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Role Playing Games

Role Playing Games

by wyrdwilly
20 min read
4.69 (25900 views)
adultfiction
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Foreword: I haven't been writing much for Literotica lately because I've been working on a novel. It's not going to be purely erotic, though I hope to have enough to keep it exciting. I am considering doing a sort of parallel series to reflect what's happening in the novel like a 'behind the scenes' series. In short, when the novel does the 'fade out' to a sex scene, I'll do a 'fade in' here to describe all the juicy details. We'll see how it goes. I'm 43 chapters into my novel, so not ready to publish yet.

Stay tuned.

NOTE: All characters are 18+, and fictional. Any similarities to actual people is purely coincidental.

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Katherine always hated her name. It sounded like something you'd call an old lady. She preferred Kiki; a nickname she acquired when she was just a little baby. Her brother Clay was only a year older than her, and it was, apparently, the best he could do when trying to say 'Katherine'. Even Kathy didn't roll off that little tongue. So, the name stuck.

Clay was Kiki's idol growing up. He taught her to read, to fish, to play catch, and a host of other things children did. Later as they grew, he spent less time with his 'kid sister' and more with his friends doing rugged things she didn't have a prayer at keeping up with. It was part of her nature to compete and prove herself. Even in something as insignificant as raking leaves in the yard. She always tried to make the biggest pile. But it was the games she really wanted to win.

Board Games were one of the battlegrounds she used to show her brother up at something. Especially the games of strategy and tactics. Go and Chess were her forte, but Clay got bored with them, and when they were teens, he stopped accepting her challenges.

When Clay graduated and went away to college, Kiki realized just how much she missed her older brother. She missed sitting on his bed and talking until after midnight, falling asleep with her feet on his lap while they watched movies or binged a series over night. Most of all, she missed the games. She wanted to win to impress her big brother, hoping he'd be as proud of her as she was of him.

He came home for the winter break, and their reunion was great. Clay was even bigger and stronger than ever, and Kiki had filled out a bit too. She traded her thick, black framed glasses for a new more mature pair that transformed her kid-like face into something that made Clay think of a hot librarian. Her breasts were never much to write home about, but they were becoming noticeably larger.

"Where'd you get those!" He laughed when they were alone.

"They were a gift for my birthday." she quipped. "Like 'em?" She raised her arms and did a boobie shake that just barely made the firm little mounds jiggle under the t-shirt she was wearing.

Clay laughed and nodded. "Very nice!" Then he frowned. "Hey, sorry I missed your party. Was it fun?"

Kiki shrugged. "I got taken out for a nice dinner with Robbie." she said. "Did you know it used to be legal to drink at 18?"

Clay snickered. "Yeah, we both missed that boat." They'd both been allowed to drink wine and beer at home. Their parents were of the belief that if you didn't teach kids to drink responsibly, they'd drink anyway, just irresponsibly. Better to be safe.

"How about a game of Go?" Kiki asked.

Clay wrinkled his nose and shook his head. "You always win." he scoffed.

Kiki giggled and nodded. "Exactly! Chess then?"

"Nah... pass." he said. "Got some friends coming by later. We got into D&D over last semester. It's pretty cool."

"What's D&D?"

"Role Playing." Clay explained. "It's kind of like telling a story, but everyone gets to play one of the characters."

Kiki frowned. "What, like a stage play?"

"No, like... well, let me show you." Clay got out his college books, and among them were a few that definitely didn't look like books for class. The covers were more like what you'd find on a fantasy novel.

He opened the books and started to explain how it all worked. That one person was the 'Dungeon Master' and controlled where the story would go, and all the players took control of a character and made decisions on what that character would do in the situation.

"Like, let's say the group is trying to get into a castle with a bunch of goblins guarding it." Clay said. "Do we storm the front gate and fight through, or scale the walls?"

"Why not have someone sneak in and open the gate from the inside?" Kiki asked. That's how they did it in movies sometimes.

Clay grinned and nodded. "Yeah, that's the idea."

Kiki beamed at him. For a moment there, she felt his approval. That always felt great. "So, then what?"

"Well, then we use dice to see if what our characters want to do succeeds or not. Like, say you want your character to sneak in. First you have to scale the wall, so that would be a skill check. Then you want to sneak down to the door unseen. That's another skill. Some skills your character would be better at than others, like Wizards would be better at intelligence checks, because they have high intelligence. A thief would be best for sneaking around. Warriors are better at fighting. See?"

She did, and nodded. "Do you get to decide who you play?"

Clay grinned. "Sure. But it's better if you do it with a group and play something the party needs. It's not great to go off with all warriors."

"So, what does your group need?"

Clay blinked at her. "You want to join the party?"

She shrugged. "Can I? It sounds like fun. I'll try it."

For the next hour Clay helped Kiki make a thief character since their party didn't have one. She liked the idea of sneaking into places and striking from the shadows like some ninja warrior. She helped Clay set up the table for the game, providing coasters so her mom wouldn't get pissed about water stains on the table, and bows full of snacks.

Chris had been Clay's oldest friend since elementary school, and they were like brothers now. Where Clay was big and broad, Chris was smaller and wiry. He didn't play football like Clay, but he was a star on the soccer team. He was also a bookworm, like her, very studious, and on his way to earning an engineering degree.

Justin was Clay's friend from the high school stage crew. He was big all around, overweight, and tall. But he had a spectacular sense of humor, and was a seriously talented artist. To see his work, you'd wonder why he wasn't majoring in art instead of chemistry.

Andie was a jock like Clay. They both played football at their respective high schools, and were both majoring in mathematics. They met at a college rally, and had become fast friends ever since.

They all looked like they belonged together, like a team. Kiki, on the other hand, was like the odd duck. Slim, just five foot four inches, and hardly an ounce over 110 lbs, she felt like a guppy in the shark tank.

Once they got everything laid out, Chris let Kiki introduce 'Kikidra, the Thief' to the party. She even attempted a drawing of her, but it was pretty bad. Justin tried to have some nice words for her pitiful attempt before he offered to draw one for her. While they played, he sketched and asked Kiki for what her character should look like.

Kiki described everything from her leather armor to her bow, daggers, and short sword.

"Yeah, but what does she look like?" Justin asked. "Hair, eyes, height, weight. Is she young, middle aged, old?"

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"More importantly..." Chris snickered, "does she have big tits?" They all laughed, though Clay said they should keep it clean for his little sister.

"Screw that!" Kiki snickered. "I'm not a kid anymore. I can handle it." She desperately wanted Clay's approval. Besides, it was sort of fun being the only girl in this group of, admittedly, good looking guys.

Thinking about what Justin asked, Kiki decided that since she didn't have big tits, and she always wished she had, then why not let her character? "Definitely big tits!" she answered at once. "Big tits, a tiny waist, a really cute ass, and long legs, like a runway model!"

Justin just gaped at her.

"Long red hair, like mine, and big green eyes because she's half wood elf. Let's see... she's a total flirt too. She always wears stuff that shows off her body, so keep it skimpy. And she uses her good looks to persuade men to give her what she wants."

"Would she sleep with them?" Andy asked.

She grinned back, and shrugged. "If he's cute, sure!" she giggled.

Justin gulped, frozen with his pencil over the paper.

"Well! Come on!" Kiki encouraged him. "Draw her!"

Justin blinked like he was snapped out of a trance, and went back to drawing while Chris began the game by explaining a little about how their characters met Kikidra, the thief, and how she joined them on their next adventure. Then the story began to unfold.

Kiki quickly learned there was a lot more to role playing than she imagined. Chris, who was their dungeon master, would describe scenes like Clay had, like battles with goblins, fighting with swords and casting spells.

Then there was a scene where Clay's character had to hold open a door and defend himself from attackers. He described using one hand to push out against the door, while wielding his sword with the other.

Chris scoffed. "Yeah, I don't see that." he said. "Show me."

Clay got up and demonstrated what he had in mind. "Like this, see? Left hand out, back against the door jam, and it leaves my right arm free."

"Ah! Okay!" Chris nodded. "You'll get a penalty, but that works. I award you 100 experience for the demo."

"He gets extra points?" Kiki asked.

Chris shrugged. "Sure. Extra points for extra effort."

Interesting. She immediately started to think of other ways she might get some extra points. If it helped to make her character more fun to be around, and maybe make her more fun to be around, she might impress her brother. She liked that idea.

Later in the game, Kiki described how her character sneaked up behind a guard below his line of sight, something she learned in movies.

"Yeah, but this is a goblin." Chris frowned. "They're really short."

"So am I." Kiki said proudly. "I could do it, and I'm not a thief."

Chris frowned all the more. "Show me." He sat with his back to the room. "This is about the right height for a goblin. Let's see it."

Kiki crouched down, and spread her legs wide, using her hands on the floor to inch closer and closer. By the angle of their view, and the way Kiki was down like that, the other three got a glimpse of pink thong panties under her little skirt, and the loose muscle shirt hung about her tiny frame, it sagged low enough for them to get a clear look at her two small breasts. Clay caught looks from Andie and Justin, and bit his lip from smiling.

She reached Chris, and tapped him on the shoulder. "Then I slit his throat."

"Wow! Pretty good." Chris congratulated her. "Okay, I award you 100 experience for the demo."

Kiki was flushed with pride for having succeeded, and returned to her seat with a bounce in her step. She wasn't sure why Clay, Andy, and Justin were all smiles, like they were all in on a joke, but she figured they had their reasons.

Before the end of their session for the night, Andy's ranger character was being seduced by a dryad, a kind of woodland faerie. If she succeeded, his character might never be seen again. Chris was describing the encounter as best he could, where the Dryad had his ranger against a tree and was wrapping her leg around him. He needed to reach his sword and move her away before it was too late.

"Can I like, pull her closer with one arm, like I was giving in, move her to the left side, then draw my sword with my right?"

Again, Chris frowned. "Hmm... not likely. If she's on your left, she's basically right against your sword."

"I could move her far enough over to reach it though."

Chris shook his head. "Well, I don't see it. Show me."

Andy got up, and backed himself up against the door jam again. "So this is the tree, right?"

Chris nodded.

"So I reach around her, and pull her aside, like this." He pantomimed what he was describing.

Chris frowned. "I don't know." he looked over at Kiki. "I'll give you bonus points if you play the dryad."

Kiki immediately hopped to her feet. Bonus points meant she would be ahead of Clay! That appealed to her a lot. "Okay. What do I do?"

Andy motioned her over. "Now, you push up against me like the dryad." he said.

"And wrap a leg around him." Clay added, completing the scene Chris described.

Kiki pressed herself up close, and looped her hands around Andy's neck... and what a neck! So thick and strong under her hands. She then curled one leg around Andy, pushing her body closer still. She could feel his bulge under his shorts rub against her pussy just under her panties, and it felt... strangely erotic. "Like this?" she purred, her lips inches from his.

Andy swallowed, and nodded. "Yeah, just like that." He reached around her tiny waist, and pulled her tight to his body. She felt so small and frail against him, but really nice. "And then I turn her like this." he said, and moved Kiki into the crook of his arm, pulling her up to his side. The way her leg wrapped him, she just draped against him.

"See, right over where your sword would be." Chris said.

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"Hmm, I could... move her a bit more, like this?" Andy tried pulling Kiki, but she sort of just hung there across his side. "Or maybe?" Andy's hand slid down, and grabbed a handful of Kiki's butt, right up her skirt onto her bare ass.

She gasped, and lifted a little on her toes. Andy pivoted his hips, and Kiki shifted over to his side.

"How's that?" Andy asked.

Chris shot a look at Clay, expecting some warning or comment, but Clay was just watching calmly, even smiling a little.

"Maybe. We need something for a sword." he said, and looked around.

Kiki still clung there, Andy's hand firmly on her ass, and his broad chest under her hands. This was a lot more interesting than she had anticipated. She was about to try sliding out of his hold, when Clay got up.

"Got an idea." he said, and hurried out to the kitchen, returning with a wooden spoon. "Tuck that in your shorts on the side."

Kiki was still in Andy's embrace, his hand now lightly squeezing her ass as he looked down into her eyes. He took the offered spoon, tucked it into his shorts waistband, and showed how he could reach it.

"Show me again, from the start." Chris insisted.

Andy moved Kiki back, and this time when he slipped his arm around her ass, she lifted herself willingly into his arm, and their lips met for a quick moment. The stolen kiss made her give a little chirp of surprise, then she got easily manhandled by the strong young man, shifting her over like she was little more than a ragdoll. His hand held one globe of her rear completely in his mit-like grip, and he easily drew out his wooden spoon/sword.

"100 bonus points to both of you." Chris cheered.

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After the game ended for the night, and Clay's friends left, she helped clean up, and they secluded themselves in Clay's room to talk into the night like they used to.

"That was fun." Kiki admitted. "I kinda like my little thief, Kikidra." she giggled. "She's cool." She brought the sketch Justin made of her character, and she thought it was really good. She had an exaggerated figure, with long legs and really massive tits for a girl her size, but it was cute. She especially liked how he dressed her in a shirt that hung from one shoulder, almost enough to show her tits. It looked a lot like the t-shirt she was wearing.

"Yeah. You should brush up on thief skills. She could do a lot more." Clay reclined on his bed, and Kiki cuddled up beside him.

She nodded, still looking at the drawing. "Maybe I should dress the part when we play." she said. "I could get a shirt like this one. And I've got a miniskirt that might look good. Pair a boots. Put my hair up in a ponytail. What do you think?"

Clay didn't want to admit it, but his little sister did look... pretty hot in a miniskirt. She was a skinny kid, but very pretty just the same. Seeing his friend grabbing her ass had a strange effect on him. He thought he should be upset about it, but all he wanted to do was find out how it felt to have her cute ass in his hands.

"You could wear one of my muscle shirts." he suggested. "Looks pretty close to that."

"Ooo! Can I try one on?"

Clay shrugged. "Sure. Second drawer down." he pointed to his dresser.

Kiki picked out a pale blue, sleeveless shirt with a deep cut neckline. It looked enormous to her. "Okay! be right back!"

Clay wasn't expecting that she'd try it on now, but what the hell. She skipped out to her room and returned a minute later, striking a pose like her character in the drawing. His eyes grew wide, and he gulped. She didn't have much for tits, but the way the shirt hung from one shoulder like that, and as it was so loose, he could see there was just an inch remaining to cover her left breast. Any lower, and he'd see the rest. And as she turned, he could see the side of the other breast under the wide opening for her arm. Big tits were great, but hers were... kinda nice too.

"What do you think?" she giggled. "Can I use it for the next game?"

Clay blinked, realizing he'd been asked a question. "Hmm, oh. Yeah, sure. You can keep it. I have more."

"Awesome! Thanks!" She hopped back up on the bed, and it was all Clay could do to not try seeing more of his sister's tits.

"What about all those sex scenes?" Kiki asked.

Again, Clay shifted geers a little slowly, being distracted by bare skin under an oversized shirt. "What about them?"

"Is that like... normal?" she asked, and slid herself up next to her brother, resting her head on his chest. They used to cuddle like this to binge TV shows, and it always felt so cozy and nice.

Clay huffed a laugh, making her head bounce on his chest. "It is with us." He said. "You sure seemed to like it."

Kiki blushed and made a little shrug. "I earned some extra experience. That's cool."

Clay nodded. "And got a good groping too." he laughed, and grabbed a hand down onto her ass to demonstrate. Her skirt had ridden up high enough that his fingers found the panties underneath, and he marveled at how firm her ass was. It made Kiki gasp.

"I didn't think Andy would ever let go." Clay said, indulging in a nice caress and squeeze for himself.

"Yeah, me too." Kiki breathed, feeling Clay massage her butt cheek in his big hand. She knew she wasn't supposed to like him doing that, but...

"I didn't expect you to kiss him." Clay admitted.

"Wasn't my idea either." She said. "I was just sort of looking up like this..." She turned a little and lifted her face up to his. "And when he grabbed me there..."

Clay squeezed Kiki's butt, and she gasped, arched up, and their lips met. It was just a second, then it was over, and she gulped. "See? Just like that."

This wasn't what either of them had in mind. But now that it had happened once, Clay was starting to appreciate his little sister in a way he wasn't supposed to. So sweet and petite, with those big blue eyes and her shock of red hair. She was kinda hot after all. He never really noticed before, but he did now. He always thought she was cute, even pretty. But now... the word

sexy

came to mind.

Kiki felt like she was powerless. Clay had a hold of her, and it felt so firm and commanding. Why did he kiss her? That wasn't supposed to happen. But she was hoping it might happen again. She kept herself there, face looking up to him, her body held close to his side, his hand planted firmly on her rear. She made a small, slow shift, rubbing her perky tits against his chest, wondering...

Clay clutched her ass again, and the result was the same. Kiki rose up to meet him and their mouths met. His tongue tasted hers and she moaned into him, a sweet, soft, longing sound he resonated with. He moved his other hand up and it slid right under the loose shirt to cup over one of her little breasts. Kiki redoubled her kiss, opening her mouth wide to really take all of him. It lasted for a long while, their tongues each exploring their sibling's mouth. All the while, Clay's big hands were enjoying her little breast and her firm ass.

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