The disguise is coming together

“What I love about this complexation routine….” Milo sat quietly as he watched the video of the beautiful woman applying a variety of lotions and potions to her skin. “I am going to go with a fresh rose deep hydration balancing emotions.” He knew how to moisturize and care for his skin; he wasn’t a caveman, after all. But that’s not why the other girls were having him watch it.

“Pay attention to her hands,” Natalie instructed. “You see how she always keeps her elbows in? Women are trained from an early age to not take up space. We are supposed to be dainty and delicate. Small.”

Milo couldn’t help but roll his eyes at this liberal arts, feminist bullshit. To prove a point, he took on a much more exaggerated stance. His elbows dug into his ribs, staying stationary, while his forearms and hands began moving in much more exaggerated circles. Every movement from his arms—shaking, squeezing, and amplifying his now spectacular pair of tits—was over the top. He was so consumed with making a joke that he missed the detail.

“Like, totally girl!” Devon said with a sarcastic valley girl accent. “I love the filter-free effect of this ah-maz-ing compound!”

“Much better, Paris!” Becks proclaimed from across the room.

“Yeah, that’s much better!” Natalie confirmed with a sly smile. “Keep doing that.”

Still feeling his medication from earlier, Milo didn’t have the focus to fight. He just huffed like a brat and continued to watch the makeup tutorial, studying the woman’s body movements in more detail. The girls continued to critique and influence the compliant man as he tried to copy the woman on the screen. Thankfully, he was a quick study.

“Okay, now we are going to learn more about applying makeup specifically. I want you to pay attention to blending and matching skin tones. That’s going to come in handy later.”

“Why?” he asked about the offhand comment.

“Don’t worry, just focus,” Natalie playfully demanded as she left the room briefly, heading to the living room of the house, which was the main staging area. There she found a nondescript paper bag. She reached her hand in and took out a box with a female symbol on it. She was nervous about bringing this out too early and having Milo throw another fit. But if he was going to disguise himself as an influencer on an adults-only cruise, he needed everything about his body to be 100% female. Before she headed back into the room, she grabbed a few more Benzos, thinking to herself that this may make her suggestion even easier to swallow.

Back in the room, Milo was practicing applying another coat of lip plumper. The odd tingling sensation he now felt was just another foreign sensation he was trying to ignore. He kept focusing on his breath, reminding himself that he was coming up to his first mile marker and was starting to figure out his pace. He was feeling more confident that he could do this. He just had to focus for two weeks, and then he could be a hero.

“Paris! Girl! Slay!” Devon/Becks complimented him as they continued to work on his makeup skills. Milo felt insecure. His basic instincts didn’t want this celebrated. He wanted to hide this feminine action that appeared to come so easily to him.

“She’s gone. Do you have to keep acting this way?” Milo asked, trying to sound annoyed but actually coming off as slightly frightened, totally unaware that he was still speaking in a singsong tone.

“Yes, I do, Paris!” Becks proclaimed to her husband with a little more authority than she was used to. “Listen, sis, you know this is bigger than us! And yes, do I enjoy the fact that my husband has bigger tits than I do?” she said playfully, squeezing her boobs together. “But it’s only for a short time, and when it’s done and your boobies are gone… and mine are still here, I’m going to wrap my tits around that hard cock of yours….” Devon said, reaching down and placing her hands between her husband’s thighs. She had to search a bit due to Milo’s new expanded proportions, but eventually she was able to find it. “But in the meantime, I may not be opposed to a little naughty fun with my sexy…” she sensually whispered in his ear, “big…” she said even slower as her hands slowly moved up, cupping his heavy breast, “sis…” she finally whispered before kissing him and tweaking his nipples.

Milo had no idea if it was the stretching of his skin or what, but that tweak sent a shock through his body that he had never felt before. It was a unique blend of dull pain with an electric pleasure that left him feeling… confused.

“Auh!” Milo couldn’t stop the little moan from escaping his lips as he closed his eyes in a short, intense moment of pleasure.

“And from the sounds of it, my big sis is maybe a little fan of this as well.”

“I am not…” Milo said, turning a dark crimson. “I am just overwhelmed with all of this.”

“You’re overwhelmed because you’re fighting. Keep letting go,” she said as she hugged her husband. “I will catch you.”

Milo, still feeling high, just let go into the warm embarrassment. Just a little bit.

“Oh, isn’t that sweet,” Natalie interjected from the doorway. She was still wearing her workout clothes but had added a pair of tennis shoes. “Now show me what you learned, and Becks and I will film you.”

“Why does this need to be filmed?” Milo said, not wanting more evidence of this experience than necessary.

“Gawd, good thing you’re hawt, girl,” Natalie said teasingly. “Because what girl who looks like you doesn’t have a million pictures online? So let’s turn up the music again and get this party started.” Natalie said as she cranked up the music again.

As the girls danced, Natalie slowly fed Milo another pill.

“We fell in love in a hopeless place,” the music blared as Milo/Paris kept dancing, posing for pictures with Becks and Nat. This led to Milo patching up his makeup more. As he applied layers and contoured, he would pose for photos. The extra pill making his brain even foggier, he didn’t even question when Natalie brought out some wigs. She had said something about how if his hair changed, it would make it easier to look like the picture from a few years ago. He had an easier time going with the other girls’ suggestions; he just danced and nodded.

“Really exaggerate, kissing the camera,” they suggested as Milo/Paris put the backs of her hands under her chin, framing her face as she kissed and winked at the camera, wearing a blonde wig.

“Now as you smile at the camera, just shake your shoulders a little bit,” they coached.

Milo, now posing after doing more makeup in a brown wig, slightly shimmied his shoulders, causing his bust to jiggle enticingly at the bottom of the frame. They continued to take pictures for another hour.

“Alright, I think these new skills are serviceable. Let’s get ready to go shopping.”

“Shopping!?” That took Milo out of his high stupor. “What do you mean shopping?”

“Well we need clothes for the cruise, but we will get those tomorrow after the salon. Today we need to get some random outfits to build your back catalog of content. You don’t think we stock a full wardrobe wherever we go, do you?"

"Back catalog?"

"GAWD! such a bimbo, so forgetful. Yes you are an influencer now who has enough of a presence to get a sugar daddy. So we will need to take a bunch of pics today and tomorrow. Jasper will help us back date the digital time stamp so it looks like you have been around online for about a year or two. We buy supplies like clothes for the mission and then either return them or sell them to make funds back to use that same budget at the next mission. I mean, some clothes we have, like sweats, but those are basics,” Natalie said matter-of-factly. “Now, we have to put one more thing on before we get ready. Paris shouldn’t have a little friend between her legs that doesn’t belong to her sugar daddy.”

Milo’s brain couldn’t comprehend what was being said or what was happening. He just hoped that they weren’t going to try to cut his dick off.

Milo followed them into the room he hadn’t been in yet. It was a spacious room except for three small racks of clothes, a makeup table, and a massage table. Natalie turned and took a box from the table.

“This is a simple prosthetic, but since the tanks allowed us to swell some skin in your groin, when we use them together, they create a fairly realistic vagina.”

“Realistic vagina?” Milo said more in disbelief than shock.

“Yes. So if something happens and you are caught without your panties on, people will only see a vagina,” she said these words as she led Milo to the table. “It’s simple but very useful. Plus, there is even a surprising amount of room for insertion.”

“Insertion?!” Now, no matter how high he was, he knew what insertion meant. “What the fuck would I be inserting?!”

“HA! Keep it in your pants, girl. I mean like a tampon. If you want to stop a man from going too far with your little… pussy… then just stick a tampon in there. That will scare off most men.”

That actually made sense to Milo/Paris. Natalie propped up part of the table, allowing him to lay reclined on it.

“Okay, I’m going to help you put it on, but you’re going to blend the seam. In case something happens, you may need to hide the seam on your own, and I need to know that you can do it.”

Milo just nodded. He was starting to feel too tired to react to every little feminine thing he was being asked to do. It already felt like he was getting bombarded by a fire hose of femininity, and he was too tired to fight right now. So he gave up. But just for right now, he reassured himself as he sat on the table, reclined. He was instructed to bend his knees up so he could put his feet flat on the table. To Devon/Becks, it was weird; from her perspective on the side, it looked like her sister/husband had his legs up in stirrups and Natalie was giving her an annual pelvic exam.

“Okay, this part rolls onto the shaft like a condom. So now you can go to the bathroom and not have to remove it.” She then applied adhesive strips and medical solvents to ensure it would stay in place. “Now this should stay in place for our cruise. But anytime you’re talking about a wet environment, you run the risk of damaging the adhesive.”

“Nothing about this makes me wet,” Milo told himself. “What am I thinking? I can’t even get wet.”

“So limit your time in the pool or hot tubs.”

“Of course, that’s what she meant,” Milo said to himself, embarrassed. “Maybe I am acting like a bimbo,” he said to himself as he watched her finish.

“Now we just add some of this hydrating gel. This is going to make it so much easier to remove. If your skin gets dry in there, that’s going to lead to abrasions and could really hurt,” Natalie said, putting a glob of mostly clear, runny gel onto two of her fingers. “Just lean back and relax, okay, mama,” she said as she slowly inserted her two fingers. The slick, slimy texture felt weird, combined with the pressure from having the gel rubbed on his trapped member. Milo lost himself to the new foreign sensation, bit his lip, and barely opened his eyes.

“And those were just fingers,” she secretly whispered into Milo’s ear. “Now let’s go shopping!” she proclaimed loudly for the room to hear.