2 comments/ 29631 views/ 14 favorites My Redhead Mistress Ch. 01 By: Peggingsex I knocked shyly on her door, my feet shuffling away from the door as I waited. I heard her heels clicking as she walked down the hallway towards the front door. She opened the door: "Ummm, hi" he said In her sunny American accent; "are you Josh?" "Y-y-yes," I stammered slowly. She was the most beautiful woman I had ever seen In my life. The essence of the fairer sex. I had been Introduced to her by a mutual friend of ours, Jess, she said that we should meet up, so I texted the number I had been given and she Invited me over to her house to meet for 'a drink'. I stepped Inside after her, watching arse In her tight gym shorts. She turned around, obviously catching me looking, and smiled to herself. I walked Into the modern, clean kitchen, she asked me what I wanted to drink, I replied shyly: "Just a lemonade ... or something please." Trying hard not to stare at the way her deep red lipstick matched her flowing red hair that flowed down her shoulders toward her ample, pale breasts and the darker areolae that I could just see as she bent down ... 'Oh shit.' I thought, feeling my erection rise In my jeans, she came over to me lemonade In hand, and passed me the drink. I fumbled It In my shaking hands, and It went tumbling down, splashing water over her shorts and my jeans. "Oh my god! I am so sorry," I mumbled apologetically, she just laughed: "Oops well I'd better take these off then," and she slid them down her slim legs, toward her perfect feet, her toenails painted blood red to match her fingernails, and her luscious, gleaming hair . I shyly raised my eyes again, staring at her clean hairless crotch, not covered by any panties, she again saw me looking but made no mention, she then grabbed my face and kissed me hard: her tongue probing deep Inside of my mouth. She suddenly straightened up and grabbed my hand, leading me away, and down a flight of stairs, then a left Into a dark room containing a bed, a shower and a chest of drawers. She turned to face me: "Strip." she ordered. "B-b-but." I stammered. "But nothing bitch!" he screamed and slapped my face. Hard. "There are a few rules from now on: One, you must at all times call me either 'Mistress or Ma'am'. Two, I decide what happens and when, you say nothing unless you are spoken to. And Three, If you disobey any of my rules, I promise you one thing..." "What?" I blurted. She slapped me again: "No, my little bitch. If you break one of my rules, you will not cum and you will never come back here again. clear?" "Yes mistress." I said, my erection growing larger. "Now STRIP!" she ordered. I did just that pulling off my socks, trousers, shirt and boxers as quick as I possibly could. "Good." she complimented as she strolled slowly around me, wearing only her top and her high heels. She caresses my nipples and my arse, just as I expected to do to her. She pushes me back onto the bed face down and straps my hands to the bedposts, I do not struggle or try to free myself, as deep down I know that I want to be 'her little bitch'. she shuffles around and I hear clinking of metal. Suddenly I can feel something cold press against my arse as 'Mistress' slowly lubed up my arse-hole, pressing deep with her middle finger as she softens me up. I then feel a rubber bell end pressing up against my virgin hole. "Now my little slut, I'm gonna fuck your boy-cunt so hard ... so so hard." She whispered In my ear, I felt her large supple breasts press up against my back. She slowly entered me and I felt her girl-cock slide deep Into me, the pain was Incredible, deeper and deeper, widening me up until I was fit to burst the pain mixing with the pleasure as her cock scraped by prostate, then slowly pulling out again and In and out and In and out, faster and faster, her breasts rubbing up and down and the bed rocking and my erection getting bigger and bigger. I could barely feel the pain anymore, just a dull ache, but over beared by the Intense pleasure, without even touching myself. I wanted to cum so badly. "Oh, I see you like that do you, oh yes." She moaned, continuing to fill a hole that until now I had never thought could give me so much pleasure. Suddenly she pulled out. And my arse felt so empty with her Inside of me, without her there. she untied me and then pushed me back against the far wall. And sat on the bed, with her back against the wall. I gaped at her. She wore red high heels, black stockings, black elbow-length gloves and a black masquerade mask, perfectly framing her beautiful face, red hair and lips. The dildo that had been deep Inside of me was attached by black straps, with silver studs, wrapping around her thigh and waist. She had her legs spread and was toying with herself with a huge 9 Inch dildo, at least twice the length and width of my tiny member. She was licking the head and shaft of the dildo, whilst the other hand made small circles around her clit. She stared deep Into me. With her eyes fixed on mine she slowly took the whole of the black dick Into her mouth. She moaned. Then after taking It all, the hand near her beautiful, wet vagina pushed two fingers deep Inside of her. And she moaned again. This was the sexiest thing I had ever seen. My one sexual experience being In the back of a dark car, I reached down to play with myself. "No, my little queer, do not touch yourself one bit, simply watch me playing with myself, all you can do Is finger yourself deep In your little man pussy. NOW!" she ordered, between moans, as she continued to finger herself and fuck her own mouth. Without hesitating, I Immediately felt down my back and plunged two fingers deep Into my arse, It felt so good and so dirty, my dry fingers using what remained of the lube, as I pushed In and out with my fingers. She moaned faster and louder, and I got bigger and bigger and just as I was about to cum, without even touching my tiny cock. She came, hard and just as I was seconds away from following.she ordered me to stop: "Stop now my faggot, and come and lick me clean." She panted, having placed the dildo to one side. I Immediately obliged and bounded towards her stroking her smooth thighs, before burying my face deep Into her sopping wet vagina. I licked It clean, gulping down her beautiful juice like It was nectar. After she was clean I sat up again. "Good pet," she mused, looking at my still erect penis. "Now, let's do something about you... In the shower NOW!" I stepped Into the shower, and she stood outside, waiting for me. "Now stick It through the hole" she commanded, pointing to the glory hole that was In the side of the glass shower cubicle. As I did so I realised there were no controls In the shower, they were next to her! She turned the hard power shower on. Full cold. I yelped. "Yes, scream like the little slut you are," she laughed. Then as I was pressed up against the glass, she sat back on the bed, and re-applied her red lipstick and black mascara, since It had been seriously altered after her masturbation. She then sighed. Looked at me, as I was staring through the glass back at her, my penis the largest It has ever been. Over she walked, and then knelt down In front of It. She bent her head and I could feel her hot breath on the head. She grabbed my dick and placed It between her soft breasts, rubbing each one up and down Individually, then licking the tip, up and down It went, the cold water running down my arse. Up and down. Up and down. Her other hand went down my shaft and began to fondle my balls. That was too much. Suddenly I was cumming, and cumming, the hardest I have ever orgasmed, but I knew not to shout out, lest the magic end; my thick white juice ran all over her, running down her face and those gorgeous pale breasts... She licked around her mouth. "Mmmmm." she whispered. "Next time you can try some too!" My Redhead Mistress Ch. 02 I awoke to the feel of something hot and wet in my anus. I quickly recollected: it was my third weekend at my Mistress's house. I would go home during the week day, then return on friday, when I was expected to make Mistress come without using my hands, before being strapped to the bed to sleep. I felt hands grip onto my thighs. Long fingernails digging painfully into them. Looking up I saw the time. 12:36. I had slept for most of the day, not being able to go to sleep until late the previous night. The silk tying me to the bed and the boner that I had for ages, as I tried to get the images of my beautiful mistress out of my head were probably the cause of that... I felt the tongue getting deeper and deeper into my arse. Licking around and inside of my 'boy-cunt' as Mistress loving called it. I felt my boner grow beneath me, I looked around. "Finally you are awake!" she sighed. "Now, to business." She got off of me, leaving red marks in my thighs. and stood, before coming around in front of me to untie me. She wore nothing, just some chipped red nail varnish and some black stilettos. Beautiful. "Get up then." she giggled. And handed me a glass of dark, alcohol smelling liquid. "Drink." she commanded. Standing slowly up, I stretched and groaned. My penis was at half-mast and as I got up i heard a camera shutter close. "Hmmmm. My sexy slut!" she crooned. Embarrassed I tried to cover myself up. She only took more. Snap. Snap. Snap. "Why is that glass still full? I said DRINK." Mistress ordered. I stared down at it. Rum, Brandy? I shrugged and downed it, grimacing at the pain. "Good little bitch. Well done. Now, come here." I staggered around to my mistress, the alcohol having gone to my head. "What do we do when we greet our Mistress?" she tutted before slapping my bare arse. "Sorry Ma'am," I mumbled. And got down to my knees before kissing her feet and ankles. "Better." she said simply. Looking up at her, I almost stopped breathing. Her tanned long legs led up to a beautiful hairless crotch, and i could just see the faintest hint of her pussy, as she swayed gently. Those two amazing breasts, framed on either side by her gleaming red hair. The image of perfection. I could already feel my boner growing below me. my knees touching the cold wood flooring. "Now. I have a surprise for you my little boy-toy." she smiled "Go and sit down on that chair." she motioned to a chair in the corner next to the shower. Instantly i obliged. Not wanting to disappoint her. Sitting in the cold leather-topped stool, over strolled my Mistress. "Not as hairy than I imagined for a slut. Well, we can soon deal with that." noted Ma'am, as she walked slowly around the stool. I squirmed in the seat. Nervous. She knelt down on the floor in front of me, her mouth just inches away from my cock. I shut my eyes. Hoping. Nothing. I felt the silk straps go around my feet, tieing them to the stool-legs. My hands too were tied together. I was trapped. Coming back around in front of me, she lent over me, and slowly tied a blindfold around my eyes. Damn, no more of her. The feeling of being so trapped and blind only increased my excitement, my penis growing to its full 5 inch length. "Awww. Is that it?" she said, patronisingly. Staring down at my tiny member. "Does my little slut have a tiny little clit?" I could feel my face flushing. "Dont be embarassed," she sighed "my poor baby-boy, its not going to be used for much anyway is it?" Suddenly i felt her warm mouth enveloping my head, licking it and sucking on it like a lolly. and at the same time, something cold and sharp pressed against my pubes. She was shaving me. "Wait, please n... ..." I stammered immediately she withdrew her mouth. "No." she whispered. "Now I have to punish you." I heard the unmistakable sound of foil unwrapping, and went cold. Please not my anus I prayed, worried she might break me. Instead i felt the condom wrap around my cock and being slid down. I was confused. What was going on. I felt her take it once again in her mouth, before leaning up and kissing me. I could taste the strawberry on my tongue. God that was sexy. She once again started to suck me and shave me. Up and down she bobbed her head, as she scraped away, leaving me bare and feeling sensitive. All of these feelings suddenly compiled and I came with no warning. "I am so sorry Ma'am" I quivered "I am so, so sorry" She slowly removed my blindfold. I feared the worst. I saw her smiling face. "Well done little pet. Perfect." she beamed "now, for your punishment" her face morphed back into the regal, commanding face that I found the sexiest. Stepping away, so i could see her, she bent down facing away from me, and I saw her tiny pink rosebud and her glistening pussy. She slipped into her harness. I knew what was to come. Going over to the rack. She selected one. A bright pink one, about six inches. "Good, a decent size, you will need practice for later" she purred. I was confused. Coming back over she slowly peeled of the condom from my now lip cock. Then she re rolled it , inside out onto her strap-on. I was confused. In her heels that dildo was at the same height as my face. I suddenly understood and squirmed again. "Shhh. Shhh. It will all be fine." she cooed "now, gently, take it in" She slowly pushed the dildo towards my lips, like a mother feeding a baby. All the while making gentle, encouraging noises. I slowly opened my mouth: curious. The tip slid in, scraping my lips. My own hot, wet cum also being left there. Farther and farther in it slid, until it was right up against my throat. I tasted it. The salty tang burnt my mouth with the taboo. I relished in that too. I began to get more and more excited at the thought and slowly but surely Mistress pulled out and then back in, out and in. I was now licking and sucking on the fake phallus, savouring the mixture of my salty nectar and the rubber's strawberry taste. It was heaven. Glancing up at Mistress, she was in heaven also. Her right hand was deep inside herself, and her left was holding my head still. In out, in out. Faster and faster. She fucked my face, and I loved it. "Well done baby boy, you loved the taste didn't you?." she crooned, smiling gently - her perfectly white teeth gleaming. "That is perfect practice for what I have lined up for you next."