From Boy to Fucktoy Pt. 01

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The cold steel around my neck which held the dangling key, the cage rustling in my pocket, the memory of his words to me; everything worked towards keeping me in an erotic stupor. I couldn’t concentrate; I couldn’t think. Work was getting ahead of me. My thoughts continually drifted and drifted to the feeling of his thumb on my wet lip and the expectations of what was to come. He was completely inside my head.

This was silly, this was dumb I’d say to myself. And then I’d get aroused again. My mind wound itself around these tiring circles until I was emotionally exhausted. I ran off to the bathroom.

***

“Jamie, you may go in,” the secretary smiled. She always wore such low skirts. I wondered if that was her choice…orhis. I shivered. Slowly and hesitantly, I opened the large door to my boss’s office. The firm was organized in such a way that I’d never even met him.

“Jamie, come in,” a voice boomed.

He forcefully grabbed my hand to shake it and stared me deep in the eyes. “Pleasure to meet you in person” he grinned. I was seemingly half a foot shorter than him. His large hand encompassed mine entirely. “Remind me, how long have you been with the company?”

It was like I didn’t exist. Immediately I knew my hard work and patience with the company had gone unnoticed. “Fou–four years, sir,” I struggled to get out.

“Mhmm, and in all that time you’ve had the same position here, correct?” he said matter-of-factly.

“That’s right, sir.”

“Well,” he smiled again, “I think that’s all about to change.”

He went on to explain that he had noticed how I dressed around the office and needed someone to help him with his own style of dress. He was just too busy to spend time on such matters alone. But this new responsibility would be the entirety of my promotion. That, and five dollars more an hour. I didn’t even hesitate to say yes.

“Great!” he exclaimed. “Let’s start. I have some outfits I need an opinion on.”

A bit caught off guard at starting so soon, but filled with eagerness, I readily agreed.

He stepped up to me. “You can start by taking off my tie.” I froze. I wasn’t aware that this would be a part of it. I’d just assumed I’d be using my taste to help him. But maybe I just wasn’t familiar istanbul travesti with this type of job.

“Jamie?” he asked with some curiosity.

“Oh, yes sir, of course” I replied.

Reaching up to undo his collar, I felt utterly small, undersized. His neck was so far away. I accidentally brushed against his jawline which was noticeably hard and sharp. “Sorry!” I said hurriedly. Embarrassingly, he had to duck to let me lift his tie off. I was met with a strong, masculine musk mixed with cologne.

“Very good,” he offered. From there, we proceeded to try on a number of ties. All with me putting them on and taking them off. It seemed like it’d be quicker for him to just do it alone but he was the boss after all and I assumed he knew best.

At one point, he decided to have my stand on his ottoman to make our work go faster. In my continued nervousness, I teetered over while affixing one of the ties. Thankfully, he caught me, his strong hands grasping my hips.

“Oh! There you are. You’re okay.”

Horrified, I realized both at once: that the head of my cock was slightly engorged, and that his thumb was now resting against it.

“Uh…thank you.” I tried to lean artfully away.

***

“Jamie, good work today. But we have to talk. Honestly, everyone in the office knows about you–that’s not a problem. But, I’m going to need you to keep that under control if we’re to continue. Understood?” As he said ‘that’, I could have sworn I felt him caress my penis again with his hand.

“Sir–I’m, I’m not–” it felt futile to defend my definite heterosexuality especially if its being in question somehow landed me this promotion. “Y–yes, sir. I’m sorry.”

“I’ll see you tomorrow.” He waved me off impersonally as I shamefully exited his office.

***

Locking the stall with a hurried breath, I whipped the cage out from my pocket and sat down. My body began to shake. I was so nervous, it was difficult to make myself hard. Placing the pink, girly cage next to my penis with my other hand seemed to help. It was like being in front of him again. Overpowered and incapable of resisting. I rushed toward a leg-tightening orgasm. The sticky cum I spilled was the largest load I’d ever produced. What was happening istanbul travestileri to me? I was miles away from my narrow comfort zone. I’d just rushed to the bathroom (at work!) and made myself cum (far harder than normal) to the thought of another man. Another man locking away my manhood.

I wiped up and hurried to his office. It was already time for the next appointment.

***

“Jamie, we won’t be doing anything related to fashion today, I’m afraid. There’s something else I have to talk to you about.”

I gulped.

“I really can’t have you being distracted from your work. Yesterday, I’m sure, was uncomfortable for both of us. So, I’ve decided on a solution. I can see how a petite young person like yourself might be intimidated by a man such as myself. And how those feelings of excitement might cross over to… other feelings. As a libertine, I have no judgment. But, as your boss, I have to make a choice. You understand, yes?”

“I–I–” I was defeated by such an all-encompassing philosophy, however untrue.

“This time, I’m going to be putting something onyou. This,” he reached into his desk drawer and retrieved something pink, “is a chastity device. It will keep you from any similar…incidents…like yesterday.”

“Is this–is this really necessary? It was just one ti–” I asked, interrupted.

“Jamie…I know what young boys are like, and I see the way you look at me,” suddenly, his thumb was pressing down against my lower lip. I opened my mouth slightly without thinking, and looked up at him.” My mind fogged up like a window in the snow, before I backed away–alarmed and confused.

He shook his head. “But, I’m not a tyrant. So, I’ll leave the key with you,” he placed a keychain over my neck, “to decide by tomorrow.”

***

“Jamie, thank you for coming to my office.” He approached me slowly, deliberately. “Before we get to your job, I’m going to need you to decide…” he tenderly grabbed the key from my necklace slightly pulling me towards him “…whether or not you’re going to be locked up.”

I was outright shaking.

“All I need is a nod.”

What at first had seemed a complete encroachment on my person was now something I felt I needed. The situation had a strange pull travesti istanbul to it I didn’t fully understand. Like a schoolchild admitting to their guilt over something, I nodded looking down.

“Very well, take off your pants.”

I awkwardly fumbled with my pants and let them drop unceremoniously.

“I’m surprised there isn’t more excitement going on right now for you…now you’re little undies.”

He cupped my balls with his strong hand, “Cute. Is it normally this size soft?”

To defend myself and my masculinity would paradoxically mean telling him I’d just cum (and hard) to my anticipating this very experience.

My blushing increased. Suddenly, I had passed into a phase of my life where I had exposed myself to another man. And he was analyzing me with the dispassionate glance of a medical professional.

“No…” I meekly replied.

“I can understand your being nervous. But after this, you’ll be able to better concentrate on what’s important,” he grinned wryly. My thighs tingled as he attached the device to me. No one had ever touched me there…besides myself.

“There!” he pronounced with not a little satisfaction. The locking ‘click’ of my manhood being put away sent more shivers along my spine. But, to my confusion, he slowly placed the necklace back into my hand.

“Place it over my head and say, ‘I give you control, sir.'” I hesitated. This didn’t seem at all necessary.

“I give you control over me, sir.” I raised my arms to meet his, and as I placed it on him, inhaling his manly scent, he started to lean toward me. Unwittingly, I leaned forward in response, my eyes on his lips.

“What are you doing?” he interrupted.

My eyes darted around me. “Just what you asked, sir.”

“Right, well, a creative contribution, by the way” he teased. I thought I had repeated his words verbatim.

***

We continued our work as we had been supposed to. Only, this time he was often naked down to his boxer-briefs and it was me unbuttoning his shirts, undoing his belts, unzipping his flies, and all the rest. It was mortifying having to be eye level with his crotch as the outline of his soft cock protruded from his briefs. He has bigger soft than I was hard (and who knew when that was going to happen again).

As the day was wrapping up, he told me that he planned to unlock me once he was fully satisfied with my work, when I could prove I would no longer be distracted. I couldn’t explain the tightness in my cage as he spoke so decisively to me.

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