"DARE" said Sam Leah giggled "I dare you to wear an outfit that matches your shirt, I will choose the outfit" "Absolutely not" Sam hesitated "Come on Sam, don't be boring, you're already wearing my shirt so why not, how much worse can it be." Leah pleaded
"Fine but if the outfit is too girly I won't be wearing it" said Sam.
Leah ran and grabbed a pair of jeans out of her wardrobe.
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"Take your trousers off sam"
Sam's obeyed Leah's orders and removed his trousers and went to put the jeans on. "What do you think you're doing Sam? Shouted Leah
"Doing as you asked" whimpered Sam "You can't wear my jeans with those yukky boxer shorts, here put these on" Leah said as she chucked Sam some panties.
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"There is no chance I'm putting those on, that is just weird" said Sam
"Please Sam it will be funny, it's only weird if you tell anyone because I certainly won't I promise" pleaded Leah.
Sam did as Leah asked, he put on the panties and the jeans.
"Oh my god your so cute Samantha, come and give me a cuddle"
Sam went over and cuddled Leah, they then made out for a while until Leah mum shouted up and said it was time to go home Sam, your mums here to pick you up , Sam quickly took of the jeans went to take of the panties but Leah stopped him. "Please leave my panties on Sam I think it's so hot"
Sam then put his trousers on Leah's panties and rushed down stairs to the car where his mum was waiting. Sam completely forgot he was wearing Leah's shirt and his hair was up in pigtails.
Sam got into the car and his mum asked how his first day at school was and she also asked him about Leah. After a 20 minute car ride home, his mum finally came out with the question.
"Sam why are you wearing a woman's shirt, have you been to school like this?"
"Omg no mum, I was at Leah's and I spilled juice down my shirt so Leah lent me one of hers" stated Sam
"Right ok, why didn't you just change into your PE shirt?" Asked his mum
"Omg I completely forgot about my PE shirt mum! Honestly it was a mistake!"
"If you say so sam" his mum said, not mentioning his hair. As Sam bent over to get out of the car, Sam's mum noticed the pink panties hanging out his trousers.
