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[url=https://archiveofourown.org/works/54742297]AO3[/url]]\n\nJack develops feelings for Rusty's older brother Digger, leading to something better than a sleepover.","description_bbcode_parsed":"[Idea by \r\n\t\t\t\t\t\r\n\t\t\t\t\t\t\r\n\t\t\t\t\t\t\t\r\n\t\t\t\t\t\t\t\r\n\t\t\t\t\t\t\r\n\t\t\t\t\t\t
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\r\n\t\t\t\t\t\t\t\t\tSeabridgeDrive\r\n\t\t\t\t\t\t\t\t
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Jack develops feelings for Rusty's older brother Digger, leading to something better than a sleepover.","writing":"It was the weekend and Jack was super excited today, he was going to Rusty's for a playdate! He wagged his tail in excitement as he approached Rusty's house, eager for a fun filled playdate with his best friend. However, his excitement quickly faded when he saw that Rusty's bike was nowhere to be found. He frowned in disappointment, where did Rusty go? Did he arrive too early? Too late? But before he could turn to leave, he heard a voice call out to him.\n\n\"Hey Jack! How's it going?\" It was Digger, Rusty's older brother, who greeted him with a friendly smile. \"Sorry, if you're looking for Rusty, he's not home. He's having a sleepover at Lucky's place.\"\n\nJack's ears drooped, but Digger quickly added, \"But don't worry, you can hang out with me instead. I was just about to go for a game of cricket, want to join?\"\n\nJack's tail started wagging again at the mention of cricket. He sometimes plays it with Rusty and he's a natural at it, so he could only imagine how good Digger is.\n\nOver the next few weeks, Jack found himself spending more and more time with Digger. They would play cricket together in the backyard, with Jack slowly but surely improving his skills. Digger was a patient and encouraging teacher, and Jack found himself looking up to him more and more. But along with this admiration, Jack started to feel something else. He couldn't quite put his finger on it, but he felt a strange fluttering in his chest whenever Digger was around.\n\nOne day, Jack decided to ask his parents if he could have a sleepover at Rusty's place. To his delight, they agreed, and he quickly packed his overnight bag.\n\nWhen he arrived at Rusty's house, he was surprised to find that their mum was getting ready to go out for the night with some of her gal pals. \"Oh, g'day Jack! Good to see you. I bet you're real stoked for the sleepover?\" she said with a smile to which Jack happily nodded. \n\n“I am, Mrs. Kelpie!”\n\nMrs. Kelpie chuckled at how excited he was.\n\n\"Good to hear. Now, Digger will be in charge while I'm gone, but I'm sure you two will have a great time together.\"\n\nJack's smile grew when he spotted Digger in the backyard. They greeted each other and played a game of cricket until the sun started to set. As the two put the bat and ball away in the shed, Digger suggested they watch a movie.\n\nOnce inside, Digger prepared them a small bowl of popcorn while Jack chose the movie. He settled on a high paced action one.\n\nAfter the movie was finished, Digger then looked at the time, to which it read 10:30pm. His eyes widened.\n\n“Far out, is that the time already? Mum's gonna kill me if she sees both of us awake at this time.”\n\nPlacing the now empty bowl on the coffee table, he gestured to Jack to follow him. Once Jack was settled and tucked into bed in the guest room, Digger gave Jack a friendly pat on the head before he left to go to his bedroom that he shared with Rusty. \"Night Jack, sleep well.\"\n\nBut as Digger was about to close the door behind him, Jack suddenly found himself unable to hold back his confusion any longer. \"Digger,\" he called out, his voice trembling slightly. \"Um, can I tell you something?\"\n\nDigger turned back around, a concerned look on his face. \"Yeah, sure, what is it Jack?\"\n\nJack started to fidget with the bed sheets. \"Is… is it okay for a boy to like another boy?”\" Jack stammered, his ears burning with embarrassment. \"Because I feel weird whenever I'm around you…”\n\nDigger was silent for a moment, and Jack's heart raced as he waited for a response. He didn't know if what he was feeling was normal or not, and he was scared of what Digger might say. But then, to his surprise, Digger smiled. \"It's okay Jack, it's completely normal for a boy to like another boy,\" he said, and then walked back into the guest room and sat on the bed. \"I kinda feel the same way.\"\n\nJack's eyes widened in surprise. \"Really? You do?\"\n\nDigger nodded, chuckling. \"But I don't really know what it means either. You know my mate Tiny, yeah?”\n\nJack nods silently.\n\n“Well you see, I have feelings for him, but I don't know what to do about it.\"\n\nJack's heart raced as he processed this new information. He had never thought about liking another boy before. Sure, he likes Rusty a lot, but this felt different. Now that he knew Digger felt the same way, he couldn't help but wonder what it would be like to be with him.\n\n\"So… what do boys do when they like each other?\" Jack asked curiously.\n\nDigger thought for a moment, what *did* boys do to show that they like each other? \"Uh… well, I guess it wouldn't be that different to a guy and a girl liking each other? I know they do a lot of kissing.\" He was hesitant to say the last part. \n\n\"Can we do that?\" Jack asked innocently.\n\nDigger hesitated for a moment, but after thinking about it, he then nodded. \"Okay, we can try that,\" he said, feeling a bit nervous about what he was about to do.\n\nJack smiled eagerly, and Digger then slowly leaned in to kiss him. It was Jack's first kiss, and he was surprised by how soft and gentle Digger's lips were. He felt a tingling sensation run through his body.\n\nDigger's hands started to roam over Jack's little body, and Jack let out a soft moan. He had never felt anything like it before, but he was enjoying every second of it.\n\nTheir kissing lasted a few minutes before the two finally pulled away to breathe. Jack smiled up at Digger.\n\n“That was fun, what do we do next?”\n\nNow laying beside him, Digger looked up at the ceiling to think.\n\n“Well, when I was in Year 6, I remember that we had a thing called sex-ed, and in the video that was shown to us, it told us that a boy and a girl can do this other thing, but…”\n\nJack immediately sat up, eager to know what it was. “But what? What is it, Digger?”\n\nDigger hesitated, unsure if it was the right thing to tell him about this stuff. He was a teenager, way older than Jack who was only six. But he could see in his eyes just how much he wanted to know, and he didn't want to disappoint him. So he caved in and told what he knew.\n\n“Well, to show how much a guy and a girl like each other, they do a thing called sex, it's when a guy puts his di– I mean penis, inside the girl's vagina. But since you're a boy and you don't have a vagina, I'll have to put my penis inside your bum.”\n\nJack didn't know whether to giggle or be grossed out at this new information.\n\n“Inside my bum? But that's where…” Digger quickly stopped him. “I know, I know, it's kinda gross… but that's really the only place a guy can put it.”\n\nJack was a little hesitant, but he wanted to try it anyway. So Digger started to lube both his penis and Jack's anus with his spit. Jack let out a giggle when he felt the warm saliva trickle down his backside. \"Hehe, that tickles!” he said with a laugh.\n\nDigger chuckled and then slowly and gently pushed his penis inside Jack's ass. For Jack, It hurt a little at first, and Digger was considering stopping as he didn't want to hurt him any more. But Jack didn't want to stop now.\n\n\"N-no, keep going, please.\" He urged Digger, gritting his teeth as he adjusted to the new sensation.\n\nDigger bit his lower lip before nodding and continued, moving slowly and carefully. As he began to thrust, the pain Jack was feeling from before soon faded away into something that felt much better.\n\nThe sounds of panting, moaning and the quiet slapping of Digger's balls against Jack's ass filled the once quiet room. When Digger was close to cumming, he slowed down his thrusting and looked down at Jack. \"I-I forgot to mention that when a guy cums inside a girl, to which I'm real close to doing now, his penis does a thing inside her vagina,\" Digger explained. \"It's to make sure that the sperm stays inside the girl and can fertilise the egg.\"\n\n\"But I'm not a girl,\" Jack pointed out.\n\n\"I know,\" Digger said. \"But the same thing happens when a guy cums inside another guy's bum, just without the egg bit. It's called a knot, and it's kind of like a plug that keeps the cum inside.\"\n\nJack's eyes widened in surprise. \"Really?\"\n\nDigger nodded. \"But It's okay though, it won't hurt. But I just wanted to let you know before it happens.\"\n\nBefore Jack could respond, Digger came inside him, his knot swelling inside Jack's ass. Jack let out a gasp as he felt the strange sensation, but it didn't hurt as much as he thought it would.\n\nAs they lay there, waiting for Digger's knot to go down, Digger decided to make the moment last a bit longer and to make it even more special for Jack. He reached down and gently began to stroke Jack's penis, his touch light and gentle.\n\nJack let out another gasp as he felt something building inside him and it made him worry a bit.\n\n“Digger, I feel funny, like I'm about to wee…”\n\nDigger chuckled and reassured him that it wasn't wee that was coming, but it was going to be cum, like he did just now, and it'll feel good.\n\nAs Digger continued to stroke him, Jack felt himself getting closer and closer to cumming. Finally, with one final loud cry, Jack came hard, his cum spurting onto Digger's hand and the bed sheets. He laid there, panting heavily and spent. Digger was right, it did feel good. No, it felt amazing.\n\nWhen Digger's penis finally slipped out, the two snuggled up together with Jack laying his head on Digger's chest. He looked up at Digger, and saw that he was smiling. \"That was amazing, thank you, Digger,\" Jack whispered.\n\nDigger nodded. \"Yeah, it was, wasn't it?\" he agreed. \"We can do it again, if you want, but we have to be careful. We can't let anyone find out, okay?\"\n\nJack nodded, and the two of them made a pinky promise to keep their secret a secret.","writing_bbcode_parsed":"It was the weekend and Jack was super excited today, he was going to Rusty's for a playdate! He wagged his tail in excitement as he approached Rusty's house, eager for a fun filled playdate with his best friend. However, his excitement quickly faded when he saw that Rusty's bike was nowhere to be found. He frowned in disappointment, where did Rusty go? Did he arrive too early? Too late? But before he could turn to leave, he heard a voice call out to him.

"Hey Jack! How's it going?" It was Digger, Rusty's older brother, who greeted him with a friendly smile. "Sorry, if you're looking for Rusty, he's not home. He's having a sleepover at Lucky's place."

Jack's ears drooped, but Digger quickly added, "But don't worry, you can hang out with me instead. I was just about to go for a game of cricket, want to join?"

Jack's tail started wagging again at the mention of cricket. He sometimes plays it with Rusty and he's a natural at it, so he could only imagine how good Digger is.

Over the next few weeks, Jack found himself spending more and more time with Digger. They would play cricket together in the backyard, with Jack slowly but surely improving his skills. Digger was a patient and encouraging teacher, and Jack found himself looking up to him more and more. But along with this admiration, Jack started to feel something else. He couldn't quite put his finger on it, but he felt a strange fluttering in his chest whenever Digger was around.

One day, Jack decided to ask his parents if he could have a sleepover at Rusty's place. To his delight, they agreed, and he quickly packed his overnight bag.

When he arrived at Rusty's house, he was surprised to find that their mum was getting ready to go out for the night with some of her gal pals. "Oh, g'day Jack! Good to see you. I bet you're real stoked for the sleepover?" she said with a smile to which Jack happily nodded.

“I am, Mrs. Kelpie!”

Mrs. Kelpie chuckled at how excited he was.

"Good to hear. Now, Digger will be in charge while I'm gone, but I'm sure you two will have a great time together."

Jack's smile grew when he spotted Digger in the backyard. They greeted each other and played a game of cricket until the sun started to set. As the two put the bat and ball away in the shed, Digger suggested they watch a movie.

Once inside, Digger prepared them a small bowl of popcorn while Jack chose the movie. He settled on a high paced action one.

After the movie was finished, Digger then looked at the time, to which it read 10:30pm. His eyes widened.

“Far out, is that the time already? Mum's gonna kill me if she sees both of us awake at this time.”

Placing the now empty bowl on the coffee table, he gestured to Jack to follow him. Once Jack was settled and tucked into bed in the guest room, Digger gave Jack a friendly pat on the head before he left to go to his bedroom that he shared with Rusty. "Night Jack, sleep well."

But as Digger was about to close the door behind him, Jack suddenly found himself unable to hold back his confusion any longer. "Digger," he called out, his voice trembling slightly. "Um, can I tell you something?"

Digger turned back around, a concerned look on his face. "Yeah, sure, what is it Jack?"

Jack started to fidget with the bed sheets. "Is… is it okay for a boy to like another boy?”" Jack stammered, his ears burning with embarrassment. "Because I feel weird whenever I'm around you…”

Digger was silent for a moment, and Jack's heart raced as he waited for a response. He didn't know if what he was feeling was normal or not, and he was scared of what Digger might say. But then, to his surprise, Digger smiled. "It's okay Jack, it's completely normal for a boy to like another boy," he said, and then walked back into the guest room and sat on the bed. "I kinda feel the same way."

Jack's eyes widened in surprise. "Really? You do?"

Digger nodded, chuckling. "But I don't really know what it means either. You know my mate Tiny, yeah?”

Jack nods silently.

“Well you see, I have feelings for him, but I don't know what to do about it."

Jack's heart raced as he processed this new information. He had never thought about liking another boy before. Sure, he likes Rusty a lot, but this felt different. Now that he knew Digger felt the same way, he couldn't help but wonder what it would be like to be with him.

"So… what do boys do when they like each other?" Jack asked curiously.

Digger thought for a moment, what *did* boys do to show that they like each other? "Uh… well, I guess it wouldn't be that different to a guy and a girl liking each other? I know they do a lot of kissing." He was hesitant to say the last part.

"Can we do that?" Jack asked innocently.

Digger hesitated for a moment, but after thinking about it, he then nodded. "Okay, we can try that," he said, feeling a bit nervous about what he was about to do.

Jack smiled eagerly, and Digger then slowly leaned in to kiss him. It was Jack's first kiss, and he was surprised by how soft and gentle Digger's lips were. He felt a tingling sensation run through his body.

Digger's hands started to roam over Jack's little body, and Jack let out a soft moan. He had never felt anything like it before, but he was enjoying every second of it.

Their kissing lasted a few minutes before the two finally pulled away to breathe. Jack smiled up at Digger.

“That was fun, what do we do next?”

Now laying beside him, Digger looked up at the ceiling to think.

“Well, when I was in Year 6, I remember that we had a thing called sex-ed, and in the video that was shown to us, it told us that a boy and a girl can do this other thing, but…”

Jack immediately sat up, eager to know what it was. “But what? What is it, Digger?”

Digger hesitated, unsure if it was the right thing to tell him about this stuff. He was a teenager, way older than Jack who was only six. But he could see in his eyes just how much he wanted to know, and he didn't want to disappoint him. So he caved in and told what he knew.

“Well, to show how much a guy and a girl like each other, they do a thing called sex, it's when a guy puts his di– I mean penis, inside the girl's vagina. But since you're a boy and you don't have a vagina, I'll have to put my penis inside your bum.”

Jack didn't know whether to giggle or be grossed out at this new information.

“Inside my bum? But that's where…” Digger quickly stopped him. “I know, I know, it's kinda gross… but that's really the only place a guy can put it.”

Jack was a little hesitant, but he wanted to try it anyway. So Digger started to lube both his penis and Jack's anus with his spit. Jack let out a giggle when he felt the warm saliva trickle down his backside. "Hehe, that tickles!” he said with a laugh.

Digger chuckled and then slowly and gently pushed his penis inside Jack's ass. For Jack, It hurt a little at first, and Digger was considering stopping as he didn't want to hurt him any more. But Jack didn't want to stop now.

"N-no, keep going, please." He urged Digger, gritting his teeth as he adjusted to the new sensation.

Digger bit his lower lip before nodding and continued, moving slowly and carefully. As he began to thrust, the pain Jack was feeling from before soon faded away into something that felt much better.

The sounds of panting, moaning and the quiet slapping of Digger's balls against Jack's ass filled the once quiet room. When Digger was close to cumming, he slowed down his thrusting and looked down at Jack. "I-I forgot to mention that when a guy cums inside a girl, to which I'm real close to doing now, his penis does a thing inside her vagina," Digger explained. "It's to make sure that the sperm stays inside the girl and can fertilise the egg."

"But I'm not a girl," Jack pointed out.

"I know," Digger said. "But the same thing happens when a guy cums inside another guy's bum, just without the egg bit. It's called a knot, and it's kind of like a plug that keeps the cum inside."

Jack's eyes widened in surprise. "Really?"

Digger nodded. "But It's okay though, it won't hurt. But I just wanted to let you know before it happens."

Before Jack could respond, Digger came inside him, his knot swelling inside Jack's ass. Jack let out a gasp as he felt the strange sensation, but it didn't hurt as much as he thought it would.

As they lay there, waiting for Digger's knot to go down, Digger decided to make the moment last a bit longer and to make it even more special for Jack. He reached down and gently began to stroke Jack's penis, his touch light and gentle.

Jack let out another gasp as he felt something building inside him and it made him worry a bit.

“Digger, I feel funny, like I'm about to wee…”

Digger chuckled and reassured him that it wasn't wee that was coming, but it was going to be cum, like he did just now, and it'll feel good.

As Digger continued to stroke him, Jack felt himself getting closer and closer to cumming. Finally, with one final loud cry, Jack came hard, his cum spurting onto Digger's hand and the bed sheets. He laid there, panting heavily and spent. Digger was right, it did feel good. No, it felt amazing.

When Digger's penis finally slipped out, the two snuggled up together with Jack laying his head on Digger's chest. He looked up at Digger, and saw that he was smiling. "That was amazing, thank you, Digger," Jack whispered.

Digger nodded. "Yeah, it was, wasn't it?" he agreed. "We can do it again, if you want, but we have to be careful. We can't let anyone find out, okay?"

Jack nodded, and the two of them made a pinky promise to keep their secret a secret.","pools_count":1,"title":"The (Gay) Sleepover","deleted":"f","public":"t","mimetype":"image/png","pagecount":"1","rating_id":"2","rating_name":"Adult","ratings":[{"content_tag_id":"4","name":"Sexual Themes","description":"Erotic imagery, sexual activity or arousal","rating_id":"2"}],"submission_type_id":"12","type_name":"Writing - Document","guest_block":"t","friends_only":"f","comments_count":"1","views":"464"}