An Unexpected Week in Chastity Ch. 02
Chapter Two - Sunday
It's been less than two days, and I am already adapting my daily routine around the cage. Maybe I was little gun shy after the events at the park or maybe I am just lazy but instead of going to the grocery store and risking being discovered in my cage I order my groceries on an app. I watched the white pickup truck pull into my driveway with the windows down as a shirtless lean young black college boy got out and stretched, bending at his skinny waist. Through the small window next to the front door, I spied as he wiped sweat from his hard hairless torso with a rag before tossing on a lose sports jersey.
Normally I let the delivery person leave the stuff at my door and bring it in after they drive off, but he caught me staring at him through the small window and waved. Caught peeping I opened the door to make small talk as he unloaded the bags. "Whew, hot one today, isn't it?" mentally I kicked myself. Talking about the weather was the oldest cliche in the book but I was panicking in the moment.
He gave a hearty laugh deeper than I expected from the effeminate lean body, "Yea it's a scorcher and my damn AC broke in my truck, its why I am doing deliveries to pay for the AC repair, hey I am Jamie by the way." I shook his sweaty hand admiring the muscles in his arms, suddenly thankful for the cage keeping me from showing any sudden arousal. Feeling embarrassed to just be standing there while he worked, I stepped up to help him unload the bags from his truck. Unfortunately, this was not a move he was expecting, and we collided when he turned around. A jar of pickles in the bag he held swung like a pendulum hitting my crotch making a clinking noise.
I watched the expression on Jamie's face change as realization hit him. "Hey dude I need to pee really bad; you can unload the rest for me, right?" He didn't wait for a reply but just walked into my house instead. I unloaded the rest of the bags and was unpacking them in the kitchen listening to his thick stream hit the water in the bowl though the thin bathroom door. "I can't believe I am jealous of him just for being able to pee standing up," I muttered to myself before he emerged his pants sagging at his knees still holding the ends of his belt.
"You live alone?" he asked. I automatically nodded as I unpacked assuming he would just pull up his pants and head back out. Jamie stalked up to me, standing deep inside my personal space, I smelled the musky sweat and body spray on him as he hovered. "You know it's not safe for a pretty girl like you to be living alone," he growled. The hand with the belt suddenly wrapped it around my neck, the other grabbing my caged crotch. I reached up to grab the belt on my neck with both hands, but he slapped them away "Hands off my belt girl!"
I was so stunned by his demeaner and dominance I found myself obeying him, lowering my hands submissively. He spun me around, so my back was to him and told me to, "assume the position." Obediently I put both hands on the tiles of kitchen island as the belt tightened threating to cut off my air, his free hand running down my body. I stood perfectly still bent over as he groped and felt me up, cupping my ass and chest and pinching my nipples as he frisked me.
"You are pretty flat chested girly" he growled in his low baritone, his hand between my legs grasping the chastity cage in my shorts, "but I don't feel no real cock, so I know you're just a girl." Cowed by his confidence I nodded as he pushed my shorts to my ankles leaving my ass bare. "Say it!" he growled.
Before my brain could work up a proper reply my mouth was already moving, "I am a girl .... Sir, your girl" I don't know why I called him sir, maybe it was a remnant of my experience at the park, maybe wearing the cage made me more submissive, but it came out naturally.
My body jumped as an unexpected hard spank hit my bare ass, the belt on my neck tightening as I moved. "I see someone already started to train you girl, good that will make this easier." He dragged me by the belt on my neck to the bedroom, my feet shuffling tangled in my shorts around my ankles. Digging through my dresser he pulled out my long-legged compression pants and pushed me onto the bed. Submissively, I lay there as he tied my wrists together and secured them to the headboard.
Like any gay man I had lube on the end table and soon I felt twinky Jamie spraying it on my ass, his long fingers sliding into me. "You ever been fucked by a real man?" I kept my mouth shut not knowing what to say as he laughed and loosened up my ass. How did I let this hairless effeminate boy totally dominate me? Why didn't I fight back? Was being locked in chastity making me timid? My moment of self-doubt was interrupted by a deep laugh before I felt my own dirty underwear from the hamper being pushed into my mouth.
"Good idea girly, stay silent." I felt the tip of his hard hairless cock align with my loosened yet hungry hole and plunge into me. Regaining some of my self-confidence too late I pulled and thrashed under him but with my arms bound to the headboard and Jamie mounting me from behind my efforts were in vain. Jamie rode me hard, like a cowboy on a bucking bull, enjoying my thrashing and spanking my ass as he fucked me raw. My cock was screaming to be free, and I felt pent up spurts of cum leak into my cage as Jamie's long cock poked and stroked my prostate.
Jamie was building to a crescendo and I automatically clenched my ass tight attempting to please him without even realizing what I was doing. The warm flood of his cum inside me made me moan loudly into my dirty briefs. More than ever, I wished I could have a proper orgasm but instead I felt like I walked up to the edge of a diving board ready to dive but was prevented from jumping. The spurts of cum were slick on my cock in the cage as he pulled out and grabbed my phone. Hearing the familiar chime informing me my food was delivered, I laughed into my underwear. Jamie grabbed my hair and used my face to unlock my phone. "Thanks for the rating and generous tip" he laughed as he went to use the shower.
I lay there bound and slick with cum and sweat torn between conflicting emotions. Half of me wanted to call Jamie out and tell him to fuck off but the other half wanted him to fuck me again. Jamie came back fully dressed and untied one wrist. "See you next time girly, thanks for the nice tip," he offered cryptically and left. After I freed my other wrist and took an awkward shower, I checked my phone and saw that not only did I rate him five stars, but he was now listed as my preferred delivery person, and I had given him a $500 tip.
- As Jamie walked away, I couldn't help but notice his dominant twink demeanor, a stark contrast to his effeminate appearance.
- I was initially surprised when the delivery app paired me with a gaybdsm delivery person, but I quickly realized this was an unexpected twist in my unexpected week in chastity.
- The dominant twink's black cock was impressive, and I felt a pang of jealousy as I watched him use the bathroom, knowing I was stuck in my chastity cage.
- In the deepest recesses of my mind, I yearned for domination and pleaded silently for Jamie to take control, which he did with relish.
- Despite the intense twink dominance and bdsm encounter, I found myself eagerly anticipating his next visit, my admiration for the confident gay twink growing with each passing day.