Playing Dress Up
Megan and Alex play dress up. This story is purely fictional.
I grew up in a small town on a very small farm. It was my folks, me, and my older brother. There really wasn’t much to do in town so my parents used to take long motorcycle rides for “pie and coffee.” The place they swore had the best pie in the world was an hour down the freeway and was nothing but a rest stop with a café and a motel. They may have actually gone for pie, but a two hour trip always took them at least five; so we figured that they spent more time in the motel then eating pie in the café.
My brother and I enjoyed the time without them. We were only two years apart and while we had our ups and downs we got along just fine. We hung out in our rooms together, played pranks on each other, shared friends and interests. At times Alex was my best friend and my worst enemy. I often joked that I was his torture toy as he used to wrestle with me and, of course, always won because he was bigger and stronger and wiley as fuck. When he won he would pin me and give me major titty twisters until I screamed uncle and begged for mercy. He would also give me atomic wedgies that involved ice cubes. Don’t get me wrong, I had my ways of getting even; like dumping a pitcher of ice water on him when he least expected it, or nailing all of his underwear to the side of the barn. Yup, ours was a loving relationship. Always pranking and torturing one another.
The summer I turned sixteen our folks were gone for the evening and I had just gotten out of the shower and wrapped in a towel headed to my bedroom; Alex and one of his friends were hiding behind my door and they jumped out, snatched my towel and proceeded to snap me with it repeatedly. To be fair, this was in retaliation for a shower prank I pulled on Alex two weeks prior: he was showering and I had three of my friends over, I snuck my friends into the bathroom and we all gathered in front of the shower curtain; on the count of three we pulled the curtain completely off the hooks. Let’s just say that Alex was caught with his hands in the cookie jar.
Which brings me to the following winter, I was sixteen, Alex was eighteen, and mom and dad were out for “pie.” It was a cold night so the folks had taken the pickup rather than the motorcycle. Alex was in the living room watching Dukes of Hazzard and I was in my room reading but feeling restless. Sometimes I liked to go into my mom’s closet and try on her old party dresses. She had one in particular that I was fond of and I decided to sneak in and put it on. She would have been pissed if she knew but she hadn’t worn it in years so I didn’t understand what the big deal was. The dress was a gold satin halter style with a deep plunging back. I loved how the slinky material felt across my skin, especially my bare breasts as it was impossible to wear a bra with it.
I stood staring at myself in the full length mirror: my C cup breasts, so firm and perky, looked amazing in the halter top, my flat tummy emphasized as the dress was a bit snug, and my round pert ass looked like the forbidden fruit just ready to be bitten into. The dress also had a slit up one side which showed off my still tan legs. I was only five foot and the dress was a little long on me so I found a pair of my mom’s high heels and put them on too. I turned around and around to admire how I looked. My full thick slightly curly brown hair cascaded down my bare back. My green eyes sparkled in mischief as I felt decadent and naughty.
I hated the panty line my cotton bikinis left so I removed them and immediately felt so naughty wearing this sexy dress with nothing underneath. I ran my hands up and down my body, loving the feel of the sexy material, roaming over my breasts and lightly pinching my nipples to make them hard. Damn, I knew I looked good, too good to keep it to myself. So I walked out into the living room to show Alex. I have no idea why other than I just wanted someone to see me looking this hot.
Alex was on the phone with one of his buddies and was still watching the Dukes. He was talking about their plans to attend a party later that night if he could sneak out without mom and dad noticing. My brother was quite the hotty himself. He had thick black hair, eyes the color of caramel, and a year round tan. He had a dancer’s lean body that was all muscle even though he never worked out. He was lean and toned. All of my friends were hot for him. Looking at him lounging on the couch, casually holding a coke bottle between two fingers, a v-neck tee and snug jeans on, I could see why. My brother was hot and I could feel my bare pussy heating up as I stood there in next to nothing waiting for him to cast those sexy eyes on me.
To be honest I think I have always had a little crush on my brother. I mean most girls do, right? Our big brothers hold a special place in our hearts, they protect us, they help us over life’s milestones, they have our backs. And when your brother is as good looking as mine is, how could I not have a little crush? Our horseplay always had sexual undertones but we had never acted on any of them. So why was I suddenly so excited for Alex to see my looking so sexy?
I cleared my throat to get his attention.
Alex looked up casually and I almost giggled at the expression on his face when he saw his baby sister looking like a golden goddess before him. I posed for him with hands on hips and slowly spun around so he could get a good look at me. I heard him sputter out a quick “gotta go” to his buddy and hung up the phone.
“Sis, what are you wearing?” His voice was husky and deep. Before I could answer him the phone rang. It was our folks saying they were going to be longer than usual because it had started snowing up where they were and they didn’t have chains or studs. Alex told them not to worry and that we would be fine.
I pranced around in front of him swaying my hips in a way that would make Mae West proud and when he hung up I looked at him and winked. “Ok, seriously, Megan, where did you find that dress?”
“Why? Don’t you like it?” I asked with my best pout.
“I didn’t say that at all.” Alex stuttered; I watched as his eyes traveled up and down my barely clad form. There it was again, that hot fire in between my legs.
“It’s Mom’s. Sometimes I like to go into her closet and try on some of her old party clothes. You won’t tell will you?”
“Hell no! Hold on a minute!” Alex jumped up and ran into our folks’ room. Ten minutes later he came back wearing one of Dad’s suits. It was a little big on him but he walked with such confident swagger it made me giggle. “What say we get this party started?” I curiously watched as my brother disappeared into Dad’s den and quickly returned with two glasses of amber liquid and two lit cigarettes. He handed me a glass and a one of the smokes.
I laughed, “Oh, are we pretending to be Mom and Dad?”
“Naw, let’s just be two people at a party. You look amazing in that dress, Megan. I mean WOW!” His eyes darkened as he sipped his drink and eyed my over the rim of the glass. He took his sweet time drinking in my form. I started to feel a little uneasy so I stepped away.
“I think we need some music.” I headed over to the stereo and put on the first album I found. It was Freddy Jackson singing “Rock Me Tonight.” I busied myself with closing the drapes so that our nosey neighbors wouldn’t see us parading around in our parents’ clothes, drinking and smoking. The entire time butterflies were waging a war in my tummy as the fire between my legs grew with intensity. I didn’t know what was happening here but I was certain that based on how he was devouring me with his eyes, Alex felt it too. I nervously swallowed down my drink in one gulp, igniting another kind of fire in my belly.
Alex chuckled low and sexy, “Nervous, little sis?” He took a drag of his cigarette.
“No!” I denied too quickly. We eyed each other through the haze of smoke. Feeling no pain from my drink I was swaying lightly to the sexy music. I set my cig in the ashtray and let the music take control of my body. Alex reclined on the sofa as he watched my impromptu dance. My hands slowly ran up and down my body, caressing my curves, gently squeezing my breasts. I lifted my hair and let it cascade over my bare back causing me to shiver.
The song changed to “You are My Lady” and Alex rose and came to me. He held his arms out to me and half whispered half growled, “Dance with me, baby sister,” while staring deep into my eyes. Electricity shot through my body as he took my hand and placed his other in the small of my back and firmly pressed my body to his. I looked at my brother in a whole new light. No longer was he just my obnoxious teenage brother who loved to pick on me but now he was a man with lustful desires. Passion raged in his eyes but so did a tenderness I had never seen. Another shiver, this one of anticipation, shook my body as my brother lowered his lips to mine, looked me in the eyes and softly whispered against my slightly opened mouth, “I have wanted this for so long. I promise I won’t hurt you, Megan.” I closed my eyes and sighed as his lips met mine for the first time.
Holy cow! I was kissing my brother and it was fucking hot! I felt his rough stubble rubbing my soft skin, his soft yet firm mouth possessing my own. I gasped as his hot tongue invaded my mouth and stroked my tongue as if showing me how he would touch me later. Desire flamed up inside of me and I lost myself in his kiss; my hands winding into his thick dark hair to pull him closer to me. I could feel his erection pressed against my belly. He cupped my ass with one hand and the back of my head with his other and pressed his throbbing hard on against me.
Suddenly breaking the kiss he asked me, “You aren’t wearing in panties are you?” I grinned wickedly, although I blushed slightly, and shook my head no. “My god, Megan, you are so hot!” He took full possession of my mouth again, roughly hungrily kissing me like a he just couldn’t get enough of my mouth. I understood how he felt. Again he broke the kiss and I whimpered in objection. “Undress me, Baby.”
With shaking hands I loosened and removed his tie then slowly undid each shirt button. I didn’t know if this would ever happen again, maybe a part of me thought it was all just a dream, but I wanted this to last so I took my time removing Dad’s suit from my sexy brother. I slid the jacket down his arms and heard it land with a soft thud on the floor. I ran my hands along the inside of his shirt, over his firm hairless chest, down to his dark treasure trail, and back up to his shoulders to slip his shirt off. Biting my lower lip I unfastened his slacks and slowly slid his zipper down. I heard my older brother groan which made me giggle. Here I thought he was in control of me but in that moment I realized just how much control I had. Before sliding his pants down I traced the edge of his briefs with my finger then traced the outline of his erection through the white cotton. I swallowed nervously when it registered how big he was. I looked up at him more than a little frightened.
Alex held my face in his hands, kissed me softly, “I told you I wouldn’t hurt you, I will never hurt you.”
I took a deep breath and slipped my hand into his briefs to touch his raging hardness. I was dizzy with the reality that I was touching my brother’s cock. Equally shocking was the realization that I wanted, no needed him to touch me that way. Perhaps it was wrong but I didn’t care and it didn’t seem to bother Alex either.
Alex reclaimed my mouth with a growl and my strokes became bolder. “Finish undressing me, Megan.”
I did as I was told and slid his pants and briefs down his legs to the floor. I had to kneel before him to help him step out of his clothes. His cock was beautiful. At least two inches thick and if I had to guess at the length I would say eight inches with a thick purple head and a slight curve. Oh my god, I wanted that inside of me! I stroked him as I leaned in and for the first time ever touched a cock with my lips and tongue, gently kissing the shaft before running my tongue up and down the thick vein on the underside, then circling his thick head. My tongue lapped up the sticky wetness oozing from the tip.
Alex’s breathing grew ragged, “Please, Megan, please suck my cock. Suck your brother’s cock,” he moaned, his hands on the top of my head guiding me closer. Eager to please him I opened my mouth and tried to remember what my best friend had told me about how to give a guy head. I sucked his head into my mouth, using my tongue to caress the underside of the shaft as I slowly took him deeper. I gagged easily but Alex was patient and would gently slide in and out of my mouth giving me time to adjust to the added length. My jaw ached slightly and my eyes were beginning to water but I welcomed him into me. After what seemed like an eternity he managed to get the bulk of his length into my throat. I worked my head up and down his shaft while my hands squeezed his ass cheeks.
“Oh yeah, baby, suck your brother’s cock! You are such a good little sister,” he moaned and grabbed my head to hold me close to the base of his shaft. “Oh, fuck, Megan.” He pushed me away and collapsed onto the sofa.
Crushed at his seeming rejection I looked at him with tears, “Did I do something wrong, “Alex?”
“Wrong?” He laughed, “Oh hell, sis, you couldn’t have done it more right!”
“Then why did you push me away?”
“Because, little sister, I need to fuck you and I didn’t want to cum yet even if it would be in that sexy skilled mouth of yours. Now stand up and take off that hot dress for me.” I stood on trembling legs and reached up to release the clasp of the halter. Shyly I held the dress in place. “Don’t be shy, my little slut, be proud. You have an incredible body and I have waited so long for this for a long time. Show me your body.”
Alex’s words emboldened me so I released the dress and let it slide in a pool of gold to my feet. I stood before my brother in nothing but a pair of black heels. I started to step out of them but he told me to leave them on, that they made me look even sexier. I came to stand in front of him and he began to explore my body with this eager hands. He cupped and massaged my breasts which felt heavy with the need to be touched. He rolled my nipples between his fingers before taking them one at a time into his hot mouth. My head fell back with an audible gasp. Oh god that felt so good!
Alex didn’t need any more encouragement then that. His sucking grew harder and his hand slid between my thighs and caressed my downy covered pussy which was damp with need and excitement. He moaned around my nipple as his cupped my mound and rubbed a finger along my lips. I was dying with need. “Please, Alex, please, touch me inside!” Eager to please his little slut sister, Alex slipped a finger between my folds and into my very tight pussy. A shudder ran through me. My brother’s finger was in me, rubbing my hard little nub, stroking the raging fire inside of me. I felt another finger enter me and I had to grab his shoulders to keep from falling as my knees buckled slightly. “Alex!” I gasped. His fingers did magical things to me rubbing and stroking me into a frenzy until my entire body was shaking and jolts of star inducing electric bolts shot through me leave me shaking and gasping and wanting more.
Alex smiled as he pulled me down to the sofa, laying me back against the cushions. “Open your legs for me, Megan, show your big brother your beautiful pussy.” I was shy but hungry for more of his touch so I slowly spread my legs. Alex licked his lips and smiled, “So beautiful, baby, thank you.” He lifted one leg over the back of the couch and kissed his way up my inner thigh then lightly brushed my mound with his lips before he kissed his way down the my other thigh. I was a hot squirming mess. I needed to feel his mouth there. Needed my brother to kiss my pussy the way he had my lips. “Tell me what you need, little sister, say it.” He rubbed his nose in the downy curls on my mound. I arched my hips trying to get his mouth on me fully. He chuckled and shook his head, “Uh huh, you little slut, tell me first. I want to hear you say it.”
“Please, Alex,” I moaned.
“Please what, Megan?”
“Say it!” His nose barely rubbed my clit making me cry out in need.
“Lick my pussy! Lick your little sister’s pussy!” Chuckling Alex ceased his teasing and plunged his tongue between my pussy lips. My hips shot up at the unique sensation and I grabbed his hair. “Oh my god!!” His tongue slid in and out just as it had in my mouth earlier, drawing out my sweet nectar and driving me closer to the edge. My moans grew louder and when he wrapped his lips around my clit I grabbed his hair, clamped my legs around his head and screamed as I came harder than I ever thought possible, shooting my hot cum into my brother’s mouth. Alex eagerly licked it up until I was begging for mercy and trying to push his head from between my legs.
Laughing Alex rose above me and kissed me with lips coated in my cum. I had never tasted anything so erotic and I knew I was hooked. Our kissing grew with more urgency and I felt the tip of Alex’s thick cock at the entrance to my pussy. He pinched a nipple and nibbled my lower lip, “Take a deep breath, sis,” then he reclaimed my mouth and slowly slid his hard cock into my wet swollen pussy. I cried out in pain and stiffened, tears falling down my cheeks. Alex laid still and gently kissed me until my body relaxed then he began to move in and out of me in rhythm to the music, slowly, sensually, sliding his cock in and out of his sister’s pussy.
I was dying a sweet torturous delicious death. I never wanted this to end even as a gentle aching grew between my legs. I had given my most precious gift to my big brother and he took it with such care and tenderness. Nothing would ever compare to this moment.
Alex continued make slow sweet love to me until he felt I could handle more; slowly steadily sliding his pulsing cock in and out of my pussy. When I was meeting his thrusts he sat up and leaned into the cushions, pulling me up so that I was straddling his lap, I reached down and guided his cock into my throbbing pussy. He grabbed my hips as he impaled me, rocking me back and forth on his shaft. I felt the electricity building again, my tummy tightened and the walls of my pussy clamped his shaft. “Alex!” I gasped, arching my back and throwing my head back.
“Look at me, Megan, let me watch you cum.” I looked deep into my brother’s eyes as hot molten lava coursed through my body and I trembled and shook and gasped as everything exploded into a million balls of light. Alex held my gaze and my hips as he drove deep inside of my tightly clamped spasming pussy. “Oh, yes, baby, cum for me, cum for your big brother! I love you, Megan!” And with those words I felt his cock swell inside of me and fill me with hot ropes of cum. I continued to ride him milking him of every drop until he was begging me for mercy.
We kissed and held each other for quite a while afterwards.
“Thank you, Alex.”
“No, baby, thank you. Why didn’t you tell me you were a virgin?”
“Because I was afraid you would stop,” I laughed shyly.
“Oh, love, there is no way I could have. You are so sexy and that dress, fuck that dress, I wanted to rip it off of you with my teeth!”
“So what now, Alex? I mean this was great but still wrong,” I wanted to cry at the thought of not being able to touch Alex again.
“I don’t know, Baby, we will figure something out. And fuck what society thinks! Something that feels this right can’t be wrong!”
We were laughing and kissing when we heard the dog bark and the familiar crunch of gravel under tires indicating that the folks were very close to home. Quickly we scrambled to get their clothes put away, the liquor glass rinsed and put away, and our own clothes back on. We killed the music, turned the TV on, Alex planted himself in Dad’s armchair and I dove under a blanket on the couch pretending to be half asleep as the folks walked through the door.
“Hey, did you kids behave yourselves while we were gone?” Mom asked. Alex mumbled something incoherent as he pretended to be engrossed in the TV. I just threw out a sleep “yeah.”
As the folks went to their room to change for bed, Alex looked over at me and winked. “They need to go for pie more often,” he laughed.