Halloween Hooligans

I think everyone would admit that Halloween is the most bizarre holiday that we celebrate. Dressing up in costumes to celebrate the dark side, kids going door to door to beg for candy. Honestly, none of it makes any sense.

However, I've always been fascinated with horror movies with a Halloween theme. I also thoroughly enjoy adult costume parties that allow women for one night to dress up in the sexy alter ego costumes. Without a doubt, Halloween is the sexiest and the most nasty of all holidays

Some of the characters and events in this story actually took place. Some of them did not, and everyone was above the age of 18 and nobody was hurt.

Ever since I was a young boy, I have always been a fan of scary movies using Halloween as a theme. Movies such as Nightmare on Elm Street, the Halloween series, Chucky, Scream and others always got my adrenaline going and also never failed to get me aroused.

These movies always seemed to have the magic formula of young busty teenage girls in scant clothing running with bouncing tits to escape evil characters. Even better were older mature women being being tormented, stripped and abused by evil intruders. I still get a chubby watching these movies.

I also enjoyed late 60's Biker movies for the same reasons. There were always scenes when biker gangs used to take advantage of innocent mature women with forced sex or gangbangs. To this day I still enjoy watching and getting off on mature women being used and abused against their will.

When I turned 18 I hung out with a bunch rough guys or Hooligans as we liked to call ourselves. We all had a similar interest in mature women and situations that would put them in jeopardy or at the very least make them very uncomfortable.

None of us had any problem making inappropriate comments to older women. We would shamelessly try to pick them up even if they were with their husbands or boyfriends. We got in our share of fistfights for sure with angry husbands and boyfriends.

We had no problem talking dirty and nasty to them or scare the shit out of them by letting them know what we would like to do to their lovely mature pussies. We were true Hooligans.

It didn't matter if the mature women were our teachers, our friends mom's, or total strangers. We were not shy about complementing mature women about their outfits, their tits, their ass, their Botox cock sucking lips and making suggestive sexual comments. We lived by the philosophy, "If you don't ask for mature pussy, you will never get any mature pussy."

We found out very quickly that a lot of mature women are flattered and excited by being approached by an 18 year old stud for sex. They usually responded in one of three ways.

1) They would be totally offended and would tell us to go, "Fuck off." 2)They would be flattered and a bit embarrassed, and politely tell us "No" and walk away feeling good about themselves.

3)They would say yes, and subtly slip us their contact information. You would be surprised how much mature pussy a group of 18-year-old Hooligans can nail by simply asking for it.

We were all intoxicated with mature women, tits and pussy. We attended most of the high school social and sporting events just to check out the mature women. As a result we pretty much knew who all the mature teachers and moms were in the neighborhood and where the they lived.

As Hooligans, our favorite holiday was just around the corner. We had a reputation with most of the kids and parents for being bullies and causing a lot of chaos on Halloween.

When we were younger, our antics mostly involved, scaring the kids by chasing them in our scary costumes, and sometimes stealing their candy. As we got older we shifted our focus to random acts of vandalism, such as throwing eggs, water balloons, and spray painting our school.

We also started to noticed a new trend among the mature women, moms and wives in the neighborhood. Adult costume parties were becomimg popular and this gave the ladies their one night to slut it up and dress in very sexy, nasty, provocative costumes.

Sexy, prick teasing costumes such as Elvira, I Dream of Jeannie, MaryAnn and Ginger from Gilligan's Island, sexy schoolgirls, the sexy version of the Wendy's girl, Little Bo Peep, sexy Stewardesses etc. Obviously, their intentions were to stimulate the sexual desire of their husbands, boyfriends or strangers to fuck the hell out of them later that night. Halloween is the sexiest holiday of all.

However their mature sexy, prick teaser costumes also had an unintended effect on another group of admirers. Horny 18 year old nasty Hooligans that liked to scare, intimitate and fuck mature women.

Halloween always brought out the dark side of us Hooligans. This year would be no exception. It was the perfect opportunity to have some fun and torment some mature pussy. Especially the mature women that we knew lived alone in the neighborhood.

One year we decided to focus our Halloween antics on two mature women in the neighborhood that we had known for years. They were the sexy mom's of two of our older friends that were no longer living at home and we knew they were vulnerable. We always refered to them as Mrs. S and Mrs. D. They were both mature MILFS in their mid 40's, both divorced, and known to have a kinky, slutty side.

We had partied and spent the night at both their houses many times with their older sons when we were younger. When we had sleepovers, we always made it a point to secretly go through the mom's dresser drawers to check out their bras, panties and thongs. On occasion, we would take a pair of their panties to jack off in that night, or to just keep as a souvenir.

I have always felt that you can tell a lot about a woman by her underwear, and these two women appeared to be a couple of sluts.

We also found something else in their dresser drawers that caught our attention. Both women had a variety of sex toys, including handcuffs, a blindfold, ropes, ass beads, and leather straps. We decided that this Halloween would be a special night for Mrs. S and Mrs. D.

Four of us hooligans were collectors of scary Halloween costumes such as Freddy Krueger, Chucky, Michael Myers, and Jason. We scared the hell out of people for years, and the beauty of it was, nobody could tell who we were.

We decided we would pay a visit to both Mrs. S and Mrs. D on Halloween night. We planned on spending one hour in each of their homes having Hooligan fun with them. Mrs. S would be our first stop.

We stayed out late so most of the young kids and parents had completed their trick-or-treating. We each traveled separately not to attract any attention and met at Mrs S's house. We had just seen a group of kids leave so we knew she was still giving out candy and would open her door.

When Mrs. S opened her door, we were as shocked as she was. She was wearing the classic Elvira costume, slit open way up above her thigh and open in the front down to her belly button. She had her black hair piled high, just like Elvira, and wore a nice pair of black high heels to complete the costume.

All of us were feeling are cocks immediately starting to grow in our costumes. We knew right then that we were going to torment and mess with Mrs. S and have some fun.

She was caught off guard as we easily overpowered her and pushed her back into her house We quickly closed the door and flipped off the porch light making it look like she was done giving out candy for the night. She didn't know it, but she was just getting started giving out more of the mature type of candy.

She was obviously terrified when she saw the four of us in our frightening costumes. One of the guys in the Jason costume immediately grabbed her from behind and covered her mouth to muffle her screams.Chucky immediately gagged her with a piece of material from his costume. We made sure all the drapes were closed and started having fun with Mrs. S.

The Michael Myers character immediately went up to her bedroom and found all of her sex toys and brought them down to the living room. We cuffed Elvira's hands behind her back and held the sex toys up to her face one by one.

We taunted her by asking her, "Is this yours, Elvira? What do you do with this Elvira?" We planned on using everyone of her sex stories on her and we were just getting started.

Our Freddy Krueger character wanted to start the fun with Mrs. S. He took his knife blade like fingers, and lightly brushed them across her cheeks to savor the fear in her eyes and to watch her tremble.

He slowly traced a line with his sharp blade fingers from her face, down her neck, down her chest between her tits onto her belly. One of the sharp blades sliced the costume material from her stomach down to where it opened up on her upper thigh, totally exposing Elvira's black lace thong.

Jason was still standing behind Mrs. S and grabbed her costume up by her tits and pulled it open. Now Elvira was totaly exosed to us nasty Hooligans except for her black lace thong. Freddy Krueger was about to take care of that.

Freddy slid one blade under her thong on the left side, and with one upward motion, sliced it as it fell to the side. He did the same thing to her thong on her right side. Her thong fell to the floor between her feet, exposing a nice full bush of black pussy hair. Chucky quickly picked up her thong and stuffed it in his pocket to keep as a souvenir of her torment.

We ripped off the rest of her costume exposing her nice mature hanging tits. Our Elvira was now standing before us wearing only her high heels, her handcuffs and a terrified look on her face.

Freddy Krueger wanted to have some more fun with Mrs. S. He rubbed his bladed fingers across her belly and down to her pussy bush and started to dry shave her. He wanted some mature pussy bush as a souvenir.

As her pussy hair fell to the floor we all picked some up and put in our pockets to remember her by. We had no intention of hurting or raping Mrs. S, however we did want to use all of her sex toys on her. We took her behind the couch and bent her over at the waist so that her ass and pusy were totall vulnerable and her big mature tits were hanging over the couch.

Her ass beads caught our attention since we had never seen them before. Mike Myers spit on her ass hole and started to work the five different size balls up into her ass hole one at a time. It was amazing to see this mature milf bent over the couch with her tits hanging and plastic balls on a string being shoved up her ass.

Mrs. S was groaning and moaning as the villain Michael Myers finished working all five balls up her ass with only a string hanging out of her ass like a ripcord. It was now time to put her BBC dildo to work.

To our surprise her pussy was wet and the large head of the black dildo easily slid in causing Elvira's legs to quiver. Jason grabbed the BBC dildo and aggressively worked it in and out of her pussy, causing some great queeffing sounds and pussyfarts that made us all laugh but also turned us on even more.

We now had our Halloween Elvira bent over the back of the couch with a string of plastic balls up her ass and a black dildo hanging out of her pussy. We decided it was time to use her leather strap on her smooth, pasty white mature ass.

We each took turns, strapping her ass with the leather strap, except for Freddy Krueger, because he couldn't hold anything with his knife, blade hands. Elvira/Mrs. S twitched with every smack of the leather strap. Watching her ass turn bright red was exhilarating.

We all wanted to fuck her but we decided against it. Our costumes were too cumbersome, and we did not want to leave any DNA that could be traced back to us if she ever figured out who we were.

With the dildo still stuck in her ass, and her hands still cuffed behind her back we decided to slowly pull the ass beads out of her butt. The ass beads made a popping noise as each one of us had a turn pulling the beads out of her ass.

When the entire string of beads was out of her ass we layed them across the small of her back ane worked the dildo in and out of her pussy until she finally climaxed.

We left Mrs. S in that same position bent over the couch, handcuffed with beads, laying across her back and a dildo stuffed up her pussy. We figured she had worked with the handcuffs many times, and knew very well how to get out of them. It was now time to head over to see Mrs. D.

It was even later now, but Mrs. D's porch light was still on and she was still handing out candy. We made sure all the other kids were out of sight when the four of us approached her front door.

Mrs. D's costume was even better than Mrs. S. She was dressed as Jeannie from the I Dream Of Jeannie TV show. She had a modified bikini top, see-through Genie pants, a pair of black panties and high heels. Her red hair was piled high and she was wearing bright red lipstick. We were going to make sure that when we were done with her we would all leave with a bright red lipstick ring around our cocks.

Once again, we caught Jeannie off guard and pushed her back in the house quickly closing the door and turning off the lights. Jason grabbed her from behind and muffled her mouth just like he did woth Mrs S/Elvira.

Freddy Krueger wasted no time in approaching our Jeannie and sliced her bikini top in half and stuffed it in her mouth to keep her quiet. She was a redhead with big hanging freckled tits, with extremely large protruding pink nipples.

Freddy put the dull side of the blade against her nipples and started flicking them until they were rockhard. All of us had fun playing with Mrs. D's big tits and watching them bounce around as we bitch slapped her tits.

We didn't see any reason to blindfold either of the women since they couldn't tell who we were anyways. Jason went up to her bedroom and brought down Jeannie's variety of sex toys including soft handcuffs, a leather strap, and a lovense and the transmitter. It didn't take long for Freddy Krueger to slice and cut offf her costuem leaving her in just her panties in her high heels.

Freddy Krueger sliced off her panties just as he had done with Mrs. Mrs. S. This time I picked up the panties and put them in my pocket as a souvenir. However before I put them in my pocket I passed them around the group so everyone could get a nice sniff of Mrs. D's pussy aroma.

The lovense was a stimulating device put in a woman's pussy that could be controlled with a remote to either increase or decrease the intensity. We layed Mrs. D on the couch and inserted the lovense in her shaved pussy, and started experimenting with the intensity.

It didn't take long before we had Mrs. D twitching and squirming on the sofa while we increased the intensity of the vibration. It was like playing with a cat with a flashlight.

We took her behind the couch and bent her over, just as we are done with Mrs. S. Her massive mature tits were hanging and swaying as we stimulated her pussy with the lovense. At the same time we were taking turns smacking her ass with a leather strap.

Mrs. D was moaning and squirming in ecstasy as we stimulated her pussy and punished her ass cheeks. It was now time for our Jeannie to suck some cock.

We were not leaving until she had left a ring of red lipstick on all of our cocks. She was still bent over the back of the sofa as we uncuffed her hands. Freddy Krueger held a blade up to her neck and told her to unzip His pants and take out his cock.

We quickly learned that Mrs. D was very experienced and knew how to suck cock. One by one we stood in front of Mrs. D as she sucked us off and was forced to swallow every drop of all our loads leaving no trace of sperm anywhere.. We all left her house with a nice red ring of lipstick circling our cock almost down to our balls.

Neither Mrs. S or Mrs. D ever told anyone about their Halloween night visits. We continued our Halloween Hooligan antics for a couple more years until a few of the guys moved away. They however decided to leave their Halloween costumes behind for me to recruit some new Hooligans to terrorize the mature women in the neighborhood.