Becoming My Sister Pt. 01

Chapter 1

I grew up in a small boring town with a twin sister, Aimee. I think I had more female than male genes as I was always relatively small for a boy my age. I had a very slight build with girlish hips and long slender legs. We both had the same blue eyes and naturally light blonde hair like both our parents whose families were both originally from Sweden. From behind it was difficult to tell who was the boy and who was the girl...but although physically we were almost identical, our personalities and way we behaved were so different. I was an introvert happier on my own than mixing with other children...she was extrovert who loved being the centre of attention. I think my Mom and Dad sometimes forgot I even existed as they were so wrapped up in Aimee's achievements in school...on the cheer team, volleyball team, beautiful ice skater, A* grades every year. She shone so brightly I was almost invisible next to her but that suited my personality just fine!

As we got older our physical development pretty much mirrored each other...by the time we were 18 we were both 5'8", the slim curves of our bodies almost identical...my sister was always complaining about her flat chest...she was barely an A cup and I knew she padded her bras out so it looked like she had more up top. I'd heard my Dad tell my Mom that I was almost more feminine looking than my sister and it was true...I got teased at school a lot as I was totally uninterested in sport and the usual guy things. I was gawky, socially awkward, crippling shy and so self conscious about how feminine I looked...I only think the teasing wasn't worse because all the guys were in love with Aimee and didn't want to ruin any slim chance they might have with her! She could get any guy to do anything for her...it didn't matter how young or old they were...she just seemed to have this power over men...they just melted in her presence...and you know what, she totally knew that she had this power and used it shamelessly to get exactly what she wanted when she wanted it. I, on the other hand, did not have that power and I began to get so jealous as I had to fight for anything whilst everything she wanted seemed to just land effortlessly in her lap.

I started to fantasise about what it would be like to be Aimee and to be able to just snap my fingers and have the whole world come running. Obviously no girl ever showed any interest in me..they were of course in love with the jocks on the football or basketball teams. A shy, nervous, feminine looking guy like me was the last guy any of them would look at. I'd even heard one of my sister's friends ask if I was 'like, gay, as he's soooo feminine looking!' I couldn't believe it but as I began to become more consumed about what it would be like to be my sister I sometimes found myself looking at a guy and deciding if he was hot or not! Then I would snap out of it, my face burning with embarrassment at having those thoughts and of course I would then jerk off later to some straight internet porn as much to sub-consciously prove to myself I wasn't gay as for the pleasure it gave me.

The internet porn I jerked off to was starting to become almost exclusively pretty slim flat chested blonde girls my age with guys my age...the more they looked like my sister the harder it made me cum...especially if they were getting fucked very hard! I'd often think about how my sister would look when she was getting fucked by her boy friend...I bet she was amazing in bed just like she was amazing at everything else. How she would look slobbering all over a big hard dick, teasing her boyfriend until he could either take no more and cum all over her face or throw her down on the bed and fuck her so hard! Although my parents did let her boyfriend stay overnight I'd never heard them doing anything and I'd listened intently...I guess they just must be very quiet so that my parents didn't hear or they just did it when they were alone in the house. But she must have been good in bed given the way her boyfriend followed her around like a puppy and would do anything for her even though you could see all the other girls would love to be his girlfriend.

The way my sister dressed just reinforced my assumptions about her being great in bed. She totally showed off her perfect body all the time...short skirts to show off her long legs, crop tops to show her flat stomach, open back tops which showed off her flawless smooth skin...tight, bodycon dresses that showed off her very slim curves...although she did complain about her being flat chested it did mean that she could wear dresses which most other girls with bigger breasts couldn't wear as they would need a bra. Her long blonde hair always perfectly styled into gorgeous soft loose curls that cascaded like an almost platinum blonde waterfall down her back when she went out or in a long ponytail when she did sports.

I couldn't remember the last time I'd seen her not wearing makeup. Her lips always defined, painted and drenched with lipgloss that shined in the light and drew the gaze immediately. Her big blue eyes defined with coal black eye liner which made them appear even bigger, her eye lids sparkling with different colored mascara depending on her outfit, gentle rouge to heighten and accentuate her perfect cheek bones. She was exquisitely made up all the time and took forever to get ready when she went out but when you looked at her it was always, like, 'Wow, she's so hot!' It was not surprising that every man she met would do anything for her! To my mind why would she emphasize her beauty and sexuality and attract so much male attention if she didn't follow it through by being amazing in bed...there would be no point!

My growing obsession with her started to manifest itself in other ways as I often found myself in her room (despite being expressly forbidden from being in there) just looking at her wardrobe and running my hands over the material of her outfits, taking them out to smell them and hold them up against me wondering what it would feel like on my skin, how it would feel for that material to be pressed tightly around me. The huge collection of makeup, brushes, perfume, jewelry...all the things she used to attract male attention. I loved sitting in front of her dresser pretending to brush my hair as if I was her, mimicking her mannerisms and the way she played with her hair and pushed it over her ears as she talked and flirted with every guy she met.

Of course she graduated top of her High School class, was the homecoming queen and then went off to a very good college when she was 18...I remember the day she left for college, driven off by my Mom and Dad, so excited she didn't even have time to come to my room where I spent most of my time to say goodbye but just sent me a text later that day...

Now she was gone I could indulge myself and spent so much time in her room when my parents were at work...she had so many clothes she had to leave tons of stuff behind and I started to go further down the rabbit hole... at first, like before, just touching and smelling her clothes...closing my eyes and breathing in her scent..remembering when I'd seen her wearing a particular outfit...and, as I never went out in public with her, imagining all the guys who would have been checking her out...and as I was an 18 yo guy myself knowing exactly what they would be thinking as they did so! I couldn't believe how hard that made me...the thought of my beautiful sister being the subject of all those horny male fantasies! I wonder if she knew that's what men thought when they looked at her...I suspect she did as she just seemed to attract men like bees round a honey pot...she couldn't not notice the effect she had...surely? As I laid there in her bed, naked with her clothes draped on my skin, I started to wonder how good it must feel to be soooooo desired...obviously I'd never had even the remote chance of a girlfriend so had no idea what it actually felt like to have someone 'like' you...but I thought it must be amazing! How could it not?

It was becoming an obsession...how it must feel to be my sister...I began to go further down the rabbit hole...I started to dress up in her left behind outfits when I was home alone...posing in front of the mirror, taking pics on my cell phone...then going through them and deleting almost all of them because I didn't like the way I looked...just like I'd seen her and her friends do on countless occasions. The feel of her clothes on my body got me harder than I'd ever been in my life...how tiny her panties were...the way my hard cock 'tented' the silky material was incredible never mind how good the caress of the material felt...the way the bra straps dug into my shoulders...I filled the cups with tissue to fill them out just like my sister did so naturally...I marveled at how female clothes were designed to take account of the swell of breasts...the way the dresses felt so tight on my body, sometimes having to really force myself into the tightest ones, terrified I may rip them and my sister then knowing someone who they were not designed for had been wearing them...they way the cut of the outfits were designed to display and show off the female body...show so much soft smooth delicious female skin to catch the wandering eyes of every man...and they certainly did that for my sisters amazing slim curves! I even loved the way that some of the outfits were even difficult to wear...the way the tightness of the skirts restricted the length of my stride as I paraded round her room and through the house...that I had to be mindful of how I sat down or crossed my legs so I didn't expose myself when wearing the shortest skirts...the way the straps dug into my skin leaving marks on me after I took them off..how I had to continually check that my breasts weren't too much on show...sometimes it seemed to take me forever to even work out how to put on a particular dress as there were so many straps and ties that cris crossed over my back and tummy I had to google how they were supposed to look once on...

Then there were her shoes...OMG! Her shoes! I think the first time I slipped on a pair of her 4 inch pumps was one of the most amazing experiences ever...I don't think I've ever been more grateful for anything than the moment I realised that her shoes fitted me perfectly! The way they pinched my toes uncomfortably together, how the hard leather back of the shoe dug into my heel, the way they changed my posture and pushed my ass and chest out accentuating the female curves for the pleasure of onlooking men, the way they restricted my movement by shortening my stride length, making it harder to balance meaning I had to concentrate harder to walk which meant I was making a conscious choice and prioritizing how I looked (and was seen by men) above much more important things that a female brain in the 21st century should be thinking about...it was so hard to think of myself other than in a sexual way when I felt the delicious pain of wearing high heels for a prolonged period...

All the effort it took to dress like her just seemed to heighten the pleasure I got when I finally stood in front of her full length mirror and admired myself...all this effort I thought, whatever women say, is not to please themselves but to please the men who they want to look at them...high heels, tight short dresses and soft smooth skin on show just screams 'PLEASE LOOK AT ME. PLEASE LOOK AT ME!' I know that when I was dressed in my sisters clothes the only thing I wanted was for men to look at me, find me attractive and desire me...I couldn't believe I wanted that as I'd never considered myself to be gay...!

Chapter 2

I'd spent 2 amazing weeks with total access to my sister's bedroom and all the underwear, dresses, shoes, makeup, jewelry and perfume she'd left behind. I'd gotten pretty good at doing my makeup just like hers after studying lots of pics of her and watching YouTube videos. I'd managed to buy a blonde wig which really helped with my look...and I'd taken a big decision and shaved all my body hair although I barely left the house and never did anything where I'd wear shorts or a swimsuit so shouldn't really have been bothered but it was another step down the rabbit hole...

One weekend my parents were going to see my grandma but I'd managed to get out of it and had a whole weekend alone! OMG! Of course I planned to spend every minute dressed as my sister and was so excited about sleeping in HER bed all night!!! I wondered if I'd dream similar things to her when I was in her bed???

It was about 7.00pm and I'd just finished dressing and doing my makeup...I was so into it and admiring myself in the mirror...the way the tight red dress hugged my ass and waist, the delicious swell of my breasts, the feeling of the matching white lace bra and panties, the red high heels, the red lipstick, the fake red nails and large silver hoop clip on earrings I'd ordered from Amazon (as I was too scared to buy them from a normal store), the long blonde hair framing my face and laying over my shoulders, half way down my back...I was startled when I heard someone behind me say 'Aimee? Why didn't you tell me you were back from college this weekend?' in a puzzled yet familiar voice. OMFG! It was Brad...my sister's BF....!!!!

I was shaking, terrified that I'd been caught and by that football jock asshole Brad, gorgeous but still an asshole...probably the one person above all else who I wouldn't want to know my secret! Even worse I could smell the alcohol and knew he was a bit drunk. As I turned round he said 'What the fuck? You're not Aimee! Oh sweet Jesus...it's her girly brother' he said as he looked me up and down. I knew he could smell my fear and the smirk on his face showed me that this was not good for me! 'Well, well, we'll, aren't you the prettiest lil girl this side of the river' he said mockingly. 'It's not what you think, please, it's just...I lost a bet and had to do this...take a pic and that's the end of it...I was just going to get all this stuff off' I said hoping my bluff would work. 'Bullshit' he said 'I've been watching you admire yourself in that mirror for the last 10 minutes. 'Truth is you love it. Isn't that right?' he asked as he checked me out, his eyes all over me. 'You look pretty good as a girl...and can probably give your sister a run for her money...if you ever tell anyone I said that I'll kill you...' he said. I was stunned by his compliment and before I knew what I was doing I'd walked over to him and said 'Is there anything I can do to ensure this stays between us..?' as I ran a red nail down his chest. I could see his surprise and he looked me in the eyes and licked his lips...'Well, seeing as you do look so much like your sister perhaps you can do something for me that she won't' he grinned as he pushed my shoulders down until I was knelt before him...

Chapter 3

My heart was pounding as I looked up at him...'Do this and I promise this stays between us' he said softly as he undid his belt and pushed his jeans and boxers down. His already hard thick uncut 8 inch dick sprang out and brushed my nose as it stood to attention in front of me. I heard him moan as I instinctively licked my red lips making them glisten with a trace of wet saliva. 'Good girl' he moaned as I felt his fingers stroke my long blonde hair. 'So like your sister' he moaned as my soft hand reached out and gently held him round the base...the first time I'd ever touched another guy's cock. I could feel it's warmth, it's hardiness as it literally throbbed in my hand which began to slowly move up and down the shaft. The foreskin peeled back revealing a dark purple head which was already glistening with precum. My soft fingers stroked and massaged the wetness into his beautiful cock as I looked up at him and flicked my tongue slowly round the head. He groaned with pleasure as I remembered all the internet porn I'd watched and did everything I could to please him. 'God, I've begged your sister so many times to do this but she always refuses. Seems I should have asked you all along' he moaned as I felt him press on the back of my head and gently slide his dick between my soft red lips. My lips stretched wide to take him in and I took barely half of it before I almost gagged but managed to stop myself and slide him slowly out before taking him in again and again and again. I looked up at him and our eyes locked together, his face reddening as my mouth worked him over, moans and groans of pleasure coming from his mouth along with exhortations 'just like that' 'yes yes' 'soooo good' as he let me know what he liked. I was surprised to find that I eagerly took these on board as I was desperate to please him! Was this because I was unconsciously trying to be better than my sister at something for once? I wondered if this was this how girls in real life (and not the stereotypes in porn films) were? I had no idea as I'd never been with a girl but he seemed to be enjoying it and I had every reason to make sure I did please him.

After what seemed like hardly any time at all I heard him moan 'Oh god Aimee, don't stop'...oh fuck he called me my sisters name which I absolutely loved! I quickened the pace, heard him let out a guttural groan and felt his dick spasm and a huge jet of warm wet salty cum fill my mouth...his groans filled the room as he held my head still and almost fucked my mouth as more cum filled my mouth and spilt from the corners of my mouth onto my beautiful red dress. He looked straight into my eyes and said 'You're amazing Aimee' as I swallowed his cum just like in the porn films I'd watched. 'Mmmmm perfect' he moaned as he watched me lick up the cum that was all over his dick...

As his dick softened I looked up at him, his cum on my face, all over my dress, my fingers sticky with a mix of his cum and my saliva. He grinned down at me, took my hand and pulled me to my feet. It was only then I realised that I was almost as tall as him...he was 6'2" and so well built but I must have been close to 6 feet in the 4 inch heels. Previously I'd always felt so small, weak, wimpy when next to him which I hated..he was a man and I was, well, so not a man...but now, dressed as a girl, in a tight dress and high heels with long blonde hair flowing down my back... I thanked God for making me so un-masculine, fragile, weak, skinny!...standing next to him... HOLY FUCK!...it made me feel sooooo incredibly powerful...like we were equals...oh fuck, the way he looked at me! I could read his mind and all the dirty thoughts about what he wanted to do to me! Is this what it felt like being a girl? Is this how my sister felt when she was with guys? Did she feel so powerful even though they were obviously so much more physically powerful than her??? Is this what being a pretty girl feels like all the time? Knowing that every man who looks at you wants to fuck your brains out? The thought of this was absolutely mind blowing to me!

And then he wrapped his strong arms round me and kissed me deeply, his hands moving to my ass and squeezing it. His cock pressed against me as our tongues danced...OMFG! He was kissing me and moaning 'Aimee' into my mouth over and over again...'the Aimee I've always wanted you to be...go and get cleaned up and come back to me... '

I went into my sister's en suite bathroom to redo my hair, clean his cum from my face and redo my makeup...I put on her white silk bathrobe and walked back into the bedroom...he was in her bed and obviously naked...I stood in front of him, hands on my hips...he lifted the duvet inviting me to join him...I felt like I was out of my body as my heels clicked on the wooden floor and I crossed the room...he took my hand as I let the silk robe fall to the floor and climbed naked apart from the bra, panties and 4 inch red high heels into my sister's bed with her gorgeous BF our eyes locked together the entire time...