The headmaster pt2
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Tricked Into Wearing A Dress Pt2 free porn video
'She's fantastic,' Tina smiled enthusiastically, 'devastatingly attractive.'
'Maybe but doesn't he look a complete sissy?' adds Julia.
'Precisely and I do believe,' Mary says triumphantly, 'our new girl enjoys being a sissy.'
The girls all nod and the room is filled with dramatic oohs and arhs as they point out favourite bits to each other. Tina loved my hair, Julia my legs, Jill my tits and Mary my dress. Me I loved everything. Even my old bubble-gum pink bike, my initial source of ridicule had some magnetic appeal. A strange fascination that begged me to ride it. Dressed as I was I wanted to get on the saddle. To feel my tiny heels on the pedals, my heavy boobs sway like pendulums, my skirt flap, the wind in my hair, my panties on the seat and my bright painted nails on the handlebars.
I'm bundled to a full-length mirror and released. They stand back keen to see my reaction. I want to scream with anger but my femininity gets the better of me and years of suppression are swept away. I'm beautiful and I look like a sexy babe despite being in the garish outfit. My jaw drops as I stare at my reflection in bewilderment. I feel like a sexy young girl who for the first time stole their mums mascara. I look amazing. I'm ecstatic and confident, desperate to show off.
'Look at her smoky eyes and kiss me lips.' Mary cries, pouting herself. 'Give me a kiss you ravishing creature?' I thought she was joking but she leant forward and planted a huge sloppy kiss on my lips. It started as an innocent laugh but as our lipsticks mixed she pressed her hot tongue into my mouth. She held me tight and snogged me for a few minutes before finally let me go so we could both gasp for breath.
'Hold on there, Jill,' Mary says, 'lets not get carried away. But Jill had started something and now they all wanted to find out what it was like to kiss me. One by one they held me in their arms and in their own individual way gave me a passionate kiss. It was fantastic and my cock spasamed excitedly.
I turn and look at my rear in the mirror.
Jill laughs. 'You look incredible. I wouldn't believe it's you.'
Proudly I do a feline flick of my hair and revel in complete femininity. She was thrilled with the way I looked and gave me another little kiss on my chin and held her arm around my waist. She moved her hand down to my arse and began rubbing her palm across the material of the dress. The effect was magical and I closed my eyes and sighed. My pleasure was notes and Jill quickly moved her and to my groin. She squeezed my cock and I felt fit to explode.
'Bloody hell,' she gasps feeling my hot cock. 'Our little girl is excited.' Without warning she dropped to her feet and grasped my legs just below the ankles. 'You must be in agony,' she said slowly drawing her hands up my legs. The other girls all gather round as Jill shuffles forwards and her hands tickle the hem of my dress. 'You poor thing, let me help you out,' she says and as she continues to let her hands climb my legs they slide under my dress raising the layers of material so everyone could see my beautiful stockings and pretty panties. I stand stock still as she flicks my dress smartly upward and dives under the material like a rabbit into a burrow. I look at the other girls sheepishly as I feel my panties slowly drawn down my legs.
'What's she doing?' Tina innocently asks. No one replied and the look on my face told all as I felt Jills hot breath on my dribbling cock. She lets go of my legs and her hands wrap around my shaft. She squeezes it a few times and then guides it into her eager mouth. I didn't know where to look as her hot, wet lips enclose my cock. Tina, Mary and Julia are all starring at me in total silence. I fix my gaze at a boy band poster on the wall as she takes me in then slowly draws me out again. The silence is shattered by the sound of Jill frantically slurping as her tongue washes all over my trembling cock. I groan and find myself squirming uncontrollably as Jills frantic sucking intensifies.
'Our little girl is enjoys wearing her dress and looks as if she's enjoying be sucked off too. Please Jill don't make him soil his new dress. The stains will be such a job to remove.'
I wasn't really listening as at that moment I jolt and stand on tiptoes as my love boils over and spurts into Jills mouth. I except her to withdraw sharply but instead she seems to such harder drawing all my cream from me. It's over as quickly as it begun and Jill soon has my panties back, my now flaccid cock back tucked away and my dress brushed downwards. The girls are desperate to ask her what it was like but she has her mouth tightly shut. She stands upright and stares me in the face. I don't know what to say but I don't have to wait long as her hands circle my waist and her lips press against mine. I open my mouth and feel her tongue snake inside followed by copious quantities of my own cum. I gag and attempt to pull away but she holds me firm and blows all my love into my own mouth. Once jettisoned her precious cargo she stepped back and licked her lips with a wicked glint in her eyes. I stood transfixed my own cum dripping from my mouth.
Mary was the first to speak. 'Now swallow my little sissy. It's good for you or that's what we are told.'
The other girls all giggle and with my mouth full of cream I obediently swallow. It wasn't easy as my cum was thick and creamy and once I had begun to let it slide down my throat it took a while as every last drop seemed connected to the last.
'Wonderful,' Mary said obviously delighted with my reaction. She then gave me a very passionate kiss on my lips and we embraced.
The girls all jump around me excitedly as Mary turns up her music and we dance to some girl band. I'm in heaven. I'm alight, buzzing. I didn't want to ride a bike. I want to flirt, to be wined and dinned, bought flowers and chocolates and even ... ravaged by some college hunk. My spiralling mind surprised me but was stopped short as I see Tina tidy up. She neatly bags my clothes into a black plastic bag as if jumble. Jill opens the window and she throws it onto the front garden. 'There,' she said with satisfaction. 'All Done.'
I open my mouth to complain. Yet I didn't want too. I was very happy in my new dress and heels. I just assumed they expected a complaint. I quietly mumble some protest but as I do so what feels like a hundred hands are upon me bustling me out her room hurriedly. I'm led across the landing, my dress tickling my thighs and rustling alluringly like autumn leaves. I begin to sweat as the enormity of it all takes hold. I'm a guy. I shouldn't be wearing sexy lingerie and a dress, I can't go outside, yet I wanted to and I felt some weird force dragging me downstairs. Stepping gracefully down the stairs was an art. I felt like some old fashioned black and white Hollywood movie star as I carefully placed each foot on a step. My skirt rustled and swayed beautifully and my mind was a whirl with imagery of a big band playing my entrance.
Unfortunately reality hit me like a truck as I reach the hall. Julia opened the front door and the cold afternoon air swirled around my legs like mice. I shiver and my nipples tingle and harden. They detect my nervousness. Mary grabs my hand and pulls me into the January sun. It's like being born again as I stand on the driveway my dress ruffles fluttering in the wind. I look in stark contrast to the other girls in their jeans. I catch a glimpse of Tina stuffing the black sack in the dustbin but I don't say anything. I'm thrust my bike. I hold the handlebars and see Mary capturing me on video with her mobile phone.
'You tube here we come,' she screams and the girls jump on their own bikes excitedly. 'I can't wait to load this. I'll make a special site dedicated to you.
I look at their bikes enviously, not a shopper or step-through in sight. All cross-bar racers and mountain bikes plus a reproduction chopper. I stand bemused and confused. I'm loving the experience yet I fear the ridicule. I just wish they would accept me as one of them. It's so much too remember - now what? Do I sit on my dress or my panties and let the dress hang over the saddle? I opt for sitting on the dress. Silence falls on our street as the girls all watch me like hawks. Studying my every move I hold my skirt and step through my bike majestically careful not to get oil on my stockings. They giggle as I smooth my full dress under my knees and hop onto the saddle demurely. I hold the handle bars, my heavy boobs pulling me forward sending me off balance. I straighten my back shuffle, onto the seat and stare at my bright pink nail varnish. My hands look soft and cared for. I smirk to myself - the nail varnish matches the fame of my bike. Immediately Mary jumped on her chopper and took the lead and rode off. 'Keep up' everyone she shouts. I struggle to place my shoes on the pedals, careful to hang my high heel over the rubber. I slip, I wobble dangerously and my skirt billows rather unceremoniously upwards flashing more leg than than comfort.
It was like riding a new bike. Starting all again before I took my proficiency test. I had initial difficulty keeping my tiny heels on the pedals as the new soles where smooth and slippery. My huge boobs hung forward off setting my sense of balance and my dress threatened to billow outward like a great sail with every revolution of the wheel. Pedal too fast and I risked exposing thigh or worse my panties. Pedal too slow and I may grind to a halt and topple off. And yet despite these challenges I loved it all. Sitting on that girls bike caused every last drop of masculinity to drain from me. With Mary and her group of girls - I felt as if I belonged. I felt like a girl, a pretty member of her elite gang - I felt feminine, soft and gentle. I convinced myself that I was prettiest and hummed to myself happily, taking to my new role as easily as a duck takes to water. In sheer vanity, I delighted at the reflection of my new girls attire as we rode past the house windows. I stopped momentarily to flick a hair from my face and admire my pointed heels. As I did so Mary rode alongside. 'You're doing well my dear, but don't try doing too well!' she spat. 'Always remember, you're a boy not a girl. You can never be a proper girl like me or the other girls, only a pathetic sissy.' She smirked smugly. 'And always remember, nobody messes or makes a fool of Jonny.' I could feel my eyes widen in alarm. Why did she mention him I muse?
As we rode I struggled with my heels and wobbled precariously across the road. Fearful that I might bolt the girls closed in. With Jill and Julia either side and Tina and Mary on each end I was fenced in. On one hand I felt herded like a sheep penned in by a dog, on the I felt like royalty being escorted. Slowly their confidence builds and they drop behind me so I'm in front leading the pack like some carnival mascot. They had no worry of me cycling off alone as I was struggling to keep up Mary's pace. Who did they think I was? I wasn't going to attempt anything heroic like Steve McQueen in the 'Great Escape' besides I felt more like Kate Beckinsale in 'Alice through the Looking Glass' or Judy Garland as Dorothy in the 'Wizard of Oz' travelling on the yellow brick road and I certainly didn't fancy cycling home alone dressed a I was. Why should I escape? Remarkably I felt safe with the girls and was sure they wouldn't do anything else.
We made a pretty picture. I know this as pedestrians gaped, cars passing honked their horn and I saw curtains twitch with nosey neighbours but I didn't care - I felt beautiful. We neared the high street and Mary took the lead again. She turned into an ally and we all followed. I didn't expect the surprise before me. There across our path was Jonny and his yob gang of ruffians all smoking again.
'Well, hello boys,' Mary says, slowing down to stop.
I cringe and fear rips through me. The other girls sense I may escape and bottle me in on all sides.
'Jonny darling, Have you met the new girl in our gang?'
He shakes his head confused.
'Apparently she wanted to be part of your gang but you reject her.' She smirked.
Jonny looked bemused and stared blankly at his mates. They mumbled amongst themselves as if attempting to answer a difficult question on a TV game show. Dave, my favourite seemed to understand and he gave me a discreet wink. Yes, I liked Dave. I should have been pleased. My transformation was so good Mary had to help him out.
'Shit, Jonny you're dense sometimes,' she says. 'If you don't recognise him I thought you would at least recognise his bubble gum pink bike.'
At last the penny drops like a lead weight and he collapses on the floor in laughter. 'I knew it, I knew it,' he screamed triumphantly. 'He did get a pretty dress for Christmas and my fuck me he looks amazing. Look at those stunning legs, his tiny waist, slender arms and smooth skin.'
His mates look at him quizzically and he quickly corrects himself. 'Amazing for a little sissy,' he adds studying me carefully trying to find any give away sign of masculinity. He couldn't.
Mary beams smugly. 'Our newest recruit hasn't undergone her initiation test yet. If she fails you may have her back.' Initiation I mused what else did she have planned? Something told me it wouldn't be pleasant and I began to panic. Mary waves everyone on. 'Come on girls lets continue as planned and cycle into town. Once there we can see how our little sissy fairs.'
Off we go cycling down the street but this time I'm not in front, that's Jonny and Mary's position. And the other girls? They are more interested in flirting with Jonny's mates than me. Me, my mind is racing trying to imagine what Mary has planned. I had to escape!
Dave took sympathy I could see it in his eyes. 'You don't have to put up with this,' he says cycling alongside me talking in a quite tone. 'I'm going to turn off in a minute, pull back and follow me if you want to escape. We will be long gone before they miss us. When we round the corner pedal like mad and they won't know what's happened.'
Sure enough when they all seem preoccupied amongst themselves Dave dropped back and swerved off down a side street. I followed and once out of sight pedalled as fast as my Lycra glad legs and high heels could go. We vanished. I heard no shouts or noises of angry pursuit. After a few minutes Dave slowed down and turned into the town park. I was exhausted and followed.
'Lets hide in here for a while,' he calls slowing down.
The park was seemingly quite with only a few joggers and a lady walking her dog. Dave cycled sedately round the lake and jumped off his bike. I pedalled alongside, then stepped off careful not to snag my dress. We walked together, pushing our bikes side by side. A jogger ran past and we saw a young courting couple canoodling on a bench. We exchanged glances and smiled. Two ladies approached walking their dogs. As they neared I froze and looked at Dave nervously. It was my mum and a neighbour. Dave sees panic in my eyes and directs me swiftly down another path, off the main walkway towards the woods. I don't think she saw.
'I wanted to say back then,' Dave said shuffling his feet in the leaves awkwardly once out of ear shot. 'I think you look bloody amazing. Really stunning. I hope you don't mind me saying but your orange dress really suits you.' How big was my grin? I couldn't tell you, because I didn't have a mirror, but it felt plastered across my face and I desperately tried to squash it down so Dave would not see how pleased and flattered I was. I feel my face redden. 'Thank you,' I say straightening some of the ruffles that had become misshapen by the wind opting not to tell him how I was tricked into wearing it. 'It's covered in ruffles and sways as I walk.' I say trying to make conversation so I would not make a total idiot of myself. 'I like it too and no I'm not offended,' and with an appreciative audience I shook my hips in a circular motion so he could see the dresses shape from all angles. But in heels and with a bike it wasn't easy. I lost my balance and instinctively grabbed Daves arm as I started to fall down. I dropped my bike and he caught me and helped me up. 'I'm not used to high heels,' I blurt out.
He smiles kindly and claps his hands together in applause. 'you're doing fine.'
'It's not very appropriate for cycling or walking in the park especially this time of year.' I say running a hand over my dress and fluttering my eyelashes at him. 'I feel we should be going on a romantic date rather than hiding like criminals.'
'I'm sorry,' he says, 'are you cold?'
I shake my head.
'Shh!' He says, 'hear that. '
I couldn't.
'I think I hear Jonny. Quick my darling lets hide.' It was a brief comment but it meant so much. He called me darling. I liked that.
He pushed his bike behind a hedge and I follow his lead. Could you believe it? This was what I longed for so long. My emotions were on overload. I was out with a guy dressed as his girlfriend. My handsome knight, my saviour. Dave took my hand and walked me deeper into the bushes. Hidden from the bridal path he gently took my hands and pulled me close. I immediately felt the hard bulge in his trousers against my soft dress and my heart began to flutter like a butterfly trapped in a jam jar. I had turned a young man on. This was incredible. The idea that I on my fist venture out as a young lady had such unbelievable power was stupendous. An exciting feminine feeling washes through me as he put his other arm around my waist and pulled me even closer.
'Don't worry about Jonny and Mary. I'll look after you,' he whispered in my ear and lifted me in his arms like a baby. His breath was warm. Then he gently kissed my earlobe, my clip-on earrings dangling to his touch and I trembled in his strong arms. I saw a romantic sparkle in his eyes. He stroked my hair. His lips touched mind and I melted in his arms like soft tar in the sun. He grins and pulls me deeper into the woods. About fifty yards from the path he stops at a clearing under a huge oak tree, its leaves in heaps on the ground, a large log lies before us. 'Do you think Jonny and Mary are worried about us?'
Dave grinned. 'Worry, no! They probably haven't even figured out we've gone yet.'
I don't think either of us believed that.
I would never have done what I did next had I not been dressed in the pretty orange dress. It seemed to posses some strange magical quality that took over converting me into the sort of girl that was destined to wear it. I reached for Dave's hand and placed it on my hip, then put my arm on is shoulder. I smiled a closed-mouth smile so my braces would not twinkle in the twilight. Dave figured out the rest. He turned beetroot red, and if I hadn't known better, I would have sworn he was counting in his mind 'one Mississippi, two Mississippi, three Mississippi ...' before he leaned down. He finally moved his head down towards mine, and our lips touched in the best moment of my life that far. I counted, the kiss lasted five heartbeats. I hung my arms around his neck. He kissed me again and I responded with all my female desire that had built within me. One hand moved over my huge tits and caressed me. His other hand slid onto my bottom and cupped my cheeks. He gave them a squeeze and gently fondled me letting the dress slide over my silken panties. I was hot and as his tongue darted frantically in and out of my willing mouth, I could not help myself. My love just poured out into my pretty panties. Embarrassed I clung to him like a leaf to a tree, as my orgasm sent tiny electric jolts through me. This was a dream come true. I smiled as realised, though not directly, my bike was after all my best Christmas present ever.
Did mum and dad know about my girlish desires? Did they give me the girls bike to help me find myself? Or perhaps it was them who bought the orange ruffle dress using Mary as part of their plan to turn me into their pretty daughter. Who knows? Did Jonny play a part and despite his rough and tough facade did he really fancy a sissy too?
'Maybe but doesn't he look a complete sissy?' adds Julia.
'Precisely and I do believe,' Mary says triumphantly, 'our new girl enjoys being a sissy.'
The girls all nod and the room is filled with dramatic oohs and arhs as they point out favourite bits to each other. Tina loved my hair, Julia my legs, Jill my tits and Mary my dress. Me I loved everything. Even my old bubble-gum pink bike, my initial source of ridicule had some magnetic appeal. A strange fascination that begged me to ride it. Dressed as I was I wanted to get on the saddle. To feel my tiny heels on the pedals, my heavy boobs sway like pendulums, my skirt flap, the wind in my hair, my panties on the seat and my bright painted nails on the handlebars.
I'm bundled to a full-length mirror and released. They stand back keen to see my reaction. I want to scream with anger but my femininity gets the better of me and years of suppression are swept away. I'm beautiful and I look like a sexy babe despite being in the garish outfit. My jaw drops as I stare at my reflection in bewilderment. I feel like a sexy young girl who for the first time stole their mums mascara. I look amazing. I'm ecstatic and confident, desperate to show off.
'Look at her smoky eyes and kiss me lips.' Mary cries, pouting herself. 'Give me a kiss you ravishing creature?' I thought she was joking but she leant forward and planted a huge sloppy kiss on my lips. It started as an innocent laugh but as our lipsticks mixed she pressed her hot tongue into my mouth. She held me tight and snogged me for a few minutes before finally let me go so we could both gasp for breath.
'Hold on there, Jill,' Mary says, 'lets not get carried away. But Jill had started something and now they all wanted to find out what it was like to kiss me. One by one they held me in their arms and in their own individual way gave me a passionate kiss. It was fantastic and my cock spasamed excitedly.
I turn and look at my rear in the mirror.
Jill laughs. 'You look incredible. I wouldn't believe it's you.'
Proudly I do a feline flick of my hair and revel in complete femininity. She was thrilled with the way I looked and gave me another little kiss on my chin and held her arm around my waist. She moved her hand down to my arse and began rubbing her palm across the material of the dress. The effect was magical and I closed my eyes and sighed. My pleasure was notes and Jill quickly moved her and to my groin. She squeezed my cock and I felt fit to explode.
'Bloody hell,' she gasps feeling my hot cock. 'Our little girl is excited.' Without warning she dropped to her feet and grasped my legs just below the ankles. 'You must be in agony,' she said slowly drawing her hands up my legs. The other girls all gather round as Jill shuffles forwards and her hands tickle the hem of my dress. 'You poor thing, let me help you out,' she says and as she continues to let her hands climb my legs they slide under my dress raising the layers of material so everyone could see my beautiful stockings and pretty panties. I stand stock still as she flicks my dress smartly upward and dives under the material like a rabbit into a burrow. I look at the other girls sheepishly as I feel my panties slowly drawn down my legs.
'What's she doing?' Tina innocently asks. No one replied and the look on my face told all as I felt Jills hot breath on my dribbling cock. She lets go of my legs and her hands wrap around my shaft. She squeezes it a few times and then guides it into her eager mouth. I didn't know where to look as her hot, wet lips enclose my cock. Tina, Mary and Julia are all starring at me in total silence. I fix my gaze at a boy band poster on the wall as she takes me in then slowly draws me out again. The silence is shattered by the sound of Jill frantically slurping as her tongue washes all over my trembling cock. I groan and find myself squirming uncontrollably as Jills frantic sucking intensifies.
'Our little girl is enjoys wearing her dress and looks as if she's enjoying be sucked off too. Please Jill don't make him soil his new dress. The stains will be such a job to remove.'
I wasn't really listening as at that moment I jolt and stand on tiptoes as my love boils over and spurts into Jills mouth. I except her to withdraw sharply but instead she seems to such harder drawing all my cream from me. It's over as quickly as it begun and Jill soon has my panties back, my now flaccid cock back tucked away and my dress brushed downwards. The girls are desperate to ask her what it was like but she has her mouth tightly shut. She stands upright and stares me in the face. I don't know what to say but I don't have to wait long as her hands circle my waist and her lips press against mine. I open my mouth and feel her tongue snake inside followed by copious quantities of my own cum. I gag and attempt to pull away but she holds me firm and blows all my love into my own mouth. Once jettisoned her precious cargo she stepped back and licked her lips with a wicked glint in her eyes. I stood transfixed my own cum dripping from my mouth.
Mary was the first to speak. 'Now swallow my little sissy. It's good for you or that's what we are told.'
The other girls all giggle and with my mouth full of cream I obediently swallow. It wasn't easy as my cum was thick and creamy and once I had begun to let it slide down my throat it took a while as every last drop seemed connected to the last.
'Wonderful,' Mary said obviously delighted with my reaction. She then gave me a very passionate kiss on my lips and we embraced.
The girls all jump around me excitedly as Mary turns up her music and we dance to some girl band. I'm in heaven. I'm alight, buzzing. I didn't want to ride a bike. I want to flirt, to be wined and dinned, bought flowers and chocolates and even ... ravaged by some college hunk. My spiralling mind surprised me but was stopped short as I see Tina tidy up. She neatly bags my clothes into a black plastic bag as if jumble. Jill opens the window and she throws it onto the front garden. 'There,' she said with satisfaction. 'All Done.'
I open my mouth to complain. Yet I didn't want too. I was very happy in my new dress and heels. I just assumed they expected a complaint. I quietly mumble some protest but as I do so what feels like a hundred hands are upon me bustling me out her room hurriedly. I'm led across the landing, my dress tickling my thighs and rustling alluringly like autumn leaves. I begin to sweat as the enormity of it all takes hold. I'm a guy. I shouldn't be wearing sexy lingerie and a dress, I can't go outside, yet I wanted to and I felt some weird force dragging me downstairs. Stepping gracefully down the stairs was an art. I felt like some old fashioned black and white Hollywood movie star as I carefully placed each foot on a step. My skirt rustled and swayed beautifully and my mind was a whirl with imagery of a big band playing my entrance.
Unfortunately reality hit me like a truck as I reach the hall. Julia opened the front door and the cold afternoon air swirled around my legs like mice. I shiver and my nipples tingle and harden. They detect my nervousness. Mary grabs my hand and pulls me into the January sun. It's like being born again as I stand on the driveway my dress ruffles fluttering in the wind. I look in stark contrast to the other girls in their jeans. I catch a glimpse of Tina stuffing the black sack in the dustbin but I don't say anything. I'm thrust my bike. I hold the handlebars and see Mary capturing me on video with her mobile phone.
'You tube here we come,' she screams and the girls jump on their own bikes excitedly. 'I can't wait to load this. I'll make a special site dedicated to you.
I look at their bikes enviously, not a shopper or step-through in sight. All cross-bar racers and mountain bikes plus a reproduction chopper. I stand bemused and confused. I'm loving the experience yet I fear the ridicule. I just wish they would accept me as one of them. It's so much too remember - now what? Do I sit on my dress or my panties and let the dress hang over the saddle? I opt for sitting on the dress. Silence falls on our street as the girls all watch me like hawks. Studying my every move I hold my skirt and step through my bike majestically careful not to get oil on my stockings. They giggle as I smooth my full dress under my knees and hop onto the saddle demurely. I hold the handle bars, my heavy boobs pulling me forward sending me off balance. I straighten my back shuffle, onto the seat and stare at my bright pink nail varnish. My hands look soft and cared for. I smirk to myself - the nail varnish matches the fame of my bike. Immediately Mary jumped on her chopper and took the lead and rode off. 'Keep up' everyone she shouts. I struggle to place my shoes on the pedals, careful to hang my high heel over the rubber. I slip, I wobble dangerously and my skirt billows rather unceremoniously upwards flashing more leg than than comfort.
It was like riding a new bike. Starting all again before I took my proficiency test. I had initial difficulty keeping my tiny heels on the pedals as the new soles where smooth and slippery. My huge boobs hung forward off setting my sense of balance and my dress threatened to billow outward like a great sail with every revolution of the wheel. Pedal too fast and I risked exposing thigh or worse my panties. Pedal too slow and I may grind to a halt and topple off. And yet despite these challenges I loved it all. Sitting on that girls bike caused every last drop of masculinity to drain from me. With Mary and her group of girls - I felt as if I belonged. I felt like a girl, a pretty member of her elite gang - I felt feminine, soft and gentle. I convinced myself that I was prettiest and hummed to myself happily, taking to my new role as easily as a duck takes to water. In sheer vanity, I delighted at the reflection of my new girls attire as we rode past the house windows. I stopped momentarily to flick a hair from my face and admire my pointed heels. As I did so Mary rode alongside. 'You're doing well my dear, but don't try doing too well!' she spat. 'Always remember, you're a boy not a girl. You can never be a proper girl like me or the other girls, only a pathetic sissy.' She smirked smugly. 'And always remember, nobody messes or makes a fool of Jonny.' I could feel my eyes widen in alarm. Why did she mention him I muse?
As we rode I struggled with my heels and wobbled precariously across the road. Fearful that I might bolt the girls closed in. With Jill and Julia either side and Tina and Mary on each end I was fenced in. On one hand I felt herded like a sheep penned in by a dog, on the I felt like royalty being escorted. Slowly their confidence builds and they drop behind me so I'm in front leading the pack like some carnival mascot. They had no worry of me cycling off alone as I was struggling to keep up Mary's pace. Who did they think I was? I wasn't going to attempt anything heroic like Steve McQueen in the 'Great Escape' besides I felt more like Kate Beckinsale in 'Alice through the Looking Glass' or Judy Garland as Dorothy in the 'Wizard of Oz' travelling on the yellow brick road and I certainly didn't fancy cycling home alone dressed a I was. Why should I escape? Remarkably I felt safe with the girls and was sure they wouldn't do anything else.
We made a pretty picture. I know this as pedestrians gaped, cars passing honked their horn and I saw curtains twitch with nosey neighbours but I didn't care - I felt beautiful. We neared the high street and Mary took the lead again. She turned into an ally and we all followed. I didn't expect the surprise before me. There across our path was Jonny and his yob gang of ruffians all smoking again.
'Well, hello boys,' Mary says, slowing down to stop.
I cringe and fear rips through me. The other girls sense I may escape and bottle me in on all sides.
'Jonny darling, Have you met the new girl in our gang?'
He shakes his head confused.
'Apparently she wanted to be part of your gang but you reject her.' She smirked.
Jonny looked bemused and stared blankly at his mates. They mumbled amongst themselves as if attempting to answer a difficult question on a TV game show. Dave, my favourite seemed to understand and he gave me a discreet wink. Yes, I liked Dave. I should have been pleased. My transformation was so good Mary had to help him out.
'Shit, Jonny you're dense sometimes,' she says. 'If you don't recognise him I thought you would at least recognise his bubble gum pink bike.'
At last the penny drops like a lead weight and he collapses on the floor in laughter. 'I knew it, I knew it,' he screamed triumphantly. 'He did get a pretty dress for Christmas and my fuck me he looks amazing. Look at those stunning legs, his tiny waist, slender arms and smooth skin.'
His mates look at him quizzically and he quickly corrects himself. 'Amazing for a little sissy,' he adds studying me carefully trying to find any give away sign of masculinity. He couldn't.
Mary beams smugly. 'Our newest recruit hasn't undergone her initiation test yet. If she fails you may have her back.' Initiation I mused what else did she have planned? Something told me it wouldn't be pleasant and I began to panic. Mary waves everyone on. 'Come on girls lets continue as planned and cycle into town. Once there we can see how our little sissy fairs.'
Off we go cycling down the street but this time I'm not in front, that's Jonny and Mary's position. And the other girls? They are more interested in flirting with Jonny's mates than me. Me, my mind is racing trying to imagine what Mary has planned. I had to escape!
Dave took sympathy I could see it in his eyes. 'You don't have to put up with this,' he says cycling alongside me talking in a quite tone. 'I'm going to turn off in a minute, pull back and follow me if you want to escape. We will be long gone before they miss us. When we round the corner pedal like mad and they won't know what's happened.'
Sure enough when they all seem preoccupied amongst themselves Dave dropped back and swerved off down a side street. I followed and once out of sight pedalled as fast as my Lycra glad legs and high heels could go. We vanished. I heard no shouts or noises of angry pursuit. After a few minutes Dave slowed down and turned into the town park. I was exhausted and followed.
'Lets hide in here for a while,' he calls slowing down.
The park was seemingly quite with only a few joggers and a lady walking her dog. Dave cycled sedately round the lake and jumped off his bike. I pedalled alongside, then stepped off careful not to snag my dress. We walked together, pushing our bikes side by side. A jogger ran past and we saw a young courting couple canoodling on a bench. We exchanged glances and smiled. Two ladies approached walking their dogs. As they neared I froze and looked at Dave nervously. It was my mum and a neighbour. Dave sees panic in my eyes and directs me swiftly down another path, off the main walkway towards the woods. I don't think she saw.
'I wanted to say back then,' Dave said shuffling his feet in the leaves awkwardly once out of ear shot. 'I think you look bloody amazing. Really stunning. I hope you don't mind me saying but your orange dress really suits you.' How big was my grin? I couldn't tell you, because I didn't have a mirror, but it felt plastered across my face and I desperately tried to squash it down so Dave would not see how pleased and flattered I was. I feel my face redden. 'Thank you,' I say straightening some of the ruffles that had become misshapen by the wind opting not to tell him how I was tricked into wearing it. 'It's covered in ruffles and sways as I walk.' I say trying to make conversation so I would not make a total idiot of myself. 'I like it too and no I'm not offended,' and with an appreciative audience I shook my hips in a circular motion so he could see the dresses shape from all angles. But in heels and with a bike it wasn't easy. I lost my balance and instinctively grabbed Daves arm as I started to fall down. I dropped my bike and he caught me and helped me up. 'I'm not used to high heels,' I blurt out.
He smiles kindly and claps his hands together in applause. 'you're doing fine.'
'It's not very appropriate for cycling or walking in the park especially this time of year.' I say running a hand over my dress and fluttering my eyelashes at him. 'I feel we should be going on a romantic date rather than hiding like criminals.'
'I'm sorry,' he says, 'are you cold?'
I shake my head.
'Shh!' He says, 'hear that. '
I couldn't.
'I think I hear Jonny. Quick my darling lets hide.' It was a brief comment but it meant so much. He called me darling. I liked that.
He pushed his bike behind a hedge and I follow his lead. Could you believe it? This was what I longed for so long. My emotions were on overload. I was out with a guy dressed as his girlfriend. My handsome knight, my saviour. Dave took my hand and walked me deeper into the bushes. Hidden from the bridal path he gently took my hands and pulled me close. I immediately felt the hard bulge in his trousers against my soft dress and my heart began to flutter like a butterfly trapped in a jam jar. I had turned a young man on. This was incredible. The idea that I on my fist venture out as a young lady had such unbelievable power was stupendous. An exciting feminine feeling washes through me as he put his other arm around my waist and pulled me even closer.
'Don't worry about Jonny and Mary. I'll look after you,' he whispered in my ear and lifted me in his arms like a baby. His breath was warm. Then he gently kissed my earlobe, my clip-on earrings dangling to his touch and I trembled in his strong arms. I saw a romantic sparkle in his eyes. He stroked my hair. His lips touched mind and I melted in his arms like soft tar in the sun. He grins and pulls me deeper into the woods. About fifty yards from the path he stops at a clearing under a huge oak tree, its leaves in heaps on the ground, a large log lies before us. 'Do you think Jonny and Mary are worried about us?'
Dave grinned. 'Worry, no! They probably haven't even figured out we've gone yet.'
I don't think either of us believed that.
I would never have done what I did next had I not been dressed in the pretty orange dress. It seemed to posses some strange magical quality that took over converting me into the sort of girl that was destined to wear it. I reached for Dave's hand and placed it on my hip, then put my arm on is shoulder. I smiled a closed-mouth smile so my braces would not twinkle in the twilight. Dave figured out the rest. He turned beetroot red, and if I hadn't known better, I would have sworn he was counting in his mind 'one Mississippi, two Mississippi, three Mississippi ...' before he leaned down. He finally moved his head down towards mine, and our lips touched in the best moment of my life that far. I counted, the kiss lasted five heartbeats. I hung my arms around his neck. He kissed me again and I responded with all my female desire that had built within me. One hand moved over my huge tits and caressed me. His other hand slid onto my bottom and cupped my cheeks. He gave them a squeeze and gently fondled me letting the dress slide over my silken panties. I was hot and as his tongue darted frantically in and out of my willing mouth, I could not help myself. My love just poured out into my pretty panties. Embarrassed I clung to him like a leaf to a tree, as my orgasm sent tiny electric jolts through me. This was a dream come true. I smiled as realised, though not directly, my bike was after all my best Christmas present ever.
Did mum and dad know about my girlish desires? Did they give me the girls bike to help me find myself? Or perhaps it was them who bought the orange ruffle dress using Mary as part of their plan to turn me into their pretty daughter. Who knows? Did Jonny play a part and despite his rough and tough facade did he really fancy a sissy too?
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