To say that it was slow night at the dive bar I worked at was an understatement, the weather outside was dreadful and there was only single soul in the bar besides myself for the last two hours. Not that I minded, I would be going home early tonight and would need every minute to fight through the weather. At fifteen minutes before close, I was most of the way through closing up and I planned to be locking the door behind me on my way out the minute the clock struck eleven.
The single customer at the end of the bar rail had been nursing drinks all night and was taking his sweet time about it. I was a little miffed that he didn't just pay up and leave but he was cute and he still had another fifteen minutes before I locked the doors on him.
I printed him off a fresh check and politely reminded him that we were closing soon.
For one of the few times that evening he spoke up, "You have any plans for tonight?"
"Nah, in this weather I am just going home after we close."
"They let you close up by yourself?"
"Haha, yeah the owner left earlier today and as you can see we are really busy today."
He leaned in and slid over three hundred dollar bills. "You want to make some extra money?"
I could feel my heartbeat quicken a little bit, something felt a little off about him but he was cute and I was horny.
"What do I have to do?" I asked nervously.
"Tonight, I want you to strip naked and entertain me for a few hours."
I could barely manage a response over my wildly beating heart. I hadn't been laid in months and my cock was near desperation for attention.
"I'll need,... to lock up first." I stuttered out.
He nodded in agreement and I hurriedly locked the front door and drew down the blinds so that no one will see.
I nearly ran to the front door and locked it quickly, drawing a deep breath I calmly walked over to the window in slow deliberate steps trying my best to maintain my composure.
Once the curtain was drawn and I was certain that no one was going to disturb us, sat on a nearby chair and meticulously started to disrobe. My dick, already embarrassingly hard, made for an awkward show as I tied my boots back on. I folded my clothes on the table and walked over to the man slowly giving my hips a bit of a feminine sway.
"What do you think?" I gave him a twirl of my body, thankful that I was well, groomed down there.
He only nodded his head in approval. He reached over the side pulled out the black duffel bag he walked in with. He pulled out a clear plastic chastity lock, "If you do a good job tonight, I'll make you cum in addition to the cash. Deal?"
"Deal."
I tried my best to take my mind off of getting sex making my cock as flaccid as possible so the lock fit snuggly around my junk.
"You're a slut aren't you?" He asked as he finishing locking the cage.
My cheeks answered by turning a deep crimson.
"I like sluts."
"You've been with a guy before?"
I turned even deeper red. "Yeah, my dad's buddy paid me to sleep with him."
He laughed, "bit of a whore too, huh? You ever sleep with a woman?"
"It was just the one time, I didn't even ask for the money, and yeah, I've had girlfriends before. I just like cock better."
"Fair enough. And how old are you?"
"Eighteen and a couple weeks."
He dug through his bag and pulled out an anal plug and some rope. "While you are behind the bar, you are going to be wearing this," holding up a anal plug. "It's a vibrating model with a small electric shock on remote, so I can give you a little shock when you aren't being slutty enough for me."
"Ok." I smiled and simply bent over and spread out my cheeks so the plug could go inside. It felt a little odd at first but I quickly adjusted and he tied the rope around my groin to make sure it didn't pop loose.
I picked myself up off the rail, my hormones driving me crazy; my cheeks burned hot, my heart wanted to explode out of my chest and all my mind could dwell on was the size of his cock.
I blurted out right there and then, "I really want to suck your cock."