Itty's Ordeal

Kitty's Ordeal

Greetings loyal readers. I've been away for a while and I apologize for that. As a thank you for your patience, I have decided to celebrate my return with a new Kitty story. Most of the stories about Kitty take place when she is in her late 30's or early 40's (a true MILF) but this one explores the very first time she is taken and introduced to bondage and rough sex. I hope you will all enjoy this, but be warned it may get a little nasty so if fantasies of busty women taken against their will and made to serve anyone who wants her are not your forte, well...you have been warned. I hope you will all let me hear from you about what you think of my return. Thanks for reading.

Kitty Hall was always turning heads. Even at the relatively early age of 23, she was a young woman who got attention wherever she went. It wasn't always the kind of attention she enjoyed but she had come to recognize this truth and so while she tried not to encourage it, she allowed herself to take it as a compliment and enjoy it.

At 5'6", her cascade of black curly hair kung down to just below her shoulders. She rarely tied it back, allowing it to fall free and frame her face. Her wide smile was framed with sensual pouty lips. Her cherub-like cheeks always had a faint, natural blush to them which stood out even more against her soft, lightly tanned skin and her sparkling blue eyes, wide and inquisitive gave her an air of innocence, and perhaps, vulnerability.

Her body was no less stunning to look at. She weighed about 145 pounds which meant she was always struggling with a little extra weight but she carried it well. Her stomach had the slightest paunch to it, but topped by her heavy and firm 40DD breasts and supported by her round and faintly jiggly ass, no one seemed to mind. She played beach volleyball with her friends and loved taking long hikes so her legs were strong and muscled.

At this time in her life, Kitty lived at home with her parents and her younger brother. Jeff was 18 and finishing out his last year of High school. He had been held back in his freshman year and though now a senior, was still struggling academically. However, he had found football early, and it turned out he was a natural. Not quarterback material but he excelled as the teams primary linebacker.

He was 6'2" tall and weighed in at 230 pounds, but almost all of that was muscle. He kept his dark hair cut short and when not playing out on the field, primarily wore tank tops and jeans. He was aggressive and a bit of a bully and enjoyed using his larger stature to push around those smaller and weaker than him. This sometimes included Kitty, though never when his parents were around.

And speaking of their parents, Mr. and Mrs. Hall were well respected in their community. Mr. Hall worked at a prestigious law firm and Mrs. Hall was an executive secretary for one of Mr. Halls partners. They had always managed their finances well and had been fortunate enough to make a few really good investments early on. They were not ostentatious but did like to live well. The home was a large two-story Victorian style home near the edge of the city. It had about an acre-and-a half of land that it sat on and was fenced in by a sturdy low brick wall. They had a few neighbors but most of them were on similar plots of land and situated far enough away that they could visit when the mood struck them but also guaranteed their privacy when they wanted it. And they did like their privacy.

Outwardly, the Halls wee respected, upstanding members of the community, but they harbored one small secret. Mr. and Mrs. Hall were very much into the Kink and bondage sex scene. Of course they didn't flaunt this part of their lives and definitely kept it away from their children, but at the back of the house was a door that was always locked. Mr. Hall had told Kitty and Jeff that is was a private office for his most discerning clients and they were never to go in there. However, in reality, behind that door was a flight of stairs going down to a basement room where the Halls had set up their own little sex dungeon. When the mood struck them, and the kids were gone for the evening, they would head downstairs and indulge in their own twisted fantasies.

The dungeon was stocked with a variety of toys, clamps, whips, and manacles as well as a simple stockade set up. When Mr. Hall got Mrs. Hall bound and forced into the stockade, he could unleash his darkest desires and her screams ( of pain and delight) never reached another human ear outside the room. Both Mr. and Mrs. Hall were very satisfied with their lives and the knowledge that their secrets were safe. But all that changed one fateful weekend.

The Halls decided that they wanted to take a short holiday. Mr. Hall had a wealthy client in Palm Springs, who happened to be aware of their "interests" and he had invited them out to his luxurious home to spend a few days with him and a few like minded couples. The Halls were very excited to get this invitation and of course, accepted. They made the arrangements and scheduled a few days off from work. They planned to leave after work on Thursday and would fly down to Palm Springs where they would stay until Monday. They planned to return Early on Tuesday. They coordinated with Kitty and Jeff, making sure the kitchen was well stocked and that Jeff had enough money for the weekend.

This was a buy-week for Jeff's team so although they had practice of Friday afternoon, the rest of the weekend he would be on his own. Kitty worked at a local upscale eatery where she ran the bar and was the on-call manager. She had decided that since her folks would be gone, and Jeff would probably be out with his teammates, she would request the weekend off and enjoy some well-deserved me time.

Thursday evening, Kitty and Jeff said goodbye to their parents and once they had left, settled down to enjoy the evening. Kitty still had to work her normal Thursday night shift and Jeff had practice the next day so the night passed quickly. Friday, Kitty slept in and Jeff was gone by the time she woke up. She took a shower and luxuriated in being able to use as much hot water as she wanted, not having to worry about the rest of her family for once. Then, she grabbed her purse and headed out to meat a friend for lunch.

Kitty didn't have a regular boyfriend, though there were a couple of guys she dated occasionally. She wasn't a virgin but she was careful about who she chose to fuck and rarely spent the night with someone. Her lunch date was one of her part-time suitors and they met at a nice restaurant downtown.

They enjoyed their meal and Kitty even allowed herself one drink, but no more since she was driving. After lunch, Graham suggested they go back to his place for a while. Kitty knew that he wanted to fuck but she wasn't realty feeling it this afternoon. She wanted to get a little shopping in, maybe take a long walk through the park and spend some time people watching. She tried to politely decline but Graham was being persistent and Kitty did feel a little guilty because he had paid for lunch. She compromised and walked him out to his car. Once he got in, she got in on the passenger side and turned towards him.

"I really don't have time to go back to your place today," she said to him, batting her eyes and leaning towards him seductively, "but you have been so sweet today..." She slowly rolled her tongue out and ran it across her lips. She had chosen to wear a bright shade of red for her lipstick and she knew she had his attention. Her hands reached out and fumbled with his belt and zipper till she had his pants open. Then, she slid her hand into his underwear and found his already stiffening cock.

Graham had an average cock and Kitty had experienced it more than once. He wasn't the most talented lover but he always tried to be considerate, though when he got excited, he could sometimes be a little rougher than she liked, pulling her hair or pinching her nipples a little to hard. Kitty's nips were very sensitive and rough play on them often brought her to the brink of orgasm more intensely than she might want. But for now, it was all about pleasing Graham, and hoping this would satisfy him.

She grasped his cock and pulled it free of his pants, allowing it to spring up hard and straight, all six inches of it. She sighed inwardly but never let her disappointment show on her face. She licked her lips again and raised her head up to meet his gaze. His eyes were big and bright and a touch of sweat was on his upper lip. She giggled and pushed herself forward enough to kiss him on the lips and use her tongue to lick away the sweat. She felt Graham audibly groan and in her hand his cock twitched even more.

Then, she dropped all pretense of soft and slow and lowered her mouth to his cock. She opened her lips and slid them down his shaft, creating a tight seal. Her tongue began to swirl and lap at his enflamed head and she began to apply suction, moving her head up and down his shaft, faster and faster while her hand slid to his balls and began to play with them.

Graham groaned again and she felt his hand slide under her to her heavy breast. She had chosen to wear a scoop neck top with short, billowy sleeves, so it was easy for him to slip his hand into her top. He grabbed her breast through her half-bra she had chosen to wear and his thumb and forefinger quickly found her own already stiff nipple. He grasped it hard, pinching and pulling on it as he tried to thrust his hips forward. This was his go-to move, Her nipple sang with heat and a wild sensation coursed through her, but there was a sensation of pain as well. He was pinching too hard and when he pulled her tit, he twisted it making her gasp and almost choke. She tried to pull her head back, take his cock out of her mouth to tell him to be more gentle but his other hand grabbed a fistful of hair and pushed her back deep onto his thickening and quivering cock.

She grunted around his cock, squeezed his balls tighter, tried to again pull back but all this just excited him more and his grip tightened on her hair. She realized that the only thing to do was finish him off as quickly as possible and get this over with. She slurped hard, spit drooling out between her lips and down his pole and redoubled her efforts. Fortunately for Kitty, Graham didn't have a great deal of stamina or control. Even as he continued to roughly maul her breast and nipple, she could hear his breathing increase rapidly, felt his cock begin to spasm and she knew he was close. She whined a little at the ache he was causing in her tit and at the warm tingle that was now beginning to stir deep in her pussy. She bobbed her head faster, swirled her tongue over and around his shaft and began to rhythmically squeeze his balls, occasionally tugging on them as well.

That did it. Graham couldn't hold on any longer. He grunted loudly and his cock began to spew out a thin, warm stream of cum into her mouth. Grahams cum always tasted a little bitter and she didn't like to swallow but in this case she knew she didn't have a choice. She lapped at the stream while gulping down his load. It didn't take long to finish and she pulled at his dick with her lips, using her tongue to catch the last few dribbles. Graham finally released her hair and slowly, almost reluctantly loosed his grasp on her breast and pulled his hand out of her shirt. The he leaned back against the driver seat and sighed deeply. Kitty was glad she had pleased him but the whole thing left her with just an empty feeling of disappointment. She straightened up, swallowed down the last of his cum and sat back while adjusting her top.

"So...did you like it?" she asked and forced a thin smile onto her face. Graham looked over at her and smiled back, not sensing any of the emptiness he had left her with.

"God, that was...wonderful!" He sat quiet for a minute and then, as if remembering his manners blurted out, "Are you OK? I mean was that good for you too?" Kitty's smiled broadened a little more. Graham truly was a nice guy, he just wasn't all that good in bed. But she didn't want to hurt his feelings so she nodded and put a hand on his shoulder, allowing it to run down his arm.

"That was so good for me too." Then, she leaned over and allowed her breasts to crush up onto his chest as she kissed him, long and slow on the lips. She allowed the kiss to linger a few more moments, then broke it off and sat up a bit straighter. Graham smiled with contentment, his hands already trying to buckle up his pants. Kitty let the moment linger and then reached for the car door.

"But now I really do have to go. I'm glad you enjoyed that." She opened the door and swung her legs out. As she looked back, she thought she saw a little disappointment on his face, so she added, "Maybe we can do this again sometime." The she pursed her lips I a way she knew looked sexy and blew him a kiss. Without waiting for a response she hopped out and closed the door behind her and hurried off across the parking lot to her own car. She was about halfway there when she heard Graham's engine start up. She didn't look back, just continued on to her car and got in. She allowed herself a moment to just sit there and breath, trying to calm the rising anger in her chest as well as that hot flash that had spread across her pussy as Graham tormented her nipple.

She wasn't certain why she was feeling anger. After all, she had initiated the whole thing. But it had all been so...unsatisfying and she couldn't help but feel like it was Grahams fault. Maybe that wasn't fair but emotions rarely succumb to logic. She let herself feel sorry for a minute or two and then shook it off, took a deep breath and plastered a smile on her face. She started up the car and headed for the mall to try and enjoy the rest of the day.

By the time she got home it was almost dark and her mood was considerably better. She had spent several hours indulging in retail therapy and had several bags from various stores to demonstrate it's success. She had skipped the park but had talked herself into going into Victoria's secret. They didn't often have items that fit her body shape but she had been in luck today and found a gorgeous lace chemise with garter babydoll slip. She had fallen in love with it and was even allowed to try it on in one of the dressing rooms. She was afraid it wouldn't fit but it was actually perfect. She bought it on the spot. She had been tempted to wear it home under her clothes but she wasn't really dressed for something like that so it too was in one of the myriad bags she carried into the house.

The living room lights were all on and she had seen Jeff's car in the drive so she figured he was home. The TV was on but no one was in there watching it. She set her bargains down and moved into the kitchen. There was an open box of pizza, with a single remaining slice on the counter and a couple of empty beer bottles, but still no sign of Jeff. Curious, she went looking for him. She searched the ground floor of the house without finding him and was just about to try her luck upstairs when she caught the sound of heavy laughter coming from somewhere near the back of the house. She headed that way and began to hear several voices talking and laughing.

As she reached the end of the hall where the door to her fathers "private office" was, she saw that it was standing partially open and the voices were coming from there. She had never gone in there and was upset to see that Jeff had gone in and apparently brought friends. She hurried to the door and opened it wide, but instead of a nicely appointed office, she saw a flight of stairs going down. The light she had seen was from the bottom of them and the voices too.

Still annoyed but now curious as well, she cautiously walked down the stairs till she could see what was at the bottom. The sight shocked her. It was a large basement room with bare concrete walls and a hardwood floor. There were racks on the walls holding what could only be described as several assorted whips and paddles. There were several red leather ottoman-like cushions, some low to the ground and others up to just above knee height. Those were set in front of a simple metal frame with a wooden stockade suspended between the poles of the frame. There was another rack with rope coils and chains as well as a variety of hand and leg cuffs. Finally, a tall cabinet at the rear of the room stood with its doors ajar.

All of this was enough to surprise and overwhelm Kitty but those thoughts paled to the other thing she saw in the room. Jeff was down there with two of his football teammates, a large Black guy she thought was called Mike and the quarterback of their team, a strong, athletic young man named Rick. They were standing next to the open cabinet laughing. Jeff had some sort of black leather hood and had slid one hand into it and was acting like it was a puppet. Mike was holding up a leather strap and buckle with a large rubber ball at its center. Rick had obviously taken one of the leather straps down off the wall and was cracking against his leg. He winced when he slapped himself a little too hard and the three of them cracked up again. She uncomprehendingly stared at the scene, for a few moments. Then she stormed down the rest of the stairs and into the room to confront her brother.

"What the hell is all of this and what are you doing? You know this room is off-limits!"

Even as she said that she realized the dichotomy in what she meant. Dad's study was off limits but this looked nothing like a study. It was some sort of a sex dungeon! The train of thought that this triggered, that her father had a sex dungeon and hid it from them, threatened to send her mind spinning off the tracks so she shook her head and focused on Jeff. Jeff just stared at her for a moment while the other two guys looked over at her. "Well?" She demanded.

"Hey! Look, your sisters here! Now it's a party!" Mike laughed and stepped over to Kitty and before she could react, slapped her hard on her ass. Kitty squealed and jumped making the others laugh even harder.

"What the fuck Mike?" Kitty cried stepping away from the large Black man. Mike didn't even have the good graces to look ashamed. He stepped quickly around Kitty and threw his arm around her shoulder, his big hand hanging down and brushing the swell of her breast on the other side. Kitty tried to elbow him off of her and step away but Mike was several inches taller, and much stronger than she was. He just pulled her tight to his side and let his hand go lower, dipping into her shirt top to grab her breast.

"Get off me you pervert!" She cried but now Rick had stepped up and grabbed her arm on the opposite side of Mike.

"Hell Yes!" Mike said and grinned. "I've always liked your sister." Now Jeff was facing his two friends and starting to smile. Kitty's heart did a little flip because she recognized that smile. It was the one he always had on his face when he was teasing her and making her life miserable. He stepped up towards her looking down into her face.

"You know guys...you might be on to something here. When we found this kinky playroom of my folks, there wasn't much we could do but look around at just imagine the kind of shit they were into. But now..."

His eyes hardened as he took a step closer. "But now," he continued a hint of gleeful malice creeping into his voice, "maybe we have a chance to try it out ourselves!" He chuckled and reached out and grabbed Kitty's breast and squeezed it hard. Kitty groaned in pain, and maybe a touch of something else but it didn't stop her from trying to shake off the two men who had a hold of her and break away.

"Jeff!" She screamed at her brother. "Stop this right now before it goes too far." She yanked and twisted against the hold Mike and Rick had on her but they were unrelenting and held on. For his part, Rick was staring hard at Jeff. He looked over at Kitty, licking his lips and back to his teammate.