Chapter 01: The Neighbor
Jen was a military brat. Her father was an Air Force Academy graduate, and she had recently received a letter informing her that she had also been accepted to the Air Force Academy after graduation. Jen had always dreamed of having a chance to follow in her father's footsteps as an Air Force pilot. Her father, Lieutenant Colonel Frank Patterson, was commander of an F-16 squadron at Nellis Air Force Base in Nevada. It was the spring of Jen's junior year of High School, and she lived with her mother and father on the base. Their next door neighbors were Colonel Matt Riley, the commanding officer of the base, and his wife Karen. Their son Jake was in his first year at USC on a football scholarship.
Since their son was out of the house, Colonel Riley decided to turn his son's old room into something of a man cave where he could spend his off hours watching sports. Jen's room was directly across from Jake's old room, and there was a very clear view into Jen's window. Jen's father had been assigned to the base for the last three years, and while she had been friendly with Jake, he was two years older than her and a football star. He was dating gorgeous cheerleaders when she was a skinny little freshman in pigtails, so Jen never did any kind of flirting with Jake.
Two years later, Jen was a budding young woman quickly approaching her eighteenth birthday. Jen didn't date much, she spent most of her time doing what was necessary to secure an appointment to the Air Force Academy. Even though her father was an alum, and high ranking Air Force officer, it's still a difficult school to get into. Jen didn't spend all if her time studying, Jen recently discovered a way to have some kinky fun with her next door neighbor Colonel Riley. Jen always knew that her room was visible from next door, but Jake never had any interest in her. When the Colonel took over his room however, it wasn't long before Jen noticed that he enjoyed peeking at the nubile teen next door, and Jen enjoyed putting on a little show for him every once in a while.
Jen loved to come out of the shower with only a towel wrapped around her, and when she thought the Colonel was watching, casually drop it and climb into bed. She would pretend to be reading as her fingertips slowly explored her naked body. It didn't seem all that implausible that a teenaged girl, thinking she was alone in her room, would be naked in her bed, exploring herself.
Jen would spend an hour or so caressing her tits, playing with her nipples, and massaging the insides of her thighs. All the while her legs would be spread wide, exposing her clean shaven teenage pussy to the Colonel's eyes. After she had worked herself, and the Colonel, up into a lustful frenzy, her fingers would find their way to her throbbing clit. Jen didn't need toys, her fingers were enough to set her body on fire. She loved slipping her fingers deep inside herself and smearing the pussy juice all over her smooth and sensitive pubic area. Jen always made sure her head was buried in a book as she would pleasure herself to mind blowing orgasms two, maybe three nights a week, she loved letting the Colonel think he was getting away with watching this kinky little show.
Since Jen had lived on Air Force bases all her life, and knew how things worked in the military. She was well aware that if even the slightest hint, let alone actual rumor, got out, that the Colonel had any kind of sexual interest in her, the teenaged daughter of an officer under his direct command, it would certainly end his career. Jen was extremely careful in making sure no one else knew about her little shows. Jen also had a strong incentive to make sure no rumors got out about this.
Even though she was assured that the Colonel could never make an actual sexual advance toward her, she was still playing a dangerous game flirting with him like this. She was soon to embark on a career in the Air Force herself, and it wasn't unreasonable to think that he might still be on active duty when she graduated from the Air Force Academy in five years. If she went too far with her little teasing game, or let on in any way she was knowingly flirting with him, life in the Air Force could be very uncomfortable for both of them.
Despite that, playing with him was such a turn on Jen just couldn't resist, and one Saturday she decided she was going to push it to the limit. That weekend her father was away on a training mission, and her mother had gotten up early to do the weekly shopping. Jen decided that this was a good time to wash her dad's car while he was away. She put on a tight little cleavage exposing little tank-top, tiny little booty shorts, and flip-flops. Military people stick to their routine like clock work, so Jen knew that Mrs. Riley would be getting back home from her weekly shopping any minute. When she pulled up Jen walked over.
"Good Morning Mrs. Riley," Jen said cheerily as she smiled and greeted her neighbor.
"Good Morning Jennifer, how are you?" Mrs. Riley responded.