(Disclaimer: All the characters in this story are 18 years old or older. If you are looking for the most realistic erotica, this might not be for you, but Kaitlyn and I had fun writing it.)
"Oh fuck, Savannah!" Nick moaned as he rapidly stroked his cock to the memory of the hottest girl in school masturbating with him. Only now he wasn't standing in his high school restroom wanking it, but lying on his bed in his bedroom with his huge dick pointing at the ceiling.
Nick couldn't believe how quickly his life was changing ever since the release of his app, SecretCrush. It had made him the world's youngest self-made multi-millionaire seemingly overnight. But SecretCrush had done so much more. The app allows you to confess your feelings to your crush anonymously, which Nick had done. His crush also happened to be the most popular girl in school, and it seemed from their virtual rendezvous that she reciprocated those feelings.
Only, after he and Savannah had finished cumming all over their respective bathroom stalls, Nick got scared. He hadn't spoken to Savannah since. How could a skinny nerd like him end up with a girl like her? Not only that, but he was a virgin. Nick had no idea how to please a girl like Savannah.
Nick's dick flexed in his grip as he recalled the image of Savannah Groves' legs spread wide, tits out, and fingers plunged deep into her swollen pussy. He remembered the things they said to each other, how dirty she talked, which only made him stroke faster.
"OH MY GOD!!"
Nick looked up at the sound of the exclamation, releasing his dick from his grasp in surprise. It was his step-mother, Lorena, standing at the door with a basket of laundry.
Lorena was a petite Mexican woman who met Nick's father shortly before he and Nick's biological mother split up. You see, divorces tend to happen when your wife walks in on you balls deep in the help's pussy. Nick was only a toddler when it happened. And 9 months later, his half-sister Liliana was born.
Sure, Nick would be the first to admit that at times he was a little bitter toward the woman that had come between his parents, but he realized quickly that his father was equally to blame and got over it.
Besides, Lorena was hot. Like, smoking hot.
Now in her mid-thirties, Lorena could probably pass as Nick's older sister rather than his step-mom. She was barely over five feet tall, just over 100 pounds with shoulder length black hair and brown eyes. Nick's father had paid the best plastic surgeon around to give Lorena some new boobs after she had been begging for so long. Personally, Nick thought it was a shame, because Lorena's body looked gorgeous before the silicone. But he couldn't deny that the new curves added a certain desirability to an already almost irresistible woman.
In addition to her breasts, Lorena had a true Latin ass that Nick could only assume was what made his father stray in the first place. She was standing in the doorway in a short t-shirt and a tight pair of jean shorts that clung to her like a glove.
Growing up, Nick had often fantasized about Lorena. Just the week prior, Nick had snuck into the master bedroom when no one was home and went through Lorena's skimpy and sexy underwear, which consisted primarily of little thongs and g-strings. Nick believed he had nutted in almost every pair of panties that his step-mother owned.
The thing is that Lorena knew. On more than one occasion, Lorena had noticed a cum stain on her panties, stains she knew did not come from her husband, as he almost always came inside of her during sex. Nick's father had a vasectomy shortly after Lorena first got pregnant with Liliana, a decision she wishes he had consulted her about as she had always wanted a large family. at least it meant that she did not have to worry about birth control anymore.
Though she deduced that it was her step-son ruining her panties with spunk, Lorena did not say or do anything to put a stop to it for several reasons. First, she thought it would make things awkward or get Nick in trouble, which she didn't want. Second, and though she would never admit it, Lorena secretly loved the attention. Nick's father had been neglecting Lorena sexually for some time now, and the periodic stains on her panties made her feel sexy and desired.
That evening, Lorena was gathering laundry to run a cycle when she opened her step-son's door without thinking. There on his bed was Nick, naked, and masturbating with his eyes squeezed shut.
Lorena simply wasn't prepared to see the largest dick she had ever laid eyes upon. The shape of her step-son's cock was like his father's--straight and circumcised with a large bulbous head. But that was where the similarities ended. Nick's penis was both larger and thicker than his father's, and though she shouted in surprise at the first sight of it, she was instantly turned on.
"Lorena!" Nick exclaimed in response, trying but failing to cover his engorged cock with his hands.
Lorena was frozen at first, but quickly recovered.
"Nicholas!" She said in her accented English. "Th-this had got to stop. Where have you hidden my panties now?" She asked moving closer to her naked step-son with her hand outstretched expecting him to produce a piece of her lingerie on demand.
But nothing came.
Nick was, of course, mortified that Lorena apparently knew of his escapades in her panty drawer, but he felt he needed to explain.
"Lorena, I'm sorry! Something happened with a girl at school and I--and I..." Nick lost his train of thought when he finally saw the outfit his sexy Latina step-mother was wearing, how it clung to every accentuated curve of her delicious body, like saran wrap.
Lorena noticed his glassed over eyes as Nick stared at her body, and she felt butterflies briefly dancing in her stomach before attempting to gain his attention once more.
"You see, Nickolas! This is what I mean. You have got to stop looking at me like that!"
Nick snapped back to reality.
"Im so sorry, Lorena! I promise, I don't have your underwear, er, anymore anyway," Nick admitted. "There is just a lot going on right now. With my app, a-and with this girl a-and..."
But now Lorena had stopped listening. Nick's cock hadn't even shrunk a millimeter since she entered, and it was absolutely hypnotizing.
"Uhhh, Lorena?" Nick's voice brought her back to reality, forcing Lorena to tear her gaze away from her step-son's prick.
Recovering, she spoke, "ahem. Nicholas, it's ok. Really it is. I get that sometimes you just have to scratch that itch."
"Oh, uhh, yeah. Next time I'll make sure to lock my door." Nick said.
"Uhm, Nicholas, were you thinking about that girl when you were, er, masturbating?" She asked.
Nick nodded.
"I'm guessing that means you fu--" Lorena stopped herself before she spoke too crudely. "I'm guessing that means you're not a virgin anymore?"
"Well...no actually," Nick replied with hesitation. "I am still a--a virgin."
"Oh and you're nervous?" Lorena asked eyeing his gargantuan meat as she sat down next to him. Nick had completely abandoned trying to hide his throbbing cock by now.
Nick nodded again.
