My name is Kara. I was nineteen when I began my journey into BDSM, and sexual exploration as a submissive. I was a waitress at a bar. I had been working there since I turned eighteen. There was this regular who came in almost every night, alone. He looked like a successful business man, always wore his work suit, and had his briefcase with him. He was quite older than me, probably mid to late 30’s. He would order a rhy and coke, watch the game on tv, then two hours later would leave a tip, and be on his way. Lately I had been noticing him looking at me. My job as a waitress demanded that I always wear a plaid skirt, and tight shirt. So, it was common for the men to check me out from time to time. But this man...his eyes were intense. When I caught him starting at my tits or ass, he wouldn’t quickly glance away. It felt like he was staring me down.
I was cleaning up a table close to him, when I felt my wrist being grabbed. I turned to face my admirer. " I'd like another drink." he said, almost demanding it seemed like.
"I'll be right with you."
I shortly came back with his usual. "I don't believe we have me. I'm Nick.'' "Kara" I said, reaching out my hand to shake his. Nick took my hand and raised it to his lips, and kissed it gently.
"Pleasure to meet you Kara. Been working here long?"
"A little over a year now”
“And you like it here?”
“Yeah, it’s pretty fun. I like to interact with people, so serving is ideal for me.”
“Is that right. You like serving people, do you?”
“Well yes…” Nick quickly interrupted me.
“Kara, can I be blunt with you? You must have seen me starring at you on more than one occasion. I can’t help it, you are just so….beautiful. Please, let me take you out some time. I promise, you won’t regret it.” I hesitated for a moment,
“Well, I….I really shouldn’t. I don’t think it would be very professional of me.”
“No one has to know, here’s my number incase you change your mind” he reached down in his pocket, and handed me a business card, and with that, he left. One of my co-workers, Sally came over.
“Shit, did I just see right. Did Nick Douglas just give you his number??”
“The guy is stinkin rich Kara. Haven’t you heard of Douglas Enterprises? That’s his company. He can get whoever he wants, and he’s been eyeing you down for weeks. Damn, I’ve been trying my hardest to get his attention, but nothing’s worked.”’
“Wow, should I call him then?”
“If you won’t, then I sure will.”
I left work. When I got home, it was past 3am. Too late to call. I waited until the next day. I called at about five pm. We made small talk for awhile, then he asked if he could pick me up for a date that night. I said sure, gave him my address and he said he’d be there at eight. I decided to dress a little sexy, since the man already had seen me in a mini skirt often. I wore a black cocktail dress, that was low cut and showed off my DD breasts well. I wore a pair of lacy panties, with a matching bra, and knee high leather boots. Nick picked me up right at eight. He commented on how sensual I looked. I asked him where we were going, and he said that he wanted to show me his house. This made me a little nervous, until he pulled up to a luxurious mansion. He gave me a quick tour, then lead me to the den, and poured me a glass of red wine. We drank, and talked together. I really enjoyed his company. He was not like any other man I had met. Then, he slowly leaned in, and kissed me. Our tongues met, and circled each other. He pulled away, kissing my neck, then moved up to my ear and whispered “I’ve wanted you for so long now.”
I became so wet hearing those words. I started kissing him again. He ran his hands over my breasts, his touch sent me shivers down my spine. He slid off my dress, and undid my bra. It fell to the floor. He instructed me to get up in front of him, and I did so.
“Take off your panties for me” I slowly stepped out of them. Nick reached forward, and pushed his fingers up to my slit. He pushed one finger inside of me, and then another, feeling my wetness grow. “Kara, do you trust me?”
“Close your eyes then” I did so. I heard Nick get up, then a felt a cloth go over my eyes, and felt it being tightened around my head. He had blindfolded me. Then he took my hand, and lead my to another room. He sat me on a bed.
“Do you know why I chose you Kara?”
“Yes. I chose you. You always take orders so very well at work, I knew that you’d take orders just as well in bed. You’re going to be my little slave Kara. And you will do as I say, or else.
Or else what I thought, but before I could retaliate, I felt his cock push itself into my mouth. He held his hands at the back of my head, and pushed it forward, right to the back of my throat. I gagged on it, then he released me.
“Suck that cock, now!”he demanded. Scared of what he might do, I did as he said. I moved my tongue in circles all over the head of his cock, and inched my head back and forth, taking more of his cock in my mouth. I tightened my lips all over his cock, as I bobbed my head back and fourth. Nick moaned as I sucked him.
“Oh, such a good girl. You are great at that.” Then, he pulled his cock out of my mouth. He pushed me down. I felt my hands being tied above my head, and then my legs tied apart. He climbed on top of me, and I felt something rubber go into my mouth. It was a gag. He got in between my legs, and I felt his large cock enter my tight pussy. He felt much too big for me, it took him several thrusts to get his cock all the way in. He started fucking me hard, and fast. I moaned out into the gag. He pounded my tight little pussy so hard, I thought I would break. But, it felt so good. He then untied my legs, and pushed them forward so they were at my head. This let him go deeper inside me. It hurt for a man of his size to be in so far, so I tried to push him away a bit, but Nick did not like this at all. He pushed my legs down , and fucked me even harder and faster. It hurt so much, but Nick doing whatever he wanted to me, turned me on all the more.
He undid my ties on my arms, and bend me forward, doggy style. He shoved his dick into my tight hole, and smacked my ass hard. He slowly pushed up a finger to my ass, then shoved it in slowly. I moaned hard into the gag. He stretched my ass with one finger, then put in another. I had never been filled up in two holes at once, it hurt but felt so damn good. He slowly pulled his cock out, and took my gag out.
“Suck your pussy off my cock”
He pushed my head forward and I began licking the juices off of him, I pushed my head forward , opened my mouth wide, and he fucked my mouth. He slammed his cock back and fourth into my mouth, and I took it all. Then he pushed me back onto my hands and knees, and I felt the tip of his cock at my ass.
“No, please don’t”!” Nick smacked my ass hard.
“You do as I say!” I felt the head of his cock enter my ass, and I moaned out. I never had a cock in my ass before, and it hurt so bad. He was slow at first, moving his cock in slowly, letting my ass get used to it. Eventually, I was nice and stretched, and his cock eased in much easier. He started fucking my hole faster, and harder. I was wimpering into the pillow, and nick moaned, loving every minute of it.
“Take it all, you dirty little whore” He kept slamming his dick in and out of my ass.
“Move your hand down and rub your pussy” he instructed me. I slowly moved my hand down and started rubbing my clit. The pain suddenly turned into pleasure. I began to moan louder and louder. My finger rubbed my clit faster, I felt an orgasm building up.
“Cum for me, NOW!” he demanded. I felt my pussy contract, and waves of pleasure erupted from my body as a came all over my hand. I was dripping wet.
“’Good girl. Now it’s my turn to cum.”He unblinded folded me so I could see his huge cock in my face. He stroked it up and down in front of me.
“Open your mouth. You’re going to swallow every last drop.” I did as he commanded. With that, Nick shot his warm load all over my tongue, and into my mouth. I pushed my tongue back, and swallowed every drop of cum, just as he told me to.
After that, we both got dressed. He drove me back home. Before I got out of the car Nick asked me if I enjoyed myself. It might sound crazy, but, I loved how he humiliated me. It was the best sex I had ever had, so I said yes.
“Good. I’ll see you around then”’ and with that, he drove away. I went to bed that night with a huge smile on my face, hoping that Nick would come see me again, and soon.