Our company has a Halloween Party every year and for the most part, I have simply ignored attending, or attended and simply left after a short visit. This year, I decided that I’d go and dress up in a full regalia as a pirate. I even decided to go so far as to have a professional make-up artist do my make-up, so one would know who I was, just for the fun of it.
Everyone who attended the Party dressed up and for the most part, folks were quick to figure out who was who behind the masks and masquerades. I, however, had complete anonymity, since I had never dressed up before and attended the Party in costume.
I spied Roxanne, a girl that worked in sales, a very youthful, buxom blonde who was sporting a sexy nurse’s tunic and nothing else, that showed off her gorgeous bare legs. I sauntered up to her and in my best pirate voice, I whispered,
“Hey ‘dare m’aity, do you have anything that might help me with my wooden leg?”
She took a step back and sized me up, from head to toe and then asked, “What’s wrong with your wooden leg?”
I chuckled, and said, “It’s a little stiff, me lady.”
“So, you have a stiff one, do you?” she asked, proffering a very pronounced wink.
“Oh yeah,” I replied.
Roxanne looked around and then she leaned up next to me.
“Who are you?” she asked.
“I’m Jack,” I replied.
“Where do you work?” she pressed.
“In sales,” I replied.
“I know everyone in sales, but I don’t know you,” she quickly shot back.
“You know me,” I replied. “I own a pirate ship, and I’, looking for a fair lady to be my mate.”
Roxanne chuckled.
“OK,’ she said, “You’ve got me. Who are you?”
“I’m Captain Jack,” I replied, sticking to my character.
“Well, I am Nurse Roxie,” she replied. “I’m here and can either cure you or kill you. Which do you want from me?”
“Let start with curing me,” I replied. “I’ve already been killed.”
I slipped my arm around her supple waist and pulled her in close to where we stood by the snack table.
“What would you like to have to eat?” I asked, looking at all the food laid out on the tables before us. She surveyed the festival of treats and food before us and then wryly replied, in a low and suggestive voice, “How about you?”
“Baby,” I replied, “I don’t know if I’d make a good eat. The old peg leg is a bit hard to chew on.”
“That’s OK,” she replied, “I’m used to tough chews.”
I guided Roxanne out of the Party room that was located in a large ballroom at a local hotel, and down a side hallway towards the restrooms.
“You know,” I said softly, as we transitioned ourselves out of the noisy ballroom, into a more secluded and quiet area, “Your outfit is pretty damn sexy.”
“Do you think so?” she asked. “I was worried about showing off too much stuff and getting into trouble.”
“The only trouble you’re going find is in my pants,” I replied. Her eyes darted to the bulge that had formed in my trousers and then back up at me.
“It looks like you have your own private party going on down there,” she said. I leaned against the wall, pulling her in closer to myself. The top part of her nurse’s outfit showed quite a bit of cleavage. I fumbled with the top button of her outfit, as her hands found their way to my crotch.
“Hummm,” she murmured as she felt the girth of my tool, through the fabric of my jeans.
I quickly parted her unbuttoned tunic and slipped my hands on to her soft and supple side. She let out a sigh as I worked my hands down towards her hips. Her breathing became more labored as she buried her head on to my chest, my fingers probing past the elasticity of her small t-back, to explore her more intimate region.
“Who… are… you?” she pressed.
“I am Jack,” I whispered, slipping a finger into her very wet and moist vagina. She let out a small audible gasp, as I probed her deepest of pleasure points. Her hands clasped my tool, as she pressed in against me.
“Can you put it in me?” she pressed.
“Gladly,” I replied. “But we have to find a more secluded place.”
I took her hand in mine as she pulled the part to her tunic closed and we quickly made out way down the hallway and into another ballroom, which was empty, save a few stacks of chairs and tables. We found a secluded place behind the stacks of tables and in an instant, my hot little nurse had dropped to her knees in front of me, fumbling with the opening to my trousers.
“I think your peg leg needs a little attention,” she remarked, pulling my nine-inch cock out of an opening in my trousers. She stuffed my “third leg” into her open mouth and began to rock back and forth, my cock slipping in and out of her mouth. She suggestively ran her tongue down the backside of my cock, and then pronounced, “I’m ready.”
She wiggled out of her small t-back and then she dropped her white nurse’s tunic to the floor. Spinning around, she placed her hands on to a chair, her care ass facing me, and said, “Fuck me, Captain Jack, make me your slave!”
I slipped my cock up to the crack of her very cute ass. She leaned forward and grabbed the end of my tool and guided it straight into her hot wet pussy. Her pussy clamped down on my cock as I entered her from behind and then it let go, as I pushed myself, all the way in.
She let out a guttural moan of pure pleasure, as I worked myself back and forth, my pelvic bone rhythmically slapping against her butt. Suddenly, she flooded the both of us with a gush of womanly juices- something I had not expected and had never experienced before., while at the same time, she let out another loud moan.
“I’m fixing to cum,” I proudly proclaimed.
“I’m on the pill,” she quickly replied, “so cum inside of me.”
I did as she requested, shooting my load deep inside of her as she leaned forward, grasping the edge of the chair-back she was holding on to. Her knuckles turned white as she shook and trembled.
I leaned forward and wrapped my arms around her, my chin resting on her shoulder, holding on to her breasts, cupping them in my hands, as we both melted. I don’t know how long we stood there, interlocked together and simply enjoying the moment. After a few minutes of cuddling, my cock slipped out of her. She whimpered a soft, “oh no!”
I apologized, saying that I was pretty sure whatever had ailed my peg leg, was now cured. She chuckled.
“I still don’t know who you are,” she pressed as she slipped back into her t-back and I reassembled myself.
“You’ll figure it out later,” I replied. I quickly slipped out of the ballroom and left the Party.
The next day, I saw Roxanne at work, and I asked her how the Company Halloween Party went. She said it had been a wild one. She asked if I went. I told her that once again I had missed the Party because I had a last-minute health issue pop up.
“You should go some year,” Roxanne replied. “Crazy things happen at the Party.”
“Maybe next year,” I replied, as I leaned against the break room door. “First, I have to get this wooden leg issue fixed.”
Roxanne stared straight at me in silence as she processed my words.
“What did you say?” she pressed, her eyebrows arching upwards.
“Yeah,” I shot back, “I’ve broke my leg a while back, and I’ve got to get the splint removed.”
Roxanne sat at the break room in total silence.
“Maybe next year,” I said, turning to walk out the break room, “I think I have an old Captain Jack costume stored somewhere in the closet.”
The look on Roxanne’s face was simply priceless.
“Maybe,” I added, “I’ll find me a sexy nurse to work on nursing me back to good health.”
I proffered a wink and then headed back to my desk, leaving Roxanne to mull over my words and our conversation, knowing I had made a unbelievable connection with the hottest girl in the company.
