Good Boy

Dan Whitaker was at a bit of a loss. There he was, sitting at the small dining table in his recently overhauled hotel suite, watching his impromptu roommate whirl around the kitchen while humming a tune. The aroma of sizzling bacon filled the air as Kaylee Malone, his former strict and professional professor, expertly flipped pancakes on the stove. Meanwhile, Dan rubbed his eyes in disbelief at the whirlwind of events that had led to this.

"Um, Kaylee," Dan began tentatively, "I don't mean to sound ungrateful, but why are you making us breakfast?"

At the man's side was Natalia, who was also watching on with piqued interest. After the events of last night unfolded, the two had returned to bed after trying to grill the petite host on the circumstances of Kaylee’s appearance. Vanessa only gave a vague response before showing Kaylee her supposed new room and vanished for the night. So, instead of getting his answer, Dan was left confused as he struggled to find sleep after his former professor kissed him on the lips. And now, that very same woman was cooking him breakfast unprompted.

The dark blonde woman stopped humming as she turned to her spectators and posed a dire question. “How would you prefer your eggs cooked?”

“Over easy for me,” Natalia responded quickly, leaving Dan a degree further confused on why she accepted the situation so easily.

Kaylee nodded and looked expectantly toward Dan, awaiting his response. He sighed. “I-uh, scrambled. Thank you.”

“Mhmm.” The morning’s chef hummed and returned to the countertop to prepare the eggs. The three returned to silence as Kaylee finished her breakfast preparations and began plating the delicious-smelling food and depositing their meals in front of them. Natalia quirked an eyebrow as she noticed Kaylee’s face linger a bit close to the oblivious Dan’s when she placed his food in front of him, though she chose not to make a note of it.

Dan graciously took his plate and began salivating at the unexpected meal of bacon and eggs with two sizable fluffy pancakes to complete it. “Thank you very much, Kaylee. I just still don’t quite understand what brought this on, though.”

The veteran in question slumped into her seat at the table and sighed. “Let’s just say this is the consequence of my own actions. I would’ve done more, but frankly, the fridge and pantry are rather lacking… Now, please eat before it gets cold.”

Letting it go for the moment, Dan relented and started picking away his breakfast. The three continued like this for a while until Natalia reached for the cup of coffee Kaylee had prepared for all of them. With one sip, Natalia’s face warped into one of pure disgust.

“What is this?” Natalia asked, placing her coffee on the table to distance herself from it.

“Black coffee?” Kaylee shrugged. “I just found some coffee powder in the pantry. I figured you’d want some.”

“C-coffee powder!?” The redheaded secretary spat out. “Oh dear, calling this coffee is like comparing a gourmet meal to fast food. The quality and flavor complexity of freshly ground beans are unparalleled. Dan, don’t drink this swill. I’ll bring you some real coffee.”

Without another word, Dan’s secretary bolted from the suite, uncaring of still wearing her evening wear.

Kaylee watched on, took another sip of her coffee, and shrugged. “If she thinks this is bad, I’m sure she’d love to hear all about the stuff we had to deal with on the campaign.”

Dan snorted at the thought. The two then returned to their silent breakfast, but the situation still ate at Dan. Not wanting to let it go, Dan continued pushing for answers. While eating his bacon, of course. “Seriously, Kaylee. It’s been days since we’ve seen each other, and the next thing we know, Vanessa is remodeling the joint and dropping you off like you got caught with your hand in a cookie jar. What happened?”

Kaylee breathed out slowly and placed down her silverware. “I tried to escape.”

“Escape?” Dan blinked. “What does that mean? Like, leave the island?”

“Yes.” The woman nodded but had a forlorn expression Dan couldn’t quite place. “And I was a fool for thinking I could. There’s no escaping from these people; we can only accept our fate according to their whims.”

Dan didn’t know what to say. What could he say? While he had been having fun and goofing around with his friends and lovers, Kaylee had been desperately trying to escape. He couldn’t blame her either. This whole situation was fucked up, and he wasn’t even one of the ones who had his entire being changed by becoming a girl.

He leveled his gaze with his companion. “I’m sorry… You’re only here because of me.”

“Don’t say things like that,” Kaylee quickly rejected. “You’re just as much of a victim as the rest of us. Besides, all things considered, I got off light, even if I feel like I lost a part of who I am.”

“What’d they punish you with?” Dan wondered aloud.

“I’d rather not say… but you already got a taste of it last night… Honey.” Kaylee huffed into her coffee.

“Honey? The kiss?” The master asked quizically. “I’m lost.”

Instead of answering, Kaylee rolled her eyes and continued with her breakfast. Not long later, Natalia burst through the suite with several cups of coffee in hand. The woman seemed to glow with smugness as Dan happily drank the home-brewed drink, though she was less than impressed by Kaylee’s nonchalant attitude.

As Natalia happily skipped away, leaving the two new roommates alone, Dan turned his attention back to Kaylee, who was busy cleaning the breakfast dishes. The man couldn’t help but admire the shapely backside of the woman in front of him. How he would love just to grab her by the waist then and there. But his senses returned when he remembered what she was doing for him. Quickly standing up and walking over to her at the sink, Dan began to help clean the various cookware Kaylee had been using.

Kaylee looked at him with an eyebrow raised. “I can handle this, Honey. Why don’t you go back and enjoy your coffee? I’m sure Natalia wouldn't like to hear about you letting it go cold.”

Dan gave her a smile, “In my house, we have a rule for this. If someone cooks for you, you better clean for them.”

The matron wanted to hate how that smile made her weak in the knees. It took tremendous effort to prevent herself from leaning in and giving her honey a peck on the cheek. “How considerate. I’ll wash if you rinse and dry.”

“Deal.” Dan complied, and the two got to work. A short while later, the two wrapped up, though Dan noticed Kaylee putting together a handwritten list of something. Remembering she mentioned the lack of groceries earlier, he put two and two together.

"Hey, Kaylee," Dan began tentatively, "do you mind if I tag along when you go grocery shopping? I mean, if you're going anyway."

Kaylee glanced up from her list, eyebrows raised in surprise. "Oh, you don't have to bother with that. I can handle it on my own."

Dan hesitated, then spoke up again. "I know, but... I haven't seen much of you lately. Thought it might be nice to spend some time together, you know?"

Kaylee's expression softened momentarily before quickly masking it with a slight frown. "I appreciate the offer, Honey, but I'm used to doing things by myself. Don’t worry about it."

Dan nodded, understanding her ****. "I get it. But, you know, sometimes it's nice to have a little company, even for something as mundane as grocery shopping."

There was a pause as Kaylee considered his words, her gaze drifting up and down the man in front of her. Finally, she sighed and relented. "Alright, fine. You can come along. There are worse things than being escorted by a young man such as yourself."

Dan's face glowed as he eagerly nodded. "I suppose so. Besides, I could use a workout after all that breakfast you just made."

Kaylee rolled her eyes, but Dan could detect a hint of amusement in her expression.

***********

Walking down the bustling street, Dan and Kaylee made their way toward a grocery store they had found nearby on his phone. Dan couldn’t help but love the island's crisp morning air atmosphere, as if it was in an eternal summer all year round. Though that actually may be true, the weather hadn’t changed once from its sunny disposition since their arrival.

“You know, if we’re going to be **** to be on a game show against our wills, at least we get to stay on a tropical island like this.” Dan tried to joke to fill the air.

Kaylee wanted to argue, but a recent memory of a certain snowwoman changed her tune. “I suppose we are lucky, to an extent.”

The two continued like this, enjoying the serene atmosphere, until something caught Kaylee’s eye that made her stop in her tracks.

‘What is she looking at?’ Turning to see what would have caused such a reaction, Dan saw what appeared to be a family in a distant park playing with a dog, a labrador, perhaps? “Something catch your eye?”

Shaking from her daze, Kaylee tried to compose herself. “No, nothing. I just… remembered something.”

Seeing her keep glancing at the dog, Dan had to know. “Kaylee, what’s up? Talk to me.”

Looking up and into Dan’s earnest eyes, Kaylee relented. “I was just… thinking about my dog. I hope he’s alright.”

Dan felt like he was just punched in the gut. He hadn’t even thought about that. “Oh my God! I don’t have a pet, so I didn’t even think of asking about that. It’s been days now!”

Kaylee watched as her companion freaked out over the revelation. “When we arrived here, Vanessa told me he’d be fine. That he’d be sent to my daughter while I was “occupied,” as she put it. But knowing that daughter of mine, I can’t help but worry about him.”

Understanding that it was Jess, his ex-girlfriend, she was talking about made him understand her worry. “Yeah, she’s not exactly…”

“The most responsible person in the world,” Kaylee finished for him with a chuckle. “There's no need to sugarcoat it, Honey. I know exactly who my daughter is. Now, come along. I'd rather not be caught staring at strangers from afar.”

Dan complied but felt conflicted. He wondered, ‘Is there something I could do about this?’

Much to Kaylee's surprise, the rest of the trip to and from the grocery store was uneventful. After dealing with the over-sexualized camping store, she was sure something would be amiss with the seemingly ordinary store. But nope, all was to be expected, and the duo picked up plenty of food items and ingredients. Things that Dan was currently struggling to carry.

Amusement danced in Kaylee’s eyes as she watched him nearly drop everything once they returned to the hotel elevator on their way up to their suite. “You were the one who wanted to be my strapping young gentleman, weren’t you? Regretting it now?”

Dan looked at the multiple full bags of groceries and shot her a wry smile, “Absolutely not. Though, to be fair, I didn’t think you were going to buy this much.”

“What else am I go-” Whatever Kaylee was going to say next died in her throat as the elevator doors opened wide. There, sitting on the couch, was Vanessa, with a familiar furry companion at her side. Rusty, Kaylee's beloved dog, wagged his tail furiously at the sight of her, his eyes bright with joy.

“Howdy guys, I got someone here excited to see y’all.” The petite host smiled, gesturing to the leash she held.

“R-Rusty..?” Kaylee was a storm of conflicting emotions. ‘Why is he here!? W-would he even recognize me? I’m not the same person anymore…’

As if answering her question, Rusty lept from the couch and darted right towards the emotional woman, nearly tackling her and forcing her onto the ground so that he could give his beloved human some much-needed kisses.

“My buddy,” Kaylee whispered, her voice choked with emotion. Unbidden tears welled up in her eyes as she buried her face in his fur, and then relief and joy washed over her. ‘He didn’t hesitate. I’m still me. I’m still me…’

Dan knelt beside her, placing a hand on her shoulder. "I know you've been missing him, so I asked Vanessa for a little favor. I hope you don't mind."

Kaylee shook her head, unable to find the words to express her gratitude. She had always prided herself on being stoic and composed, but in this moment, she couldn't hold back the flood of emotions that overwhelmed her.

Vanessa smiled warmly, watching the reunion unfold before her. "It's no trouble at all. Rusty was more than happy to come visit his favorite human. Oh! And don’t worry about dog food and stuff. Brought all of his stuff with me."

“Thank you… I.. Just thank you.” Kaylee smiled as she expressed her immense gratitude.

Quite satisfied with himself, Dan leaned over and began petting the good boy as well. “You know, I was thinking, we got all this food now. Why don’t we go bring Rusty out to that park and have a nice lunch out in the sun?”

Kaylee's eyes lit up at the suggestion, a smile tugging at the corners of her lips. "A lovely idea, Honey. I think Rusty would love that."

Rusty barked eagerly, catching wind of the excitement in the air, his tail wagging in agreement.

Dan chuckled, reaching for Rusty's leash. "Alright then, it's settled. Let's go enjoy some sunshine and good food together."

“I’ll be out of y’alls hair then. Have fun on y’all picnic date!” Vanessa teased before vanishing into thin air, leaving a picnic basket in her wake.

**********

With Rusty leading the way, the trio made their way down to the park that sat behind the hotel. They were amused to find that a reasonably sized dog park had sprung up when they hadn’t been looking, meaning they could let Rusty run free while they set up lunch on one of the several picnic tables.

“Guess Vanessa really liked this idea of mine.” Dan mused as he unhooked Rusty’s leash, letting him loose to frolic and mark his new territory the best way a dog can.

“It was a good idea,” Kaylee responded lightheartedly while unpacking their picnic basket onto the table. “I’ll likely be making great use of this place.”

Watching Rusty “take care of business,” Dan chuckled. “Rusty might be making more use.”

Looking up and seeing what Dan was referring to, Kaylee rolled her eyes and finished setting out the sandwiches she prepared. “There, we got pastrami with Swiss for you and corned beef and rye for me. I also brought a few flavors of chips as well. So dig in.”

As Dan bit into his sandwich, he felt a pair of eyes boring into him. Looking down, he met Rusty's pleading gaze, his tail wagging expectantly.

Chuckling, Kaylee reached into the picnic basket and pulled out a handful of dog treats. "Oh, Rusty, I didn’t raise you to be such a beggar. Here, have some treats instead."

Rusty eagerly devoured the treats, his tail wagging even faster as he licked his lips in satisfaction. With Rusty content, the trio settled in for a leisurely lunch. Time passed like this, with the breeze rustling through trees and the distant sound of the ocean waves adding to the peaceful ambiance. Though the two didn’t share much conversation, Dan was quite content to see that his former professor was in a great mood again. And if he was being honest, spending the day with someone as gorgeous as Kaylee was a plus in his book.

Eventually, it was Kaylee who broke the silence between them. “You didn’t have to do this, you know?”

“Hmm? What do you mean?” Dan wasn’t sure what she was referring to.

“Oh, please. Did you really think I wouldn’t notice?” Kaylee said with a quirk of her eyebrow. “Instead of spending your day with those pretty girls who eagerly want to get in your pants, you’ve spent it with your crotchety old professor. Now, why is that?”

Dan’s hesitation to answer was all Kaylee needed to come to confirm her suspicions.

Kaylee's expression softened, a small smile playing at her lips. "Honey, you don't have anything to apologize for. Certainly, nothing to feel guilty for. You're not the reason why we’re stuck here. We're both victims of circumstance, and we’ll just have to make do."

“But you shouldn’t have to make do.” Dan grimaced.

“It is what it is,” the dark blonde shrugged. “However, since we’re on the topic of guilt, I feel as if there is something I should apologize for.”

The professor paused while trying to formulate her words. “I wanted to say that I’m sorry for how Jess treated you. You’re a compassionate young man; my foolish daughter took advantage of that. I should have stepped in when I learned about your… dynamic, yet I didn’t. Instead, I was petty towards you when I should have been someone to turn to as your professor. I’m ashamed-”

“Kaylee, I guess it’s my turn to say that there's nothing to be sorry for.” Dan interrupted. “Jess is who she is, and I went along with it. It was my decision. You shouldn’t blame yourself.”

“I should have raised her better…” The mature woman frowned. ‘And not let that witch spoil her.’

“Like you said, it is what it is,” Dan chuckled. “Besides, that’s all in the past—or rather, one of the pasts. I have far happier memories with Tori now. Plus, now I have Maddy and Yui. I’m happier than ever.”

Kaylee smiled wryly. “So you say.”

“Not to mention, I’ve gotten to know you more too. I’d say that's a win.” Dan smiled, placing a hand on Kaylee’s shoulder and quickly squeezing it.

“You’ve grown up to be quite mature, haven’t you?” Kaylee responded with a more sure smile than before. Dan laughed at that, causing Rusty to react and rush over to him to investigate. As Dan and Rusty played momentarily, a thought wormed its way into the mature woman’s mind: ‘Mature, compassionate… and handsome. You have it all, don’t you, Honey?’

“He’s such a good boy, ain’t he?” Dan chuckled, eliciting a happy bark from Rusty.

Kaylee watched the two play with a satisfied smile. “Yes, yes, he is. A very good boy.”

**********

As the trio returned to their suite, Rusty instantly took his newfound spot on the blanket spread out for him in the living room for a nap. Dan followed suit, reclined on the couch, and began to follow up on texts he missed while out with Kaylee. Meanwhile, Kaylee turned to the clock and realized it was already close to dinner time. Breaking out some ingredients for a hearty pasta dish, Kaylee whizzed around the kitchen like a master chef and whipped up a delicious meal to cap off their first day as “roommates.”

After the satisfying dinner and cleanup, Dan stretched his arms overhead with a contented sigh. "I think I'm gonna take a shower," he announced, glancing over at Kaylee.

Kaylee hesitated momentarily, her cheeks flushing slightly at the mention of a shower before she nodded. "Yeah, sounds like a plan. I'll just tidy up here while you're in there."

As Dan disappeared into the bathroom, Kaylee found herself fidgeting nervously, her mind swirling with conflicting emotions. Much like the urge to kiss her Honey, there was this invisible craving to follow Dan into the steamy shower. Even just the thought of Dan shirtless made her bite her lip, let alone him being entirely naked. ‘Goodness, I’ve become like a horny schoolgirl. Perhaps I should go cool off myself…’

Taking another look toward the doorway into Dan’s suite, she couldn't deny the flutter of anticipation that danced in her stomach at the thought of joining him in the shower.

Oblivious to Kaylee’s unprecedented internal battle, Dan hummed his way into his master bathroom and stripped himself of his clothes. He then switched on the spacious waterfall shower and waited for the heat to pick up before hopping in and enjoying the water's warm embrace. He rubbed through his wet hair mindlessly as he reflected on the day. Before he could reach for his soap, however, he heard the door to his bathroom creak open.

“Hmm? Kaylee, that you? Did you need something?” The man called out over the roar of the shower. Wiping the water from his eyes, Dan turned around toward his shower's open entrance and was shocked still. He swore that the image before him would be cemented as one of the most incredible things he’d ever seen in his life. Before his very eyes was a very naked Kaylee with her hair down, completely naked apart from the small towel wrapped around her. Such a thing could hardly contain her generous bust.

"It would appear that your suite only has one shower… " She spoke, her voice barely above a whisper. "I could... wash your back?"

Dan blinked in surprise. Covering his awakening manhood, the man turned away from the sexy, mature woman and made a decision he hoped he wouldn’t regret. "Uh, yeah, sure. That'd be... okay, I guess."

“Close your eyes then.” Heart pounding in her chest, Kaylee stepped inside and discarded her towel. Her eyes were immediately drawn to Dan standing beneath the warm water spray, steam swirling around him like a halo. If she had any doubts before about her newfound attraction to men, then this proved that it was very much accurate. There was no doubt in her mind that her groin was drenched before she even stepped under the running water.

With a nervous smile, Kaylee stepped closer, her fingers trembling slightly as she reached for the soap. As she lathered her hands, she couldn't help but feel acutely aware of the intimacy of the moment, the air thick with unspoken tension.

She gently began to wash Dan's back, her touch light and tentative. Dan tensed slightly at her touch, already on edge based on the status of his fully erect dick. He silently apologized to his younger sister. ‘I’m sorry, Sam. I’m sure you’d understand.’

Part of him chuckled internally at the thought of the conversation he’d surely have with her later. It wasn’t every day that you got hand-washed by the hottest MILF you’ve ever met. Said MILF was oblivious to his plight and continued her mission of lathering his entire frame, much more than the “back-wash” she had proposed. Not that he minded.

He felt his companions' hands slide across his muscular frame, lathering every contour they could find. More than once, he felt what he was sure to be Kaylee’s hard nipples poke and sway over his broad back. His imagination went wild every second that Kaylee’s small but strong hands caressed him, fueling his painful erection.

As intimate and erotic as this scene was, Dan gradually began to relax under her ministrations, the tension melting away with each stroke of her hands. Meanwhile, Kaylee’s heart could hardly take just how excited she was. It had been literal decades since she stepped into a shower with another person, let alone someone she was so intensely attracted to. Somehow, she had even forgotten about the part of one of her transformations that mentioned how much joy she’d received from washing Dan, let alone her more recent one regarding her desire to pamper him. These things added onto each other, making this experience truly one of the most enjoyable experiences in her recent memory.

Quickly, sexual arousal turned into unbridled joy as the woman put her all into making sure her Honey was squeaky clean by the end of this session. Rather than caress his frame as she unconsciously did, she now dutifully scrubbed every inch she could reach. Blissfully unaware, Kaylee failed to stop at merely washing Dan’s back and limbs and continued onto his chest and stomach, causing her massive, pliable breasts to press into the man.

The woman began humming a soft tune as her small hands continued their mission as they scrubbed his pecs and down his abs, quickly moving toward a place Dan was sure she’d skip over. Yet despite his expectations, Kaylee didn’t slow down in the slightest as her mission to wash her Honey reached his crotch, his penis refusing to back down. Dan was in absolute disbelief as the dark blonde beauty quickly re-lathered her hands and got to work scrubbing and rinsing his entire genital region, dick, and balls included. Yet rather than a handjob as he had somewhat expected, the professor dutifully washed and rinsed his member before continuing to his thighs as if nothing extraordinary had just occurred.

Soon, every inch of the man’s body was meticulously cleaned, leaving only one section. “Kneel, please. I can’t quite reach your hair.”

In a daze, Dan followed orders and soon found himself kneeling on the shower floor. The shorter buxom woman happily continued to hum as she washed his brown hair. The man could practically feel the weight of her breasts on his shoulders as she leaned forward and devoted herself to scrubbing his scalp clean. Eventually, she decided she had done enough, reached for the mobile shower head, and rinsed his hair thoroughly.

Kaylee: +2 Handwashed her Honey

“All done!” The woman cheered before unceremoniously stepping out of the shower. Dan’s eyes burst open as he heard the wet steps of her feet on the tile, but he only just missed the sight of her bare body as she wrapped herself back into her towel and left the bathroom entirely.

Suddenly, Dan was utterly alone, scrubbed clean but left with a painful erection. Flabbergasted, he reached for the temperature handle and turned it to cool himself off. Eventually, he muttered the first thing he said since this whole affair began. “What the fuck was that?”

**********

AN: Howdy Howdy, With this we've wrapped up our Mini Kaylee Arc. I hope y'all enjoyed it! As Dan found out, this MILF is dangerous. I'm looking forward to seeing how their cohabitation will work out!

Next up is the second BP event. If you have any idea's and suggestions, be sure to send them my way! I'm still in the planning phase for it, so any suggestions are welcomed! Bear in mind that they should be short mini-game like contests that even Dan could join in on.

And with that I'll see y'all next time! Toodeloo!

And as always, Join the Community Discord!