A New Job

I finished school for the day. It was tiring, and my last class of the day, P.E, made me hard seeing all those guys in the dressing room. Luckily, I had slightly baggier shorts so no one saw my hard-on. I just wanted to smell someone's manly underwear. I know, I know, but I just wanted to experiment. Sure, it sounds gay to say it, but I swear I'm bisexual. At least, I thought I was. 

Tits turned me on, and when I sat down on my bed after coming to my dorm, I pulled out my phone. I surfed a few websites for porn, but none of it really turned me on. I decided to go a step further in my experimentation then and there, and I looked up gay chat rooms. There were a few ads that popped up immediately, but a real website popped up finally after a minute. I loaded in and typed in a random nickname. I picked out the name biguy20. 

Messages flew by so fast that I couldn't see them. The few that did pop out were twisted such as people into fucking dogs. I ignored them, and then I saw my profile messages icon light up. I figured it was an ad about one of those cam sites, a bot. But I tapped it anyway; there's no harm in that. 

What I got was different than I expected: there was a message from a guy named worshipme. I was surprised that it wasn't a random bot, so I checked it immediately.  A message waited: "Hey, I have a proposition."

I typed back immediately: "hey, what is it?" I wait for a minute, no response. I click off and look for anyone looking for role play. My message box lights up again, and I check. 

"I'll pay you to dress up for me and suck my cock."

"Dress up? What do you mean?"

"Like a sissy. I want you to wear panties and a dress for me, dude. Send me that pretty face." I was surprised by his forwardness. It made me reluctant to type back, but I eventually started typing. 

"I don't have panties."

"Doesn't matter, I have what you need. You will wear my clothes, I have some for sissies like you." 

"I'm not a sissy."

"Okay, sure. Where do you live boy?'

"I live in San Jose."

"Me too, shit you're close bitch."

I pause, a warning bell going off in my mind. He's calling me a bitch already? I don't even know this guy. I thought about sending him an angry reply, but I decided to ignore it. It made me feel a little weird, but I didn't think much of it. 

"Yeah..."

"Here's my address, be here by ten pm bitch."

- - -

I didn't know why I was doing this. My legs were cold as hell as I walked through the cold night air of San Jose. He was mean to me, but I listened anyway. I didn't know what to expect, aside from my first taste of cock. How big was he? Would he be gentle? Shit, I should've mentioned that I'm a virgin. 

I neared the address, my google maps yelling at me to cross the street. I neared a rare house in the city, and I was surprised by how nice it was. It was three floors, and the house was just beautiful from an architectural point of view. This guy was rich or something. Something about that made me understand why he was dominant in the chats. The guy has money and tons of it for sure. No wonder he's paying for a suck, I thought. 

The door beckoned, so I went up to it and rang the doorbell. The door slid open almost immediately, and I saw the chatter from online. He was a tall guy, with a black beard and short black hair. His eyes were piercing emeralds, and his chest was so much more defined than mine. I felt drawn to him, but a little scared too. 

"Are you biguy?" the man grunted. I nodded. He reached out for me, and I took his hand. He pulled me inside, and I followed as his pressure increased. His hand was beefy and much bigger than my skinny hand. I looked around the house and saw nothing out of the ordinary. 

We traveled up the staircase twice, passing by a number of rooms. The final steps neared, and I started to run out of breath. He continued nonetheless, and we finally made it to the top. We entered his bedroom, and he turned towards me. 

"What's your name?" the man asked. 

I stutter for a moment, "C-Colin." I watch him head over to the room's closet. He rummaged for a moment, and he returned holding a dress, bra, and panties. "You really want me to wear that stuff?"

"Yes. Wear it. I can double the pay if you say something for me." Holy shit. He would pay me 100$ just to say something for him and wear an outfit. Well, and suck his cock of course. 

"Okay!" I said instantly. He turned with a smirk, seeing a huge smile on my face. 

"Say you're a sissy bitch. Say you're Colin, and that you love to suck cock for money like a prostitute." He waited expectantly. I didn't know what to say, not exactly expecting that. His demeanor changed as I paused, thinking. He then frowned, and he started to go back to the closet. 

"Wait! I'll say it! I'll do it!" I blurt. Fuck! I don't know why I said that. The man turned back again, with a smile on his face. He came up to my face, and he pushed the clothes into my hands. His body towered over mine. He must've been at least six foot five. I was only five foot seven. 

"My name is Mike. You will call me daddy, sir, or master while wearing these clothes. Got it?"

"Yes...I got it." I said, really wanting that money. 

"Go get dressed."

- - -

I walked into his bathroom, put his clothes on the sink counter, and I stripped out of my clothes. My skin felt cold in the room as I stood there naked. I took a deep breath, and I grabbed the bra off the pile of clothing. I slipped it over my chest, and I looked at myself in the mirror. The bra fit me well enough, though it did feel a bit tight. My nipples rubbed against the cups, but it didn't feel bad at all. 

I put on the panties next. My dick felt a little compressed in them, but I was glad it wasn't too tight. I really appreciated how airy my under regions felt with them on, and the fabric was cool against my skin. I put on the dress next. None of the clothes were as weird on me as I thought they would be. In fact, I felt kind of sexy. I gave myself a once-over in the mirror. I looked like a lesbian pretty much. A girl with her hair cut short. 

I sucked in some air, and I opened the bathroom door. I thought I heard a camera flash somewhere, but I didn't see any so I didn't think any of it. I saw Mike sitting on the bed. 

"Colin you look so fucking hot," Mike said. I blushed, and I looked down at my feet, hesitating. "Come here, kneel down in front of me."

I did what he said, staring up at Mike as he sits on the bed. The carpet was soft against my legs and palms as I knelt. 

"Remember what daddy said to do?" Mike asked. I slowly nodded. I closed my eyes.

"I'm a sissy bitch, daddy. I'm Colin, and I love to suck cock so much." I finish, and Mike stares at me with a frown. He shakes his head. 

"That won't do, not at all." Mike made a tsk tsk tsk sound.

"What?" I asked. "What do you mean!" I start to stand. 

"You forgot to say that you love to suck for money like a prostitute. Don't make me spank you, bitch." 

"Wait!" I drop to my knees again. "I love to suck cock for money, like..."

Mike stares at me hungrily, waiting for me to finish it. "Like a prostitute."

Saying that to someone I didn't even know made me feel so humiliated. This guy was different than anyone I had ever met. His eyes met mine, and I glanced away immediately. 

"You have permission to suck daddy's dick now. Suck it, bitch." Mike pulls his cock out of his pants, and he's already hard. Holy shit, his cock is easily at least 9 inches. It throbs in front of my face. Mike lays back on the bed, and I hear a slapping noise as he strokes a little bit. 

I think for a moment. I could turn back now and leave, I could just go. But his cock looked so amazing. I wanted to suck it. I rise from the floor and climb onto the bed, and I see Mike smiling at me, or past me I couldn't tell. 

"Give daddy your hands, Colin. You're a good sissy, right?" Mike questioned me. 

"Yes, daddy." I stretched out my hands for him, and I looked at him as his hands traveled behind his back. It came back in front of him, and I started to shake as I saw him holding metal handcuffs. I held back protest, worried that he'd reduce the monetary pay. 

"Good boy, good job keeping your hands there. You're a good sissy." I blush again. Mike snapped the cuffs onto both of my hands, and then he laid down again. "Suck it." 

I neared his cock, positioning myself between his legs. He looked down at me with a sneer, but I didn't care. I propped my hands against his thighs, and his dick slapped my face. I stared at it with shock and arousal, and I licked the tip. 

"Good job, Kirsty." 

"Colin." I reminded. Mike didn't say anything. I stare at the length of his cock, and I worried about getting it all in my throat, it was so big. I put my lips on the tip and started swirling my tongue on the tip. Then I took a few inches in my throat, sucking it slowly. His dick was so hot in my mouth, his flesh warming up my throat. His mushroom tip felt so good as he pushed into my mouth. 

I then felt Mike's hands grab my head, and I stared up at him, confused. He started pushing me up and down on his cock faster than I expected. I started going farther and farther down the length of his cock, and it slammed into the back of my throat. I audibly gagged, but he kept pounding me. The pace increased until he was slamming in and out of me. He was skull fucking me like a bitch. I frantically breathed through my nose, but then I felt a slap against my face and I whimpered on his cock. My air supply started draining. 

I felt another slap as Mike moved one hand away from my head, relenting slightly. My throat felt like it was being torn up from the amount of thrusts. My lips were going to be bruised after this. 

Throughout this, the sound of Mike's moans echoed throughout the room. His dick quenched any sort of resistance I could put up. Despite the forced breath play, my dick was protruding from my panties. I felt a weird feeling building up in me as he continually forced me to submit to his desires. 

Suddenly, a liquid shot into my throat, and I started choking on his cum for a moment until it sputtered back out against his dick. He held his dick there until he heard me swallow. I swore I was crying by the time he let his dick flop out. His soft dick was fucking bigger than my hard dick! How! I coughed against the bed, and then I felt something around my neck. 

"Mike? You're hurting me!" I croaked. A cloth appeared over my face, and a weird smell infiltrated my nose. I lost consciousness within seconds. 

- - -

I woke up on Mike's bed, a bit dazed. I noticed Mike by the door, fiddling with something. I tried to stand up, but my legs didn't want to cooperate. I tried to call out for Mike to ask what happened, but I felt something wedged between my lips. I grabbed at my mouth, and I felt a ball in my mouth. Holy shit, the fucker ball-gagged me! I frantically tugged at my head, but it wouldn't budge, the strap was secured in such a way I couldn't get it. 

Mike heard me struggling on the bed, and he turned, holding a camera. I watched with horror as he approached me, filming me as I struggled on the bed. I screamed into my gag as he climbed onto the bed. He grabbed my legs and pulled me toward him. I stared up at him with puppy dog eyes, but he shook his head. I let out a loud cry of frustration, but was met with a hard slap. 

The man who had lured me inside now straddled my hips. The camera still watched me, documenting him touching me. "Mmmm!" I yelled. Mike shook his head again, and he gave me an even harder slap. 

"You are not leaving this house ever. You're my bitch now. You're my fuck toy, my slave, my cumslut, my personal toilet. You're going to service me whenever I want it, wherever I want it. The only time you will leave this house is with a nice shock collar that only I control. And you will wear it with pride in public as I make you my sissy wife. You're so fucking perfect. I love you." And with that, Mike finished his speech by kissing the ball gagging me. 

I stared at him, tears streaming down my face as my new reality set in. 

"Don't worry, I won't auction you like the others, I'm retiring from the slave trade. I just needed someone to keep me company, and you're that person. Colin Cotton from 945 Salem St. I have your social security number, I have your id, I have everything that gives me info on you. I fucking own you bitch. I have footage of you agreeing to this, and I have the chat messages, plus a bit of photoshopped embellishment."

"Mmph!" I cried, drool dirtying up my dress. I rolled around on the bed as he cruelly continued to fill me in on the details. 

"I'm going to make you my willing slave. You're mine. I will break you eventually, and sometimes you'll get to cum. I hope you don't make me cage up that pretty cock. Now, I'm going to give you an opportunity to prove how happy you are to be my live-in slave. You're going to make me dinner, and if I don't like it, I'm going to fucking rape you, and then I'm going to let anyone that pays even ten bucks rape your tight virgin ass. Got it?" 

End of Part 1