DM and the Dirty 20s Ch 56

Aka the project formerly known as Untitled D&D Group Story

Chapter 56

Even though Tori was currently topless - and God every time she pulled those damn perfect breasts out I had to take a split second to not drop my jaw a bit - we couldn't get right into the fun part.

“The Garrison Captain sees you unlacing your trousers, looks back at your breasts and you can see his cock swell a little in his first. Then he nods and starts to shift on the cot. However,” I said, putting a hand on Tori’s waist to stop her from fully disrobing quite yet as I turned to the others.

Olivia strode with purpose as she worked her way through the lower corridors of the keep. It was a bit of a maze, cramped in places and dimly lit - all part of the planned defence. If armoured invaders were to try and fight their way in they would be facing a difficult time every step of the way.

It was only once she stumbled on the interior entrance to the kitchens that she was able to start to triangulate where she was properly, and the kitchens needed access to the upper floors. She found the stairwell, cramped and steep, and made her way upward, bypassing the main level where the great hall would be and other areas that would be more likely to be populated by folks willing to challenge her presence. She made it up to the third floor, the top of the main keep, and was crossing through the corridors looking for the living quarters of the Duke’s family when she was stopped by an officious-looking elderly dwarf man.

It took some work to convince the long-serving chamberlain that Olivia was, in fact, supposed to be where she was. Her explanation relied on the fact that she was from Parnassus, where funerals were celebrations. She had (supposedly) heard about the unexpected death of the Lady’s husband and as a clergy of Revelry she had come to give counsel and succour to the widow if it was needed.

The reasoning was complete improv from Rhia, and I had to make a note to myself about this addition to my world. Parnassus was a city that I’d been avoiding for a long time, using it as a sort of near-mythical location that people would hear about but where adventurers weren’t needed because it was a lawful bastion of good. It was such a good improv, however, that I gave her advantage on her roll to convince the chamberlain - which saved her butt. Her first roll was a natural 1, which would have definitely gotten her thrown out of the keep, but her second was a 17 which brought her total over 20. And many sighs of relief were heard around the table. 

“Let me show you to the Lady’s chamber, my dear,” the curmudgeonly Chamberlain grumbled, ushering Olivia around a turn in the corridor. “Now, please do remember that you are not being given full access to the family chambers. No wandering around and such! The Duke’s chambers must remain untouched for his eventual return.”

“Of course, I wouldn’t think of wandering around,” Olivia assured the elderly dwarf. “That would be entirely unacceptable for a guest of the family.”

“Too right, too right,” the chamberlain nodded. “We’ve had several young folks think that they might be able to find some sort of riches or some such hidden away in the Duke’s chambers. The ones we catch, I tell them they are buying into rumours that are entirely untrue. The Duke’s treasury was dedicated to the war over a decade ago. The ones we don’t catch, well, one of the Duke’s good friends prepared some… interesting means of keeping his private chambers private.”

“I… see,” Olivia said, her Adventurer-Brain immediately wondering what the Duke was protecting if it wasn’t his duchy treasury.

“Here we are,” the chamberlain said, then used his walking stick to knock on the heavy oak door - it was unadorned, and Olivia realised she would have been checking doors blindly if she hadn’t managed to convince the dwarf to help her. “Lady Aileen,” he called through the door. “You have a visitor.”

“What sort of visitor?” Elyse called, surprising Tori and Rhia. I’d surreptitiously texted her about playing the widow once the girls had made their plans, and she’d readily agreed. She even covered her mouth with a hand, smiling over it, to mimic the door muffling her voice.

“A-” the dwarf turned to Olivia, “I’m sorry, I’m not quite sure what the proper title is for a member of the clergy of Revelry?”

“The proper phrasing would be Lady Celebrant, but it’s so formal,” Olivia said. “Just introduce me as a friend.”

“A… friend has come to offer you some companionship,” the dwarf said, hesitating at not using a proper title.

“I am not interested in seeing suitors, Edmond!” Lady Aileen called.

“I am certainly not that, Lady Aileen,” Olivia called through the door, raising her voice to be heard.

The door was pulled open and Lady Aileen narrowed her eyes as she looked Olivia up and down. “I don’t know you,” she finally said.

“You do not, Lady, but my Goddess knows you,” Olivia said. “She was there when you were born, on every name day and feast day, on your wedding, and now she sends me in your grief.”

“Who are you?” Lady Aileen asked after a long moment.

“I’m Olivia,” the adventurer-in-disguise responded. “And I’m here to bring a spark of Revelry back into your life.”

“Revelry?” Lady Aileen asked, eyes narrowing again. “You’re a priestess of parties? With a sword?”

“I am,” Olivia answered simply.

Lady Aileen sighed with a little huff and then sniffed, and Olivia noticed that while she hid it well she did look like she’d been crying that day. “Fine,” she said. “You can come in. You can go, Edmond.”

“As you will, my Lady,” the elderly dwarf stooped his head, unable to bow fully.

The inside of the Lady Aileen’s chambers was nicely appointed, though not the extravagant show of wealth and luxury that one might have expected from the rooms of a Duke’s heir. There were also several strangely blank spaces throughout the primary sitting room and one of the side rooms where it looked like furniture had been removed.

“So, we’re alone now,” Lady Aileen said as she flounced onto one of the nice wooden chairs around the central hosting area. There was a needlepoint project on a stand, half-finished, and a small easel with an abandoned painting on a side table. “What is it you want, Party-lady?”

“We prefer ‘Party Bitch,’ but I’ll take it,” Olivia smirked as she unhooked her scabbard from her belt to sit down, setting her blade aside.

Lady Aileen guffawed a little at the cursing.

Olivia sighed as she got comfortable, sitting across from the widow and cocking her head as she looked at the woman.

I was riveted. So was Tori. We’d transcended roleplaying at the table for the moment as Rhia and Elyse were on pure improv acting. Rhia, as part of her preparation for her ‘mission,’ had changed out of the faux-chainmail and was wearing one of my bigger, baggy (and brown) t-shirts from upstairs to simulate her simple brown clergy robe, with the accessory of a simple rope belt. Elyse hadn’t had the chance to change into anything (and for all that I had plenty of props to aid in all the different kinds of roleplay we did at my games, I didn’t have ‘princess dresses’ on hand) but she’d pulled her colourful shadowy robe tight and done something with the belt to cinch it differently, making it a little more dress-like - at least while she was sitting down.

The thing was, for all that Elyse talked about not being the ‘actress’ of the group and focusing more on production, she was just as good as Rhia. Maybe it was because this was for fun - no nerves, no stage fright. Nothing to make her wonder if she was doing it ‘right’ because there was no ‘right.’ I’d known other theatre majors who stumbled at that point.

“You truly do grieve him, don’t you?” Olivia asked.

“Of course I do,” Lady Aileen scowled.

“No, not of course,” Olivia said, leaning forward intently. “Your marriage, just as everyone of your station, was political. Not every daughter of a Duke would feel as you do, Aileen. You enjoyed him and his company, and appreciated him, even if you didn’t love him when you were married.”

“I-” Aileen said, then rubbed her eyes. “Perhaps you’re right. And I pity other daughters of Dukes for it, but I did… appreciate my husband. And enjoy him. But for all of that, I never gave him an heir. Love never had a chance until that was done. So I grieve him, you ‘Party Bitch,’ and I grieve all that I’ve lost with him.”

“Oh, Aileen,” Olivia sighed sympathetically.

The Lady cracked a sad grin. “I can’t marry again,” she said. “Not until my father returns and agrees to another match, and that may never happen. And if he dies, then it is the King who will send someone to marry me to secure the duchy. I won’t have a choice in the matter. I grieve happiness, Little Miss Revelry. Explain how you can help me with that?”

“Well, I could quote to you from some of my holy texts,” Olivia said. “Or I could give you platitudes, like that your Father will pity you or that you could end up married to a bright and shining hero from the war who deserves every inch of your pretty self.”

“I’ve heard it all before,” Aileen sighed and waved dismissively.

“I had a feeling,” Olivia smirked. “I could also offer you one of the more… interesting forms of celebration that my church enjoys in times of need. But I lack the proper supplies as it’s been some time since I left Parnassus - it is also a little too long since the funeral for the proper rites.”

“What do you mean?”

“Drugs,” Olivia said. “Certains herbs and plants, when inhaled as a smoke, can bring relaxation and joy when combined with the proper rites to ensure a ‘good trip.’”

“And you don’t have any of these herbs and plants?”

“Not on hand,” Olivia said, standing and moving around the low table between them to kneel next to Lady Aileen and take her hand. “There is something else I can offer you, though. Something that other faiths often think of as mildly distasteful, or are simply too prudish to partake in due to their own insecurities. Something that, once you have learned it like an artform, will provide you with joy and revelry for years to come, even if your Father saddles you with a boar of a husband.”

“You speak lofty goals, Olivia of Parnassus,” Lady Aileen said. “Paired with sinister caution. Will this take my mind off of my husband?”

“That, my Lady, I can assure you it will,” Olivia smirked.

“Then teach me,” Aileen said. “Teach me this art that will bring me joy and happiness, and distraction, and that can be my secret to keep from the prudish and snobby.”

Olivia put her hands on the Lady’s knees. “You truly wish to be taught? To experience the delights I can give you, and teach you to give?”

“Do I need to declare myself again?” Aileen growled. “I am not used to needing to repeat myself.”

“Then I’ll teach you,” Olivia said, before swiftly lifting the bottom of the Lady’s dress and burying her face between her legs, lapping at her pussy.

“Oh, fuck,” Elyse moaned, raising one of her skinny legs over Rhia’s shoulder as the dark-haired coed drove her tongue between the blonde’s slick, flushed labia. The Lady Aileen may not have ‘known’ what was coming, but Elyse had and she was already turned on - hell, I would have bet that Elyse had been turned on since the start of the game. Maybe since starting the drive to my place.

“That’s not very ladylike language,” Rhia murmured with a little grin before licking Elyse’s clit with the tip of her tongue.

“Shut up,” Elyse giggled, sticking out her tongue at her friend and then glancing at me and Tori. She got a grin on her face and quickly undid the belt of her robe, pulling it to fall open and shrugging her arms out of it so she was completely naked. “Oh, no, my dress seems to have come apart as if by magic. Is this part of the ritual?” she asked in Lady Aileen’s voice.

“Slut,” Tori laughed next to me, and Elyse responded by tweaking her nipples and closing her eyes as she let out a crooning moan.

I cleared my throat, dragging my eyes from the lesbian action, and turned back to Tori. She hadn’t moved from where she’d been standing next to me as we’d pivoted back to Rhia’s scene, and she’d put a hand on mine as it had slid from her waist to her hip, keeping it there. Now, with my movement, she peeled her eyes away from her friend and her roommate as well and flushed a little as she realised now was the time to get back into our scene. She let out a breath, smiling nervously.

“Do you need a second?” I asked quietly, not wanting to interrupt the others.

“Maybe just, um, get into position a little more like the Garrison Captain?” she suggested.

“Well, he was on a cot, so…” I stood up, taking her hand, and led her out of the game room and into the living room across the hall. I heard some movement behind us, but then Elyse moaned again so Rhia must have gotten back to her fun.

I went to the couch and laid down on it. “Better?” I asked.

Tori gave me a considering look for a moment and then a little smirk. “I’m pretty sure you said that Captain was jerking off,” she said. “I think I need the visual.”

I snorted and chuckled, quickly undoing my belt and shimmying my pants down around my thighs. Between the sights and sounds of the lesbian action, and gorgeous Tori standing over me completely topless, I was already mostly hard and as I wrapped my hand around my cock it stiffened.

“How’s this?” I asked.

She sighed, snickering a little, and licked her lips. “You know you’re hot, right?”

That had me letting out a huff of a laugh. “I guess so?” I hedged. “I don’t really think about it like that.”

“Well, you are,” she said. “I’m not, like, ‘OMG I want an older guy’ like Elyse, but you are objectively hot.”

“Says the absolutely stunning college actress,” I said. “But how about we save the personal pump-up affections for later? Because I think your Garrison Captain had just realised that the Fucking option was probably in his best interest as he stares up at the ridiculously fit, super-attractive hair-person with her perfect tits hanging over him as she undid the laces of her pants.”

“They aren’t perfect,” Tori smirked a little.

“Subjectively, my dear, I disagree,” I said.

“And Jade’s tits are covered in a downy soft thin layer of fur since she’s a hare-person. Or should I say, my tits are like that,” Tori grinned a little, running her hands down from her chest and over her breasts, letting her fingers play around her pretty, dark nipples. For all that had already happened between us, I hadn’t had a chance to really give those perfect breasts of hers the attention they deserved.

Tori cleared her throat and let her hands slide lower, down her fit stomach to the front of her baggy, hiphugger ‘monk pants.’ She didn’t technically have actual laces that needed to be undone - the glories of elastic waistbands - but she’d sewn some false ones on for the costume and she made a show of ‘unlacing’ them.

“Well, Captain,” Tori said, assuming the annunciation that she used for Jade since she didn’t affect an accent like the other girls did. “I think we have an agreement.”

She pushed down her pants, and the thong she’d been wearing under them, and quickly stepped out of them completely. I was surprised because she had a wide triangle of short pubes, trimmed for neatness but dark. She blushed at my look, losing her Jade confidence for a second, and ran the fingers of one hand over the thin layer of hair. “I figured I’d go a little au naturale the last couple of weeks to feel more ‘Jadey.’ It’s not bad, right?”

“You look utterly delicious, Tori,” I said. 

“OK,” she grinned, a little nervously, then she let out her breath again and resumed being Jade. She threw her leg over me straddling my thighs, revealing more of her pussy as her legs spread. It was just as pretty as when I’d eaten her out a couple of weeks ago, but the added pubic hair came down just onto both of her labia making a somewhat exotic look for me. She wasn’t the only non-white person I’d been with, but the list was small out of my ex-girlfriends and the two others had been back in my own college days. Since then my primary sexual partners had been in the Game and my few casual girlfriends over time had happened to be white. And the ladies of the Game had definitely tried different things over time with their pubes, but they’d never gone this natural, even if it was close-cropped and tidily edged. Tori’s warm-hued skin, and the dark flush of her erogenous zones and nipples, combined with the pubic hair was… a vision.

“I think-” she continued, trying to get back into character, but she was interrupted by a shout from the other room.

“Oh, fuck!” Rhia shouted. In pain.

Tori and I both looked at each other in confusion, then leaned to try and see across the hall from the couch.

Rhia and Elyse were in a 69 up on the game table, Rhia on the bottom, and she was fishing under her with one hand. She pulled out dice from under her. “Fucking d4!” she cursed and hucked it into a corner of the room.

I snorted. “Rookie mistake,” I said, not loud enough for the injured party to hear. “Those things are known to be little caltrops.”

Tori snickered, leaning down onto me as she buried her face against my chest to muffle her giggles. This pressed her breasts between her arms and against my stomach, and my cock to her bare stomach as she hovered over it. I gently rubbed her sides, from hips to waist, and chuckled with her. Then she sat up, grinning, and she sniffed in a breath a wiped under her eyes quickly. I gave her a look at that and she shook her head in a ‘It’s fine, don’t worry’ way and then did the thing where she let out her breath, trying to resume being Jade again.

“We’re both people of action, I think, Captain,” Jade said, straddling the man on his cot, in his office. She’d stripped down and had him pinned to the bed, not that he was struggling against his situation. “So let’s act.”

She tugged at his shirt, fine, clean linen compared to the well-worn clothes that she’d stripped off, stained from weeks of travel on the road and then the time at the bandit camp and the flight through the forest. Even the cot, she found, was dangerously comfortable.

The cock that she knocked his hands from might not have been quite the tool that Big Red Bronson had been wielding, but… “Definitely adequate,” she said with a little smirk at the young man.

“Thanks?” he said, his voice cracking.

Tori snorted and gave me a look, “Please, no.”

I chuckled, having used my ‘Awkward Teen’ voice that would purposefully crack. It was usually preserved for young apprentices who would provide dubious-quality services, annoying happy-go-lucky sidekicks and the occasional entitled noble. “Sorry, couldn’t resist,” I said.

“Definitely adequate,” Jade said with a little smirk at the young Captain.

“More than adequate, I think,” he said, his voice a strong baritone.

“We’ll see,” she said, then started to pull his shirt off of him. He helped her, and soon he was stuck with his trousers around his knees as she pressed her lean, furry body against his. He was a little bulkier but fit and showed signs of training well for his job even if he was young. She brought her face close to his, looking down into his eyes with her piercing gaze, before gently bringing her lips to his. Jade never knew how a human would react to her slightly different anatomy. Some thought they would like the idea of her feminine body with her soft, downy fur and then were shocked by it. Some reacted poorly to the soft split in her upper lip when they kissed or the feel of her more prominent front incisors - they weren’t tusks but they were still different.

The captain, however, didn’t seem phased at all as he accepted her kiss, and she slowly let it deepen as she ran her hands down his arms and took his wrists in grip, raising them up over his head. This left him even more vulnerable, though he didn’t seem inclined to fight it - another odd thing for the men she’d experimented with in the past. Still holding his hands above his head, she started to slide her body up and down his, teasing him with her breasts on his chest and stomach and his cock pressed to her mound.

“Are you good at your job, Captain?” she murmured.

“I- I do what I can with what I have,” he gasped as she kissed down his sharp jawline, to his neck, and down to his collarbone.

“Good,” she said, raising back up and then pulling his hand from over his head to land on her tits, encouraging him to get a good feel. He groaned, his eyes locked on them for a long moment, but then drawn deeper between them to where she had begun dragging her slick, fuzzy labia up and down the underside of his shaft as it pressed between them. “I don’t just take this approach with anyone,” she said quietly. “But you strike me as a man who takes his work seriously, but not so seriously that he’s cruel. You’re not a cruel man, are you?”

“No,” he said, his eyes flashing back up to her face. His thumbs had found her nipples and were rubbing them firmly, and she was still holding him by the wrists and leaning into his grip to keep her balance.

She slid a little higher on him, enough that his cock popped out the back of her lips and pressed against the cleavage of her ass as she pulled his hands from her breasts and pressed one nipple to his lips. He immediately gave it a suck.

“Good boy,” Jade crooned.

Tori moaned softly as I suckled on her thick little nipple, gasping as she let go of my wrists and ran her fingers through my hair. “Fuck,” she murmured, losing her Jade persona for a moment. “God, Shane, that’s good.” She humped her pelvis, bouncing a little against my stomach, and my cock wedged deeper between the cheeks of her butt, making me groan from the touch. She didn’t seem to notice and shifted a little, pressing her other breast to my lips. I did notice and did a little involuntary thrust with my hips, wanting more of the warm contact.

“Whoa, fella,” Jade said, reaching back and grabbing the Captain’s cock with one hand and tilting it away from her butthole. “Wrong hole.”

“Sorry,” he murmured. “You’re just - Lust be praised.”

She smirked and snickered a little. “No one’s ever thanked Lust for me before,” she said. “I kind of like it.”

“I don’t know who you are, but I’ll thank Lust every day for this,” he shook his head.

She sat up a little higher on her knees, tilted his cock, and ran the crown of it through her slickened labia. “Well, if we’re summoning the attention of a God, we should probably make a good show of it.”

Tori sat down on my cock slowly and we both breathed in deeply at the same time after the first moment of light pressure and insertion. She was sitting up high, one hand on my chest for balance and the other around behind her holding my cock in place with just her fingertips. Her dark brown nipples were hard and wobbling slightly above me, shiny with my spit. Her lips were parted as she breathed in shallow gasps and I wanted to kiss them. I wanted to pull her down to me in a crushing hug and will how fucking amazing I thought she was; as a sexual being, as a roleplayer, as a young woman. But she’d asked me to let her be the aggressor in her consent notes, and I could tell she was enjoying being in charge. Her eyes spoke volumes almost too fast for me to read as we kept our gazes locked, and she sat down and took just a little more of me into her.

And then there were the ridiculous, big rabbit ears she was still wearing. I was almost shocked they hadn’t fallen off yet, but then they were designed for furries and if there was one thing I knew about that particular kink group it was that they were filled with security experts, engineers and other highly intelligent folks - if they wanted to design animal ears that could stay secure on the head, they were probably the group to do it.

“Fuck, that’s good,” Tori moaned, closing her eyes and arching her back as she pushed down with her hips, settling onto my lap. “Elyse was so right.”

“God, Tori,” I grunted, lightly flexing my ass and using my small amount of leverage to grind myself up into her. “You are amazing.”

She laughed lightly, opening her eyes and grinning down at me like an Indian Aphrodite. Then she rolled her stomach and hips and we both moaned.

Jade pressed herself down against the Captain, her fuzzy tits against his chest, and kissed him as she worked her muscled ass and felt his cock stirring inside of her. She grabbed his wrists again, this time bringing them back and encouraging him to grab her ass, which he did. That little bit more forcefulness made her growl and chew on her lower lip for a minute, and she sniffed in a long breath before starting to make out with him.

The goal might have been to seduce him, and that had clearly gone well, now she was going to get hers while making it the best hour of his life.

We were interrupted from making love - and I couldn’t say that Tori and I were fucking because it was way more intimate than that - by a shrill moan and yelp from the other room. I had to put a pause on our thing to make sure everything was OK, and Tori seemed to agree because she sat up from me, revealing her tits again and almost distracting me with them.

“Everything OK over there?” I asked.

“We’re fine,” Rhia and Elyse called in harmony.

“Lady Aileen had a secret, uh, enchanted toy that she’s showing Olivia,” Elyse said. “You don’t mind I went in the drawer, right?”

I sighed, and Tori snorted at my mildly annoyed expression. “No, it’s alright,” I called back. “But don’t go snooping and ruin any surprises!”

“Yes, Shane,” they called again, somehow in unison, and then started giggling.

“OK, do that again,” Rhia said, her voice dropping so we didn’t clearly hear anything else.

“Can’t leave ‘em alone for a minute,” I chuckled as I looked up at Tori and rubbed her outer thighs.

“At least there’s no broken glass,” Tori smirked, then she leaned back down and kissed me firmly before pulling off of me completely and standing up, holding her hand out to me. “I’m ready to get fucked, Sh- Uh, Captain. Take me from behind in the way of my people - hard and fast.”

That almost broke me because I just wasn’t ready for a Fucking like Rabbits joke.

The Captain, despite willingly being the more passive partner at the beginning, proved himself to be quite the capable young man when given permission. It didn’t take long at all for him to be driving into Jade’s depths with long, forceful strokes that clapped her ass to his thighs as she knelt on his cot. She used her limberness to arch her back and turn at the waist, leaning back to hook an arm around his neck and kiss him hard, her tits bouncing with the force of each stroke as he sped up.

But then he left her wanting, just for a moment, as he pulled out of her and went to his knees, driving his lips against her lippy, furry labia and getting her juices all over his face. Jade yelped and then moaned at the change of pace, but grabbed him by the hair and held him there for a long moment.

The decision to switch from fucking to eating her out wasn’t a character decision for the Captain, it was a me decision. I’d felt my orgasm suddenly go from ‘on route’ to ‘pending’ like a flip had switched and I’d had to pull out of Tori before I flooded her guts. Thankfully, years of practice meant I knew how I could delay myself and calm down a bit.

And there was no fucking way I was popping before I got this gorgeous, courageous, funny woman to come.

“Oh, God, yes Shane,” she mumbled, relaxing her grip on my hair as my tongue and a couple of fingers dancing through her labia and wiggling in her depths teased her towards her orgasm. “Fuck, that’s good. Fuck.”

I hooked two fingers into her, pressing them both down against the front of her pussy to search for her G-spot and not feeling like I could find it - but I must have, because even though I didn’t feel anything by touch I certainly heard Tori suddenly hitch her breath and gasp. I tried to find that spot again, succeeding mildly but enough to drive her forward until her pussy was squelching with my finger movements. I focused on her clit with my tongue.

“Fuckfuckfuck,” she groaned, letting go of my hair as she leaned forward and pressed her face to the couch cushions. “Oh, fuck, Shane!”

She came just like the first time I’d eaten her out, tensing and shuddering, and one little trail of her juices leaked down my palm and arm as I continued to finger her. When she was done, and I’d slowed as she came down, she blindly reached back and pressed a hand to my chest, urging me away. I did, sitting back on my ankles, and she rolled onto her back, looking at me with a bleary, dreamy smile as she panted, her chest and stomach working as she caught her breath.

Then Tori surprised me by spreading her legs wide, grabbing herself at the knees to pull them back and exposing her beautiful, dark-lipped pussy to me in full. “Fuck me again,” she groaned. “Fuck me hard and deep, and then come all over my stomach, Shane.”

I stood up and pressed my cock into her, picking her up by her ass to get a slightly better angle as her shoulders pressed down into the couch, and I fucked her hard and deep just like she asked.