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DM and the Dirty 20s Ch 57-59
🕑 Added 2025-02-26 04:57:55 +0000 UTCChapter 56
“So, you do realise that if we do this every time you fuck one of us, we’re going to fall way behind on actually playing D&D, right?” Tori chuckled warmly as she leaned back against my wet chest.
We were in the shower up in my en suite, officially in the ‘cool down, check in’ part of things just like two weeks before when I’d fucked Elyse. Her silky black hair was up in a bun on top of her head since she didn’t want to wash it at the moment, but she’d been more than happy to participate in a little mutual washing up. Now we were mostly rinsed off, but I’d squirted some fresh body wash into my hands and had begun soaping her tits up all over again.
Now that I’d gotten my hands on them I wanted to make sure I thoroughly enjoyed them because despite what she said, they really were astoundingly perfect.
My cock was hard - teased into that position by her hands early in the shower, along with a couple of little kisses - and pressed to her ass and back. And the little minx was subtly circling her hips, which meant she was still teasing my cock even while she was making her observation.
“Are you filing an official complaint with the DM about this disruption to your regularly scheduled activity?” I asked lightly, softly rolling her nipples between my thumbs and forefinger and giving them both a little tug.
“Mmmno,” she grunted with a little grin. “This is- Fuck, Shane, if I could afford to pay you to do this very morning I would. Just make you be my live-in shower massager and Dungeon Master.”
That made me snort, mostly because the idea of getting paid to do this was utterly ludicrous. You were sure men, somewhere in the world, paid for this sort of interaction with a woman. Especially a young, gorgeous, intelligent woman like Tori. “Once we’re all comfortable with things, cool down and check-in time will be less necessary unless we’re trying something new,” I murmured, shifting a little so I was speaking into her other ear and then kissing her cheek. “Speaking of which-”
“So you’ll do this with Rhia, too?” Tori interrupted me.
“I mean… eventually, I assume,” I said. “When it comes up in the game naturally.”
“OK,” Tori said. “I just… you two have more, weird history. Like, it’s been made pretty clear you weren’t grooming her or anything. This was all clearly her idea, the little freak. I just wasn’t sure if you were thinking of not doing something with her because of, like, boundaries.”
“I…” That was a tough one. “I’m not trying to avoid her if that’s what you’re implying. Though I’ll admit that I still have some reservations.”
Tori put a hand over mine on her right tit and guided me to slide it down her stomach and her fuzzy mound, then lower to tease against her labia. “That’s fair. I just know that she’s, uh, well… Don’t wait too long, is all I’m saying.”
“Please tell me she doesn’t have some new, cockamamie scheme,” I sighed.
That made Tori cough a laugh. “Cockamamie?”
“What? Come on, you have to have heard that before.”
“Yeah, but not in forever,” Tori giggled. Then she turned in my arms, looking up in my eyes. “I thoroughly, thoroughly enjoyed our sex,” she said. “To answer your check-in question. And you were amazing, thank you for letting me take charge. I’d… like to do that again, next time, please.”
“I’ll keep that in mind,” I murmured, both my hands on her waist now. Hers were between us, slowly stroking my cock, and she was grinning like a little imp.
“So am I going to get fucked her in the shower or not?” Tori asked. “Or should I get on my knees and blow you a bit first?”
I grunted, closing my eyes as I was almost overwhelmed by my desire to do all of that and more with her. “You tell me,” I ended up murmuring. “I’m yours to command.”
She groaned happily, going up on her toes to kiss my lips, and then turning back around and putting one hand on the shower wall as she pushed her ass back at me and ran her other hand over her dark little lippy labia, letting her fingers trail through her folds and then spread them in an unspoken invitation.
- - - - -
The girls were giggly when we got back to the table. Dinner was a homemade pizza - vegetarian, much to my dismay, but still pizza. Elyse had made the dough by hand, apparently having worked in a pizzeria back home as her first ‘real job’ back in high school, and it was perfectly fluffy and delicious even if it was lacking proper protein.
A caesar salad accompanied the pizza, and once we’d all finished that as an appetiser we decided to get a bit more of the game in.
The fallout of the events didn’t take long. The Captain of the Guard was blown away by Jade’s display of athletic sexual appetite, and was more than willing to listen to her report on what the trio had been doing out in the woods, and learned about the death of the Duke’s son-in-law. She wasn’t sure whether the Captain was more angry about the coming attack, or the death of what had apparently been his childhood friend - the Captain had come to the Keep along with Lady Aileen’s deceased husband, having been the man’s childhood sparring partner during lessons in sword and tactics.
Up on the top floors of the keep, Lady Aileen had been thoroughly pleased with her first lesson in the arts of sapphic celebration. Cuddled up on her bed, Olivia of Parnassus warned the heir to the duchy of the pending attack, and of the werewolf marauder who intended to take her to wife. Lady Aileen, furious that this news had been delayed in reaching her and had required subterfuge - however pleasurable - to reach her ears, and immediately started to storm about the keep.
Between their two new contacts, the trio of adventurers were kept busy as they relayed what they could remember of the forces likely to emerge from the woods any day, let alone hour.
The numbers were dire. The Keep, during peacetime, would usually host thirty-odd Men-at-Arms, highly trained and forming the core of the Duke’s army. Another forty Rangers would use the keep and several smaller towers and forts to rove the lands, keeping an eye out for danger and assembling when called, while almost three hundred members of trained militia had been on the Duchy payroll before one would even consider the broader conscription of soldiers into a general army. The men, and many women, of the duchy had been a hardy bunch living on the fringe of the kingdom.
Now, a decade into the war in the West, there were no rangers, no militia. Recruits were requested yearly to fuel the war machine. The Men-at-Arms were long gone, dead on some faraway battlefield or forming the bodyguard of the Duke.
Fourteen guards, even less than the trio of adventurers had expected, were prepared to hold the keep alongside thirty other various serfs and staff. Plus one Lady and three adventurers.
“And one silver fox of a lumberjack,” Tori added with a smirk.
“A sexy, well-muscled, well-hung silver fox lumberjack,” Elyse chipped in.
“Please,” I held up a hand to forestall Rhia’s addition to the list, making all three of them laugh.
We left the table soon after, the girls with some homework to do - and something that I often liked to ask of my players when a ‘big battle’ was afoot. Not a regular ‘boss combat’ where it was them versus some big baddie, but fights that were on a larger scale and would include a lot more moving pieces. Their homework was to come up with a priority list of ideas that Olivia, Renee and Jade would tackle in helping the Lady Aileen, the Captain and the various denizens of the Keep to prepare for the siege. Creativity was encouraged, though not every idea would work, and they were free to ask me questions during the week without locking themselves into anything until they sent me their final, individual lists the night before our next session so that I could get things planned out.
Then I was utterly, completely blessed as the three college coeds stood up from the gaming table, peeled off their clothes and pranced through my house naked and out to the hot tub. They had to call for me to follow them because, even though this was now our regular routine, it struck me speechless and frozen as utterly wild that this was my life now.
And, strangely, not a single sexual thing happened out in the Hot Tub because they held a war room meeting.
I’d always heard that nothing was as dangerous as a woman scorned.
Chapter 58
“Morning,” Mel sighed happily as she sank into the chair across from me at my kitchen table, wrapping her hands around the mug of coffee I had ready for her.
“Morning,” I smiled softly. “What’s up? You look like you hate this particular morning even more than most.”
“Nothing,” she shook her head, then snorted softly and smirked. “You’ve got my daughter grilling me and Dan about every battle you’ve ever run in the Game.”
That made me bark a laugh and shake my head. “She’s doing her research, huh?”
Mel gave me a look and then started laughing as well. “She’s rented several books on medieval warfare from the public library, too. Not to mention she’s been watching a bunch of medieval action movies, and the girls were over at our place last night doing a Lord of the Rings marathon.”
“Not a whole lot of great battle tactics in those movies,” I chuckled after taking a sip of my coffee. “Maybe a little better than Game of Thrones, but not by much.”
Melissa rolled her eyes at me and shrugged. “Honestly, I don’t know how you did it - Rhia’s kept me up to date on what’s been happening and I know I’d be wanting to kill this werewolf guy too, but they are going the extra mile.”
“First big villain,” I pointed out.
“Oh, come on,” she shrugged. “We didn’t hate - fuck, what was his name? Ultgar the Terrible?”
“Uthgar,” I corrected. “Bane of the Blackrock Tors, high bishop of Agony.”
“Right, him,” Mel nodded.
I laughed a very particular, very annoying, laugh. It was something between a cawing crow, a laugh, and a super annoying and entitled personality all wrapped up into one objectively grating sound. “Haw-haw-haw-haw.”
“Oh my God,” Melissa said, her eyes going wide and pointing at me as she was reminded auditorily of memories from twenty years ago. “Never mind, I take it back. Fuck that guy.”
I grinned. That laugh had haunted the earliest version of The Game from before we ever even got sexual. In fact, it was during the aftermath of Uthgar the Terrible’s defeat and the subsequent triumphant return to the city that the group had done their first ‘public baths’ trip when Melissa had convinced everyone to get naked for the first time.
“You really are fucking good at DMing,” Melissa sigher taking another long sip of her coffee.
“Thanks,” I chuckled. It was an off-week for The Game, but I’d already started work on their next session post-sex as their party was closing in on the Dark Lord’s back lines in the war. Next week was going to be interesting.
“You’re also apparently ‘a fucking Sex God,’” Melissa smirked over the edge of her coffee cup.
I groaned softly, hearing the air quotes around those words.
“Yeah,” she said. “Apparently now that the girls know me and Dan are long-term nerdy freaks, they’re a lot less worried about being overheard in their own banter and sex talk.”
“Oh boy,” I sighed.
“So you’ve fucked Tori now too, huh?”
There was no point in denying it or fudging the facts for the sake of propriety. “Mhmm,” I hummed and nodded.
“How was it?” Mel asked. “I mean, she seems to think it was the best sex she’s ever had, but I doubt that’s a huge pool of experience. Not that you aren’t capable, but ‘best sex’ on the first try before you’ve really gotten to know her buttons?”
“It was great, and I’d say I was at… a seven and a half out of ten,” I said. “I could have used more time to really- well, you know. And there’s blunt sexual chemistry but knowing more about her would boost it up. Plus I almost lost my fucking cool a little early because it was our first time and-”
“And she’s fucking stupid gorgeous,” Mel chuckled.
“Yeah,” I laughed.
“So Rhia’s the only one left, huh?” she asked. “Is it going to happen next week?”
I gulped a little at the question because the context that would fill out the details around it was pretty dense. ‘Are you going to fuck my daughter next week?’ was quite the question.
“Rhia and I haven’t done anything yet,” I confirmed. “And unless she springs something unexpected on me, probably not next week, no. Big castle battle, remember?”
Mel gave me a look, one that I realised Rhia would also give me sometimes. One that said I was underestimating their cunning but they didn’t want to tell me that. I’d learned to read it on Mel years ago and had never told her about that little tell, and seeing it on her now I pieced together that her daughter had picked up that little habit.
“Well, I’m excited to hear what happens with the battle,” Mel said. “I’m sure you’ll make it as memorable as always.”
“That’s the goal,” I smiled.
The conversation pivoted to other life stuff, our usual fare for our morning coffees. News about folks, some light gossip, how plans were progressing for the next production of the local theatre troupe. But I found myself wondering about that look well after Mel had left and I’d gotten to work in my office.
Was Mel planning something? Was Rhia? Did Mel know or just suspect that Rhia had a plan of some sort?
It wasn’t a very productive day for me.
Chapter 59
The texting didn’t slow down now that I’d given the girls homework. Hell, after learning what I had from Mel about their research, I’d sort of expected that things would at least be more bent towards the coming battle.
How wrong I was about the minds of college coeds.
I felt like I was in three constant conversations that didn’t really have a start or end to them. There was plenty of mundane stuff going on, and some of it was even D&D-related. Elyse wanted movie recommendations. Tori wanted to know what sort of raw resources were available around the keep, and was still having a rough time at her job again as she tried to be taken seriously and not be seen as either the little college girl who didn’t know anything, or the sexy college girl ripe for unwanted sexual banter. Rhia was concerned about any weak points in the walls that were glaringly obvious or that the folks living there knew about. She was also on a tear of wanting to try and beat me in every video game she owned that had multiplayer on the Switch.
But then there was the flip side of things.
Nothing super sexual, no explicit sexting. But innuendo was rife.
And the pictures. Oh, God, the pictures kept me both entertained, teased and frustrated. And they were all doing it.
Elyse tended to send little pictures throughout the day, but when she was at home I started to notice she was never wearing pants or panties and was showing off her ass in reflections. Mirrors mostly, but also more ridiculous places like the reflection on the window in their oven, or a glass vase. I started to realise I was playing a game of Spot the Ass in every picture she sent me.
Tori liked to send me pictures of herself wearing thin shirts and no bra. Maybe it was a reaction to how I’d told her she had perfect breasts, but seeing her nipples just barely hidden, or the outline of her dark areolas through particularly thin shirts, always had me adjusting myself a little.
Not to be outdone, Rhia was also sending me pictures - making me wonder if they were planning it, or if adults their age just communicated with more pictures than people of my generation. Rhia’s normal pictures during the day weren’t anything sexually charged, and one could say that the pictures she sent me in the evening weren’t either, at least by the look on her face and the way she was always lounging around like she didn’t have a care in the world and was just being comfortable.
Except that she was always topless in those evening ones, showing off her tits to the camera and playing it off as if it was nothing. Except I knew it was an act because there were several of the pictures that would have required pretty quick action to take because I knew her parents were home and could walk in on her in the living room, basement or kitchen of their house. Mel walking in on her would probably have just earned an eye-roll and maybe a laugh, but if I knew Dan he wouldn’t be thrilled, and Rhia would be looking at some tough new house rules.
But there was no denying that Rhiannon’s big tits were fucking amazing, especially on her thin, tall body.
And seeing them every night was an odd, extra illicit thrill every time. Because it was Rhia.
It was Tuesday night, and I was in the middle of cleaning up after dinner when my day was interrupted once again. I was getting used to not being ‘alone’ anymore with the ongoing conversations, and I was even getting over the inherent giddy guilt of my phone pinging with a text and me wondering if it was going to be something from one of the girls.
Except this time the interruption wasn’t a ping from my phone.
It was a knock on my front door.
I frowned, glancing over at the clock, and saw it was almost 9 PM.
“Who the fuck?” I wondered, wandering from my kitchen towards the front door. Glancing through the little window built high into my door, I glanced down into the bright blue eyes of Elyse as she was grinning.
I unlocked the door, grinning myself now at the surprise. “Hey, honey,” I said as I swung the door open. “What’s going o-”
My words failed me because Elyse was wearing a long, beige trench coat like a classic noir PI. All she needed was the fedora and the shiny black dress shoes. But, in context, I quickly pieced together exactly what was happening because there was only one reason a gorgeous woman would be wearing a bulky trench coat like that at sunset on a clear summer day.
“Hey, Shane,” Elyse said with that little grin of hers, and quickly pulled the coat from her shoulders and let it fall to the floor of my porch, leaving her completely naked. “Can I come in?”
Anyone watching from across the street would have gotten an eyeful of the cute blonde’s butt, and likely a comedic scene of me grabbing her bodily and hauling her inside, followed by me leaning back out and snatching the coat from the ground too before shutting the door.
“Elyse, what the fuck?” I laughed. “God, the balls on you.”
She was giggling, blushing furiously, her grin wide. “I can’t believe I actually did it,” she snickered. “I figured I’d chicken out and do it in here.”
“Oh my God,” I kept laughing, wrapping her up in a hug, and she hugged me back. “You fucking wild child. Did you get dared or something?”
“No,” she said and hugged me a little tighter for a moment before leaning away at the waist. Her cute little tits were wonderfully bare and open to my view. “I don’t need to be dared to get naked in front of you, Shane. I figured you know that by now.”
“I’m aware,” I snorted, gently rubbing her bare sides. “But outside? What’s actually going on?”
That grin was still plastered on her face, but I noticed a little bit of nervousness in her eyes as she took a breath. Then she quirked an eyebrow just a little, and her tone shifted just a touch like she was putting on a different version of herself. A more confident, forward one. “What’s going on is that you haven’t fucked me in two weeks of the game, and I’ve been craving your dick every day since you blew my mind. So this is a reverse-booty call. I figured you’d rather have sex all over your house than you would in our little apartment.”
I worked my jaw for a moment, not entirely sure what my brain was thinking. My other head was elated, and my gut was pumping its metaphorical fist as if I’d just won the lottery.
This wasn’t part of The Game, though. This was… separate. This wasn’t Renee de l’Ombre and some NPC or monster. This was just Elyse, and me. Cute, twenty-year-old Elyse. Too young for me, friends with Rhia, and might have some Daddy problems based on her consent letter, Elyse.
She grabbed me by my shirt collar and pulled me down to kiss her, and I could feel her desperation for me to say yes. Not because she was a nymphomaniac and she was literally desperate for cock, but her desperation for me not to turn her away. Not to make some excuse. Not to make her feel unworthy of the big, big swing she was making.
Not to reject her.
It was all over from there.
I scooped her up into my arms and she squealed in delight, our lips pressed together until I had her properly supported with both my hands on that fantastic little ass of hers and she could wrap her legs around my waist. This ended up with her hovering a little higher than me, her chest even with my chin and as she looked down into my eyes.
“Next time,” I told her. “Call me first and I’ll cook you dinner.”
She kissed me again, moaning and laughing and nodding all at once.
My first instinct was to bring the pretty little blonde up to my bedroom, but my head was still a little internally spinny and I felt like I needed… something. Not consent - her consent was being made very clear. But something. So instead I carried her into the living room as she clung to me, and I sat us down on the couch that I’d fucked Tori on just last week. “Come here,” I murmured softly, manhandling her a little bit so that I could get her sitting mostly next to me instead of straddling me - still close, with my arm around her, and her naked legs curled up over my lap, but not quite as stuck together.
The last thing I wanted to do was make her feel unwanted, though, so before I said anything I cupped her cheek with my hand and ran my thumb over her lips. She gamely opened them and sucked on the tip, and I looked into her eyes. “God, you’re fucking pretty,” I sighed.
She grinned again, laughing nervously at the compliment. I wasn’t thrilled with this nervous thing that she was dancing around compared to how she’d been in my presence lately, so I slid my hand up from her cheek to her hair and brushed it back behind her ear, then set my hand on her leg.
“Elyse, hon,” I said sincerely. “Just help put my mind at ease here - is this really just about a hookup tonight or is there something else going on? Rhia hasn’t put you up to anything, has she?”
“No,” she said. Then she huffed out a mild breath and frowned at me for a moment - just as cute as when she was smiling. “Fuck, Shane. I told you like eight times that even if Rhia’s horny little plan hadn’t been a thing, I would have probably been… propositioning you… at some point. This is about me wanting you. Your lips, your hands, your cock - but… also your words?”
“My words?”
“I don’t know,” she grunted, shrugging. “You make me feel… some kinda way, OK? Like, when you look at me when we’re being even a little naughty I get tingles, but I also get a different sort of, I dunno, tingle when I’m just with you. Like peaceful tingles.”
“Peaceful tingles?” I repeated after her.
“Yes, peaceful tingles,” she sighed and gave me a short glare. “I know, it doesn’t make sense. It’s something between feeling super attractive, and it not being a big deal or anything. Which I don’t get very often. Like, I know I’m kinda weird and not everyone’s cup of tea, but I’m still a female so I get pervy weirdos creeping on me all the time just like everyone else my age. You give me, like, the anti-creep vibe even though we're giving you all the reasons to act like a creep.”
I cleared my throat, smiling in mild confusion. “So this vibe between us is a good thing, and you came over here wanting to spend time with me and have sex.”
“Well, I didn’t know what you were up to, so I kinda just came over for sex tonight,” she said with that little impish grin crawling back onto her lips. “Though if you’re not, like, into sex or something I could put the coat back on and just hang out.”
“We’ll hang out,” I told her. “I want to hang out with you.” Then I leaned in and kissed her cheek, then kissed her again at the edge of her jaw, and then lower onto her neck. “But I’m also very happy to be your reverse-booty-call too, Elyse.”
She moaned, eyes closed and bending her neck to give me better access, as I softly sucked on her throat and let my hands start to wander. The one around her, holding her close, rubbed between her shoulders, feeling her lithe body under my touch, and then slid up to the base of neck, then higher to the shaved part of her scalp and up into her dirty blonde hair. I gently took her hair in hand and tilted her head back even further, making her grin at my taking charge. My other hand slid up her outer thigh and hip, travelling up her skinny little torso to her chest. I caught a nipple between two fingers, giving her small breast a wiggle, before rolling her nipple gently.
“Did you have an idea of what sort of sex you were hoping for while you were driving over here?” I asked her, kissing her ear as she let me manoeuvre her head freely.
“Um. I dunno,” she murmured.
“You liked our last time, right? A little rough, and a little demanding?”
“God, yes,” she sighed and chewed on her lower lip, eyes closed as she remembered herself as Renee getting fucked by the big bad werewolf played by me.
“Then let’s do a little experimenting,” I suggested. “See if you like something completely different.”
That had her blinking her eyes open and frowning slightly in confusion. “Completely different? Like… what would that even be? BDSM stuff with no actual sex?”
I snorted softly, and she let me turn her face towards me even though she’d been broken out of the more dreamy element of our conversation for the moment. “I meant that if you’re interested, you delightful woman, I want to make slow, sweet love to you. To see if we can vibe that way too. And if it’s not doing anything for you, we can switch it up.”
Elyse smacked her lips lightly, looking at me in surprise. And it kind of hurt my heart that she would be surprised I would want to do something more emotionally intimate with her. What stuff had happened, or been said to her, to make her think I wouldn’t want that?
So I kissed her, gently, and turned it into a slow and simmering make-out that had us slowly shifting until she was laying flat on the couch and is was cuddled up beside and partially on top of her stroking her naked stomach with one hand while her head was pillowed on my other arm under her. Her hands had been busy, feeling up under my shirt, and down over my running pants, before delving down to feel my half-hard cock through my boxers with her fingers. The kissing changed and morphed as we went, sometimes light and feathery, other times with our tongues battling almost like we were trying to judo wrestle with them.
When I finally pulled away, just a few inches so that I was looking down into her big, gorgeous eyes, I smiled softly. “So what do you think?”
“What?” she asked, looking at me with that dreamy expression from before. “Think about what?”
“Me taking you upstairs to my bed and making love to you?”
“Oh,” she said, then she rose up to me and kissed me firmly. “On one condition she said as she laid back down.”
“What’s that?” I asked with a little smirk.
“I don’t care if it’s before or after, but I kinda want you to fuck my face like that time out in the hot tub,” she said. “It turned me on so much and I want to do that again.”
I chuckled and raised my hand up to move her hair away behind her ear again - it had a tendency to go a little wild, I was finding. “I think we can make that happen,” I murmured, lowering down to kiss her again. That kiss lingered and developed again, drawing out slowly.
“I thought you were taking me upstairs?” she giggled quietly when it finally ended.
“You make a good case for staying right here on the couch,” I shrugged.
“Shane,” she asked. “Will you please take me upstairs and make love to me?”
That made me laugh and I sat up, tugging her with me. “Gladly, Elyse. Whenever you want.”
Comments
Bob
This story is absolute fire. I love the mix of The Game OG version with the dirty 20’s. I’m so upset I read the whole series in a day and a half. You can tell a fucking story Break. I’m off to plunge into another series while I wait patiently…ok mostly patiently. Keep up the great work and I would totally watch you DM like a critical roll series!!
Austringer Creations
Nice! I'm completely invested in OFG, AMA and DMSatD20's. I almost wish I'd not discovered them until they were complete so I could finish them all quicker! Thanks for the adventures!
BreaktheBar
Whooops!
Grayghost
Just a heads up, noticed that this 57-59 post (and the epub file) begins with "Chapter 56." :)
Christopher Tate
⬆️
ReadingRed
MOOAAAAAAAAAAAAAAAARRRRRRRRRRRRRRRRRR
