Warning:
This story is based on real events and contains descriptions of explicit sexual acts between women. If this type of content offends you or you are under the age of 18 do not read it.
Names, characters, places, and incidents either are products of the author's imagination or are used fictitiously. Any resemblance to actual events or locales or persons, living or dead, is entirely coincidental.
Author's Note:
This is the property of the author. It can be downloaded for personal reading pleasure or sending to a friend, but if you wish to re-post them at your own site, please contact the author for permission.
Copyright 2009 Doreen, All Rights Reserved.
Please mail to dmacken316@yahoo.com if you have suggestions for future stories.
A Cougar is Set Free!
Forty-five year old Leslie just had the final fight of her three year relationship with Anita. Anita was cheating on her and Leslie caught her. What hurt the most was that Anita was with an older woman and she could not understand the attraction. During the discussion Anita hurled many insults to Leslie, which for the most part were lies.
This is the fourth relationship in a row in twelve years to end this way, she had no clue what was wrong with her but decided to engage a counselor to discuss this with.
She located a very good woman named Penny and the first meeting was scheduled for Friday.
Leslie decided to dress down for the event, and planned the afternoon off from her job.
When Leslie first met Penny she was stunned as to how good looking and young she was. Penny had completed college by when she was 19 and had worked as a counselor for the past 10 years.
Leslie opened up that she needed help with relationships.
Leslie stated, "Well the problem I have is that my past four lovers have dumped me at the three year mark and usually with a very vocal shouting match."
Penny assumed that the lovers are men, "Well the three years could be a coincidence, but how did the end come? What do they accuse you of?"
Her answer was, "I'm a successful partner in a law firm, the job is not low stress and quite often I have to travel. This takes me away from home, sometimes for weeks."
Penny dug deeper, "What happens at the homecoming?"
"Usually it starts off with great sex to welcome me home. But I get frustrated that my trip is not inquired about or how well I accomplished the tasks or what sights I saw in the place I visited."
"Hell, usually I don't even get a thank you for the gift I bring home."
Penny replied back, "Well what you told me sounds like the partners only care about how well you are in bed. Do you ever engage them in small talk or have them get to know you?"
The answer from Leslie was, "Not really, I have to admit that I enjoy the sex a lot".
Penny was kind of shocked!
Leslie continued, "But, while on the road I stay faithful, I don't pick anyone up and I don't even play with myself."
With the hour drawing to a close, Penny established a time for a second meeting. Leslie stated that this time was good.
Penny on closing, "Here is something I want you to try. Go out and pick up someone much younger than you. Do not sleep with him, just get to know him. See if this helps you."
Now Leslie has been a lesbian ever since she was 16. So a "him" was not in the cards, she has never considered getting to know someone younger and this was worth a try."
Leslie is a 34C-21-32, white, about 5 feet 4 inches tall and red hair. She loves to wear luxury lingerie and stiletto heels. A lawyer for a long time she has kept herself very trim. Her partners are a mix of men and women and almost all are divorced. The fact that she is single is no big deal. Her firm has no idea she is Lesbian, they would fire her on the spot and the morals clause in the agreement would not give her a dime.
Returning home that evening Leslie decided to take the advice real soon and find someone younger to get to know.
She chooses a workout outfit that consisted of shorts and loose sweater with a leotard underneath. A member of a national gym, she decides to head to a city about an hour away to use the facility there, lest she run into someone from the firm.
She packed a small bag for the weekend, and also grabbed one of her masturbation kits. Being a lawyer her efficiency also entered her sex life. She put together a number of kits that has everything needed to play with herself. The kit includes lingerie, clothes, stilettos, dildo, makeup and other items required. The six kits are all different and they make getting ready for her time with herself.
She checked into a hotel in the city, showered, played with herself using the kit.
Leslie's idea of playing with herself is an adventure in itself, usually she would take a bath, dress up in nice lingerie, with stockings, stilettos, satin bra, satin panties and half slip. This time she was going to wear a tight leather skirt and satin peasant blouse. This time she took along an anal dildo along with a vaginal dildo.
Leslie has a very vivid imagination and many times she would cream herself countless times before the first touch. She does not need to watch lesbian movies and pictures of naked women do nothing for her. Years ago she realized that the movies were fake!
Her fantasy this time involved a secretary at the firm. She suspects the women is a lesbian and plays it out.
She would never approach a woman at work, the complications from that are not worth it. Even when she would go meet someone, it would not be in the hometown.
Her time in bed starts with a fantasy of Kelli and she slowly strips her blouse and skirt off. Rubbing herself she saturates the panties, as she strips them off she licks up her cum.
She spent time enjoying her body and the feelings from cumming and the dildo. She also paid some attention to her asshole and the thinner dildo fit nicely. Many times she would have a lover use a strap- on on her butt!
Arriving at the gym she heads to the locker room to change for the aerobics class. As she enter the class she sees quite a few people there, she heads over to a cluster of 20 something women.
All the women are very fit and she is enticed by the tight outfits. Scanning the ring fingers all but two appear married, one of them, named Jen, gives her a quick glance. She will try with her!
Jen is 22 years old, with a 32B-21-30 body, blond hair and olive skin, she stands 5 feet 8 inches. She is wearing a red/blue tight with pink sneakers. She notices the full breasts but realizes that sex is out this weekend.
Leslie sides up to Jen and states, "Hi I'm Leslie, I'm here for the weekend on business and decided to take in a workout."
Jen responds, "Nice to meet you too. What city are you from?"
"Geneva, just over the mountain."
Jen had been there before commented, "I know it well, I've been there with my boyfriend."
Leslie was not sure if she should continue but kept at it. She knew there would be no sex.
The workout started and the woman leaders were brutal. This was the last time she will take an advanced class.
Heading to the locker room, Jen saw her and sat down with her.
Jen asked, "What are your plans here for just for a few days?"
"I'm going to head to my hotel and take a shower. Get some dinner, read a book and go to bed."
Jen's boyfriend was out of town and she wanted some company.
Jen stated, "Look I live on Canal St, and after you shower why you don't come to my place?"
Followed by, "We can have a nice dinner together and you can keep me company."
Leslie stated, "OK, it's a date."
They both departed the gym.
Jen is straight but she was bi-curious. Although she has not been a virgin, since 16, her boyfriend Gus is very good to her. He is the first man to eat her out and prolong the encounter, he also never asks for a beer after.
While her boy friend was out of town, she rummaged in his office for the auto insurance file and found a collection of lesbian DVD's the other night. She watched one and it made her incredibly horny.
She did want to get laid, but her man was gone. She didn't think Leslie was gay, nor did she want to make a pass at her and fail.
When Leslie arrived at her hotel she stripped down, got ready to shower and then ready for dinner with Jen. Knowing that she was there for therapy she knew that sex was not going to occur.
She showered and decided to dress similar to the way when she saw Penny. Low heels, loose peasant blouse and linen slacks. The only indulgence she allowed was black satin boy cut panties and a black satin bra.
On the way to Jen's house she spotted a liquor store and bought a bottle of wine to be gift. Not being sure of the meal, she purchased a bottle of red and white wines.
While waiting for Leslie, Jen being younger had not developed any sophisticated techniques to cum. She started with the movie, and about 20 minutes later her fingers were soaked.
She took a shower, dressed in a light weight sweater, knee length skirt and flats. She was not expecting to get laid, especially by a woman.
She started dinner, consisting of a side salad, jasmine rice and salmon. Jen, being a personal chef, had the meals ready to go fairly quick. The last thing to cook was the fish and rice, but the oven and water was ready for the food.
Gus and Jen shared an apartment that was nicely furnished. Marriage was in the near future but Gus had to resolve his extensive business travel with his company.
Leslie arrived at Jen's and they exchanged a brief hug. Leslie was wearing a perfume called Black Lace. Jen took a whiff of it and enjoyed the fragrance mixed with Leslie's own scent.
Over dinner they talked about lots of things, careers, family and favorite things to do. Leslie's education was extensive, but Jen had completed Culinary school and then earned a Bachelor's in Management.
When the subject turned to men, Leslie demurred and let Jen speak.
Jen stated, "I have not had that many physical relationships Gus is just the third man to have slept with me. The first was a boy she met in cooking school. He got a job in France and I never saw him again."
Leslie absorbing the sharing stated nothing about herself. Being a lawyer she learned to keep her mouth shut.
Leslie realized that she learned that other people have issues, good and bad, to deal with. One thing she realized that in her past relationships she never got to know her lovers.
The evening drew to a close and Leslie got up to leave. Jen walked her to her car. Her car would not start. It wasn't that old, but she rarely took the maintenance book seriously. Her car somehow reflected the relationships she had.
Jen took her back in the apartment to call the auto club, but even there was a comedy of errors. In this area they have no 24 hour service and she would be contacted in the morning. The club asked her if she needed anything like a ride to a motel or whatever.
Jen was more than happy to let her stay over.
Jen stated, "You can have the bed, I'll sleep on the couch. This way you have some privacy and I'll go watch some TV."
Leslie thought this was gracious of the young host. Leslie stated, "Wow, that is so cool of you to do that."
Leslie being very feminine loved to linger in the shower and took one when she got in the room. Having no change of clothes Jen loaned her one of Gus's t-shirts. It was a wicking type of t-shirt and it had a satiny feel.
Although Jen liked to be clean her showers were quick. She wore a similar shirt, and her nipples showed through it.
Jen told Leslie, "It's OK to use the TV, the remote is under the pillow."
Leslie turned it on and noticed the DVD light was on. She pressed play and saw the lesbian move playing. Not one bit offended she thought the sex was fake, but admitted the women were great looking.
After a few minutes she shut the TV off and was deep in thought about getting laid or not she decided to at least try. The eye candy had moistened her crotch.
Her mind made up, she went over to the living room to talk to Jen.
Leslie sat down next to Jen and started some small talk. Thanking her for the hospitality.
Leslie then stated, "Jen, I have a confession to make."
Adding, "When you shared about Gus and men I stayed silent for a reason. I have never been to bed with a man, but have had many women."
Jen was shocked!
Jen stated, "Why are you telling me this, are you going to seduce me?"
Leslie's answer was blunt, "Yes, I stumbled on the DVD movie and have to tell you that real lesbian sex is not like that. It's about the touch and caressing, the prolonging of an orgasm, the sensation of breasts caressing."
Leslie continued, "Besides we don't make love with our shoes on, high heels are not exactly comfortable."
Jen's reply was, "Oh, it was the first movie I ever saw,"
Reaching over Leslie hugged Jen and gave her some tentative kisses which grew into a more passionate embrace as Jen warmed up to her.
Jen was wearing a similar t-shirt and Leslie made a tentative caress of her breasts. The nipples immediately became erect, Leslie kept gently caressing them. She wanted Jen's first time with a woman to be a lifetime memory. Just like her encounter with Debra when she was younger.
Leslie started to suckle Jen's breasts right through the shirt, it was clear that the couch was not going to hold them, so Leslie led her to the bedroom.
Sitting Jen on the bed, she removed the Jen's t-shirt as well as her own. Jen was not nervous but not exactly relaxed yet either. Leslie then had Jen scoot back and lay on the pillow. She resumed kissing her to relax her first, she then ran a finger over her clit, and the feel of the clit over the satin panty triggered a rush of cum from Jen.
This relaxed her, and Jen's participation in the kiss was much more energetic. Jen's hands started to roam over Leslie's body. The touch was tentative, but warm and not shaky.
Leslie was an expert at clit grinding, she would lay on top of a lover, and position herself so that both clits would rub each other. It was always great when the nipples of both women could blend together.
Leslie learned years ago that a gentle humping motion would bring both women fantastic orgasms. Although both still had panties on, Leslie started, she always did this for a while, but Jen's response to it was amazing. She was moaning pleasurably, and spread her legs further for Leslie.
Jen blurted out, "The movies are nothing like this!"
Leslie continued her technique and also was kissing Jen on her face and lips. After a few minutes more, Leslie started to head down to Jen's pussy to use her well educated tongue. Kissing her way down the torso she was greeted by a very nice musk scent and panties that were soaked!
Her first licks were just with the tip of her tongue, Jen responded by cumming. Jen's panties came off and Leslie used her hands to rub her clit and tongue fucked her. Leslie was amazed at the response from Jen, she must love sex!
It was clear Jen was exhausted from the cumming and moaning, so Leslie slid back up to cuddle Jen, in time she knew that Jen would reciprocate.
Jen was in sheer ecstasy, but having only tasted her own pussy when she masturbated she had no clue what to do.
Jen stated, "That's was the most fantastic feeling I've ever had. Even better than when my boyfriend eats me."
Leslie answered, "You are very lucky to have a man please you that way."
Jen asked, "What is the best way to use my tongue on you?"
"Just do what comes natural, lick gently and dart your tongue."
Jen slowly moved down Leslie's body, kissing her gently, she spent quite some time sucking her breasts and watching her nipples harden.
Although she had seen other women's bodies in the locker room she never studied them. Until this weekend a Lesbian relationship never entered her mind. She was grateful that her first time was with a gentle lover who educated her on techniques, but more importantly on how her body reacts!
Jen continued down to Leslie's pussy, with her legs open wide, Jen was able to nestle comfortably between her legs. Making tentative kisses and licks on the labia she proceeded to use her tongue and fingers to uncover the clit.
While licking and sucking Leslie released her juices into Jen's mouth. This was a fantastic taste to Jen, much different than her licking her fingers.
Leslie responded by groaning, moaning and cumming. She gently grabbed Jen's head and squeezed it against her pussy.
This continued for a number of moments and then she wanted to try the clit grinding technique. Moving up, she positioned her clit over Leslie's and started a humping motion. This was right on target.
What pleased Jen the most was the number of times she came, in all her years with men she never experienced this feeling. She most definitely will experience this again.
Exhausted, both women cuddled with each other and fell asleep.