This is an entry in the
Literotica 2021 Winter Holidays Story Contest
, so please don't forget to vote when you've finished reading it, at the end, where it asks Please Rate This Story. Thanks, and happy holidays everyone! β riverboy
β
"Oh, hi, honey. I thought I heard you dreaming." Dylan's mother walked into his room as if she owned the place, which she did. Floated into his room would be a more apt description, her diaphanous white satin robe billowing in the breeze of her movement. "I think you must have dozed off. I don't know about you, but, I always have the most surprising dreams when I doze off."
Dylan said nothing, knowing he hadn't been sleeping. No, he was wide awake just minutes ago, when he'd heard, and then seen, his mother and her best friend, Krisha, kissing goodbye in the upstairs hall, his mother fully naked.
Dylan had always known their friendship was deep, his mother and Krisha spending much more time with each other than with their other woman friends. He'd long sensed something oddly different about Krisha. Now that he was twenty, and more knowledgeable about sexuality and girls, he was beginning to understand she might very well be a lesbian β her perpetually single life had shown no signs of men for as long as Dylan had known her.
"Mom, are...are you and Dad okay?"
"Are we okay? What do you mean, honey?"
"Does he...know?"
"Oh. So...you...don't think you were dreaming," said Jaclyn. "Why are you home? You said you were going Christmas shopping with Gerald."
"He couldn't go."
Jaclyn nodded. "Only a few days left, you two better get busy. What did you get me?" she asked, smiling. "Something nice? Something beautiful for your favorite girlfriend?"
Dylan couldn't help but smile. His mother had always been his favorite girlfriend; his
only
girlfriend, really, except for a brief episode of kissing and breast touching a year ago with a girl named Savannah who lived down the street. His awkward haircut and his glasses did him no favors; he felt utterly stuck in childhood, his twenty-year-old, six-foot stature being a mere illusion of manhood. "Mom, I always get you the best present."
"That's why I love you so much," Jaclyn said, smiling as her hand reached for and tickled Dylan's stomach, right in under his t-shirt. Dylan giggled, the way he always does when his mother gives him stomach tickles.
When the giggling stopped and the tender moment passed, Dylan looked into his mother's beautiful, fully made-up eyes, wondering for a moment why she looked so stunning. Then he remembered Krisha.
"But Mom...does...Dad know?"
Jaclyn's happy expression became serious. "Dylan, I don't know what you think you saw, but...it was harmless. Just a little...I don't know, playtime, I guess you'd call it. Experimental. Yes, that's the word. Haven't you ever...experimented...with one of the boys? Maybe when you were just learning?"
"Mom, no! Oh my god, do you think...I
would?
"
"Oh. Well...maybe not," said Jaclyn, seeing the obvious displeasure on Dylan's face. "Maybe girls are different. Yes, that's it. Girls are different. We...aren't so turned off by our own...sex. Oh my goodness, we've never talked about sex, have we. I always left that up to your father."
"Mom, he never talked to me about it."
"Oh, Honey! Really? Why didn't he? I thought he had."
Dylan shrugged. "He gave me a book. A paperback that looked like it was his, or his father's or something. It was written in 1956."
"Oh my gosh!" said Jaclyn, her face brightening, eyes twinkling again. "That's...almost funny, isn't it. It doesn't surprise me, though. Your father is...not the most sexual man."
"Isn't that...important, though?"
"Not always," said Jaclyn. "Some people aren't. It's okay, though. Your father and I, we're fine. You asked earlier. Yes, we're fine. Life can balance things out, in interesting ways."
"You mean...Krisha?"
"I might."
"So...Dad knows?"
Jaclyn barely shook her head. "No, he doesn't. And he can't. He wouldn't understand."
"Mom, that's not fair. How is that fair?"
"It's not. I didn't say it was. And I know I can't ask you to keep it secret, but I'm going ask you to anyway. Dylan, this has to stay between us. Between you and me. It
has
to. Maybe...what if I make a deal with you. I'll do what your father should have done years ago. I'll...well at the very least I'll get you a newer book! Times have changed since 1956! I'll have to think about how to handle this, but, yes, if I promise to teach you about girls and...sex...enough to get you comfortable with asking someone out, will you promise to never tell your Dad about what you saw today?"
"Mom, I'm shitty with secrets, especially with you and Dad."
Jaclyn smiled. "Swearing now? That's a good start, I guess. If we're going to discuss...things...we'll have to open up our language a bit. I mean, we're both adults, now, right? But yes, I know keeping a big secret from him will be hard for you, but...just keep your eye on the prize. You want a girlfriend, right? You want to feel comfortable with her, and sexual with her, right? That's the trade-off. Keeping my secret opens up a nice future for you. Is that a good deal?"
"I guess," said Dylan, thinking it'd be a horrible, difficult trade-off if all it's about is a more up-to-date book about male sexuality. The musty-smelling old paperback wasn't all
that
bad, truth be told.
"So, not a word about Krisha, and...you and I will start tomorrow. I'll have to think about this a little. I've never taught sex education before. You had it in high school, right? What did they teach?"
"Just...condoms, and...diagrams about how pregnancy works and stuff," said Dylan. "I mean, it was okay, but..."
"Left a bit to be desired, huh? Okay, yes...what is sex...in the year 2021. I guess that's what we'll find out, together. What's your work schedule this week? Did they put you on second shift now? Is that why you're home?"
Dylan nodded. "Yup, just started. 3pm till 11pm. Until further notice, they said."
Jaclyn nodded. It would make for some nice quiet days alone together at the house, but she'd have to let Krisha know right away that Dylan had seen them, and that they'd have to be extra careful from now on, at least while he's working this new schedule at the warehouse.
β
The next day, morning sunlight reflecting off fresh snow brightly illuminated Dylan's bedroom, his shirtless, pajama-bottom clad body lounging there on the bed when his mother walked in through his open door. "I thought a lot about this last night," she said. "I had half a mind to ask your father for advice, but then I remembered that he'd be no help at all."
Dylan scowled. Knowing his father was 'not the most sexual man' wasn't exactly confidence inspiring, seeing as how he shared all his genetics with him. "Mom, we don't have to do this. I can keep your secret. I've thought about it."
"Yes, well, that's very sweet of you, but I've thought about this, too. You're twenty years old. You should know things, and...be confident in your...abilities. Christmas is just around the corner. I feel like we're giving each other a nice gift, here. I feel like...the angel in that Scrooge movie, showing that man what his life can be like."
"So I'm Scrooge now?" said Dylan, smirking. "I though I was just shy."
"You're not shy, you're just unprepared," said Jaclyn, eyeing her son's shirtless body. "Aren't you cold?"
"Mom, the heat, remember? Dad never had it fixed."
Jaclyn glanced at the old radiator, its cast iron bulk making ticking noises as steam hissed from its regulator. "Well there's your first lesson β if it's this hot where you're sleeping, and you're with a girl, don't wear pajamas. Sleep nude."
Dylan looked surprised. "Really? Do you and Dad do that?"
"Well...no, but...you should. Trust me, your girl will think it's sexy and fun."
Dylan nodded, eyes twinkling as he made a mental note of this interesting advice.
Jaclyn tugged at the front of her blouse, feeling the newly noticed oppressive heat in the small room. "Cripes, if I was you I'd be nude all the time. Is that why you wear your PJ bottoms so much? No undies is probably cooler, right?"
Dylan nodded, his face suddenly more serious as his body responded to his mother's surprisingly twinkly-eyed comment about his unconstrained genitalia. Yes, this odd situation was strangely arousing, his first instinct being a thorough cover-up with the blanket that was lying rumpled near his leg, but no, a few deep breaths, and a calming thought, and the surprising rush of hot blood was under control.
"Wow, this is like the hot yoga Krisha and I go to," said Jaclyn, tugging at her winter blouse some more. "I'll be right back. Don't go anywhere."
When his mother disappeared down the hall into her room, Dylan pushed his door nearly shut, whisked off his pajama bottoms, pulled on some boxer shorts and a pair of jersey cotton athletic shorts. With the door open again, he climbed back onto his bed, leaning back against his two propped-up pillows.
"This is much better," Jaclyn said, breezing into the room, clad in her yoga gear, skin-tight little short-legged shorts and a sexy little top that looked like a cleavage-baring sports bra, one with 'control' and 'padding' being the last things on its mind. "Do you like this lime green set? I got it in a few other colors."
"Yeah, it looks good. It's the color of Pop Rocks candy."
"Oh, wow. Gonna pop your rocks at the sight of me? That's lesson number two β always tell your girl she looks good, or sexy, or hot. Especially if she's showing some skin, and..." Jaclyn tipped her head downward, looking at herself, seeing just how skin-tight and sexy these little green clothes were. "Jeeze, I'm blushing. I guess this is all good, though. Sex is the subject."