It was a typical Saturday night for Jason Anderson. He was on his way home from yet another keg party; alone as usual. The only difference tonight was that it was Halloween and instead of his typical t-shirt and jeans, Jason was dressed in a tight black shirt and pants with a white skeleton emblazoned on the front. Jason chose a lightweight costume knowing how warm it was expected to be. The thin material hugged his athletic frame, showing off not only his muscles but also his package, a fact that he hoped to use to his advantage.
Jason had gone to the party hoping to hook up with his longtime crush, Erica. Although she was at the party, and looked stunning in a slutty nurse costume, she was much more interested in Derek, the quarterback of their school's football team.
Jason is an awkward eighteen year old high school senior who, though handsome with a good body, had never been very comfortable or successful with the opposite sex. He dated a few girls but never made it past first base and had hoped that Erica would be the one to help him out of his rut.
While driving home, Jason called his friend Scott to see when he finished his shift at the hotel.
"What's up?"
"Still working. I'm on the late shift tonight. How was the party?"
"A total bust."
"That sucks. You should swing by the hotel. There is a crazy party going on. You should see the outfits that these women are wearing."
Jason thought it over for a few moments before responding. Scott had been his best friend since grade school and always looked out for him. The past few times that Scott tipped him off to a party at the hotel had proven to be worthwhile so he decided to head over and indulge in some free drinks instead of going straight home.
"Alright, I'll be over in a few."
"Come in the back door, just like last time. I'll be there."
"Cool, see you in a bit."
Jason hung up and took a quick right turn, changing course for the hotel.
Scott worked in the catering group of the biggest hotel in town. During the spring and summer months the massive hotel was filled with sun worshipers and beach goers, but during the fall and winter it mostly as a convention center. Large groups often booked the banquet hall for various parties, attracted by the cheap off-season rates.
Jason pulled his beat-up Jeep into the employee parking lot and parked in the far corner. He weaved through the parked cars as he made his way to the service door that his friend left propped open for him. Nearing the door he could make out the silhouette of Scott in the shadows of the building, smoking a cigarette while waiting for his friend.
"Hurry up would you. I've got to get back on shift, we are getting slammed in the kitchen tonight." Scott called out to him.
Jason picked up his pace and without skipping a beat followed his friend into the bustling kitchen.
"Sorry, I got here as quickly as I could."
"No problem. I'll get you in and catch up with you later when my shift is over."
Scott led his friend through the kitchen and past the staging area.
"Hey, what's all this?" Jason asked, pausing in front of a pile of boxes.
"That stuff is leftover from the casino room that they set up earlier. I think it was some sort of charity thing.
Jason's hand slipped into the open top of one of the boxes and pulled out a fistful of poker chips. His friend snapped him out of it as he stared at the plastic coins.
"Come on, I don't want to be late for my shift again."
"Ok, let's go." Jason said and pushed the chips into his pocket hoping that he might be able to play a little poker at the party.
"Here, put this on. I'll catch up to you later. Have fun in there." Scott handed him a black mask and then hurried back to the kitchen.
Jason waved back at his friend and pushed through the swinging door into the large ball room. As he strode through the door he felt someone grab his arm and pull him aside.
"Not so fast!" A voice snapped at him from behind.
Jason couldn't believe that he was busted already.
"Everybody has to wear their mask. Let me help you with that." He was relieved when the mask was snatched from his hands and reappeared in front of his face. A pair of hands tugged at the mask from behind before finally releasing him.
"There you go. That mask won't be going anywhere now." The voice had acquired an assertive tone.
Jason surveyed the room and saw that everyone was wearing an identical mask. It was a black half mask that covered the top part of your face, effectively obscuring the wearer's identity. The mask was made of thick fabric with thin firm ribs running through it that caused it to form to the curves of the wearers face when tied tightly, as his was. The mask covered the wearer's cheeks, eyes and forehead, while leaving their nose and mouth exposed. He saw that the back of everyone's head was adorned with a black silk ribbon tied into neat bows and assumed that his was no different.
Looking over his shoulder to see who had grabbed him, he caught a glimpse of a lanky blonde from behind as she passed through the door into the kitchen.
Jason headed straight to the bar, hoping to get as many free beers as he could before his friend's shift was over. The room buzzed with energy as he made his way through the crowd. The crowd appeared to be older, Jason's initial reaction was that they were his parent's age, and everyone was wearing all of the standard Halloween costumes. The men wore the standard togas, police uniforms, and vampire get-ups. The women were dressed in every conceivable costume imaginable but they all had one thing in common. Despite their age, the women all wore costumes that left little to the imagination.
Jason eyed more than one slutty nurse that put his Erica to shame. One in particular caught his attention. She was a tall blonde with a huge chest. Her costume was a white one piece nurse's outfit. The bottom half was a very short skirt and the top half was a form fitting short sleeve collared top. Running the length of her torso was a zipper that was pulled down enough to give anyone interested a clear view of her breasts encased in a thin red lace bra. Her legs were covered by a pair of red thigh high stockings held up by a red lace garter belt that matched her bra. He knew that she was wearing a garter belt because her skirt ended several inches above the tops of her stockings. Between the red nylon and white skirt, Jason's eyes dances across the soft milky flesh of her thighs which was accented by her red lace garter strap.
Jason's attention was focused on the blonde nurse while he took his first swig of his beer. Leaning against the bar, Jason surveyed the rest of the room. At the opposite end of the room was a large stage, empty but for a tall man in a tuxedo and a woman walking out from behind the curtain. He watched as she strode across the long stage and stopped next to the gentleman.
"Ladies and gentlemen, do I have a treat for you! Our next lovely offering of the night goes by the name Rebecca, and doesn't she look stunning?"
The already raucous room erupted with hoots and hollers as the woman on the stage bowed. Jason's mouth dropped open as he finally took time to notice her outfit. Tall with a delicate frame, she wore what appeared to be a fairy costume. In reality it was little more than a black satin leotard with black ruffles over each of her breasts and an unbelievably short ruffled skirt around her waist.
He watched her on stage, first bowing and then doing a curtsy for the crowd. Jason couldn't believe what he was seeing. As she knelt down to curtsy, she took the hem of her skirt in her hands and lifted it up just enough to give the crowd a brief glimpse of the fabric framed between her milky white thighs. Even though her costume revealed nothing more than a bathing suit would, the fact that she was so proudly displaying herself on stage added to the sexiness of it.
"Would you get a load of that one!" A hand slapped him on the shoulder as the man next to him at the bar spoke.
"Wow!" Is all he managed to say in response.
"You're telling me."
Jason finished off his beer as fast as he could and ordered himself another before pushing his way through the crowd for a better vantage point. He made his way through the sea of short skirts and long legs until planting himself yards from the stage. He watched as the woman continued to flaunt her body. She wasn't stripping or showing off anything that her skimpy costume didn't already reveal but she still managed to get the crowd excited by bending, stretching, and doing a sexy little dance.
The man on stage was speaking into a microphone, but Jason's attention was focused on the woman. He stared openly at her long bare legs and dreamt of burying his face underneath her skirt. He didn't care that she appeared to be his mom's age; he wanted to spread her legs and fuck her. Jason had never really spent much time fantasizing about older women, he had plenty of options her his age, but seeing so many older women in sexy outfits was having the expected effect on him. He felt his penis slowly coming to life as he watched the woman on stage. His manhood swelled against the thin tight fabric of his costume.
Suddenly, the crowd erupted again and she walked towards the stairs in the middle of the stage. A man from the crowd met her and handed something to the man on stage before taking her hand and escorting her through the crowd.
Jason watched the couple disappear into the crowd, stopping when his eyes found something almost familiar. The sight before him was familiar in that he saw a man wearing the same costume that he saw his father wearing earlier in the night, but something else was unfamiliar; the person on his arm. The man wore green lederhosen and a white button down shirt, and from the details Jason was certain that it was his father. However, the person on his arm was clearly not his mother. She was dressed as a french maid, only barely covered in black satin trimmed with white lace. Her neckline plunged between her ample breasts, offering a perfect view of her soft flesh. Her legs were covered by black fishnet stockings that ended in white lace trim, topped with a black satin bow, below her short skirt and her feet were encased in a pair of black high heels.
What tipped of Jason that it wasn't his mother, aside from the fact that he knew she would never wear something that revealing, was her height and her hair. The woman next to his father had short blond hair and was shorter than him. His mother was about the same height as his father with thick brown hair.
Normally, he wouldn't pay much attention to someone in a crowd next to his father, but he couldn't help notice that his father's arm was around her waist and they were standing much closer than two friends or strangers would normally stand.
