This is a work of lesbian fiction. None of the characters or the locations in the story ever existed. If you are offended situations involving mature lesbians with high school girls, please read no further.
(Lesbian High School)
Jackie Edmonds was a popular cheerleader on the Rancho del Oro high school squad. At not quite 17-years-old, Jackie had been tabbed to be cheer captain in her upcoming senior year, and she wanted it to be the best and most memorable yet for the girls on the squad.
It was an early June summer day in her small, eastern San Diego County hometown. Jackie was the only child of a single parent, Shelly Edmonds.
Jackie had been a "latch key kid" for almost as long as she could remember, and Jackie's mom would not be expected to be home from her Pharmacist job at the local Walgreens, until well after 6:00 p.m.
Like most days after school, or in the summer, Jackie would spend part of her day at the home of her friendly neighbor, Julia Petrocelli. Julia had a pool, and was nice enough to let Jackie and her friends occasionally use it during hot days. There were many hot days in that inland part of Southern California.
Julia had been widowed at a young age. Her husband had built a very successful software business which she was able to sell for a handsome profit. He had also provided for her with a large life insurance policy. Still, it was quite a shock to Julia when he was taken away suddenly by an undiagnosed brain aneurysm. She thanked God that she had not been left penniless and alone.
Julia and her late husband had no children of their own, and Julia now lived the life of a somewhat well-to-do suburban housewife, keeping herself busy with the local women's club, and other small philanthropic ventures.
Shelly, Jackie's mother, was grateful that Julia lived nearby, and that she had taken a shine to Jackie since she was just a child. Shelly knew that with her busy work schedule that she couldn't always be around to monitor Jackie. Julia helped to ensure that her only daughter was safe, and not always alone each day until she returned home from work.
As Jackie was approaching her senior year in high school, and was an excellent student, Shelly had fewer and fewer daily concerns. Entering her fourth year on the high school cheer squad was a time-consuming enterprise, and an additional means to keep Jackie occupied and out of trouble, Shelly thought.
With Jackie seemingly more interested in cheer than boys, Shelly considered this an idyllic time in her life, and considered getting back into the dating pool. She had even told this to Julia recently, while they were sharing a bottle of wine.
It was an atypically hot June day, and Jackie had chosen to beat the heat at Julia's house...
The air conditioning was going full blast in Julia's bedroom. Julia and Jackie were both naked, with Jackie sitting between her neighbor's legs while Julia brushed Jackie's luxurious blonde hair which reached to her shoulder blades. Jackie and Julia had been secret lovers since Jackie was a precocious 13-year-old freshman.
Julia had known that she was a lesbian since college. However, she genuinely loved her late husband, and truly believed that she could repress her feelings for women and maintain a happy, traditional marriage. She had even been fairly successful at it for the eight years that they had been married.
Now, at 36, she felt no need to repress her true feelings and desires. Julia couldn't really explain how things had started with Jackie. She assumed that it was mutual loneliness that had brought them into each others arms, and into Julia's bed.
Julia, with her Italian heritage, was a olive-skinned beauty. She spent every morning at the local gym, and was proud that her body was still attractively fit, and that she weighed only five pounds more than she had in college. At the request of her husband, she had undergone a breast enhancement from one of the best surgeons in Beverly Hills. She was now a very proud, and confident 36-C cup size, which worked well on her 5'8" frame.
Julia put down the hairbrush and began to stroke Jackie's hair with her hands, and began to tenderly kiss the teenager's neck. Julia was intimately familiar with every inch of Jackie's young body, and had enjoyed seeing the changes as Jackie continued to mature and grow.
Once a scrawny 13-year-old with braided blonde hair and braces, Jackie had quickly matured into a beautiful 5'6" cheer captain, with golden blonde hair, and fit, athletic features, including a bubble-butt that she had a hard time keeping her hands off.
Jackie snuggled in between Julia's legs, and pressed her back against Julia's large, firm breasts. This was a comfortable position that they both enjoyed. They had sort of a ritual: Julia would massage Jackie's perky, young breasts at the start of each sexual encounter. Today was no different. Jackie gave a gentle sigh as Julia's hands began to knead and manipulate her 34-B pink breasts. Julia would pinch and pull on Jackie's sensitive nipples, and the tiny bit of pain would increase her level of enjoyment.
Julia's left hand remained engaged on one of Jackie's breasts as the other hand drifted to Jackie's waist, and eventually down to her young pussy. Three of Julia's familiar fingers entered one by one into Jackie's carefully trimmed pussy. Jackie had just a small amount of brownish-blonde pubic hair, which formed a little "V."
Julia gradually increased her speed. Her fingers rhythmically went in and out of the teenager's pussy like a timed metronome. After three years with her young, lesbian pupil, Julia was well-versed in all of Jackie's hot spots, and was able to make the 16-year-old cum rather quickly.
Jackie quickly switched positions and began to voraciously lick the pussy of her older neighbor. She too knew what Julia liked. After Julia orgasmed, Jackie brought her petite frame on top of the large-chested woman.
As they laid together cuddling, Jackie's hand began to absently wander across Julia's large breasts. She had forgotten that she had come to ask Julia some serious questions that day. Like most days, they quickly became distracted by sexual desires, and fell into bed.
Jackie drew circles around one of Julia's brown nipples. "You know I'm going to be captain in the fall?" Jackie led off. "Of course," replied Julia. She was proud that her young lover had been selected to lead the high school cheer squad.
"Well," continued Jackie. "I want to be the best captain ever, and I want to do something that no other captain has ever been able to pull off."
Julia was intrigued. She shifted her body in order to look Jackie in the eyes and to give her her full attention. "And what is that?" Julia asked. "Go to Orlando for the Cheer Nationals," Jackie boldly replied.
Rancho del Oro was a comparatively small, rural high school by San Diego County standards. The varsity cheer squad was comprised of only eight girls, and there were no JV or Frosh / Soph squads. Previous fundraising efforts through bake sales, garage sales, and the like had always fallen short, and the team had always had to confine their activities to San Diego, or nearby South Orange County.
Jackie was shooting for the big time in Orlando, and knew that the usual fundraisers would never bring in the funds required. The small city had its share of affluent citizens, but few were intimately tied in with the school or the cheer squad. Some of the students even drove Porsche's and Mercedes Benz' to school. Jackie's mother, a pharmacist, was able to give her teenage daughter a comfortable middle class lifestyle.
Julia kissed Jackie, more out of sympathy than anything, and then said flippantly, "It's a shame that you pretty girls can't sell yourselves." She gave a little snort of a laugh.
That got Julia's head spinning. "In addition to all of the usual stuff, maybe we could sell dates with the cheerleaders to the highest bidders?" Jackie said to Julia, "Not a bad idea," said the buxom neighbor. Jackie continued: "I bet some dorks would pay $500 to a thousand dollars to be able to take a cheerleader to the Homecoming Dance." "What about jealous boyfriends?" Julia asked. "Well, they'll have to pay. It's for a good cause. No one complains when the football team needs new pads or helmets."
"Do you think that will raise enough?" Julia earnestly asked. "It will take a lot of money to send 8 girls and a chaperone all the way across the country, and don't forget meals, hotel rooms, Disneyworld tickets..." Julia stopped as she saw the disappointment in Jackie's eyes.
"I have an idea," said Julia. "It's really, really wild, and it would need to stay top secret." "What? what?" Jackie asked excitedly, sitting up on the bed. Her little boobs were bouncing in anticipation.
"Well, as you know, I belong to a little club in San Diego whose members might pay big money to hook up with pretty teenage cheerleaders. I think they'd pay A LOT of money, in fact." Said the older lesbian.
Julia belonged to a very exclusive club for lesbians in San Diego known simply as "Mermaids." Memberships were very pricy, and each new member was extensively vetted. Discretion was the byword. "Mermaids" provided a place to have a drink, socialize, and meet other women. One of the women ran a very upscale call girl service, and some of the "Mermaids" members were among her best customers.
To maintain its cover within the community, "Mermaids" had a small workout facility to go with their cocktail lounge. Julia had told Jackie about it, and promised to take her there when she turned 18.
Julia and Jackie enjoyed each others company socially and sexually, but neither considered themselves in an exclusive relationship with each other, and both would discuss their lesbian trysts. Julia knew that Jackie had already eaten the pussies of one or two of her fellow cheerleaders.
"This might just work," they both thought.
Jackie would, of course, need to discuss her plans with the squad. Frankly, she had no idea what their reactions would be.
Julia gave permission for their meeting to take place under the cover of a Saturday afternoon pool party. That was the easy part. Julia enjoyed hosting gatherings at her pool with pretty 14-18 year old girls in tiny bikinis.
Shelly was home the next Saturday afternoon when Jackie announced that Julia had given permission for her to have the whole cheer squad over at her pool to celebrate that she had been elected cheer captain. Shelly had rarely seen her daughter so giddy with anticipation, like the teenager that she was.
Shelly would have been absolutely horrified by the very adult scenarios that these teenage girls were about to discuss.
There was a lot of laughing and splashing at the pool party. With no boys present, all of the girls were allowed to be more relaxed and "themselves." However, that didn't stop the girls from trying to impress each other with their new, skimpy bikinis.
Julia, the hostess, was walking around with sandwiches and trays of ice tea. She was enjoying watching the 8 slender, nubile bodies parading on the pool deck. As was the fashion, most of the girls were wearing T-back or thong bottoms, which exposed almost all of their firm, teenage asses.
Julia, herself, was dressed in a black bikini, and pretended to be modest and matronly by wearing a very sheer black beach cover, which really didn't cover anything. Julia had noticed a couple of the girls sneaking glances at her large tan breasts. She had recognized some of the new girls from previous pool days. Unfortunately, she had never been able to talk Jackie into taking one of them inside for a threesome. Julia made a mental note of those who were peeking at her breasts. Pretty, blonde Monica had seemed to be the most obvious.
Julia had noticed a new girl in the group. She was a waifish incoming freshman. Her jet black hair was cut in a boyish pixie cut. She introduced herself to the hostess as Cindy. Cindy couldn't have weighed more than 90 lbs. Her tiny breasts barely made bumps in her bikini top, but her best feature was a cute, little butt.
Cindy had already been chosen as the "flyer" for the small squad. With her gymnastics and dance background, she would be the ideal girl to be thrown in the air, and to stand atop the pyramid. Seemingly unaccustomed to such a grown up bikini, Julie smiled as she saw the youngster repeatedly pull the T-back wedgie out of the crack in her ass.
Julia went inside as the cheerleaders pulled chairs around for their meeting. Jackie shared her goal of an Orlando trip, and shared all of the usual fundraising ideas. The girls perked up when she shared her idea of auctioning off dates with each of them for the Homecoming Dance. Those with boyfriends promised that they would pay dearly, or each would simply go to the Dance with another boy.
They all agreed that any violence or threats of violence by jealous boys against higher bidders would be severely dealt with by the silent treatment, and that all would refuse to date or have any interaction with that boy throughout the school year. All agreed that the plan could work, and indeed raise a decent amount of money.
Jackie then dropped the bombshell: She had heard of an all-female club in San Diego where the members would pay big money for the "company" of "girls like us."
Some of the girls looked puzzled. "What do you mean by company?" One asked. Jackie smirked and rolled her eyes. She thought it was pretty obvious."
Finally, blonde, junior-to-be, Monica whispered, "Do you mean that these women will pay a lot of money to fuck some of us?" Some of the other girls giggled, but most were stunned by Jackie's plan.
Jackie chose to go all in: "Anyone who is really against it, or has religious beliefs, or whatever, doesn't need to participate. However, some of US who have played around with other girls have found it to be rather fun... and no one is going to come away knocked up."
Jackie had said it. She had just admitted that she had fooled around with girls... and she liked it. She intimated that other girls there today had done so as well. Everyone sort of looked around. At least two of the girls who had had sex with Jackie stared straight ahead, and prayed that they weren't turning red.
"It's not a big deal, and my friend has practically assured me that we can raise enough money for all of us to go to Orlando!" Jackie continued.
A lone voice rose from the group, "I'll do it." It was the tiny former 8th grader, Cindy. The older girls looked at her in amazement. Cindy was desperate to fit in with the older girls. If it meant fucking some woman in San Diego for her team, she was not afraid.
"There you go," said Jackie. "And as your captain, I'm in." No one else was prepared to commit on the spot. It was a much quieter group that continued with the swim party.
One of the girls had brought up a very pertinent question, "How are we going to tell people how we raised all of that money?"
It was agreed that they would go through all of their usual fundraising techniques. With no cheer coach or teacher assigned to the squad by the school, they could keep their finances to themselves, and still have the appearance that they had raised the money legitimately. The auction for a Homecoming date for a cheerleader will certainly make things plausible if they were able to whip the boys into a bidding frenzy.
If they were able to raise the funds needed for the Orlando trip, the school would likely require them to be accompanied by an adult. It was felt that they should select this chaperone themselves, so as not to be burdened by some crabby teacher or female coach who would hamper their fun.
Julia emerged from the house and Monica asked her if she would be their chaperone if they were able to raise enough money for Orlando. Julia pretended to play dumb: "You girls will certainly need a lot of money to pull that off, but I would be honored to be your chaperone if you do."
Monica gave Julia a big hug. She let out a big smile as she pressed her young, bikini body tightly against Julia's big boobs.
As Julia and Jackie were cleaning up from the pool party, Jackie said to Julia, "I admire Cindy's spunk for volunteering, but I wonder how much of a market there will be for a scrawny freshman?" "Oh, you might be surprised," was all that Julia had to say.
Wearing their cheer uniforms, they split up into small groups to sell cookies, muffins, and lemonade at the larger shopping centers in the area. Like girl scouts selling cookies, no store managers dared to try stop the young cheerleaders from soliciting their customers as they entered and exited their stores. Julia, and most of their mothers were helping to supply the baked goods out of their own kitchens.
Jackie had noticed that seemingly every male above the age of 12 was happily buying something from the pretty girls, and their coffers began to grow throughout the summer. When asked how much they had raised so far, each girl had been instructed to not reveal any numbers, but to say, "Things are going very well, and we're really optimistic we'll meet our goal." Flirting with teenage boys was especially encouraged. Some of the girls made a production of bending down to pick up something, giving just a peek of their firm asses in their red Spanks. The horny boys were all too eager to empty their pockets for the cheer squad girls.
Monica had whispered to Jackie how attractive that she thought that Julia was, and casually remarked that she had never "made it" with an older woman. Monica had no idea that Jackie had been having sex with her beautiful neighbor since she was 13-years-old.
Jackie had an idea: As a way of repaying Julia for all of her hard work on their behalf, Jackie planned to give her long-sought dream of a threesome involving two teen cheerleaders.
It was a weekday, just prior to the start of school. Jackie's mother was at the Pharmacy, as usual. Jackie had asked Monica to come with her to Julia's house for an informal progress report meeting.
When Jackie and Monica knocked on Julia's door. Julia opened it, dressed in a Chinese black silk floor-length robe. She kissed both teens on the cheek, and welcomed them inside.
Monica seemed particularly nervous as she sat on the couch. Julia looked sexy as hell, and Monica noticed that Julia appeared to be wearing black fishnet stockings under her robe and she was wearing long stiletto heels. That seemed odd attire for an 11:00 a.m. meeting. "Maybe she had just woken up?" Thought Monica. "If so, that explains the robe, but not the heels and stockings."
Monica became more anxious and suspicious when Jackie snuggled up close and put her arm around her shoulder. "We'd like to have a more intimate meeting today," Jackie purred. With the hand she had around Monica's neck, she reached down to squeeze a breast.
Monica was more confused than turned on, and removed Jackie's hand from her breast. Monica couldn't believe that Jackie was being so open sexually in front of her neighbor. Especially with another girl!
Monica and Jackie had discreetly made love on a couple of occasions at Jackie's house, but both swore an oath of secrecy. Neither were sure of the reaction if a cheerleader was "outed" as a lesbian.
Seeing Monica's confused and distressed face, Julia stood up and removed her robe. She was wearing an underwire push up bra that exposed her brown nipples and areola. Additionally, she was wearing black fishnet stockings and a garter belt. Wearing no panties, her pubic area was hairless and freshly waxed.
"Jesus Christ!" Monica exclaimed. Julia picked Monica up from the couch and planted a firm kiss on her lips, which caused Monica to briefly go limp in Julia's arms. Jackie began to quickly undress and tugged at Monica's clothes.
Soon, both teenagers were naked. Each put one of Julia's nipples to their mouth while Julia reached underneath both and fondled their teen pussies.
Both cheerleaders were blonde, and were of a similar height and build. From behind it looked like two sisters were devouring the breasts of the dark-haired 38-year-old.
Jackie stepped aside and ran her breasts down the back of her fellow cheerleader. Jackie then planted her crotch firmly against Monica's shapely backside, and began to hump the junior-to-be as she fondled her young breasts.
Julia had to remove her fingers from inside Monica as Julia and Jackie led her to the bedroom. As she settled her naked body into a comfortable position on the bed, Monica asked the pair, "Have you guys been doing this long?" "Oh, awhile," was Jackie's smiling answer.
With Monica lying flat on the bed, Jackie crawled on top of the prone teenager and spread her legs on Monica's face. Monica eagerly licked Jackie's neatly trimmed pussy. Jackie was already turned on by the prospect of the mini-orgy that was taking place, and squirmed as she was being licked.
Monica's vision was blocked by Jackie's body, but she could feel Julia in between her legs, petting her blonde pubic hair, and kissing and licking around the 16-year-old's inner thighs. Soon, Monica was wetter than she had ever been. Julia was an expert at lesbian foreplay.
Monica's lower body involuntarily spasmed as Julia penetrated her pussy with her tongue. Using her fingers and tongue in tandem, Julia quickly brought Monica to an orgasm. Julia didn't stop, and licked Monica to another rapid orgasm.
Like tag-team wrestling partners, Julia and Jackie wordlessly switched places on Monica's young body. Each of the trio's orifices would be well-satisfied that afternoon.
As they laid together in a tangled pile of naked bodies, Monica said, "I'll be the third." Monica had just volunteered to be the third teen cheerleader who would put herself up for auction at the "Mermaids" lesbian club. Jackie and Julie each kissed Monica as they sexily stayed wrapped in each other's arms and legs.
School started in late August, and the cheerleaders had by now amassed an impressive bankroll. Several teachers and administrators had seen them selling their goods around the small town, and complemented the girls on their initiative and perseverance.
Despite not having a cheer coach, they were able to put together lively, precise routines for the football games by themselves, thanks to Jackie's dedicated leadership as cheer captain.
They moved their bake and lemonade sales to campus during lunch times. Julia and one of the cheer mothers proved to be very helpful in shuttling things to and from their homes to the nearby campus. Sales geared up as seemingly everyone was getting into the spirit of sending the girls to Orlando.
During a pep rally, the girls made a dramatic presentation of their idea to auction off dates with themselves to the Homecoming Dance. So as not to embarrass anyone, the Principal allowed written bids to be deposited in a special box for a one-week period. The box was locked so that no one knew the results.
The forms were simple: Each contained the name of a cheerleader, the name of the bidder, and the price that the bidder was willing to pay. As expected, boyfriends were coerced to bid high. Several boys made new bids as the week went on to increase their odds of being the winning bidder.
All of the girls agreed to let Julia look at the results herself. She would name the winning bidder for each of the eight cheerleaders, and arrange for payment with the boys, without letting the squad members know what each girl had gone for.
All eight girls were successfully bid for. Only Julia knew that Monica and Jackie had raised the most money from their bids. Julia wouldn't even tell Jackie the numbers. The auction raised nearly $7.000 for the trip, and a junior boy had even bid $500 for a date with the little freshman, Cindy.
The girls had raised enough money for nine first class airfares to and from Orlando. Money would still be needed for hotel rooms, meals, amusement park tickets, and the like. Julia was confident that the women at her special club would more than raise the extra money that was needed.
Monica, Jackie, and Cindy gave the green light for Julia to put her plan in motion.
End of Part 1.
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