The Local Gang: A Date Intermission?!?!

Andromeda

Andromeda hovers in front of the Dungeons for Damsels “storefront” for the Dungeon Mermaid to arrive. Daphne should be back by now. The mermaid is soon seen gnawing on a whole squid as she walks past the storefront. She has a lanyard with shark stickers and a cheap plastic sheriff’s badge on it (and nothing else). Granted, the lanyard seems to be more clothes than what she normally wears, but the difference is noted.

“Daphne, may I have a moment of your time? I wish to gain a level.”

Chewing on a mouthful of squid, the mermaid replies, “Oh, uh, sure. Just a sec.” Then, the mermaid disappears in a mist. Andromeda uses Prestidigitation to erase the bits of Daphne’s dinner spittle on her. Okay. So Daphne has, at best, only a vague understanding of good table manners. Noted.

Entering the shop, she sees that it’s empty. She sighs and goes to ring the bell. Daphne pops up. “Level Two!!!!!!!”

Level Two grants her an additional SP, some extra health, a couple more Level one spell scroll to scribe onto her body (False Life and Find Familiar), and her subclass features. She got two things, both seeming relevant to the lesson she just got. She gains a reaction to deflect an incoming attack, which increases a single attack’s chances of missing, at the expense of stopping her ability to cast leveled spells until the end of her next turn. She also now uses her intelligence instead of her dexterity to control her place in the turn order, which is a weird way of phrasing it. Still, it means she doesn’t have to invest in dexterity to get her to attack quicker. Seeing that the first blow could drop her, she may need to be the one to deal it.

Daphne smiles, “Anything else? Perhaps Level 3?”

“Do you know what cosmic threat we are having to deal with at the end of the show? And how to kill it?”

“What? Yes. How? No. Will I just tell you? Not yet. Anyways, Gaia and Tessa are behind you.”

Daphne disappears into mist again. Andromeda, annoyed at the staff’s obstinance, turns around to see both of the older women in the harem. “Can I help you?”

Gaia asks, “Hey, you wanna learn some sexy stuff? You must have seen that I spent all my money for my date and the quest I got from Mona shafted me today.”

“We should compare notes first. Mona can give out Quests?”

Kevin

Winter gave Kevin some starting directions and Kevin followed them to the letter. The warm water bath with some relaxing aromatherapy Epsom salts was nice. His muscles appreciated it, too. The last couple of days have been physically stressful. The douche Winter had him use after was... different. Winter had a pre-prepared enema kit. He used the kit’s lube to prepare the nozzle and slowly inserted it; it’s the first time he had anything up his ass. He sloooooooowly presses down on the plunger and lukewarm saline fills his rectum. It felt strange to hold the fluid in. It felt strange to let it out once he waited long enough.

So, clean and loose, he climbs into bed. Winter is giving him bedroom eyes. Kevin assumes the position, back on the bed, hips elevated with some stiff pillows, wearing only the chastity belt-like cage. The milk reservoir is even unattached and left on one of the bed’s end table.

“Now, my sexy bull, pick your poison.”

Winter unfurls a towel, revealing a wide variety of sex toys. There are several material options: silicon, metal, glass, hard plastic. The sizes are staggering, from thin half-inch diameter toys to something bigger than Kevin’s new male fist. Kevin’s eyes bulge; he obviously can’t handle most of them right now, if ever. “Ah, something safe for a first timer?”

Winter does not grab the thinnest option, but a curved silicon toy about three inches long and about an inch in diameter. The base of the toy is several inches across. “Silicon has the most ‘give’ to it. You have to use water-based lubricant, but the silicon lubricants require douching when you’re done and you may not want to do that. Thin enough to not stretch you out too much until you start training to handle bigger toys. Just long enough to hit your prostate, where the good anal orgasms come from. Now, lube this baby up until you think you used five times too much.”

Kevin starts applying the slick lubricant to the toy. “You’ve done this a lot?”

“Most nights,” Winter replies, “I have a butt plug in right now. Wanna see?”

Why would I want to see that? “You remember that I am very, very gay, right?”

“You’ve reminded me of that repeatedly. That’s still not a real rejection, either,” the drow declares, completely deadpan. Winter adds, in a cheerier voice, “Next, time to lube yourself. One finger. Sweep around your anus liberally and as far inside you as you can reach.”

Kevin feels his finger fit inside him. He clenches on himself as he swirls his finger around. It’s an odd feeling. He was never brave enough to do something like this before and he is not sure if it is worth it.

“If you can get a second finger in, it’ll help once it’s time to get the toy in.”

The second finger makes him feel... fuller. He rotates his fingers inside him to help spread the lube and stretch himself out more. Again, the sensation is odd.

“Okay, pull those fingers out, get a little more lube on the toy and line it up. You want to slowly press the toy in with a twisting motion. It’s important to keep twisting, as you want to spread the lube all around inside you where the toy will go. When it’s time to get the toy all the way in, you want the loop to be pointed up.”

Kevin follows directions. Oooooh, wow. That feels different. Like his cock is tingling from the inside. Is this what girls feel?

“Now imagine moving the toy like you were beckoning the toy to come to you. Back and forth. Back and forth.”

He does the rocking motion. The tingling increases in waves. Again, it’s a different sensation. He feels almost like he needs to pee. The orgasm hits him suddenly. One minute, the tingling was there; the next, his balls seize up against him and he blows what feels like the longest, strangest orgasm he’s ever had. Kevin grunts. Winter is enraptured as Kevin’s cum spurts into the collection tube. When it’s over, Kevin exhales a breath he didn’t realize he was holding.

Kevin: +50 BP (Weekly Task Complete! Cum From Anal Stimulation While in Chastity)

“How was it?” Winter asks, as the maid moves to cuddle.

Kevin sits up and looks pointedly at the drow. Winter stops moving closer. “It was... an experience. Glad I did it, but not sure I’d want to again. Really glad the sissy transformation didn’t win now. Given how a sissy transformation path would go, to only be able to cum that way eventually...”

Kevin focuses on getting the toy out of him. He doesn’t see Winter’s response. Craig bursting into the room is distracting.

Craig: +10 BP (cage w/ Mona holding key)

Kevin: +5 BP (cage w/ self holding key)

Gaia

Andromeda and Teach are thinky types. So, they are strategizing on how to maximize XP. Gaia is busy sitting cross-legged on the Summer Room bed, comfortably naked, trying to make sure her temporary ox horns doesn’t get tangled in the bed canopy.

Gaia: +4 XP (Full frontal nudity, all at once [Andromeda])

“The problem with Gaia teaching me a particular sex act is that I would either be giving up a first time bonus with Mona for doing so or Gaia won’t get much BP from it,” Andromeda points out.

“But a sex act with Mona would maximize her chances of getting the weekly done,” Tessa counters.

Gaia is started to get frustrated, “Look, I just want to cum. I didn’t mind last night, as the kid needed some gentleness after Craig, but I’m more than a little horny. Can you two just pick something?”

“You think Mona will be okay if I try to eat her out on my date?” Andromeda asks, “I never tried that, but I assume the bonus for that would not be too bad to give up.”

Ooooh, it has been quite a while since I have gotten eaten out. My asshole ex never wanted to go down on me. Gaia spreads her legs and beckons the android to come. She scoots back to rest her back on the headboard. The girl pulls her clothes into her inventory. Tessa does too. Nice!

Andromeda: +4 XP (Full frontal nudity, all at once [Gaia])

Tessa: +4 XP (Full frontal nudity, all at once [Gaia])

“I’m a little embarrassed to admit it, but I’m a little pent up myself. Do you mind if I sit in bed beside you and watch?”

Gaia has no problems with it. She pats the bed beside her. Andromeda bites her lower lip, then nods. Tessa snuggles into Gaia a little, a leg raised so she can take care of herself as they work.

“Okay, Andromeda, first thing you need to know is that Mona at least likes playing at being dominant. I’m not sure if she actually is a domme or just thinks she is or just thinks she has to be as the Mistress, but she’s going to want you to at least act submissive. That makes sense?”

Andromeda nods.

“Good. Bit of a switch myself, as it were. So, I’m going to lightly domme you, pet. And that includes the pet name so just deal with it. Crawl over to me, pet. Now.”

Andromeda bristles and stops. She doesn’t like nicknames, I guess? “Just a sore spot I need to avoid or is there a story to it?”

Andromeda sighs and crawls in between Gaia’s legs. “Familiar with the myth of Perseus? My parents named me after the Ethiopian princess Perseus married. Between people assuming the name is my parents misappropriating Greek culture and others just wanting to shorten it, I got too much grief about it. So, I’m particular about my name. One of the reasons I agreed to be Mona’s prom date is that she was always respectful about calling me Andromeda.”

Andromeda: +2 XP (Present Naked Butt to Another Contestant [Gaia, Tessa])

“Oh. Sorry. Should have done a boundary talk first. By the way, the official harem safe word is ‘Abstinence.’”

Tessa snorts. Andromeda looks so confused between Gaia’s legs. Gaia decides to move on, “So, anything else we need to talk about before we begin? I won’t do the pet name thing.”

Andromeda shakes her head no.

“Good. Okay, Andromeda, now, as tempting as it may be to go straight for the clit or plunge your tongue as deeply as you can in me to start, it’s better to start slower. Work your way around my folds. Will you be a good girl and get started?”

And Andromeda is such a good girl. Her tongue feels interesting: warm and moist like one made of flesh, but textured like a high quality sex toy. Gaia can get behind this. The shifter purrs and pets the android’s hair. Tessa starts teasing the mouth of her own sea cave.

“Good girl. Keep going.”

The little bumps and grippy bits of Andromeda’s tongue tease Gaia so well. Gaia’s purr starts to turn into a deep, rumbling moo. Tessa starts to tease a blue pebbling nipple with her other hand, “Andromeda does look to be a good girl right now.”

“I know. Now, Andromeda, I want you to lap at my clit. I’m warmed-up enough for it. Look at me while you do it. Watch me while you work. Figure out how to make me squirm.”

Andromeda starts to tease Gaia’s little nub with the tip of her tongue. It’s shaped a little bit like a rabbit vibrator. Then, her tongue starts to pulse. Fuck! Andromeda smirks. She saw that reaction. Good. Andromeda’s tongue starts to vibrate, a steady hum against her clit. Gaia’s moos get louder and she’s not even embarrassed. Might as well enjoy them while I still got them.

“Moooooh, her tongue is not fair.”

Tessa is working herself harder. Lewd noises erupt from her sea cave. “Good to know.”

“Andromeda, I’m close. Why don’t you work on yourself a bit? We could cum together?”

Andromeda pulls back. Gaia’s moos turn to whimpers. The android curls her tongue inside Gaia’s cattle stall. She sees red as she falls apart.

Andromeda: Success – Eating Out Lesson

Andromeda: +1 XP (Eat Out Another Contestant [Gaia])

Gaia: +1 XP (Gave JOI to Another Contestant [Andromeda])

Gaia: Daily tasks complete! Teach a Sex Skill and Both Cums +20 BP

Tessa: +4 XP (Masturbate for Another Contestant [Andromeda, Gaia])

Craig

“The fuck you doing, fag?”

Craig entered the room right as curfew started. He sees the fag on the bed, his ass in the air with something sticking out of it, and the twig maid drooling over the result. A collection of sex toys lined up on the bed. This is what I get for not coming up here immediately after dinner, despite me knowing I needed to claim the bed.

The fag answers, after getting over some embarrassment, “Getting the weekly lewd bounty. You want to try? I’m sure Winter will be able to teach you.”

The look of disgust Craig gave them could not be underestimated. The twig maid’s look is conflicted, as if the twig would enjoy it despite how Winter feels about him. He growls, “I want those sheets fucking changed, twig. I’m getting the bed tonight; you want to share it with me, you go chick. Understand, fag?”

“You know what? Fine. I’m going to hit the shower. Don’t wait up.” Kevin carefully pulls out the thing in his ass and hands it over to the twig. The fuck? That thing looks huge! Or huge for something you shove up your ass.

The twig pockets the dirty toy into the maid’s inventory, then wraps up the other toys in a towel to pocket them, then starts to pull the sheets.

“You going to do something disgusting with that thing that was up the fag’s ass?”

“No, Craig, it needs cleaning. I don’t want to have to clean everything I brought. I’ll be back with fresh sheets shortly. Maybe try to stop being an asshole.”