An Unexpected Week in Chastity Ch. 04 by ty_bond

An Unexpected Week in Chastity Ch. 04 by ty_bond

Discover the steamy continuation of the "An Unexpected Week in Chastity" series in Chapter 4. Dive into this erotic adult sex story and experience a week filled with suspense, desire, and passion like never before.<br/>
Chapter Four: Wednesday & Thursday

Wednesday:

The humiliation and domination, first from the Skater boys, then Jamie, and now Brad, all while locked in chastity, provided a sense of constant stimulation. It felt like Chris has been remotely edging me nonstop since our first date last Friday. I was contemplating this as I arrived at the office. Brad, the frat bro bully intern, was waiting for me to report to him in Lisa’s office.

“Okay office bitch you heard what your Sir told you, if you ever want that cage off you have to obey me.” I could see that the idea of holding power over me was arousing Brad even more than usual. “Lock the door and strip!” By now I had shed any lingering remnants of my pride and was fully submissive to Brad and Chis as I obeyed without hesitation. I stood naked on display with my hands on my head, elbows out and my feet shoulder width apart as a the now shirtless Brad circled inspecting me.

His frat boy hands slapped my pecs, squeezed my ass cheeks, and groped my balls hanging out below the chastity cage. “After my conversation with Sir Chris I purchased some toys last night, get on the desk office bitch.” Naked I laid lengthwise along the office desk face down, my cock cage uncomfortably pressing onto the wood veneer surface. As Brad pulled my arms down “hugging” the desk under me I felt the padded leather cuffs being buckled to my wrists and secured under the desk. The same was done to my legs leaving me immobilized and naked my ass hanging off the end of the desk.

Brad stood in front of me rubbing his smooth hairless athletic twink body. He was intentionally teasing me, licking his glossy lips, and running his hands through his short blonde hair. “Beg me office bitch, I want to hear you beg me to fuck you.” I am not great with words; it is why I am an analyst. I prefer numbers to words, but I did my best. I pleaded for him to fuck me, when I called myself his bitch, I saw he liked that and started removing his pants.

I was no longer pretending to beg when he started gyrating his body inches from my face, the sharp V of his pelvis, the smell of his overly strong body spray, and the site of his bulge outlined in the tight white designer briefs. I wanted to feel him in me I wanted to be fucked by the bratty frat boy twink bully. I don’t remember what words I used but they must have worked because he pulled down the white briefs showing his raging erection. “I don’t need your moans telling the whole office what’s happening,” he growled as he slid on the ball gag securing it tightly.

There was only a brief spray of cold lube before I could feel the cock head enter me. I had been fucked multiple times this week, and I was rapidly becoming addicted to being fucked while tied up with my cock locked away in its cage. Brad fucked with the arrogance of someone who never faced consequences. I was both disgusted and aroused at his absolute confidence, an unwavering belief that he was superior, and I was just a hole for him to fuck. My only purpose to him was to be used for his amusement.

My ass clenched tight on his cock as he thrusted his hips. Something about being bound and unable to get fully erect in the cage made me put all my focus on Brad and not myself. I found myself wanting to pleasure and please the little brat, I was desperate for his approval. Each time he sunk all the way into me so his pelvis slapped my ass I would clench up tight with my ass muscles grabbing his cock on the way out. I could tell from his grunting that he noticed and appreciated it which only made me clench harder.

He started to spank me as he fucked my boy cunt, the sting was light as he could not hit me too hard with only the thin office door between us and the cube farm, but it was enough for me to realize I liked it. My moans in the gag must have given me away because in a raspy out of breath voice I heard Brad groan, “Oh you like that office bitch? Just you wait, I will make you really feel it soon.” Whatever he had in mind would have to wait because I could sense he was building to a climax.

The pace intensified, my chastity cage was leaving scratches on the desktop as he rammed and pounded my naked bound body. Then I felt the release, his whole body tensed behind me and the flood of Brad’s twink cum filled my ass in a gigantic gush. Brad’s rock hard, youthful, hairless, and sweaty body slumped down as he lay on top of me catching his breath. I could feel the puddle of cum that spurt from my cage spreading under me and coating my abs and pelvis as I chewed on the gag breathing hard though my nose.

Brad got up, mopping his body with a small hand towel, redressed, and put a put a blindfold on me. “Ok I need to actually appear to do some work to make my dad happy, you stay here. According to Sir Chris I am only allowed to fuck you ‘once’ so as far as I am concerned this is just a pause in one long hard fucking of your sweet bitch ass” He left me bound, gagged, naked, my lubed ass hanging out exposed.

It was hard to know how much time passed but sometime later I heard the door open, and a person entered. I prayed to myself that Brad had remember to lock the office door and it was him returning but I didn’t hear any of his normally cocky banter. I could hear soft footsteps as someone circled the desk. I jumped in my bonds when I felt long fingernails run down my back. Brad was a very modern metrosexual with weekly manicures and pedicures to keep his twinky nails perfect, so I knew he kept them short and started to panic inside.

I heard desk drawers opening and some shuffling of clothing and buckles but I had no idea what was happening until there was a second spray of lube on my ass. The cock slide into my already cum soaked and loosened ass. As the long-nailed fingers grasped my ass I noticed the lack of Brand’s too strong body spray. The cock was different too, colder, and harder. It finally hit me that I was being pegged by a strap-on dildo. My mind raced trying to decide who it could be, but other than long nails which described half the office I had few clues to work with.

The silence was broken by a soft feminine moan as whomever it was reached orgasm. There was the sound of buckles being opened and clothing pulled back on as they left, leaving the strap-on dildo still hanging out of my ass. More time passed before the door opened again, this time accompanied by Brad’s distinct odor and arrogant voice.

“Man, this job sucks balls office bitch, I don’t know how you do it all the time, ok I am ready to…” his words stopped midsentence and I felt his hands touching the strap-on sticking out of me. “Well, that’s a twist, do you know who it was?” I shook my head. “Well, that doesn’t change my plans bitch get ready for me to finish your ass so you can get back out there and do my job for me.”

Brad took his time fucking my sore well used ass before the second flood of his twink cum filled me. Untied, I was told to clean the office. I moved a stack of note pads over the scratches on the desktop after I cleaned my cum off it. The rest of the day I worked both our jobs while Brad wandered the cubicles acting cocky and pissing off my coworkers.

Thursday:

For the first time this week the workday was mostly uneventful. I was ordered to report to Brad for my daily cage check like normal, but Brad seemed preoccupied and not interested in humiliating me beyond a token foot kiss. As my coworkers began to leave at the end of the day a message told me to report to a room that I was unfamiliar with in the sub-basement of the office. I had never been below the loading docks before, this part of the building was empty of people, filled with thick pipes, backup generators, maintenance rooms, and all the other hidden infrastructure needed to run a modern office tower.

When I found the door, I was not surprised to find Brad inside. Gone was the usual corporate casual frat boy clothing. His tight blond twink body was clothed in a skintight leather briefs a harness and a leather collar. But more surprising was standing next to him stood Chris, I mean Sir Chris I mentally correctly myself. Chris was wearing leather pants, combat boots, and a leather shirt cropped just below the ribs, his pale ginger abs on full display, his short red hair and freckles looking almost demonic in the poorly lit room.

Chris was holding a leash connected to Brad’s collar as Brad stood next to him looking more submissive then I had ever seen Brad. The shock on my face must have been obvious because they both started laughing at me as Chris instructed me to close and lock the door. “Don’t get too excited boy you’re still not getting fucked until our date tomorrow and the cage is not going anywhere today. Now strip and kneel!”

The site of the two hot twinks in leather surrounded by maintenance pipes and industrial equipment was still registering in my confused brain as I automatically obeyed his commands. Keeling between Brad’s bare feet and Chris’s Combat boots I looked up at them both and the leash. A thousand questions sprang to my mind, but I repressed them all sensing it was not my place to ask. “Greet me first, and then your office superior boy!”

Shaking away the confusion I obeyed by kissing and licking Sir Chris’s boots “It is a pleasant surprise to see you Sir I offered” between licks, earning me a slap. “The submission and licking are enough we don’t need to hear your pathetic words boy, other than yes sir!”

Properly chided I offered a, “Yes Sir,” before moving over and kissing and licking Brad’s bare feet while naked on my knees, the locked chastity cage the only thing on me. I saw a nod between them. I didn’t know the context or what had happened between them over the last few nights, but it was clear Chris was granting permission to Brad to perform some prearranged act. Sure enough, Chis unclipped Brad’s leash and stood back watching.

“Ok office bitch eyes on me!” Brad growled, pulling my attention to him. “Hug that pillar” As I stood hugging the thick support pillar Brand handcuffed my wrists on the far side. “I saw how much you like me spanking you yesterday, but I wanted a place we would not be disturbed.” I still wondered how that led to Chris being here and why he was holding Brad on a leash earlier, but I didn’t get to ask as in the next instant the spanking began.