***All characters are over 18 and are fictional. Any resemblance to any real-life persons or situations is purely coincidental.
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ONE WEEEK BEFORE CHRISTMAS EVE
Paul had been home for winter break for a little more than a week now. As much fun as he was having in his first semester at college, it was good to be home again. He used the time to catch up with his old friends, spend time with his mother, and get his Christmas shopping done early so he wouldn't become one of those last minute shoppers going crazy over not being able to find the gifts they wanted because they waited until the last minute.
Other than that, he was spending a lot of time in his room playing video games. He was playing with his friends online who were also in the comfort of their homes playing their favorite game series, "Galaxy Mega Wars VI: Battle for the Orion Nebula." They were excited for part VII of the series that had come out recently and been sold out for weeks in advanced sales. They found some on eBay being sold at five times the regular price but held off buying it because they were hoping that someone in their family would get it for them for Christmas.
When Paul was done, he walked out of his room and headed straight to the kitchen to get something to eat. There, he found his mother and her best friend, Sandra, having coffee together. Sandra was there to drop off a couple of Christmas gifts for them both, and Cathy gave her a couple to take home as well.
"About time you came out of your man cave," said his mother, Cathy. "Are you even aware that it's almost 3 p.m. and you've been gaming ever since breakfast this morning?"
"I am aware of the time, mom," said Paul. The truth was, he thought it was noon, not 3 p.m. Even he couldn't believe he lost that much track of time gaming.
"How's it going, college boy?" Sandra asked. "Dating any cute sorority girls?"
"I've done alright," he replied.
"That means he's getting laid all the time," Sandra said to Cathy.
"I'm sure he is."
He didn't want to disappoint them with the truth that he was still a virgin. He just let them be happy, thinking he might be a stud in college.
"I bet you all the college girls are after you," said Sandra. "I can't blame them; look at how sexy you are."
Sandra was always very flirtatious. She was often compared to Samantha from the show "Sex and the City." She kind of looked like her being an older, blonde woman with similar lips as Kim Cattrall. The only advantage she had over the Samantha character was her big fake tits that she got after her divorce several years ago.
"Come on, Sandra. Knock it off," said Cathy.
"What? I'm just saying he's very good looking, you know that."
"Yes, I know. He's a very handsome young man."
Paul was trying to stay humble as they were talking about him like this. He was 19, just under 6-feet tall, and kept in good shape. He wasn't a bodybuilder, but he had a good amount of muscle on him that helped women notice him. He only wished that could lead him to having sex but it just wasn't happening for him.
"Yeah, and we both know where he got his sexy good looks from," Sandra said as she winked at Cathy.
"Oh, come on, Sandra," said Cathy, trying to act humble.
Cathy was 44 but looked a little younger. She was about 5'6", had long chestnut hair, a slim body with perfect 34D breasts that stayed up pretty well for a woman her age. Her ass had gotten bigger over the years but she worked hard at the gym to keep it from getting any bigger and was now at a size that some of her previous boyfriends always enjoyed getting their hands on. She had overheard a few guys at the gym refer to her as a MILF when they didn't think she was listening. She liked hearing that about herself and knowing that there are some young hot guys out there thought she was still hot enough to fuck.
"I'm just telling the truth, and don't act like you don't like hearing how sexy you are," said Sandra. "When I got my new tits, I wanted them to be just as big as yours. Paul, don't you think your mother is sexy and has nice tits?"
Cathy started laughing and blushing from embarrassment. Paul was also a little embarrassed; he never thought he'd ever be asked a question like that. He did think his mother was an attractive woman, and of course, he noticed his mother had big breasts, it was hard not to. She sometimes like to wear tight shirts and show off some cleavage; he was always getting a show with her. He wasn't going to say any of this to Sandra so he came up with a good response that might end the conversation.
"She's a very beautiful woman," he said.
"Thank you, honey," said Cathy and giving him a big smile. "Now changing the subject back to you, is there a special young lady at college you're interested in?"
"Not at the moment," he replied.
"But you are at least dating in college, aren't you?" Cathy asked. "That's a good time to meet someone. That's how I met your father."
"Of course, I did date a few girls," he replied. "It just never last long enough to go anywhere."
The truth was, there was a girl he was dating throughout the semester and it didn't end well for him. Her name was Jenny, they met on their first day of Spanish class. They were both already fluent in Spanish after taking it for four years in high school and were just taking the class to get an easy A for their language requirement course. He asked her out after a few days and they were inseparable throughout most of the semester.
They were also both virgins and Paul was more than willing to wait for her to be ready. His mother always told him that his first time should be with someone who cares about him as much as he cares about her and he felt that way with Jenny. They did do other things together until she was ready to help keep their sexual urges in check. She was giving him plenty of blowjobs and he fingered her pussy plenty of times. She was also the first girl he ever gave oral sex to, and he found that he was very good at it.
He didn't tell his mother he was seeing her because he didn't want to bring her up until after he came back for winter break. He wanted to be absolutely sure things were going well between them before he brought up that he had a girlfriend.
But when they met up after Thanksgiving, she broke it off with him. She confessed that she reconnected with her ex-boyfriend over the weekend and that she was in love with him. Adding insult to injury, she confessed that she had lost her virginity to him over the weekend as well. He was already disappointed to hear that she was leaving him for another man, he could've handled that, but hearing that they slept together was like getting punched in the stomach.
He was miserable for the next couple of weeks until he had to go back home for winter break. During that time not only have he and Jenny stopped talking to each other but she has also cut him off on social media. It was his fault, he was liking too many of her pictures on Instagram at 3 a.m. and it must've freaked her out.
Paul didn't stop there, he made a fake Instagram account to follow her. He realized cyberstalking your ex-girlfriend was not healthy, but he just couldn't resist seeing what she was up to. Jenny loved accounts where people shared art photos and inspirational messages. Accounts like that were easy to fake; he just downloaded a bunch of similar pics from google and uploaded it to his fake account. Once the account looked real enough, he sent her a follow request and she accepted and was now able to see what she was up to online.
Her most recent photos were of her around campus and at a few parties. Then he saw the photos of her boyfriend, a tall, muscular guy who was definitely several years older than her. He had a tattoo sleeve on his right arm, a beard, and long hair that was tied back in a manbun. After seeing this guy, Paul realized making that fake Instagram account was a bad idea. It was better that he just didn't know what this guy looked like.
After Paul made his snack he sat with his mother and Sandra for a while. Eventually, Sandra did move on to other topics that weren't sexual in nature. After Paul was done eating, Sandra had to leave, and they escorted her to the front door, where they said their goodbyes and finally left.
"There's something wrong with that woman," said Cathy when she was sure Sandra was far enough away to say it. "Now come and help me finish the decorations; I've been waiting for you to come out of your room to get this done."
Cathy had started the decorations before Paul came back from college but hadn't had the chance to get it all done because of work and how the holiday had been keeping her busy. Mostly, she just needed help decorating the tree, she could handle the rest. She intentionally kept the tree bare this long so she could decorate it with her son. She liked the little traditions they do together especially for the holidays.
As they decorated the tree. Paul couldn't help thinking about all the things that Sandra had said when she was visiting. Besides the comments she made about him. the ones that got him the most were the things she said about his mother. She kept calling her sexy and making references to her body, especially her breasts.
He had always thought his mother was a sexy woman. He had seen her plenty of times in a bikini in the summers and had occasionally seen her in her underwear over the years. She had a great body with a beautiful face, and he had to admit that he did feel an attraction to her. When he was younger, he did find himself occasionally jerking off to the thought of having sex with her. He felt guilty about doing that each time it happened but he still found himself doing it again nonetheless. He eventually grew out of that phase but it was sometimes still in the back of his mind.
Besides how attractive he thought she was, she was the best person in his life. She had raised him on her own since he was five after his father died. She had helped him do well in school, gave him great advice when he needed it, taught him how to play the guitar, how to drive and even how to shave. Mostly importantly, she taught him how to be a good person and how to treat others well.
Thinking about it, he kind of wished that he could meet a woman just like her. Some people say that men always find a girl who's just like their mother and some people are scared of something like that happening. But he wouldn't mind if he did find someone just like her because that might be the best kind of relationship he could find.