CHAPTER 1
It was barely 9:00 on Friday night, and Jenn was not happy as she pulled into the driveway at her mom’s house. This was her last summer before heading to college, and spending Friday night with her family was not high on her list. Unfortunately, her friend Lisa’s parents had come home earlier than expected and the Friday night party plans had come to an abrupt and dramatic end. Jenn could still picture the look on Lisa’s father’s face when he walked in the door to his house and found a high school party just getting under way. She imagined she had a similar look on her own face when we walked out of the kitchen armed with a bottle of vodka and a stack of red cups and nearly collided with Lisa’s mom.
Most of Jenn’s friends were going to regroup and hang out together, but Jenn was more inclined to hurry home and figure out if she needed to go into damage control mode. She was worried that Lisa’s parents had already called her mom and painted a picture of drinking and partying. Jenn made it from Lisa’s driveway to her front door within five minutes, but she was still nervous and worried that her mom would be on the phone with a screaming Lisa’s mom like that scene from A Christmas Story. Putting as much confidence in her voice as possible, she stepped into the foyer and called out, “Hi, I’m home.” Nothing… not a peep. Maybe her mom was asleep already? Could she be that lucky?
As she headed upstairs and into her bedroom, she heard music and the sounds of jacuzzi jets through her open bedroom window. Ahhh, she thought, that’s where they are. Jacuzzi time and wine were pretty typical for her mom and step-dad on a Friday night. That could only help her cause… her mom usually dragged her step-dad straight up to the bedroom after their jacuzzi sessions. Peeking out the window overlooking the back yard, Jenn could not believe her luck. Her step-dad, Andrew was alone in the large, in- ground jacuzzi. No sign of her mom at all. Andy appeared to be just chilling out with a glass of wine in his hand and listening to whatever alt/indy/weird band he was into this week. This was a major coup for Jenn. Andy would not only not freak out if Lisa’s mom called, there was a chance he might not
even mention it to her mom. All things considered, Andy was pretty cool for a step-dad.
Her step-dad came into Jenn’s life when she was eleven, and he had been pretty cool to her and her brothers for the past seven years. Andy seemed to understand that he was a “step-dad” and not a “father” and didn’t try to play a role he wasn’t suited to. He was kind and helpful and Jenn was very fond of him. And, she had to admit to herself, for a guy in his mid-50’s he was really good looking. His dark eyes, tan healthy skin, and a full head of salt and pepper hair got him more than one comparison to George Clooney. Jenn thought about that for a second and had another look through her blinds at her step-dad sitting in the jacuzzi.
A couple of years ago, Andy had a health scare and really turned his lifestyle around. He was an avid cyclist and lifted weights in the garage at least three times a week. It took some time, but he dropped the middle-aged fat around his belly and added muscle to the point where some of Jenn’s friends commented on her “sexy step-dad”. Lisa even confessed to masturbating while fantasizing about Andy. Jenn made the appropriate grossed-out reaction every time, but the thought of Andy naked was definitely not gross. On top of his good looks and decent body, Jenn could not help but notice the sizeable bulge in his jeans. She knew she wasn’t supposed to notice such things, but it was kind of hard to ignore.
As if on cue, Andy stood up in the jacuzzi to get more wine as Jenn watched out her window. The “new improved Andy 2. 0” as he called himself was tall and relatively lean. The jacuzzi, which was the size of a small pool, was deep and when Andy stood up the bubbly, frothy water still came up to his ribs. Even so, Jenn noticed his shoulders and chest had nice definition and his arms were well muscled, if not huge. His stomach was flat, even if it fell well short of a six-pack. All in all, a very nice package, she thought as she watched. Andy picked up his phone from the side of the spa to start a new playlist, and Jenn realized she was not only spying on her step-dad, she was checking him out! What the hell am I doing? she thought with more than a trace of embarrassment.
Her embarrassment rapidly changed to shock as Andy moved away from the jets and into the middle of the jacuzzi where the water was calm and less opaque. It was then Jenn noticed that he was not wearing a swimsuit. Her step-dad was completely naked and oblivious to the fact that she was
not only home but watching him from her bedroom window, as well. With his back to the house, Jenn could see through the water just enough to notice Andy had a small ass for a man of his age. If he did have a flabby ass, the water was doing a good job of hiding it. Blushing from head to toe, Jenn knew she should stop looking. She should close her blinds and distract herself with a movie, or Instagram, or Twitter, or even just go to bed. She didn’t do any of those… instead she continued to perv out watching her middle-aged step dad lounge around the jacuzzi, naked as the day he was born.
As she watched, she became conscious of two things. First, she realized that she very much wanted Andy to turn around and catch a glimpse of his cock and balls. She wanted to see what produced that big bulge she had noticed since she was old enough to notice such things. Secondly, she realized that clit was tingling, and her pussy was getting wetter by the second. Fuck, she thought, my step-dad is making me horny! What the hell!?!?! As she watched Andy standing there without a care in the world, her cotton g-string was getting increasingly damp. As she remembered Lisa’s masturbatory fantasies about her step-dad, Jenn actually thought about unbuttoning her “daisy dukes” and giving her own clit a good rubbing. Horny as she was though, she wasn’t going to cross that line. That didn’t stop her from carrying on with her voyeuristic spying on Andy.
It seemed like an eternity, but Andy finally turned around to face the house and his step-daughter spying from her bedroom on the second floor. Jenn was surprised by how disappointed she was when she discovered that the water in the jacuzzi made it hard to get a real good look at Andy’s cock. Jenn had already decided that she wanted to see what Andy was packing below the waist, but she could not see his cock clearly through the water. It looked like it was pretty big, and that he had balls to match, but she couldn’t be sure. Her disappointment didn’t last long. As she watched, Andy casually reached down and started fondling his cock. He wasn’t really stroking it like he was jacking off, but even his casual touching made it swell.
Jenn’s pussy was buzzing now. Her clit ached to be touched and she felt her long, thick nipples hardened under her push up bra. Biting her lower lip, she rubbed her wet pussy through her shorts and willed Andy to keep playing with his cock while she looked on. Andy had other ideas, though, and stopped touching his cock. Instead, he leaned back to float on his back in
the middle of the jacuzzi. Now his cock and balls were on display for her to see! Even semi-erect, Jenn knew Andy was bigger than any guy she had ever had before. Andy had a glorious cock, and even from her hiding spot, Jenn could see it was quite thick. Unable to stop herself any longer, Jenn unbuttoned her shorts and slid her hand down to her smooth, teenage pussy. She immediately started rubbing her swollen clit furiously while she pinched and rolled her erect nipples through her bra and top with her free hand. Her eyes glued to the big cock on display, her orgasm built rapidly. She was too turned on and too worked up to slow down and savor the pleasure. She came fast and hard, her small body shaking and convulsing as her orgasm hit her, wave after wave of pleasure enveloping her.
Jenn laid on her bed, trying to catch her breath. She had never had an orgasm like that, ever. She had never come so quickly, or so hard. Her orgasm seemed to last forever, and she had never gushed like that. Her pussy was sopping wet, and her tiny g-string and shorts were soaked as well. The thought of fucking her middle-aged step-dad’s fat cock made her crazy with lust and desire. Even after having one of the best orgasms of her life, Jenn could feel the lust building in her pussy again. She wanted Andy and his gorgeous cock, and she wasn’t going to be satisfied with her own fingers again. Raising her hips off the bed, she slid her shorts and g-string off, and then slipped her fingers between swollen pussy lips. She could not believe how wet she was! She brought her hand to her lips and could smell her own cum. She slid her fingers into her mouth and tasted her own sweet juices. Pulling on a tiny pair of thin cotton pajama shorts, she thought about her step-dad tasting her sweet pussy. As she walked down stairs, her mind wandered to images of her juices coating Andy’s cock as he stretched her tiny pussy.
Andy was enjoying a rare night alone. His wife Leslie was out with her lady friends and was planning on spending the night at a friend’s house so that she didn’t have to drive drunk or pay for an Uber. The kids were all at their other parents’ houses, so he was on his own for the evening. He has just returned home from a short, mid-week business trip and was ready to do absolutely nothing. After a fixing himself a casual dinner, Andy opened a nice bottle of wine and then changed out of his clothes. Since he was alone for the evening and was headed out to the jacuzzi, he opted for nothing more than a bath robe and a pair of flip flops. One of his secret pleasures
was to relax naked in the jacuzzi whenever the situation allowed. Andy enjoyed the feeling of his heavy cock and balls being free in the hot water of the jacuzzi.
It was a lovely July evening, and Andy was thoroughly enjoying his time in the hot, bubbly water. From time to time, he would press his cock in front of the jacuzzi jet and feel himself getting firm from the water pressure. Even at 53 years old, his cock would get hard quickly and with little stimulation.