Dress-Up Darlene

My name is Darlene. At the time of this story I was eleven years old. I was in sixth grade. I was 4, feet, 6 inches tall, with long black hair. I hadn't gone through puberty yet so my figure was straight and flat.

I had an active imagination. One of my favorite things to do was play dress up. I had an older sister Liz, who was very petite. Her clothes fit me and she let me play me dress up in any of her outfits, whenever I wanted, as long as I treated them with care. She also let me use her make up.

Wanting to be like my sister, I spent lots of my free time, dressing like an older girl, and playing grown up. Sometimes I even wore her lingerie underneath.

One afternoon, I was bored. My parents were out of town for the night and my sister was at work.

I decided to play dress up and wanted to see how sexy I could look. I went into Liz's dresser and found a pair of black satin bikini panties and a black satin bra. I stuffed the cups with tissues and put on the bra and panties. She also had some black silk stockings that I rolled over my legs and they clung to my thighs. I then chose one of my sister's black satin cocktail dresses, and put it on.

I applied a liberal amount of lip stick and make-up and styled my hair. Looking in the mirror, I surprised myself. I looked so grown up, I think I could have passed for my eighteen year old sister.

As it approached evening, the phone rang. It was Liz, in a panic.

"Can you help me Darlene?" she asked. "I was supposed to go on a blind date tonight. My boss just told me we all have to work real late. My date should be there any minute, but I don't have his phone number to cancel. When he arrives, please explain this to him, and tell him we'll do it another time."

"No problem, Sis," I said, "I'll take care of it."

Fifteen minutes later, the doorbell rang, and I went to answer it. Standing there was a very handsome twenty something year old man. He was tall, had dark hair, and had a killer smile. I was ready to tell him about Liz when he spoke.

"Hi Liz, I'm Mark." He said. "You look really beautiful. Are you ready to go?"

I was so flattered, that I simply grabbed the purse I was playing with, and followed him out the door.

He took me to a very nice restaurant, where we had a great meal. They even served me wine, without carding me. I must have done a great job with my make up. I also did a good job talking to him. As I said before, I had a great imagination, and was able to carry on an adult conversation, using bits and pieces of information I had gathered listening to my sister over the years.

After dinner, he asked if I wanted to go for a nightcap, at his place a block away. The combination of wine and my ego, made me say yes.

At his apartment, he made us a pitcher of Mai Tai's. I really liked the taste of those. We drank and talked and then he put on some slow music and asked me to dance. As we swayed to the music, I melted into his arms, partially due to the effects of the Mai Tai's. I hoped he hadn't noticed my breasts were made of tissue.

While we were dancing, he leaned in and gave me a passionate French kiss. I had seen enough movies, that I kissed him back the same way. I could also feel a bulge in his pants, sticking into my crotch. He pulled me onto the couch, continuing to make out, and that's when it began to get interesting.

He placed his hand on my stocking covered upper thigh, and started to move it under my dress. When he reached the crotch of my satin panties, he rubbed up and down my slit. It was feeing really good and my panties were starting to get wet.

Being curious, I reached over and put my hand on the bulge in his pants. It felt really big.

He stuck his hand inside my panties, and ran it up and down over my bare slit.

"I see you've shaved for me." he said. "I like it!"

I just nodded yes.

I started rubbing his bulge. After a while of this, he reached down, and removed his briefs.

Out popped a very nice, eight inch penis. I just had to have a feel. I placed my hand around it, and started to feel it all over. I could tell by his moans, he was super turned on. He took off all of his clothes.

Then he reached in back, and pulled down the zipper of my dress. I pushed my body upward and he pulled the dress completely off. I lay there, spread out on the couch, in my bra, panties, and stocking covered legs. I felt real sexy.

And then the moment of truth happened. Reaching over, he pulled off my satin, bikini panties. He looked puzzled, seeing that my eleven year old, bare naked pussy, was merely a slit Then he pulled off my bra releasing a pile of tissues. The sight of my totally flat chest with my nipples sticking straight up, must have freaked him out.

"Wh...wh..what's going on?" he stuttered.

"I'm sorry." I said, sitting up. "I shouldn't have let things get this far. I'm not Liz. I'm her eleven year old sister, Darlene. I'm sorry. I'll just go."

Thinking a moment, Mark spoke. "Well you can't just leave me here like this. You should really finish what you started." he said, pointing to his erect penis.

With that I smiled, lay back down, and spread my legs. Mark went down, and put his mouth, directly on my bare, eleven year old pussy. His tongue worked its way, up and down my slit, and then found my vaginal opening. The juices were flowing and he lapped them up. Then he went up to a hood at the top of my slit. Using his tongue, he licked the little bud that was sticking out.

After five minutes of this my whole body started to shake and I felt better than any other time in my life.

When I had calmed down, he placed his body over mine. He put his hand between our legs and guided his eight inch penis onto my eleven year old pussy. Moving his hand away, he pushed forward, preparing to sink his penis inside me.

I felt the tip of his penis at my vaginal opening.

He stopped momentarily, when he hit my hymen, but then pushed forward hard and broke right through. It really hurt bad, but I tried not to show it.

He started to pump in and out, with slow, deliberate strokes, coming almost all the way out each time, before plowing in deep. It was starting to feel really good.

His cock filled me completely up. I never had a feeling like that before. If this is what sex was like, I LOVED IT!

The walls of my eleven year old vagina, were clinging tightly to his penis, not wanting to let go. Every so often his shaft, would rub against my engorged clitoris, sending a bolt of electricity through my whole body.

The insides of my pussy, were longing to explode. He kept this up for about ten minutes, and then I couldn't hold out any longer.

As I exploded again, I felt something hot and wet, wash over the insides of my vaginal canal. When he pulled out, I saw that his penis was coated with a white layer of semen, and my pussy was dripping with the same.

"You aren't mad are you?" I asked.

"Why would I be mad?" he answered. "It's not everyday, I get to have sex with a beautiful, eleven year old, preteen!"

"Well it could be." I said. "I only live a few blocks away."

"See you tomorrow then." he said. "And wear something fun, like an eleven year old would wear."

We got dressed and he walked me home. Luckily I arrived before Liz, and I put her clothes away. I even had time to wash her panties.

I visited Mark almost every day and I continued to dress up, this time in outfits he seemed to like.

His favorite was my cheerleader uniform. Sometimes he couldn't wait to remove the short skirt after I cheered, and just lifted it and took me from behind.

He liked to play teacher, when I dressed as a schoolgirl. Having sex while straddling his lap at his desk was always fun.

I don't think he could ever decide between my gymnast's leotard or ballet tutu. Whenever I wore one of these, he would simply pull the crotch aside and eat me on the spot.

And bathing suits were also fun. Whether it was my sister's string bikini, or my little girl one piece, Mark always delighted in peeling it off, and guiding me on top of him.

I continued play to dress up, but now only in preteen outfits.

And Liz always wondered why her blind date, never called her back...

More stories to come...