Just As Sharon Planned

A glimpse into Sharon's perfect future...

***

During a hot day in the late summer, Jason stumbled upon an absolutely breathtaking sight as he walked into the backyard. A stunning beauty stood on the pool's edge, halting him promptly in his tracks. She wore a high-cut, light-blue swimsuit that perfectly accentuated her long, gorgeous legs. Her dirty-blond hair was swept behind her back, softly blowing in the warm breeze. Frozen in place behind her, Jason couldn't help but take in those staggering curves. His eyes followed her slender calves up to a pair of hot, thick thighs. He stared at her broad hips, perfectly paired with her slim waist. And not only did she have the perfect hourglass figure, but she also had an ass that would turn heads anywhere she went. Wearing her swimsuit that didn't leave much for the imagination, she created a view to die for.

Just as Jason thought this couldn't get any hotter than it already was, the blond beauty decided to put her hair up. His jaw dropped as she bent over, propping up her butt straight into the air. Her bathing suit dug even deeper between those big, juicy cheeks. While her outfit had already been rather revealing, now it was properly scandalous. He could only imagine seeing something like this on the beach or at a public pool.

Jason suddenly gasped as he felt a familiar feeling in his lower stomach. This irresistible display was way too much for him, and his body didn't want to listen to him anymore. A powerful pressure started building up in his crotch, and Jason instantly knew that what was to come was inevitable. He decided on not even trying and kept his eyes fixed on that big, beautiful butt in front of him.

"Oh fuck," Jason accidentally gasped out loud. By simply standing there, hands on his thighs as his eyes drank in the erotic eye candy in front of him, he felt himself reach the point of no return. A moan escaped his mouth as his knees started buckling and his hips began shaking. An intense orgasm erupted, and he could feel his release coming. He stared at that big ass and fantasized as his hips pumped in the air. Still fully clothed, he released load after load. He only felt completely spent when his hips could do no more than weakly spasm.

Meanwhile, Sharon was calmly watching the incident behind her, alerted by Jason's first gasps. When Jason finally seemed to have calmed down, Sharon stood up straight again and turned to face him. "Oh baby," she said compassionately. "I didn't see you there until it was too late!"

"I'm sorry, Mom," Jason heaved. "I just, you know... You were too..." he tried to explain himself.

"No, no, I'm the one that's sorry, Honey," Sharon comforted him. "I knew you were home, but I wanted to try this new swimsuit I bought last week. Don't worry, now that I know you're also going to sit outside, I'll change into something a bit less, ehm, revealing," she said. They didn't need to say out loud that they both knew that her outfit was a bit more than just 'revealing' and bordered on 'slutty'.

"Thanks, Mom," Jason replied, relieved she wasn't angry.

"Don't worry about it, Hon," Sharon reassured him. "Good thing we came up with the idea to always wear a condom, just in case."

Jason was silent for a moment, shuffling his feet. He was looking at the ground, but that was more out of necessity than anything else. His mom was now facing him, and the front side of her swimsuit was any bit as risqué as the back side, showing copious amounts of cleavage. "Ehm, about that..." he hesitantly said.

"Hmm? Is there anything wrong, Jason?" Sharon replied. "You are wearing a condom, right?"

"Well... Not really at the moment, no," Jason admitted, downcast.

"Jason, I thought we talked about this," Sharon replied, exasperation clear in her voice. She was clearly discontent with this, even though she had been very apologetic up to this point.

"I can't keep washing your underpants every time this happens, or else I'd need to do the laundry all day."

Jason winced at that, still massively embarrassed about his recently acquired condition. "I know, Mom. I promise I would've worn one, but there were no more condoms left, and I didn't want to go to the store without, you know, wearing one..." he defended.

"We are already out of condoms again?" Sharon replied incredulously. "I thought we at least had one or two more left since yesterday."

"Yeah, we had one more left," Jason acknowledged. "But I had another... 'accident'... this morning," he begrudgingly confessed.

"Oh?" Sharon responded, clearly surprised. "I didn't know that. I don't remember wearing anything too suggestive. Or can I also not wear pajamas anymore?" she said, concerned.

"No, that's not it, Mom," Jason hastily replied. However, even when she wore something like pajamas, he could never look too long at her body. Those curves were just impossible to hide. "It wasn't you, but Emma." Jason saw this made her even more concerned, so he quickly added: "But don't worry, I don't think she realized anything." 'If we don't count the weird look she gave me,' Jason thought.

Sharon opened her mouth to say something but closed it again. After a pause, she replied. "Well, that was about to happen someday," she granted. "Your sister loves wearing clothes that are a bit too slutty at times."

Jason was surprised at her choice of wording, but it was the simple truth. When Jason came downstairs that morning, Emma wore tight booty shorts and a tiny sports bra. On top of that, she had been doing stretches before she went running with friends. It had taken Jason all constraint he could muster at that moment not to moan, but he hadn't entirely managed to stay inconspicuous. How could he, while walking down the stairs as he was filling up the last condom in the house? Jason didn't share this with his Mom for various reasons and nodded in agreement instead.

Sharon shook her head. She had to have a word with her daughter about this sometime soon. Although, Sharon realized she probably wasn't a great example as she looked down at the skimpy swimsuit she was wearing. "Alright then," Sharon said, clapping her hands together. "Let's just get you out of those pants, mister."

The first few times Jason had been in this position, he had been deadly embarrassed. Now, he was ashamed to admit that even something like this could become a routine. He first stepped out of the loose shorts he had been wearing and threw them to the side. As expected, there was a visible patch of wetness in his underwear. When he also pulled those off, strings of sticky sperm kept clinging to him. Jason handed his dirty underwear to his mom while avoiding looking at her.

He was acutely aware that he was standing in front of her, out in the open in the backyard, while nude from the waist down. Well, Jason wasn't naked in the exact sense of the word. He was still wearing a chastity cage, which was arguably even worse than being nude in this situation. He had been wearing a chastity cage since his mom had made him wear one all those months ago. The first cages hadn't been that bad, being quite large to support his once considerably large manhood. Nowadays, he was permanently locked up in something much more extreme. His cock was squeezed in an entirely flat metal cage, which only had a small hole in the front. At this moment, a string of sperm was still dripping out of that tiny hole. The flat front plate was attached to a metal ring around his balls, which were the only visible part of his crotch. Those were now bright red, having released copious amounts of sperm while straining in the cage. Finally, it was all held together by a leather strap around his waist.

"Wow, and this is already the second time today, too," Sharon marveled while looking at the copious amount of sperm still in his underwear. "You have quite the sperm factory down there," she added with a smirk.

"Mom, please..." Jason whined. Wasn't he in an embarrassing enough position already?

"Alright, alright, I will get these cleaned up for you. In the meantime, take a shower or a dip in the pool, okay?" Sharon told him.

"Sure," Jason replied. He was just about to turn around to jump into the water, but he couldn't help but follow the curvy figure of his stepmother. Her swaying hips as she walked were hypnotizing. Just as she reached the doorway, she suddenly stopped in place. Jason frowned. Maybe she still had something to say to him?

His initial guess couldn't have been further from the truth. Sharon didn't even turn around but started to shake her hips without a word. Jason's jaw dropped as his eyes fixated on that big, jiggling ass. His mom even pulled on the backside of her swimsuit, wedging the garment further between those juicy cheeks.

It didn't take much for Jason to reach the point of no return again. He couldn't avoid looking at his mom in that revealing swimsuit when they were talking and had peered quite a few times in that massive cleavage. Now that she had inexplicably started teasing him, Jason couldn't hold for more than a few seconds. Due to the surprise, Jason forgot to hold his voice down and audibly moaned when he felt the next orgasm welling up inside him.

Sharon looked back over her shoulder as she was shaking her butt, just to see Jason shoot his sperm straight out of that tiny little cage. She bit her lip, dying to get rid of her arousal by rubbing her clit raw. Even though Jason had cum mere minutes ago, his flat cock kept shooting load after load just because his mommy shook her ass a little. Those strokes of sperm even reached the doorway where she was standing, covering her heels in white, sticky goo.

Eventually, only a light dribble was leaving Jason's flat cage, leaving the entrance to the backyard in an utter mess. Sharon stopped jigging her butt and gave one cheek a playful spank. She was rewarded by a look of utter confusion on Jason's face. "I'll get you a towel, Hon," she said casually as she finally walked through the doorway.