Parking Lot Sissy

By btoninguy

Published on Aug 5, 2014

Transgender

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I pulled the car into the parking lot of the park at the edge of town to meet Carl. I parked at the end of the lot, as he instructed. The park wasn't well used in the evening—except as a cruising spot. The road that led to it wasn't much traveled in the evening—except for men headed to the park for some car or woods action.

I stopped the car. Dusk was coming on but it was still light out. I spotted his blue car across the lot. I opened the car door and nervously stepped out. I thought of myself as a dude but I here I was wearing a short short white skirt, pink lacy tank top, thigh high pink socks with bows that peeked out from under my very short skirt. Even my pink panties peeked out from under the skirt. I knew better than pull it down. Carl would see—and he wouldn't approve.

Because this end of the lot was gravel I had to step carefully in four-inch heels. I held my arms out to balance myself—and because I knew he would like it I flitted my hands and arms like a perfect little lady.

There were other cars in the lot I had to walk past. They called out to me, "Come here, Princess, I have what you need!" and "Take my load, cum slut."

But I had my instructions—to pretty myself up in something sweet and walk across this parking lot to Carl's car. Like I said, I thought of myself as a dude. Bi, 25-year-old grad student, 5'10 150 pounds with a gorgeous ass and flat abs. And right now my cock was tenting my panties and my skirt.

I knew Carl saw me coming but he wouldn't look at me. The farther across the lot I got the freer I felt. The girl in me was coming to life. I felt so free in these pink lacy panties peeking out from under my little white skirt. I had told suggested I wear a wig but Carl didn't want that: it would give me something to hide behind. He wanted my real self to show. He didn't want me to look like a girl. He wanted me to look like the emasculated sissy than I am.

His window was down as I glided sexily to his car. I ran my fingers across the edge of his car door. By this time I couldn't help sound like a total sissy as I asked him, "What does a girl need to do to get some much needed attention around here?" We chatted until I asked if he wanted me to have a seat in his car.

No. No, he told me. I was confused. I thought I was going to suck his cock, which is what I said. At this, he told me to lean into the car and suck his cock. I asked if it wouldn't be easier to lay across the seat and suck his cock. I very much wanted his cock. I explained it was terribly obvious if I stand outside his car.

He explained that I was already obvious. He liked obvious. Go ahead and lean in an suck his cock. So I leaned my head in. I could see his hard 8-inch cock hanging out of his jeans. Bracing my one foot in heels and lifting the other in a skirt far too short to cover anything up in this position, my lips met his cock.

As I sucked on his cock I felt his fingers reach around my ass and begin to stroke the edge of my panties. Then he lifted my head and I was even more confused.

I pulled my head out of the car as he continued to run his fingers just inside my panties. I whimpered in pleasure. He reached his fingers farther into my panties and I grew even more excited. "Your little pussy likes that, don't you, princess? Go ahead and moan," he told me.

Already I couldn't keep my legs together. There is something about touching my pussy that causes my legs to want—to need—to spread. He continued teasing my girlie parts until he reached his finger to my pussy. I let out a squeal—of pleasure as much as surprise.

Then Carl told me to pull my panties down---like a sexy little minx and turn around from the car. This night was just full of confusion. Was he sending me away when I wanted him so much? He pulled my skirt up just a bit more. My soft dickette hung out from my skirt—with my pink lacy panties down to my high heels.

Then he continued to tease my pussy, which was very hungry for him when he slipped his finger in my pussy. With my legs spread as far as I could safely spread them in high heels I fucked my pussy on his finger. One of the cars turned its lights on. Carl told me to show the guys just how much I enjoyed having my pussy finger fucked. I couldn't keep my arms still as he pleasured my pussy and I squealed in ecstacy. As I bucked against his fingers filling my pussy my half limp dickette flopped in perfect view, with not even a skirt or panties to hide or restain it.

Carl teased me about how much my pussy enjoyed this... needed it. And how much my pussy needed to be finger fucked in a parking lot as real men watched on.

Just then a car drove by. And slowed. Then it stopped and backed up to turn in the parking lot. Carl told me my audience was growing. I couldn't think anymore. All I knew was my pussy. He told me what a dickless pussy I was out here in a parking lot with real men watching on fucking a finger in my little girlie pussy.

My little dick started to spurt but I couldn't call it cumming. It did feel like that but I dropped globs into my panties and I continued to fuck my pussy onto Carl's fingers.

When I finished I was disappointed when Carl instructed me to pull up my panties and get myself home that a good girl shouldn't be out this late. I could hear men in the other cars cheering. I would have to walk past them with cum running down my legs, my panties and heels wet. My lets were weak as I tried my best to walk across the lot then across the gravel. As men called to me asking if I needed some cock to suck. Did I need some cock in my pussy. Had Carl cheated me out of a cock fucking my pussy? I was too tired to even think about it. My pussy was certainly satisfied.

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