It was a beautiful day, and the news forecasts were predicting it would be the last warm day of the fading summer. The fall would be here by next week, the weather forecasts said, so enjoy the last days of summer while you can!
Emma peeked into her teenaged son's bedroom, knocking on the open door as a formality. "Hey, Johny, mind if I come in for a sec?"
Johny, despite being a sixteen year-old boy, didn't mind his mom feeling welcome to come into his room when she wanted. Other guys he hung out with always complained when their moms would enter their bedrooms unannounced or open the door without knocking first, but Johny never felt a need to be antagonistic toward his own mother. His friends' mothers were notably older than his own, though, and he wondered if maybe that had something to do with it.
He'd done the math, of course, and once he figured it out, he asked his mom about the circumstances of his own birth. She'd told him the truth: she and her boyfriend at the time fooled around a lot, and they weren't careful. When she got pregnant, her parents insisted she give birth; meanwhile, her loser boyfriend took off and left her alone to deal with the pregnancy. She told Johny she wished she'd used protection, wished she'd made better choices, and wished her parents hadn't been so strict. But as hard as things had been, she made sure Johny knew she loved him dearly and that every day she made sure he didn't have any reason to question her love for him. She dated sometimes, but none of the guys she went out with ever lasted for long. When the pandemic started, she stopped dating altogether and spent all of her time at home with Johny. The two of them were closer than ever now.
"Wanna go to the swimming pool today?" she asked. "It's gorgeous outside and I don't want to feel like I wasted the summer being indoors all the time. It'd be nice to work on my tan while I still can." Emma had put on some weight in the years since giving birth to Johny, but she did what she could to stay fit and what she couldn't get rid of gave her a pleasant pear shape, sitting on her wide hips and filling out the seat of her denim shorts.
"Yeah," Johny replied, "sure, that sounds cool." He wasn't usually enthusiastic about going out, but after the last few years even he had started to feel a little stir-crazy.
"Are you gonna wear your Speedo?" she asked him teasingly. He rolled his eyes at her faux-flirting but laughed.
"You only want me to wear that thing because you wanna give me a wedgie in it," he said. Wedgies were a prank his mother had started playing on him to make him laugh when he was feeling down, and she still did it every now and then when he wasn't expecting it.
"Who, me?" Emma asked in a mockingly innocent tone. "To my own son? I would never!"
"Yeah, right," he laughed. "I don't know, I might wear it but I'm not sure if I can trust you to keep your hands to yourself."
She held up her hands. "Whoa, sounds like somebody's got an inflated ego. You think every woman in the world is just itching to give your little butt a wedgie? I'm your Mother, after all."
"Uh-huh," he said, unconvinced. "Whatever."
"Okay, get changed," she said. "We need to get going if we're gonna get a good space to lay our towels down." Emma turned to leave the room, but as she did, Johny reached out from his bed and grabbed the waistband of his mother's denim shorts and gave them a sharp tug. Emma squeaked as she went up onto the tip-toes of her black Chuck Taylors, feeling the taut denim slipping deep between her fleshy buttocks.
"Ha ha, gottem," Johny laughed. Emma turned toward her son and pointed warningly at him.
"Oh, now you're gonna get it," she said, tugging the rough fabric out from between her cheeks. She had to adjust the hem a few times, pulling them down so that they made some effort to cover up her generous buttocks. "Just you wait, I'm gonna get you so good." Johny laughed again as she left.
He didn't want to admit it, but the little game of pranking his that mother started a few years ago had taken a long-term effect on him. The first time she did it to him, it had shocked and embarrassed him, and made him feel strangely vulnerable. He'd cried out as if she'd hurt him, but he had to admit when she asked that it didn't hurt at all, it had just really surprised him. The second time she did it to him, he still jumped and yelped in surprise, but he didn't react in anger. She clearly thought it was a funny joke and she reassured him that it was all in good fun.
So he eventually decided to try turning the tables on her. Seeing her in the kitchen, where she was crouching down on the floor while scrubbing out the oven, he snuck up behind her. Her panties were peeking out over the waistband of her yoga pants, bright yellow underneath green and black skintight leggings, and he simply couldn't resist the opening she was leaving him. He reached down, grabbed a handful of panty-fabric, and yanked. She sat up straight-backed, stiff as a board, as he pulled her panties up until the thong peeked out over her yoga pants, and she made a little squeak of surprise.
Ever since then, he'd lived for the chance to make his mother make that little squeak again. It was the cutest sound, and he'd originally found it hilarious. But over the last two years, he'd been changing. He'd started having strange, persistent dreams that felt good but left stains in his underwear by morning. Started noticing girls even more than he had before, being unable to stop thinking about them. He'd started getting erections, frequently and often without explanation. And he kept returning over and over again to a fixation that had been planted in his mind: wedgies.
Johny loved wedgies. They were fun to do to people, a simple prank, but they also showed off a girl's bare bottom. He thought about how the fabric would slip up deep between her legs when he pulled it up, how the wedgie would leave her beautiful, sexy buttocks on display for all to see, how she would squeal and dance in place and blush in embarrassment, helplessly put on display for everyone to see and laugh at. He couldn't explain exactly why he felt this way, but the combination of all those things in one simple act, one pranking display, never failed to stimulate his fevered longings. He'd tried once or twice to talk to his buddies about it, but none of them seemed to appreciate the appeal of a wedgie. They thought it was kinda funny but were much more interested in seeing a girl completely nude and having sex. It wasn't that Johny wasn't interested in those things - far from it, Johny could go on at length about how badly he wanted to lose his virginity with a girl - but none of them seemed capable of comprehending the strange, erotic power that wedgies had over him.
But it went even deeper than that, deeper in ways that he never dared bring up with his guy friends. Secretly, late at night while lying in bed stroking his erect cock, Johny imagined the girls he liked at school giving him wedgies, pulling the fabric up tight against his taut scrotum, making his underwear ride up high between his clenching butt cheeks, and hearing the raucous laughter of the sexy girls he longed for so desperately burning in his ears as he stood there embarrassed - and bare-assed but for a thong of fabric - in front of them. That quickly became his favorite masturbation fantasy, even though he knew it was really weird and imagined that probably no other guy on earth felt the same way as he did about it.
But that wasn't the worst part. That part even he didn't dare admit to himself. Suffice to say, he enjoyed hearing his mother make her little squeal when he surprised her with a wedgie. He enjoyed it more than he should have.
His mother's bedroom was at the opposite end of the hallway from his own. "Tell you what," she called to him. "Wear your Speedo today and I'll finally work up the courage to wear my new suit I bought months ago. Do it for me, okay, honey? I don't want to end up just returning it, and I need a bit of courage to fit into this thing. I don't want to go out there like this without you showing off a bit yourself, too. We should both be proud of our bodies, you know? It'll be fun, I promise!"
"Fine," he sighed aloud, pulling open his underwear drawer and fishing out the bright blue Speedo swimming briefs from the bottom. Apparently she really wanted to get some use out of that new suit of hers, and he hadn't even seen her wear it once yet. But, he thought, his mom didn't always have a lot of common sense. Even though she was younger than all of his friends' moms, she was still his mother, and if she embarrassed herself out in public by trying to be a thirst trap or something, what would that do to his reputation if any of the girls from school were at the public pool today to see her? He didn't really know how "your mom is a total slut" would reflect on him, exactly, but he wasn't sure if he wanted to risk the chances of his dating future on it.
On the other hand, Johny thought suddenly, maybe this would be the perfect opportunity to really prank his mother in front of witnesses. It was pretty mean, he thought, but maybe it would teach her a lesson about acting so lewdly all the time. Something shameful and forbidden twinged deep inside himself at the thought, and he knew it was deeply wrong, but the idea remained fixed in his mind and he seriously considered a devious plan.
"Thank you~" Emma sing-songed from her bedroom.
===
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