It was a hot summer and my parents had sent me to stay at my aunts house while they went away on vacation. My aunts house was huge, so big that it was easy to get lost in one of the many rooms that now lay mostly empty. My uncle had left years ago and my cousins had all long since moved out, all except for the youngest, Veronica, but she was away at college.
My Aunt worked during the day so I spent most of my time in the house on my own. The first few days went really slow and I found myself wandering around the house, looking in all the rooms for something to do. It was then that I first stumbled into cousin Veronica’s room.
The first thing I remember was her mauve wallpaper and pink duvet. The girly colors that beamed in the sun light making everything seem more bright and colorful. I started to look around the room, opening her dresser drawers and going through the contents of her wardrobe. Veronica was a big girl, around 5ft 11″, heavyset and very busty.
I opened one of her drawers and found a brassiere, a sexy black leather padded one with DD cups. I lifted it out and felt a warm sensation in my penis as I held the soft fabric in my hands. My heart started beating and a flush of heat rushed over me.
I wonder what it felt like to wear such a thing? I thought to myself. It was early and my aunty wouldn’t be back for ages so I decided to try it on for fun. I slipped off my t-shirt and slid the straps over my shoulders one by one. I struggled for a while but managed to clip the back together after a little fiddling around.
Wow! I thought, as I looked at myself in Veronica’s vanity mirror. I wonder what it would feel like being Veronica and getting ready for school in the morning? I looked back in the drawer and found the matching black leather thong, slowly slipping it on over my growing cock.
Next, I pulled out some over the knee high black socks and rolled them up my legs one by one. I felt a tingle in my penis as I glanced over at myself in the mirror, making my way to her wardrobe. Inside, I found several dresses and outfits that caught my attention.
When I came across her old school uniform, my cock throbbed in my leather panties. Slowly reaching in to pull out a cute tartan red plaid mini skirt and v-neck white blouse. I rushed to put everything on and almost ran back to the mirror to see my reflection. Nearly, but not quite finished, I thought to myself before bending down under the bed.
I rummaged through a few pairs of shoes until I found some chunky buckle high-heeled ones in black suede. They were a size too small but my feet slid in easily and I strutted back across the room towards the mirror. Walking in heels came naturally to me, I actually found it easy to tip toe around in them and I loved the way it made my bum stick out as I walked.
I loved the feeling of pretending to be my cousin and started role playing with myself, pretending I was her as I acted girly and pranced around the house.
“I’m off to school now mummy!” I said out loud, pretending I was Veronica.
I skipped down the hallway in my heels, my skirt bouncing up and revealing my thong. I had never felt happier, playing with my imaginary friends as I envisaged a day at school dressed as Veronica.
“Hello boys, is it time to play kiss chase?” I said in a girly high-pitched voice, giggling as I ran into one of the spare bedrooms and jumped on the bed. “Oh no you caught me!” I screamed. “Better kiss me then I guess.” I pretended to kiss someone and realized how turned on I was, rolling around on the bed, the bra and thong rubbing against my skin.
I lifted my plaid skirt up and rubbed my cock through the leather fabric. “Oh yeah baby, rub my pussy you dirty boy.” I whispered to myself. My cock was rock hard and I quickly began stroking it through the fabric. I had never been this turned on and could feel my cock about to burst. Before I could stop myself, streams of cum filled my panties and trickled down my legs all over the skirt and socks.
“Oh shit!” I muttered, trying to wipe up the mess with my hands, which were now sticky and covered in cum. I panicked and stripped off, grabbing all the clothes and running to the laundry room. I stuffed everything in the wash and waited, half naked with just a towel wrapped around me.
What have I done? I thought. What the hell is wrong with me! I can’t believe I just dressed in my cousins clothes. What a freak. I sat and thought about what had just happened as the machine began to rattle around behind me, images of Veronica’s dresses flashed before my eyes.
I could vividly see her little black dress, her shimmery gold mini skirt, her lacy off the shoulder top and the sexy sequin body-con dress that glistened in the light. My mind began to wonder again and I could feel the hot sensation of blood rush to my penis as the overwhelming urge crept over me.
I pounced to my feet and ran back up the stairs to Veronica’s room, shaking with excitement as I pulled out her dresses and laid them on the bed. One of them caught my eye, it was a black skin tight mini dress with low cut top and strapless back. I raced to pull it up over my ass and around my body. The sensation was incredible as the tight material clung to my every curve, stretching against my skin.
Of fuck! I thought as I looked around for more clothing. I looked inside her bedside table and found some naughty pink lace ruffled panties. I slid them on under my dress, wiggling as I pulled them up over my stiff cock.
“Shoes Veronica.” I said in a sassy girls voice as I searched for some more under her bed.
I rummaged around and found some thigh high boots, slipping my feet into them and zipping up the boots on the side. I felt so slutty as I imagined Veronica getting ready for a night out with the girls. Within minutes of admiring myself in the mirror I was back on the bed, stroking my cock and making girly sex noises as I moaned in pleasure.
“Oh yes baby. Please finger my pussy!” I licked my finger and slowly eased the tip into my ass. “Oh fuck!” I moaned as I gently pushed it in deeper. “Yes, that’s it. I’m a naughty girl. Fuck me, fuck me, take my virginity!”
I began to finger myself under the dress, rubbing my asshole gently with the tip of my finger, stimulating my g-spot. “Oh yes baby, finger my pussy.” I screamed.
I rolled around on the bed, fingering my ass and playing with my cock, the boots squeaking as the leather rubbed together. “Yes baby, please don’t stop.” I squealed, feeling myself about to climax. I let go of my penis and shoved my finger deep into my ass as I watched my cock shudder then shoot cum all over my dress.
I fell back and curled up on the bed. For some reason, this time there was no shame. Instead, I felt more feminine. Almost vulnerable laying there with my panties pulled to the side, my dress ruffled up over my ass, almost as if I had just had sex with someone. I closed my eyes and thought about it for a while.
I fantasized that I had just let someone fuck me. I wondered. How would it feel, maybe a cock would feel better than a finger? Maybe a guy would like to fuck a slut like me. Do men find guys that dress like girls sexy? What if I could find someone who liked it? I laiy and thought about this for a while before finally getting up.
It was late and I knew my aunt would be back soon. I went downstairs and collected the clothing from the dryer, making sure to put it back in Veronica’s room. All except for the cum soaked mini dress. I wanted to wear it to bed, I wanted to see what it was like to sleep in a dress, if only for one night.
The next day I woke up and headed downstairs. My auntie had left for work already and there was no-one in the house. I walked into the kitchen and grabbed myself some cereal. As I sat down to eat breakfast I noticed someone walk past the window. It was the gardener doing his morning chores.
He was a young guy, maybe in his early 20’s, Italian looking with black hair and a lightly tanned complexion. He looked quite sexy with his ripped abs and toned muscles. I waved at him as he stared back blankly, his mouth a gaze.
What was wrong with him? I wondered as I smiled back awkwardly. He didn’t move, just stood there with his top off, jeans hanging from his hips, a strange look on his face.
“Oh shit!” I jumped, quickly realizing why he was staring. I ducked down under the window, creeping back to the stairs and running up as fast as I could. I was still wearing the dress! my mind raced. shit, shit, shit! I thought as I whipped off the dress and pulled on some jeans.
The doorbell rang and I jumped out of my skin. Ding dong. It rang again. Fuck, what was I going to do? I crept back downstairs and sheepishly answered the door.
“Hi.” He said. “Um, I’m Jeff, is your aunty around? I was hoping to see her today to collect this months pay check.”
“Oh um, no she’s at work.” I replied.
“Oh, ok, is her daughter here then, I think I saw her through the window a second ago.”
I blushed. “Um, no she isn’t here either.”
“Oh, then someone else?” He asked inquisitively.
“No, just me.” I replied, my voice cracking slightly.
“Oh!” He said. “So, that was you in the window?”
I panicked. “Please don’t tell my aunt, I was just playing around, I don’t normally do anything like this, honest. Please don’t tell anyone.”
He smiled sweetly as he leaned into the door. “I won’t tell anyone if you show me again. What’s your name anyway?”
“Umm, I’m Martin.” I replied.
“Ok, you didn’t look like a Martin a minute ago. What’s your real name honey?”
His attempt to hit on me sent electric shocks down my body. I giggled slightly and replied. “Um, actually my name is Veronica.”
“That’s a nice name baby, ok Veronica, why don’t you go and get dressed in something nice and maybe we can watch a movie together or something.” I nodded and headed back upstairs to my cousins room while he went and sat in the lounge.
To be continued…