Matt's holiday

Stories about boys ending up in compromising situations, preferably naked and embarrassed, as the name suggests.
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SummerOf87
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Matt's holiday

Post by SummerOf87 »

Hi everyone. This is my second attempt at a story. Please, forgive translation errors. The story is set in Europe.

____

Like every summer since Matt turned 8, his parents would go on a romantic vacation together, leaving Matt with aunt Peggy, who was Matt's mother's younger sister.

Matt loved vacations with aunt Peggy. His mother was the classic helicopter mother, overprotective and afraid of everything.
Officially, vacations at aunt Peggy's house were TV, video games, and playing in the fenced-in backyard. In reality, every vacation with aunt Peggy was an adventure.

Matt would have turned 13 in September. That summer night, he looked at himself in the mirror after taking a shower. He was thin but not muscular, and he thought his butt was a little too big. "I look like Susan," Matt thought as he looked at his butt in the mirror, arching his back slightly. Susan was a classmate of him.

He sighed and looked down below his belly button. His penis was neither too small nor too big compared to those of his teammates, but still too small compared to the ones he had seen in the magazines his father kept hidden in the attic. Of course, the women he saw at the beach didn't look like the women in those magazines either, but Matt didn't understand how the two things were connected.

Following a suggestion he had read in one of the magazines, Matt had also tried shaving the few hairs that had grown in the previous year, but instead of looking bigger, he only looked more pathetic.

The next morning aunt Peggy was coming to pick him up, so he went to bed and thought about her. The first two holidays, when Matt was 8 and 9, aunt Peggy took him to a Mediterranean beach in her minivan equipped as a camper. Matt didn't have a bathing suit, his mother didn't know they were going to the beach, and Matt spent the time on the beach naked. The first year, he remembered, he wasn't even embarrassed, while by the second year Matt had become more modest. Matt's thoughts were not focused on his past humiliation, but on aunt Peggy, whose beach outfit was a thong bottom swimsuit and nothing else. In the years that followed, aunt Peggy took Matt camping. There were no lake baths or outdoor showers. Matt's modesty was preserved, but in his heart he missed his time at the beach.

He woke up early, ate breakfast, and grabbed his backpack. aunt Peggy had told him to “pack light,” so he did. In his backpack he had only a spare pair of underwear and socks, and a pair of long white pants. Matt was wearing a T-shirt and a pair of jeans cut off above the knee.

When he heard aunt Peggy’s horn, he waved to his parents and ran outside.
She was gorgeous as ever. 27 years old, long dark hair and an hourglass figure. Matt took a look around. Aunt Peggy’s minivan was strangely empty, Matt thought.
When they arrived at aunt Peggy’s house, a cute single-family home in a small town, Matt finally asked his aunt what the plans were. Aunt Peggy laughed and pulled a bandana from the dashboard and blindfolded her nephew.

Matt knew aunt Peggy’s house as well as his own, and he knew right away that she was taking him to the garage. Matt expected to see his aunt’s newest craze. A vintage roadster? A Japanese 4x4? Maybe a boat? If the garage hadn't been small, Matt wouldn't have ruled out airplanes or helicopters.

When his aunt removed the blindfold, Matt's eyes fell on a large American cruiser motorcycle. "Do you like it?" his aunt asked. Matt was speechless. Motorcycles were his passion, even though his mother was absolutely against it. While his schoolmates hid magazines with naked girls under their beds, he hid motorcycle magazines. Sure, he was more into sportbikes, but anything with two wheels was a dream for him.

Matt turned to his aunt and said, "Is this yours? I didn't know you had a motorcycle license." "Your mother doesn't know either," his aunt said with a wink. "I started with a 125cc and now I've bought this beauty."

"It's very nice, but what does that have to do with our vacation?" Matt asked. His aunt laughed. "Matt, this will be your first motorcycle holiday," she said, smiling at her nephew. Matt was shocked. Sure, he wasn't legally old enough to ride even a small 50cc moped, but riding behind a woman on a motorcycle? In the magazines he read, the passenger seat was called the "bitch seat," and the girls who sat there were always almost barely naked. The idea of riding bitch on a woman's bike didn't appeal to Matt. But he loved his aunt very much, so he smiled widely and nodded.

"I have another surprise for you," said aunt Peggy, "wait here." she added, walking into the house. Matt felt his stomach growl. Would she take him to a rally? Would hundreds of people see him on the seat of the bitch? Matt didn't know what to do. Aunt Peggy came back into the garage. She was wearing a leather motorcycle jacket over a white tank top, boots, and crotchless biker chaps, under which she was wearing jean shorts.
Aunt Peggy smiled and handed Matt a leather jacket and crotchless biker chaps. "I hope I guessed the size right," smiled aunt Peggy. The jacket was perfect, but the chaps were hard to fit. "These don't fit, A
auntie," Matt said. "You can't ride a motorcycle in shorts or worse, those long white pants you brought with you. Let me try something. Take your pants off."

Matt was silent. "What?" "Take your pants off," aint Peggy repeated. Matt did as she was told. Matt could now put on his chaps. Girls in motorcycle magazines often wore these crotchless chaps with bikini bottoms or thongs and Matt had always thought they were very sexy. Now he was wearing a pair of chaps with just a pair of white briefs. "Auntie, I don't think I can go out like this," said Matt. "Oh, don't worry, we won't go in the crowd" said Aunt Peggy, "did you think I'd take my nephew to a biker rally wearing underwear?" laughed aunt Peggy. Matt relaxed a bit.

Aunt Peggy took the motorcycle out of the garage and locked the house. Matt was standing in the yard, his hands covering his crotch. It was very hot, and aunt Peggy had tied her jacket around her waist. Matt noticed that his aunt was without a bra under her tank top. aunt Peggy climbed onto the bike and started the engine, signaling Matt. After a brief hesitation, he climbed onto the back seat. Not knowing where to hold on, Matt hugged his aunt's waist. His aunt turned off the engine. "Matt, I know this is embarrassing for you. But you're not even 13, and even if you were older, there would be nothing embarrassing about riding on the back of a girl's motorcycle." Matt was actually more embarrassed at the thought of going on a trip in his underwear, but he didn't say anything. "Maybe your auntie can find a way to make you love this trip," she said, winking at him. Aunt Peggy started the bike again. To Matt's shock, aunt Peggy took his hands and brought them to her breasts. "You can hold on here," his aunt said. And then they took off.

End of Part One.
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Jeepman89
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Re: Matt's holiday

Post by Jeepman89 »

Great start! I look forward to reading the next part.
TeenFan
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Re: Matt's holiday

Post by TeenFan »

One of the best motorcycle themed movies was "Easy Rider".
I have a feeling this story could be titled "Sleazy Rider".
Those biker babes Matt is about to meet are going to have a good time with the little rider in his cute underpants.
SummerOf87
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Re: Matt's holiday

Post by SummerOf87 »

Part two

The bike was moving fast along the road. It was almost 10 AM and the sun was high in the sky. Matt was starting to sweat under the half helmet his aunt had given him before leaving. Around 11 AM they had stopped on the side of the road and he and his aunt had taken off their leather jackets and tied them around their waists. Matt had a suspicion that it was his aunt's first summer motorcycle trip too.

Aunt Peggy was so sweaty that Matt was now clutching her waist like a koala for fear of losing his grip and falling. Matt had dreamed of a motorcycle for years but now he was starting to be afraid of one, it seemed stable and unsafe.

They had left the main road and were now traveling on a secondary road that ran alongside a river. To Matt's surprise, his aunt slowed down and took the bike off the paved road and onto a dirt road, proceeding slowly. A big cruiser was definitely not the right bike, and soon after his aunt stopped and told him to get off.

"What's going on now?" Matt asked. "I underestimated the heat," said his aunt. "I thought we could cool off in the river, rest in the shade of the trees and eat the sandwiches I packed for the trip," explained his aunt.

Matt liked the plan. Aunt Peggy took off her chaps, folded them, and placed them on the seat of her bike along with her jacket. She took off her boots and socks, leaving her feet bare. Matt did the same, leaving only his t-shirt and briefs. His aunt opened the tail bag, removing a small cooler along with a towel and a colorful swimsuit. The two walked towards the riverbank. Matt took off his shirt and walked into the water. "Wait for me Matt!" his aunt yelled. Matt turned around. Aunt Peggy was showing him his back and was taking off her tank top. Then she took off her shorts and the thong she was wearing underneath. She quickly pulled on her swimsuit, which Matt happily noted was a thong bikini bottom. The very high straps and the bus seat color pattern screamed 80s. His aunt turned around, making her 4D bouncing a bit. Her areolas were as dark as he remembered, Matt thought.

His aunt's expression changed. "Matt, what are you doing in your underwear in the river? Take them off right now." "I'm fine, aunt," he replied hesitantly. His aunt reached out and tried to grab his brief. The two of them wrestled in the water, and initially Matt couldn't tell if his aunt was serious or just playing. The fight was short, and his aunt was standing triumphantly, holding Matt's underwear in her hand.

His aunt looked down at her nephew, who was desperately trying to cover himself. "Oh Matt, all this show just to cover this little boner?" she asked, laughing. "Aunt Peggy!" Matt yelled in surprise, then changed his tone, "I'm sorry," he whimpered. Aunt Peggy continued to laugh. "Matt, it's okay. I knew you liked me, but I didn't realize you liked me this much." she said winking at him. "Now let's cool off, we'll think about that later" she said pointing to Matt's boner. Matt and his aunt washed themselves in the river and went back to the their towel. They both dried themselves, his aunt got dressed and Matt put on his shirt. "Your underwear is still wet, you can't wear them" his aunt said.
Matt sat down bottomless. His aunt took out the sandwiches and two sodas from the cooler. "Now let's solve your problem" said Aunt Peggy. From the cooler she took out a bag full of ice cubes and placed it on Matt's crotch. He made a little scream. "Hold it there for a bit" his aunt told him, then she began to unwrap the sandwiches.


After lunch they stood up. Matt's shirt only covered half of his butt, while his front was exposed. Aunt Peggy took the cooler and her swimsuit while Matt took the towel and his wet brief. When they reached the bike, Aunt Peggy tied her swimsuit and Matt's underwear to the bike's long antenna. "They'll dry soon," she said. Matt searched the tail bag and the side bags of the cruiser, but couldn't find his luggage. "Auntie, I can't find my things," he said. While he was still talking, a minivan pulled up next to them. A man and a woman in their mid-30s, a girl and two boys got out. "Do you know if there's a place to swim here?" the man asked, looking at Matt and his aunt's wet hair and the towel still draped over the bike's seat. "Yes, of course. But I have something to do now, my stupid nephew decided to take a bath in his underwear and now I have to find him some dry clothes" said the aunt, who then added "Matt please accompany these people to the river".

Matt was standing, covering his crotch with both hands. "Auntie, I can't..." but Matt couldn't finish the sentence because his aunt said "You can't what? Come on, don't be ridiculous." Aunt Peggy then turned to the newcomers "you must excuse my nephew, he's only 12 but he's ashamed as if he were a man." "Oh, our Judy here is 13" said the father pointing to the girl "she always sees her younger brothers and she certainly doesn't get shocked by a small penis" he said laughing. Judy was grinning at Matt.

When the river came into view, the parents and the two boys passed Matt, who was walking slowly trying to cover himself, and headed towards the river. "Nice butts" Judy whispered in Matt's ear, then started running to catch up with the rest of her family.

"Dad, how are we going to swim, we don't have swimsuits!" exclaimed one of the boys, the older one who must have been a year younger than Matt. "Did you see the boy here who had no problem swimming naked" said the father looking at Matt, "get naked boys". The two boys stripped naked and entered the river. Judy confused asked her father "do I have to get naked too?". "Oh honey, you can wait for Matt to leave, his aunt said they have to leave, it's a matter of minutes". Judy gave Matt a big smile.

Matt noticed with surprise that the father also stripped naked and entered the river, followed by the mother who was only wearing underwear and a bra. Left alone on the beach, Judy said "if you show me, I'll get naked too". Matt looked around, seeing that no one was looking in their direction, took a breath and removed his hands from his crotch. "Oh my...you're smaller than my brothers, and you don't even have any hair!" Judy whispered covering her mouth with her hands as she started to laugh. Then she added, "Did you really think I was going to take my clothes off?" she said laughing, and then she turned and walked over to the river, sitting on the bank. Matt began to think that he wasn't as average as he thought. Defeated, he returned to his aunt. "Bad news, I think we forgot your bags," his aunt informed him, "Clearly you can't travel bottomless, we need to find a solution."

End of part two.
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