Lonely Rich Girl, Emma Ross

By Titan Hoop Club

Published on Oct 1, 2024

Lesbian

LONELY RICH GIRL 7

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.

(Lesbian Celebrity, FFFf)

It was October of 2013; pop superstar, Miley Cyrus, was in New York City for a trifecta of live performances. First was an appearance on Saturday Night Live, which was to be followed by the Today Show, and then Late Night with Jimmy Fallon. Miley was on a seemingly endless television and radio push to promote her international hit singles; Wrecking Ball and We Can't Stop.

15-year-old Emma Ross had been excited to receive a phone call from Miley's publicist, inviting her to meet the mega popstar at NBC's 30-Rock building for a Friday afternoon, pre-show rehearsal of Saturday Night Live.

As the beautiful daughter of wealthy film producers, Morgan and Christina Ross, it was not unusual for the teenager to receive invitations to things like the Teen Choice Awards, MTV Music Video Awards, and selected movie premieres. However, an invitation to meet the not-quite 21-year-old superstar, who currently had the #1 song in America, was something quite out of the ordinary. Emma thought she knew why.

Nearly two years earlier, famous movie star, Megan Reynolds had visited the Ross apartment to audition for a part in a film that Morgan Ross was producing. Megan, then 49-years-old, was no longer the fresh-faced ingenue that she had once been, and her career as a leading lady had been suffering for many years.

During that visit, she met pretty, 13-year-old Emma Ross, who had long been a huge fan. Unknown to anyone, Megan, who had a penchant for seducing young girls, lured Emma to her hotel room, where the then-8th grade girl quite willingly engaged in lesbian sex with the older actress.

Morgan Ross eventually cast Megan in an important supporting role as the mother of his younger, lead character. The romantic comedy had been a hit. And while Megan would never regain her superstar status, it at least put her back on Hollywood's radar, and Megan was grateful.

Emma had well-remembered Megan's words as she was about to depart Megan's hotel room after being happily fucked "six ways to Sunday" by the older actress: "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.

Emma had secretly harbored girl-girl thoughts for as long as she could remember. Being turned out by the famous movie star had brought out a new, fervent sexual desire in the young teen, which culminated in clandestine trysts with her middle-aged downstairs neighbor, Rhoda Chesterfield, and her busty, beautiful nanny, Jessie Prescott.

Emma was somewhat disappointed to be told by her father that Jessie had to accompany her to the Saturday Night Live set. Rumors of drugs and other debauchery had surrounded that television production since its inception in 1975. The Ross parents insisted that their young, pretty daughter not go there alone.

Although Emma and Jessie were secret lesbian lovers, the 15-year-old was worried that her nanny might prove to be the female equivalent of a "cock blocker," in the event that Miley was in a mood to fool around with the beautiful, horny, underage girl.

It had been almost three years since Miley Cyrus had filmed the final episode of Hannah Montana. No longer subject to Disney Channel constraints, most of America thought that Miley had gone a little wild. The young adult had posed for pictures in which she was completely, and was supposedly smoking a lot of pot. The self-proclaimed "pansexual" was known to have romantic affairs with both men and women. Rumors were circulating that Miley had a particular "hands-on" interest in her younger female fans, but that public knowledge was carefully shielded by her personal staff and bodyguards.

Like Emma, Jessie was excited to meet the international superstar. Similar in age to Miley, Jessie enjoyed the singer's new, more mature music, and was more than a little intrigued by Miley's obvious sexual interest in women.

Emma had long fantasized about the Hannah Montana singer and actress, and said to Jessie, "If Miley starts flirting with me, I need you to step aside. O.K.?" Jessie confidently wondered: "Why would Miley want to flirt with skinny Emma, when she could have me and my big boobs?"

With Emma's parents away on business, Emma and Jessie carefully chose their sexiest outfits before heading to the NBC television studio in Rockefeller Plaza. Although it hadn't been openly said, both were competing for Miley's romantic affections, if only for the afternoon.

Emma was dressed in a clingy designer aqua-colored minidress, with the requisite bling embroidered upon it. At 5'8", Emma was already a prototype leggy blonde at age 15, and her cute, firm little ass wiggled as she walked.

Jessie, blessed with 34-C breasts on her curvy frame, chose to wear a form-fitting red minidress, which highlighted her shapely legs and enticing breasts. The top of Jessie's dress was cut low, and her impressive cleavage looked like it was fighting to free itself from the tight dress.

The two beautiful girls gave their names, and were seated in the audience-free, Studio 8H. Miley was on the stage with her band checking through the sound levels of the two songs that she would be performing the next night. Miley and her band performed snippets of the two songs over-and-over as the NBC crew moved and changed microphones. The process was interesting to Emma and Jessie, and the two sat quietly as they watched.

The pop superstar was dressed casually in a pair of white shorts and a striped tank top. Black, high top Converse shoes adorned her feet. With her short, almost boyish-looking blonde hair, Miley purposely looked nothing like her long-haired, teenage Hannah Montana character.

The sound check and run through lasted unexpectedly long, and Miley could be seen to be visibly sweating under the hot studio lights. Finally, everything was deemed satisfactory. Producer Lorne Michaels emerged to thank Miley for agreeing to be on SNL, and wished her the best of luck on the next evening's performance. The singer disappeared backstage, while her band and background dancers exited in another direction.

After waiting alone for a few minutes, a female assistant, aged 25 or so, came for Emma and Jessie, and led the pair to the backstage dressing room area. Pointing to the door, the busy-looking assistant departed.

Giving their sexy outfits a final check, Jessie followed Emma into the dressing room. A sweaty Miley Cyrus had already removed her tank top, and was unashamedly sitting on girlfriend, Stella Maxwell's lap. Miley's little titties were exposed, and she was drinking from a brown bottle of beer.

Stella Maxwell, an up-and-coming "It Girl," was becoming known for being a Victoria's Secret model, and identifying as "queer."

Taking a slug from her beer, Miley asked the pretty, young blonde, "Are you Emma Ross?" "I am," the 15-year-old replied nervously, as she watched Stella seductively cover one of Miley's nude breasts with her possessive hand, as if to say, "She's mine."

Miley was instantly attracted to the beautiful blonde girl. In a way, she reminded Miley of her former Hannah Montana costar, Emily Osment. Unlike many of the young girls on that Disney Studios set, Miley had been unable to tempt Emily into her dressing room trailer for lesbian sex.

Rising from Stella's lap, Miley introduced her girlfriend. "I'm sure you recognize Stella Maxwell." The famous, 23-year-old model stood up and slowly approached the teenager. Like Emma and Jessie, Stella was also wearing a slinky minidress. By way of introduction, Stella placed her hands on both sides of Emma's face, and sensuously kissed the high school sophomore on the lips, even slipping Emma a little tongue.

Emma was surprised, but coolly held her ground, not wanting to be mistaken for an inexperienced little kid by Miley Cyrus. Seeing Jessie behind her, somewhat hiding in a corner, Miley pointed at the pretty, big-breasted redhead, and asked, "Who's that?"

Not wanting to reveal that Jessie was her nanny, Emily stuttered, "That's my n-n-n friend, Jessie. Don't worry, she's cool." To demonstrate that fact, Emma eagerly squeezed one of Jessie's C-cup breasts, while Stella stared at the 21-year-old, looking like she could eat the curvaceous redhead alive.

Topless, and wearing only small, white shorts and Converse high tops, Miley had a couple of black tattoos visible on her upper torso. The 20-year-old's brownish-pink nipples were already aroused as she gave both Emma and Jessie a welcoming bare-breasted hug.

"Stella and I are planning to go back to the hotel and have a little private party," Miley said with a leering smile. "Emma, Megan Reynolds tells me that you like to eat pussy?" Miley raised two fingers, and crudely stuck her tongue through the opening, imitating cunnilingus. Emma smiled mutely. Jessie, however, was genuinely shocked, but tried not to show it on her face. This was the first that she had heard of Emma fucking anyone other than herself. Emma's tryst with Mrs. Chesterfield was also unknown to Jessie.

Still topless, Miley put her arm around Emma's slender shoulder, and rubbed the teenager's bare arm. Even while wearing a dress, the beautiful 15-year-old could feel the side of the pop goddess's naked boob pressed against her. Emma desperately wanted to go with Stella and Miley back to the hotel for the "private party."

"Would you and your friend like to join us?" Miley finally asked. "God yes!" Jessie said with a snorting laugh before Emma could even say a word. Jessie's big boobs bounced as she laughed.

Miley put her tank-top back on, and Stella briefly held Jessie's hand as she appraised the redhead's voluptuous body. The quartet walked out of Studio 8H, and down a private elevator to the first floor, emerging in the lobby. Miley signed a few autographs as she walked to the limousine. The other three girls wisely stayed away from the paparazzi and autograph seekers. Stella was wearing a bucket hat and sunglasses, and seemed to go unnoticed.

The limousine ride to the hotel was short, and the pop singer and her amorous entourage were ushered in through a side entrance. Stella kept her eager hand on Miley's firm butt cheeks throughout the ride up the elevator.

Entering the luxurious hotel suite, the not-quite-21-year-old opened a bottle of champagne, offering some to Emma and Jessie. The young singer-actress didn't realize that the alcohol was unnecessary, both Jessie and Emma were up for some girl-play that afternoon with the Miley and Stella.

"I'll take the redhead with the big titties," Stella declared. Sitting together on a large, L-shaped couch, Stella teasingly rubbed her index finger on Jessie's exposed cleavage. It wasn't long before Jessie and Stella were making out, kissing passionately, while groping the other's clothed body.

Miley again took off her tank-top, and reassuringly reached for Emma's hand. Megan had told Miley that she had fucked Emma when the daughter of Morgan and Christina Ross was only 13. The pretty blonde seemed cooperative enough, but Miley chose to take things a little slowly in order to be assured that she would receive her prize.

The 20-year-old popstar put on some music as Stella and Jessie made out on the couch. Miley wasn't vain enough to select one of her own songs. Instead, Miley played some slow, relaxed R&B. As if at a high school prom, Miley politely asked the 5'8" 15-year-old, "Would you like to dance?"

Emma was noticeably blushing as Miley brought the high school sophomore into a tight embrace, pressing her modest, naked, B-cup boobs against the blonde teenager. Emma kicked off her stiletto heels in order to be at a similar height with the 5'5" Cyrus.

Miley soon began French kissing the beautiful teenager as they swayed on the improvised dance floor. As they kissed, Miley searched for the zipper on Emma's aqua-blue minidress. Emma looked toward the couch for her nanny, Jessie. All the teenager could see was Stella's long blonde hair. Her face was buried in between Jessie's naked, 36-C breasts. Stella then clamped onto one of Jessie's nipples with her teeth, and was painfully shaking it from side-to-side. "It's a boob, not a chew toy," Jessie snorted.

Miley's probing hands had found their way inside of Emma's dress, and the pop superstar was avidly caressing the 15-year-old's smooth, pale skin as the pair continued to feign slow-dancing to the music. Miley's tongue continued to explore inside the teenager's willing mouth. Emma, by this time, was an experienced tongue-kisser, something that Jessie particularly enjoyed.

With the music still playing, Miley looked deeply into Emma's beautiful light brown eyes as she removed the high school sophomore's tight, form-fitting, designer minidress.

Stella briefly stopped suckling Jessie's C-cup breasts long enough to watch Emma's lithe, pink body being revealed. As a 13-year-old, Emma's budding breasts were small and pointy. Now, at 15, Emma's boobs were enticingly round, and bordering on a B-cup.

The 5'8" teenager, with her heels long kicked off, was now down to just a tiny pair of matching aqua-blue thong panties. Brushing back her gorgeous blonde hair, Emma allowed the young superstar to drink in her alluring, still-maturing, almost-naked body.

At nearly 21, Miley had enjoyed lesbian sex with a bevy of beautiful girls, including many of the teenage actresses who appeared on the Disney Channel shows. Somehow, however, Emma had a uniquely innocent look, and the popstar couldn't wait to devour her young pussy.

Jessie pushed her naked boobs back into Stella's face. Stella had an affinity for big breasts, as most models, like herself, had only modest or diminutive breasts. Avidly squeezing one big boob with her hand, Stella resumed licking and nibbling on Jessie's other breast. Jessie particularly enjoyed having a girl suckling her breasts, and Stella was a Victoria's Secret model to boot.

With the dancing halted, Emma was still standing on the hotel room floor, topless and wearing only a small pair of panties. "Do you like boobies, Emma?" Miley asked, placing one of the teenager's hands on one of Miley's firm, B-cup breasts.

While not as big as Jessie's, or even Mrs. Chesterfield's breasts, Emma appreciated their unique shape and texture. Emma squeezed and caressed excitedly, while Miley played with Emma's pert, pink nipples.

Walking Emma over to the large, L-shaped couch, Emma was surprised to see that Stella and Jessie were already naked. No longer feasting on Jessie's big boobs, the famous model was on her knees, licking the nanny's redhaired pussy. Jessie's eyes were closed as Stella enthusiastically licked the big-boobed girl's carefully trimmed vagina.

Before joining Emma and Stella on the couch, Miley allowed the pretty teen to remove her white shorts. Unsurprisingly, Miley wasn't wearing any panties, and her pussy was completely shaven. Emma spontaneously put her hand on Miley's crotch, and began to softly rub.

Gently dropping to her knees, Emma surprised the popstar by performing cunnilingus. Miley was the one who typically initiated things, and was surprised by the 15-year-old's brazenness. In the two years since Emma had first been turned out, the teenager had engaged in lesbian sex dozens of times with Jessie.

Emma's parents were rarely home, and the pair would conspire for Emma to enter Jessie's room at a designated time, late at night. Bertram, the butler, and Emma's siblings were all sound sleepers. Emma would eventually tiptoe back to her room after the two had made love. Jessie well-knew that she was taking a big chance by having sex with the underage girl.

Emma's beautiful, blonde hair was manically shaking from side-to-side as she ravenously attended to Miley's bald pussy. The 15-year-old's finely-manicured fingers were now also curiously probing Miley's vagina. The popstar's lean, muscular legs bent reactively as the teenage girl avidly serviced her.

Stroking Emma's long blonde hair, Miley reached for one on Emma's hand, and placed it on her tight butt cheeks. After squeezing Miley's athletic ass, Emma daringly entered between the superstar's butt cheeks, probing Miley's pink rectum with her index finger.

Miley moaned loudly as she orgasmed. Emma continued licking Miley's pussy. Looking to her side, the teenager could see that Stella and Jessie were now viewing the scene with interest.

Extending a hand to lift the teenager from the floor, Miley placed Emma on the back of the couch, and removed her panties. Emma's blonde pubic hair was shaven into what was commonly referred to as a jet strip. Jessie had helped her with that.

Positioning herself between Emma's long, slender legs, Miley forcefully pushed two fingers into Emma's young pussy, and was now frantically finger-fucking the high school sophomore. Stella and Jessie opted to join in. Stella began to lick one of Emma's pink nipples, which were already erect. The model then commenced to gently rub Miley's small, firm ass.

With Emma sitting on the back of the couch, Jessie parted her big breasts and rubbed them on both sides of Emma's face. Miley started to laugh.

While Stella suckled one of Emma's little boobs, she fondled the other with her impatient hand, and began to tongue-kiss the beautiful, underage girl.

Feeling that Emma was sufficiently wet, Miley began to perform fervent cunnilingus on the 15-year-old. The 5'10" model repositioned herself so that she was arched over Miley's back, and pressing her crotch into the pop superstar's backside, while clutching Miley's B-cup breasts as she humped her.

Jessie moved behind the leggy model, and pressed one of her big boobs into Stella's pussy. "Dove-fucking" is what the redhaired nanny had heard it called. After a short period of time, Jessie parted Stella's butt cheeks, and began ravenously licking the 23-year-old's pussy and anus.

The amorous foursome eventually moved into the bedroom suite, where they were a tangle of legs and arms as they energetically fucked and sucked each other that afternoon. A strap-on was produced, and Miley fucked Stella with and Jessie with the big, black dildo.

Energized, Miley would successfully perform on the three NBC shows in the coming days. Miley made a mental note of pretty Emma, and her redhaired friend for the next time that she would be in New York.

The End.

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