Post Work Fun

By Amanda Red

There was something about the way his icy blue eyes looked at me and the cool tone that he spoke in that was getting to me. I was sensing something mysterious about him. He was alone and asked to be seated in the corner of the tiny dinner. He wasn’t dressed fancy just plain jeans, black sneakers, a black tee shirt, and a black hat. I didn’t recognize him. Normally people went to better places to eat. We were on the outskirts of San Fran. I would have remembered him if he came in before, he was gorgeous. He was built amazingly. I could see he had a few tattoos on his arms. It was a slow night at the diner which I liked. I was able to stand in the back and watch him. I couldn’t help myself. I just felt drawn to him. Due to the diner being unusually slow, my boss told me I could leave when this guy left. I was excited about that. I was getting his check for him. I laid his check on the table but as I began walking away he grabbed my wrist.

“How about a coffee?” he asked softly. He took me by surprise with the softer tone and the last minute request.

“Sure. I’ll go get it for you right now,” I tried to hide my disappoint when I replied. He chuckled a little and for the first time that night I saw a small smile cross his face.

“No, I meant can I take you for a coffee? I overheard your boss saying you could leave after I did.”

“Oh. Um.” I was really surprised now. “I don’t know.”

“Look you’re a beautiful girl and you have been great for me. I would love to take you for coffee.”

I blushed from the comment but wasn‘t sure what to think. I didn’t feel beautiful under my glasses and crazy red hair and in my worn in work clothes. “Do you take all the waitresses that serve you, out for coffee?”

“No. Just cute ones such as yourself. Do you have a boyfriend or something? What’s the harm in coffee?” He was still smiling.

“Alright. I’ll get a coffee with you.” He handed me money for the bill and told me he’d wait for me outside. I finished a few things and then went out to him. He said we could go in his car. He was sweet. He led me there with a gentle hand on my back and opened the door then helped me in. I noticed how clean it was and that there was only a duffle bag in the back. We pulled into a Starbucks. He once again opened the door for me. We ordered our drinks then sat down at a small table with big comfortable chairs.

“So your car is really clean. I don’t think I have ever seen a guy’s car so clean,” I told him. His eyes twinkled again. Those blue eyes were amazing. So beautiful like they were smiling with him.

“That’s just a rental. I’m here on… well for work,” he answered.

“What do you do?”

“I’m an actor of sorts. Do you do anything else besides serving?”

“Nope. You’re sweet. Not a lot of gentlemen around here.”

“I’m not as nice as you think,” he told me with a playful smirk. I raised an eyebrow. “I can be mean.”

We heard two girls getting excited and then the rushed over and starting gushing about Derrick Pierce and how awesome he was in his videos. It was the first time, I heard his name. He politely asked them to let us be and offered an apologetic smile. “So I’m Derrick Pierce. As they said, I make porn.”

“You’re the king of porn.” He laughed at my reply. “Not sure how to take that.”

“Well you haven’t run yet. You must be curious.”

“You drove, Derrick FUCKING Pierce. My car is at the diner, remember? I need you to get me back there. Curiosity killed the cat. I am not a cat.”

He leaned across the table toward me. His face was inches from mine. “Should I take you back?” I bit my lip. “Answer me, Amanda.”

“No. Maybe I am a little curious.”

“That’s what I thought, let’s go.” Before I could protest, he grabbed my wrist and pulled me from my chair. We walked out together the same way we came in. His hand was planted more possessively on my lower back as he led me out. He drove over to his hotel which was just across the street. He parked and grabbed his duffle bag. He didn’t open the door for me this time. I watched as he stood at the hotel door and snapped at me to hurry me along. I was astounded how fast he was moving now. The whole evening he has been moving slow and calmly but now he was quick and determined. I took my time climbing out of the car and walking over to him. As we waited for the elevator he gave me a cross look. “You’re awfully slow.”

“Like hell. I wasn’t slow all night when I was serving you. Forgive me for not running all over now that I am off.”

He arched and eyebrow at me and walked into the vacant elevator. “ Don’t get lippy with me.”

“Excuse me? You’re the porn star dragging a waitress to your hotel room.”

He smacked my ass sharply just as the elevator landed at his floor. There were people waiting to come on so he put on a smile and wrapped a strong arm around me tightly. “You’re going to regret that comment, Amanda,” he whispered into my ear as he pulled my body tighter to him as he led to his room. He opened the room door and not so kindly shoved me in. He told me to strip before the door was even shut. I crossed my arms at him. Good god, I barely knew the man and he was already making demands for my naked body. “Are you always this argumentative?”

He walked past me and dropped the bag on the bed. He sat down and then pulled his shirt off. I couldn’t believe the beauty of his tattoos and just how toned his body was. I decided to give in a little and took my shoes off and my polo so I was just in a tight tank top and my jeans. I walked over to him and sat in the chair across from him. He motioned for me to go to him so I did and he pulled me down so I was sitting on his lap. “Listen mama, you have two options right now. One, you do as I say and we will be golden or two, you keep acting like a brat and go put your shirt and shoes on and I take you back and you don’t get to play. What’s it going to be?”

I looked at him trying to gauge his sincerity about the statement. I didn’t honestly believe he meant it but he looked so serious. I wasn’t ready to give in so I got up and went to put my shirt back on. Once again I was amazed by how fast he moved. “Ok, option two rephrased, you make things more difficult for yourself and I use you anyway. Got it? Good.” He pinned me with my back against the wall as he unbuttoned my jeans and pulled my tank top off. He held my arms above my head with one hand and buried the other inside of my panties, reaching in the folds of my flesh. He gave my an aggressive kiss before letting his lips and teeth travel down my neck and across the tops of my swelling breasts. His soft lips felt amazing. I felt tingles of pleasure shooting up my spine and goose bumps spread across my body. He let go of my arms and yanked my jeans and panties off. He grabbed a fist full of my hair and pulled me across the room to the bed. I tripped over my jeans and almost fell but he caught my arm and yanked me over to him. I watched intently as he pulled of his jeans. He pulled me close and whispered into my ear, “Are you going to listen to me now? Going to be a good girl? How about it, Amanda?” I nodded my agreement. He grabbed my chin tightly and forced me to look at him. “I’m going to teach you some manners. You will do what I say and you will call me sir.”

“Yes sir.” He let go of my chin and rubbed my cheek softly with his thumb. He sweet affection was short lived as he pushed me to my knees in front of him. His hard cock was dangling in front of my mouth. I tried to take him in my mouth. He pushed my face away from his cock.

“Lesson two, don’t be a greedy whore. You will take what I give. Lesson three, wait til I give you permission for my cock, your orgasm, and just about everything. Now, open your mouth and leave it open.” He slid his cock in my mouth and I couldn’t help but close my mouth and start sucking on him. He roughly forced my mouth open with his thumbs and began sliding his cock in and out my mouth. I started to gag on his cock. He pulled out and told me to take a deep breath. Obediently I did as he said then he shoved his cock in my mouth again. His thrusts became shorter and more consistent. He let go of my mouth and wrapped both hands in my hair. I began sucking on his shaft. He pulled out once more and allowed me to breath before he thrust back in. After a few short, hard thrusts I tasted his sweet cum fill my mouth. I pulled off of his and sat back on my heels. “No. Get up here and keep sucking. Lesson four, don’t stop doing what you were told unless I say so. Now get on it.”

I leaned forward and continued to suck him. It was amazing how great it felt to feel him getting harder and longer in my mouth. He pulled out and starting rummaging in his bag. He pulled out a long flogger. “What?”

“Derrick, what are you going to do with that?”

“What do you think, Amanda? What was lesson one, slut?” He grabbed the leather tips holding it ready to crack it across my breasts.

I hesitated, like I was listening to him talking. I was too distracted by his body. “Uh, obey you?”

He arched an eyebrow at me. I flinched trying to prepare myself for the hit. “Sounds like you’re not too sure, dear.” He dropped the tips to his side. “That is part of all of them, slut.” He cracked the flogger hard on my unexpecting tits. I let out a loud gasp. My tits throbbed. “Well what is lesson one? Don’t make me have to remind you.”

My mind was reeling. I just couldn’t remember. The flogger cracked across my tits again.

“I’m sorry, sir, but I forget.”

“You just corrected yourself but that’s not enough.” Once again the flogger cracked on my breasts.

“Call you sir!” my desperation was obvious in my answer. He cracked the flogger across my now red breasts.

“I had to remind you, Amanda,” he replied as if he actually felt bad about it. He grabbed a fist full of my hair and yanked me up and threw me on the bed. “Get on your knees there.”

I did as I was told. He pushed my face and shoulders down. My breasts rubbed uncomfortably on the bedspread. He spread my knees more. I shifted nervously. My legs were spread wide, leaving my pussy open and vulnerable. Derrick knelt on the bed behind me and laid the flogger on my back. He started rubbing my clit. I raised my hips to meet his hands. He ran his thumb down my slit hard. He pushed his thumb into my wet pussy. I moaned softly. Finally I was getting some attention from him. It was short lived. He ran his damp thumb up to my ass and started pressing hard on my asshole. I tried moving away but was rewarded with a hard slap on my ass. He continues pressing his thumb on my ass until it popped in. “You have a nice tight pussy and ass. I like it.”

“I’d prefer you not stretch them out.”

“You’re still mouthing off. That isn’t smart for someone in such a compromised position,” he told me as he wriggled his thumb around in my ass as if to remind me it was there. “Lesson hmm,” he paused and drummed the fingers on his free hand on my ass like he was remembering how many he had said already. “Ah yes, lesson five, be respectful. I thought you would have figured it out by now but apparently not.”

He smacked my ass again and pulled his finger out of my ass. He grabbed the flogger from my back and softly drug it over my ass and pussy. Quickly he snapped it down on me hard. It hurt so bad. The flogger covered most of my ass and hit my pussy, but the assault didn’t stop. He continued to flog my ass and pussy. He hit at different angles and sides, aiming for my pussy and/or sides of my ass. Over and over again, the flogger like teeth continued to bite into my ass. I was squirming and whining. He told me to keep my ass up and legs spread a few times. After what seemed like eternity, he slowed his pace til he eventually stopped. I heard the flogger fall to the floor then felt his cool hands touch my sore ass. Slowly he rubbed his hands over my ass and pussy. I wasn’t in control of my body anymore. He was. He had broken through and now held all control of my body. My pussy jumped when he touched it and spread my wetness up over my ass. He slowly slide his cock up my thighs and along my slit. Ever so gentle he slid his cock across my pussy. I wanted more than that. He held my hips in place to prevent me from moving toward him and trying to speed up the pace. He leaned forward over my body and leaned close to my neck. My body fell flat on the bed under his weight. He gave me a few nips along my neck as he made his way up to my ear.

“Are you being a greedy whore?”

“No, sir”

“I think you are being a greedy whore. Wasn’t it one of your lessons not to be a greedy whore?”

I swallowed hard. There was no denying I was. I wanted him to fuck me. I wanted him to fuck me hard and fast. I wanted him to pull out my orgasm. “Yes sir.”

“That’s right. Now are you being a greedy whore?”

“Yes sir. I’m sorry.”

“What does the greedy whore want?” I was silent. I didn’t know what to tell him even though my pussy was crying out for him to fuck me hard. He petted my hair. “Its ok, Amanda. Tell me. What does my greedy whore want?”

“I want you to fuck me. Fuck me hard. I want your cock pounding me, sir.”

“Who wants that?”

“I do, sir.”

“No. I think the greedy whore wants it. Am I right?”

“Yes, sir.”

“Now tell me who wants it.”

“This greedy whore wants it, sir.”

“That’s better. What a good greedy whore. I suppose just this once I can give the greedy whore what she wants, would you like that my greedy whore?”

“Yes sir. Please.” He leaned back up and his cock into my very tight ass. I let out a cry. This was not what I wanted. He started fucking my ass hard. I started begging and pleading with him to stop. With out missing a beat he started talking to me.

“Isn’t this what you wanted? You said you wanted me to fuck you hard. You want my cock pounding you.”

“I wanted you in my pussy not my ass, sir.” He still didn’t slow.

“Oh well you didn’t clarify.” He smacked my ass. “You just said you wanted fucked hard so that’s what I am doing. Anyway, did you really think I was going to give you, the greedy whore, what you wanted? I told you not to be a greedy whore and you admitted to it.” I was silent aside from my moaning in pain. He was playing a twisted game and I didn’t realize it. He yanked my head up by my hair. “Answer me, you greedy whore.”

“No, Sir.”

“That’s right. Do you think you deserve my cock in your whore pussy? Do you deserve to have an orgasm on my cock?”

Once again I was silent. I wasn’t sure if I was mad, sad, happy, or what. Of course I wanted his cock in my pussy. Of course, I wanted to orgasm. He smacked my ass again.

“If you’re not going to answer me, then shut up and take it.” He let go of my hair and pushed my face down. He held me there while he continued to fuck my ass. I was trying hard not to beg him to stop. As he was fucking my ass, I felt his warm cum fill me. Slowly he pulled out.

“Don’t move.” I think I was too sore to move but none the less, I stayed still. I heard him going through his bag again. I wasn’t able to see what he was getting. He showed my a small round anal plug and made me lick it. After it was thoroughly moistened, he took it back and pushed it into my ass. “That’s to keep my cum in your ass. Consider it your reward for taking it. Or whatever makes you feel better.” He laughed. “You can get up now. Put your clothes back on for now.”

I raised an eyebrow at him, questioning what he was doing. He was getting dressed himself. He silently pointed at my clothes so I obeyed. He washed his hands. Then grabbed his keys. He wrapped an arm around my waist and led me out the door. We took the elevator down and went to the car. He remained silent and ignored me questioning him about where we were going. There was silence the entire ride. He pulled back into the diner parking lot. He got out and opened the door for me. He politely walked me to my car where he gave me a kiss on the cheek before turning to go back to his. “Derrick, what about the… you know?”

“Keep it, Amanda. As a reminder of me. I’ll see ya around. I had fun.” Before I could reply he was back in his car and heading off. A few of my coworkers were nearby and giving me questioning looks. I ignored them and got in my car. I wiggled a little feeling the plug in my ass and smiled to myself.