It could be said that Jennifer Williams always played to the beat of a different drum. That's putting it mildly.
In truth, the 39-year-old was often best described as a miscreant, beginning in her youth.
Jen, as everyone but her father--who never liked the nickname, and as official documents referred to her--was adopted as a baby, and grew up as a problem child, often getting into trouble and causing problems for her parents.
She had to admit that her parents were great; to the point of spoiling her rotten as a child, but as she grew up, she had been a rebellious teenager, and by the time she graduated high school, at 17, her parents had no idea what lay in store for their daughter.
While pretty, Jen had been a chubby girl in junior high and during her first year or two of high school. Not fat; just a overweight enough to notice. But she also developed more quickly that most of her friends and had an ample bosom. And before finishing high school she discovered just how to make guys happy and enable her to gain popularity.
Fortunately, Jen hit a bit of a growth spurt during her final two years of high school and slimmed out enough to become a sexy young woman. She was never going to be skinny, but she carried her weight in all the right places and men found her attractive, especially since she was so willing to put out.
Jen became pregnant at 18, and gave birth to her son, Jake, three months after her 19th birthday.
Jake's father was not in the picture. He was 28, and married, when Jen met him at a bar one night.
Jen had claimed to be 21 when they met, and had a fake ID to prove it. And the younger blonde woman with double D-cup breasts was just too tempting for him to pass up. So he willingly entered into an affair with her.
Unfortunately, he believed Jen when she assured him that she was on birth control pills. She was when they first began having sex.
When he learned her actual age, he was already hooked on banging the younger girl and continued the affair.
During this time, Jen had learned that he was very well off financially, and believed that she could lure him away from his wife, so she quit taking the pill and allowed herself to become pregnant. Since she wasn't being faithful to him during this time, she made sure that any other sexual partners used condoms, just in case he requested a paternity test. Which he had done.
Unfortunately for Jen, he decided to stay with his wife, who reluctantly forgave his indiscretion. He paid child support, but had little interaction with their son, mostly because of difficulties created by Jen.
Jake's father died unexpectedly when Jen was thirty. He left their 11-year-old son a sizable inheritance, but, not trusting Jen with access to the money, he had it put into a trust fund that would be managed by his attorney until Jake turned 21. Jen always resented not having the ability to touch any of these funds.
Jen had a difficult time with relationships after giving birth to Jake. Being a single mother didn't help. But being a bitch made it harder.
She had also put on a lot of weight when pregnant and had to spend considerable time working out to get back into shape.
Even with her cute face, buxom body and long blonde hair, along with her promiscuous attitude, most of the men she dated couldn't put up with her personality, and usually ended things within a few weeks.
She did get married once. When Jake was thirteen years old she married Thomas Gentry, who she met online. Jake never liked Thomas, but a few years later he realized that he had been a good man.
Thomas was an awkward man, who was easily manipulated. Some might call him 'pussy whipped'. He had a son from a previous marriage that was Jake's age, and he shared custody of him.
Darin--Thomas's son--was the one thing Jennifer didn't care for, as she thought he got in the way of Thomas' relationship with Jake. But none of that mattered in the end because 4 years later Jen was divorced.
Jen is still an attractive woman. Sure, she had put on a few pounds since her twenties, but still has a decent body. Her face shows the effects of aging and cigarettes, but she still looks good for a woman pushing forty.
And her libido is still as strong as it ever was. She had her tubes tied when she married Thomas, as both agreed that they didn't want anymore children, so she wasn't concerned about pregnancy. So, she hit the ground running after her divorce and enjoyed hooking up with men when she had the opportunity.
At twenty, Jake was having a difficult relationship with his mother. Things had been good growing up, but following her marriage to Thomas, and as Jake became a teenager, problems arose.
To make matters worse, Jen not only indulged Jake's desire to drink and get high, after her divorce she sometimes provided him with the means for both.
Jake also wasn't comfortable with how she often came home with different men. And, now that he was an adult, he was learning more about her actions to cause division between his father and him. And he blamed his mother for having to wait on full access to the money his father had left him.
And Darin--his stepbrother, who he maintained a friendship with--often shared how Jen fucked with his dad and made things worse for Thomas.
Another thing that bothered him was how a couple of his friends seemed to be attracted to his mother, and how she was always flirtatious with a couple of them. Especially Rob, Jake's 19-year-old friend who lived next door.
Jen had definitely taken notice of Rob. She had watched him grow up into a handsome young man. He was 6'4", muscular, with piercing blue eyes and short brown hair.
Rob had excelled in football and basketball in high school, and had earned a scholarship to college.
Rob was back home from college for spring break. He would be leaving for school tomorrow, and Jen had seen him outside earlier and was having thoughts that she knew she should not be entertaining about the young man.
But Jake was at work and she was alone, so her twisted mind began devising a way that she could experience the pleasure of a younger man without creating more problems with Jake.
And she thought she had it.
Jen went to her bedroom and put on a flimsy sundress, with no bra or panties. She grabbed a half empty bottle of wine from the refrigerator, and a glass, and headed outside. Seeing the trash can, with three or four empty beer bottles in it from the night before, she took that out as well. She sat on the back porch and waited until Rob came around the side of his house.
"Hi, Miss Jen!" He called out, upon noticing her sitting there.
Jen waved at him. "Hey, Rob. Want to come over and join me?"
Rob did just that. Jen acted like she had been drinking more than just the few sips she had taken. She parted her legs enough to allow Rob to see up her skirt, revealing her nearly trimmed pussy as if on accident. The young man did not fail to notice the view.
They talked a bit, with Jen acting like she was drunk. Then she offered Rob a beer. He agreed, and she told him to go into the kitchen and get one from the refrigerator. While he was inside, she adjusted her top so that her right breast was exposed enough to allow him to see her nipple when he returned.
Rob sat there drinking, enjoying the sight of both Jen's exposed tit and cunt. His cock was stiff as he stared at her.
"Want to get stoned?" She asked, abruptly.
Rob wasn't sure. While marijuana was legal, you were supposed to be 21, and, unlike the beer he was now drinking, he was worried that pot might show up in a drug test at college, if asked to take one for the sports program. It wasn't until Jen said, "We can't smoke it out here. We have to go inside. It's in my bedroom." That he agreed to take the chance.
A few minutes later they were sitting on the side of Jen's queen-sized bed, her entire right boob now exposed, and passing a joint back and forth.
Then Jen lay back on the bed and pretended to fall asleep.
Rob looked down at her, feeling completely aroused as leered at Jen's bare breast.
With trembling hands, he cautiously lifted the skirt of her sundress and pulled it back, fully revealing her pussy. Jen's legs were conveniently spread apart. Her pussy was already moist with anticipation.
Rob gingerly reached up to caress her bare breast, softly squeezing it, expecting her to jump up and yell at him at any moment. When she did nothing he continued.
Slowly, Rob pulled the top down to expose both breasts. Then he took both of them in his hands. Her nipples we're fully erect and he couldn't resist the urge to lean forward and begin licking them both in turn.
Jen could barely contain herself as she enjoyed his tongue on each of her nipples. Oh how she needed to feel his cock between her legs.
As if sensing her desires, Rob lowered his right hand and began rubbing his fingers along her pussy as he continued suckling on her right breast.
Jen simply could not wait any longer. She knew that she should just lay there and hope that Rob would have the courage to fuck her while he believed that she was passed out. That way she could deny any responsibility. But she also wanted to make sure that this young man got her off. She was not going to be satisfied with just a quick cum deposit to fulfill his lust and miss out on the chance to cum with him.
"Oh yes." She moaned softly.
Rob hesitated.
"What are you doing?" Jen asked, pretending to be dazed and confused.
Rob began to get up off the bed. But Jen grabbed his arm. "I can't believe you did this to me Rob," she began. "I'm old enough to be your mother."
"I'm sorry." Rob told her.
Jen shook her head. "This is so wrong, Rob. But, my god, you have made me so horny. Look, if you promise not to tell anyone then let's have sex."
"Really?" Rob asked.
"I shouldn't, but you've already taken advantage of me and got me so damn aroused. I need it now."
Rob was ecstatic. He jumped up and began removing his clothes as Jen pulled her sundress over her head and tossed it to the floor.
Jen looked at his powerful, muscular body. Rob was a handsome young man. She looked at his rock hard cock, and was slightly disappointed in its size. For someone as tall as he was, she guessed that his cock was only about 5 inches long, perhaps just a little longer. It looked smaller on his 6'4" frame.
Jen had overheard her son's friends talking about 'Mr. Big Dick' and always assumed it to be Rob that they were referring to. Still, it was hard and he was handsome, so she wasn't going to complain.
"Eat my pussy." She told him.
Rob dropped to his knees and eagerly pressed his face into the older woman's snatch.
Jen squealed with delight as he began licking her. "Finger me." She instructed.
Rob pressed one, then two fingers into her pussy and began fucking her with them as he ate her box.
At one point he withdrew his middle finger and began rubbing it against her anus. Realizing his intent, Jen said, "Oh no, not my ass. That's an exit only hole, young man."
Jen had never permitted anyone to put a finger, dick, or anything else up her butt that wasn't medically necessary.
Rob returned his middle finger into her pussy alongside his index finger, much to Jen's delight.
"Oh yes, Rob, that's it, oh yes!" Jen called out as the young man made her orgasm.
"Now, shove your dick into me!"
Rob climbed up onto the bed. Jen moved so that she was now longways on the bed and Rob crawled between her legs. She wrapped her arms around him as Rob sank his cock into her waiting pussy.
