Summers end

Story by JoeyPrincess on SoFurry

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#1 of Bridgeport city

This story will come with a series but I'm still working out the kinks


It was early Sunday morning and the last day of summer vacation. Zack awoke rubbing his eyes, a slim squirrel with a feminine frame and was going to start high School tomorrow as well as his older brother Micheal, a more fit squirrel with more confidence than his younger brother Zack. He didn't have any boxers but only briefs (mostly tighty whities) and he stood up out of bed wearing only his tighty whities and all white socks and stretched. He went to his closet to get a shirt and his dresser for a pair of pants.

He put on a blue t-shirt and a pair of jeans and he went downstairs for breakfast before going to the mall with his mom and older brother who was going to graduate this year. After breakfast he joined them in the car by getting into the backseat as his mom pulled out of their driveway and drove in the direction of the mall that was five to ten minutes away from their house. He stared out the window during the whole car ride as they finally got to the mall parking lot and parked relatively close to the front doors. They got out and went inside at the entrance which was a JCPENNEY'S store which they would start with. They started with the pants sections to get two pairs of pants each, Zack getting a pair of slacks and a pair of dress pants and his brother Micheal getting a pair of cargo shorts and slacks.

Of course Micheal had to speak up and suggest going to the underwear sections next which made Zack give a stare at his brother as he had hoped they wouldn't go to the underwear sections because his brother would intimidate him into getting some rather embarrassing things. His mom tells them to go ahead to the underwear sections and they go to the section. "Hey Zack, you going to get more nerdy briefs?" Micheal said. "I prefer to privately shop for underwear Mike" Zack said in response. They looked around the underwear section for a couple minutes before his brother found the holy Grail for humiliation, quickly calling for his brother to check something out.

Zack went to where his brother was and seen what he had found, a clearance part of briefs with images on them. "You should get some, I'll pay for them even" said Micheal. "No way, these are silly looking" Zack said looking at a pair with bugz bunny on them. "Look, you get new underwear out of my allowance and it's disrespectful to refuse someone's favor like that, unless I should tell Mom about who really broke our neighbors window with the baseball" Micheal said with a more stern look. Zack blushed and said "please don't tell her, she'll ground me for months!"

Micheal smirked at him "then accept this gift and maybe try on a few so I can see how they fit." With no other choice he let his brother pick out five pairs (a bugz bunny, Daffy duck, tasmanian devil, Donald duck and batman) and guided Zack to the dressing rooms handing him two random pairs of briefs. Zack sighs and goes into the dressing room stripping off his pants and tighty whities and put on the first pair, which was the bugs bunny pair. "Come out when you got a pair on" Micheal said on the other side. "No way, were in public!" Said Zack.

"If you don't I'll make you try on all five!" Said Micheal. With that Zack took a deep breath and stepped out wearing only the briefs and a t-shirt and socks as his brother snapped a pic before Zack could react with the bugs bunny visible in the mirror behind him in the photo. Zack squealed and tried to cover up as Micheal said "don't worry, you look adorable in them". Zack went back in so he could just hurry up and try out the second pair so he could just be finished with it sliding on the second pair, the Daffy duck pair. Zack stepped out again as his brother told him to turn around to see the backside.

Micheal took another pic as Zack turned around with him looking back so his face was still in the pic as his brother told him to get dressed. They got some shirts, socks, and jackets and some sportswear for school and met back up with their mom and checked out. Just when Zack thought it couldn't get more embarrassing the cashier asked "who are these for?" Holding up the silly briefs but before Zack could say what his brother got Micheal said "Zack wanted to get something more colorful" pointing to Zack causing the cashier to snicker and finish ringing up the order with the response "oh ok". They walked around a bit and stopped to get something to eat and checked out some other stores afterwards. Zack asked "your not going to share those pics with anyone right?"

"Not if you do what I tell you from now on." He said with a devilish grin. Zack blushed and was quite the rest of the time and they finally left to go back home. When they got home Zack had to gather his new clothes to pack them away but as he took his bag his mom said "honey, if you wanted briefs like that all you had to do was say so sweetie". Zack blushed and said okay, not wanting to tell her about his brothers plan in fear of angering him and just said "ok" and took his clothes upstairs to pack. He finished getting ready for bed that night when his brother came into the bathroom while Zack was brushing his teeth wearing his PJs and Micheal said "I think you'll like school from now on" as Zack froze and blushed.

End of entry 1