A fitting role

 Hank had made the move from his small-town home to a bustling city, where he was staying with a friend of his father's. Lugging along with him only his possessions, most of which were articles of clothing worn down from use. He tried and failed to find consistent work that would get him by, until his roommate proposed a solution: cleaning up the house could pay his rent, plus possibly earn him an extra bit if he was more thorough than previous cleaners.

Hank tried to keep up with the house chores as best he could, but it seemed like there was always something new that needed to be done. His roommate, Marcus, would leave messes everywhere and then expect Hank to clean them up. It wasn't fair, but Hank didn't want to cause any trouble. 

One day, as he was scrubbing the bathroom floor, he heard Marcus on the phone in the other room. He wasn't trying to eavesdrop, but he couldn't help but overhear the conversation. Marcus was talking to one of his buddies about how he had "found himself a little housemaid" and how she was "pretty good at taking orders." 

Hank froze. Did Marcus really think of him as some kind of servant girl? He felt a sudden swell of anger fill his heart, but he would never let himself feel that. A servant girl? Or perhaps…a submissive? The idea was incomprehensible to him. It had always been him doing the protecting, not looking for protection, and yet, there were these feelings inside him which desperately wanted an outlet. And those feelings stayed in his head for days.

A week passed without incident after Hank got the message out of context and realized what it truly meant. When he heard the door opening, he glanced out of the corner of his eye to see Marcus entering the door holding two huge pink shopping bags. He set them down on the sofa and said "you arrived here with so fewer clothes, I decided to buy you some more fitting clothes". Hank stopped the cleaning and opened the first bag, his eyes couldn't believe in what he saw, the bag was filled with filled with shirts, skirts, dresses, and lingerie.

Hank's face turned red as he realized what Marcus had bought for him. He couldn't help but feel embarrassed and humiliated. Was Marcus trying to turn him into something he wasn't? But then again, there was a part of him that was intrigued by the clothing. For me, he asked, but those things are for girls, not for a guy! I'm a manly man, I'm just helping you because I can't afford the rent. 

Marcus chuckled. "I know you're a manly man, Hank. But that doesn't mean you can't experiment a little bit, right?" he said, raising an eyebrow. "Besides, it's just clothes. They don't define who you are." 

Hank hesitated. He didn't know what to say. He had never thought about dressing in women's clothes before, but as he looked at the lacy lingerie and the silky dresses, something stirred inside of him. He felt a rush of excitement and apprehension all at once. Soon the message box poped out in his thoughts again, that was the full context, Marcus was turning him into his little maid.

Hank's mind raced. He didn't know what to think. Was he really going to go through with this? Was he really going to put on those clothes and become Marcus's little maid? The idea was both terrifying and alluring at the same time. He felt a sudden rush of arousal as he imagined himself dressed in those sexy outfits, cleaning the house for Marcus while he watched. It was wrong, he knew that, but he couldn't help his thoughts. 

As Hank hesitated, Marcus moved closer to him, gently placing a hand on his shoulder. "You don't have to do anything you don't want to, Hank," he said softly. "But just think about it. It could be fun. You could be my little maid, and I could take care of you. What do you say?"

Six months later, Samantha, formerly known as Hank, walked through her front door carrying several designer bags filled with clothes that fit her new form. The scars from her last surgery had healed, allowing her to purchase bras that were built for those monuments. Marcus was amazed when he saw the transformation in his now girlfriend.

Samantha smiled as she walked towards him, feeling confident and sexy in her new outfit. Marcus couldn't take his eyes off her, his mouth hanging open in shock. He had never imagined that Hank would become the beautiful woman standing in front of him. Samantha could see the desire in his eyes and knew that he was still attracted to her, even though she had changed so much.

"Wow, Samantha...you look amazing." Marcus finally managed to say, his voice full of admiration.

Samantha laughed, feeling giddy with excitement. "Thanks, Marcus. I have to admit, it feels good to finally be myself."

Marcus nodded, still staring at Samantha in disbelief. "I can't believe how much you've changed in just a few months. You're like a completely different person."

Samantha's face lit up, grasping Marcus's hand tightly in hers. She whispered words of gratitude, relieved to have such a faithful companion. Marcus smiled wryly and responded with a gentle yet authoritative voice, "Now don't forget about your duties! You are still my beloved pretty maid, go put on your gown and come serve me."