I replayed the weekend events literally every moment of my life for the next three days. I could not stop thinking about everything I had done and everything that had been done to me. I had planned a visit to the glory hole for so long I could not believe it had happened.
And all those thoughts were, of course, drowned in the sea of memories of what had actually transpired. My plan had become entirely unplanned and it was better than anything I could have imagined. A truly remarkable day I would never forget.
Tuesday morning I am drinking my second cup of coffee and planning my days activities when my cell phone rings. Blocked Caller appears on the screen and I ignore the call. Annoying telemarketers. Less than a minute later the voicemail lights up. I play the voicemail and my heart stopped:
“Do not screen my calls bitch.”
It was Sir. From last weekend. His voice was unmistakable.
“I am going to call back in exactly 30 minutes. If you do not pick up on the first ring I will make a website posting every still photo and video we captured of you last weekend. Answer your fucking phone sissy.”
He hung up. My jaw hung open. So many questions going through my mind. So much fear. So much anxiety. It was the slowest 30 minutes of my life.
The phone rang exactly on time and I answered before the first ring even stopped.
“Hello,” I answered meekishly.
“Sir,” he said forcefully, “the last thing I told you was to call me Sir. How quickly you forget. I will be sure to make sure your memory improves.”
“Hello Sir”, I said quickly, “I am sorry this caught me off guard.”
“Bullshit,” he snapped, “I left you a message 30 minutes ago. You had plenty of time to remember the one simple instruction I gave you.”
I began to apologize again and he cut me off, “Shut up! I like you a lot better when you have a dick in your mouth and I do not have to hear you speak.”
His word took me back to the weekend. I was having a hard time staying in the moment.
“I am sure you have a lot of questions and while I have a lot of answers that is not why I am calling you. I am calling to tell you about your plans for this Saturday. You will return to the bookstore. 11:00 a.m. sharp. Wear the same butt plug you wore last weekend. Wear a different pair of panties - you can choose the type but make them nice. I am sure you have a selection. And shave your legs, ass and pubic region completely. You can leave a small patch above your dick if you want but the ass and legs better be smooth as a baby’s bottom.”
I was stunned. Unable to talk. Unable to process what was happening. Already planning how I was not going to do this. But he continued, “We all had a great time last weekend. I promise we will have even more fun together in the weeks to come. While I am sure this is taking you by surprise you will get used to my instructions. You will find I am fair, I just expect compliance. And just to insure your compliance in attending this weekend I will text you a few images from last weekend once I hang up with you.”
No. Please no.
“Do you understand?” he said rather plainly.
“Yes Sir,” I responded in shock.
“Good girl. I knew you would be a quick learner. Have a nice week and go on a diet – I need you to lose a few pounds. See you Saturday.”
He hung up and almost instantly my phone was bombarded with images. It was me sucking cock, covered in cum, ass full of dick and several pictures of my gaping hole. The images scared and excited me at the same time. I should have immediately deleted them but I could not - they were too compelling.
I had read enough porn stories to understand blackmail. I did not need to reflect too much on what my options were and what I needed to do. My options were simple, follow his orders and return to the bookstore on Saturday.
I had the distinct advantage of very little to lose if he released the photos/videos. I had almost no family and was close to very few people. I worked remotely so there was no concern for workplace harassment. Even if I lost my job it would make no difference in my life.
I did not want the images released or published on the internet but that was not what was going through my mind right now. I was more interested than concerned. Interested how he had my phone number. Interested why he wanted me to shave my legs. Interested why he wanted me to lose weight. Interested what might happen Saturday.
I was smiling. I should not have been but I was. I should have been scared or ashamed or myriad other feelings but I was smiling.
The truth is I loved what happened last weekend. As I replayed it in my mind I wondered how I could go back to my normal wank sessions after having lived such a fantasy. Now I had been informed my fantasy (or Sir’s fantasy) would continue.
I decided to start getting ready for the weekend immediately. I had nothing to do between the phone call and the weekend and my daily routine provided plenty of free time. Besides it wasn’t like I was going to get any work done considering the phone call I just received.
The first order of business was to shave myself. I had never shaved my legs or asshole so I wanted to make sure to do it correctly. I went online and did some research and complied completely with all his requests. The shaving, the diet, the panties, I complied completely.
Saturday morning I woke up and made sure everything was smooth. I lubed my ass completely, put in a medium sized plug and pulled on a pair of white lace panties. I headed out the door into the abyss. I was anxious, but not scared.
Everything changed as I arrived at the bookstore.
I walk in and do a quick surveillance. There are only one or two other guys there and I do not recognize them. I glance to the middle of the store and there is the cash register area which is raised off the ground. I immediately recognize him. It is Sir. Standing next to the cash register. He is smirking at me. It was not a smile, it was a smirk, because he knew if I actually showed up I was his.
He nodded his head back to motion me over to him. I put my eyes down and began to comply. He could not see but I was smiling. I was nervous and scared and probably a few other emotions, but I was definitely happy to be here.
As I got closer to the counter area I looked up and Sir pointed me to the left. I looked over and could see there were two steps up and a door to get to the area where the cash register was. I walked to the door, turned the knob and it opened.
I looked and saw Sir standing about 20 feet away by the register. It was wild to be behind the counter and see the back end of the operation. The counter top was about waist height and from this angle you had a great view of the entire store.
Sir motioned me over with his hand. I walked to him without looking him directly in the eyes. When I was about four feet away I stopped.
“Welcome back,” said Sir with a smartass tone.
I can play this game too, “It is good to be back.”
He gave a short breathy laugh. He looked into my eyes but through my head. I turned away.
“Let me get someone to cover the register for me. Stay there for a second,” he said as he turned away and opened a door several feet behind him.
I could see a large office area in the back. He said something but I could not hear him. He turned back in my direction and walked toward the register. Less than a minute later a non-descript middle age man came through the back door and approached Sir. They did not speak.
Sir looked at me and said, “Come on,” and walked back to the door again.
I followed as he opened the door and we walked into the office I could only partially see before. It was a very large space, at least 20 feet by 40 feet. There was a desk at one side which made it look like and office but the majority of the room was filled with a leather couch, two big leather chairs and a ton of sex toy inventory. I could not process everything quickly enough, but it was obviously a place where they stored extra items before they were put on the shelves.
There were also two men in the room. I did not recognize either of them. They were sitting on the single leather chairs and looked up from their phones as I came through the door. They looked me up and down before going back to their phones.
Between them was a large, very sturdy, coffee table. A beautiful bong was sitting on the table. The room did not smell of smoke so there must have been a very good air handling system.
As I got through the door Sir closed it behind me.
“I wanted you to come down here today because we need help with a few things and you need help with something as well.”
I was anxious to hear where this was going. What did I need help with? I was pretty sure I knew what he and his friends needed help with.
He continued, “These are two of my distributors and they want to sell me a bunch of new anal toys. I want to make sure they are good toys before I spend the money and I figured you, as an expert on the subject of anal toys, would be a good tester for me.”
I smiled to myself. This was a very clever introduction. He had my interest as well as the interest of the other two men who had stopped looking at their phones.
“So I guess you are wondering what you need help with. Am I right?” He looked directly at me.
Again I looked away. I could not look directly in his eyes as he was staring at me.
“Yes,” I responded meekishly.
“Blowjobs,” he announced, “you need help with blowjobs.”
I was puzzled. What was he suggesting. The other two guys also had no idea what was going on and sat up a little more straight. The suspense was building.
“How to give blowjobs,” he clarified. “Last weekend you showed great enthusiasm but primitive skills. I just figured anyone with that much desire to suck cock should learn how to properly suck cock. So I decided to help you.”
His smirk was matched by the brief laughs of the other two men. My eyes went to the ground. This was the Sir I remembered. He was in control.
“Take off your pants. Now.”
Sir was staring at me and speaking in a direct tone. It shook me out of my haze. This was changing very quickly.
There was almost no hesitation from me as I reached for my belt and unbuckled it. I kept my gaze downward as I moved to unbutton and unzip my pants. I dropped them to the floor and stepped out of my shoes.
Sir approached me. He was right next to me and I could feel his closeness. He hands moved to my ass.
“Did my little bitch shave as instructed,” he asked rhetorically.
He moved his hands over my ass and legs. It felt amazing. I closed my eyes and relaxed into the feeling of his caress. He moved to the front towards my crotch and did not come near my dick but was close enough to confirm I had shaved as instructed.
My dick did not respond. I think I was too scared to get aroused at this point. I also did not look up at the other two men but I did not need to look up to know they were staring at me. All eyes were on me in the room as I stood there with a tshirt only barely covering my panty clad, butt plug filled ass.
“Your legs and ass look great. Nice job. Next week paint your toenails, it looks silly to have such beautiful shaved legs and unpainted toes.”
“Yes sir,” I replied just above a whisper.
“Come on, lets go have a seat on the sofa. We have some business to tend to.”
He directed me with his body and I walked over to the sofa. Due to my state of dress I felt uncomfortable as I did not know the other two men and the room was well lit unlike the dark anonymity provided in the booth last week.
I sat on the sofa and sank in a little. I could feel the plug wedge further in my ass. Once I was fully seated I crossed my legs but that gave a clear view of my unpainted toes which bothered me. So I adjuster and uncrossed me legs but kept my feet close together. It was more ladylike and seemed appropriate with my dress and the evolving situation.
Sir reached for the bong and packet it. He handed it to me and asked if I needed to relax. Fuck yeah I need to relax, I thought as I grabbed the bong and took a big hit.
I held the hit and it immediately rushed to my head. My body became hot. I felt the brain cells melt. This was heavy shit. I smoke lots of dope and I tend to favor the “heady” pot that allows me to be high but still function at a pretty high level. This was the type of dope that really made you veg out and totally relaxed.
The other two guys also took a hit. Sir did not. Holy shit was I baked.
Sir stood up and walked to a table sitting behind us.
“So here are the new items we need to test out today. I hope you properly prepared yourself.”
He walked back over to me and put a big tube of lube on the table. He held up a metal butt plug first and looked at it. There was a cheap jewel at the end. Sir looked at one of the guys when he spoke.
“So what is this one all about?”
The guy stared at the plug in his haze but then spoke up, “It has a huge taper so it is great for wearing while you walk. Once it is in there is no way to get it to fall out, you have to take it out.”
Sir looked at me. “Okay. Put it in and then walk back and forth across the room a few times. Let me see if this is worth the investment.”
He handed it to me. I grabbed it and looked at him. He shot me a stern glance and I knew what to do without him saying a word.
I leaned back and slipped my panties off. My audience was watching. I reached for the coffee table and opened the lube, applying a relatively small amount to the new plug. It was smaller than what was already in my ass so I knew I did not need much help.
I then pushed my ass forward to get access to my hole. I reached with my free hand and pulled out the plug already in my ass. I dropped it to the ground. Almost immediately I pushed the new plug into place. It really “snapped” into my asshole due to the huge size disparity between the bulb and the small taper before the jeweled end.
The new plug was wonderful. The hard metal allowed for no flexibility which turned out to be very enjoyable. I immediately stood up and it felt amazing. With my normal plug I always feel like I have to squeeze it in place to make sure it holds. I could tell as soon as I stood up with this one I could run a marathon and it would stay in place.
I stood up and walked to the far end of the room. I spun away from my audience to give them a view of my rear and then began my walk to the other end of the room. I completed my slow walk and greatly enjoyed the sensation, trying to walk as feminine as possible. I turned around and made it to the halfway point before Sir interrupted.
“Stop. You need something else. Your legs look great all shaved but they have no shape being totally bare. Put this on,” he said as he threw something at me.
I caught the item of clothing but had no idea what it was. It was all balled up and even when I unballed it I could not figure out what I was holding.
“It is a skirt. Put it on,” Sir announced.
Really? This is a skirt? In what world? I found a tag so I figured that had to be the back of the alleged skirt. It had very loose cheap material which made it hard for me to find the “top” of the garment. When I found the top I slipped my legs through and pulled it up to my waist.
The waist was more of a waistband that held up the top of the skirt. The skirt was just some very loose material which only covered about 3/4 of my front and ass. Some skirts allow for an upskirt if the woman bends over. You did not need me to bend at all for this to provide an upskirt. This was something that could never be worn in public without getting arrested.
But it was fun to wear this in private for these men.
“That is better,” said Sir, “now try to go back and forth again. I did and I felt so sexy. Just the little cloth addition made me feel more feminine. Well I guess it wasn’t just the cloth addition rather it was the skirt, the shaved legs, the pot, the solid metal plug up my ass, the diamond sticking out of my ass and my audience.
“Good girl. Now give us your review.”
I looked at Sir quizzically.
“A review of the buttplug. Remember? You are here to review products for us. How is the buttplug?”
I did not want to answer this. I did not know these other people and had no interest in becoming an anal toy reviewer. I didn’t sign up to be the Siskel and Ebert of butt plugs.
Sir became annoyed.
“These are my distributors and we do a lot of work together. Do not embarrass me in front of my clients. Tell us what you think about the diamond ended plug you shoved up your ass. Bitch.”
The last word came with plenty of emphasis. I did not want to annoy him further because I knew, based on last weekend, he was not very forgiving.
“It feels good,” I responded without really looking at him or the other men.
Sir stood up quickly. He did not look at me but went to the table behind him and grabbed something. He walked towards me and I could not look at him because I could tell he was not happy. He got behind me, reached around and grabbed me tightly around the throat.
He pushed me forward a little and then I felt a hard lash on my ass. Ouch! I stood up and he pushed me back over. Another hard lash. Damnit that hurt. I tried to stand up again and he held me down. Three more hard lashes and my ass was on fire.
“Bitch, I said I wanted a review. ‘It feels good’ is not a review. We need to know everything about the product and if it is worth selling. These guys need to know if the product is worth pushing to other customers. Now give us a real fucking review of that plug in your ass and the whip I just used to remind you why you are here.”
As he said this he walked away and I saw the whip he had just used. It had three leather straps hanging from a leather handle. I would be sure to give an acceptable review of the whip because I did not want to get hit again.
Before I could speak Sir told me to walk to the coffee table and turn around so they could see the jewel of the plug. I complied. He had me lean forward a bit but laughed that I did not need to pull up the skirt because it was so short. I was then instructed to turn around to face Sir, kneel and sit back on my heels. I complied.
From this perspective I was sitting lower than everyone but looking directly at Sir. The men in the leather chairs were to my left and right. Sir nodded at me without speaking and I knew it was time for my review. I decided to start with the whip.
“The whip is a very effective discipline tool,” I started, with a slight smirk, “it can make even the most obtuse slut understand what is expected of her.”
Sir gave me a big evil smile.
“The first smack, which was unexpected, was more surprising than painful. The second smack was painful. The next three, coming in quick succession, were painful but not hurtful. I would recommend the product as a 7/10.”
A small nod from Sir let me know that was an acceptable review.
“The butt plug, however, is a 9/10. I need one of these for my collection. The initial ‘snap’ of the plug into the ass is very pleasurable as you can feel it secure itself firmly into your ass. From the moment it enters, you know it will not come out without deliberate force. The hard metal design is the perfect constant reminder as you walk, stand,” I paused for a moment, “or even kneel.”
This gave them all a chuckle.
“And the jewel is a nice bonus for your master to know you have been compliant,” Sir added as he stood up and walked to the table again.
He grabbed a few more items and came back to me. I tried to see what he was carrying but could only make out a dildo of some sort in one hand. I could not see what was in the other. When he was behind me he gave my ass a loud smack. Ouch.
“Okay, now we are going to move on to the next two products. The first is a new anal lube that is supposed to have upgraded desensitizer. Lean forward so I can get that jewel out of your ass.”
I leaned forward and put my arms on the end table for support. This gave him perfect access to my ass. I felt him grab the jewel and pull firmly until it popped out. It was an amazing feeling when it was pulled from me and my sphincter released into the plug.
The next thing I felt was one of his fingers, which had undoubtedly been rubbed with the anal lube. He pushed his finger in forcefully and fully, taking advantage of the lube and my well worn ass. He moved his finger around once and then pulled back out.
I waited thirty seconds or so and then this process was repeated. Again a lubed finger was pushed firmly and fully around my ass. He pulled it out and did it one last time.
Sir then came back around and sat in front of me on the sofa. He was holding a medium sized dildo as he spoke to me.
“Look slut, all the flaunting by you has me and the boys a little uncomfortable in the crotch. We need to get off but we also need you to keep testing the anal toys. So we are going to have to use that mouth of yours to take care of us while you continue your testing.”
I can’t say this was entirely a surprise, but I was surprised to hear none of them would be fucking me today.
He continued, “Also, because I care, today you aren’t just going to be sucking our dicks, you are going to be getting a private lesson to improve your cocksucking. Think of it as my present to you in return for the thoughtful present you gave me last weekend.”
What did he mean a private lesson? Was another chick going to come in here and teach me how to suck cock?
“While you are getting your first private lesson you will be testing this product right here. It is advertised as being soft and lifelike. It also inflates. So we are going to need your review of this dildo after you finish your first private lesson. We will review you based on your ability to get your man to cum before the end of the video.”
What video? Was he going to show a video of me sucking dick last week and critique it?
“Let me put this in before I call up the woman for your lesson,” said Sir as we walked around behind me.
So wait a woman was going to come in? My mind was wandering but I was brought back to reality quickly when I felt Sir’s strong touch on my legs. I guess it was time to try out the new dildo.
I felt sir’s fingers apply some more lube and then the feel of the dildo. I don’t know about “life-like” but it was no doubt better than other hard plastic or silicon dildos I had tried in the past. He pushed it in fully after three gentle back and forth treatments. It was a medium sized dildo so although I felt it in me it was not uncomfortable. It felt nice.
Sir then told me to turn towards the man sitting in the chair to my right. I did and saw two things. First, his dick was poking straight out. And second, he was holding an iPad.
“Okay,” said sir, “now listen to your instructor and follow directions carefully.”
I watched as the iPad was turned so I could watch. Sir directed my body and moved me closer to the cock and the iPad. He logged onto a popular website and a video named “goddess instructions” began to play.
A woman appeared on screen and explained she was going to teach me how to suck cock.
She had me start by licking the head and particularly the tip. I did. Then I felt Sir behind me. He was moving the dildo in and out of me, slowly fucking me. The dick felt wonderful and was moving in and out of me with little effort.
Then she had me suck and bob on the cock for a bit before she challenged me to see how much I could take and telling me to suck out the precum. Hearing her tell me what to do was amazing and the guy with the dick was also enjoying the video based on the rigidness of his member.
At this point I felt the dildo change. It was getting bigger. I could not feel in inflating but my ass was getting fuller. Then I felt Sir slowly pull it half way out of me before pushing it back in to the bottom. He held it there and pulled back out again.
He did this again and then pulled it almost all the way out, and then down back in. Then he pulled it all the way out and pushed it all the way back in twice. This was firm yet exciting treatment.
On screen I was instructed to spit on the dick while I stroked it. She kept stroking it and so did it. Then back to sucking and humming on the cock while she called me a $5 cock sucking whore. I kept sucking.
The dildo was all the way in me when I felt it growing again. It felt like just the top of the dido was growing but it was growing to an uncomfortable size. I could feel it growing inside me. Wow this felt insane with just one part growing inside my ass.
My instructor removed the dick from her mouth and told me to jerk it until it came all over my face. I complied. I was jerking his dick and watching the video along with the man sitting in the leather chair. It was too much for him and he began to blast ropes of cum on my face. I opened my mouth but the majority of his load was all over my face and hair.
The woman on the screen was similarly covered and she complimented me on being a good girl. She licked the cum covered dick in front of her and I followed suit. I was totally lost in the moment and it was amazing.
As the dick in my hand started going soft the video ended. I looked up at the man in the chair and his head was tilted back with his closed eyes pointed towards the ceiling. He was done.
I felt the dildo in my ass shrink. Apparently it was done as well. It felt nice to have the largeness disappear. The dildo was then fully pulled out of me.
Sir walked back in front of me and sat on the couch. Without saying a word he looked down, packed the bong and then looked me straight in the eyes.
“I knew a little instruction would be a good thing,” said Sir seated to my left, “why don’t you give us your review of the dildo and the anal cream.”
I had totally forgotten about the anal cream so I am glad he reminded me. I would hate to have missed a product review.
“The cream, I think, is perfect. It is hard for me to tell exactly but I know for certain there was no pain as the dildo moved in and out of my ass. So I guess the desensitizer worked well.”
The men studied my words as if I were reviewing a moving or something legitimate rather than cream used to shove things up your ass.
“The dildo is probably an 8/10. It is nice to have something different than a hard rubber dildo inside you but it is a stretch to call it ‘life-like’ since a real dick feels much better.”
I thought this would elicit a laugh. I was wrong. The guys were really listening to what I was saying.
It was nice to have the dildo grow to different sizes but the biggest size was not comfortable. It felt like only the top part of the dildo grew. I think I would need to play with it a little more to understand how it works properly but I would have no hesitation recommending this product to someone.
Sir was pleased. My reviews were satisfactory to him. He walked over to the table again and came back with something new.
“I need you to turn around face my other friend here,” he said pointing at the guy sitting in the other chair, “let’s try one more cocksucking tutorial while you test this new vibrator in your ass.”
He was holding a smaller vibrator which had two very distinct sections. It appeared to be like a butt plug in that it had something on the end to make sure it did not slip all the way in, but it was clearly not a butt plug.
I looked at Sir while I was turning and he handed the iPad to the man sitting in the chair I was turning towards. Next to Sir was the remote for the vibrator.
As I completed my turn to face the other chair the man I noticed his dick was limp and he was staring at me through glossy eyes. I don’t know how he could be limp after everything he had just witnessed but I think he was a little too fucked up for his own good.
The guy with the limp dick was handed the iPad and pointed it towards my face. The video was a tutorial on how to deepthroat. I started to wonder how this was going to go.
Just as the video started I felt Sir push the new vibrator into my ass. It went in easily to the first knob. Sir held it there as a woman appeared on the screen to teach me how to deep throat.
First, she explained, I needed to just put the dick in my mouth and hold it there to get used to it. So I did. I was able to shove his entire dick in my mouth because it was still soft but the point of the instruction was to get me used to the feel of the cock.
As I was getting used to the feeling of the dick in my mouth the vibrator in my ass was turned on to a low speed. The gentle humming vibrated through my ass. Sir slowly moved the dildo back and forth never really pulling it out but never really pushing it farther it. It was just teasing me with the feeling and the vibration.
Back to the woman on the screen and she was not explaining the key is to relax my tongue and throat. I thought about this and tried both as I kept the dick in my mouth. This little instruction helped significantly. Just relaxing my tongue made everything easier on my part. It seemed that as I began relaxing my tongue my throat relaxed on its own.
Although I was relaxing as instructed, Sir was not relaxing. I felt him push the vibrator past the first knob until is sank all the way into my ass, holding itself outside with the flanges at the end.
Wow. This felt great. It was not deep in my ass but the vibration was very pleasant and the vibrator was angled in such a way that it was hitting me in the perfect spot. This was the most pleasant sensation I had ever experienced with a dildo.
Back to the video and the dick in my mouth which was getting hard. My instructor encouraged me to try different positions with my head and neck to see which way felt the most comfortable and allowed the easiest position for deep throating. I moved my head up and down and to the sides and also experimented with moving the dick to different angles as suggested. I was not able to find the perfect angle for me but I was confident over time this instruction would help me.
Sir begins to pull the dildo out to the first level and push back in to the second level. All the while the dildo keeps vibrating and my ass keeps humming. He really works my ass with deliberate firm back and forth action before pushing it all the way in again and turning up the vibrator to the next level.
At this point the man in my mouth is fully hard and the woman on screen is telling me to hold my breath as I go down on the cock to help get it into my throat. I was listening to her but was significantly distracted by the vibrations in my ass. They felt amazing and were causing my insides to stir with excitement.
On screen my instructor reminded me the importance of spit because the more spit on the cock the easier it is to have it slide down your throat. I had not been concentrating on this but just based on the amount of time I had the dick in my mouth it was slick from my mouthful of saliva.
I was deepthroating his cock with little effort because it was not big enough to get into my throat or cause me any discomfort. This was perfect because it allowed me to work on the different angles and show off a little by burying my nose in his pubic hair. I was hopeful this would impress Sir.
The dildo was turned up another setting and things changed significantly at that point. It was hitting somewhere very special and I was experiencing something amazing. As it kept humming the feeling kept building. It felt similar to an orgasm building inside me.
Sir then reached under and began rubbing my balls. Oh shit. It was just a very light rubbing but added to the humming from the dildo something was building inside me. I felt myself pushing back toward Sir and his hands and the dildo.
I was now 15 minutes into the deepthroat instruction video and I was being directed to begin bobbing up and down on the cock and testing my new skills. I did not want to do this because I wanted to keep pushing this unbelievable feeling in my ass. My mind, however, knew that I should obey Sir and work on the deepthroating so I did.
I was fully bobbing up and down on his cock and my body began slowing shaking and building. I think I was building towards an orgasm.
Before I could get there however the man in front of me put down the iPad and grabbed my head with both hands pulling my nose hard into his stomach as he emptied his nuts directly into my throat.
It was easy for me to swallow which was a total surprised because normally I would have been gagging at this point. I think the relaxation of my tongue and throat were key to my success and I was pleased.
Unfortunately, as soon as this happened Sir stopped the rubbing of my balls and the vibration in my ass. I was so close to building towards something magical. I was not sure I could recreate this at home but I was certainly going to try to see if I could finish the job just with this dildo and a light rubbing of my balls.
The video stopped playing and the man with the dick let go of my head. I pulled off his dick and cleaned it thoroughly for him. It was a mess I was happy to clean up.
Sir then pulled the dildo out of my ass and returned to the couch in front of me. He was holding nothing but looked at me with a pleased smile.
“I think that was a success on both ends,” he said with a self satisfied tone, “please give us your review.”
I thought for a moment if I should review both the video and the dildo or just the dildo. I figured I would error on the side of caution and do both.
“My instructor was wonderful. She gave me some very good tips which I am sure, with practice, will allow me to deepthroat bigger and bigger cocks.” I was looking directly at Sir as I said this.
“But the dildo was the real highlight of the show. That thing was a 10/10. It was not big but the two parts of the dildo made it big enough for two levels of enjoyment. The best part of the dildo was the angle and the vibration. It was hitting somewhere deep inside me that I am confident, with time, would have brought me to orgasm without me needing to stroke myself. I will be buying one of those toys for home use.”
Sir was pleased. I could see it on his face. This was working out even better than he had expected.
“I think your reviews have been very helpful. Thank you,” said Sir as he stood up, “I have one more product I want you to review and this one is a big one as it carries a big price tag.”
I wondered what he could be talking about as he walked over to the table again. He passed the table and moved to the other side where he bent down and picked up something of significant weight. I could not make out what it was even as he walked behind me and set it down on the ground.
He spoke my behind me, “this is a fucking machine. I am sure you have watched videos of them online during your wank sessions.”
He was right. I had certainly watched sex machine videos including one of my all time favorites; a solo session of Natassia Dreams and a fucking machine.
“I have never carried one of these in my store because they cost about $500. Your review is going to be very important to my decision making process. Give me a minute to set this up.”
I could hear him behind me but I refrained from looking at what he was doing. He might have been ok with my looking but I did not want to take the chance. I was very curious what kind of fucking machine this was because I had seen so many on the internet. But honestly any of them would be a great thing for me to try because they all worked the same way.
He finished behind me and pulled me by the skirt slowly backwards. I felt the tip of a hard plastic dick against my asshole and I began to push onto it. Sir stopped me and told me to just hold there. I complied and let the dildo rest at my opening.
Sir then came around in front of me, dropped his pants to the floor and sat on the coffee table with his dick pointing towards the ceiling. He handed me something.
“That is the remote for the machine. Once you turn the knob it will begin moving into your ass. The more you turn the knob the faster it will go. You will control the depth of the strokes with your body. There are multiple attachments but you will only be trying one today.”
I was excited to try this. The idea of being fucked but having control of the fucking was exciting.
“While you are trying that out I am going to let you practice some more of your new dick sucking techniques. I heard the woman tell you practice was the most important thing.”
I moved to his cock and put the head in my mouth. Once I had a full grasp of it with my lips I looked at the remote and turned the knob to number 1. The dildo immediately responded and was pushed into my ass. It moved forward without regard to me and that caused me to move forward onto the cock in my mouth. I was not sure how deep the machine would go.
After a few slow jabs I found a good distance where the machine was pushing the dick about into my ass. It was going very slowly which allowed me to get used to the feeling of the fucking machine and the dick in my mouth.
The fucking machine was unbelievable. Shoving a dildo in your ass or even getting fucked in the ass by a guy is entirely different than the machine. The machine is deliberate, steady, unrelenting. There is no break, no slowing, no change in the rhythm. The feeling of the fucking was entirely different than anything I had ever experienced.
I had essentially just held Sir’s cock in my mouth for the first few minutes while I got used to the machine. Now it was time for me to practice my new technique.
I made sure to keep plenty of spit going at all times, keeping his cock and my mouth/throat well lubricated. I moved the dick around at different angles in my mouth. I tried to do the same with my head but was limited based on my position and the fucking machine.
I took the dick out of my mouth and jerked it a bit while giving small licks to the head and shaft. I took this opportunity to use my other hand and turn the machine up to the next level which caused the dick to go a little faster, but no deeper. I turned it up one more level as the difference between level 1-2 was not significant.
The deliberate thrusts of the machine were incredibly enjoyable. The sensation running through my body from the fully in/out treatment of the machine was something I had never experienced before. I felt my asshole being worn in a proper way with the constant movement of the dildo.
The dildo must have been life like in appearance because I could feel hard rubber ridges which felt like veins as the dildo sawed in and out of my ass. I decided to turn it up to level 4 before I put the dick back in my mouth.
I returned the dick to my mouth and held my breath before trying to deepthroat Sir. I got almost all the way before I hit my gag reflex and pulled out just a little. I continued with my slurping and massage of his dick making sure to use my tongue when I was sucking.
Sir placed his hand on the back of my head and just held it there as I took long deliberate sucks on his cock. The machine kept sawing and I controlled the deepness of the fucking with my body. We were both enjoying this sequence.
Sir reached over and grabbed the remote. He turned it off and I looked up at him (of course keeping his dick in my mouth) wondering what he was doing.
Sir did not speak but he grabbed both sides of my head and pushed his dick firmly into my mouth. He did not shove it to an uncomfortable length but once he was sure I had reached close to the bottom he kept hold of my head and pushed my body backwards. My ass moved down the dildo and Sir just kept pushing.
I knew I reached the bottom when I felt what I assumed were plastic balls on the dildo. Once I was at the bottom Sir stopped pushing.
Sir then turned the remote back on and the dildo fucked me deep. Wow. It was slow but very deep. Sir rather quickly increased the speed a few times and now the machine was fucking me hard. I was getting used to it but I liked the sensation better when I was controlling the depth of the fucking.
Sir was slowly deep fucking my face while the machine was fast fucking my ass. My body was beginning to betray me. I had been edging for so long and used in such a variety of ways my body was beginning to look for ways to cum.
Sir stopped the machine again and pulled his dick out so less than half was in my mouth. There was spit running out of every corner of my mouth as I looked up at him.
“Okay slut, we are going to have a contest. We are going to see who can cum first. I am going to fuck your mouth. Don’t worry about trying to suck me I am just going to use your face as a cunt.”
He looked deep into my eyes and shoved his dick very deep, until my eyes started to water, and then he pulled out. As I began to catch my breath he continued the contest rules.
“You are going to try to cum just from the fucking machine. No touching your dick. You can control the depth and the speed.” With this he handed me back the remote.
“Like all contests there will be winners and losers and the winner gets a prize. If I cum first you have to come back next weekend. If you cum first you get to keep all the toys you tested today free of charge. Do you understand the rules?”
I looked up at him through slightly watery eyes and his dick in my mouth as I nodded yes. “Good,” he smiled, “let’s begin.”
He took both sides of my head and began deep deliberate fucking. I picked up the remote and turned it to three or four, it was hard to focus on the actual numbers. I also worked it so the dildo was going about halfway into my ass.
The long slow deliberate fucking was hitting my body perfectly. The sides of my ass were so sensitive that each stroke sent a shiver through my body. As the machine kept its constant rhythm the sensation in my body began to build. It was building slowly but deliberately.
Sir was also increasing his pace and was doing fairly long strokes into my mouth with his entire dick. He kept a firm hold on the sides of my head to let me know he was in control. His pace was steadily increasing.
I turned up the machine a few notches and the dildo began sawing into me with deliberate pace. I moved a little deeper onto the cock and the sensation through my body was increasing. I was barely moving as the machine was doing all the work.
I could tell an orgasm was building inside me. It was not like the way an orgasm builds when we are jerking off. This was a much deeper and more intense build up. My body was beginning to involuntarily shake.
Sir picked up the pace and the pressure. He grabbed the sides of my head firmly and began fucking my mouth. The only role I played in his process was providing a mouth for him to fuck like a cunt. And he did.
I could tell he was getting closer and so was I. I didn’t know the best speed to set the machine at so I decided to turn it up a little more, but not quite to the max. This worked and the dildo was wearing out the sides of my asshole and sending shockwaves through my body. I could feel it building inside me.
I was lost in the machine pounding my ass when Sir pulled out and began jerking his cock. He came all over my face and on my forehead. Ropes of cum kept flying out. I just let him fire his load on me while I continued to concentrate on my own release.
When Sir was done cumming he shook his dick off and wiped the last few drops of cum onto my cheek. He sat back on the coffee table and just looked at me.
I could not make eye contact with him or anyone else, I just wanted to finish. I put my head down, closed my eyes, and lost myself in the machine destroying my ass and sending my body into overdrive. I kept the same speed and let the machine keep building the sensation inside me. It was coming over me like a tidal wave.
I did not move for almost a minute and then it happened. My body gave in. I was cumming.
I had no idea if cum was being shot out of my dick but I was absolutely cumming. My entire body was shaking from my arms to my torso to my legs. Every part of me was shaking.
Eventually it stopped but I honestly have no idea how long it lasted. I turned the machine down slowly and eventually turned it off. I then took the dildo out of my ass but kept my head on the floor so I could recover.
I was exhausted.
“Looks like I won,” Sir said which caused me to look up at him through hazy cum covered eyes, “but I don’t think anyone here lost today.”
I smiled. He was right. I definitely did not feel like a loser with this contest.
“I don’t think we need to have you review the fucking machine. You left your review all over the floor underneath you.”
I looked down and saw cum all over the floor. My cum. This was not surprising to me but it was odd to have cum without even having that be the main feeling when I finished.
I looked back up at Sir and smiled. The men in the two chairs stood up and fixed themselves to leave. They both gave a nod to Sir who told them he would call with his order later in the day. The left out a back door.
“Stand up and get dressed like you were when you came in here. I know you did not win but you tried so I am going to let you keep the skirt and the two dildo you reviewed today. The fucking machine stays here.”
I tried to get to my feet but it was slow going. I went to clean my face but one look from Sir let me know I should leave his cum alone. So I did.
I put the plug back in and dressed myself in my panties but removed the skirt. I put on my pants and then Sir handed me the plug and the inflatable dildo which I held with my panties.
I looked around for a bag or a box to place my items in and Sir spoke up, “Sorry, I don’t have any bags back here, and the bags up front are only for customers. You can just carry them out with you.”
We walked through the door I had originally entered and I saw several men milling about the store from our perspective at the counter. I looked to my left at the two stairs and the door which would lead me into the store.
“Thanks for your help today,” Sir said as he ushered me out, “I will give you a call next week to talk about your schedule next weekend.”
I was not looking at him as he said this. I was not looking at anyone. I was like a fuck zombie, walking through the porn shop covered in cum and carrying my new sex toys. I headed to the exit in a haze, went to my car and sunk into the driver’s seat. What had my life become?