Ride Of My Life

As a student at college I wanted a bicycle for Christmas. I hadn’t past my driving test and even if I had, I couldn’t afford to run one with my Saturday job wages. My parents didn’t have much money so I didn’t ask for an expensive model by name, anything would do. I didn’t think they could go far wrong or could they?

They did attempt to wrap it with some festive paper and ribbon. Unfortunately nothing could hide its bright bubble-gum pink, wicker shopping basket or step-through frame. I cringed as my parents proudly presented it to me in the garden. What could I say? It would have broken their hearts to complain. I didn’t want to appear ungrateful but there was no mistaking it was a girls bike.
‘We know it isn’t what you exactly wanted,’ mum said slowly watching the look on my face. ‘We didn’t have much choice in our price bracket. The man in the second-hand shop said it’s a unisex model.’

‘For college girls and boys,’ Dad adds helpfully.

I beam gratefully my braces glinting. ‘Thank you,’ I say with as much conviction as I could muster.

Dad made me sit on it as he proudly adjusted the seat and handle bars. I felt a complete prat.

‘Take it for a spin,’ Dad says handing me a pair of bicycle clips for my trousers. ‘You’ll have to tie your hair back.’

Like a younger child at Christmas I pedalled around our estate on my new gift. The difference being I wasn’t proud or happy. It rode okay for a shopper but still hoped none of my friends would see me perched on the wide seat. The step-through frame did have the advantage of not causing me untold damage if I slipped on a pedal and landed on the hard steel tubing. Oddly after a few miles I began to view my Christmas present differently. I knew I wasn’t the butchest kid at college and had done my best to suppress my feminine mannerisms. Cycling was for me as butch as it gets – I didn’t play football, go to the gym or hang out with my mates. Instead I was an effeminate guy, of slight build and few friends. Cycling my girls bike did something for me. Was it the wind in my hair? The breeze on my soft skin or the position I sat? I really didn’t know but unlike a boys racer or a mountain bike I felt more girlie than ever and even imagined wearing a dress as I pedalled, the material billowing out behind in celebration as I rode.

As expected it was incapable of going faster than a few sedate miles per hour or performing dramatic slides, jumps or skids. Yet riding this delicate machine such boyish pranks seemed inappropriate. I caught sight of my reflection in a house window and joyfully rang my bell as I turned sharply down an alley. I immediately came face to face with a rough looking gang of lads. I knew them from college. They stood proudly smoking alongside their new Christmas bikes. They swore at me and to avoid a collision I plunged into a privet hedge.

‘You fucking idiot,’ Jonny from the year above screamed. ‘You almost hit us. You complete tosser. Scratch my new bike, prick and I’d see you pay.’

‘Sorry,’ I mumble meekly struggling to disentangle myself from the foliage.

Their bikes were amazing. Transfixed, I stood momentarily admiring their impressive collection of sleek racers and well equipped mountain bikes.

‘Cool bike,’ Ed says sarcastically as he watches me drag my step-through shopper out the hedge. The lads all laugh and taunt me relentlessly. Dave pings my bell with a toothy grin and they all laugh.

‘We couldn’t afford a decent bike,’ I say enviously.

The lads all laugh again.

‘But it’s a girls bike,’ Jonny says giving it a disdainful kick.

‘No,’ I say defensively, ‘it’s unisex.’ But who was I kidding.

They all howl like a pack of wild hyenas.

‘Come on guys it’s not half bad. It can pull great wheelies.’ I lie. Unimpressed they stub out their cigarettes and mount their shinny steeds.

‘So,’ I say, ‘which of you lucky lads wants first go?’ This was my flag of friendship. I knew I was different. I didn’t play football, smoke, wrestle, date girls or ride a cool bike but I still tried to be friends.

‘Fuck off sissy,’ Jonny spat, ‘none of us want to ride your pathetic girls bike. Bugger off.’

The lads all laugh again. I try one last time to be friends. ‘I didn’t ask for it,’ I say, ‘it’s what I was given.’

‘By Father Christmas no doubt’ Jonny jokes. ‘I bet you still believe in him and I think your parents are trying to tell you something. You big girls blouse.’

More guffaws of laughter and I prepare to mount and cycle off but Jonny hasn’t finished.

‘It’s what I was given’ Johnny mimics but in a girlish pitched voice. I’ don’t believe you anyway.’ He says, ‘I think you wanted a girls bike. ‘ He pauses for effect. ‘Why? Because you’re a pathetic girl. Admit it, sissy you can’t take the speed of a mans racing bikes or the dirty thrills of a mans mountain bike and…’ he looks at me thoughtfully, ‘you can’t wear a dress on bikes like ours either. These are men’s bikes not girlie bikes. Now bugger off. Why don’t you take your stupid shopper and go shopping?’ He pushes the wicker basket aggressively and laughs menacingly. ‘We don’t want anyone to see us with a sissy on a girls bike.’

I mount up, my eyes wetting, stepping through rather than swinging my leg over the frame. Jonny and his gang laugh cruelly. The I notice one of them isn’t laughing. Dave, a tall handsome guy seems transfixed and is staring at me as if in a trance.

Dan joins in my humiliation. Keen to top Jonny’s remarks. ‘I bet you where given a pretty, frilly dress for Christmas too.’ He said, ‘to go with your sissy bike.’

‘With high heels, stockings and a bra,’ Ed adds.

I don’t know why I said what i did but I was angry. ‘What’s your problem Jonny? Would you prefer me in a dress? I could hang off your arm, we could hook up and you could show me your muscles? Can’t you get a real girl?’ I flutter my eye lids, pout my lips and blow him a kiss. ‘Perhaps you’d like to take me dancing or to a movie?’

Jonny turns a bright red and his mates collapse in laughter but this time its louder than before.

Ed grins. ‘Ooh! Jonny is that true? Would you like to date a girlie boy? All pretty and sweet like candy but with a big cock?’

‘Fuck off. Screw the lot of you,’ he snarls. ‘If you knew better you’d shut the fuck up.’ He mounts his bike angrily and pedals off leaving his mates looking terrified that they had pushed their luck and upset their leader.

Dave snaps out of his trance and smiles kindly at me. I quickly smile back and roll my eyes without the others seeing. I’d always thought Dave sweet. Looking sheepish the other guys gather their bikes and sloop off after Jonny as I retrieve my bike from the hedge.

They where right as unbeknown to them I had secretly wished for a beautiful dress, high heels and sexy lingerie for Christmas but sadly no one had heard me … or so I thought.

A few days later the Christmas holiday ended and the new year at college begun. I rode in on my bubble-gum pink bike and as predicted everyone mocked me but after a few weeks the novelty wore off and all my friends grew to accept me and my bike. I had obviously seriously pissed Jonny off. Had I not been such a sissy I think he would have beaten the crap out of me, instead he avoided me like the plague. I had hoped he would forget but somehow sensed he would get his own back by ridiculing me in front of his mates.

On my way home I heard a girls voice beside me. ‘Hello, I’m cycling to the shops after college tomorrow, do you want to come?’

I look up, it’s Mary, Jonny’s girlfriend. I expect her to laugh at my bike but instead she smiles. ‘ Gorgeous colour,’ she says sounding genuinely impressed. ‘I heard from Jonny that you got a new bike. I just had to see it myself. Apparently you caused quite a stir. You seriously ruffled his feathers he was in a fowl mood that night. He really hates to be ridiculed in public. You mustn’t let him bother you he’s really very sweet.’

‘Mmm,’ I mumble unconvinced.

‘Anyway, how about it? I thought you’d like to join me.’ She says. ‘The two of us on our bikes.’

Call me a sceptic but why would Mary want to go out with me? Mary was beautiful, tall, slim, with perfect teeth, huge tits, long endless legs, soulful eyes. She had the pick of any guy at school. Besides who would be stupid enough to meddle with Jonny’s girl? Me, apparently as I bravely agreed.

After college the following day I changed and cycled to her house as planned. Her parents were still at work and she invited me in. I felt honoured. She made me a drink of juice and asked me to follow her upstairs into her bedroom, the enchanted garden, no less. Was she hitting on me? I wasn’t sure. Irrespective of this I began to get excited. Once upstairs, to my surprise, I saw three other girls sitting on the bed. Tina, Jill and Julia. I recognised them immediately from college. They where Lily’s best friends. They looked much older than I remembered. They we’re all out of their college outfits and wore sexy tight skinny legged jeans, jumpers and make-up.

‘Hello,’ they say in harmony and I blush, compose myself and say hi.

‘Are we ready then?’ Mary says after introducing me to her friends. She grins as if she’s just won the lottery. ‘Before we go does anyone need to change?’ The girls all grin stupidly yet I suspect nothing.

‘No, no, no,’ she says waggling a finger at each girl in turn in a sing song manner. She stops at me and points dramatically, ‘Yes, you my dear do need to change. You need to slip into something more appropriate.’ She mouths the word appropriate slowly as if savouring every letter.

‘No, thanks,’ I say, ‘I’m fine. I changed before leaving home.’ But then I see the beautiful ruches of the orange dress hanging on the back of her door and freeze. Mary sees my gaze.

‘No, no, no, my darling you can’t ride such a pretty bike without dressing pretty yourself.’ The girls all laugh. Mary takes the dress from the door. It rustles loudly as if taunting me. I’ve never seen such a feminine dress before. ‘The moment I saw this I thought of you.’ She chuckles.

The girls all fake admiration as she wafts it in front of me, the sunlight shining through its layers making it glisten and sparkle beautifully. ‘Let me see,’ she says studying the dress like a dress designer. ‘This timeless creation features layer upon layer of decorative ruched sissy ruffles with a large shinny ribbon and a beautiful flower, like a carnation around the waist. The material is a glass like satin that crackles as I run my hands over the ruffles. It has extreme puff sleeves also covered in layers of sissy ruffles for that true sissy look and feel.’

The girls all sigh and swoon as if watching a fashion show. ‘This beautiful, innocent dress,’ Mary said playing to her audience and stroking the soft ruffles as if smoothing the coat of a domestic cat, ‘is a dream dress for an aspiring sissy just like you.’ She points a manicured finger at me and I shudder with apprehension.

‘No,’ I said recoiling as if fired a shot gun. I’d never seen such a girlish dress and remembered Dans earlier Christmas dress taunting. I can’t help myself and reach out a quivering hand to tentatively touch the glass-like material. Immediately a volcanic surge of pleasure soars through me. ‘Oh no, no, no I’m okay, really,’ I say about to jump off the bed fearing the worst. ‘Really I’m fine.’ Tears welling in my eyes. Before I can lift a finger the girls pounce and pin me down onto the duvet. They are all wired with energy. I struggle like a animal caught in a big-game hunters net but they hold me firm leaning over so their soft hair falls over my face.

‘A beautiful bike like yours needs to be treated with respect. You must dress up like a lady. Only then can it be fully appreciated.’ Mary laughs. ‘As I said a pretty bike deserves a pretty girl on the saddle.’

‘Stop it.’ I scream. ‘It’s a unisex bike not a girls bike.’ Lilly ignores my pleas, unhooks the dress and holds it in both hands before waving it about the room like a flag so all the ruches billow and rustle dramatically. ‘Do you need some help or will you dress yourself?’

I struggle again and the girls tighten their grip.

‘I don’t need any help and I won’t be dressing in that.’ I say. ‘Oh but darling that is a shame. This would be so much easier with your consent.’ Her voice was cold and calculated and I began to panic.

‘Please let me go, Mary,’ I said, ‘please, I’ve done nothing to you.’ I tried to be cool but the tears were streaming down my face and I was bawling like a baby.

She nods at the girls and like trained production line workers they each set upon me performing an obviously predefined task. Jill undid my shirt, Tina pulled off my shoes and Julie removed my trouser belt.

‘You’ll look as pretty as a picture in this sumptuous dress,’ Mary says overseeing the action as the girls proceed to strip me like a young girls Barbie doll. ‘I’m sure you noticed how this design is particularly feminine with loads of frills, ruffles and lace?’

I nod.

‘It’s for girls who really believe in being a pretty girl. And you are just such a girl, aren’t you.’

I nod automatically. I had too. She was right I couldn’t miss it. The dress screamed femininity.

‘Yes,’ she continues as the girls silently remove my trousers. ‘Wearing this feminine sissy dress must be your dream come true. Only a proper sissy would seriously wear this girlie creation. I don’t know a fairy other than you who would suffer it.’ She grins knowing the accuracy of her statement. The dress was my perfect dream. With its frills, ruffles and lashings of lace I couldn’t wish for anything more girlish and youthful. I dreamed of wearing such a beautiful dress but would never admit it. Where these girls doing me a favour? Did Father Christmas exist after all? All these thoughts tore through my head as my trousers were hauled off my legs? I screamed girlishly not wanting to appear too eager. I struggle feebly relishing in their efforts to hold me down. I shout and try in vain to disguise my excitement but my throbbing cock gives the game away and springs to attention like a jack-in-the-box. Preoccupied, amazingly the girls don’t seem to notice but not for long as soon as I was stripped naked and once my pants were finally torn from me ceremoniously the evidence was clear.

‘Oh my goodness,’ Mary cries pointing at my massive erection. ‘He’s got a boner.’

The three girls sprang off the bed in howls of laughter.

‘And look at his narrow waist and wash-board stomach too’, Jill cries.

‘And look at his long smooth legs and beautiful hair,’ shouts Tina.

‘And his skin is so clear and soft. If it wasn’t for that,’ Mary points to my throbbing cock, ‘I do believe he would be a girl.’

They all laugh and as they smirk I’m pulled this way and that as my arms are fed into a vast cast-iron like bra, my bum squeezed into a pair of tiny lace panties and sheer stockings rolled up my legs.

The panties are soft and cool and the old fashioned stockings like silk as they tightly encase my smooth legs. The Lycra feels gorgeous but they need suspenders to hold them up. The girls turn to my chest and the industrial strength bra they had bolted to me. ‘Boys really like breasts, big bouncy breasts. They have always been into them. They are obsessed so we’ve got you a special treat.’ Mary waggles a pair of double D prosthetic tits in my face. ‘Big boobs are all part of the presentation. It’s not compulsory to have an ample chest as such, just highly desirable.’

The girls all titter. ‘It’s got to the point where a girl with anything less than D is a bit like a house without a power shower – not impossible to shift, but most potential buyers would automatically want to add one.’ The girls all laugh again and Mary tosses Jill and Tina each a false tit. I lie pinned down with a knee to the bed as each girl lifts my bra and fill a lacy cup. They were huge.

‘Parp-parp,’ Jill roars in Benny Hill fashion as she grabs a handful. ‘Fabulous tits,’ she giggles.

‘Perfect,’ Mary sighs. ‘Those beauties will wobble like jelly. They won’t keep still as you pedal. Everyone will see what a pathetic sissy you are.’ She gave them a gentle squeeze, positioning them centrally to my frame. ‘You should consider a pair. Pumped full of silicone and you’d be displaying the results at every opportunity.’ She manhandles my tits again. ‘Perhaps after today you will? I personally don’t think you want to wear trousers ever again and think a good pair of tots would set you off beautifully.’

As she cups a feel something weird happens. My chest tingles and I feel my nipples harden and glow with excitement. That glow is in turn connected to my stomach, that in-turn is connected to my arse that is connected to my cock.

‘You can’t dress all girlie with tiny tits. You’d look like a sexy tomboy even in this sissy dress. But really the world looks at us big girls.’ They all laugh and suddenly surround me, leaning over until their own tits are squashed in my face. ‘Hurrah for big tits,’ Mary cries ‘Hurrah for big tits’ and I blush.

Seeing my face redden they rock back and forth on the bed as if doing a version of the hokey kokey, each time squishing my face with wooly jumper, bra and soft tit. My face is nuzzled so hard to their chests it was difficult to breathe, much less speak. They all smelled of perfume and baby powder. After what seems an age I’m lifted to my feet and my huge chest, though supported, hangs down majestically. I immediately feel different and as I glance down I see my body transformed into an hourglass figure.

‘Wow! Look at your cleavage? Boys will be talking at those beauties rather than your lips.’ Tina gasps.

‘I don’t want to talk to boys dressed in this,’ I say. ‘besides I don’t know any boy who would want to talk to me in. They would rather punch me.’

Mary chuckles. ‘Well, darling I’ve got news for you. Many a man would fancy you dressed in this pretty lingerie.’ She sighs. ‘You may be in for quite a surprise.’

I move slightly and my new tits bobble up and down like huge floats on water.

‘I can’t run with these,’ I wail.

‘Why honey,’ Mary mocks, ‘you’re not thinking of leaving us already, we’ve only just begun. We have so much more fun in store for you?’

The girls all titter and I hear the long zip of the dress slowly drawn downwards and I hold my breath. They expect me to resist so the girls each hold a leg firmly and guide it into the mouth of the dress. I struggle slightly for show. My heart begins to pound and oblivious to my mounting excitement they repeat the process with the other foot. A girl each with a puffed sleeve they slowly drag it up my legs as if unveiling a statue in reverse. Up my hips, over my chest each girl grabs a slender arm and feeds it through the sleeves. They stifle a giggle. I hear the zip rasp as its drawn upwards and the dress tighten around my torso. Jill clips the security clasp in place and I feel complete if somewhat trapped a bit like the man in the iron mask. Mary squeezes me into the fiercest hug I’d ever experienced. She kissed the top of my head over and over.

‘Oh! Doesn’t she look pretty,’ Mary says picking at a strip of pleated lace. The girls all nod as four pairs of hands roam all over me adjusting the glossy silk like fabric. My cock is now hot and excited but is fortunately hidden by the dresses volume. I squirm and feel my panties and bra slide under the dress comfortably holding me in place.

I’m sat on a hard stool, high heels squeezed on my feet like Cinderella and my hair brushed. I wiggle my toes gleefully anticipating more feminisation. Jill heats up some odd appliance and my long hair is tonged into ringlets. She then brushes them out for what she called a messy wavy look. She pinned it loosely at the nape of my neck and added grips strategically. I couldn’t see what she was doing but it felt great. I felt like a cat with the cream as they fussed over me, the girls chatting animatedly as they make-up my face. Twenty minute later I’ve a soft foundation, startling long lashes, naturally arched brows, dramatic eye framing mascara, large pouting, glossed lips and sexy eye-shadow. My cheeks have a rosy pink blusher and they have that just pinched look. Tina clips on some dangly earrings and Julia pulls three bangles on my slender wrist. Jill sprays me with a floral perfume and I’m hauled back to my feet – complete. The girls look at me in wonder.
‘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?
And how about Dave? Do we roll in the dry leaves romantically or does he bend me over the tree trunk and slip me his own special Christmas gift? If so does Dave get the ride of his life or had he mistaken me for someone else? Did Mary upload the mobile video? And what about Jonny and Mary did they have an alternative motive in dressing me up and what was Mary’s initiation that our sissy heroine has to endure.

Wild sex or dress up. Male or Female. You decide.