County Fair Funhouse

Story Info
Would you let a Wolfman take your virginity? Jane did!
3.2k words
4
3.8k
7
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

The warm summer night surrounded Wanda and Jane as they walked down the country dirt lane to the edge of town. The annual county fair was here and in the distance, they could hear the faint sound of laughter and music. As they got closer, a sea of lights and colors came into view. The first thing Jane wanted was a corn dog, but Wanda had other ideas.

The two good-looking teenage girls walked through the gates to the sights, sounds, and smells of the fair. Everywhere they looked kids and adults were buzzing with excitement. Jane spotted a corn dog vendor, but Wanda dragged her to the ride area. Kids screamed in fear and excitement as various rides twisted and turned in the air. Overhead, the Ferris wheel cast long-moving shadows on the ground below, and Jane and a couple kissing at the top.

Jane and Wanda wandered down the midway, stopping now and then to watch kids lose money at games of chance. A group of teenagers they knew tried their luck at throwing baseballs to win a stuffed animal, groaning when one failed and cheering when one of them won. A few stalls down, a young boy concentrated on knocking down all the milk bottles with a softball, his face scrunched up with determination.

Wanda directed Jane to the Funhouse, where they paid their money and entered the darkened hall. For eighteen-year-old Jane, the Funhouse was her worst nightmare. She'd always been afraid of its twisted mirrors and eerie lighting; not knowing what would jump out and grab her. Wanda held her hand and pushed open the creaky door pulling them both inside. Jane took a deep breath, trying to control her fear and not cry in front of Wanda.

The first room was filled with distorted mirrors, making them appear fat, thin, tall, or short. Maybe this wouldn't be so bad, thought Jane as they laughed at each other's images. Then they had to run through a horizontal spinning cylinder called the "barrel of love". Wendy made it through without falling, but Jane fell three times. Next was the trick floor that moved back and forth. When Jane finally made it to the other end a shot of compressed air shot up between her legs making her scream and think something was crawling on her legs.

Wendy disappeared around a corner and Jane found herself in a pitch-black maze. Unexpectedly, the floor dropped. Jane screamed as she fell through a trap door landing in a hard thud. Her bare knees were bruised and most likely bleeding. Jane flapped her arms around trying to find the wall and some way to escape.

Jane looked around and spotted a dark figure watching from the shadows. She scurried backward in fear. He was staring at her and she could hear the sound of his heavy breathing. The being slowly made his way through the darkness toward her, Jane froze, her mouth open but no sound emitting. Helpless with terror, Jane didn't fight back when a tall hairy man pulled her further into the darkness.

He pushed Jane against the wall, his eerie eyes only inches from her face. The mask on his face made him look like a wolf. Jane's heart pounded in her chest as she struggled to find an exit. He pulled her into a tight embrace with his strong, muscular hairy arms. "Shh, be quiet Jane," he whispered. Shocked that he knew her name, Jane went limp.

Mateo opened a secret door and pulled Jane into a hidden room A single red light bulb hung from the ceiling. This room was his bedroom. The plan wasn't to scare or hurt Jane, but she didn't know that. When Jane's eyes adjusted to the light she let out a blood-curdling shriek at the man/animal towering over her small frame.

Mateo sighed. knowing the long fine hair covering his body made him look like a bear or a wolf. Nothing he said would change that. Jane stumbled backward to get away from him. "Jane, I won't hurt you," he said softly. "Let me explain everything." Jane continued to scramble away as the beast stalked her along the perimeter wall until she was trapped in the corner. Jane hugged herself in protection. "Please, let me go!" Then her mind caught up with the moment; he knew her first name. "You know my name?"

Jane almost peed herself when the beast reached out and brushed a strand of hair from her face. He turned away and Jane saw his back was also covered in fine long hair. Jane didn't see the single tear that leaked out of his eye.

"I told Wanda this was a stupid idea," he muttered with his back to Jane. "But Wanda insisted I play this game with you." He turned around to face Jane and pointed to her right. "If you want to leave the door is there. I don't blame you if you do. I probably scared you to death. I'm sorry."

Jane's mind reeled with his confession. Not believing Wanda would do something so sinister to her. But then how did the beast know their names? Jane shook her head in confusion. "But, Wanda is my best friend."

Mateo paced in the small room trying to figure out what to say next. Jane still looked deathly afraid of him.

Jane realized he was telling the truth, somehow Wanda thought this would be funny. She was probably outside the Funhouse laughing like crazy.

"Will you let me explain everything to you?" he asked taking a step back to make Jane more comfortable. "Wanda told me that you want to lose your virginity before going to college. She thought I could help."

Jane let out a little gasp at the thought of the Wolfman being her first.

"Wanda said your parents are very strict, and that this might be your only opportunity to become a woman before joining her at college next month." He let his words sink in.

Jane looked at the Wolfman with different eyes. "Wanda thought I would want to give my virginity to you? Why?"

Mateo knew he had to tell her the truth. "Last summer, after Wanda turned eighteen, we got together. She gave me her virginity, right there," he said pointing to a mattress in the opposite corner. "We made love for hours."

Jane's heart pounded in her ears. Was she brave enough? The Wolfman didn't scare her anymore, instead he looked a little sad. The bed in the corner scared her. "Did Wanda cry the first time?"

Mateo held out his hand. "I promise to go slow and stop whenever it gets too much for you."

Jane wished she hadn't let Wanda talk her into wearing a tube top without a bra and tiny shorts. His eyes roamed over her body like she was naked, and it made her shiver. He turned the red light out and Jane saw they were behind the trick mirrors. "The one-way glass lets me watch normal kids having fun," he said in a melancholy voice.

Jane touched his hand surprised to find it felt normal. The kids behind the mirror made faces and danced around. "Can they hear or see us?"

He drew Jane closer to the mirror and tapped on the glass. "It's one-way glass," he said. He led her to the bed and waited for Jane to make the first move.

Jane felt like the room suddenly got smaller. "Can we talk first?" she asked nervously pulling her hand from his. The bed suddenly looked scarier than the Wolfman. "What do I call you?" she asked realizing he never mentioned his name.

With no chairs in his bedroom, Mateo sat down on the bed and patted for Jane to join him. She sat down but made sure to leave some distance between them. Her innocent face looked at him for answers.

"Mateo," he said glad that Jane was finally relaxing a bit. "I was born in Mexico, but I have spent my whole life in a circus or fairs like this one." He couldn't help but feel sad for his strange upbringing. "I will turn thirty next year. A disease makes me grow hair all over my body." He saw the concerned look on her face. "I'm not contagious," he laughed glad that she laughed along with him.

For a long moment, neither of them said anything. Jane looked into the mirror and saw new kids had come into the Funhouse. It made her uneasy. "Can we hide the mirror," she asked self-consciously.

Mateo got up and drew a curtain over the glass leaving them all alone in his bedroom. "Better?"

Jane nodded. Mateo sat back down, this time right next to her. He gently leaned her to the mattress and she didn't stop him. He hovered over her staring into her eyes with his intense brown ones. She squeezed her eyes shut, and he kissed her lips. His hairy face touched her bare skin and it wasn't unpleasant. His soft lips parted and she tasted his tongue surprised to find he recently ate cotton candy.

Mateo said he would be gentle. Still, Jane mentally prepared herself for the inevitable. She felt his cock resting on her hard belly, and she almost started to cry. His cock would be the first to enter her and fill her with his thickness. Jane knew the mechanics of sex, but not the emotional part. Mateo was kissing her neck and his hot breath tickled her ear. "Happy eighteenth birthday, Jane," Mateo said. "Wanda told me you had a nice celebration last week."

Jane's mind relaxed even more. Wanda wasn't doing something sinister to her, she was just being concerned. Jane sighed as Mateo caressed her breast through her thin tube top, his fingers touching her nipple. When he lifted the top over her breasts, she didn't stop him. New sensations made her squirm under him.

Mateo nursed on Jane's small breast. He felt her body respond to his touch and lips, but instinctively knew he couldn't push her. It was her decision.

Jane held Mateo to her breast. "Hmm," she moaned. A boy from school touched her breast in a movie theater, but it felt so much better with Mateo. Her relaxed body melted into the bed and her hands roamed over his hairy body. She took a deep breath when he unexpectedly bit her nipple. It was time. "Mateo, I want you to take my virginity," she exclaimed softly. "But, please, go slow!"

Mateo wasn't so crude as to be lacking in sensitivity or delicacy. This was an honor. Her tiny body shook as he undressed her. His lips tasted the sweetness between her legs. "Shh," he whispered, his voice warm and reassuring. "Let yourself go." His tongue traced her folds, teasing her. He felt her tense, then relaxed as he continued. "You're so beautiful," he murmured, his fingers finding her entrance, gently spreading her wetness.

Jane cried out softly, the new sensations felt incredible. Mateo expertly teased her, driving her wild with his tongue and mouth. His fingers tickled her clit and her ass rose off the bed. Jane felt pressure building that needed release. She wanted to take the next step with him, but still had worries.

Mateo's eyes locked on hers, he saw the desire etched on her beautiful features. "Are you ready, Jane?" he asked.

She nodded, clutching the sheets with both hands. He positioned himself at her entrance, the head of his shaft pressing against her wetness. "It will hurt a little," he said, "I'll go slow, I promise."

Jane felt her pussy stretch and her body went tense. "Relax, Jane," Mateo said, his voice like a whisper in her ear.

His thickness was too much for her. "Stop!" she exclaimed trying to push him off.

"Shh," he soothed. He withdrew slightly, allowing her body to adjust, and then slowly pressed back in. Jane gasped as he breached her tightness again.

Mateo adjusted his massive frame onto hers, the tip of his cock was resting against her hymen. Jane went stiff anticipating the pain. As she felt her skin barrier break, her body convulsed as she fought to push him out. "No! Stop! It hurts!"

"Shh, it's only temporary." He held her hips tightly, forcing himself deeper into her. Jane bit her lip to stifle her screams as he slowly penetrated her, stretching her young, virgin hole. He began to thrust slowly, his hips pushing against hers in rhythm. Jane closed her eyes, trying to block out the pain. This was not how she had envisioned losing her virginity; in a dark fair ride with a Wolfman.

Jane turned her head to the one-way mirrors, watching laughing kids make faces and different poses through a crack in the curtain; they were unaware she was losing her virginity behind the mirrors. Mateo picked up the pace, his movements growing more forceful into her tight hole. She gasped for air, feeling like she was being stretched obscenely open. Sweat beaded on her forehead and her fingers pulled on his hairy back. She tried to concentrate on anything but the pain.

Then she felt it, a strange tingling sensation spreading through her lower abdomen, just like Wanda said happened to her. It was a mix of pleasure and pain, and Jane couldn't tell which emotion was winning. He groaned, throwing his head back in ecstasy as he thrust deeper into her, more like an animal than a man.

Jane opened her legs wider, inviting his cock into her, throwing her arms around his neck. His hairy face touched hers and she welcomed his kiss. Her body began to tremble as the sensations intensified. Her eyes closed, lost in the moment, feeling every inch of his cock inside her no longer virgin pussy. She moaned softly and looked at him when he called out her name.

His dark eyes were soft and not scary anymore. She felt his hands squeezing her tiny breasts and pinching her hard nipples. He took control and her heart pounded in her chest. She couldn't believe how good it felt, despite how horrifying he looked. She felt herself getting closer to the edge, the tingling sensation was turning into something stronger.

"Come on my cock!" His desperate plea echoed through the room, causing his features to twist in sheer bliss. In response, Jane let out a scream of ecstasy as her body trembled with each wave of pleasure. With her legs tightly entwined around his hips, she could feel the intensity of her climax multiplying with each passing second. And just when she thought she couldn't take anymore, she was suddenly filled with Mateo's hot release. As they both came down from the pinnacle, Jane whispered a grateful "thank you" in his ear, her body still buzzing with satisfaction.

"You're welcome," he whispered back resting his exhausted weight on Jane and pressing her into the mattress.

Jane lay there, panting heavily, trying to catch her breath, her mind filled with so many emotions. She felt dirty and used, but also something else. Mateo rolled off her, and she saw his erection was gone. Jane sat up, feeling the sticky mess between her legs, he passed her a towel and she wiped herself clean. She looked around the room, not believing this was the place of her first time.

He grabbed his clothes and dressed, his back turned to her and Jane thought he looked like a bear. She forced herself to stand, her legs shaking underneath her. She grabbed her skimpy clothing and held it against her naked body, suddenly turning shy.

Mateo unlocked the door and stood there looking at the pretty young girl. "Take three lefts, a right, and a left; that will take you through the maze to the exit door. Tell Wanda, that tomorrow at seven works for me."

He knew Jane's innocent face was trying to come to terms that she was no longer a virgin. "Just so you know, the second time is all pleasure no pain. If you want to come back on Sunday at the same time, we can do it again." He gave her a quick wave and then disappeared out into the hallway.

Jane ran her hands over her body. Her nipples were sore from all the pinching but they also felt more sensitive. Gently, she felt between her legs, her girly-parts were swollen and sore and she pushed a finger inside to see if she was damaged. Not finding anything but his thick cum, Jane tasted her finger. It was salty but not gross. She dressed in silence as kids on the other side of the mirror had fun. Opening the exit door of the Funhouse, her body felt different, she was no longer a girl, she was a woman now.

Jane ran down the set of stairs right into Wanda's waiting open arms. "Are you okay? Was it good for you?" Wanda asked with tears in her eyes. She hugged Jane in a tight embrace. "Mateo took my virginity at last year's fair! I wanted to tell you, but I knew you would chicken out."

"It hurt, but also felt incredible," Jane exclaimed. She saw Mateo, standing on the outside deck enticing kids to enter if they dared. When he winked and waved at her, Jane smiled at waved back.

Together the two best friends strolled down the midway arm-in-arm. "I'm coming back tomorrow night," Wanda confessed.

"I know," Jane said. "Mateo told me." Jane stopped her best friend and gave her a determined look. "Let Mateo know I want to feel his cock in me again, on Sunday."

"We ARE sluts!" Wanda laughed hitting Jane in the shoulder. "Wait until you see all the cute guys in college!" Wanda exclaimed in anticipation of sharing the boys with Jane. "We are going to have such fun fucking them together! Tomorrow I'm going to blow Mateo's cock and mind at the same time! I might even let him take my anal virginity!" Wanda bragged as Jane gagged in disgust, then they both roared in laughter.

They had only walked a few steps when Jane brought them to a halt. "Wanda! My sister turns eighteen next year!" Jane grinned wickedly. "We need to bring her here to meet the Wolfman and keep the tradition going!"

Wanda laughed kissing Jane full on the lips in a strong embrace. "I can't believe you just said that. Your parents would kill us both if they found out, but I love the idea!"

Jane stared in shock at Wanda's kiss and tongue in her mouth. She had never done that before. Maybe they would make love to each other at college. She felt so grown up all of a sudden. She kissed Wanda back and this time it was her tongue doing the exploring.

"You know," Wanda whispered into Jane's ear as she wrapped her arms around her waist, "we could have sex with Mateo at the same time. Maybe you could suck me while Mateo fucks me. Or we could both suck him off together. The possibilities are endless," she laughed.

Jane's heart raced at the thought. "Oh my god," she breathed. "That sounds so hot." She leaned in closer, their bodies pressed together. "I bet it would be so much fun. Let's surprise him!" Jane laughed.

Strolling down the midway hand in hand, they talked about their upcoming wild, passionate threesome. College was coming and whatever happened, Jane couldn't help but feel a thrill of anticipation. She glanced over at Wanda, her beautiful face lit up with mischief, and Jane knew that her sexual adventures were just beginning.

Please rate this story
The author would appreciate your feedback.
  • COMMENTS
Anonymous
Our Comments Policy is available in the Lit FAQ
Post as:
Anonymous
1 Comments
SatyrDickSatyrDick3 months ago

[16.01.24]

Mucho Kawaii!

11/10!!!!!

Share this Story

Similar Stories

Comforting My Neighbor's Daughter I fuck my innocent neighbor when she comes to me for comfort.in Mature
Horse-cock Girl After a field trip, Amy grows a surprise.in Transgender & Crossdressers
Ashley My childhood babysitter is even more fun as an adult.in First Time
Meg's Happy Mix-up GILF’s scheduling mix-up resulted in orgasms.in Mature
Rainy Day Delight Helping my neighbor with chores ends in fantastic sex.in Erotic Couplings
More Stories