You, Me and Some Lingerie
26/07/2020
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The Boss Bitch and her Strap-On

I arrived at the Georgian terrace flustered, my heart pumping out of my chest. I’d fucked up today, fucked up big time, lost the company an important deal that would cost thousands. Now I’d been summoned to Amanda’s house in Westminster for a chat.

Fuck.

Visiting the boss’s home at 9pm on a Thursday night can only mean one thing: she’s going to sack me…let me go…hand me my P45. And knowing Amanda Jones, she wouldn’t do it with a hand shake and promise of a reference either.

Amanda was a mega-bitch: intelligent, sharp tongued and exceptionally strict. She relished in humiliating the other managers at the firm, often pointing out their mistakes and shortcomings in front of each other. My last one-to-one meeting with her had been particularly brutal.

My mind flashed back to being stood in Amanda’s office; she was dressed in a tight, fitted skirt suit, her massive breasts spilling out of her blazer. My cheeks had burned with embarrassment as she repeatedly asked me to clarify figures I knew I had gotten wrong. Her voice got louder with each demand for an answer, then she’d called me a fucking idiot, made me bend over her desk while she walloped my buttocks repeatedly through my trousers. They had been sore for the rest of the day.

Now I stood in the doorway of her 3 million pound London townhouse, in the pouring rain, waiting. I only rang the doorbell once, I didn’t dare ring it a second time.

Eventually the door opens and light spills out into the street. She beckons me in and without saying even hello, states ‘follow me’ and turns to climb the stairs.

She’s wearing very long back boots that end half way up her firm thighs; stockings poke out over the top. Her skirt is expensive black leather and a cream silk blouse covers her top half. Her wrists and neck are dripping in gold.

Amanda is so fucking sexy. That’s the rub with this bitch. She’s scary – terrifying in fact – but she’s fucking sexy with it. Her arse and tits are big and round, and her legs and arms are so firm you just know she could pin you down and keep you down.

I follow her into a huge bedroom with a modern, four-poster bed and deep, shag pile carpets. She turns to face me and I freeze in fear.

‘You are such a useless prick, Matthew’ she says sternly, arms folded across her chest. ‘Why are you always so fucking useless? Have you always been this pathetic?’

‘Look, Amanda, I am so sor….’ I start but she cuts me off.

‘Did I give you permission to speak? I did not, and you won’t speak again until I request it.’ She doesn’t raise her voice, she doesn’t need to, the anger is radiating from her. I nod and look down to the carpet.

‘Clothes’ she barks ‘take them off, now’. She takes a seat in an armchair in the corner of the vast bedroom, crossing her legs and placing her manicured hands on her knee.

‘NOW Matthew’ she repeats loudly. ‘Undress immediately’.

I do as I am told. She is not a woman to challenge and I desperately need to keep my job. My cheeks burn with shame as I remove all my clothes and stand in front of this beautiful, powerful woman, naked.

I’ve never been much to look at undressed, but now I feel hopelessly vulnerable. Cold, wet and shivering from the rain, and cowering in front of Amanda, my intellectual and physical superior.

She looks at my penis and smirks. ‘I knew you’d have a tiny cock, Matthew. I just knew it. You’re pathetic in every other way, so why not your penis too?’

She laughs, picks her mobile phone up from the table beside her, points it at me and takes a picture.

‘Apologise for having a small dick, Matthew. Apologise to me, apologise to your wife, apologise to every other woman in the world who has ever had to look at it or touch it’ she snarls. ‘If you don’t, I am going to send this picture to everyone at the firm’.

I start mumbling an apology but it’s not good enough for Amanda. ‘LOUDER!’ she shouts, slamming the palm of her hand down on the side.

I start again, louder and clearer ‘I am sorry Amanda for my small penis, I am sorry Kate (my wife) for my small penis, I am sorry to all the other women in the world for my small penis’.

Amanda laughs, stands up and wanders over to a mirrored chest of drawers. Opening the top drawer, she pulls out a pair of pale blue lace panties and matching bra. She flings them across the room towards me: ‘put them on’, she orders.

I do as I am told, pulling the delicate, lace knickers up over my legs to my waist and tucking my small penis inside. The bra flaps about hopelessly on my chest, it’s used to holding Amanda’s big tits, and on me it looks ridiculous. I do it up anyway.

Next she tosses over some black fishnet stockings. I pull them up my legs as instructed and force my feet into a pair of black high heels shoes.

Out of the drawer Amanda now pulls a leather riding crop, and a black dildo in a strap-on harness. She is utterly sadistic in her humiliation of me, and she is loving it. Worse still, there is nothing I can do other than as I am told. If I refuse, I can kiss goodbye to my job, my house, paying my kids school fees….everything.

Strap-on attached between her legs and riding crop in hand, Amanda stands in front of me.

‘You look very slutty in that lingerie Matthew, very slutty indeed. Are you slut, Matthew?’

‘Yes Amanda’ I stammer but she interjects quickly ‘MISTRESS…you will call me Mistress from now on’.

‘Yes Mistress’ I correct.

‘Get down on your knees Matthew’ she instructs as she grips the large dildo in her hand. ‘I think it’s about time you suck my dildo’.

I open my mouth and slide the rubber dick in – rhythmically moving forwards and backwards, sucking as hard as I can and taking as much of the length as possible down my throat. My hands remain behind my back as instructed by Mistress, and every now and then I get thwacked on the buttocks with the crop for not swallowing the dick deep enough.

Sucking dick is hard work: my jaw ached and I was slobbering everywhere. Mistress let me break every few minutes to kiss, lick and suck the rubber balls, but the respite was short and she soon ordered the length back down my throat again.

‘Lie down across the bed on your back’ she instructed after what felt like an eternity sucking cock. I did as instructed and Mistress lubed up her big, rock-hard dildo.

Mistress was now standing between my legs, my arse hanging over the edge of the bed, my knees apart and back towards my armpits. I felt her pull the lace panties to one side, and next the tip of the dildo poked against my arsehole.

With one lingering look of pleasure, Mistress pushed her dildo forwards and soon I was being stretched in ways I have never felt before.

In out. In out. In out.

As my arsehole stretched, my dick began to harden…the more Mistress pumped her dildo into me, the more enjoyable it felt. Soon my dick was the hardest it has been in ages, and pre-cum was dribbling from its tip.

Mistress had undone her blouse without me noticing, and her massive 34G tits were now hanging free, bouncing as she pumped my arsehole again and again and again. She was taking a great deal in fucking my arse, I was sure of it.

After pounding for what felt like an eternity, Mistress informed me she was ready to watch me cum.

‘Kneel back on the floor, pull your panties down and wank your tiny cock into your hand. Then EAT IT’ she ordered. ‘Spilling any of your filthy, slutty cum on my carpet will mean 20 lashes!’ she added

She stood and watched as I sat and did just as I was told. I filled my hand up with my hot, sticky cum, and when the most incredible and intense orgasm had finished pulsing and my balls were empty, I lifted my hand to my mouth and swallowed every last drop.

With no further words, Mistress nodded in approval, removed the strap on and buttoned up her blouse. I took off her underwear and put my regular clothes back on.

‘You can show yourself out Matthew,’ she told me. ‘I will see you in the office tomorrow’.

‘Don’t be late!’ she yelled after me as I made my way down the stairs.

Kate would be at home anxiously wondering whether I still had a job, and I was relieved to be able to tell her that yes I did. Could I tell her why I still had a job though? Definitely not.

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