Reluctant Submission: The Tale of Jack's Sassy Femboy Sugar Baby

I smoothed down the skirt of my outfit as I stepped into Jack's office, feeling a mix of excitement and nervousness. I had heard that he could be a bit of a playboy, but I was determined to prove myself and land this job.

"Well, well, well, what do we have here?" Jack leered at me, his eyes raking over my feminine attire. "A little lady applying for a job? I must say, I'm impressed."

I rolled my eyes, used to this kind of playful insult. "I may look like a lady, but I assure you, I have the qualifications and experience to back it up."

Jack raised an eyebrow, unimpressed. "Oh really? Let's hear it then."

I launched into a detailed explanation of my past work experience, highlighting my skills and accomplishments. But no matter what I said, Jack seemed unimpressed.

Finally, he spoke up. "Alright, I'll give you the job. But there's a catch."

I narrowed my eyes, suspicious. "What kind of catch?"

Jack leaned back in his chair, a smug smile on his face. "You'll have to dress and act feminine at all times. And I expect you to be submissive to me."

I hesitated, unsure of what to do. I was in a tight financial situation and couldn't afford to turn down a job. But the thought of having to act submissively and dress in a way that wasn't true to myself made me uneasy.

"Fine," I said through gritted teeth. "I'll do it."

Jack grinned, clearly pleased with himself. "Excellent. Let me give you a tour of the office."

As we walked through the office, Jack made more playful insults and lewd comments, making me feel even more uncomfortable. And when we reached my co-workers, they joined in on the teasing, making me feel like I was the butt of a joke.

My first task involved doing something degrading and submissive, and I reluctantly complied, feeling my face heat with embarrassment. Jack made a pass at me, but I rejected him, not wanting to mix business with pleasure.

But Jack didn't take no for an answer. He became more aggressive, insisting that I be his "sugar baby". I continued to resist, but Jack threatened to fire me if I didn't comply.

Feeling desperate and powerless, I agreed to be Jack's sugar baby. He became more demanding and degrading, ordering me to perform sexual favors. I felt humiliated and degraded, but also aroused by the taboo nature of the situation.

As the day wore on, I found myself feeling more conflicted and trapped. I was doing this for the money, but I couldn't deny the way my body reacted to Jack's demands. I didn't know how much longer I could keep this up, but for now, I was Jack's submissive sex toy.