Becoming Imogen – Part 3

Becoming Imogen – Part 3The summer holidays seemed to drag on forever and for 6 weeks I had to endure the absence of my Master, Simon. Next year would be his last and I dreaded the thought of being parted from him. Master Simon had given me a list of chores that I was to perform daily and I had been performing them diligently and with quiet obedience. I though back to when my Master had given me the list only 6 weeks ago…July was warm that year and Master and his friends had taken to meeting me in the woods in a quiet clearing at break periods. I would rush there after class and quickly change into an outfit that I had cobbled together from items stolen from home. A pair of lacy knickers here and a set of stockings there…. Nothing matched and I was dismayed at the lack of grace and coordination in my appearance.I knelt down in the clearing as usual, my knickered pussy raised high and inviting in the air and my mouth open, tongue hanging out and ready. I kept my eyes on the floor like a good submissive sissy and waited. Eventually I heard the sound of feet approaching and I called out “I am Master’s slutty sissy and I live to please him.”“Have fun lads but nothing in the mouth, I want to make sure she’s listening’. Master was here!Hands tore the knickers away and I was gripped by the waist. I felt the warm swollen head of a thick cock press against my willing pussy and I pushed back, eager to please. Nick or Chris? No matter how I tried I still couldn’t tell the difference between their cocks until they were into their rhythm. The hands dug into my waist deeper, nails scratching at my skin and leaving red indentations that would show for hours. Definitely Nick then. Nick liked to fuck hard, fast and loud but he hated when I made a sound or any form of movement. I stopped pushing back and went as passive as I could, letting him use me like a doll.Master Simon sat on an old tree stump in front of me, I could see his shoes as I stared at the ground and rocked back and forth with each of Nick’s thrusts.“Look at me slut!”I lifted my head and gazed in adoration at him. “Yes Master”“I have something for you slut, a challenge if you like”“Yes Master”“I’ll read it to you and then give you a copy for safekeeping, think of it as a summer project”His mouth curled up with a smirk of enjoyment.“Yes Master, thank you Master”He placed a bag before him and he read the list to me. Occasionally Master would reach into the bag and pull out an object to go with a point. I’ve transcribed it here in full:1) Slut will stand in front of a mirror 5 times every day and repeat this phrase out loud “I am Master’s slutty sissy and I live to please him.”2) Slut will wear panties every day3) Slut will fuck herself every day with a dildo (he pulled an 8” dildo from the bag)4) Slut will acquire new lingerie and clothing by any means possible. Steal or buy, Master does not care.5) Slut will acquire makeup and practice applying it. Steal or buy, Master does not care.6) Slut will continue to grow her hair7) Slut will present herself to Master on the first day of next year as a girl.8) Slut will not touch her clit for the entire summer (Master reached into the bag again)I listened enraptured as Master spelt out his plans for me, I had hardly realised that Nick was climaxing until he grabbed my hair and wrenched me up, arching my back. I stayed limp for him, pliable and willing to be manipulated and he came inside me as Master reached point 6. Nick pushed my head back down and languidly let his cock slip in and out of my pussy admiring the slick sheen of cum that now coated his softening member. As Master reached point 8 I caught a glimpse of the item that he had pulled from the bag and saw a flash of silver when I felt a boot connect with my left hip and I was kicked over and onto my side where I rolled to my back in pain.“Let’s get this done lads”Master’s gang held me down firmly, my arms and legs firmly pressed to the floor as Master stood over me. I didn’t need them to hold me there, I would have willingly casino oyna submitted myself to my master but they liked to use force and I gazed up looking for a glimpse of this mysterious item. Master Simon knelt down over my stiff little clit and balls and showed me the item in his hand. I’d never seen anything like it before and I didn’t understand what was about to happen. Simon grabbed my clit in his hands and I felt something cold and metallic slip over me. He pulled my scrotum through with my little clit and pushed my hairless balls through as well. It was a ring of steel that fitted tightly over my sissy parts. My clit twitched with excitement at this new toy applied to my body but I could see the grin on Master’s face and I know that whatever happened next could not be pleasant.“You’re going to feel this Slut” Master spat at me.I strained to see what was happening between my legs but I couldn’t raise my head far enough and Ian struck me across the cheek for the attempt.I cried out in agony as I felt my urethra open and an object was thrust inside. Deeper and deeper it seemed to burrow into me but my clit stiffened in excitement at this new pain. Again I felt cold steel cover the end of my clitty and then pressure, so much pressure from Master as he pushed the two parts of this contraption together. Now I struggled in vain to break free but they were too strong, always too strong.I groaned as my privates were twisted and compressed into a smaller and smaller space until finally I heard the click of steel on steel. Master took a key from his pocket and applied it to the object before finally standing up and motioning to his friends.“OK let’s give her a look”They let me go and my hands instinctively reached between my legs as I sat up and looked down. Finally I understood rule number 8. My entire clit was covered with a metal sheath with a tube that had been inserted into my urethra. This sheath was attached to a tight metal ring that had been slipped over my flesh and was pressed against my belly. The two parts were locked together and try as I might I would have no access to my clit as long as this was attached to me. It was so small, every erection would be agony and I was already dreading having to piss through that tube.“That’s how I know you will behave yourself over the summer Slut. I don’t want you to forget that you are mine, I own you and every time you reach for that pathetic little cock you will remember that”.I nodded up at Master, I felt so grateful, Master was saving me for himself.“I’ve got the only key and I’m taking that home with me for the summer you fucking whore. God knows what you’d get up to if I didn’t lock you away.”“Thank you Master” I managed. The pain was subsiding in my clit as I softened but still it ached and felt so heavy against my skin.“Now get the fuck out of my sight, you disgust me.”That was six weeks ago. I had stumbled out of the woods pausing to put my clothes on once I was out of their sight. The cage around my clit was heavy and unnatural and when I put my panties back on it pressed uncomfortably against me. I squirmed as I ran to get my things and prepare to go leave for the summer.I had done as Simon had asked. Every day I said Master’s mantra and tried to think of ways to complete the other tasks. My parents were surprised when I jumped at any chance to visit my Aunties and cousins, little knowing that I was sneaking into their bedrooms to rummage through their underwear and clothing drawers. I found the most amazing lacy overbust corset in my Aunt’s cupboard, it was a beautiful dark pink but I was so scared that she would know it was missing. I had to have it though so I hid it at the back of her cupboard thinking that I could come back to get it later if she hadn’t missed it. I was over the moon when I retrieved it a couple of weeks later and snuck it back to my house in my rucksack.I stole lipsticks and items that I had no idea how to use just to make sure I had things I might need. One day I had walked to slot oyna my cousin Lucy’s house; Lucy was s*******n and was already using makeup, she had left school at 16 and was training to be a beautician. I made an excuse and headed upstairs where I rummaged through her things and was trying on a lipstick in her mirror when I heard a cough behind me and I spun around in shock to see Lucy watching me. She laughed when she saw my painted lips, all red and glistening…“What the fuck are you doing?”Lucy had always been coarse and had delighted in how much stronger she was than me.I didn’t know what to say so I just stood there and wiped at my lips smearing red over my cheeks.“Well now you’ve fucked it up good and proper” she said as she marched over to me and grabbed her cotton pads.She tipped makeup cleaner onto one and roughly cleaned my face, her hand grasping my jaw and holding my chin up.She stared at me for a second.“Have you been knicking my stuff you little creep?”My hands instinctively went to my crotch where Lucy’s knickers were covering my caged clitty.Her eyes caught the movement and her eyes narrowed.“Show me your pants” she snarled.I struggled in her grasp but she was too strong for me.“Show me or I’ll march you downstairs and do it in front of everyone!”My head sank and my will evaporated. I fumbled at my trousers and closed my eyes as they dropped to my ankles and I stood there exposed.“Oh my God!” She exclaimed. “What the fuck is that?”She could clearly see the cage through the lace of her knickers and the outline of something metallic was obvious.“You fucking perv! Are you a bum-boy or something?” She paused. “They are my fucking knickers!”She stepped back to see more clearly and I stood petrified before her, exposed and ashamed. I could feel my pre-cum leaking from my urethra tube and a dark stain was already flowering on the lace of the panties.She shut the door to her room and gave me a quizzical look for a few moments.“Get the rest of your clothes off” she commanded.Master Simon had already crushed my spirit and I folded before her. I slipped off my clothing with the expertise of someone who has done this a hundred times or more. She could see the submission in my face, the tears welling in the corners of my eyes and knew that she had me.“Sit down on that chair”I sat where she indicated wearing only her knickers and the cage that was resisting my little cocklet’s attempts to stiffen and grow.“Stay still and do as I say, I need the practice” she said.She busied herself around me grabbing items and brushes, talking and muttering to herself about skin tones and other things that I didn’t understand.I sat before the mirror as Lucy began to apply makeup to my face all the time explaining what she was doing. I realised that she was practicing for her course and was using me as a guinea pig.I was entranced and breathless as each minute went by and I watched a boy fade away to be replaced by a girl. Every second I watched Lucy like a hawk, desperate to remember everything she was doing. Foundation, powder, contour, blush, eyeshadow, eyeliner, the list went on and on but by the time she applied the gloss to my pink lips, slightly overdrawn to accentuate them, I was enraptured by what I saw in the mirror.Lucy went to her cupboard and grabbed a couple of items. “These should fit well enough but I’ve got other stuff at the college as well”.She dropped the clothes on the bed and gestured to them. “Put those on and what size feet are you?”.“Size 5” I muttered as I crossed to the bed and picked up the clothing she had put there. It was a pair of white hold up stockings, a small pink miniskirt and a white top.“I’m a 6” she said, “Should be OK.”She reached into her wardrobe and pulled out a pair of white shoes with heels that seemed so high. “Try these on, they are a little small for me”.I slipped into the clothing as I had done for Simon so many times but these were clean, new and I looked like the girl I knew I was. I slipped my feet into the heels and stood canlı casino siteleri up in them, my calves stretching uncomfortably. I caught a glimpse of myself in the mirror and was transfixed. My hair was still shorter than I wanted, just below my ears but it framed my face nicely and had a playful flick to it.“Now you look like a proper sissy” Lucy laughed. “Look, I can see the bulge of your little cock through the skirt. Do you like it pansy?”“Yes Miss”. I replied. I couldn’t help myself, it was involuntary. “I am Master’s slutty sissy and I live to please him.”“Interesting” she said with a smirk on her face. “I assume your Master gave you that.” She nodded to the cage under my skirt.I nodded back in shame.“Well I need the practice and since you make such an obedient pupil, this is going to work out very well. I just need to get some photos for my records.”She reached for a Polaroid camera and pointed it at me.“What’s your name?”I thought for a moment.“Imogen” I replied.“Come back tomorrow Imogen” she said.The camera flashed and she stood before me as the blank photo came out and began to dry. “I’ll just hold onto these Imogen” she said. “Just in case I need to show anyone, now let’s get your things packed into your rucksack and you can be off home”.I stood dumbfounded for a moment, was she suggesting I walk home like this?“I can’t, what if someone sees me?”“Not my problem’ she said ushering me to the door.I stumbled through the door uncertainly in the heels, not sure how I would ever make it home. Carefully edging down the stairs I looked back to see Lucy holding the developed polaroid in her hand. “You make a nice girl Imogen” and she laughed again and stalked away.The walk home was like a dream and a nightmare in one. By now it was dark and although it was usually only a 5 minute walk I tried to keep out of people’s way and avoid meeting people. Eventually I reached the back gate to our garden and I gingerly edged the door open, wary of bumping into my parents. With the coast clear I crept over the paving stones and through the back door, up the stairs and safely back into my bedroom.I sat in front of the mirror and looked at myself for ages. This is what Simon wanted! I felt elated that I would be able to give him what he asked for. Reaching under my bed I pulled out Simon’s dildo and grabbed the lube from my bedside cupboard. Pumping a small amount onto my fingers I reached behind and slipped my hands into my knickers and felt for my tight pussy. I had to have myself right now, it felt so perfect!I slipped the knickers off and stood tall in my heels, my fingers still working my ass and preparing myself. I lay back on the bed where I could see myself in the mirror and lifted my legs to show my ass, two fingers slipping quickly back and forth inside. I needed that dildo now and I needed to see Imogen get fucked. I grabbed the dildo in both hands and plunged it swiftly between my buttocks and into my welcoming pussy. It wasn’t the same as the real thing but I could imagine Simon over me, rutting with me and filling me with his cum. I couldn’t take my eyes off myself in the mirror, looking at this female version of myself. I played with my willing ass for what seemed like hours, collecting every drop of cum that leaked from my trapped clit and greedily sucking at my fingers to drink it all. I hadn’t cum in nearly two weeks and the only way to relieve the pressure in my balls was to milk as much cum as I could by massaging my prostate. I’d become quite the expert in manipulating the dildo to just the right angle, I hoped Simon would be pleased.When I had finished I had to face the reluctant truth that I would need to get changed and wash off my makeup soon. I stood in front of the bathroom mirror with my mother’s cleaning products and slowly, deliberately wiped away all trace of the sissy whore I craved to be. I couldn’t help crying as I reverted back to the dull me that Simon had looked away in chastity and I crept into bed nursing my tender and swollen genitals for the night. I dreamt of Simon and the girl I would become again tomorrow. I needed to ask Lucy how I could do this myself, I just hoped I would find the courage to say something.“I am Imogen, Master’s slutty sissy and I live to please him.”