Lonely Rich Girl, Emma Ross

By Titan Hoop Club

Published on Sep 26, 2024

Lesbian

LONELY RICH GIRL 6

This is a work of Lesbian Celebrity fiction. The characters are from the Disney Channel TV-series, Jessie, and are used without permission. The sexual scenarios existed only in the imagination of the author.

This story is sort of a prequel to Lonely Rich Girl 1.

(Lesbian Celebrity, Ff)

Emma Ross, seemingly, had the world as her oyster. Wealthy, beautiful, and impeccably dressed in the latest fashions, the 14-year-old was also terribly insecure. The daughter of Morgan and Christina Ross, the powerful Hollywood film producers, Emma was never really sure of who her real friends were.

On the surface, the leggy, blonde beauty seemed the center of attention among her 8th grade peers. At nearly 5'8" tall, Emma was sometimes a foot taller than the other junior high school girls. Unfortunately, all of her classmates seemed to have an agenda.

Some wanted to meet one of the many movie stars who frequented the Ross' penthouse. Others actually wanted Emma to get them a part in an upcoming film, or an entre into modeling. Some knew that by being Emma's friend, their own status would rise in the competitive school hierarchy. The boys? Well, the boys, including some college-age boys, simply wanted to fuck the pretty, blonde-haired teen.

It had gotten to the point that outside of her family members, the only people that Emma felt that she could trust were her 20-year-old nanny, Jessie Prescott, and her well-to-do, eccentric downstairs neighbor, Rhoda Chesterfield. The 14-year-old had brazenly made love to both in a desperate search for affection. However, what neither knew was that they had not been the first.

Puberty had quickly transformed Emma Ross from a cute, flat-chested 12-year-old, to the gorgeous "mega jailbait" teenager that she had become. Even at 13, and beginning her 8th grade year, the long-legged teen had noticed the commotion that her young, maturing body was causing not only in her junior high school, but on the streets of New York City.

Emma had been secretly attracted to girls for some time, and had masturbated to mental images of popular Disney Channel stars, like Selena Gomez, Olivia Holt, and Miley Cyrus. Emma would have been surprised and excited to learn that 19-year-old Miley was also deeply into girls.

Half-brother, Luke, was among those that were hot for Emma. The younger boy would sometimes try to catch Emma naked in the shower, or ty to "innocently" cop a feel of Emma's pointy, blossoming tits. On more than one occasion, Jessie had to pull Luke away from her secret, young lesbian lover, Emma. Jessie, in an effort to pacify the horny boy, thought that she might have to also fuck Luke.

Emma had excitedly learned that one of her favorite actresses would coming over to the Ross' penthouse to audition for a part in one of Morgan Ross' productions.

Megan Reynolds had become an international sensation after starring in the 1989 rom-com blockbuster, Erica On Her Own. Megan was 28 at the time of movie's release, and she immediately followed it up with several more world-wide hits. By the mid-1990's, Megan was one of the biggest box office stars in the world.

Unfortunately, nothing is forever in Hollywood. Following a series of underperforming films for which she had been paid a lavish salary, roles in good films began to dry up, and there were whispers that Megan was "box office poison."

It was now 2011. Megan, at nearly 50, was no longer the fresh-faced blonde ingenue that she once was. Although Emma didn't know it, Megan was desperate for work, and was reading for a small part as the mother of the film's star.

When Megan was on top of the world, she had overpaid for a mega-mansion in Los Angeles. Now, following a series of bad investments, it was becoming increasingly difficult for the actress to meet her monthly mortgage obligations.

Morgan Ross well-knew that the role was a step down for the aging, but still beautiful star, and was unsure if she was even right for the role. However, he tried to treat the former superstar with respect, putting her up in the Plaza Hotel while she was in New York for meetings with Morgan, the director, and other members of the production company.

Emma was waiting patiently on the couch for Megan's visit. She was outfitted in a short, sparkly dress which highlighted her already-long, lean legs and budding breasts. In a word, she looked adorable.

Finally, there was a gentle knock on the penthouse door. It was answered by the Ross' cranky, but loveable butler, Bertram Winkle. Megan was ushered inside.

Morgan Ross rose from his chair, and was quickly followed by his beautiful, blonde-haired daughter, Emma.

"Megan, it's so wonderful to see you again," Morgan said with genuine affection. Although she had never appeared in one of his productions, their paths had crossed many times in Hollywood. The actress politely shook Morgan's hand, and flashed the winsome smile that had made her a star.

Emma was clearly delighted to meet the famous actress, and also extended her hand. "Megan, I'd like to introduce my daughter, Emma. She's a huge fan, and begged me to let her meet you."

Megan was very intuitive, and immediately detected something on the pretty girl's face. The movie star's smile widened upon hearing the Emma was a fan. "Morgan, she's absolutely beautiful!" the professional actress gushed. "I'm always excited to meet a fan," Megan added. She then surprised the 13-year-old by bringing her into a tight embrace. Emma could excitedly feel the actress's adult breasts smashed against her small, pointy, sub-A-cup boobs.

Looking at the tall, pretty blonde, Megan thought back to when she was a similar age. Strikingly beautiful since childhood, friends, relatives, and neighbors had repeatedly told her that she was so pretty that she should consider becoming an actress. Against all odds, she had a succeeded beyond her wildest dreams. Unfortunately, her success had been fleeting, like so many other formerly A-list actresses who were 40 or older.

Morgan allowed his young daughter to stay in the room for a few more minutes before he excused Emma, and he and Megan got down to business.

As she repaired to her room, Megan was all that Emma could think about. The teenager had harbored secret girl crushes before, and Megan in Erica On Her Own, was perhaps the first woman that she had girl-girl sexual thoughts about. Although she had just met the still-attractive 49-year-old, in Emma's mind she only saw the beautiful 28-year-old movie star with the feathered blonde hair, and heart-melting smile.

Shortly after dinner, Emma was astounded to receive a phone call from Megan. "Emma, honey, it was so great to meet you today. I'm only going to be in town for another day or two, and I was wondering if you'd like to meet me in the morning for a workout, and then maybe we can have tea afterwards?"

Emma felt as if she was floating on air when she asked Jessie for permission to meet the actress the following day. Jessie was a little jealous that she had been unable to meet the movie star. Morgan had wisely asked her to take the three younger Ross siblings to the zoo for a few hours to keep them out of his way.

Truthfully, Emma abhorred getting sweaty, so a workout was possibly the last activity she would have otherwise agreed to. Morgan and Christine had signed Emma up for soccer when she was 8, but the prissy girly-girl hated the running and sliding in the grass. "Eww!" She used to say, shaking her manicured and polished fingers in disgust.

Dressed in a tank top and tight gym shorts, the pretty 13-year-old waited with her nanny for a cab. Instructing the driver to take the teenager to the Plaza Hotel, Jessie paid the cabbie in advance for the short drive.

Emma wheeled a large suitcase into the hotel lobby and called up to Megan's room. The suitcase contained a dress for tea, some jewelry, and three pairs of shoes to choose from.

After taking the hotel elevator up to Megan's room, the fashion-conscience teenager was startled to see the actress dressed in her work-out outfit. It was straight out of a 1990's Jane Fonda VHS exercise tape, complete with a multi-colored leotard, legwarmers, and a headband.

Somewhat embarrassedly, Emma took the elevator with the once-popular movie star to the hotel's exclusive exercise room. Even at age 49, Megan was in remarkable shape, and knew her way around the various exercise equipment. Under the guise of helping Emma with her workout, the actress freely put her hands all over the slender, attractive teenager. Emma could feel her young body tingle at the touch of the movie star. Completely sexually inexperienced at just 13, Emma had never even gone on a date!

Once one of Hollywood's preeminent stars, Megan had long enjoyed access to some of the prettiest young girls in town. All were eager to become rich and famous, and were trusting that Megan could open the door for them into the movie business. Most easily gave their young bodies to the pretty superstar.

Although Emma appeared to be on the young side, Megan still thought the beautiful daughter of Morgan and Christina Ross was prime for the taking, and would serve as a sort of a payback for her perceived mistreatment by Hollywood.

Megan managed to get a hard workout out of Emma, telling the young girl, "You'll be happy that you learned to do this when you get to my age." It was an odd concept for Emma to grasp. Her Sweet 16 was still some 2-1/2 years away.

When the actress finally declared the workout completed, a sweat-soaked Emma was relieved. She had been looking forward to going to tea or lunch alone with the famous actress, and if she had to first participate in the uncomfortable workout, then so be it.

Back in the hotel room, Emma asked if she could shower before changing clothes. Reaching for her large suitcase, Emma complained of a pain in her right shoulder caused by the weightlifting equipment that she was unaccustomed to. As Emma was wearing a tank top, Megan began to forcefully rub Emma's slender shoulder in an attempt to loosen the muscle.

For Emma, the massage was proving more painful than the sore muscle itself. Suggesting that a warm shower might do the trick, Emma departed for the bathroom.

Emma returned, wrapped only in a fluffy hotel towel, and looking delicious to Megan. Emma's blemish-free, pink skin was still glistening with beaded water. Megan insisted that the young teen test her shoulder. Unfortunately, it wasn't any better. The older actress knew that it would be fine if given a couple of days of rest. However, Megan insisted that Emma needed a full body massage, and led the star-struck 13-year-old to her bedroom, telling Emma to take off her towel as she left to retrieve some body lotion.

Returning to the bedroom, Emma was already lying on her stomach with the towel folded across her tiny buttocks. By age 13, Emma had already enjoyed several massages in the company of her mother and Jessie, and was very familiar with the routine.

Emma's pale, delicate back was intoxicating to the actress, as it hinted as to what was on the other side, and below the towel. Megan had already skillfully seduced more than one aspiring, teenage actress with a massage. The trick was to talk softly and slowly, as it was a way to build trust and distract the girl who was being fondled. Megan was no amateur.

"This is a special lotion that I bought in France," Megan explained. "It's the only thing that helps me keep my skin looking youthful, now that I have to compete for film roles against pretty girls like you, Emma."

Emma ate up the flattery, and was lulled by Megan's gentle voice. Meanwhile, the actress went from rubbing Emma's back and shoulders, to reaching slightly underneath the teenager, and rubbing the sides of Emma's young breasts as she lay on the hotel bed.

Working her way down Emma's back, Megan stopped to massage Emma's long slender legs, stopping only at the "no fly zone" covered by Emma's towel. The 13-year-old was purring faintly as the famous actress sensuously massaged her.

Rubbing Emma's lower back, Megan began to feel the curve of Emma's upper butt cheeks. That's where a normal masseuse might have stopped. Megan, however, removed the towel, and spread more of the luxurious lotion on Emma's small, firm ass.

The teenager looked up momentarily, but the actress assured Emma that everything was alright, even bending down to give the 13-year-old girl a chaste, convincing kiss on the cheek.

Initially, Megan's busy hands gripped and groped Emma's tight buttocks in imitation of a massage, but the actress's impatient fingers soon slipped between the teenager's legs and butt cheeks, gently rubbing Emma's virgin pussy and the rim of the 8th grader's pink rectum.

Emma offered no objections as the famous actress's entire hand was now hungrily exploring between the teenager's slender legs. Emma's skin was soft and smooth, and only a few small, wispy strands of blonde hair topped her youthful vagina.

With a handful of Emma's pussy, Megan flipped the teenager onto her back, causing Emma to giggle upon being completely naked in front of Megan Reynolds. On many occasions, Emma had masturbated to mental images of the actress, even pulling up Google images of Megan in a bikini from 20 or more years earlier. But never in Emma's wildest imagination did ever think she would about to be having sex with the beautiful former superstar.

Emma watched with eager interest as Megan undressed. The actress's 36-C breasts were as full and upright as Emma had seen in the earlier bikini pictures. The teenager's immediate thought was to get those lovely boobies into her avid mouth.

Megan stopped undressing long enough to look down at the cooperative 13-year-old blonde beauty lying naked on the bed. Emma had a wide grin on her face, in an open invitation for more. Emma's small A-cup breasts were pointy, and stood upright on the 8th grader's chest, like two tiny pyramids of Nubia.

Emma's nipples were already hard, and resembled rosy pink raisins on her slender upper torso. "Oh my God, they're adorable," Megan remarked before assailing Emma's tiny, fleshy mounds with her excited hands. The older actress had an affinity for very young girls and their blossoming bodies, especially including their still-budding breasts.

With a wide grin on her face, Megan avidly squeezed, pulled, and pinched the junior high school girl's little tits. Squeezing one little breast together, the actress licked Emma's nipple as if it were a maraschino cherry, and then encapsulated the whole of the little booblet into her impatient mouth.

As it was Emma's first sexual experience, and first time with a woman, she was content with being fondled and licked, but she wanted to somehow join in the action. After all, she had fantasized about having lesbian sex with the beautiful movie star for some time.

As Megan repeated the routine on Emma's other diminutive breast, the teenager at last spoke up: "My turn," came Emma's soft, girlish voice. "What?" Megan asked, looking up at the face of the pretty, young girl. One of Emma's breasts was still cupped in her eager hand.

"I want to touch your boobies," the 13-year-old explained. The 49-year-old actress repositioned herself slightly, and before proffering a breast, kissed the eldest Ross daughter passionately on the lips. Emma happily accepted Megan's curious tongue into her mouth, and pressed her hands against Megan's pretty face.

Pressing a C-cup breast to Emma's mouth, the teenager giggled as she licked and sucked Megan's grown-up breasts, while avidly fondling the other with her hand. How many nights had Emma fantasized about having sex with Megan, or other pretty girls closer to her age like Selena Gomez and Miley Cyrus?

After allowing the inquisitive teenager her fill, Megan ran her eager fingers down the length of Emma's torso, before plunging two well-manicured fingers into the wet pussy of the teenage daughter of Morgan and Christina Ross.

Emma's stomach noticeably undulated, and her knees rose slightly as she was penetrated for the first time. The look on Megan's face began to change as she maniacally twisted her wrist and forced her fingers in-and-out and sideways of Emma's young vagina as rapidly and aggressively as she could.

Despite having no previous experience at being finger-fucked, Emma was enjoying every erotic moment, actively rolling her hips with each of the actress's frenzied thrusts.

Finally, removing her satiated fingers, Megan licked them before inserting her pretty face between Emma's slender legs. The movie star briefly stroked and petted Emma's sparse blonde pubic hair before parting the teenager's labia with her hands.

The 49-year-old former megastar performed expert cunnilingus on the beautiful 8th grader. Steeling her tongue, Megan darted in-and-out of Emma's pussy with rapier-like precision. Emma ran her hands enthusiastically through the actress's carefully coiffed hair as the older woman brought her to earthshaking successive orgasms.

Emma was now anxious to try her hand, or mouth, at the art of oral sex. Megan had an idea. Explaining the concept of 69'ing, the actress allowed the lithe, 5'8" naked teenager to crawl atop her so that Emma was facing down upon Megan's carefully trimmed pussy.

Obviously, a novice, Emma had to be instructed how to eat trim for the first time. The blonde teenager proved to be an adroit learner, and was soon happily lapping at Megan's bikini-waxed crotch. Megan, meanwhile, was facing Emma's adorable backside. The actress's avid hands and fingers roamed freely on Emma's youthful butt cheeks, licking, poking, and prodding the teenager's nearly-hairless pussy to Emma's delight.

Suddenly, a wet finger entered her rectum. Emma reactively clenched her butt cheeks, but the finger couldn't be dislodged. As Megan anally-fucked Emma with her finger, the movie actress added her frenzied tongue to Emma's initial discomfort.

Soon, the teenager began to enjoy it, as she continued to eagerly eat Megan's tasty pussy. The pair would continue to make lesbian love for over an additional hour.

Megan laid on her back, trying to catch her breath after the robust round of sex with the seemingly inexhaustible 13-year-old. Emma sat up on the bed. Her adorable, pointy pink breasts pointing outward on her slender chest, asked: "Are we still going to have tea?"

Not wanting to disappoint Emma, Megan ordered a full-service tea from hotel room service. Emma enjoyed the afternoon tea naked, while sitting on Megan's lap. The actress's avid hand continued to explore between Emma's youthful legs as she sipped her Earl Grey.

After enjoying tea, scones, and mini-sandwiches, Emma began to dress. Reaching into her suitcase, Emma put on the form-fitting minidress that she had selected, as well as some jewelry, and 3-inch heels. Although she had packed three pairs, she grabbed the first pair that saw. Emma realized that upon returning back to her family penthouse, she only needed to look like she had had tea with Megan, and not been fucked in every conceivable form and fashion by the famous 49-year-old actress.

Megan kissed the 13-year-old on the lips as Emma prepared to exit the hotel room. Megan's hand dipped to the teenager's ripe ass and gave it a final squeeze. Emma playfully slapped the actress's hand away and smiled. Megan didn't want Emma to leave, but she didn't want Morgan or Christina to start wondering where their young daughter was.

"You know who would love to meet you?" Megan asked Emma. "Miley Cyrus." Emma was stunned motionless at the mention of her singing idol. "I think she's the only one who loves young pussy more than me," Megan said with a wry smile.

The End.

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Next: Chapter 7


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