Extended Pleasure - Day 01

Story Info
A motel handyman has his way with a BBW guest.
4.1k words
4.24
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44

Part 1 of the 6 part series

Updated 06/13/2023
Created 02/21/2019
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Fred had been the facilities manager at The Oaks Inn and Extended Stay for years. The fifty year old had a habit of befriending female guests. Especially larger female guests. Fred had many sexual encounters with guests, some of them were consensual others not. Somehow, Fred had never been charged for any crimes as a result of the non consensual ones.

One day, Fred saw a young couple, moving a large amount of belongings into room 106. He didn't pay much attention to the guy. It was the woman who had caught his attention.

Haley and her husband, Mike had just moved to town from out of state for his job. They hadn't found a permanent place to live yet so they settled on The Oaks Inn as their temporary home. Haley was exactly the type Fred liked the best. The 28 year old was about 5'6, just under 300 pounds, with red hair, full breasts and a large round ass. Fred watched from a distance as Haley helped move suitcases and a couple of small boxes from the car into the room.

Fred knew immediately that he had to have Haley. He watched room 106 closely for the next few days. Monday, Mike left dressed for work at about 5:30 in the morning and returned about 4 in the afternoon. But Haley never came out. It was the same the next day. Fred grew excited at the possibilities, and quickly decided that Haley would become his next conquest.

On Wednesday he watched as Mike pulled off in the couple's only car just before 5:30AM. He casually passed room 106, taking a look through the windows. The curtains were closed, and no light was glowing around the edges. Fred went to his equipment closet and got his "special" tool bag. He quickly walked back to room 106 and used his master key to unlock the door.

The room was still dark. Fred quietly stepped inside shutting the door behind him, and bolting it shut. Fred fumbled for his flashlight which was in the pocket of his overalls. He pulled it out and turned it on. As he pointed the light towards the bed he found Haley fast asleep. She had tossed the covers off, and was sleeping on her back. She was wearing a short blue dress, that only went to her mid thigh, with her legs spread open, Fred could see her white panties.

Fred's cock twitched, as he walked over to the sleeping woman. He stood over her for a moment, as he took in her face for the first time. He hadn't noticed before just how pretty Haley truly was. Her face was chubby, but had soft features, her skin was very light and freckles dotted her face. Her lips were the perfect shade of pink, and looked so soft Fred couldn't wait to feel them. He used the flashlight to get a look at the rest of her body. The top of her breasts showed from under the low cut dress. While her shoulders and the rest of her chest were covered in freckles, the skin on her breasts were pure, milky white.

Fred looked further down Haley's body her large stomach moved up and down slowly as she breathed. His cock twitched as he thought of the sounds that flesh would make as he fucked her. But that would come in time. There was so much to do first.

Fred put the flashlight down quietly on the night stand and stripped off his clothes, leaving them in a pile on the floor next to the bed. Quietly he stepped closer to Haley, who slept soundly, totally unaware of the strangers presence.

Slowly, Fred reached his hand out and gently fondled one of Haley's large breasts through her dress. The molestation had begun. Haley was a deep sleeper so much so that Fred's groping didn't even cause her to stir. Fred move his hand under her dress, and gently ran his fingers over her small nipple.

"Oh you're going to be lots of fun, " Fred whispered softly, as he pulled the front of Haley's dress down just enough to expose one breast. Haley moved her hand from where it rested at her side, and swatted at her breast as though she was trying to swat a fly away.

"Not now, Mike, I'm tired," she mumbled softly, in her sleep.

Fred smiled at the case of mistaken identity. For a moment he thought of using it to his advantage. But he quickly decided against it. Part of the turn on for Fred was the fact that the woman didn't know who he was.

"It's not Mike sweetheart," he said in a gentle tone as he turned on the lamp on the night stand and got on the bed and straddled her.

Haley, woke quickly her eyes shooting open and looking right into Fred's smiling face.

Fred, while not a large man, was extremely strong and even though Haley had the weight advantage on him, he was quickly able to stifle her attempts to throw him off.

"If you scream, I'll choke you," he whispered into her ear as he pinned her arms above her head. "If you try to run I'll get the gun from my bag and you'll be dead before you get to the door," Fred lied, there was no gun, and he knew it wouldn't come to that. "There's no way you're going to stop me from doing what I want to do, so you best just listen. Now I'm going to let go of your arms, and get off of you. But you're going to lay there, and not say a word. Understand?"

Haley nodded her head, as tears rolled down her chubby cheeks. Fred released her arms and climbed off the bed. He stood at the side of the bed and fondled Haley's exposed breast. she whimpered at the first touch she was conscious of.

"Mmm, so soft," Fred said as he felt her skin under his calloused hand. "Pull the other one out for me and play with your nipples."

Haley, scared of what Fred might do if she didn't listen, reluctantly followed his instructions. she exposed her other breast pulling the fabric of her dress down underneath it. Her fingers went to her nipples and she started to slowly pull on them.

"Nice," Fred said. "Does your husband play with your tits when he fucks you?"

"Yes." Haley said softly.

"Smart man," Fred said. "Does it make your pussy wet when he does?"

Haley didn't answer, she wanted this to stop, but she quickly found out that not answering wasn't an option. Fred delivered a hard, fast smack to the top of Haley's right breast.

"Let's get one thing straight," Fred said sternly. "When I ask you a question you answer, and answer honestly. Now when your husband plays with your tits, does it make your pussy wet?"

"Yes."

"Mmm, I'll have to remember that," Fred said with a smirk.

Haley shook inside as the reality of what was going to happen hit her. Fred saw the trepidation on her face and his smirk grew into a full smile.

"Don't worry honey, I'll be gentle. Besides, there's so much for us to do before we get to that point. Now stand up."

Haley quickly followed Fred's instructions, getting out bed and standing in front of him. Her breasts hung out from the top her dress, and her red hair was a mess from her night of sleep. Tears were still rolling down her face, and she sobbed a little as Fred cupped her cheek in his hand.

"You are so hot, sweetie," he said. "We are going to have so much fun. Now take that dress off for me, I need to see more of you."

Slowly Haley grabbed at the sides of her dress and pulled it over her head. Her large breasts hung low, resting on the top of her stomach. Her white panties were just visible underneath her low hanging stomach. Fred scanned her thick thighs all the way down to her feet. Her skin looked so soft and touchable. Fred couldn't believe his luck.

"Turn around for me baby, let me see that ass."

Haley slowly turned so she was facing the bed. Fred's stare immediately went to her large ass, that seemed to be stretching the material of her panties to the limit. Unlike her breasts and stomach that sagged, her ass, while large, appeared to be firmer.

"Pull your panties down, just in the back," Fred said.

Haley slowly peeled the fabric down, exposing two large snowy white half spheres, separated by a small crack. Fred stepped closer to her and grabbed an ass cheek in each hand, as he leaned down and began kissing her neck.

"We're going to have so much fun," Fred said as he groped Haley's ass. "Now take those panties off and lay across the bed, with your legs spread."

Fred stepped back and watched as Haley took off her panties, bending just enough to get them past her knees. Turning around, she sat on the bed, her hands covering her pussy.

"Lay down!" Fred demanded.

Reluctantly Haley scooted back and laid down across the bed, her feet pointed towards Fred, she very slowly spread her legs.

"Ooh, that's nice," Fred said as the lips of Haley's hairy pussy came into view for the first time. "When was the last time you were fucked?"

"Saturday," Haley said, softly.

"Did you cum?"

"Yes."

"Did he cum inside of you?'

"Yes."

"Nice," Fred said as he got on the bed between Haley's spread legs. "Do you make a lot of noise when you get fucked."

"A little," Haley said, softly.

"Mmm, your pussy smells so good," Fred said as he put his nose right up to the lips of Haley's pussy. He inhaled her musky sent, before taking two fingers from his right hand and parting her lips.

Haley sobbed, then gasped as she felt Fred's tongue on her clit. She felt disgusted with herself when she felt herself becoming aroused. Fred knew how to play with a clit. He licked gently at first, going up and down in straight lines then in circles.

Fred worked his hands up and down Haley's thighs and stomach as he played with her clit, enjoying the feel of her soft skin, and the meatiness of her body. Haley could feel her arousal growing as Fred worked her clit, and she prayed that he wouldn't notice. But just as she was thinking that Fred pressed a finger against her hole, and slid it in. He removed his mouth from her clit and chuckled.

"Ooh honey, I think you're enjoying this more than you're letting on," he said as he felt Haley's wetness encircle his finger.

He worked his finger in and out hearing Haley catch her breath each time he pushed all the way in. Haley shuddered at the feel of the strangers finger inside of her. After several minutes Fred withdrew his finger and got off the bed.

"Sit up," he commanded. As Haley sat up on the side of the bed, Fred slowly stroked his hardening cock. When Haley was sitting up, he stepped close to her, his cock waving in her face.

"Do you like sucking cock?"

"Sometimes," Haley, admitted.

"Mmmm I bet you're good at it. Come on, get those lips around my cock. And I better not feel any teeth!" Fred demanded as he pointed his cock at Haley's pink lips.

Haley reluctantly opened her mouth. Fred's cock was larger than her husbands. She guessed it to be about 7 and 1/2 inches, but it was thick and she had a hard time adjusting her mouth to it.

Fred groaned as he felt Haley take his cock into her mouth. Her mouth was small which made it feel so much better. He put a hand on the back of her head and forced her down further onto his cock. Haley choked and sputtered as her mouth was filled with her molester's cock. Tears began to roll down her cheeks again as her mouth was violated.

Fred could feel his cock throbbing in her mouth, as it ran back and forth over her tongue.

"Ready for a good ole fashioned face fucking?" he asked, he grabbed the back Haley's head.

Haley, sputtered and gagged as Fred started to thrust his cock all the way in, his balls slapping against her chin as he thrust into her.

"Look up at me while I fuck that hot mouth of yours," Fred demanded.

Haley looked up straight into Fred's face, and could feel his cock throb harder in her mouth. Fred groaned as he looked into Haley's face. Her round blue eyes, wet with tears, that rolled down and left streaks on her chubby freckled cheeks. Her pink lips stretched around his cock, as he fucked her mouth. The sight, below him, and the feel of Haley's hot mouth were too much for him.

"Get ready, honey," Fred groaned. "I'm going to shoot straight down your throat!"

Fred's balls tightened up towards his body. Haley could feel his cock get even larger in her mouth, then with a loud groan Fred exploded into her mouth. The first shot going straight down her throat and causing her to gag. The second smaller volley filled her mouth and when Fred thrust his cock in one last time, cum came dripping out from the sides of her mouth.

"Swallow it!" Fred demanded, as he left his still throbbing cock in Haley's mouth.

Haley was struggling to breath as she could feel Fred's cum stick in her throat. She somehow managed to swallow what was left in her mouth. Fred smiled at her as he withdrew his cock. Haley coughed and gagged as she tried to force the cum from her throat.

"Good girl," Fred said, as he kept a hold of the back of Haley's head, pulling her hair just enough so her head titled back slightly. Fred used his other hand to wipe his cock across Haley's cheeks and the bridge of her nose. leaving behind a slimy streak of her own saliva and his cum.

"Here you missed some," Fred said moving his hand from his cock to Haley's chin and pushing the cum that spilled out back into her mouth with his index finger. Haley who had just caught her breath again gagged as more cum was forced down her throat.

Haley, felt a small sense of relief, as the thought crossed her mind that maybe since Fred came he was done with her and would leave her alone. She was very wrong.

Fred moved over to his bag on the night stand and took out an iPhone.

"Time for some pictures," he said, that smirk, which Haley had begun to hate, appearing on his face again.

Haley felt humiliated as Fred took close ups of her cum stained face. She felt even worse when he put his cock, which was still semi hard back in her mouth and made her look right at the phone.

"Play with your tits," Fred instructed. He got several pictures of Haley playing with her large breasts, and pulling on her dime sized pink nipples.

"On the bed on all fours, ass towards me," came his next order.

Haley sobbed softly as she got on all fours on the bed, her large ass and pink pussy on full display for Fred and the camera. Fred got shots from a distance so Haley's entire ass and feet were in the picture. Then he came closer and got close ups of her pussy and puckered asshole.

He left Haley on all fours on the bed as he went back to the bag and put the phone away. He then pulled out a small vibrating dildo. Without saying a word he came up behind Haley's exposed pussy and shoved the entire length of the dildo inside of her.

"Ahh!" Haley cried out as the sudden invasion took her by surprise.

"Yeah, take that dildo all the way in your fat pussy," Fred snarled as with his free hand he gave Haley's ass a hard smack.

Despite herself Haley started getting aroused as Fred fucked her with the dildo. Fred could feel his cock coming back to life as he watched Haley's pussy take the dildo. He knew she was going to be a hot fuck. He couldn't wait to be inside of her, but he was intent on following his plan.

Haley let out a moan as Fred turned the vibrator on. He smiled at the sound.

"That's it honey, let that pussy get nice and wet," he said. "I want to hear the sounds you make when you come," he said as he continued to fuck her with the dildo.

Haley started moving her hips trying to get more of the dildo inside of her. She couldn't help herself it felt good.

"Ooh, that's it honey, "Fred said as he noticed Haley's hips move. "Fuck yourself on that didlo. Picture me forcing my cock into that fat pussy of yours. Think about how it will feel when I cream your cunt the way I did your mouth."

Haley was disgusted, not by what Fred was saying but by the fact his words were driving her closer to the edge.

"Yeah ole Fred is going to take good care of you baby girl," he said as he began to drive the dildo into her pussy, harder and harder.

SMACK

"Look at that fat ass jiggle," Fred said after landing a hard smack on Haley's exposed ass. "You got such a hot ass, honey, I can't wait to get in there."

Haley shuddered, as Fred's words sunk in. She had never been fucked in her ass, and the thought scared her.

"On your back," Fred demanded as he suddenly pulled the dildo out of Haley's pussy.

Haley quickly followed her molester's orders and rolled onto her back.

"Fuck yourself with this, and make don't stop until you make yourself cum," Fred said, handing Haley the dildo.

Haley took the dildo and slowly inserted it back into her wet pussy. A he started to move it in and out she watched Fred go back to the bag. He pulled the iPhone back out, and pointed it towards her on the bed.

"Hello, Mike," Fred said as he began recording. "This little video is for. Your wife is so fucking hot. I've already fucked her mouth, and eaten her pussy. It tastes incredible. I'm sure I don't have to tell you that."

Haley's eyes got huge. Was Fred going to send a video of her fucking herself to her husband? Why did the thought turn her on?

"And now look at your precious wife, laying there naked on the bed. Her huge tits flopping as she fucks her fat wet cunt with that dildo. Does that feel good baby?"

"Yes," Haley said softly, as she starred up at the ceiling.

"Look at the camera baby. Does it feel good to be fucking yourself with that dildo in front of a stranger?" Fred asked, as he nodded his head, telling Haley she better answer yes.

"Yes," Haley said as she held her head up and looked right at the phone.

"I bet it does. Mike, imagine your wife ass up, face down on the bed. My cock fucking her wet cunt, and that dildo shoved all the way up her fat ass. Mmm, my cock is throbbing just thinking about it. I can't wait to pound that pussy. Your wife is now mine, Mike. Her tits, her cunt, her ass they all belong to me."

Haley couldn't understand it, she didn't have time to reason it out in her mind. Hearing Fred talk about her like that, like an object made her pussy clench around the dildo as she began to drive it in harder. Her body writhed on the bed, and she couldn't help but drop her head back, as her eyes closed tightly.

"Oh, Mike it looks like our whore is about to cum. I think someone likes the idea of being owned. Yeah baby fuck that pussy with that dildo, I want to hear you scream!"

It was too much for Haley, and despite herself, she let out a loud moan as her orgasm overtook her.

"Fuck," Fred groaned as he recorded the whole thing.

Still shaking from the intensity of her orgasm Haley started to pull the dildo out of her pussy. But Fred grabbed her wrist, and forced it all the way back in.

"No please," Haley said, as the vibrations in her now sensitive pussy were too much.

"I said again," Fred said as he dropped the phone on the bed. He began to use the dildo to fuck Haley harder than the first time as he laid between her spread legs.

"Ahh, no please it's too much!" Haley exclaimed as Fred began to first lick then suck on her ultra sensitive clit as he continued to fuck her with the dildo.

Haley's body began to shake, her legs kicked out to side as every nerve in her body seemed to be firing on high. With his free hand, Fred reached up and grabbed one of Haley's breasts, finding her nipple with his finger he pinched hard, then started to pull on it.

Haley begged him to stop, but the more she did, the harder he went. Soon, it was all too much, Haley's body convulsed in a hard orgasm. Her body shook, legs kicked, arms pounding against the bed. When it was over, the room went dark.

When Haley came to a few minutes later she found that her hands had been cuffed together and were resting above her head. There was something in her mouth, that tasted familiar. She quickly realized Fred had stuffed her own panties, the ones she had worn the night before in her mouth. Fred was laying on top of her his hands fondling her breasts his hard cock pulsing against her pelvis.

"Oh good your awake," Fred said, as he looked into her face. "Now we can fuck."

Haley shook her head no, but it was too late, she could feel Fred shifting his body, his cock sliding down the length of her slit, until it found her opening. Without a word Fred shoved the entire length of his cock inside of her already sensitive pussy. Haley cried into her panties.

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