A Daring Bet Gone Wrong

Stories about boys ending up in compromising situations, preferably naked and embarrassed, as the name suggests.
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Gotpantsedmanytimes
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A Daring Bet Gone Wrong

Post by Gotpantsedmanytimes »

Here is a fictional story. I hope you enjoy it and feel free to read my other stories if you like!

Finn was playing soccer with his friend Tim in the schoolyard after school. It was a hot summer day, so he was wearing shorts and a T-shirt. On the other pitch was John, who was known for humiliating people. Finn and Tim stayed away from the two of them. Suddenly Tim said something to Finn: "If you dare to pull down John's pants in front of his friends, I'll give you 15 dollars. Then we'll make a quick getaway. Deal?" Finn hesitated. It could go wrong and he could be the one exposed. But he would get fifteen dollars either way. "Okay, deal!" Tim grinned.

So Finn walked slowly to John and his friends. He tried to hide through the few bushes that separated the playing fields. At just the right moment, he snuck up on John. He reached into the waistband of John's shorts and pulled them down with a tug. John's friends see John's green shorts being exposed. John turns around and says, "You idiot, Finn!" He puts his pants back on and runs after them. Luckily Finn was faster. Finn runs as fast as he can. When he reaches Tim, he stumbles and falls down. John caught up with Finn and held on to him. John's friends also arrived. John said cheerfully to one of his friends: "Hold on to his arms! Now I'll have my revenge!" Finn pleaded, saying that Tim had told him to do it, but John ignored him.

John grabbed Finn's shorts and pulled them off him. One of John's friends said to humiliate Finn, "Nice white underpants! Hahaha!" Finn knew there was nothing more he could do. Now he hoped he could get away with his pants, but he knew John wouldn't. "Now take his shirt off!" said John to the friend holding Finn's arms. He ripped Finn's shirt off. Now Finn only had his underpants on and was humiliated. It couldn't get any worse, he thought, but it did. John reached for Finn's underpants. Finn said he would do anything, but John wouldn't be stopped. John grabbed the waistband of Finn's white underpants and slowly pulled them down. Finn felt his underpants slowly slide down his legs. It was terribly embarrassing. "Haha! You're naked and you can't do anything! How do you feel?" said John with great pleasure. Finn didn't answer. Finn couldn't cover his genitals. John didn't make jokes about Finn, but rather enjoyed the sight of the helpless Finn. "I think we've humiliated him enough!" John took Finn's clothes and threw them over a fence. "Let's leave him alone now. I've done my job," said John and ran off with his friends.

Finn covered everything that could be covered. Tim came out of a bush. He must have seen everything, Finn thought. "Are you okay Finn?" Tim asked. Finn looked horrified and replied: "everything okay?" They stripped me completely! You could have at least stepped in when he took my pants off! Can you get me the clothes?" Tim: "Sorry... Yes, I'll do it." Tim climbed over the fence and brought finn the underpants, the shorts and the T-shirt. Finn quickly put on the white underpants. Tim must have seen Finn's penis here at the latest. Then the T-shirt and the shorts. Tim dug something out of his pocket: 15 dollars. "Here, you've earned it," Finn took it. At least he had 15 dollars now. :roll:

The end
Summers
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Re: A Daring Bet Gone Wrong

Post by Summers »

Short but sweet.

I do have a soft spot for boys being stripped, as i guess everyone in this part of the forum does. lol.

Good job is all i can say.

Would love a longer and more fleshed out version, but that just shows how effective your story is.

if it can leave a reader wanting more, then you did a good job.

Thank you.
Gotpantsedmanytimes
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Re: A Daring Bet Gone Wrong

Post by Gotpantsedmanytimes »

Summers wrote: Mon Mar 10, 2025 2:46 pm Short but sweet.

I do have a soft spot for boys being stripped, as i guess everyone in this part of the forum does. lol.

Good job is all i can say.

Would love a longer and more fleshed out version, but that just shows how effective your story is.

if it can leave a reader wanting more, then you did a good job.

Thank you.
Thank you!

Its my first story here in ENM. I try to make the next one longer. Thanks for the feedback :D
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Jeepman89
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Re: A Daring Bet Gone Wrong

Post by Jeepman89 »

In the next one, can you make sure girls get to see the male character bare naked? Males seeing other males naked just doesn't feel the same.
Gotpantsedmanytimes
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Re: A Daring Bet Gone Wrong

Post by Gotpantsedmanytimes »

Jeepman89 wrote: Mon Mar 10, 2025 5:30 pm In the next one, can you make sure girls get to see the male character bare naked? Males seeing other males naked just doesn't feel the same.
Thank you for the feedback. Maybe i make an better Version with The things that are wished for here! Thanks for the feedback! :D
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