Week 1: Mallory's Date, Part 4

On their way back to the main building, Aífe and Mallory happened to run into Diona and Natalie as the other pair also headed for the door connecting the garden to the lobby.

“Oh.” Aífe stopped, surprised, when the two pairs spotted each other. “Um… hi. What brings you two out here?” She had to fight the urge to cover herself, especially since these two were some of the members of her harem she’d interacted with the least, so far.

“Oh, um… not much, I guess.” Natalie answered after a half second, not knowing where to look. “Diona was helpin’ me scout out some more options for our date later this week, then we took a stroll around the garden while she told me about all of the different plants here. As for you… I’m assumin’ there’s a story here? I mean, I don’t think I would peg you two as the type to go struttin’ around in nothin’ but your bathin’ suits.” The fact that her expression grew more confused every time her eyes glanced at Mallory’s legs suggested that she was definitely not aware of the girl’s decision to wear the pantyhose while swimming, instead of just taking them off with her other clothes. Diona’s expression, on the other hand, was of approval, wolf whistling in appreciation of the unexpected show she now had a front row seat to.

“We were sort of the victims of a prank.” Mallory meekly responded. She’d hoped that nobody but Aífe would see her like this. The only reason she could think of as to why she wasn’t having a full freak out right now was that these two were the ones she was worried the least about in regard to someone getting the right wrong idea. “Our friends at the lake decided that our clothes needed to be cleaned, so we’re stuck like this until we get back to Aífe’s suite, which we were just headed to.”

“Well, in that case, I suppose we should stop holdin’ you two up.” Natalie walked over and gave Mallory a brief hug. “Just keep your cool, Mal. You’ve got this.” She whispered in Mallory’s ear.

“Yep, have fun, you guys!” Diona bounced over and joined in giving Mallory a motivational hug. Since she was too short to whisper in Mallory’s ear, she tilted her head up to mouth a few words of encouragement. Mallory thought she could make out the phrase “Rock her fucking world.” The two of them left Aífe and Mallory with a wave from both and a wink from Diona.

“I think we should probably get to the elevator before someone else catches us like this.” Aífe pointed towards the French doors leading inside once Natalie and Diona had left.

“That sounds like a good idea.” Mallory agreed. Luckily for them, the last dash through the lobby went without incident, and they made their way up to the Lily Suite.

When they arrived in Aífe’s suite, Mallory needed a moment to take it all in. Each of the contestants’ suites were luxurious in their own ways—magical effects notwithstanding, but nothing like this.

“Are you sure this is a suite and not a luxury apartment?” Mallory commented as she examined the furniture. “Seriously, I wonder how much a night in this room would normally cost.”

“Yeah, I get what you mean.” Aífe replied, scratching her head. “I’m glad I’ve had someone up here with me most nights—I don’t know how I’d spend my evenings otherwise. It can be kind of nerve-wracking—staying somewhere that’s way fancier than what you’re used to.”

“It makes sense.” Mallory mused. “Your supposed to be the ‘Mistress’ of this harem thing, so of course they’d put you in the nicest room available.”

“Makes me wonder what kind of suites they give the Masters and Mistresses on other seasons.” Aífe glanced at the television. “Sera said we could watch some of the other seasons. Any ideas on how, though?”

“I think I’d rather not.” Mallory sheepishly requested. “I don’t know about you, but that might be a bit much for our first date, especially since Sera made it sound like our season is one of the lighter ones. Could we maybe stick to romcoms for tonight?”

“Yeah, don’t get me wrong, I was just asking for the sake of curiosity.” Aífe backpedaled. “I wasn’t going to force you to watch any of them. I’m totally down for a romcom once we’ve eaten dinner.”

“Sure. Why don’t I go get it?” Mallory began walking to the kitchen.

“Wait.” Aífe interrupted her. “Aren’t we going to get changed? And shouldn’t we maybe go ahead and shower?”

“Do we really need to?” Mallory cocked her head, confused. “It’s not like anyone else is up here eating with us. The lake we were swimming in was perfectly clean, and we didn’t really work up a sweat on the walk back. I figured we’d just shower in the morning.”

“Uh… ok.” Aífe was genuinely at a loss for how to deal with Mallory. She’d thought that her former coworker would be one of the members of her harem that would be easiest to manage, but almost every pitch so far this game had been a curveball. She took a seat at the table, letting out a small yelp when her bare thighs came in contact with the cold chair.

“Oops.” Mallory said, apologetically, as she was walking back with the food. “I didn’t think of the fact that you didn’t have anything covering your legs. Sorry about that. Do you need to go ahead and go change?”

“No, it’s fine.” Aífe sighed. “I’m already sitting down; I’ll get used to it in a minute. So, what’s on the menu?”

“Well, since our lunch was pretty light, I figured we’d have something more filling for dinner.” Mallory set the plates down, revealing steaks and roasted vegetables. “It’s been a while since I’ve had a good steak. I’m not very good in the kitchen.”

“Hey, no complaints here. You had me at ‘steak.’” Aífe excitedly grabbed her knife and fork, greatly looking forward to tearing into the meal in front of her. She cut it to reveal a perfect, medium-rare center. As she bit into it, the flavorful juices filled her mouth, and she let out a satisfied moan. “Wow, that’s good! Hey, do you think Ember will fix us wagyu if we ask for it?”

“Who knows? Maybe.” Mallory chuckled as she cut into her own steak. The conversation died down as they focused on their food. One of the few downsides of Ember’s cooking was that those eating it were less prone to engage in mealtime conversation. Once they’d finished eating dinner (and split a decadent piece of chocolate cake for dessert), they moved to the couch to cuddle and watch a movie. Since neither had much of a preference for which one they watched, they simply selected the first decent-looking romcom that came up.

“Hey, while I’m thinking about it…” It was about a third of the way through the movie and neither were paying it much attention, so Aífe didn’t feel bad about interrupting. “What are we? Like, what do you want our relationship to be? Erica and Aoba are my girlfriends now, and Cecilia… I honestly don’t know how I’d categorize Cecilia, but what about you?”

“Hmm… I don’t know.” Mallory would’ve shrugged if not for the fact that one of her shoulders had Aífe’s arm wrapped around it, the two of them having settled into a comfortable position on the couch. “I do like you, and I am really attracted to you, but I’m just not sure. This whole thing has been super overwhelming.” What Mallory didn’t say, however, was that she was still trying to decide whether it was overwhelming in a positive way or a negative one.

“Hey, I get that.” Aífe reassured her. “I’m not trying to push you into anything, just trying to get a feel for where everyone’s heads are at. So, you want to just keep things casual for now?” Seeing Mallory nod in response, Aífe added, “And I’m totally cool if you decide to ask out somebody else here, like Natalie.”

“What?”

“Well, it wouldn’t be right for me to expect all of you to be okay with me dating multiple women while refusing to let you do the same.” Aífe elaborated.

“No, I mean, what’s this about me asking out Natalie?” Mallory asked, flustered.

“Huh? It just seemed like you two have been getting pretty close over the last few days—closer than any of the other pairs rooming together. I just figured, since you’re both into women, maybe there was something going on there. I do think you two would make for a really cute couple.”

“What? No, she’s just being nice because she’s a nice person. Besides, I’m sure a model could do way better than me.” Mallory rambled.

“Weren’t you the one who chided me earlier about being mean to myself?” Aífe playfully poked at Mallory’s cheek. “Natalie’s a lesbian rooming with a sexy girl who’s magically cursed to wear sexy clothes. I would be interested if I were in her shoes. Maybe just wait until after my date with her to ask her out—I could always put in a good word for you, if you wanted.”

Mallory was unable to offer any response, instead blushing as her thoughts became chaotic—torn between contemplating any feelings she might have for Natalie and focusing on the girl she was currently pressed against—the one who just said she was sexy. She suddenly became much more aware of the arm draped around her and the soft cushion of one of Aífe’s breasts against her back.

While Mallory and Aífe were having their movie date, Elise was relaxing in her room with a book—one of the many she’d read over the past few days there. In truth, she had no idea what she should be doing with all of this sudden free time, so she defaulted to reading. Sure, there was a part of her that recognized that it would be a good idea to explore more and figure out what all was available to her there, but that part was unable to overcome the creature of habit that had currently made its home in the Lily Garden’s library.

Elise’s attention was momentarily torn from the book she was reading by the sound of the bathroom door opening and Diona walking back in, naked and still dripping somewhat from the shower she’d just taken. Elise blushed and looked away—while she’d fortunately hadn’t had much trouble ignoring the usual air of lewdness that hung around her roommate, since Diona was only a few years older than Elise’s daughter—a fact that helped quash any inappropriate thoughts she might have had involving the horny gremlin, otherwise—she still had to deal with her newfound attraction to women, and one doesn’t simply ignore the wet, naked body of a well-endowed woman.

“I thought we talked about this!” Elise set down her book as she scrambled to grab a towel. “You were supposed to start bringing your change of clothes with you when you shower!” She handed the towel to Diona, who began to finish patting herself dry. “And you didn’t even finish drying yourself!”

“Chill, Teach.” Diona slung the towel over her shoulder and walked over to her dresser and wardrobe. “Dropped the towel I was using on the floor. I came in here to get a fresh one and finish drying.” She bent over to get some clothes from one of the lower drawers, giving Elise a prefect view of her pussy. Elise frantically looked away, her face rapidly reddening. She pulled up the thong she’d grabbed from the drawer, until it was nestled in place. She walked back over to the bed and sat down, yawning.

“Okay, but what about how you’ve been dressing?” Elise changed the subject as she grabbed the towel and finished drying Diona’s hair—the long locks currently dripping water onto the sheets. “You’ve been wearing less and less each night! What you wore to bed the first night we were here was perfectly fine, so why can’t you wear something like that again?”

“Because it’s too warm.” Diona complained. “I can’t help that I run hot when I sleep. Hell, I usually sleep naked at home—cut me some slack! Can we please just compromise on this?”

“Well… I suppose if it’s a genuine issue of comfort, I can let it go, somewhat.” Elise furrowed her brow. “If you just please cover your breasts and privates.”

“Ugh, fine.” Diona got back up and walked over to put on a crop top from her wardrobe. It was short enough that you could see flashes of underboob with the slightest bit of movement, but it covered her nipples, at least. “Y’know, aren’t there more important things for you to be focused on than what I’m wearing?”

“Such as?” Elise returned to her chair, wanting to read another few chapters of her book before bedtime.

“Such as what you’re gonna do on your date with Aífe. You do realize that’s tomorrow, right?”

“I’ll have you know that I already know exactly what we’ll be doing tomorrow.” Elise said as she returned her gaze to her book.

“Let me guess—you’re taking her to the library and reading all day.” Diona rolled her eyes.

“No!” Elise answered defensively. “We won’t be spending all day in the library!”

“Are you at least going to wear something sexy?” Diona prodded. “I mean, come on, Teach—you’re supposed to be seducing her.”

“Don’t be silly, I’m nearly a decade older than her.” Elise said as she flipped a page. “I’m sure she won’t want to go any further than a kiss. As for the rest of my points, I can just get those in the competitions. While I don’t know how well I’ll do in the more physical ones, I’m confident that I can keep up on the mental competitions.”

“Sure, keep telling yourself that.” Diona stretched and laid down on the bed. Damn, Aífe. I really hope you make a move on her tomorrow. Diona thought to herself. Because Teach is not going to last with that attitude.

The romcom that they’d picked at random was coming to an end, but Mallory didn’t notice, having hardly paid attention to the movie at all. She’d been too preoccupied with the barrage of thoughts questioning what she’d do once they headed to bed. How far should we go? Is it too soon to try and go all the way? Should I wear anything? Will she freak out if I come on too strong? God, I want her to sit on my face. Such thoughts were interspersed with occasional glances towards Aífe. If the redhead sitting next to her was experiencing a similar internal crisis, she certainly wasn’t showing it. As the credits rolled, Aífe turned to look at Mallory.

“It’s getting pretty late. Do you want to head back to my room for the night?” Aífe asked, and Mallory screamed internally, unable to figure out exactly what Aífe had meant.

“Um, sure.” Mallory softly replied. Are we just going to bed, or are we going to bed?! Dammit, does she want to fuck or not?!

“Alright, then.” Aífe smiled. “I’ll change while you brush your teeth.”

While Aífe was changing in her room, Mallory was still waffling back and forth between her horny thoughts and her nervous thoughts, moving on autopilot as she brushed her teeth. Once they’d swapped, Mallory being too lost in thought to pay attention to how Aífe was dressed, she finally came to the point where a decision had to be made.

Aífe found herself worrying about Mallory as she brushed her teeth, having noticed how lost in thought Mallory was when they were getting ready for bed. Aífe had thought the date had gone pretty well, overall, so she wasn’t sure what Mallory could be so anxious about. When she went back to her room, she was surprised to find that Mallory was still changing, and even more surprised a moment later when Mallory walked out completely naked.

“Mal, what are you—” Aífe wasn’t sure where that question was even headed, so she decided to try and break the tension with a joke. “Does ‘keeping things casual’ also apply to the dress code?”

“Well… I do want to keep our relationship casual.” Mallory still looked unsure. “But that doesn't mean I don’t want to avoid doing anything intimate. Besides, don’t tell me I’m the only one still a bit frustrated from getting interrupted earlier.”

“Okay, so what did you have in mind?” Aífe wasn’t sure how to proceed, she’d been caught up in the moment earlier that day, but this situation felt different.

“The thing is—I don’t actually have any experience being with another woman.” Mallory sheepishly admitted. “I told you I’m bi, and that is true, it’s just that I’ve never asked anyone out before and I’ve only been asked out by guys.” She fidgeted as she explained. “So, what I’m saying is that I don’t know that I’ll be any good, and I think your first time should be with someone who knows what they’re doing, like Erica or Diona.”

“I think you’re probably selling yourself short, but I’m not going to push you on this.” Aífe shook her head. “So no sex tonight, but what did you want to do instead?”

“I was wondering—have you masturbated in your new body, yet?” Seeing Aífe shake her head, Mallory continued. “Then I was thinking that maybe we could… masturbate together? I could show you how I get myself off, and you could try it.”

“Okay.” Aífe gulped before removing her clothes. They both sat on the bed, facing each other.

“You see, for women, we usually have to work up to it.” Mallory moved her hands to her chest. “I like to start up here, softly and slowly.” She began to lightly massage her own breasts. Aífe copied her, beginning to feel a gentle pleasure as she worked. “Once my nipples start to feel stiff, I like to trace small circles around them.” Mallory continued, Aífe following along. “Then, once they’re hard, I lightly run my fingers over them while I play with my breasts.” Aífe let out a small gasp when she followed Mallory’s instructions, experiencing a jolt of pleasure from her nipples. “Feels good, doesn’t it?”

They continued this for several minutes, their breathing slowly getting heavier and an occasional moan slipping out.

“You should be ready now.” Mallory reached down to her lower lips and ran a finger along them, holding it up to show how wet she’d gotten. “See how wet I am? Can you show me yours?” At Mallory’s urging, Aífe did the same with her fingers, shivering from the sensation. She held them up to show they were clearly quite damp. “That’s good. Let’s go ahead and lay down for the next part.” They both laid down, still facing each other.

“I like to use one hand to keep playing with my breasts while I use the other to start taking care of myself down there. Start with light caresses on your inner thigh, steadily getting closer to your pussy.” Mallory’s voice guided Aífe’s hand down to between her legs, goosebumps forming as she lightly ran her fingers across the soft skin of her thighs. “Good. Now we move to the lips, alternating between tracing the outside and running our finger just along the inside. Once you’re used to this sensation, you can start touching your clit. Be gentle, though. It can hurt if you go too hard on it.”

This continued for another couple of minutes, slowly building up tempo.

“Once you’re ready, start pumping your fingers in and out—hah—If you rest your palm on top of your clit, you can keep pleasuring it!” Mallory now had to breathe out her instructions between moans and pants. Aífe was in a similar state, all of the new sensations hitting her brain like a truck. It had taken all her willpower to keep following the directions, instead of getting distracted by it, but the waves of pleasure she was feeling now were more than worth it. They both pumped their fingers faster and faster. “Just—keep going, until—OH GOD!!” Mallory cried out as she came.

Mallory looked over at Aífe through lidded eyes, the redhead having stopped from the distraction of Mallory’s orgasmic outburst. Both of their faces were flushed, and they were sweating a fair bit.

“Sorry.” Mallory panted. “I’ve always had a bit of a hair trigger. Keep going—I can help.” At Mallory’s urging, Aífe returned her attention to her breasts and pussy, her eyes opening in surprise when she felt Mallory’s lips on one of her nipples. With the added pleasure of Mallory licking and sucking, Aífe’s tempo increased, and it only took another minute or so for her to build up to where she had been. Mallory’s hand pushed Aífe’s away from her other breast, taking over for her. With her other hand free, she focused both hands on her pussy. She felt a pressure building, as if every muscle in her body was contracting, until it reached a peak. A moment later, her fingers brushed one last time against her clit, and it all released.

“CUMMING!!” Aífe cried out as the pleasure swept through her—it was like electricity coursing through every part of her as she panted, arms laying at her side. They both laid there, tired and happy. Eventually, they kissed one last time before closing their eyes and drifting off in a haze of euphoria.

Mallory fondled the Mistress’ chest! +2 VP
First time bonus! +2 VP
Mallory sucked on the Mistress’ nipples! +2 VP
First time bonus! +2 VP
Mutual masturbation! +5 VP
First time bonus! +5 VP
Mallory came! +1 VP
The Mistress came! +1 VP
Aífe’s first orgasm! +1 VP
Current score: 55 VP