I whispered in his ear “please…. please come inside me…..” In my best baby-boy voice. I bit down gently on his ear lobe. Ten seconds later he gripped me in an immense bear hug that crushed the air from my lungs while every fibre of him came. I figured it was the best orgasm he’d had since his college days, maybe the best ever. That throb, throb, throb inside my rectum was absolute bliss and it went on for ages.

“You do this often?” He said casually, still fingering me, still eating my face.

I shrugged. “Sometimes” I said truthfully. “Hard to find…..”

He cut me off. “Yeah, hard to get hooked up safely. Listen, a guy I know finds men like me for boys like you. He takes a cut, but on the flip side he’ll get you a place to perform that isn’t so…public, or so grotty.”

My eyes lit up. I liked the word “perform” and I liked the idea of regular fucks.

“He’s always complaining that he can’t find… you know…. young ones. He’s going to adore you. You’re pretty cute.” He said. He pulled away, looked me in the eyes and smiled.

“Fifty cute?” I asked and I batted my eyelashes.

“You sold your ass cheap, kid” he said with a chuckle. “You’re worth more. But we had a deal so that’s all you’re getting.” He grinned. I calculated quickly. Despite the rough fucking this guy was a softie. I reckoned I could extract a higher number from him.

I sank down to my knees, his finger sliding out of me as I dropped. I looked up into his eyes, my mouth scant inches from his junk. “Sixty…?” I said, and I did my best to look sad and vulnerable the way the other guy had liked.

He took me under my chin with one hand. “Say ah” he said softly. I opened my mouth wide and he fed his used duck into my mouth. I closed my eyes and sucked. I loved that taste. It was me and him, combined, the flavour of our sex.

This time he let me suck him, no rough face-fucking. He got hard and came really quickly. There wasn’t much cum this time and I swallowed it down greedily before standing and wiping my lip. “Thank you daddy” I said, my head cocked to one side. He flared his nostrils. He liked that a lot.

My client was breathing very heavily and sweating in the afterglow of our passion. His dick slid out of me and I dribbled cum over his groin. Careless of me, but it happened. When he got his breath back he hugged me close. “I never fucked a guy….boy….before.” he said. I put my arm over him and absently ran my fingers through his chest hair. “It was…..” There was a long pause while he tried to think of a big enough word to describe how he felt. I smiled to myself. “It was so amazing I don’t even have the words.” He said. I kissed his chest. Yeah, that would do.

“Is it like that…..” He paused, suddenly self-aware again.

“Is it like that every time…?” I said. I raised myself up on one elbow and looked at my new guy. “It can be even better, if you want. You held back a little today, not sure of yourself. I get that. But it’s okay. No-one has to know. You can come by here when you can make the time and I’ll make sure you leave totally satisfied. When you’re here with me, I’m yours. You can do what you want. You don’t have to be shy or embarrassed. If you don’t want foreplay, just fuck me the moment you come through the door. If you want to try stuff that you never tried before, I can arrange that. We just have to be honest with each other. And don’t get attached. As long as you know this is sexual, you are welcome to make me your plaything whenever you like.” I kissed him to seal the speech. I knew it was what he needed to hear.

“You’re amazing!” He said, his eyes glistening. “She never lets me do anal….it was so good!” I smiled and he did too, like getting that admission out of the way was some kind of ice breaker. “I guess it’s just about finding the time…..” He seemed thoughtful, his mind throwing up obstacles. I rolled my eyes.

“You work out, right? So change gym. There’s one a block over from here, a good one that I promise you’ll like and I’ll get you a discount. Every now and then cut your workout short and get your ass here. Fuck me and fill me up with your cum. Go home with bulging muscles and empty balls.”

I could see the cogs turning. “Yeah….” He said thoughtfully. “That might work…..”

I nodded. Yeah, not my first rodeo.

“I need to go to the gym now” he said. “I’ll need to shower before I go home.”

“Shower here” I said. I’ll scrub your back and, if you scrub mine I might even clean your cock.” I licked my lips suggestively and he blushed, the sweet man.

“Really….?” He asked.

“Of course!” I said. “While you’re here, I’m your baby.” He hugged me close again and we lay like that for a few minutes.

Eventually we got up. We showered. I scrubbed his back and he kissed me and fingered me and jerked me off. I rewarded him with a blowjob the like of which he’d never had before. Then I made him a coffee and helped him dress, made him feel comfortable with my body by walking around my apartment naked. By the time we were done he was absently touching me, cupping my bottom, getting into the groove.

He got out his phone and sent me the payment. “You going to check that?” He asked.

The stranger counted notes into my hand. “And fifty” he said. He looked me in the eye and grinned. “Plus ten is sixty.” He paused. “Plus ten is seventy. That’s my tip because you were a good screw.” I smiled sweetly at him. I went all shy for him.

He put a hand in his pocket and gave me a business card. “Call this guy and say you met a businessman in the park who suggested you call. Tell him you come highly recommended. You remember that?”
I nodded. Yes, I could remember that.
“Do it. I don’t tend to get out this way, but if you’re with my friend here I might get to see you again. I’d like that. Boys like you make me horny and you might just be the best I’ve fucked.” He leaned in, thrust his tongue into my mouth and roughly fingered me again before he pulled out and slapped my ass. “See you around pretty boy” he said. And he was gone.

Fuck, I loved every second of that. I glanced down at the card. It was basic, with Ladd Logistics written in bold black text across the top. Underneath it said Danny Ladd, Director, and it had a phone number. I pulled up my underwear and fixed my clothing. I knew I’d leak on the way back, but it would turn me on again and I could jerk off when I got home.

“No” I said to my client. “I trust you. You’ll let me know when you can make it again?” I asked, moving the subject away from money. We both knew it was a transaction, no need to dwell on it.

“Yeah!” He beamed. I gave him the details of the gym I had mentioned along with my discount code. He was going with my suggestion. He was sold on me. Sold on the kind of sex he wasn’t getting at home. And if he would just admit it to himself, he was sold on screwing a young-looking guy. His cock wanted ass, not pussy. He kissed my cheek and went to leave. He got a few paces and turned back.

“Thanks…” he said. I tiptoed out of my front door, still naked. I kissed him.

“You don’t thank me. You were too damn good to thank me.” I said and I blushed, something I could do on command these days. I ran my hand down his chest, almost all the way but not quite.

He chuckled, quickly turned and walked away quickly while I got back inside. He’d be buzzing at that all the way home. No matter what she said, an 18 year old boy had told him he was too good to have to say thanks. I closed the door and smiled. Another satisfied client, and a new one who’d be hooked for years I was any judge. I liked him, too. I was sure there was a kinky daddy in there that I’d enjoy coaxing out to play.
I wandered back to the kitchen to grab my coffee and check my phone. I grinned. There was the payment in full, and there was a twenty percent tip made minutes later. I guessed he’d made that from the car after what I’d said to him. I slumped into the sofa and flicked on the TV as I scrolled through my social media on my phone.

I looked down at the phone screen and hit the call button. It rang twice before it clicked and I heard “Ladd Logistics, this is Danny”. I glanced around the bus. There was no-one in earshot.

“Hi Danny. I met a friend of yours today.…….”

To be continued...

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