I had a friend that I met in a photography group that had the unusual clientele of people wanting strange kinks or odd performers for certain events or parties. After telling him I attended the Spencer tunic installation at the Sydney Opera House, he would often see if I would take a job requiring some nudity. Most of the times I was either too busy or not interested, but I never gave him a flat “no”.

One day he called me and told me he had a job he needed to fill. The timing was good because I was home alone for the weekend and looking for something to do. He said nudity would be required and I would need to be prepared for some humiliation. He also mentioned, that if I was interested an opportunity to provide adult services.

I needed to think about it for a bit. I had at all times had low self-esteem and rarely showed off my body, even to my friends. I had braved the Spencer Tunic installation as an opportunity to push through those fears, and I was feeling that to open myself to ridicule could set me back.

He wasn’t being pushy, he had other guys to fill the position if I knocked it back. But he noted that it was a rare high paying opportunity that rarely came around, and he wanted to present the client with some fresh faces he hadn’t seen before. I indicated I might be interested, and he emailed me a link and a login to a questionnaire I needed to complete.

The questionnaire was long and was more like an online contract. It started out with a brief of the position, the agreed payment value, what could constitute a default of the agreement and how I could back out if I wanted to. There were a few things I wasn’t sure I was comfortable doing but after a quick chat to my friend, it was assured I would have a minder and if there was something I didn’t want to do on the night I wouldn’t have to. However, there would be expectations and not doing them would affect my payment.

There was a very large section on consent. There was an absolutely “No” list, and those were activities that I didn’t want to do, then there were activities I would do, then there were the activities I thought if I would do or not. I decided to tick “yes” to the ones I wasn’t sure of, I figured I would figure out if I liked them or not. The hardest part was sending in my identification. I cringed to think what my friends and family would say if someone how that questionnaire came out connected to me.

Within an hour I had been offered the role.

That weekend I arrived at the Imperial Hotel in Bowral in the early afternoon and met my agent Adrian who had booked a room for us to get ready. I met my fellow associates for the night. Chanel, Erin, and Mark, who would be part of the entertainment theme. I bought a round of drinks and we did our introductions and went over the planned outcome of our entertainment that night.

I was rather surprised at how simple the plan was. We were sideline entertainment and if the party started to die off, we had several scenarios we would run to get the excitement levels back up again. There were several roleplays we could switch to, and several games, and some activities that would be initiated if required.

Adrian read back through our consent forms and read out what each of us had refused and consented to do. He said it was so we could support each other. If we knew each other’s boundary’s, then we could ensure those limits were maintained.

Mark went first, acknowledging he was ok with partial nudity, and that was about it. It was noted that he was mainly there for security and would support a roleplay if required. He was a few years younger than me, well-built and muscular. He had a full sleeve tattoo with guitars and a musical theme. He looked like he could fight so I was glad to have him on my side.

Erin was next, she was no sex but ok with nudity. I looked forward to seeing her naked. She was a cute blonde, mid 20’s and a beautiful Irish accent. She elaborated that the no sex rule only applied to guys she didn’t want to fuck. So, if we saw her with a hot guy we should check before getting involved.

Chanel was a bit more open. She wasn’t interested in being urinated on but was quite ok with a good spanking. She had ticked “anal giving- yes” and “anal receiving — yes” and winked at me when I questioned how she gave anal.

I think I felt the blood rush into my cheeks when Adrian started reading out my list. I remember foolishly ticking “yes” to the activities I wouldn’t do but had a curiosity in. A few times I defended some of the yes answers, saying I would do it if I had to but not because I liked it. Instead of shame I was boosted by the responses and the congratulations I could undertake such an activity. I found it rare I was in the business of people so supportive and really started to like these guys. They now knew things about me nobody else knows about.

We headed back upstairs and got changed into our attire for the night. Channel and Erin were gonna wear very skimpy jockey outfits. They were silk shirts and very short skirts. Erin threw off her little dress and stood naked while she surveyed the outfit. Slipping it on over her head, she pulled the skirt as low as it would go to try and cover her bare arse. Chanel stripped off as well and they both took turns at trying to pull down each other’s skirt. Mark dropped his clothes and started changing and I did the same, not wanting to look shy. We were wearing polo shirts and cargo shorts I was wearing a distinctive pair of Australia flag boxer shorts.

The girls put some shorts on under their skirts as they headed downstairs to the car.

The drive was about twenty minutes to the outskirts of Berima. There was a couple of missed turns but we finally made our way up a small, unsealed road until we came across a line of luxury cars parked all the way down a lane.

We parked the car and got out. The girls removed their shorts and we headed up the lane. Mark and I gave the girls piggy backs because they couldn’t wear their heels on the rough road. Part of their uniform were riding crops and we must have looked a sight as we went through the front gates with the girls riding us like race horses.

The first thing that got me about this house was the size. It was huge. There was a wide paved driveway heading up to my left towards the house. Then down to my right about one hundred metres away was a barn, and between those was a massive marquis alongside a pool.

The next thing I noticed was the people, there was at least two hundred young guys, all dancing to the music that was blearing from the huge sound system. The DJ was a slim blonde who was singing and keeping the place pumping. Chanel went off to discover our contact while I went up the marquis to see if I could discover a drink.

I had to push my way through the dancing crown to get to the bar. As I got through the crowd of people, I noticed on off the side of the marquis was a sectioned off area with a bunch of older guys sitting around a lounge smoking cigars and laughing. One of those gentlemen was a very prominent morning radio host who clearly had a liking for the youngest of the guys.

I pushed back through the crowd feeling out of place, but nobody paid me any attention. I assumed I wasn’t their type and to be perfectly honest they certainly weren’t my type.

I found Mark again and we just hung out waiting for our cue to do something. Chanel came down and asked us to head up to the garage of the house. I noted we passed a sign warning anyone passing this point would be thrown in the stockade but quickly focused back on to Chanel’s arse to help me get up the incline to the garage of the house.

We were meant to make a presence at the party in the next few minutes but as the crowd was literally jumping the organiser didn’t want to stop the momentum with a dumb sideshow. Instead, we were to wait at the house until we were required.

They finally decided we would fill in when the DJ took a break. Everyone was given their positions to stand in the marquis. I stayed back with Erin and Chanel along with three very large security guys and Peter the organiser.

Peter huddled us together and went through the scenario. The security guys were gonna be looking for a guy that was seen on the wrong side of the sign and that was gonna be me. My Australian flag boxer shorts were gonna give me away and, when they found me out, I was to run into the most crowded part of the marquis and the security were gonna catch me. They wanted the biggest scene feasible.

Peter also handed me a butt plug. It was shiny aluminium and had a horse’s tail hanging out of it. Peter explained that if someone else had my boxers on we would go to plan B, the horses tail. I reached out and grabbed it and looked around for a place to insert it.

“Just do it here” snapped Pete clicking his fingers.

Normally, if I needed to pull my pants down in public I would turn my cock away from the crowd, but I hesitated on this one and turned around to face them so they couldn’t see me inserting the plug. I looked up expecting at least the guys to turn around, but they all stood there with smirks on their faces as I pressed the plug against my arse, I realised it wouldn’t go in the way it was. A girl who I hadn’t been introduced to could see what was happening and pulled out some lip balm. I held it out and she squeezed a blob onto the tip and then held eye contact as she smoothed the balm over the bulb. It had been ages since I’d put something in my butt hole, so it took a good minute for me to insert it all the way. It stung as I pushed the thickest part in, but the discomfort ended as soon as my ring hole snapped onto the narrow neck of the plug.

Peter said “hang on! we need one more bit of evidence!” and escorted myself and Chanel over to a beautiful Bentley and asked us to make it look like we were making out.

Security footage would be shown as part of the plot, and we had to pose for couple of shots.

Chanel sat on the bonnet, and I had to drop my pants to show the tail as part of the plot. I inched toward Chanel who lifted her jockey skirt so she could wrap her legs around me and then she pulled me in tight and kissed me hard. She then softened the kiss, and I kissed her back. She had her hand around the back of my head, and I couldn’t help touching my tongue up against hers. Her legs were pulling our groins together and I could feel the heat of her pussy against my cock. I opened my eyes and caught her gaze, she unclasped her legs and smiled at her handy work when she saw my erection. Not wanting to show my excitement to the small group, I bent down to pull up my shorts.

The word came through that we had twenty minutes as they prepared the skit. I could feel my butt hole starting to hurt due to the lack of lubricant on the plug. I would need to reinsert it again shortly with more lube to avoid increasing discomfort.

I walked down the path out of the house and down to the marquee.

I could see the drugs and alcohol starting to take effect on the partygoers. As the DJ checked out for a break, everyone literally fell the floor. The high energy had descended into mild chatter and even whispers as everyone caught their breath.

I heard a noise to my right on the outskirts of the marquis and turned to see Mark being confronted by the security boys. He was playing his part and raising a racket as they dragged him over to a post and handcuffed him to it.

They then randomly grabbed a couple of party goers dressed like me and dragged them out as well. This was hilarious, and they were squealing like hell, and what made it even better was all their friends were going crazy it as well. I wondered hats off to Peter, he knows how to get attention.

They came over to me and I sprinted through the crowd. The friends of the others that had been detained put in the biggest effort to get me. I wondered I could easily mow these guys out of the way but the sheer volume of bodies, and the fact my ass was full of butt plug meant I pulled up sharp and was literally arrested by these guys before the security could even get to me. I even suffered a couple of scuffs, but was brought to a post and handcuffed to it.

People were starting to gather around to see what the commotion was about. Peter jumped on the microphone and started explaining that someone had snuck into the garage to look at the cars and had crossed the line and broken the rules.

I was wondering to myself how a weak storyline as this was gonna play out. I thought how Peter was gonna stitch all of this into a story that was believable enough to be entertaining. Peter got the attention of everybody, when he held his finger to his ear and started making out like he was talking to security in the video room. The crowd was believing security had the culprit in their sights.

Peter addressed the crowd and said the guards had video of the incident and needed help to identify the perpetrator.

“Firstly” Pete said “the perpetrator has a clean skin back” “Do any of you guys have tattoos?”

Chanel strutted around looking hot as hell and validated the guys that had tattoos on their backs. They were unhandcuffed and allowed to return to the crowd, to the cheers of their mates. Chanel came up to the rest of us and cut off our shirts with her ridiculously oversized novelty scissors.

“Secondly” said Pete, “The perpetrator had Aussie boxers”

Erin walked down the line, pulling down our shorts to the cheers of the crowd.

“Who has Aussie boxers” asked Pete and I smiled as fingers pointed between me and a guy with Australian currency on his boxers.

“What are the chances?” Said Pete as he winked in my direction.

“Thirdly” said Pete, “I’ve been advised that the perpetrator is cut!”

Chanel strutted past each of us, stopping in front of each of the guys and selecting guys from the crowd to remove our shorts. When it was my turn to have my shorts removed Erin came around and put her hand down the back of my shorts and cupped the plug tail, so it wasn’t in vision. I understood what she needed and pushed back against the pole, so it was squeezed between my butt crack and the pole and invisible to the crowd.

Peter put his hand to his ear again

“How can you tell from a video if they’re straight?” he said and shook his head.

“Ok, security says the perpetrators are straight!”, how can we test that?” asked Peter.

Chanel went over to a plump guy and started whispering in his ear, she lead him over to me and he started fondling my dick. His technique wasn’t that good, so I remained flaccid as other guys were called up to handle the other suspect. Chanel went back down the line selecting audience members to come over and use their mouths. Pete was commentating and as the other guy got hard, Pete made comments about how I didn’t like it and wasn’t getting hard and must be straight.

A guy was hovering close and keen to get on me. He tried several times to attract Chanel’s attention before taking it upon himself to put my cock in his mouth and test the theory for himself. Luckily Erin saw what was going on and gently eased him away and put me in her mouth to hide the excitement I was feeling from the guy before. She waited for Peters prompt and stepped away from me revealing my excitement.

Pete put his hand to his ear again.

“Wait, wait, we have a final piece of evidence” he exclaimed.

A picture of Chanel and I on the Bentley came up on the screen and Peter pointed straight to the tail. “There is our perpetrator he yelled! who has a tail.

The security guys didn’t waste time. While I was still handcuffed to the pole a guard came from behind and supported me under my arms while the other two lifted my legs to reveal the tail sticking out of my bottom.

“We have it” yelled Pete, “take him to the stocks”

The security undid my hand cuffs and held me under each arm and escorted me through the crowd. Some of the guys had lost interest and walked away while some guys took the opportunity to give me some firm spanks on my way down to the stables.

We lost about three quarters of the crown by the time we got to the stocks and by the time they had my head and hands secured nearly everyone had gone back to the party.

Some minutes had past, and Chanel walked down with a drink. It was my first-time drinking beer through a straw, but I appreciated her forethought in knowing I wouldn’t be able to get a bottle to my mouth. She even had the common sense to bring me down mosquito repellent lit several citronella candles to keep the big rural mosquitos at bay. She even made small talk and chatted about the football almost like she was ignoring the fact I was secured in stocks with a horse tail hanging out my ass.

We were alone at the stable. The odd couple would sneak down for some quiet time or a quickie but none of them were interested in me. I suggested to Chanel that this was a waste of time, and she should go and see Pete for the combination of the padlock. She agreed and left me there while she looked for Pete.

I noticed how sore I was getting. My head and hands were secured at about waste height but there was a padded stool keeping my butt in the air, so I was almost on tippy toes to touch the ground. I could feel my muscles stretching and had to squirm to lessen the tension. The weight of the front of my body was supported by my neck and my wrists and the stool was concentrating the bulk of the weight to my bladder. If Someone didn’t come and get me soon, I was gonna kick out the stool if feasible, which would enable me to just kind of stand, bent over but not as stretched out.

While I was contemplating this predicament, and some of my recent life decisions, I noticed the smell of cigar through the citronella and could hear someone walking around behind me.

He stood there for a few minutes, I could just hear him breathing and smoking and a couple of times I could feel the tail being stroked and tugged on just enough to not let it pull out of my arse.

I was feeling uncomfortable. I tried to make conversation, but he just kept quiet. My anxiety raised even higher when a few guys came down to play and when they saw him, they just turned around and went back up toward the party.

I felt the tail apply pressure to my asshole again. It was almost coming out, but he would release the pressure and it would suck back in again. Like a knight in shining armour Chanel arrived and I felt an extreme amount of relief.

Straight away he fronted Chanel and Said, “so you think its ok to fuck on my Bentley”.

Chanel was taken aback and said “we thought it was ok, part of the act”

“Listen Bitch” he said. “No one sits on my car, or any of my cars for that matter. I don’t give a fuck about your little games”

Chanel was working hard to diffuse the situation. I was uselessly restrained and not able to do a thing. He took her by the arm and led her into the doorway of the stable. The music had started back up at the marquis, so I could only just make out the conversation and it sounded like the voices had defused, and there was some more calmness in his voice.

As they walked back over to me the man said to Chanel “so why didn’t you end up in stocks as well?”

She made the relevant observation that there was only one set of stocks.

I visualised her in the stocks, naked and bent over, and although I didn’t wish it on her, it would have been something I’d like to see.

The man removed his belt and handed it to Chanel. He whispered in her ear, and she nodded.

She waited until the next guys came down from the party. I could see her talking to them and at first, they were shaking their heads. She pointed over to the man and they all looked at each other, before the biggest guy went over and spoke to him.

Chanel came over to me. She bent over and held my hands which were still restrained by the stocks. I could see the guy with the belt, He lifted her skirt and to my disbelief wound back his arm and struck her on the buttocks with the belt.