Disclaimer: This story is entirely fictional. All characters in this fictional work are over the age of 18. This work is intended to be consumed by adults, 18 or 21 years of age, depending on your location.
Note: This story contains elements of femdom including pegging, chastity and cbt. If these elements do not appeal to you, please do not read.
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It was late in the evening and I hummed a tune as I hurried up the stairs leading to Ann's flat. Punctuality was something I was known for and today was no exception. I had all the more reason to be on time to meet Ann though because I had a feeling she wouldn't take too kindly to me being late. As hot as it was to be punished by her, at the end of they day her punishments were measured but harsh and not things I looked forward to.
I rang the doorbell and smiled widely when Ann opened the door for me. She was wearing yoga pants and a long black shirt which reached her upper thighs and had the logo of The Strokes on it. She gestured at me to come on in as she was speaking on the phone.
I walked in as she walked around the house distractedly and began to undress. By the time Ann was done with her call and walking over to me, I was naked and on my knees in the "present" position (kneeling with my hands on my head and legs spread).
Her face lit up when she saw me presenting and she laughed.
"At least buy me a drink first." She said with a wide smile.
I smiled back but remained in the same position. "Just trying to be a good toy for you, Goddess."
"Well you might have just earned some brownie points with me for that little touch. Would you have stayed that way if I was on a call for the next two hours or so?" she asked me curiously.
"I assumed you were almost done with the call because we were supposed to meet." I replied. "I hope I wasn't keeping you from anything."
"No no that was just...you'll see later." She said mysteriously.
I wondered what she meant but her expression was inscrutable. I'd planned to meet Ann for a light meal and a catchup but had ended up having my cock locked up, my ass fucked and turned into her toy the last time we'd met. I obviously couldn't predict what she had planned for me.
"Come on then, I thought we'd just talk for a while but you obviously want to get right to the point." She said, her eyes flashing with mirth as she helped me up to my feet. "Now we'll have to multi-task. Go over to the wall and bend over."
I walked over to the wall she was directing me to and bent over, wondering what she meant by 'multi-tasking'. I assumed she was going to flog me or something but the pain never came.
"How was your week? How's your course going?" She asked me casually as I stood against the wall, wondering what she had planned.
"My week wasn't too bad, we just had a few fun guest lectures and a couple of painful assignments. Could have been worse but I'm glad that it's Friday. The next week is the one whi-OH FUCK"
I'd abruptly stopped and moaned because Ann had grabbed the plug buried in my ass before she thrust it back inside me.
"Continue." she said calmly, not responding to my sudden moan.
I knew the drill.
"The one which might get a little hectic. I'm on track to make sure it goes well but we sh-AHH."
This time she'd grabbed onto my balls and given them a quick but hard squeeze.
"We shall see." I ended and felt Ann pull my hair gently. I turned around and she took my hand and walked me over to the bed where she instructed me to lie down.
She sat on my chest and faced my locked up penis before she started to inspect it closely.
"No problems with the cage huh? You went a week in it."
"No I didn't have any problems with it really. Morning wood was pretty bad but I got a bit more used to it as the days went by." I replied.
"No one caught you either? No rumours about you being in chastity in your college group huh?"
I shuddered thinking about the potential consequences. There had been one situation where I thought the imprint of the cage on my pants could be seen but thankfully no one noticed.
"That's a pity, I can imagine you stuttering in that cute way of yours as you try and explain yourself out of that one."
I shuddered once more wondering how one could even explain one's way out of being locked up in chastity.
"Turn around. Let's get your poor little cock out of its cage."
I obeyed her and she casually handled my cock, unlocking the cage and pulling it off. Immediately I began getting hard. The lightest touch sent shockwaves of pleasure coursing through my body. After a week of being caged, I was incredibly sensitive.
She grabbed me by the cock and started walking towards her bedroom. I followed quickly, occasionally having to tiptoe because she'd pull my penis up a bit while walking. Ann was very casual with how she'd dole out amounts of pain and humiliation. Casual about it even.
She guided me to the bed and lightly spanked my ass, gesturing at me to lie down on the bed.
I lay down and let myself relax. Ann pulled out a a pair of handcuffs and some ropes. With that she deftly began to tie me up. I closed my eyes and let her guide me. My hands went behind my head and were cuffed before they were tied to the headboard. My legs too were spread and tied to the different corners of the bed.
I tested my restraints and it was clear that I was well and truly restrained and completely at her mercy.
"Close your eyes and relax. You're going to be begging and pleading by the end of this anyway." she whispered, giving me a kiss to the cheek before moving away to admire her handiwork.
Wanting to be a bit of a brat, I thought I'd mess around. It was clear that she was the boss but I wanted to play with her as well.