Release Me - A Halloween Story

(This is my first erotic story. Please let me know if you like it. It was cathartic to write.)

*

Jessica is deeply enthralled in her book when her doorbell rings. She gets up and grabs a basket, opens the door.

Two girls in their late teens stand in front of her wearing cliche Halloween costumes; a nurse and a cop.

Jessica says, "Aren't you girls a little too old for Halloween?" Jessica hands them mini-snickers bars.

The Cop responds, "Why don't you put on a costume and come join us, you might have some fun."

Jessica holds her tongue. She is the sole partner in a law firm that bears her name. She built it from the ground up not only because she is smart but because she is tough and does not back down from a fight. Normally she would tell these girls off but they are too young and she lets it go.

The two girls walk off.

In her early thirties, Jessica is a catch. Her father was from the Basque region of Spain and her mother was caucasian, so her skin is permanently a soft shade of tan. She has the kind of silky skin that your fingertips would easily slide over. She has beautiful brown eyes flanked by dark black hair that falls all the way down her back.

Her body is exquisitely voluptuous, a perfect hourglass figure. Heaving breasts that are almost hard for her bra to contain. As you follow her body downward, her waist curves in but only until you get to her waist, when her hips extend out, holding her large round ass. All those squats pay off because her large ass is still round and perky. She may be a few pounds bigger than your typical hot girl, but that's only because she has amazing curves that skinny girls lack.

The hottest thing about Jessica is not her body, it's that she is confident in it. In fact, she years to show it off but she fears what the neighbors or coworkers may think if she wore a plunging neckline or high heels and a short-skirt. At work She wore dress pants, loose blouses and always pulled her hair back with glasses.

RING RING RING.

Jessica sighs as she picks up her phone. "It's Halloween," she says.

On the line a voice says, "I'm sorry to bother you but Ruskin wants to move the deposition."

"Tell him 'no.' If he wants to start a fight he can call me on Monday. I already settled this," Jessica says as she hangs up the phone.

Jessica loves her job but being the boss is tiring. She is always the one giving orders, always the one in control.

Jessica has not been with a man in a year.

She has been lonely over the past year. She divorced her husband and she went on a few dates from EHarmony but none of them worked out. Her ex-husband cheated on her, can you believe it? At times she wonders why he did it, was she not hot enough? Did she not satisfy him? What was it?

The real answer is that he lacked self confidence. Deep down, deep in his sub-conscious he wondered why a human this attractive, smart and accomplished would marry him. He was a professor and one day, he fucked one of his younger ex-students. How cliche.

At times, Jessica ruminates on her Ex-Husband, she gets angry. He fucked a thing little blond girl. She probably didn't even weigh one hundred pounds. For months Jessica could not stop ruminating on what he could have done. On her body lying naked against his on him kissing her body, entering her.

She thinks of all the times men hit on her, the times she met men she was attracted to but turned away their glances because she respected her marriage vows. She had sexual desires for me who were not her husband too but she never acted on them, why should he. On some level, she wishes she could punish him. How would he feel to see another man ravish her, or how would he feel to see her utterly satisfy another man?

She tries not to think of her ex. Fuck him. This story isn't about him.

Jessica sits back down with her book and sips her wine. Out of her window she sees more teenagers walking down the street, one of them wearing a schoolgirl outfit that resembles Britney Spears famous music video.

Jessica slams her book down and goes upstairs. She opens her closet and pulls a box down from the top of her closet. She blows off the dust and opens it up. She pulls out a shimmery garment and looks at it.

She brings it into the bathroom. When she comes out we see she is wearing a beer wench halloween costume. It squeezes her body like a glove but fits perfectly. The top corset part is black and it barely contains her large breasts. The skirt part is green and it's very short. She turns around to look at herself in the mirror and the back part of the skirt is even shorter because her big round ass lifts the back part of the skirt up. If she bends over at all, you will surely see her ass. She pulls up long white socks and lifted black shoes.

She looks at herself in the mirror and thinks to herself, "Should I do this?" She smiles. She is hot and she knows it. There is nothing hotter than a voluptuous girl who knows how hot she is.

She pours a shot of Jack Daniels and takes it then heads outside into her waiting uber.

She is dropped off at a lively lounge called "The Library." It's upscale, leather couches, fireplaces and shelved books line the wall.

She takes a breath and walks up to the bar. She orders a vodka martini and coyly takes a look around. She notices a group of men flirting with waif thin twenty somethings in the corner. She wonders if this crowd is too young for her.

She turns around and sees a man of about forty. "Can I get a Bulleit bourbon, please," he says to the Bartender. Jessica coyly takes him in. He wears a tuxedo. He's tall, about a six foot, three inches, tan, in shape. His chin could cut glass and he has steely blue eyes. He has black hair that is recently trimmed and is sharply parted to the right. His wardrobe and look is controlled, nothing is out of place.

He notices Jessica. "Maybe I should have asked you for a drink," he says.

"Excuse me?"

"You are a beer wench, correct?"

"Oh yes. And who are you?"

"I'm James Bond."

"I have your drink." Jessica points to her martini. "Shaken, not stirred."

At first he didn't respond, he just looked her over with his eyes. Standing up straight, standing above her, looking down. He felt powerful, in control. She felt small and for once, not in control. She could relax.

"My name is Max, what is yours?"

"Jessica."

"Can I get you a -"

Before he can get out the sentence, one of his buddies grabs him and pulls him back to the group.

Jessica watches. A woman in a Charlie Chaplan costume cannot take her eyes off of Max.

As the night goes on, Max seems to have forgotten about Jessica. A few drunk men try to talk to her but she is not having it. As she sits at the bar by herself, she starts to feel more alone. Maybe this was a silly idea to dress up and come here. The bar thins out as it gets late and Jessica has had enough to drink.

She looks around one last time for Max but she cannot find him. She stands up and walks out of the bar.

As she waits for her Uber outside, she notices a couple making out at the valet. They kiss as if he is a sailor going off to war, as if no one is watching.

"Leaving already?"

Jessica turns and sees Max walking out of the bar, alone.

"Yes, my Uber."

"I know a place we can go. Cancel your car."

Jessica looks at him, thinks. She takes out her phone and cancels the Uber.

Jessica realizes she is about to head off in a car with a man she barely me. "Where are we going?" she asks.

He gives her a devilish smile and replies, "A costume party."

An Uber drives Max and Jessica through an industrial neighborhood filled with warehouses and factories. It arrives at a dark warehouse building. Few cars are parked outside but the few vehicles are high end; BMW, Mercedes and even a Jaguar.

Max gets but Jessica is perplexed. He opens the door and reaches out his hand before telling her, "You are safe, I promise."

"What is this place?"

"It's a costume party mixed with theater."

"I don't know." Jessica does not get out.

"If you do not feel good about this, I can get you an Uber home but you will miss out."

Jessica grabs his hand and gets out of the car. They walk in together.

A large bouncer in all black guards the door. He smiles when he recognizes Max and lets him in.

Jessica asks, "You come here often?"

"I sold them this building."

"You are a realtor?"

Max laughs. "No, I owned the building before them."

In the lobby, a hostess wearing a Harley Quinn outfit comes out from behind the desk and hugs Max.

"I'll need your cell phones," says the Hostess.

"I can't do that," says Jessica.

"They don't want people taking pictures. It puts everyone more at ease."

Max hands over his phone. Jessica reluctantly hands hers over.

The Hostess opens a velvet curtain that reveals and elevator and in her Harley Quinn accent she says, "Have fun and don't get in too much trouble."

Jessica can hear the thumping music echoing upstairs. What lies in there? What did she get into?

Max puts his hand on her back and says, "After you." They get into the elevator and it heads up. It's eerily quiet as they ride up. Max grabs her hand and smiles as he says, "You don't let loose often do you?"

"Never."

Jessica walks into a dark room with swaths or warm but dim lighting bouncing off the dance floor. In an elevated platform, a woman dressed as a Nun dances with a man in wolf's clothing. Little Red Riding hood is sitting on the lap of a man in a Priests' robe.

Max leads to a bar and orders two Vodka Martinis.

They down them and Max pulls her onto the dance floor. The music is thumping, rhythmic but not your standard club hip-hop or party music. It's a bit slower.

At first Max dances a foot apart from Jessica, not touching her. As she gets into it she is worried she might fall out of her dress. She spins and her Beer Wench skirt twirls up. Good thing they took people's camera phones.

As the music slows down, Max pulls her closer, holds her from behind as she slowly grinds against him. He whispers in his ear, "It seems like you are finally letting go."

The Priest and Little Red Riding Hood get up and head towards a staircase in the back.

"Where are they going," Jessica asks.

"This place has three different levels."

"Are they all the same?"

Max laughs. "No. Each one is a little more... less restrictive."

They stop dancing and have another drink at the bar. Jessica has had quite a few drinks by this point. She is not smashed but she could not legally drive a car.

"I am surprised you picked up on me at the bar. I would have pictured you hitting on one of those size zero girls. The one dressed as Charlie Chaplin was eye fucking you all night," Jessica says.

"Looks aren't everything."

"Oh, so I'm not attractive."

"No, but I didn't hit on you just because you are attractive. I felt something when I stood next to you and looked you in the eyes. I think your body is amazing. Call me old fashioned but I think curves are incredibly feminine and you have some of the most amazing curves I've ever seen but like I said, it wasn't all about looks, it was how I felt when we locked eyes." Max responds.

"Let's go down to the next level."

"It's different down there, people might be more touchy feely with each other."

"Lucky you."

Jessica grabs Max by the hand and walks toward the stairs.

As she walks down the stairs, Jessica can see a woman's tan legs peeking out from the edge of a couch. As she walks down more, Jessica sees that the woman is making out with a man dressed as a vampire.

The second floor has music but no one is dancing. A spotlight highlights a stage in the middle of the room. The stage is dressed like a makeshift classroom, school desks, a globe, a dry erase board. Several adult men sit in the student's desks as a female teacher walks through the aisles carrying paddle in her hand.

The men try to hide their anxiety as the Teacher walks near them. She wears a pencil skirt, sweater and black rimmed glasses. Her hair is pulled back in a ponytail. She stops in front of a man dressed as a school boy, sitting in the back row. She smiles devilishly as she holds her paddle in front of him.

She knocks the pencil off the School Boy's desk. "Woops, it looks like you knocked the pencil off your desk," the teacher says. The audience members crowd the stage.

The Teacher bends over to grab the pencil. She does not use her knees to bend over and she turns around, giving the School Boy full view of her ass as she bends over. The School Boy is both turned on and scared.

The Teacher says, "Were you just staring at my ass?"

The School Boy says, "No Ma'am."

She slaps her paddle on his desk. "Are you lying to me?"

"No, I swear."

"Good, because if you ogle the body of your Teacher, then I'll have to punish you."

"I understand teacher."

"Maybe I should test you. Remember, keep focused on the Teacher but this is a classroom so don't you dare ogle me."

"Yes, Ma'am."

The Teacher stands right in front of the School Boys' desk but turns away from him. She slowly unbutton her sweater and drops it to the ground. She is wearing a red and black bra underneath. Next, she unzips her pencil skirt and wiggles out ass out of it. She is wearing a black thong. The Man cannot help but stare.

She turns around and the man tries to look away but he cannot stop from staring at the woman's breasts.

"I'm going to have to punish you, you naughty little boy," says the Teacher. "Bend over."

The School Boy stands up and bends over.

"Take off your pants," the Teacher orders.

The School Boy takes off his pants.

"Bend over," the Teacher barks.

The School Boy bends over the desk. The Teacher stands over and stares at him, watching the anxiety on his face.

SPANK. She spanks him. Slow at first, then over and over again.

Max looks at Jessica and asks, "Are you okay with this?"

"I've never been spanked," she says.

"Come on. In the throws of passion, you have been spanked."

"My husband and I were fairly... traditional in bed. I didn't have much experience before that."

"Bend over."

"Excuse me."

"Bend over."

"This skirt is too short. Everyone will see my ass."

"That is why we took the cameras away. Bend over."

Jessica is both turned on and anxious. She bends over slightly. The bottom of her ass peaks out under her skirt.

Max places his hand on her shoulder and slowly runs his palm down her lower back but does not stop there. He runs his hand lower, down the contours of her round, juicy ass.

Jessica sharply inhales.

Max uses in thumb and index finger to grab the bottom of her Beer Wench skirt. He pulls it up and rests it on the top of her ass. She has on a pair of blue cheeky hipster panties. Max opens his palm and lightly slaps her on the ass. Jessica lets out a tiny squeal.

"There, now you can say you have been spanked," he says.

She grabs his hand and heads toward the bottom floor. He stops her.

"Wait, are you sure?"

"I'm a big girl." She continues toward the bottom floor then turns back and looks at Max and says, "Are you a big boy?"

Max grabs Jessica and pulls her close, he gets his lips inches from hers. She goes weak in the knees. Max says, "When we go down there, I'm in control. Understand?"

"Yes, sir," Jessica replies.

Max slaps her ass as she walks toward the stairs. A physical reminder that she is no longer in power.

The stairway is dark and empty. Jessica walks toward it, unsure of what lies below. It's too late to turn back now.

They walk down the stairs and in front of them is an oak door that blocks them from entering.

A man in a tuxedo and a Clown mask walks toward them. He does not speak, just looks both Max and Jessica over.

"No," says the Clown man. "Go back upstairs."

Max steps toward the Clown man. "We are going in."

"This floor is not for you."

"Try to stop us," Max says as he opens the wooden door and walks in. Jessica follows. The Clown man does not stop them.

The entryway is dark and Jessica almost trips over a silk Jessica Rabbit dress on the floor. She leans over and picks it up.

At the far end of the large room is a soft light. Max takes Jessica's hand and leads her towards it.

The side of the room is lit by soft candles and Jessica can barely make out bodies on the couches. Are those beds?

Jessica stops. "Are those people having sex?" she says.

Max turns toward her, "Do I need to remind you what I said? I'm in charge down here. You can turn your mind off and relax for once. I'll make the decisions for you, do the thinking for you. That said, if you ever want me to stop, tell me to "stop." he says.

"Yes, sir."

This is uncharted territory for Jessica. She has always been the smartest, the boss. She exhales deeply and lets her muscles loosen.

A spotlight shines directly town onto the red carpet. Max and Jessica approach costume party goers in a circle around the light. As they get closer Jessica peaks through the crowd. A woman in a school girl outfit is on top of a man dressed like a monk. It looks like she is giving him a sensual, grinding lapdance. As Jessica gets closer, she can hear the woman's moans and sees the girl's skirt is hiked up and the Monk's robe is pulled up past his waist. She isn't giving him a lapdance, he is inside of her. The man rolls his head back in ecstasy as he makes eye contact with a woman watching him. They smile at each other. The School Girl rides faster and faster, breathing heavier and heavier. The crowd starts clapping and cheering the couple on.

Max continues to lead Jessica through the rooms.

Sparkling light from a table catches Jessica's eye. She walks closer and sees it is a table containing wedding rings and bands. They continue to walk and on the floor is a mass of ten people, presumably all married, partaking in a large orgy. A tall RedHead sees Jessica and walks over.

The Red Head wears a witch hat, skirt and high heels but is completely topless. She walks directly toward Jessica and asks, "Would you like to join us? My husband would love to see me with you."

Jessica is taken back.

"I speak for her and thank you for the offer but she is mine only tonight."

"Lucky girl," the Red Head says. She turns around and slips her panties off but keeps her skirt on. She walks toward the crowd and starts kissing the back of a woman's neck.

As they get to the end of the room, there is a bed in red silk sheets. It's empty. Max turns to Jessica. "Remember, you can say 'stop' at any time and this will stop. Do you understand? I don't want to do anything you don't want to do."

Jessica does not know what is about to happen but she realizes she is about to cross a threshold. Fuck it. "I understand. Please continue," she says.

Max stands up on the edge of the bed and yells out, "Ladies and gentlemen, a show will begin now. Feel free to watch."

Jessica gets a lump in her throat.

A few party goers saunter over. A sensual red light turns out and highlights the bed.

Max sits on the edge of the bed and directs Jessica to stand in front of him. She feels uncomfortable to be stared at by him. She likes the way she looks but she knows her voluptuous body is different than the typical ideal of beauty.

Max says, "Don't be shy. When we first locked eyes, I felt a strong connection to you. I wanted you instantly, deeply. My intuition told me to take you. Spin around and stand profile."

Jessica twirls slowly. Max notices how her hair floats as she twirls. He locks eyes with her and reaches his hand out to her calf. He slowly runs it up her thigh, around her large, round ass and into her stomach. He runs his hand over her breasts and Jessica softly pants. He stands up and puts his hand behind her neck.