The only light came from the crack at the bottom of the floor. I tested my handcuffs as quietly as possible, verifying there was no way to squeeze my wrists out of their cold, metal clutches. I was completely stuck.
I could hear my Ex on the other side of the door. She was panting heavily. I could only imagine her Boyfriend's cock ramming her inside and out, over and over again.
I guess I should back up just a little bit, although there is still more to tell about other happenings, but this is the part most readily on my mind. After my Ex's Boyfriend came home, my Ex summoned me to their bedroom. She pushed me into their walk-in closet and forced me to the floor, where she stood over me in her awesomely hot high school cheerleading uniform, complete with pantyhose and the shiny bodysuit. Her pantyhose covered knees were inches in front of me face as she told me what was about to happen.
"Glad you were enjoying yourself out there, worshipping princess Kara's shoes and all. Don't mind the fact you didn't ask permission. I suppose the humiliation of doing it in front of the whole party is enough, but I think you should still be punished. You see, my Boyfriend was the quarterback in high school and he always had a thing for the cheerleaders. I've never worn this outfit for him before, so as soon as he came home he told me he had to fuck me.
"So, I figured you would just love to listen to what a real man sounds like when he's fucking me, especially since that tiny metal cage is keeping you from having any pleasure or erections at all. But, just to be on the safe side," she had said, pulling out a pair of police grade handcuffs.
"Now, kiss my shoes before we start this thing," she said, putting her hands on her hips.
If my cock hadn't been completely helpless in chastity, I know I would have cum at this exact moment. Here was my hot, beautiful Ex, dressed up as a high school cheerleader with her hands on her hips holding metal handcuffs, ordering me to kiss her shoes. If not for the chastity cage, I would have been cumming all over the place.
They smelled like plastic and pantyhose, but I kissed her shoes regardless. If the girls in high school had known what it would have taken for me to be their little bitch, I'm sure I would have had a much more interesting experience.
As it was, I worshipped every inch of my Ex's shoe, making it as shiny and new as possible. She seemed to appreciate it as she admired how awesome her bright white shoes were looking.
"Gee, I should just have you come by more often and do this with all my shoes," she joked. "But this isn't about you, is it?" she said raising her leg, pushing my chest against the floor.
"You didn't ask permission to worship Kara's feet, so now what can I do? The original punishment I had in mind for tonight seems tame in light of this indiscretion of yours," she said, her pantyhose just inches from my mouth. My cock was desperately struggling to find its way to erection, but the metal cage was more than it could handle.
"Regardless," my Ex said, pushing me down with her legs, "Enjoy the next half hour."
With that, the door was closed and I could hear her boyfriend enter the room, obviously a little tipsy. He absolutely loved her uniform and the pantyhose. In fact, for a brief moment, I thought I could maybe even relate to this guy on some sort of kinky level until I heard him rip off the pantyhose and start drilling my Ex like there was no tomorrow.
Meanwhile, my little cock ached inside of its cage. She had called me and allowed me to listen to her getting fucked by her boyfriend multiple times, but being there made it a little different. Being just a few feet away in the closet, hearing every little sound, moan, and groan of pleasure made the experience all the more humiliating.
Dressed up like a sissy maid, handcuffed, and having been denied orgasm for what felt like forever at this point, with my angry little dick ferociously pressing against the limits of the cock cage, the image of my Ex in her hot little cheerleader outfit and pantyhose—it was almost more than I could handle. The only bit of relief was from the tiny dribbles of precum that oozed out of the tip of my cock. My panties were nice and wet at this point, just like a real pussy. And for some reason, even this thought made me aroused!
Without realizing it, I was moving my hips and grinding my cage against my frilly, satin panties. Reaching around as best I could with my handcuffed hands, I desperately tried to stroke my imprisoned little cock. The metal cage was mostly solid, but it did have some limited access to my tortured, constantly aroused little penis.
I didn't even want to think about what my Ex would say if she knew what I was trying to do. Yes, my Ex...suddenly, I realized it had gotten quiet on the other side of the door. And then I realized I had no idea where their sex had left off. Did he cum? Did she? Why was it so quiet and I could barely make out their whispers.
"So you remember what we talked about?" I could hear my Ex say.
"Of course, how could I forget," the Boyfriend said with much less care of being quiet. "Mhmm, I love it when you stroke my cock like that."
Jerk.
"Well, what if we moved things up a bit?" she said, her voice slightly more seductive.
"I suppose. Is everything ready?"
My Ex giggled and whispered something so quietly I couldn't even make it out. But I could definitely pick out the footsteps. The footsteps were coming towards the closet. I had nowhere to hide, so I simply knelt there like a chaste little sissy boy.
The door opened. Standing in front of me was my half clothed Ex in what remained of her cheerleader uniform. Next to her was the Boyfriend, half dressed in a jersey and a very, very large cock pointed directly at me.
"He looks very surprised," the Boyfriend said. "Stand up and come out here," he commanded. His voice was deep and almost soothing.
Feeling very self-conscious, I did as he said. My hands, cuffed behind my back, made it somewhat difficult to stand up, but I made it out to the middle of the room.
"God, you almost pass for a girl," he said, his hands groping my thighs.
What the hell was happening? And why was I liking it and getting more aroused? I didn't normally get off thinking about guys, but I guess I had never been locked up in chastity, dressed up, and then fondled by what girls would call a very hot guy-- whatever, putting sexuality aside, he was a hot guy. His abs were ripped, his arms looked like they were molded from a P-90X commercial, and he had these weird eyes that were kind of authentic.
I tensed as his hands felt up my legs, all the way to my cock cage. He cupped it in his hands, his breath on the back of my neck.
"All locked up like a good sissy bitch," He said, tapping the cage every few seconds.
I couldn't help myself from moaning. It did feel good.
My Ex was lying on the bed at this point, rubbing her exposed clit, biting her lip.
"This is so hot," she said, watching her Boyfriend grope me through my maid uniform. "If you want any hope at being out of chastity, then you have to do exactly what we say," she said.
"I...I don't understand," I said as the Boyfriend gently pushed on my shoulders until I was on my knees, his cock inches from my face.
"You don't have to understand," my Ex said. "Just do what you want to do. Just do what is natural to you."
Before I knew what I was doing, the Boyfriend's cock was in my mouth. I had no idea what I was doing, but I couldn't help myself. I had never thought of myself as bi or gay, but being dressed up like this, being denied orgasm this long, and having a giant cock in front of me, it did feel natural to go after it.
To my own astonishment, the Boyfriend didn't hit me or knock me down. He groaned in satisfaction.
"Oh yeah, I love newbie blowjobs," he said. "You look so much like a girl, how's it feel to suck a real cock?"
