I learned a few things during my first week as a cockslut. For one, when my boss said that sex stuff wouldn't happen every day, he lied. Second, I realized just how difficult it was to overcome a gag reflex. By that Friday, I still couldn't get much more than the head and another inch of bossman's cock into my mouth. He was cool about it though, said he got that I was still learning, and that I'd get there. I don't quite know how far "there" was, if he expected me to eventually suck it all down, or what. Oh, I also learned just how big he was. If you're interested in that kind of thing, anyway. You're here reading this, so something tells me you probably are.
My boss has a 10 ¼-inch dick. Yeah... yeah. Mine, on the other hand, is like 6. Yes, we measured. We had a contest, and the loser sucked-off the winner. Go figure.
I was getting used to some things though, like the taste of his cum, or the plug in my ass. Both were still new and unusual to me, but on their way to working into my everyday life. I wore the plug all the time, even at night. I had considered taking it out at home, leaving it out while I slept, but that seemed counterproductive. It would undo much of the day's training and stretching, and, just between you and me, I was starting to like how it felt. I even kept it in over the weekend.
Monday started like most days: blowjob first thing (this time with him standing), then not much for a while. I kind of just took up space for an hour before the boss announced he had to go.
"I've got a meeting downtown," he announced out of nowhere. I was on the couch, nude as usual, reading a magazine.
"Oh," I said, looking up. "Um... should I get dressed or...?" In the six days I'd worked for him, he'd never left until it was time to go home. I didn't know what the uh... protocol was.
"No." Oh, well that answered that. "You're going to stay here. There's filing to do."
I set the magazine down. "Sorry, what? Filing? I thought you hired me to..." I gestured with both hands to my nude body.
"I did. But now I need you to file." His shoulders raised and lowered in a shrug. "Your title is 'Executive Assistant', isn't it?"
"I thought it was 'CockSlut...'"
"You take the files here, and you put them in there." Molly (by the way, Molly isn't her real name. Just saying) pointed to paper boxes on the table, then to a row of filing cabinets against the opposite wall. "They're ordered by case number, then alphabetically. Think you can handle that?"
I grumbled. We stood in a long storage room, lit only by overhead fluorescents. There were no windows, no other doors except for the one we'd entered through. "You know, I don't get it. I thought I was being hired to do stuff like this, then I find out my job is to suck the boss off when he wants, and now I'm back to..." It took two steps for Molly to put herself directly in front of me and to cover my mouth with her hand.
"Are you fucking stupid?" she hissed between clenched teeth. "No, really? I mean it, are you actually fucking stupid?" I tried to shake my head "no". "I don't believe you. You have to be. Shut up, don't say a word." She took her hand from my mouth. "What happens in that office doesn't come out." She was pointing toward the door, and in the general direction of the boss's office. "That's for in there, and in there only. Jesus, what the fuck? You have a good job, it pays well. Me too. Are you really going to fuck that up for the rest of us?" I had no idea what to say. Stammering, I tried to get out an apology.
"I... I didn't think... the door is closed... nobody..."
"Yeah, you got lucky this time. Next time, maybe not. Keep your fucking mouth shut unless his cock is in it. Got it?"
I nodded. "Yeah, got it."
"Good. Now, how do they get filed?" she asked, suddenly calm, sounding like a schoolteacher.
"Case number first, then alphabetically," I recited.
"Exactly. Get to it." Molly turned and started to storm out, opening the door, but then stopped. She turned to look back at me. "By the way, I'm just fucking with you. Everybody knows you're his cockslut." She grinned, waggled her fingers at me to wave goodbye, then left. I stood still, watching the door shut, dumbfounded.
"Fucking bitch..." I muttered.
As I filed (case number first, then alphabetically), I considered what I'd been told. First possibility, and easiest to deal with, was the idea that Molly had just been fucking with me the entire time, getting inside my head because she was... something? Jealous? Just didn't like the new guy? A fucking psycho? I'm not sure. It certainly fit with the way she treated me. I also had a hunch that she was delegating the filing to me. Technically, didn't an executive assistant outrank a secretary? Probably, but her reply would just be that everybody outranks the cockslut.
