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His First Cougar

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Her name was Loni and she was a total hottie, of that they all agreed.  Lance and his friends had first encountered her and her husband at the twenty-four-hour restaurant frequented by many of those that worked the local night clubs.

No matter the weather Loni was always dressed to the nines in short skirts, dark nylons, knee-high boots or stiletto heels, and tight tops. Lance and his friends never knew her age, but it was obvious to anyone that she was well past her fifties, not that you could easily tell. The skin and muscles on her neck, legs and arms were still firm and tight as was her face. It was only her hands that gave away a hint of her true age.

Since the word cougar was not used back then we just referred to her as "that sexy older female", until they learned her name.

Lance had just recently snagged a full-time gig as the featured performer at one of the last surviving piano bars in the city. It was housed off the lobby of one of the more popular hotels. All the piano and voice lessons he had endured in his youth were starting to pay off. That was where he first spotted them sitting in one of the booths and noticed how attractive and well dressed Loni was.

After closing, he would head to the restaurant where he would always spend some time relaxing with his co-workers. As he walked in and passed their table they paid him compliments about his voice and playing. He soon found himself sitting with them on a regular basis.

Her husband Tony was a big beefy guy with an easy smile that had been around and had a host of great stories. Lance would sit with them sometimes ignoring his friends and co-workers as he listened to his stories and all the while stealing glances at Tony's stunning wife.

Lance could never explain his attraction to her and it was not for lack of female company. He had more than his share of the female patrons that had come to the bar to listen and invite him back to their room after closing.

When Lance didn't see them for a while he questioned one of the waitresses that knew the couple personally since she was a kid. He was informed that Tony had passed away and Lance mourned the loss in his own way. He was sorry for Loni as I knew that they were still very much in love.

It was about three months before Loni was seen at the restaurant and Lance joined her to offer his condolences. He soon wound up sitting with her any night that she was there and they would talk until the Sunrise. The restaurant staff kept them under constant scrutiny and they picked up on this and had fun at their expense.

Lance stopped sitting across from her and slid in next to her. They kept their voices low and would look guilty when one of the staff stared too long. Loni played her part well and would occasionally let out a "Lance, watch your hands." which caused Lance to place his hand on the table and look guilty.

 Loni didn't come to the club any longer when Lance worked as she didn't want to arrive and sit unescorted. She told him that she didn't want to appear desperate.

Everything changed on that first Friday that the college students were home for Thanksgiving break. All the local dance bars were crowded and even the quiet of his piano bar enjoyed an influx of patrons. At closing, he discovered that the restaurants were also mobbed including his favourite one. Since he had no desire to stand in line to wait for a table he decided to leave.

As he was walking back to his car he heard someone call his name and a second later a new Caddilac coupe pulled up with Loni behind the wheel looking as beautiful as ever.

"It's a zoo in there," she informed him.

"I can see that" Lance answered. "I was about to head home."

"I don't live that far and you're more than welcome to come over for coffee," she suggested.

"Lead on," he responded sliding behind the wheel of his own car.

Loni's house was huge and located in the ritziest part of the city. The massive wrought-iron gate slowly swung open at the same time as the garage door. Loni expertly manoeuvred her Caddilac up the long driveway and then inside the large garage. She then stuck her hand out the window to indicate that he should park next to her. Once inside she closed the door and gate via the remote and escorted him inside where he was invited to take a seat on the couch. 

Now Lance was now able to take in the sight of the tight miniskirt hugging her firm ass as he followed her inside. Tonight she wore a black leather mini that hugged her bottom and her black pantyhose made a swishing sound as she moved. Lance continued to stare at her magnificent legs as she moved around the kitchen without fear of being seen by the restaurant staff. 

Loni eventually set down a large silver tray with a carafe of fresh coffee, cups, cream, and sugar. She poured them each a cup before she took a seat a cushions width away and produced a cigarette that he lit for her. He could not tear his eyes off her legs as she crossed them. 

Lance made small talk as he sipped his coffee while he took in the sheer opulence of the furnishings. From the heavy velvet curtains covering the windows to the grand piano showcased in the centre of the room and the ornate grandfather's clock against one wall, it all screamed old money. This caused him to smile and Loni questioned it.

"Your place is so like a mansion that I almost expect a French maid to come in with her feather duster and begin cleaning," he responded.

"I'll bet you'd like that. Then you could spend your time staring at her legs and butt the way you do mine?" she replied with a laugh as she set her coffee cup down and twisted in her seat to face him.

Lance almost choked on his coffee and he felt his cheeks colour as he stammered an apology.

"Relax, I don't mind being stared at. Why do you think I dress like this?" she confided.

As she spoke he could see her nipples push against her tight silk blouse and soon felt a familiar tingling in his groin. 

"May I ask a question? she continued.

"Go ahead," Lance responded.

"How old are you?" 

"I'm twenty-two," he answered. 

"You do know that I am three times your age," she answered.

"I didn't know that," he admitted.

"Well, I am. So are you going to pout and carry on when I send you home?" she poised.

"Not really," Lance answered as he didn't expect anything else.

Loni uncrossed her legs and slid forward in order to stand. This caused the hem of her mini to ride up and expose her firm nylon covered thighs. It seems that she was not wearing pantyhose but thigh high stockings. After Lance also stood up Loni approached and gave him a hug and a brief kiss before she escorted him to the garage.

The hug was tight and he could feel her warm and firm body under her silky clothes. The kiss was a gentle close-mouthed but it had the same effect as a tongue kiss and he was beginning to get hard and hoped that Loni didn't feel it.

"This was nice, we'll have to do it again," she commented as she opened to garage door and gate.

"It beats sitting in the booth and being checked out by the restaurant staff," Lance responded.

As he drove home thoughts of Loni invaded his thoughts.

"What is wrong with you? She's old enough to be your grandmother," he told himself.

He continued thinking about her as he got ready for bed and it gave him a raging hard-on. He grabbed his hard cock and commenced to pleasure himself as he envisioned Loni holding and kissing her goodbye.

The Saturday crowds were bigger than Fridays and Lance played and sung his heart out to an appreciative audience. At closing, he decided not to even try to head to the restaurant and just go home. As he walked past the front desk the clerk stopped him and handed him a sealed envelope.

"This was left for you," he said simply.

He tore open the envelope and read the contents. It was an invitation to coffee from Loni with instructions that he was to call before showing up. Lance raced to a payphone and quickly punched in the number on the invite and the call was answered on the second ring.

"Hello," he heard her sweet voice.

"I was told to call before showing up," I stated.

"Quite right. I'll leave the gate and garage open for you, just close them once in the garage," she continued before the line went dead.

Ten minutes later Lance was pulling into her garage and exiting his vehicle. He hit the buttons to the right of the door leading to the kitchen and the gate and garage door closed at the same time.  A handwritten sign tacked on the kitchen door told him to enter and announce his presence. So he called out and he heard her voice respond from a distance asking him to wait in the living room.

Lance wandered around the large room and once again allowed the furnishings of the room to overwhelm him. He was so lost in admiring the room that he didn't see or hear her enter.

"Coffee?" he heard her sweet voice ask.

Lance spun around to the direction of her voice and was sure that his mouth hung open. For there standing just a few feet from him and holding a large silver tray containing the usual coffee carafe, cups, saucers as well and all the other necessary items was Loni in a French maid's outfit.

It was a classic French Maid costume that he had seen dozens of times at parties. It featured a very short and clingy dress black dress made of satin and trimmed with shirred white lace. It included a tiny white apron attached to the dress with white lace fringes on the hems and revealing neckline. the dress sleeves were short and boasted puffed shoulder puffs

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The skirt area of the dress was pleated and a white petticoat was seen as she moved around the room. The ensemble was completed with black seamed stockings, black high-heeled shoes, and black lace gloves. Loni took his hand and escorted him to the couch as she continued to stare.

Once seated she placed a white napkin in his lap and then turned around to pour the coffee. As she turned her back to him and bent at the waist Lance had a clear view under her skirt and frilled petticoat. She spun around and bent at the waist again and handed him a cup of coffee. Now he was offered a clear view of the top of her pert breasts and the black bra that held them in place that was now visible under her plunging neckline.

He inhaled her exotic perfume and the scent caused his hardening cock to become a full-blown erection.  Loni then poured one for herself before taking a seat close to him and crossed her legs.

"Do you like what you see?" she asked.

"You have no idea," Lance responded.

"I had to send you home yesterday because your statement about the French maid reminded me of Tony, it was one of his favourite things for me to wear," she continued.

"I'm sorry," Lance stated."It wasn't my plan to upset you."

"It didn't upset me, it made me very horny," she said in a soft voice before sliding closer to him and placing her soft red lips against his.

Her kisses were long and passion-filled and Lance responded by wrapping one arm around her slender shoulders  He allowed his free hand to run down her arm and he felt her shiver with delight. His hand made the jump to her pert breasts and he gently cupped and caressed each one causing her to moan softly.

Lance's hand moved down to the hemline of her short skirt where they caressed each silk covered leg. By the time Loni ended the kiss Lance was feeling his erection pushing uncomfortably against the fabric of his dress slacks. Loni allowed her fingers to trace the outline of his hard cock before she spoke again.

"I hope you don't expect me to strip for you cause that is not going to happen," she told him in between kissing him again.

"Why not?" Lance asked.

"This costume along with all my other evening clothes hide the fact that my body is no longer as tight and firm as it once was and totally naked or in my lingerie, I look every inch of the old lady I am. So stripping down would ruin the illusion," Loni continued.

"Then, by all means, let's not ruin it," Lance responded as his heart leapt.

Loni smiled and stood up. She took him by the hand and led him down a hallway off the living room. She paused in front of a large polished double set of doors and then swung it open. She reached in and flipped a switch and a small but well-appointed study appeared out of the dark.

It was complete with a large oak desk and built-in bookshelves full of books. She escorted him to the leather swivel chair and bade him take a seat.

"This is where the Master is sitting when the maid comes into dust. He becomes so aroused that he unzips his trousers and begins to jack off as he watches her. When she comes around the desk to tidy up she sees it that's when it begins," Loni explained before leaving his side and exiting the room.

Now Lance knew about role-playing but had never practised it, so now would be a good a time as any to begin. Shortly after he took a seat in the massive leather chair there was a knock on the door and a second later the door opened to his command to enter. Loni stepped into the room carrying a feather duster.

"I can come back later to dust if you're busy," she said.

"Now is fine as I'm not busy," Lance responded.

Loni entered the room and commenced dusting the shelves and the spines of the books. Every time she bent over to do the lower shelves her short skirt showed off her petticoat and ruffled panties. The sight of her legs in their black seamed stockings against the frilly white underclothes only added to Lance's already excited state.

With minimal movement, he unzipped and unbelted his dress slacks and drew them along with his boxer briefs down to his knees allowing his rock hard cock to jump into the air. He took hold of his rigid member and began to slowly masturbate as he watched Loni in her guise of the maid dust.

Lance closed his eyes and leaned his head back as Loni made her way to the desk. She stopped dead in her tracks when she saw what Lance was doing. 

"Perhaps I better leave," she stated and turned to face to the door.

"No, stay," he answered as he seized her wrist and pulled her gently behind the desk.

Lance stood up and wrapped his arms around her pulled her tight. He could feel of silky smoothness of her skirt against his naked cock and a bolt of desire shot through his body. He placed his lips against her painted ones and began to aggressively kiss her as he pushed his tongue into her mouth.

Between the kiss and the feeling of his hard cock pushing against her skirt, Loni moaned. She finally managed to pull her head away thus ending the kiss

"Master, you must stop. What if your wife should come in?" Loni told him as her hands smoothed out her outfit.

"My wife is not at home and will not be for quite some time," Lance answered tightening his hug and placing his lips on Loni's again.

This time he allowed his hand to slide over her silk covered butt as he ground his hard cock against her groin.

"Take off your panties," Lance commanded when he ended the kiss.

"No, please," she responded in a breathy voice as she took a step backwards.

"Do as I say or find a new job," Lance continued.

Lance watched wide-eyed as her hands slipped under her short skirt and drew down a pair of white ruffled panties.

"I have dreamed of fucking you for far too long, I shall not dream any longer," Lance informed her as he took the panties from her hand and tossed them aside.

Lance then moved her in front of him and had her place her hands on the desktop. He then gently pushed on her upper back causing her to bend forward and her hemline to rise. He pushed her skirt up just enough to expose her ass, it was as firm as any he had seen.

He then took a hold of his cock whose head was already slick with pre-cum and inserted it into her pussy. Lance could not believe how tight, hot and wet she was as he slowly inserted himself into her. He then placed both hands on her hips and began a rhythmic in and out motion.

Loni moaned with each thrust and continued to plead with him to stop before they were discovered. Loni's pleading soon stopped and only soft moans of pleasure were heard. Before he knew it, Lance felt his orgasm approaching and he increased to the speed of his thrusts telling her that he was going to full her up.

Loni begged again for him to stop as he wasn't wearing any protection. He ignored her and announced that it was time and rammed her as hard as he dared too as he emptied the contents of his balls into her. Loni issued a long moan and Lance felt her body stiffen as her internal muscles locked around his cock.

Once their respective orgasms had finished they both slid down to the floor where they held each other and exchanged gentle kisses.

"How I have missed that," she said after a long period of silence. "Tony used to do me like this two or three times a night."

"I can see why you were fantastic," he responded.

"You weren't bad yourself," she answered kissing him.

"So what happens now?" Lance asked.

"Whatever you want. I have dozens of costume that he purchased as we both loved role-play sex," she told him as she slid in closer and took hold of his thickening cock.

The feel of her lace gloved against the sensitive skin of his erection was a new sensation for him. Lance was surprised when Loni pushed him on his back and swung a nylon covered leg across his body. She took hold of his hard cock then directed toward her hot pussy that was still wet with her juices and his and gently lowered herself on it erect manhood.

"Fuck me, she said softly in his ear as she began to ride his cock.

The orgasms they shared were even more intense than the last ones. Eventually, she had him redress himself as she sought her discarded panties and they returned to the living room. The coffee was still hot in the carafe and they sat in a brief silence on the couch as they sipped their brew.

"Now, you can't tell anyone about this. I don't need to hear that Loni has found herself a young hot stud," she told him. "Besides it will only cause problems with some of Tony's friends that have been trying to bed me since his passing."

"Mums the word," Lance responded.

"Do you work on Sunday?" she asked sliding closer to him.

"No," he answered.

"Good. Instead of coming here at two in the morning you can show up at nine and we can have the whole evening," she told him.

"You're not going to ask me to spend the night?" he asked.

"Remember what I said about ruining the illusion? Seeing me first thing in the morning sans makeup and complete with bed hair would definitely do that," she reminded him.

There were long lingering goodbye kisses at the door to the garage in between exchanging phone numbers. As he drove he felt his boxers sticking to his cock and smiled and wondered what Sunday would bring.

 

 

 

 

Published 
Written by ThePhantom
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