It was graduation day. I had been chosen to speak about high school life and how it had helped not only me, but the class, prepare for the life that lay ahead of us. I had been working on my ‘speech’ for months and with help from Mom, Dad and my brother Tim, I was all ready to wow the crowd. I would only speak for five or six minutes and paring down all the material I had was a daunting task.
Let me give you a short background of what brought on the events of that particular day. I’m Tamara, Tami, and I have a twin, well almost. My brother, Timothy, Tim. As luck would have it, Tim was born just eleven minutes before me and he treats those eleven like they are gold. Always reminding me he’s the big brother. We shared a room until we were twelve and seeing each other nude every now and again seemed to be no big deal to us. We had compared our bodies in front of the mirror and wondered why if we were twins he had a thing between his legs and I didn’t, because, except for our hair length, we did look exactly alike. When we were ten I got him to dress in my clothes, right down to the panties and standing next to him in another dress, you would have thought we were twin girls.
I thought it was kind of exciting, the thought of having a sister instead of Tim and told him if he looked like a girl he needed a girls name, so I dubbed him Tabitha, Tabby for short. I asked him what he thought and he said he didn’t look bad, only his hair needed to be longer. He suddenly looked at me, said he felt funny and shook a bit, putting his hands on his crotch and groaned, then said he thought he should get back in his own clothes and disappeared into the bath. Changing, he went outside, but hadn’t brought out my clothes.
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I found them in a heap in the bathroom. Picking them up I realized the panties were wet with a white gooey fluid. I didn’t know it then, but I had just seen Tim orgasm the fist time.
We moved to a bigger house when we were twelve. Tim and I had our own rooms. Nice, as the space before was cramped. About the same time our parents sat us down and told us the facts of life, books with pictures, the whole works. We found out why he had a penis and I didn’t. We grew quickly, reaching our present height of 5’ 9” at age fifteen. I started to ‘blossom’ and at sixteen was 35-25-36, strawberry blonde hair, the only thing changing from then till now, my breast size, a 36C. I thought I was good looking and so did a lot of the guys, so I was happy. Tim and I still looked alike except, again, for the obvious. Tim had let his hair grow to just above his shoulders, but mine was three or four inches longer, both of us parting it in the middle.
From twelve to sixteen I often found things were missing from my closet and underwear drawer, only to ‘magically’ reappear in a day or so. I knew the culprit and cornered Tim.
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He reluctantly told me he liked dressing as Tabby, it turned him on to think he was my sister and made me promise not to tell, almost crying at getting caught. I asked if he was gay. His eyes flared at the question, saying no, he just liked to think of himself as me once in awhile. I agreed not to tell on one condition, that he let me turn him into me, make-up and all. In my opinion he said OK a little to quickly. I told him we would have to wait for a day when our parents were gone, so as not to get caught.
The day came soon enough. I got Tim, reminded of our deal and he followed me to my room. I told him to take off his shirt, saying we didn’t want to get any make-up on it, then told him to sit in front of the vanity and show him what to do. Sitting next to him, he said maybe I should remove my top, wouldn’t want to get anything on. I wasn’t wearing a bra and as I slipped off the tee, I saw him looking at my tits in the mirror.
“How are we going to manage those?” I blushed a little and then he said, “I mean on me. ”
“Oh, don’t worry, I have plan. If you listen and do as I do, you will be Tabby in no time. ”
The basics were easy.
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A little foundation here, a little powder there, cheek highlighter, color and we had reached the hard part, the eyes. Don’t use to much or it will make you look slutty, just watch. As I applied eye shadow, liner and mascara, I said just keep your eyes open and watch what your doing. I finished with a pink lip gloss. He did the same as I had and as we looked in the mirror I saw he was becoming Tabby.
I walked to the closet, getting two similar outfits, picked out two lacey, white thong panties, a sheer bra for me and one that we could work with for him. I threw him two white balloons and told him to blow them up until I said stop.
“What are these for?”
“We’re making boobs, silly. You don’t think all those tits out there are real, do you?” Tim filled them with air and handed them to me. I set them aside and said, “Let’s do this together. I’ll take off my shorts at the same time you do, that way if we’re embarrassed it will at the same time. ” We hooked our thumbs in our waistbands and bent over, removing them. I stood, looking at Tim, thinking what the hell, we’d seen each other naked before, just not in a few years. As he stood, I could see him looking at me, his eyes stopping at my lightly haired, blonde pussy. It seemed forever, but once standing, I saw that where I got my figure, he had blossomed himself.
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His crotch hair was as fine and light as mine, but that is not what had my attention. Standing straight out from his hips was a thick, veined eight inch cock. I had seen guys cocks before, I’d even given one of my boy friends a blow job, but nothing like this. I actually had to force myself to look at his dolled up face.
I kind of nodded at it and said, “Now that could be a problem. ” Then smiled. “I guess I wasn’t anticipating something…so big. ” I got the thong he was to wear and walked to him putting them in his hand. “If you are going to wear these,” looking down at his cock, “that’s going to need to be…well let’s just say… deflated. ”
Looking at his cock, “It’s not like there’s a valve, sis. It needs some…manipulation, so to speak”, watching as his hand wrapped around his cock, stroking it. I stared, mesmerized by the site of Tim jacking-off, a drop of fluid forming at the tip, my pussy tingling, moistening, legs spreading a bit, fingers moving to rub the wet lips of my twat, as we masturbated. I knew we were both close to coming.
Moving to him, I took his hand from his cock, my eyes slits, looking into his, “Let me, Tim, I want to”, my fingers around his big cock the tips unable to touch, slowly moving back and forth, looking down as my hand stroked. Dropping to my knees, watching, fluid almost dripping from the tip, my face moved closer, tongue out, licking the tip, a first, tentative taste, salty, sweet.
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Licking my lips, opening my mouth wide, moving forward, taking half his cock inside, lips closing around it, Tim moaning, my fingers pushing into my cunt, my head moving in time with my hand, sucking faster, Tim’s hands on my head, hips thrusting, silently telling me the speed, my pussy dripping around my pushing fingers, a thumb flicking my hard clit, his cock growing harder in my His hands stopped my head, his cock pulsing, body tensed, his first shot filling my mouth, “TAMMMIII!” Not letting my head move, shooting again into my mouth, sending me into my own orgasm, shaking on my knees, my cream running down the insides of my legs, three fingers buried to the top knuckle, a third shot overflowing my mouth, come escaping around his twitching cock, down my chin, onto my tits, swallowing hot, sweet come, our orgasms slowing, bodies relaxing, my mouth sucking the last from his cock, looking up into his eyes, one hand still on his slowly deflating member, the other, soaked with my juice, moving to my chin, pushing the come into my mouth, sucking my fingers clean.
Standing, I could see he was sweating, ruining the make-up, my own needing a touch up. Putting my arms around his neck, pulling his face to mine, I kissed my brother, forcing my tongue into his mouth, his arms around my waist, cock touching my drenched pussy, sending a shiver through me, kissing passionately. I moved my lips from his, looking into his eyes, knowing I wanted to go further, but willing to wait for the proper day.
“We need to get cleaned up, then re-apply our make-up, now that you have been…deflated. ” He laughed a bit and said OK, but I could see he, too, wanted more.
Taking Tim to the bathroom, I showed him how best to remove the make-up without leaving his face red when he was done. Back at the vanity, he got another lesson in application. He did better the second time, so I built his ego a bit, telling him with practice, he could be good at it. Putting on the panties, he pushed his cock between his legs and it looked almost natural. I got the bra on him, stuffed the balloons in place, then we put on our tops and skirts, walked to my full length mirror, admiring our work.
We looked at each other in the mirror. I couldn’t believe what I saw. I spread my arms in front of me, “Wa-La, Tabitha, I have a sister! You look beautiful!” We giggled and I said, “Now look, I don’t mind you wearing my clothes, just let me know, But you can’t use my make-up, I’ll take you shopping and get you what you need. No one will ever suspect it’s for you and not me.
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Plus your secret, our secret, is safe. ” I made the motion with my fingers of locking my lips.
Tabby turned to me, her head bowed a little, blushing. “I hope your lips are locked only for that. ”
I put my hand under her chin, raising her head, winking and giving her a quick kiss, “I hope yours are locked only for the same reason. We need to get out of these things. Mom and Dad will be home soon. ”
I kept my promise, took him shopping, getting under things he liked as well. I couldn’t have him wearing mine all the time. Tim kept his promise, letting me know what he had taken from my closet, returning them when he was done cleaned and pressed if needed. We had gotten together a few times, but it was nothing more than masturbating together, me giving him a blow job, or him licking me to orgasm. I was getting a little frustrated, wanting more than just that. I wanted Tim to be the first one, the first inside me. I know both of us wanted to go further than that, but taking that step…
So here it was, graduation day. The ceremony was mid-morning on a Saturday, with a senior party later that night.
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Our parents were leaving for a week about an hour after the diplomas were given out. There was always some theme for the party, this year, a masquerade. When Tim and I heard about it, I dared him to go as me and I would dress as him in his suit and tie. He looked at me as if I were crazy, saying he had never been out of the house dressed as a girl, telling me it was for his own enjoyment. I kept after him and I guess he’d enough and said OK, on one condition.
“You have kept my secret and I love you for it, but if I’m going to go out dressed like you, take the chance of being totally embarrassed in front of my friends, you can’t wear any clothes under your gown at the ceremony. ”
“I don’t know, Tim. Everybody takes their gown off right after. How am I going to even try to get away with it? Let me think about it. OK?”
I stood behind the podium, mortar board pinned to my hair, a crimson gown, thigh high red stockings and white three inch heels the only thing covering me, speaking to a gym filled with people. I finished to a round of polite applause and took my seat on stage. Diplomas were handed out and when Tim gained the stage I stood, taking my place in front of him, to receive mine, a small victory as I was ahead of my ‘big’ brother for the first time. Taking our seat on the floor, Tim turned to me saying I had done well, given the circumstance. I smiled at him and said I hope he did half as well later.
The program was over, everyone making their way out of the gym to be congratulated by family and friends, all the graduates removing their gowns but me.
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Finding my parents and Tim, I was asked why I didn’t take mine off, making some excuse about how it made me feel like I had accomplished something great in my life and wanted to hang onto it for as long as I could. Mom and Dad said their good-byes for the week and I grabbed Tim by the hand, dragging him out of the school, telling him to get us out of there, quick time, luckily not stopped by any of our friends.
Driving home, I looked at Tim, “Holy cats! I was nervous up there. From the minute I stood up I could feel the gown rubbing against me. It excited me, knowing I was almost naked in front of all those people. ” We pulled into the drive, parked and Tim turned to me.
“You were blushing the entire time. I didn’t think you had it in you. I was turned on knowing I was the only one who knew. We should go inside. I want for you to decide what I wear. ”
We walked into the house, Tim throwing his gown on a chair and kicked off his shoes, socks and untucked his shirt. I turned away from him, unzipping my gown letting fall behind me, wearing only the nylons and heels looking over my shoulder, smiling.
“I know just the thing. It may be a little tight, but as soon as you slip inside I’m positive you’ll fit.
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Come on, I’ll help you with of your clothes. ” With Tim following, because of the heels, I could feel my ass dancing in front of him.
We entered the bedroom and I told him to close and lock the door, just in case. Moving to him I un buttoned his shirt, pulling it from his shoulders, undid his belt, unbuttoned his pants and slid down his zipper. Taking his pants and underwear in my hands I slipped them down his legs, balancing on the balls of my feet, my legs spread in front of him, his hard cock even with my face. I got him to lift his feet so I could get his pants off the rest of the way, took his hard eight inches in my hand, stroking.
Licking up the underside, I took three inches into my mouth, my head moving slowly back and forth, still stroking him. Putting my hand around the base, I opened my mouth, moved forward until his cock was touching my throat, closed my lips around him, my tongue moving along the ‘vein’, Tim eliciting a low moan, my head moving back, then taking as much of his cock as I could, without gagging, again…again, Tim’s hands on my head, trying to force his cock deeper, my fingers running along the lips of my warm, moist pussy, touching my clit. Looking up at him, I could see him watching me, bringing him nearer orgasm.
His cock grew harder as I sucked him. Knowing he was close, I pulled my head away from his flesh and stood, put my arms around his neck bringing his face to mine, our lips touching, parting, our tongues playing, one hand behind my neck, the other on my ass, pulling me close, his cock sliding in between my legs, my pussy lips separated on top of it, sweet honey flowing, coating, kissing passionately, moving my brother back to my bed, lips parting as he lay on his back, moving his head to my pillows, my mouth back to his cock, taking him as deep as I could inside once again, tasting my cream, Tim groaning.
I moved my tongue along his stomach, circling his navel, to one nipple, taking it in my teeth, biting lightly, my hips moving closer to his steel, my lips to along his neck, touching his chin, my pussy lips on each side of his ‘vein’, wetting his cock, my lips to his mouth, our eyes staring into one another’s, the tip inside, whispering softly against his lips.
“You’ll fit inside just right”, lowering an inch more inside, “A little tight”, his tip touching my virginity, “This is what I want you to wear tonight”, my hips pushing down harder, breaking through, wincing at the slight pain, my pussy taking another inch, my lips next to his ear, “You are the first, my twin” Pushing back, inch upon inch, sliding inside, sitting up, hands on his chest, deeper, his hard length fully inside, extended clit feeling his soft hair, my pussy involuntarily squeezing, my head back, my brothers eight inches stretching me.
The feeling of Tim’s cock inside me was unbelievable. I held him there for several moments, getting used to the length, the girth.
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I hooked my feet on the insides of his knees, my hands on his chest and raised my hips, his cock sliding almost from me, then slowly lowered, his smooth, hard cock entering again, my clit touching hair again, sending an intense tingle into me.
“Tami, you feel so good, so tight around me. ” His hands on my ass, lifting me again, pushing down onto his cock, nipples hard, “So warm”, up again, “So wet. ” Taking his cock inside again, again, gaining a rhythm, fucking for the first time, hips hitting audibly, faster I pushed his hot meat into me, harder, fucking his cock, my clit hitting each time I took him inside, closer, my orgasm immanent, driving down onto him, holding him inside as I came.
“Tim…TIMMMM,” Shivering as my orgasm coursed through me, my pussy, viselike, clasping my twin brothers cock, “Timmmmmy!!!”, Falling onto his chest, my breasts heaving, gasping for air, his cock sliding from my pussy, nestled between the cheeks of my ass.
His arms around me as he turned me onto my back, the tip of his cock splitting my cunt lips, one leg around his waist, the other on his ass, pulling his cock into me, thrusting up to meet his hips as he fucked me, hips clapping together, harder, his balls hitting my ass as my brother stroked faster into my grasping cunt, cream flowing, coating my asshole.
“Harder, My legs pulling, forcing his huge cock into my drenched pussy, fingernails raking, digging into his back, my feet locked around his ass, his cock driving into me, his body tensing,
“Fuck…Me, yes TIIIIIIIM!!!” Each blood filled vein bringing us closer…his cock growing Groaning my name, his hips jerked into mine, eight inches pushed deep, pumping, hot come exploding inside me, coming with him, my cunt grabbing as he filled me again, “Ooooooooh, Timmmmmmmmy…Yeeeees!” Our hips grinding, our orgasms, seemingly ceaseless, my brother falling forward, looking into my eyes as his cock pulsed, our lips meeting yet again, shaking into the last moments.
I held him in my arms, his cock still hard inside, “I think the party can wait. Maybe later we can get you to fit into that pretty pink bottom you’ve been admiring. ”
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