(Britney shares with Jamie Lynn)
(a completely fictional story)
*
Even though it was only Friday; and there was still one more day of school; Brian awoke excited. It seemed like school started earlier every Fall, but Brian was anticipating a great Labor Day weekend. Sometimes (actually most of the time) he felt like he must be the luckiest kid in the world...Britney Spears was his boss...and his lover! He had worshipped her for years; then a couple years ago, she had moved onto the property just down the road in Calabasas,(California) from his mother's house. Then, about four months ago, she had unexpectedly knocked on their door, seeking to hire someone to clean her pool and do her landscaping. He had jumped at the opportunity; assuring her he knew all about gardening and pool care. It was an inaccuracy (he didn't like the term-lie); but he did extensive research on the Internet, and had become an exemplary employee...he even re-built her pool filter last week after one of Jayden's toys had caused a burn-out. Britney had turned out to be a very generous employer; often giving him expensive gifts as a bonus.
Over the course of the Summer, they had become very close. They usually had breakfast together by the pool, discussing the various chores that needed to be done that day. Gradually, these conversations had become more personal in nature. Britney regularly confided in him aspects of her personal life; sometimes even intimate details. It had become a habit for him to cool off at the end of the day, by joining her in the pool for a refreshing swim...sometimes with the boys present; but usually just the two of them. Her boys, Jayden and Sean; spent most of their time indoors playing video games ; watching TV; or being privately tutored (Britney took their education very seriously). He had become increasingly fond of her; not worshipping her as an icon anymore; but connecting with her as a person. She had problems with substance abuse and depression in the past; but Brian saw only a kind, loving person now that she was "clean." It infuriated him to read false stories about her in the tabloids...writers selling stories without even knowing or contacting her. She spent the majority of her time at the house...it was her sanctuary.
Then, one magical day, about three weeks ago (Brian could tell you the exact date, hour and minute); they had become lovers when she took his virginity. He had kept her company on a drive to Los Angeles where she did a radio interview; they had gotten take-out for dinner; pulled over on a piece of her property that overlooked the San Fernando Valley; and had become lovers, on a blanket in the rain. They had hooked up a couple times since; certainly nothing on a regular basis; but they both knew the possibility was always there. Every occasion had been initiated by Britney; he was still not confidant enough to take the lead. He respected her as his friend, and did not want to lose that relationship. He truly enjoyed working for, and being around her.
When school had started a couple weeks ago, and his friends found out that he was working for Britney Spears; they all prodded him for details, but he had been coy about the relationship. Even though she was thirteen years older than his peers; no one could deny her extreme hotness. As far as they knew, it was strictly a professional employee/employer association. Part of him wanted to boast about having sex with the beautiful Britney Spears; but he felt it would demean their friendship...and besides, his friends would never believe him anyway.
Britney had called him last night, informing him that she was out of town; but would be back on Saturday morning with a surprise. She asked him to please have the pool ready for the weekend. He knew she had been working on a new studio album; but he thought that was finished. She had confided in him earlier in the week that she just wanted to relax over the long holiday weekend because in a couple weeks, she was beginning her long "residency" show at Planet Hollywood Resort & Casino in Las Vegas. She knew she would not be able to get much rest once that started. He planned to spend all Friday evening, after school, getting her grounds and the pool prepared for the weekend. He was full of anticipation regarding the surprise; but tried to put it out of his mind for the rest of the day.
Brian slept a little late on Saturday morning, after working well after dark on Friday preparing the grounds and pool area at Britney's house. He quickly showered; gulped down a quick breakfast; told his mother he would be working at Britney's house all day; and hurriedly rode his bike up the road. If he kept working for Britney much longer; he would finally have enough money for a used car. That was the last thing on his mind as he pedaled into her driveway, where he saw her favorite car parked. It was a robin's egg blue, Jaguar XK convertible; and he had very fond memories of that car. She had administered his first bow-job in that car. Just the thought of Britney's plump lips wrapped around his hard cock, gave him an immediate erection.
He shoved his bike down by the driveway, and made his way around back to the pool...Britney's favorite place to hang out. As he rounded the corner of the house, he heard feminine laughter; and wondered who was with her. His eyes focused on the beautiful blonde hair, and (his favorite) blue bikini worn by the gorgeous Britney. Even though their backs were toward him; he would recognize that body anywhere. The only other person was a girl; slightly shorter and thinner; who wore a bright yellow thong bikini. Wow, he thought, her ass cheeks were perfectly round. Her hair was much darker than Britney's; but not really brunette...he guessed it would be labeled "dirty blond."
When Britney caught sight of him; her face broke into a wide smile; and he heard her say to her guest, "here he comes, now."
As soon as the other girl turned to face him, he knew her identity; she was Britney's younger sister, Jamie Lynn. He had seen enough pictures all over the inside of Britney's house. He knew she was about nine years younger than Britney; but Britney had kept herself looking so youthful, that they almost looked like twins. It was obvious they hadn't been in the pool yet by the dry suits; and Britney rushed over to him, and gave him a huge "welcome" hug.
She introduced him to Jamie, " hi love, this is my little sis Jamie Lynn...just call her Jamie. She is my big surprise. I thought we could all have a great weekend. Jayden, Sean and Jamie's little Maddie are all back in Louisiana with my mom for the weekend."
He extended his hand in Jamie's direction, but she stepped forward; enveloped him in her arms; and spoke in his ear, "no need to be so formal Brian. Brit has told me all about y'all."
He already had a hard-on looking at Britney in her bikini; and now his cock strained against his jeans, as he felt Jamie's small breasts flatten against his chest. He was amazed at how smooth her back felt during the hug.
When she released him, she must have read his expression, as she added, "that's right...she told me everything!"
Britney took him by the arm, stating, " come on, hurry up and get changed...the day is wasting."
Not fighting her suggestion for a moment, Brian adjourned himself to the changing house by the pool, where he always kept a bathing suit. His mind was swimming with anticipation; wondering what possibilities the day held. He had a difficult time arranging his erection in his suit so that it wasn't too noticeable, and when he emerged wearing his suit, Britney was nowhere to be seen, and Jamie was reclining on a chair by the pool. She really had an amazing little body. She was only twenty-two years old; so they were almost the same age. Her breasts were not nearly as large as Britney's, but she was incredibly shapely. He noticed right away that she had a gap between her thighs that made the "camel toe" of her thong even more noticeable. He sat in the chair next to her and closed his eyes; letting his imagination run wild. He knew all about Jamie from his many conversations with Britney. Britney was extremely fond of her little "sis," and supported her in everything she did.
Brian knew that Jamie had a very promising career at Nickelodeon that had been interrupted by her pregnancy at age seventeen. In 2008 she had given birth to Maddie and then moved to Nashville, where she had worked on an album of her own. His thoughts were suspended by the feel of a hand touching his.
His eyes opened and he saw Jamie's hand clutching his, as she softly said, "I want to thank you for being such a good friend to Brit. She has had such bad luck knowing who to trust in her life. She is really fond of y'all."
He was about to respond, when Britney returned to the pool carrying a pitcher of lemonade and three glasses. She announced with a wink, "I wouldn't want anyone to get dehydrated.
The trio relaxed around the pool, sipping lemonade and joking with each other. Brian felt instantly comfortable around Jamie; and she felt the same way. It was a beautiful, warm , late Summer day, and they soon ventured from underneath the umbrellas and dove into the perfectly maintained pool. As soon as they slipped into the cool water, the girls bikini tops became almost transparent; and the water temperature caused their nipples to immediately poke dramatically through the material. This did not go unnoticed by Brian who now felt it necessary to remain in the water for fear of exposing his raging erection. He thought he was concealing his condition by clinging to the side of the pool; but both Britney and Jamie had noticed the bulge through the crystal clear water. Jamie swam over to the shallow end of the pool and hoisted herself up onto the side of the pool; leaving just her legs dangling in the water.