Today had already blown my mind. I'd never stuck so much as a finger in my hole before today, but the steel butt plug my boss Jane Redding had dropped in my lap at twelve was still firmly embedded in my arse.
Despite several drinks I could still taste the first experience of eating my own cum. My 'lunch' had turned out to be her letting me wank over her foot and then clean it with my tongue.
These two 'firsts' had left me in a daze all afternoon. Just last week my life had been normal. A geek with a sporadic love life and a persistent, but unfulfilled lust for my big breasted boss. In one week she had outed me as a bumbling submissive, had me strip in front of her, spanked my bottom and milked me.
I could claim that she had exploited a weak moment and then held me with blackmail pictures she'd taken. But as the afternoon went on I knew that wasn't true. I could have gone and taken the plug out, but I hadn't. Although the area round my hole was getting sore, the strange feeling of fullness and the constant semi hard-on made me feel I'd been reborn as some strange sexual creature. And, quite simply, the plug was still there because she hadn't told me I could take it out.
Being allowed to spew my cum out over her beautiful foot had felt like a privilege that overcame the humiliatingly rapid speed with which it had arrived. Despite my initial hesitation, having to lick her foot clean again had been an honourable duty.
The truth was that I was I sitting here plugged and awaiting unspecified punishment because I wanted to be. I wanted whatever form of intimacy she would grant me. I felt lucky. I still didn't understand what was in it for her. She had talked about me serving her. But so far she'd just had her feet licked and sucked whilst I'd got to cum twice. Both occasions had demonstrated her control over me, but was that it? What had I given her?
Did she just enjoy the manipulation, the challenge of finding out just how far she could push me? Was she just reeling me in for something more intense, tugging me gently but firmly onto the hook? Was I about to experience a sadistic need to hurt me?
My beeping phone jerked me out this contemplation and I snatched it up to see my next instruction. But it was just a mate calling me to a pint and game of pool at the pub. I cried off, saying I had work to finish.
'You are turning into a right teacher's pet. Your loss.' I smiled. Yeah. Too right. And my gain.
Despite trying to pay attention to what everyone was doing, I didn't actually cotton on to the fact that by 4:30pm we were the only ones left in the building. The penny dropped as I watched my boss walking back down the office from the reception area. Then I knew. Her expression and the way she walked had changed. The way she spun a set of office keys around her finger said, now it starts, now you are mine. And it's going to hurt.
As she walked towards me I stood transfixed. I felt I should be doing something different, but I didn't know what. Half way down the office her eyebrows arched as she stared at me. What did she expect me to do? Was I supposed to be stripping as she walked towards me? As I she reached me I detected the slightest downward glance at the floor and it finally dawned on me. At the last moment, I dropped down on to all fours just as her feet came to a halt in front of me.
'Good,' she said, dismissively. As you might when someone had finally achieved something rather simple and obvious. Then silence again. But now that I was on my hands and knees I was instinctively back in the groove. I leaned my head down and kissed the top of each foot where it was exposed from the shoe.
I raised my head back up but didn't look up to her face. I stared straight forward at her knees. I was like an obedient dog standing perfectly still. They weren't elegantly knees. Or particularly shapely legs. Her body, apart from her mammoth breasts said power and control rather than glamour. I'm not sure how long I held that silent, unflinching pose. It was like a test I was determined to pass.
'I gave you ten minutes to insert the plug and return to your seat. You took 27. That's 17 blows. I'll deduct 3, for the number of seconds you held out before cumming at lunchtime. That makes 14. That's the price you have to pay.'
'I know what you're thinking. It isn't fair. A boy who'd never even put a finger up his arse before was never going to manage a butt plug in ten minutes.'
'But fairness isn't the issue here. The issue is you doing what I tell you. That's the lesson you have to learn. That's why there's a price to pay. Do you understand pet?'
'Yes Goddess.'
'Good. Think about that lesson, through the pain. Think about these feet you love so much, through the pain. Think of the wonderful parts of me you haven't worshipped yet, through the pain. Think of the rewards to come, if you learn to do what I tell you. Without hesitation. Without question.'
The office keys fell to the floor beside me, making me jump.
'If that isn't what you want Darren, grab those keys, stand up and walk out now.'
She paused, 'if it is what you want, ignore the keys and crawl at my feet.' She backed four steps away from me.
'Are you going to walk or crawl?'
I swallowed hard, but it was an easy choice really. I closed the gap between us, leaving the keys where they were on the floor behind me.
'Good boy. Listen carefully. Crawl down to the disability bathroom and go inside. Empty your pockets onto the trolley bed. Take that belt from your trousers and put it on the trolley too. Strip naked. Put all your clothes in one neatly folded pile. Shoes at the bottom, then socks, briefs, trousers and shirt at the top. Have you got that?'
'Yes Goddess.'
'What goes at the bottom?'
'Shoes Goddess.'
'The top?'
'Shirt Goddess.'
'Good. Every item out of order is two extra blows. There is a wide black hairband on the trolley bed. When you are naked, stand exactly in the middle of the room facing the door. Put the hairband round your head, covering your eyes. Then hold your hands together out in front of you like this.' She demonstrated a pose. It was kind of like a religious statue, a prayerful monk. Except I'd be naked, so not that religious.
'Have you got all that?'
'Yes Goddess.'
'Off you go. Don't let me down.'
I smiled as I crawled down the office. 'Don't let me down.' I was setting myself up to be punished, but I wasn't to let her down! But I did crawl into the bathroom and followed her instructions.
As I took the belt from my trousers I did begin to feel scared. During the afternoon I had imagined her putting me across her knees and spanking me with her hand. I'd watched so many porn videos of exactly that. But she was obviously going to use my belt. That was surely going to hurt a lot more.
But I didn't deviate one bit from her instructions and soon my pocket stuff was on the trolley bed with my belt. My clothes were folded and stacked exactly as described and I was stood still, naked and blindfolded. Hands together in front of me, in the centre of the room.
It's actually harder than you think to stand still and straight when you're blindfolded. I found myself making tiny steps to keep my balance as I waited in the dark. I began to lose track of how long I'd been waiting. Could you actually lose your balance just standing still in a blindfold? God she was good at this.
