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The Train Comes Off The Tracks Chapter 2

"Work continues to get better."

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Author's Notes

"I would recommend reading Chapter One to get the back story on the characters. I always love seeing the comments, please keep them coming."

I arrived home after a crazy night at work. To recap; my supervisor found me wearing women’s underwear, made me eat her out, then fucked me with her nightstick. Now I am basically her bitch. 

What is my next step? She said I should be better prepared. How the heck could you be prepared for what happened last night? Never in a million years would I have guessed my supervisor would be pegging me with a nightstick. 

I had to decide how far I was willing to go with this, and figure out what I needed to do to make it happen.

I was remembering what Pam had said. “You have a lot of work to do, little one, but I think you will work out just fine. I want you to come better prepared tomorrow.”

Ok, so if I am going to do this, I want to do it right. I need to shave. Can I shave all my body hair? Unlike most of the other stories, where the girls are almost blessed with “very little body hair,” I wasn’t so blessed.  I always felt like a big-foot. Ok, it wasn’t that bad, but not far from it. 

While we are talking about hair, should I grow out my own, or just find a wig? Then there were my eyebrows, I needed to get those under control.  I started making a shopping list; the first thing I put on the list were razors, then tweezers. 

Makeup; I have never really used it, and Pam thought I looked like a “cheap streetwalker.” I had to figure out what I needed, and how to use it. I spent a few hours on YouTube, watching how-to videos. I remembered thinking, you must need a Ph.D. to keep all this straight.

Foundation, concealers, powder, bronzer, contouring powder, and that is just to get started. A bunch of the videos had links where you could buy products online, which I liked, but they wouldn’t get here for a few days at least.

I went online to one of the national chains that was about half an hour away, and put in an order for the razors, tweezers and some basic makeup to get me through tonight. I could pick it up in a couple of hours, the rest I would order online and have it shipped, the prices and selection were better. I then went to a crossdressing site, to order breast forms, a wig and a couple of gaffs. I was kicking myself, because I had done a purge of my closet about six months ago, and gotten rid of all my old wardrobe.

I went to the store to retrieve my order, while I was out, I picked up some other things I thought I would need. When I got home, I drew a nice hot bath, and added some of the bath beads I had picked up. After a long soak in the tub, I grabbed a razor and some shaving cream.

Here goes nothing, I thought, as I proceeded to shave everything from the neck down. I had shaved my legs before, and I had shaved my chest before, but I can never remember doing them both at the same time. I got out of the tub and dried myself off, then I applied moisturizer all over my body. When I was through, I put on my robe. Note to self, if I am going to do this, I need to pick up a robe that doesn’t feel like sandpaper.

The first thing I had to do, was to wash out the lingerie I wore last night, then hang it up to dry. I then went to my computer to look for how-to videos, to apply makeup.  I didn’t think it was possible, but my first attempt came out worse than last night. Good thing I bought plenty of makeup remover and cleaning cloths. After about the tenth time, I achieved a decent look, but I would need a lot more practice. Satisfied with my skills, I put on a fresh pair of panties and a nightgown, and crawled into bed.

I was tossing and turning for what seemed like hours, I couldn’t get to sleep. The silky nightgown and panties on my freshly shaved skin was driving me insane. I was so hard, my hands kept wandering down to rub my penis through multiple layers of satin. I had tucked my penis between my legs, so I was rubbing like I had a pussy. I started to think about last night, how easily I submitted to Pam. She had taken me so aggressively, it hurt so much, but I had pleased her, and that pleased me.

I couldn’t take it anymore. I pulled out my dick and was pulling as hard and as fast as I could. I lasted all of about a minute, before I started pumping out hot cum all over my stomach and chest. While I continued to softly stroke myself, I took my other hand and scooped up some of my nectar brought it to my mouth and started licking it off. That is how I fell asleep.

Thank god I set the alarm; I woke up covered in cum, with one hand still on my dick. There was cum everywhere. It looked like a Jackson Pollock painting gone wrong. I was going to have some cleaning to do when I got home from work.

I jumped in the shower, the warm water felt so good. I can’t remember last time I was this relaxed. I finished my pre-work bathroom routine, then started to get dressed for work. I put on the white silk thong and bra, along with the stockings from last night. Then my security guard uniform over it. I packed a bag with the makeup, a change of underwear, and a bottle of lube I had picked up, and I headed to the store.

When I got to the office, Pam was already there. She gave me a wicked smile and said, “Good evening, Mary. How are you tonight Mary?”

I went beet red, one of the guards from the evening shift was still sitting at the console, I hope he didn’t hear her. It didn’t stop my dick from trying to break out of my panties. What is wrong with me? I was enjoying being humiliated like this by Pam.

When the two guards from the evening shift had left, I headed out on my rounds. I ended my rounds in the women’s department. I picked a very short mini dress that had a pretty flower pattern on it, that barely covered my stocking tops. I found a cute pair of wedge sandals with a three-inch heel that went very well with the dress. The outfit showed off my legs beautifully. I am going to have to go tanning.

I headed over to the makeup counter. With the practice I had earlier, I did better than last night, but still needed work. I got the same wig I used last night, and put that on and brushed it a little. I looked at myself in the mirror. There was something missing, I didn’t have any jewelry. So, I picked out a bracelet and necklace, and went back to the mirror. Looking at myself, I didn’t look too bad, some might even say I looked good.

Satisfied with the result, I headed back to the office. As I entered, Pam told me to stand in the corner. When she was finished what she was doing, she came over to where I was standing, and looked me up and down. “Better,” she said, “but you have a long way to go, young lady.”

“Yes, ma’am, whatever you say.”

“Now turn around, I have a present for you.” I did as pam had asked. Pam fastened a collar around my neck, and told me to face her. When I turned around, Pam put her hand on my chin, and lifted it so I was looking in her eye.

“You are now mine; you will do whatever I say, with no questions asked. Do you understand?”

“Yes ma’am,” I replied.

While still looking in my eyes, she held up a leash so I could see it, then she nodded and attached it to the collar. She gave it a tug, to make sure it was secure, then said, “follow me.” She led me out of the office, through the store, back to the jewelry department. When we got there, she pointed to a chair and told me to sit. Pam went behind the counter, when I turned to see what she was doing, she yelled at me, “Eyes front, this doesn’t concern you.”

Pam came back around the counter and put some items out of sight behind me. She came around to my side, grabbed my ear and said, “Don’t move.” I heard a snap, then felt a sharp pain in my ear, then another. She had pierced my ear, twice. She walked around and did the other side as well, then put little gold studs in each hole. When she finished, she barked at me to get up.

Pam came around in front of me, and started taking my dress off. When it was halfway over my head, she told me to hold it there, with my dress in this position, I couldn’t see. The next thing I could feel is her breath on my cock. Then, she pinched my stomach, again I heard a pop, and there was a sharp pain in my belly. She had pierced my belly button.

“That was for misbehaving,” she said, “you might want to behave, because I am starting to get used to this piercing gun.” As she was talking, she pinched my nipples, then grabbed me by the balls. She pulled my dress back down, and said, “Go and do your rounds, then come see me in the office.”

I arrived at the office, she was standing in her drill sergeant stance again. “Line up for inspection,” she barked. Pam started walking around me, when she was directly behind me, she moved in close. I could feel her warm breath on my neck, her hands started roaming all over my body. She started playing with my nipples, one hand found my dick, and started rubbing it through the dress. Her hands kept moving, she made her way to my stomach, and started fiddling with my new belly button ring. My knees were growing weak.

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“You have quite a bit of padding through your mid-section, it will be summer before you know it, I bet you want to look good in your bikini,” she whispered in my ear. “Starting tomorrow night, as soon as everyone leaves, you will put on your workout clothes. I will give you exercises that you will complete, you will have a weight loss schedule that you will follow.”  

Pam directed me towards a table, and told me to lie down across it. As soon as I was down she came up behind me and lifted my skirt, I thought she was going to use her nightstick on me again. I was shocked when I felt a lubed finger at my hole. Ever so gently, Pam worked a finger inside me, and then a second. This felt awesome, then she started rubbing my prostate, I thought I would lose it, I was leaking all over the table. Then I felt something hard entering my ass, she had put a plug in me.

“You’re gonna love this,” Pam explained, “This plug can be operated remotely using the app.” She pulled out her phone and showed me the app. Pam tapped a few times on the screen, and the plug started to vibrate. A few more taps and it really started jumping, I had to hold onto the table to keep my balance. 

“That’s at fifty percent power. Should we try it at full power?”

“No, ma’am,” I cried out, trying to maintain my composure. It felt wonderful, but if this was only half, I might be in trouble.

Pam pointed towards the door, “Rounds, and hurry back.”

As I was doing my rounds, Pam was playing with her new app, randomly, the plug would come to life. A few times it came on gently, other times hard. There were different patterns; thrusting, circular, and plain vibrations. Sometimes it came on for a few seconds, other times for a few minutes. It felt so good, please don’t tell Mistress I said that.

“How were your rounds?” Pam asked with a wicked smile on her face. “Lie down on the table, on your back, mistress needs her playtime.”

I laid down on the table as requested, Pam came over above my head, and slid my body so my head was off the table. She lifted her skirt and straddled my head, “You know what mistress needs.” As I started to please her, she started rubbing my nipples through my dress, then she ran her nails down my mid-section to my cock. It felt so good, and then the plug in my ass came to life. I was on cloud nine, when I felt Pam’s breath on my dick, I thought I was going to explode.

“Don’t you dare cum yet, bitch, I have a way to go, and I don’t want you slacking off.” She squeezed my head between her thighs, to emphasize her point. When Pam pulled down my panties and took me in her mouth, talk about sensory overload. My whole body started shaking and convulsing, Pam was really enjoying this, she was grinding herself on my face. For a moment, I thought my neck would snap, and this would be the end.

Pam exploded all over my face. It was like being waterboarded with her juices, I think that is illegal. With everything going on, I shot an enormous load all over me. I even got some on Pam. I hadn’t shot that much, or that far since I was a teenager.

“You little slut, you have stained my shirt, you will need to be punished for that. Stay right there.” Pam disappeared for a minute and came back. I could feel her scooping my cum from around my dick, then she jammed her hand into my mouth, “clean that up!” When I had licked her fingers clean, I felt her hands playing with my balls.

This is so you don’t make any more messes with this thing. She put a cage on my cock, added a small padlock, and then put the key on her key ring. “That should keep you focused. Now stand up and clean all this boy juice off of me.”

I stood, I was looking for a napkin, or towel to clean her up. “Use your tongue, and be quick about it!” Pam barked, “You have rounds to do, so you better hurry.” Off I scurried on my rounds.

When I returned Pam was standing by the console, “Get over here, lean over the chair.” As I walked around her, she had donned a strap on, it looked pretty big. She came around in front of me, grabbed my hair and shoved it in my mouth. She started fucking my mouth slowly, then picked up the pace until she was slamming it into my mouth. I was gagging, my eyes were watering, and I was drooling everywhere. 

Pam pulled out a bunch of zip ties, and wrapped my wrists to my thighs through the chair so I was tied, kneeling on the chair. “Now, the fun can begin,” Pam said as I felt her pull out the plug and replace it with a finger. Then came the strap on, it didn’t seem as large as her nightstick, but it felt so much better. Kind of soft, but yet still hard, I think I could get to like this. I lost track of time, as Pam was pounding on my ass, until a buzzer broke me out of my trance. Without removing her cock from my ass, she reached over hit a few buttons, then was right back to pumping in and out of me.

I started slipping back into my trance, when all of a sudden the door to the office opened.  Standing in the doorway, was a cop. I started freaking out, I was desperately trying to free myself from the zip ties and chair, Pam just kept pumping away. Pam slapped my ass, and said, “Quit your squirming, you know you are enjoying this.”

“Hello, Officer Jim. How are you this evening?” Pam asked, then said, “Officer Jim, this is little Mary. Mary, meet officer Jim.”

“Hi Pam,” Officer Jim spoke up, “I should have known something was going on, when I got the call that the alarm was going off here. If I recall correctly, the last time I had to come out for the alarm, it was you strapped over that chair.”

I believe you’re right, Officer Jim, and you remember what we had to do to silence the alarm?”

“Let me see if I remember,” Jim said as he started walking past me. He slowly turned around, he had to be six-feet-three easily, with broad shoulders, a narrow waist, and very easy on the eyes. Officer Jim grabbed me by the hair and pulled my head up so I was looking him right in the eyes. With his other hand, he reached into his pants and pulled out his dick. I wish, I could say, that he had ten inches swinging and thick as a baseball bat, but he was a little above average I would have to guess.

“Now, Mary was it? Let’s see if you can figure out, what we need to do to get that alarm turned off.”  Pam had never stopped pounding away at my ass, I almost forgot she was back there. I was staring at a dick, only inches from my face. I had dreamt, no fantasied, about having to suck a real dick, not just a plastic one. I reached for his dick, but tied to the chair as I was, I could not reach it. I stuck my tongue out, but it was still out of my reach.

“Why don’t you tell me what you need, bitch, and we’ll see if we can accommodate you,” Jim said.

“I want to suck that beautiful cock of yours, Officer,” I pleaded, strangely, I really wanted it.

“If you really want it, beg me for it,” Jim said, as he started slapping me in the face with his cock. When I opened my mouth to beg for it, Jim shoved it in until I gagged on it. Then pulled it out and rammed it back in, over and over. I wish it wasn’t so violent, but it was so much better than Pam’s dildo; it was warm, soft, and it tasted sweet and salty.

Pam started moaning behind me, Jim was grunting in front of me. Pam started bucking behind me, driving me further onto Jim’s cock, and I was in ecstasy. Jim grabbed my head and pulled it onto his cock, and said, “I’m going to shoot my wad down your throat now, you better not spill a drop.” With that, I felt the first shot hit my mouth, then another, he just kept coming, I was having trouble swallowing it all. I don’t know how I did it, but I managed to take it all.

Jim grabbed my dress, and used it to wipe himself off with, and said, “You’re a pretty good cock sucker, with a little practice, you could turn pro.” With that, Jim turned and started walking out, he called over his shoulder, “I’ll let them know you are having trouble with the alarm, so if there are any more problems tonight, you won’t be disturbed.”

The rest of the shift was boring in comparison. As I was driving home, I was thinking about what a crazy night it had been; it dawned on me, I had been spit-roasted, and I actually enjoyed it.

What a slut I am.

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Written by xiten
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