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Explore the Inner Woman In You

Date: 04.04.2009

Keywords: Explore, In, You, Inner, Woman, the,

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I fancied the arse off a girl at school called Sharon. The problem was most of my year did. She was beautiful with long blonde hair, willowy legs, a butt to die for and stunning pert tits. She was way out of my league but quite amazingly we did get on and began to make slow but steady headway. My dizzy ambition was to ask her to the end of year college dance. My fiends all laughed but I felt I had as much chance as them even though I was rather slight and effeminate looking. To my surprise one lunchtime in the refectory at college, Bob, her older brother came up to me. He was a few years above me doing new media and photography with my older brother. I didn't really know him but to my surprise he asked me if I fancied my sister. I blushed and he knew the answer before I could reply.

'Good on you,' he said, 'perhaps I can help you.'

Why I wasn't sure but I nevertheless I was delighted and didn't stop to consider why.

'Come round to our house, Saturday and I'll give you a few pointers. I can read her like a book and know how I can help.' He could see the concern in my eye. 'Don't worry Sharon is out for the day.'

I couldn't believe my luck and call it naivety but I didn't see anything wrong or sinister about his offer.

However once inside his empty house I began to feel rather awkward. He offered me a beer and looked at me rather strangely.

'Sharon's a funny girl - she likes to meet guys that are kind and understanding,' he told me. 'She's not the kind that likes insensitive thugs. You have to think how a woman thinks to understand her.' He laughs. 'She's a strange one - but get to that point and she'll eat out of your hand.'

I feel my mouth drop in awe. 'But how do I do that?' I asked.'

He smiled confidently and gestured that I sit down. I choose a comfy chair by the window. 'You'll thank me,' he chuckled, 'but what I'm going to suggest might sound rather unorthodox.'

'What is it?' I asked eagerly.

'Ok,' he said, 'but you must promise not to tell anyone else ...' he paused then added. 'It's all a bit embarrassing.' I nod frantically desperate to know his sensitive secret.

'To think like a woman,' he said slowly, 'you have to be one and without surgery the only way you can do that is too dress as one.'

'What!' I cry. 'Dress as a woman? You can't be serious.'

'Oh yes,' he said. 'I'm afraid so. I couldn't believe the advice either but the older brother of the girl I fancied a few years ago said the very same thing. And like you I didn't believe him either.' He laughs and smiles reassuringly. 'I genuinely thought he was mucking me about but... after some persuasion I did what he suggested.'

'What!' I interrupted. 'Wore a skirt?'

Bob blushed. 'More than a skirt,' he said, 'I told you this was a humiliating confession. I wore the whole outfit. Lingerie, shoes and a dress.' He gazed at me dreamily and I felt a shudder cascade down my back.

'And it worked?' I said. 'Really worked?'

Bob took a deep breath. 'Did it work? Absolutely. Absurd I know but the clothes he lent me changed my view on her and women generally and I really connected with her. After that I had to fight to keep her back.'

'Wow!' I say totally believing him. 'But I haven't a sympathetic sister or anyone who could help me.'

'Well,' Bob said pouring me another beer. 'You're in luck - I can help you. While you're here why don't you borrow something from Sharons wardrobe. She's out and won't be back until early evening.'

I wasn't sure but the more I thought about it I couldn't resist this opportunity.

'It's now or never,' Bob said. 'I'm not going to suggest this again.'

'What?' I say. 'Borrow and take away?' Thinking this isn't too bad as I wasn't so sure about Bob seeing me dressed as a girl.

'Bob laughed. 'No I couldn't do that. Sharon would notice if anything is missing. I was thinking more about you changing here.'

'Oh!' I said.

Why I agreed to this I will never know but after yet another beer I found myself rather inebriated and obediently following him upstairs. We crossed the landing past his bedroom and into Sharons. It was amazing. As I walked inside I could sense her presence. I could smell her sweet perfume, almost hear her laugh and see her sweet smile. Her room was just as I had imagined – very feminine – decorated in light pinks with a flowery bedspread, pop posters on the wall and loads of bottles of perfume, jewellery and make-up on every conceivable shelf. It was breathtaking and I wondered how jealous all my mates would be if they could see me in Sharons bedroom. I crossed her room and looked dreamily at her bed and soft toy collection.

To my surprise Bob pulled a box off her wardrobe. 'Girls,' he said, 'as you no doubt know... love lingerie. All the frilly and lacy stuff drives them wild and our Sharon is no exception.' He holds the box like a precious casket containing priceless jewels and taps its lid with his fingers. 'This in here is her favourite and I suggest you wear it first.' He lifted the lid majestically and withdrew a beautiful boned corset in a black beaded metallic looking lace.

'B... B... But that's a corset,' I stammer. Is this really necessary?'

Bobs face turned serious. 'Absolutely, Its important that you love what she loves, to feel what she feels and to look like her look.'

I wasn't so sure but Bob practically tore it out of the box, and he practically tore off my clothes, too, except for my pants. This all came as rather a shock but I felt reluctant to complain as after all he was helping me... Or so I thought. The first thing that surprised me was how unbelievably good he was at getting it on. I thought the padding he stuffed in the cups a bit unnecessary but he seemed possessed – I could tell its really not that easy – and then he started pulling the laces at the back tighter and tighter. More and more roughly. I saw him in a new light. I never thought he was so rough; obviously I was wrong.

'Please, stop!' I gasped, almost fainting, but he just sort of threw me across Sharons huge dressing table, so all her perfume bottles and stuff crashed to the floor, sending up wafts of floral fragrances.

Eventually he tied the last lace and panted with exhaustion. I could hardly breath and as I staggered to my feet Bob threw open Sharons wardrobe and began flicking through the huge assortment of dresses. I began to feel rather uncomfortable as I struggled to breath.

'What do you think?' He pants excitedly. 'Dress or skirt, Stockings or tights, sling backs or court shoes?'

I had no idea but my uncertainty seemed to please him.

'While I'm finding you something,' he said with huge excitement, 'open her top draw in that chest and choose yourself some panties.' I look at him in disbelief. He laughs 'trust me,' he said. 'It's all or nothing.'

Had the circumstances been different I would have loved delving my inquisitive hands into her pantie draw. It was like Pandora's box but dressed in her corset with Bob her brother I felt very out of place. Needless to say she had hundreds of pretty panties in an amazing assortment of colours and styles; jade coloured bikini briefs, black high-sided panties, cream thongs, red cami-knickers, chocolate satin mini briefs, white underwired bodies and peach G-Strings. I felt like a starving man with a menu and I drifted into a trance as I imagined her parading in front of me wearing them all. My dream was shattered as I heard Bob clear his throat and I turned crimson as I hurriedly choose a beautiful pair of tiny white silk panties adorned with a pretty bow just above the crutch and lashings of lace.

'Good choice,' Bob said as he watched me step gingerly into the silky cool fabric. They where incredibly tight and once I'd stretched them in place the delicate lace trim tickled my legs and my little cock was squashed into a feminine mound. I looked at him nervously as he produced a black and pink lace dress from her wardrobe. The bodice looked very small but the skirt was quite full and feminine. 'Perfect.' He cried. 'And while you're at her chest of draws try the second draw down and get yourself some black stockings to go with this.' He tore the dress off the hanger and threw it to me. 'Come on,' he cried 'Don't stop the momentum - lets see you fully dressed?' I apprehensively sat on her soft bed and rolled a pair of sheer stockings up my smooth legs. To my surprise they felt unbelievably gorgeous and I couldn't resist running my hands up and down my calves revelling in the sensual sensations. Nice I thought as I stood, straightened the seams and clipped the lacy tops delicately to the suspender straps of the corset. Something extraordinary then happened – my legs looked much longer, shiny and incredibly smooth in fact and as I rubbed them together I felt very delicate, pretty and feminine. Perhaps this is what he meant I mused as I stepped into the beautiful pink and black dress. It was as I thought, tight and even though lined with a silk slip I had to waggle my hips to get it up not realising the show I must have put on for Bob. As I slipped my slender arms into the sleeves I noticed him grin and as I did so I couldn't help but see with horror how Bobs trousers had begun to bulge at the crutch. He saw me look and I pretended not to notice. Bob grinned and walked towards me. 'You're quite a stunner,' he said gesturing for me to face away from him. He gently fastened my dress up at the back and as he did so he accidentally nudged his groin into the pit of my back and I felt his rock hard cock through the soft thin dress. I tried to pull away but he held me by the shoulders as he rubbed himself against the lace. I felt myself glow red but he was right I began to feel an inner change. I did feel feminine. Bob too saw the transition as he handed me a pair of black, incredibly high-heeled shoes. 'How are you feeling?' he asked. 'How's your inner woman? Can you sympathise with her yet?' I thought carefully as I stepped into each towering shoe. Then nodded nervously.

Pages:
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Keywords: Explore, In, You, Inner, Woman, the,

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