Dm and the Dirty 20s
Copyright© 2025 by BreaktheBar
Chapter 18
Fantasy Sex Story: Chapter 18 - Shane has been playing 'The Game' for over two decades with his old college friends - D&D, but with sex. Now he's being asked to run 'a normal campaign' for some college coeds. It couldn't possibly happen again, right?
Caution: This Fantasy Sex Story contains strong sexual content, including Ma/Fa Fa/Fa Mult Consensual Romantic Lesbian Heterosexual Fiction High Fantasy Magic Were animal Sharing Light Bond Rough Spanking Group Sex Harem Polygamy/Polyamory Swinging Interracial White Male White Female Indian Female Anal Sex Analingus Cream Pie Exhibitionism Facial Masturbation Oral Sex Petting Sex Toys Squirting Tit-Fucking Voyeurism Big Breasts Slow Violence
What the girls came up with was fairly simple - they were going to pose as mercenaries. They already looked a little ragtag, so with the addition of some liberally applied dirt and dust to their clothes they could pass for even more road-weary than they were. Renee, as the least mercenary-looking of the group, would be the magical leader while Olivia, Jade and Fergus were her bodyguards. They considered putting on the tin howling wolf amulets that they’d taken from the dead bandits on the King’s Way but decided it would be bad if someone from that group saw them and knew they weren’t part of the gang.
Olivia also thankfully remembered to hide away her Sheriff’s Shield pin.
Once they were ready to go, Rhia had Elyse, Tori and I stand up to the side of the table and hold hands. She cleared her throat and smirked at us, then put on a serious ‘Olivia face.’
“We’re risking our lives here,” Olivia said. “If they find out we’re not who we say we are, horrible things could happen not only to us, but to the village, and to the realm. That’s an army down there. An army of thieves, murderers and cowards. We need to find out who their leader is, and what they want. If we can find the bastards who attacked Tremulous Crook and pulled down Pretty, we might need to try and just remember their names or faces. The first priority is finding out what’s going on and getting out of there alive. Agreed?”
“Agreed,” Renee said.
“Hell yeah,” Jade nodded.
“Yarp,” Fergus agreed.
“Good. Then there’s just one thing I want to do,” Olivia said. Then she turned to Renee and put a hand on her chest over her heart. “I bless you in the name of Revelry, who protects those that party with good intent.” Renee, after a moment, put a hand on Olivia’s chest over her chainmail as well and they shared a meaningful look. Then Olivia pulled her in and kissed her forehead, and then her lips firmly for a good three seconds.
When Elyse pulled away from Rhia she was blushing just a little and licked her lower lip.
Olivia turned to Jade, who stepped a little closer and mimicked Olivia’s motions as they felt each other’s hearts. “I bless you in the name of Revelry,” Olivia intoned. “Who strikes down those who commit the most heinous party fouls.”
Jade grinned, and leaned forward a little for Olivia to kiss her forehead, then tilted her chin up to accept the firm kiss.
Lastly, Olivia turned to Fergus, who mimicked the ritual motion as well. “Fergus,” Olivia said with a soft smile. “I bless you in the name of Revelry, who sees the work of party hosts and rewards them.” She pulled Fergus down to kiss his forehead again, and then his lips.
I was a little surprised when I felt Olivia’s tongue tease my lips for a split second. It wasn’t even long enough for me to decide whether to deepen the kiss or not. The fact that her words had also felt more for me than they had for Fergus was also hovering in my mind.
When we separated, we all stood there for a moment before Elyse chuckled. “Now I get why there was a Satanic Panic way back when,” she said. “Roleplaying rituals is fun!”
“Acting certain things out definitely heightens the gameplay, as long as you’re with the right group,” I said, heading back to my chair. “But I think this is probably a good place to end the session.”
“Wait, no,” Rhia said. “Things were just about to get tense!”
“Yeah,” Tori said. “You can’t cockblock us like that.”
“Ladies,” I chuckled. “We’ve been playing for over four hours. It’s dinner time.”
“Well, what if we order pizza?” Elyse suggested. “Could we keep playing then? I don’t have anything else going on tonight.”
“Me either,” Rhia said and turned to me. “Please, Shane? Can we keep going?”
“We promise to order the toppings you like,” Tori added.
I was suddenly faced with three gorgeous college coeds each giving me the sad puppy dog eyes routine. Rhia was definitely the best at it, but Tori wasn’t far off and Elyse wasn’t a slouch. I sighed and checked my watch again, then pulled out my phone. Only three emails were waiting for me.
“Alright,” I said. “You ladies order pizza, good pizza, and we can keep going.”
“Yay!” all three of them cheered, and then I was getting hugs from each of them in turn. The pizza was quickly ordered from one of the local mom-and-pop shops in town that we knew was quality, and then I acquiesced to them each having another beer with their meals. I went to the kitchen while they chatted and put together a small veggie platter to go along with pizza. As I was coming back from the kitchen I hesitated in the hall when I heard what the girls were talking about.
“Have you ever kissed him before, though?” Elyse was asking quietly.
“Not before today,” Rhia whispered back. “I dunno, it’s not a big deal, right? It’s like doing it on stage or in rehearsal. It’s playing the role.”
“Well, I gotta find a way for my role to kiss an NPC now,” Tori joked quietly, making the other two chuckle quietly.
“I dunno, that was a pretty good kiss, Rhia,” Elyse said. “Maybe I need to find a reason for us to make out.”
More giggles, and I decided that things were headed in a good direction for Rhia’s plan, so I went in and interrupted before things turned too jokey between them. The girls all gravitated to the munchies immediately - they were supposed to be bringing the snacks themselves, but so far that hadn’t happened. I’d probably need to remind them before next week.
We settled back around the table and I described their approach to the camp. It was a ramshackle collection of tents and lean-tos built around what looked like the ruins of an ancient fort. Only two of the actual structures remained and were covered in moss and ivy, while most of the stone had either collapsed over time or been carted off to build something else, somewhere else, in a time long ago. The smaller, temporary structures seemed to be clustered together in groups, hinting that there may be divisions between the various people who had gathered, and as they approached they saw a variety of different species represented. A trio of dark-skinned dwarfs, bare of face and sporting large black mohawks, eyed them warily as they passed by. Then they were hissed at by Lizardfolk with lean muscles and a bright blue and orange colouration to their scales.
I had the girls roll a group Performance check to see how well they pretended to bandits; Elyse and Tori rolled well, while Rhia’s roll was on the low end of medium - that felt like it fit, considering Olivia was a member of a Knightly Order so she would probably be the least likely person to be seen with this sort of group. Thankfully for them, it was more successes than failures.
Once they were deep into the camp, realising there were probably double, if not triple, the original guess of how many people were among the tents and buildings, I had them roll perception checks. Renee rolled the lowest, so I gave her the information that the larger groups seemed to be camped closer to the centre and the two ancient stone structures covered in ivy. Jade was next, with a good bonus but slightly lower roll on the die, and her keen eyes noticed several of the ruffians near the smaller of the two stone structures were wearing medallions around their neck proudly. They were the same colour tin as the ones they had looted, but she would need to get closer to double check they were actually the same stamp as well.
Lastly, with a natural nineteen on the die, Olivia spotted a much more specific issue. A man, dressed in rough leather and smudged with dirt, was looking at them like he’d seen a ghost. And he had a large crossbow slung across his back and had a tin medallion hanging out of his shirt.
“Fuck,” Olivia grunted.
“Get him,” Jade said, low and threatening. “Before he can warn anyone else.”
“I’ve got this,” Renee said confidently. Shooting the other two ladies a look, she strode forward as if she were going to pass right by the man as she headed towards the larger of the stone buildings, but at the last minute she veered to the side and the purple sigils on her scalp flared slightly as she cast a spell.
“Alright,” I said. “What are you casting?”
“Charm Person,” Elyse said with a grin. “I wasn’t sure what I’d need it for, but I figured being able to turn someone into a temporary friend had to be useful at some point.”
“Nice,” I chuckled. Charm Person, and Charm Monster, had been used a lot over the years in The Game for both innocent and dirty purposes. Not to mention the Hold spells. “And it’s always a good pick. You just need to remember that when the spell wears off the person will know that they’ve been magically charmed.”
“I don’t think that’s going to be a problem this time,” Tori said with a smirk.
“And remember that the person you cast it on gets to try and resist it,” I said. “What’s the Spell Save DC at the top of your character sheet, Elyse?”
It wasn’t high, since they were 2nd level, but the bandit didn’t exactly have a good Wisdom save either. I rolled behind my DM screen, dragging it out just a little to tease the ladies. “You cast your spell,” I said. “Since you got so close to him your magic words and hand motion don’t draw any extra attention to you, thankfully.”
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