Wes Powell was lying naked in bed when his bedroom door burst open. He immediately closed his legs and sat upwards, and stared into the face of his laughing sister.
“Damn it, Jennifer! Heard of knocking?” He pulled his knees to his chest to conceal his erect penis.
“Oh. My God! You were jacking off AGAIN? Mom is going to kill you!”
Wes grabbed the nearest blanket and pulled it across his waist.
“Do NOT tell Mom!”
Jennifer tapped her red-painted nails on the door frame.
“Hmm. What’s it worth to you?” she asked, teasingly.
Wes hobbled to his dresser and grabbed his wallet. He pulled out a twenty and handed it to her. Jennifer took it, but was still peering at his wallet.
“You’ve got more than just this in there. I think you can afford more.”
“Jesus, Jen! Greedy much?” He squeezed his wallet and clutched it tightly to his chest.
Jennifer cupped her hands to her breasts. She squeezed them firmly and pulled her shirt down to expose more of her cleavage.
“Oh come on, Wesley, you want to give me more money! You want to give me ALL of it! That is, if you want your little secret kept!”
Wes opened his wallet again. He fished out a second twenty.
“Keep going,” Jennifer said, sweetly.
He fished out a ten and three singles, leaving his wallet empty. He placed his remaining money into Jennifer’s open palm.
“Good boy,” Jennifer said, tucking the money into her bra. “Mom wants to see you. She wants you to go shopping before she leaves for the weekend.”
“All right, let me get dressed. And don’t forget our deal. She NEVER finds out about this!”
Jennifer giggled. “Just keep the money coming...”
She sauntered out of the room, wiggling her butt more than necessary as she did. Wes shut his bedroom door and quickly put on his clothes.
It was bullshit. Ever since his mother had walked in on him masturbating, he’d been a suspect in a trial that never ended. If he took longer than four minutes to use the bathroom, she’d be pounding on the door asking him what was taking so long. She searched his trashcan, and berated him if she found any tissues smelling of semen. She installed a porn blocker on his computer, and searched his desk drawers and beneath his mattress daily for adult material.
And the icing on the cake: when she discovered he’d been jerking it in the bathrooms at school, she instituted a mandatory policy from that day forward. Every three days, Wes was to drop his pants, so his mother could take a sharp blade and make the slightest incision into the shaft of his cock. It became impossible to stroke without irritating the wound, and he had no choice but to leave his cock alone permanently.
It had been three days since the last time she’d made a cut. Wes prayed she would forget before she left for her weekend trip with her girlfriends.
“Hey Mom. Jen said you needed me?”
Kris Powell was in the kitchen slicing carrots and putting them in a Tupperware container. She looked up at her son.
“Yes. I need you to run to the store. Watermelons are on sale, three for two. I want to take one for my trip. You and Jen can share the other two if you want.”
Wes nodded. “Sure. Anything else?”
“Yes. I need some more panties. Pick me up a few pairs. And get some for Jen, too. I swear that girl is constantly running out.”
“Ah, come on! Don’t make me buy panties for you!”
Kris frowned. “Oh, is my son too manly to be seen buying undies for his mommy and sister? I’m so sorry to deflate your ego!”
Wes hung his head. “Can’t- you know- Jen pick them up or something?”
Kris slammed the knife down onto the counter.
“No, Jen will NOT be doing that! She has a big test to study for and my son has a male ego the size of a Buick that he needs to get over. YOU are buying us panties! End of discussion!”
“All right, all right.” Wes was tempted to tell her that Jen had no such test to study for, and was planning to spend the weekend with one of her boyfriends, but he knew the money he’d paid her to keep quiet about his masturbating was a precarious agreement at best. Instead, he grabbed his mother’s credit card from the buffet and headed out the door.
“Oh, there was one other thing I needed to do,” Kris said, just as Wes was one step out the door. He peered behind him to see his mother with her knife in her hand, blade pressed to the cutting board. His heart sank.
She finally said, “ ... but I completely forgot what it was.”
Wes shrugged and hurried out the door, sighing with relief.
A large kiosk of watermelons was at the front of the store when he walked in. Wes grabbed three and dropped them into his shopping cart. How convenient to get one of his two purchases out of the way after just a few steps into the store.
Now was the hard part. He slunk through the store slowly, lowering his head as he rolled his cart down the aisle. He passed a group of giggling girls, joking about something or other. He made a right, out of the grocery section and into apparel. From there it was a short walk to the subsection he sought: Women’s Apparel.
The Intimates section was fairly diverse. All sizes and styles were available. He knew his sister liked to wear thongs. He was about to reach for a pair when he stopped cold, and found himself glancing around to see if anyone was watching him. The section appeared to be deserted save for him.
He stared back at the skimpy lace thong hanging on the rack. He imagined his sister wearing it. Strangely, he felt his penis grow erect at the thought. Why that was, he couldn’t say.
“Can I help you sir?” a salesgirl asked.
Wes nearly jumped out of his skin. A cute young brunette appeared seemingly out of nowhere. She wore the QuickMart store uniform with a name tag that read “Holly.”
“Looking to buy some panties for your girlfriend?” she asked.
Wes shook his head. “No, they’re for my mom and my sister.” His face immediately went flush, and he wondered why he didn’t just run with the salesgirl’s prompt and say they were for a girlfriend.
She didn’t seem fazed. “I saw you eyeing this pair,” she said, picking up the white lace thong. “I think your sister will like these. They’re a popular style.” She placed them into Wes’ shopping cart, and he was too stunned by the gesture to say a word. He took a step back and positioned himself behind his cart to conceal the protruding bulge in his pants.
“And this pair,” Holly continued, grabbing another lacy thong from the shelves, “this is actually the pair I have on right now. Do you like it?” She held the thong up for him to see, and then flipped it around to show him the back.
“Um, yeah,” he said.
“Good!” Holly put it in his cart as well.
Holly showed him several other pairs that were on sale, and helped him pick out styles that would fit his sister and mother. He ended up with far more pairs than he expected to buy, and Holly looked pleased with herself.
“I think your sister and mom will be very happy with these!”
“Yeah, thank you,” Wes said, still feeling like he could fry an egg on his forehead.
As he started to roll his cart away, another salesgirl appeared from around the corner.
“Holly! Department 10 left this for you!” The salesgirl handed Holly a tube of lipstick.
“Good catch! Hope Barry gives it to her good!”
The two salesgirls laughed. Wes looked at them curiously.
“What does that mean?” he asked.
“Oh, Department 10 is Loss Prevention. Someone tried to steal this so it’s my job to restock it. Whoever did it is in real trouble!”
Just as she said that, a security guard walked past them escorting a teenage girl.
“Is she going to be arrested?” Wes asked.
“No, our manager Barry found a better solution for dealing with shoplifters. He spanks them!”
“Are you serious?” Wes asked in surprise.
Holly nodded with a chuckle.
“Yep. It’s really cut down on our stock loss the past couple months. No repeat offenders, that’s for sure!”
“I bet.” Wes glanced down the aisle at the security guard and his catch as he led her to the back room. The girl had on black leggings and had a fantastic round ass. Wes wondered if she would have to remove them when the manager spanked her. He hoped so.
“Come on, let’s see if we can watch!” Holly whispered. She and the other salesgirl quickly scurried away into the backroom.
Wes was tempted to follow them, but knew his phone would be blowing up with calls from his mother asking why it was taking so long to buy two items, so he reluctantly headed to checkout instead.
There was only one checkout lane without a line, and the cashier happened to be a cute redhead. Wes groaned, and wondered why he couldn’t find a male cashier when he had to make an embarrassing purchase like this.
“Hello! Find everything you were looking for?” the cashier asked.
“Yeah,” Wes said. He unloaded the three watermelons first, and followed them with the panties.
The cashier giggled as she scanned each of the panties, and looked at Wes with a knowing smirk. He blushed. When she was done, she bagged the items and told him the total. Wes handed her his mother’s credit card.
“May I see your ID?” she asked.
“Oh, it’s not my card, it’s my mom’s.”
“There’s a phone number written on the back. I’ll have to call it to confirm.”
.... There is more of this story ...