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Description
You and your family were on vacation in Mexico. You, your sister, and your mother were all spending time at the beach, eager to relax and unwind. But life had other plans for you.

You’d spent much of the first hour just wandering the beach, maybe getting a look at some girls while you were at it. You returned to your family, to find your sister and mother both asleep on their towels. You didn’t really care, but then you noticed your mother’s purse sitting in the sand, unguarded.

You weren’t really a thief, but there was some really cool stuff at a nearby shop you couldn’t afford. So, you swiped some money from the purse, and headed off.

You returned a short while later to find your sister and mother both looking around for something.

“Jason!” your mother said. “Did you see anyone come by here? I think someone lifted money from my purse!”

You tried your best to play it cool. “No, Umm… can’t say I have.”

“Hey, wait a second…” your sister began, eyeing you suspiciously. “That bag of stuff, where’d you get it?”

You frantically searched for a good response, but your sister had already gotten up and ripped the bag from your hands. She looked inside, finding the receipt.

“Ok, there’s no way you have this much money!” She accosted you.

You gulped, again finding nothing to say.

“Jason, did you steal money from my purse?” Your mother asked, although you could tell she already knew the answer.”

You shook your head, but unsurprisingly they weren’t convinced.

“Ok Jason, I think you deserve a very harsh punishment for that. But I’m trying to relax, and I don’t feel like doing this right now. So, I’ll leave it in the capable hands of your sister. Jenna, he’s all yours.” Your mother said, before lying back down on her towel and resuming her tanning.

Jenna grinned at you sadistically. You weren’t all that concerned, though. She may be older, but she wasn’t physically imposing. But as you would soon find out, you should’ve been very concerned. Jenna grabbed something from her travel bag, held it up and aimed it at you. It appeared to be a small gun, more like a toy than anything.

Suddenly a quick burst of light fired from it. Your vision went blurry, and when you came to you saw your sister’s giant, grinning face looming above you.

“Hey down there, you little creep!” She teased.

You were absolutely frozen in shock. Jenna abruptly picked you up, holding you up to her face.

“You heard mom, you’re mine now. I get to do whatever I want with you, ‘cause you can’t keep your greasy hands off money that’s not yours. Still, I don’t want to lose you or anything, so I’ll have to find a safe place to put you.” Jenna paused, lightly tapping her chin in thought. “I know!” She exclaimed.

Jenna then brought you around to her butt. Even though she was your sister, you couldn’t help but notice how well-endowed she was back there. Her smooth, voluptuous ass was barely contained by her alluring turquoise bikini bottoms. Plenty of places to keep a tiny, misbehaving brother.

Jenna casually pulled one of her ass cheeks to the side, creating a little spot for you. She roughly shoved you inside, then released her hand, letting her perfect ass engulf you. Your legs were still free, but the entire upper half of your body was utterly immobile, smothered between the thick ass cheeks of your sister.

You felt as she began walking, her ass rubbing and battering you as her hips swayed suggestively. You could hardly breathe, and Jenna’s movements were causing her smothering booty to knock the wind out of you.

She suddenly stopped, laying down on a little sofa by one of the resort pools. Jenna laid on her side, allowing for your tiny legs to kick at the air, sneering as she watched your frantic movements. Her side position also made it so that one of her ass cheeks was now on top of you, weighing on you completely. Not to mention the other cheek, which was being pushed upwards by Jenna laying on it. You knew she’d done this on purpose to allow the force of gravity to further sandwich you between her two globes of tanned flesh.

This is where you would spend the rest of your vacation. Your sister would continue to torment you, at one point even going swimming with you in her bikini bottoms. After nearly getting crushed and drowned, you decided to never steal from your mother again.

Description
You and your family were on vacation in Mexico. You, your sister, and your mother were all spending time at the beach, eager to relax and unwind. But life had other plans for you.

You’d spent much of the first hour just wandering the beach, maybe getting a look at some girls while you were at it. You returned to your family, to find your sister and mother both asleep on their towels. You didn’t really care, but then you noticed your mother’s purse sitting in the sand, unguarded.

You weren’t really a thief, but there was some really cool stuff at a nearby shop you couldn’t afford. So, you swiped some money from the purse, and headed off.

You returned a short while later to find your sister and mother both looking around for something.

“Jason!” your mother said. “Did you see anyone come by here? I think someone lifted money from my purse!”

You tried your best to play it cool. “No, Umm… can’t say I have.”

“Hey, wait a second…” your sister began, eyeing you suspiciously. “That bag of stuff, where’d you get it?”

You frantically searched for a good response, but your sister had already gotten up and ripped the bag from your hands. She looked inside, finding the receipt.

“Ok, there’s no way you have this much money!” She accosted you.

You gulped, again finding nothing to say.

“Jason, did you steal money from my purse?” Your mother asked, although you could tell she already knew the answer.”

You shook your head, but unsurprisingly they weren’t convinced.

“Ok Jason, I think you deserve a very harsh punishment for that. But I’m trying to relax, and I don’t feel like doing this right now. So, I’ll leave it in the capable hands of your sister. Jenna, he’s all yours.” Your mother said, before lying back down on her towel and resuming her tanning.

Jenna grinned at you sadistically. You weren’t all that concerned, though. She may be older, but she wasn’t physically imposing. But as you would soon find out, you should’ve been very concerned. Jenna grabbed something from her travel bag, held it up and aimed it at you. It appeared to be a small gun, more like a toy than anything.

Suddenly a quick burst of light fired from it. Your vision went blurry, and when you came to you saw your sister’s giant, grinning face looming above you.

“Hey down there, you little creep!” She teased.

You were absolutely frozen in shock. Jenna abruptly picked you up, holding you up to her face.

“You heard mom, you’re mine now. I get to do whatever I want with you, ‘cause you can’t keep your greasy hands off money that’s not yours. Still, I don’t want to lose you or anything, so I’ll have to find a safe place to put you.” Jenna paused, lightly tapping her chin in thought. “I know!” She exclaimed.

Jenna then brought you around to her butt. Even though she was your sister, you couldn’t help but notice how well-endowed she was back there. Her smooth, voluptuous ass was barely contained by her alluring turquoise bikini bottoms. Plenty of places to keep a tiny, misbehaving brother.

Jenna casually pulled one of her ass cheeks to the side, creating a little spot for you. She roughly shoved you inside, then released her hand, letting her perfect ass engulf you. Your legs were still free, but the entire upper half of your body was utterly immobile, smothered between the thick ass cheeks of your sister.

You felt as she began walking, her ass rubbing and battering you as her hips swayed suggestively. You could hardly breathe, and Jenna’s movements were causing her smothering booty to knock the wind out of you.

She suddenly stopped, laying down on a little sofa by one of the resort pools. Jenna laid on her side, allowing for your tiny legs to kick at the air, sneering as she watched your frantic movements. Her side position also made it so that one of her ass cheeks was now on top of you, weighing on you completely. Not to mention the other cheek, which was being pushed upwards by Jenna laying on it. You knew she’d done this on purpose to allow the force of gravity to further sandwich you between her two globes of tanned flesh.

This is where you would spend the rest of your vacation. Your sister would continue to torment you, at one point even going swimming with you in her bikini bottoms. After nearly getting crushed and drowned, you decided to never steal from your mother again.