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The Exhibitionist 3: The Delivery Boy…

After my experience on the nature trail, something had changed in me. I no longer felt uncertain about my sexuality. Whilst I didn’t consider myself gay, I knew that no conventional straight experience could ever excite me nearly as much as my last two encounters had. Though they had been relatively tame and no actual sex had been involved, I knew deep down that I needed to push myself further and see what I was capable of. Little did I know I would get my chance sooner than I thought.

At the time, I was working as a delivery driver at a local takeaway. It helped pay the bills, and it was the only work I was able to fit around my university schedule. It was easy work and almost all of our regulars tipped well. All except one guy.

This particular customer was a guy named Paul. He lived in a very wealthy part of the neighbourhood in a giant modern house and never paid a cent over the cost of his food. He was your typical middle-aged finance worker type. A bit overweight, with greying hair, and the kind of attitude that made it clear he thought everybody was beneath him.

Whenever I delivered to him, he always insisted that I call his phone to announce my arrival so that he could buzz me through his security gate, making sure to drag out the phone call in some kind of weird power-play. Once I got up there, he’d make some big fuss about the food being late (it never was), and use that as an excuse not to tip. To make things worse, he always requested me specifically as the driver, like he had some strange vendetta against me. None of the other drivers wanted to deal with him, so that was fine by them.

On this particular night, we were a few minutes from closing up the shop. It had been a long shift, and I was ready to clock off and head home. I was just about ready to leave when the phone rang. My manager took the call and once he hung up, told me that we had one last delivery. No surprise, it was Paul. I was pretty annoyed at the lateness of the call and that my manager had accepted the delivery. However, he told me that he’d prepaid with a credit card, so I wouldn’t need to come back to the store to cash out. I could just take it on my way home. Seeing no way out, I sat back while the kitchen staff put together his order.

Once it was ready, I made my way out to the back parking lot, preparing myself for the same standard ordeal that comes with delivering to him. That was when my phone buzzed in my pocket. Taking it out to look at the screen, I saw a message displayed.

‘How’d you like to make a tip for once?‘ the message read.

I was momentarily confused before realising that this message must have come from Paul. Of course, he had my number. He made me call him from my phone every time that I delivered to him, but he had never messaged me before. I didn’t think anything of it at that moment. Customers occasionally made the odd request for us to pick up something from the shops for them; milk, a packet of cigarettes, or something similar. It’s something I was always happy to do, as they usually tipped generously for the service. Bearing this in mind, I typed out my reply.

‘Sure, what do you need?‘ I typed and hit send.

Climbing into my car, I started making my way towards his street, knowing I’d pass a few shops as I got closer. Then the second text buzzed in my pocket. I parked my car to the side of the road, pulled my phone out, and opened Paul’s message.

‘How much you earn will depend on what you’re willing to do,’ it read.

I had no idea what to make of this. Why doesn’t he just tell me what on earth he wants?

I wrote back my reply, ‘What do you mean? Do you need to pick something up?‘

His next few messages came through quickly, one after the other. I could see the little icon showing he was typing, so I just sat there and watched them flash across my screen.

‘No,’ his first message read. ‘In fact I need you to drop something off.’

Then came the message that made my heart stop in my chest.

‘When you arrive at my door, I want you standing there with the food, and NOTHING else.‘

He let that message hang in the air for a moment before continuing.

‘I want you butt naked on my doorstep like a good little delivery bitch. Then you will earn your tip. If you can’t do that, then don’t bother coming. If you can, then get here now. The gate is unlocked.’

And just like that, my heart was pounding again. I had never considered in a million years that this was what he had in mind. Images started racing through my head. Images of me walking up the long, winding steps to his front door. Walking up there naked in view of the street. It didn’t take me long to make my decision. This is what I had been yearning for, this excitement, and it was in my grasp. I decided that I wouldn’t reply. Maybe he would think that I was refusing his offer. He would soon find out how wrong he was.

Pulling out from the curb, I accelerated towards his street. I a few short minutes, I was parking my car opposite his front gate. True to his word, I could see that it was slightly ajar.

Paul’s house, like every house on his side of the street, sat at the top of a steep slope. At street level, there was a high concrete wall, broken only by a single pedestrian gate set in the middle. Once through the gate, you were faced with a long winding set of stairs that snaked their way up the slope towards his front door, which sat on the left side of the house. The front face of the house was made up almost entirely of glass, giving anyone inside an unobstructed view over the tops of the houses across the street.

It was at the bottom of these stairs that I found myself. Closing the gate behind me, I heard it softly latch, locking into place. I steadied my breathing and prepared myself for what I was about to do. I gently lowered the bag of food that I was carrying to the floor. Looking up at the winding staircase ahead of me, I realised that as I walked up the first flight, I would be above the level of the concrete wall for the remaining two flights. It was fairly well lit, and this would give anyone who happened to glance up that way a clear and unobstructed view of me. The sensible thing would be to wait until I was at the top and around the corner before undressing. But I wasn’t feeling sensible in that moment.

Not wanting to give myself the chance to second-guess my decision, I quickly shed my clothes. In a few short seconds, I was standing completely stark naked at the base of the stairs. Bundling up my clothes in a pile, I tossed them into the nearby bushes. I let the sensation wash over me for a minute. I could feel the cool night air dancing across my skin, raising goose bumps across my body. I ran my hands over my completely smooth crotch, feeling my little cock and balls bounce a little as I brushed them.

Deciding that I had waited long enough, I picked up the food bag and made my way up the stairs. Each step forward took me higher above the wall and into the line of sight of the street below. I wondered what someone would think if they passed by and looked up to see my pale naked body climbing the stairs.

As I climbed higher, I started to wonder to myself how I should be standing when he opened the door. Should I be covering myself? Should I stand with my hands behind my back? Should I kneel? I felt a sudden twinge in my cock as I thought of that last one. Before long, I found myself at the top of the steps and, as always, slightly out of breath. Taking a moment to catch my breath, telling myself that it was already too late to back out, I reached out and knocked twice.

Holding my breath with anticipation, I realised I could hear my own heart pounding in my chest. Any second now, the door would swing open, and this man would be faced with me standing there completely naked on his doorstep. With a sudden surge of adrenaline, I heard the latch turning on the other side of the door before it slowly swung open, bathing me in light.

The look on Paul’s face was initially one of surprise, but this was quickly wiped away and replaced with a deep and lecherous leer.

“Well, fuck me. I didn’t think you’d actually do it,” he sneered. He let that hang in the air for a second before continuing, “Well, better get you inside and take a proper look then.”

Opening the door wider, he beckoned for me to enter. I stepped in slowly, feeling the cold marble against my bare feet. Instinctively looking around for somewhere to place the food, I hear him say behind me, “Just put that down on the floor. Doesn’t matter where.”

I obediently complied, making sure to bend at the waist while I lowered the food bag, causing my little dick and balls to hang between my legs momentarily. Standing straight, I turned to face him. I realised that my legs were trembling slightly with a mix of nerves and anticipation, and judging by the look on his face, this amused him greatly. He was staring intently at my body, drinking in every inch. His eyes traced a path down from my face, along my chest, pausing briefly to smirk at my tiny hairless cock, before finishing at my bare feet.

“So,” he said, slowly pacing across his floor, staring at me. “You’ve decided to take me up on my offer. I hadn’t expected you to be so compliant. I’ve gotten tired of seeing you here every week fully dressed. It’s nice to see you wearing something more appropriate for a little delivery bitch.” He looked into my eyes long and hard before asking, “You are a little bitch, aren’t you?”

Knowing that there was only one answer that he wanted to hear, I lowered my eyes and meekly replied, “Yes, Sir.”

“Good. That’s what I thought,” he chuckled. “Come this way, I want to show you what I have in store for you.”

Without another word, he turned towards the hallway behind him and walked through to the living room at the front of the house. I followed behind, my bare feet making a slight padding noise on the cold marble.

The room was a large open space with the far wall taken up completely by floor-to-ceiling windows. We were high enough on the slope that nobody would be able to get a clear view through the windows, but it still made me feel incredibly exposed. In the centre of the room was a low coffee table, and what was sitting upon it almost made my heart stop for the second time that night.

Laid out in a neat row were four objects, each with a corresponding amount of money in front of it. The implication was very clear. The first object on the left was a marker pen, and in front of it a single five-dollar bill. The second was a small vibrator, about six inches long and smooth. In front of the vibrator lay three twenty-dollar bills. Next to that was a full-sized dildo. It looked to be about ten inches long, and it was the kind that looked like it was cast from the real thing, fully detailed right down to the balls. In front of that lay four fifty-dollar bills.

But it was the last item that had drawn my attention. Sitting on its side next to a stack of fifty-dollar bills was a full-sized rubber arm with a fist at the end. I had seen pictures of these kinds of sex toys online, but never in person. It was truly horrifying to imagine a person willing to force that into themselves.

Paul’s voice broke the silence.

“In case you haven’t worked it out already,” he said to me. “It should be pretty obvious what I would like from you. Whatever item you pick from here will be going inside your asshole tonight. Once I’m satisfied with the result, you can collect your tip. Understood?”

I nodded meekly in response, unable to answer with my heart now pounding in my throat. I realised that the nerves and anticipation of what was about to happen had caused my already tiny dick to shrivel pathetically. The amused leer on Paul’s face made it very clear that he had also noticed.

“So, what will it be?” he asked.

I took a trembling step towards the table, considering my options. I knew straight away that I could rule out the marker pen. The small amount of money was clearly meant to put me off that option. I also knew that there was no way on earth that I could handle the fist. That left the dildo and vibrator. I had only ever put a single finger of my own in my ass, and apart from two experiences with a stranger’s thumb, nothing larger had ever gone in there. I thought to myself that the dildo might be biting off more than I could chew, and the vibrator would be a safe bet. At this point, I was so lost in the experience that I didn’t even care about the money.

Making my choice, I turned towards Paul, lowering my eyes. “I’ll take the second one, Sir.”

He paused for a long moment before responding. “You know, bitch, if you don’t challenge yourself, you’ll never find out what you’re truly capable of. Let’s go with option three, shall we?”

His tone made it abundantly clear that this was not a question. Looking again at the vulgar dildo sitting on the coffee table, I took a deep breath to slow my heart rate and replied, “Yes, Sir.”

“I thought so,” he sneered. “Oh, I almost forgot, you’ll be wearing these.”

Digging into his pocket, he pulled out a set of wrist cuffs and dangled them in front of my eyes. They were basically two leather straps fastened by Velcro and joined together by a small chain.

“I do like watching little bitches squirm with their hands tied.”

This was quickly spiralling out of control, and I could not have been more excited. Without a word, I turned my back to him, placed my hands behind me, and dropped to my knees. Kneeling on the cold marble with my ass cheeks pressing onto my heels, I could feel them part slightly. Shifting my position a small amount, I moved my legs apart, opening my cheeks further. I heard Paul move closer behind me as he bent over to fasten the cuffs around my wrists.

After checking that they were secure, he walked around and knelt in front of me. “Now I need to ask you,” he said. “Have you ever had anything this big inside your asshole before?”

“No, Sir,” I replied.

This drew a smile to his face. “Well then,” he said. “I think I may need to loosen you up a little first. Put your face down.”

Obediently, I lowered my face forward until my forehead was pressed against the cold floor. With my hands tied behind my back, this caused my ass to stick up in the air, wantonly presenting my asshole to the room. He moved around behind me, and I heard the soft noise of a bottle being uncapped. With a sudden jolt, I felt a cold liquid dripping between my cheeks. He was putting lube on my ass!

Tracing his rough finger slowly around my puckered asshole, Paul slowly started massaging the lube into me. I was just beginning to enjoy the sensation of him caressing my most private parts when he suddenly broke my trance by driving his finger deep inside me. I let out a surprised scream, which only caused him to laugh.

“That was just a finger, boy,” he chuckled to me. “Just wait until you feel what comes next.”

The sensation of having his finger deep inside me was completely different from the times I had fingered myself. He was pushing his finger hard into my asshole, forcing the lube deep inside me. As he pulled out, I felt him line two fingers up against my anus. I didn’t have time to prepare myself for further intrusion before he forced his way back inside me. Trying not to scream this time, I let out a deep grunt and scrunched up my face against the pain. This seemed to amuse him even more.

Finally deciding that I was sufficiently lubricated, he pulled his fingers out and walked over to the table. Picking up the dildo, he set it upright in front of me and started smearing lube along the shaft and tip. I was transfixed, staring at the thing. I could not believe I was about to let him put that thing inside my virgin ass. Almost seeming to read my mind, Paul looked up and made eye contact with me. “Oh, don’t worry bitch,” he said, “I’m not going to force this in you. You are. Stand up and come over here.”

Getting back onto my feet from the position I was in was no easy feat. With my hands still bound behind my back, I had to awkwardly wriggle my way onto my knees before rising to my feet. My legs were trembling more than ever as I made the few short steps towards him. My little cock was almost fully erect from the attention that he had been giving me, and a thin strand of precum was dripping from the tip.

Standing up and stepping away from the upright dildo, now glistening with lube from top to bottom, Paul gestured for me to stand over it. “You’re going to lower yourself down on that now,” he said. “I want to see how deep you can get that thing inside of you. And when it’s as deep as it can go, I want you to go further. Then you’re going to bounce up and down on it until I tell you to stop. Understood?”

I nodded meekly, unable to form the words needed to reply. Letting Paul take me by the shoulders and guide me, I positioned myself over the tip of the dildo and began to squat down. With my legs still trembling, it was difficult to lower myself exactly over it, so I was quietly glad for Paul’s hands still on my shoulders, helping to line me up.

Squatting a little lower, I felt the sensitive skin of my anus touch the lube-soaked tip of the dildo. Clenching my jaw, I began to lower myself down slowly. I had never had anything remotely close to this size enter my asshole before, and I could feel the intense pressure building as the tip of the cock pressed against my opening. I took a deep breath and as I exhaled, I tried to relax, hoping that my asshole would also relax to accept this foreign object. I slowly rubbed back and forth along the tip, feeling the hard rubber pressing against me, opening me a little wider with each thrust. Just as I was starting to feel the tip push past my sphincter, Paul seemed to have grown impatient.

“Get on with it, bitch!” he yelled, and at the same time, he pushed down hard on both of my shoulders.

I was immediately forced down the length of the shaft. In one swift motion, I felt the tip of the cock push through my opening and plunge deep inside me. I felt my asshole pulled open wider than it had ever been as it opened to accept the full length of the dildo. As my ass cheeks met with the cold marble floor, the entire shaft now buried inside me, I let out a scream of mingled agony and pleasure.

For a moment, I was seeing stars. The pain quickly gave way to a deep, satisfying feeling unlike anything I had ever felt before. As my head began to clear, I realised that Paul was laughing at me. The shame I was feeling was like nothing I had ever felt before. I was naked, squatting down in front of this bastard with a dildo buried in my ass. All for his amusement while he stood there fully dressed. And most of all, I was enjoying it.

Without fully realising that I was doing it, I began rocking up and down on the dildo. The sensation of the shaft sliding in and out of my stretched asshole was unbelievable. Each time I lifted myself and lowered back down, I pushed up a little higher, until eventually I was bouncing up and down on top of it. The base of the dildo was suctioned to the floor, keeping it in place, allowing me to fuck myself freely in this wanton display.

Paul had been standing in front of me, leering as I slowly picked up the pace, and I could see the bulge growing in his pants. Clearly enjoying the scene in front of him, he reached down and undid his belt buckle. Not wanting to break the hypnotic trance that I had found myself in, I kept working myself up and down on the shaft beneath me, and he slowly let his pants down and pulled out his cock.

Seeing his shaft spring out of his pants in its full glory, I was immediately frozen in place. His cock looked to be about 9 inches and thick, and he was rock hard. He was neatly trimmed around the base, and his balls were shaved smooth. Staring up at his shaft as he stood over me, I became aware of the dildo in my ass again. Only now it felt much smaller.

“Have you ever sucked a cock before, bitch?” he asked.

“No, Sir,” I shook my head, still staring wide-eyed at his cock as it stood inches from my face.

“Well, tonight is going to be a night of firsts for you, isn’t it, boy?” His tone made it clear that this was not a question.

“Please, Sir,” I meekly responded. “Don’t… Don’t make me swallow. I never have before.”

He seemed to hesitate for a moment before replying, “Fine. But you can take it on your face.”

I felt a slight pang of disappointment. I realised with a fresh wave of shame that I had wanted him to make me swallow his cum. I could not believe what I slut I was. Not wanting to give myself a chance to admit this, I silently leaned forward until the tip of his cock was less than an inch from my face. Looking up at him and locking eyes, I opened my mouth, stuck out my tongue, and ran it along the length of his shaft.

Paul let out a long sigh and closed his eyes. Putting a hand on top of my head, he let his head loll back as I went to work. I slowly traced the tip of my tongue underneath his cock, starting at the base and drawing it along the full length, coming to a stop just before the tip. Shifting my weight so that I was now kneeling right between his legs, I started to run my tongue over his balls, savouring the slight musky taste. Licking every inch of his sack, I opened my mouth wider and pulled both balls right into my mouth and started to suck. I could hear his moans growing louder and deeper.

Not wanting this to be over too soon, I pushed his balls out of my mouth, running my tongue over every inch at the same time. Returning my attention to his shaft, I started tracing my tongue from the base towards the end. I let my tongue dance along the tip of his cock before opening my mouth and sliding it in. Forcing myself forward until I couldn’t fit any more in, I began rocking back and forth, picking up the pace as his cock slid in and out of my eager mouth.

It wasn’t long before Paul started to tense, and I could tell that he was getting close. Looking up, I locked eyes with him, staring down at me. Still bobbing back and forth on his cock and bouncing up and down on the cock buried in my ass, I gave him the most pleading look I could muster. That was all it took. He reached down, suddenly grabbed his cock at the base, and started vigorously jerking himself off. I pulled back, closed my mouth, and clenched my eyes, bracing for the explosion.

The first shot of his cum blasted out and hit me straight across the face. This was followed immediately by a second and a third, each one painting a new line across my nose and mouth. I kept my lips tightly pressed together all the while feeling his cum run down my face and collect around my mouth. Then I felt something else against my lips.

With a rush of excitement, I realised that Paul had pressed the tip of his penis against my lips, and he was still cumming! I could feel his powerful spurts shooting against my pursed lips, trying to push his way in. Still keeping my eyes closed, I relaxed my jaw and let him force his way in.

The moment that the tip of his cock passed my lips, I knew he was far from finished. The first shot went straight to the back of my throat, giving me my first ever taste of warm, salty cum. Another and another followed this. Within seconds, my mouth was filled. I started desperately swallowing, trying to get every drop. Finally, he shot his last load into me and, with a deep groan, pulled out from my mouth, causing his remaining cum to spill out across my chin.

I fell back, gasping for air, feeling the cock beneath me bury itself to the hilt. At the same moment, I felt an incredible pressure building in me. Without warning, I was rocked by the most intense orgasm that I had ever had. My little dick, rock hard and pointing straight up, shot three pathetic spurts of cum from its tip. I was squatting there, trembling as the orgasm shook my body. Unable to keep my balance, I finally fell to the side, and with the last wave of pleasure passing through my body, I felt my used asshole push the dildo out from inside me.

I don’t know how long it was before I came to my senses, but I was suddenly aware that Paul was standing over me, his pants back on, leering down at my naked body. “Not bad for a first timer”, he said while buckling his belt. “You’ve got a knack for this kind of thing, boy. I might need to start ordering twice a week from now on.”

He moved over to the table, picking up the notes before walking back to me. Holding out the money for me to take, he said, “Go on, take it and get out.”

Slowly getting to my feet, my legs still trembling under me, I reached out and feebly took my earnings. Without another word, he turned his back on me and walked out of the room. It was very clear that we were finished here.

My cock was slowly shrinking back down, and as I walked back towards the front door, I could see a strand of cum still leaking from its tip, and it bounced up and down with each step I took. I could still taste his cum in my mouth and feel it on my lips. I felt like an absolute slut, and I loved it.

Closing the door behind me, I stood for a moment on his doorstep, savouring the view over the neighbouring houses and the cool night air on my body. I felt bolder than I had ever felt before. By the time I reached the bottom of the steps, I had already decided that I wasn’t going to put my clothes on. Instead, I picked up the pile I had left in the bushes, tucked it under my arm, and stepped out onto the street, naked as the day I was born.

The entire block was completely deserted, but the streetlights overhead illuminated my pale body. If someone were to so much as glance out their window, they would have a clear and unobstructed view of my naked body. Feeling the thrill of this knowledge, I slowly made my way across the street to my waiting car and placed my clothes inside. I turned to look up at the house and saw the silhouette of Paul standing in the large window of his living room. I couldn’t make out any details, but if he were looking at me, he would clearly see me standing naked on the street below.

Thinking that tonight I had already pushed my boundaries as far as I ever had, I found myself reaching into my car and grabbing my phone. Turning back to face Paul’s house, I held up my phone above my head and opened the camera. Lining it up so that my entire body was in the frame, I thrust my little cock forward and took a photo. Before I could let my better judgment take over, I opened up the last message from him, attached the photo, and hit send.

I didn’t wait to see if he opened the message or replied. Knowing I’d pushed my luck far enough tonight, I quickly slid into the driver’s seat and started the engine. The roads ought to be pretty empty by now, I thought. What’s the harm in staying naked for the drive home? I might even head out to the nature trail and see who’s around.

The End.

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