Dressed as a Girl

Published on Nov 10, 2008

Transgender

I'm Jimmy James and this is a story of cross dressing and sexual submission at the hands of my girlfriends father.

============================ In The Parking Lot

We got in the car and on the way he explained how things were going to be at the club tonight.

"You're going to be waiting tables first. While you're waiting tables, I want you to be rubbing against guys and letting them feel you up as often they want. Flash them your tit's or pussy as often as possible. Under no circumstances do you touch their cock. Your job is to turn them on and serve them drinks." he told me.

"If they want a lap dance, you say 'ok' and take them to a booth. In the booth, you can rub on them, strip, dance, or give them a hand job. Absolutely no sucking dick and no fucking. No penetration of any kind, so keep your panties on. If that's what they want, you take them to the back rooms. Once you're there, you can suck their dicks and let them fuck the shit out of you. Understand?" he asked looking at me.

"Yes" I replied with a devilish look.

Bob chuckled and began caressing my thigh. "You are such a dirty slut. God, You're Good!"

I scooted over next to him and spread my legs. He smiled, caressed my thighs and began feeling me up.

"I can't wait to see you at the hole. The thought of seeing you sucking all those cocks...... Fuck! That's Hot!" he said as I ground my pussy back against his hand.

He was rubbing my pussy hard while running a finger through my crotch and fingering my cock head. I was so excited, I was spreading my legs, moaning and thrusting my hips.

"You're a cock loving whore and I'm gonna fuck your hot little cock hungry ass like you were the prom queen at a gang bang!" he continued.

"Oh God! Fuck Me!" I moaned.

"I'm gonna fuck you all right! I'm gonna fuck you hard! You're gonna take my big stiff cock so often, you're gonna think you've got a tail! I'm gonna pump you so full of cum! You're gonna look pregnant!!"

"Give it to me" I squealed while kneading the bulge in his pants.

I could feel the pre-cum leaking out of my cock and covering my asshole. When Bob found the wet spot in my panties, he slipped a finger in and started rubbing it around my anxious little hole. It felt so smooth and slick as he spread my cum around, then plunged his finger deep inside me.

"You're such a juicy little whore! Your pussy starts drooling every time you think about taking a big hard cock! Don't It?!?" he chuckled.

"Oh God Yes!" I chirped.

He was fingering me hard and my hips were undulating with pleasure.

"Good Girl..... I can't wait to see you at the hole, sucking a fat cock! I'm gonna fuck you so hard!"

I was so wrapped up in what was happening, that I didn't notice we were pulling into the parking lot of the club. It wasn't until Bob pulled his finger out that I opened my eyes and noticed. I didn't want it to end but I reluctantly sat up straight and pulled my skirt back into place anyway.

We pulled into a parking space and shut off the car. He sniffed his finger, looked at me and smiled.

"Smells like my little girls got a hot little pussy." he said holding his hand to my face.

The heavy smell of douche mixed with the fainter smell of cum filled my nostrils. It was such an arousing smell. I breathed deep and savored the odor of sex. Bob watched with interest the whole time.

"That's the smell of the new you...... used pussy. Nothing better than the smell of used pussy, is there? " he chuckled.

I giggled nervously, but he was right, it did smell good.

"Nothing more exciting than a woman that smells like cum. And I'm gonna make sure you smell like that all the time. You're sitting on the best I ever had and you're gonna give it up any time, any where. Right?" he asked .

I was flushed and smiled warmly. "Yeah"

"Good Girl...... Let's go put that hot little ass of yours to work." he said cheerfully.

He got out of the car and held the door open for me. He took my hand and helped me out while watching me closely. I knew he could look down my blouse and up my skirt at the same time. I had done the same to Cindy and her friends a million times. I turned slightly so he got a good view down my blouse and spread my legs farther than I needed to. Once I was out, I smiled at him knowingly.

"Thanks" I chirped.

He rubbed my hand against the bulge in his crotch. "My pleasure"

I smiled at him and began rubbing the bulge. I got to my knees and continued to smile up at him the whole time I was unzipping his pants and pulling his cock out. I stroked it a few times while brushing the head of it around my face. Then I opened wide and sucked in as much as I could. When I felt him at my throat, I pushed forward until my face was flat against his belly.

I held it there for a few seconds, then pulled back slowly. I sucked just the head and ran my tongue around it's contours. It was spongy and soft, but tasted great. I drove forward again and his cock slid down my throat effortlessly. I pulled back quickly, then pushed forward again just as quickly. His cock slid down my throat again just as easily. It was such an amazing feeling, I continued sucking his whole shaft in and out as fast as I could. His cock slid across my tongue and poked down my throat like it was a well traveled freeway.

"FUCK!!! YOU"RE GOOD!!" he whispered loudly.

I pulled back, looked up at him and stroked his cock while rubbing the slick tip across my lips. He was looking down at me seriously.

"I didn't say stop"

I got a big smile and giggled. I playfully flicked the tip of my tongue across the tip of his cock, then swallowed him balls deep in one smooth easy motion. I pulled back slowly and began the quick in and out motion again. I could tell by the sounds he was making that he enjoyed it. I could hear him moan and feel the gentle touch of his hands on the back of my head. I couldn't help but to be proud of myself as I listened to him. I knew what a good blowjob felt like and I loved knowing I was the inspiration for the noises.

I would pull back until just the tip was in my lips, then drive forward until my face bounced against his belly. His cock tasted and felt so good in my mouth. I luxuriated in the way it felt as it filled my mouth on it's journey down my throat.

While thinking about how good it felt to suck a cock, I could feel my own cock getting hard and pulling at it's restraints. I began to slowly roll my hips to relieve some of the pressure. As I did this I could feel cum leaking out and coating my cock head and butt cheeks.

It was so slick and smooth as my cock head slid between my butt cheeks. I wiggled my butt a little bit to enjoy the feeling and moaned into Bob's cock. My panties were keeping me pulled into place and it was such an exciting feeling to have a mouthful of cock while my slick butt cheeks caressed my imprisoned cock. I moaned again and felt Bob tighten his grip on my head slightly.

As I thought about the pleasure I was giving him, I quickened my pace. It was such a turn on to know I was going to make him cum again, that I couldn't wait for him to feed it to me. I wanted to make him cum so bad, I could hardly stand it. I wanted it so bad that pleasuring him was all I could think of.

The whole thing was such a thrill that I was dumbfounded. I had become oblivious to the fact that I was on my knees getting face fucked in the parking lot of a strip joint. All I could think of was getting a mouthful of cum.

Suddenly, Bob grabbed my head tightly. He stuffed himself down my throat forcefully a few times, then pulled back until just the head was still in my throat. Immediately, he began to moan, his hips flexed and his cock began to throb. I could feel the stiffness travel down the length of the shaft until the head swelled in my throat and cum shot out.

It was so unreal to feel him shooting cum right down my throat. The way the stiffness traveled down his cock and cum sprayed out reminded me of a cartoon. Where a big bulge of water travels down the length of a hose only to explode out the end and run down the drain. I could feel it traveling through the shaft, shooting out and then running down my throat like snot. It was such an erotic feeling and an even more erotic thought.

When he finished shooting cum down my throat, he began to pump his softening cock down my throat some more. I looked up to see him smiling down at me and watching his cock disappear into my mouth. He pushed it in all the way and left it there while I continued to look up at him.

"They're gonna love you at the hole" he said still smiling down at me.

He pulled his cock out and let go of my head.

"Put your toys away. We need to go."

I giggled, stared at his cock for a second, put it back in his pants and zipped him up. I had a big stupid smile the whole time. He offered me his hand and helped me up. It wasn't until I stood up and looked around that I noticed where we were. We were right out in the open. We might as well have been downtown. There were about ten guys standing around with big smiles watching. There were cars driving by and people walking around. I stood there in shock as I looked around and took in the big picture of what I had just done.

"Oh my god" I gasped and covered my face.

I was so embarrassed, but my cock was rock hard and I could feel it throbbing. It was so exciting to think that people had been standing around watching the whole time. Bob chuckled and took my hand.

"You'll be fine" he said reassuringly.

I looked around again and the crowd was already dispersing. Except for one guy about my age. He came over and gave Bob a high five.

"Dude! That was fuckin' awesome!" he chortled.

"Thanks. She's something isn't she?" Bob said putting an arm around my waist.

"No shit hey! I watched the whole thing! She's Fuckin' Hot!"

I blushed bright red and smiled at what he said and could feel my cock throbbing at the thought of being watched.

"Hear that Kitty? He thinks you're hot." Bob chuckled while reaching up my skirt and grabbing my ass.

I smiled at both of them while Bob continued to fondle me in front of him................... When he ran a finger through my crack, he noticed immediately that my panties were soaked. He smiled at me and began fingering my plump cock head, then looked back at the guy.

"Did you like the show?" he asked.

"Fuck Yeah!..... Dude!...... It was Fuckin' GREAT!" the guy responded enthusiastically.

I felt my cock throb and smiled proudly at his response. Bob must have felt my cock throb too, because I saw him look down at me for a second when it happened.

"What if I told you that when I met her yesterday afternoon, she was a virgin?" Bob chuckled.

"Way to go dude!!" the guy said giving Bob another high five.

I felt my cock throb some more and hid my face as they talked about me.

"I know, I fucked her a few times and now she's a cock hound. You want to fuck her?" Bob asked seriously.

"No Shit?!? Really?!? You're gonna let me hit that?!?" the guy asked incredulously.

I peeked out and could see a bulge in the guys pants while Bob was vigorously rubbing my wet spot.

"No kidding. She loves being fucked by strangers and I love to watch. You can bend her over the hood of my car and fuck her right here if you want..." Bob said plainly.

I unconsciously arched my back to stick my ass out and felt my cock swell................... Bob just smiled and continued to rub my overheated crotch while I looked up at him.

"HELL YEAH!...... I haven't gotten laid all week...... Bend Over Baby!!" the guy said as he reached for his zipper.

Bob patted my ass and waved me over to the hood of his car. I obediently sauntered over and pulled up my mini skirt while watching him pull his cock out. It was at least 8" long and almost as thick as Buddy's.

He stood behind me, putting his head on my shoulder while easing my panties down. I was so excited I could hardly breath. I looked around and saw people begin to gather around again. I could feel his stiff cock brushing against my ass in search of relief. I smiled and reached behind me to position his cock for entry. I wanted him inside me so bad I could hardly wait another second.

I wasn't disappointed either. The instant he was in position, he stabbed half his cock in, pulled back, then stabbed it in balls deep. We both groaned while he grabbed my hips.

"Feels good doesn't she?" Bob asked while watching closely.

"Oh..... Fuck...... Dude!" the guy responded.

"I know, that's exactly what I thought when I fucked her for the first time." Bob chuckled.

I giggled when I heard it and smiled at both of them. The guy drove his cock in hard and deep a few times. Since my panties were inside my garters, they were only pulled down about mid thigh. When I tried to catch my balance it was like having my knees tied together. I tipped forward and caught myself on the car. Once I had taken my position, the guy started pumping into me in a slow steady in and out motion.

"The first time? How many times have you fucked her?" he chuckled back.

"I don't know...... 6 or 8 times, I guess. Plus 3 or 4 blowjobs." Bob mused.

"And she was a virgin? Dude! You are my hero!" I smiled as I heard them give another high five.

I began pumping my ass back to meet his strokes. My tits began dancing around my chest to the same rhythm. I took in a sharp breath and closed my eyes.

Bob chuckled. "Yeah, until yesterday she had only been with women. Hell, she never even stuck a dildo in there."

"No Shit? No wonder she feels so good." he said as he squeezed my ass.

"I know..... She's a juicy little piece. Can you imagine her walking around with something that good and never letting anybody use it?" Bob asked.

I was bent over the hood with a big smile as I listened to them talk about how good I was. They were talking about me like I wasn't even there. But that was ok...... I was in my own little world.

The feeling of my tits jiggling around while I was getting fucked was driving me wild. I was driving my ass back onto his cock harder and faster. My bowels had begun to tighten and push against his intrusion. I half opened my eyes and looked around to see people walking by, driving by or just standing around watching. I felt a tingle run up my spine and began to push against his thrusts as hard as I could.

My bowels squeezed his cock like fist.

I heard him moan and begin to pump into me a little faster.

"OH, Dude! It would have been a crime to keep something this good bottled up! How did you get it open?" the guy asked.

"My daughter was going on vacation and asked if I would check on her house. So, I dropped her off at the airport, got a 12 pack and stopped by. No sooner had I sat down to drink a beer, than I saw her walk out of the bathroom nude and get dressed. I sat and watched the whole time and it was so fucking hot, I could barely keep still. It wasn't until she was dressed that she noticed I was there. After the initial shock, we sat and drank a few beers. She had on a short dress with no bra or panties. So as you can imagine, I got a REALLY good look at her pussy while we talked." Bob told the guy.

"Sounds Hot" the guy laughed.

"Fuck Yeah! There she is telling me how she's never been with a guy and thought it was gross. But, I could see up her dress and I was looking right at the hottest piece of no mans land I ever saw. I sat next to her and she let me feel her up and play with her tits and shit. So...... I fingered her. She was so juicy and tight, I just started fucking her."

I heard the guy chuckle "You're the Man! Did she like it?"

He was pumping into me fairly hard and fast. He was obviously enjoying the story as much as I was. The whole thing was like an out of body experience. It was like sitting around the water cooler on a Monday morning. The guys would sit around and talk about the hot girls they fucked that weekend and how good it was. I often look forward to Monday, just so I can hear the stories. In this story, tho, I was the girl that got fucked and Bob was telling it to a guy that was fucking me in a parking lot while people watched. It was such a turn on I couldn't get enough. My bowels were pinched so tight, he had to force his cock in.

"She was a little reluctant at first." Bob continued. "But once we got started, she lit right up. She came so hard, you'd swear she had epilepsy."

I started to giggle and smiled over my shoulder at them. They were both staring at my ass. Watching his cock slam into me relentlessly. They both had front row seats to a free fuck show and they weren't about to miss it...... I giggled some more and looked around with a big satisfied smile. There were about twenty people smiling back. Most of them were just watching, but some of them were taking pictures with their phones and a few of them were even jerking off. There were people everywhere! I had never imagined doing anything so erotic in all my life!

I was in the middle of a parking lot. Being used like a girl. My long red hair was swishing around my face. My tits were bouncing wildly. I was moaning constantly. There was a big fat cock stabbing into me. There were people watching. And I was listening to the story of how I was 'Deflowered'. The whole thing was such a thrill, I could feel my orgasm approaching.

"HA! Now she can't get enough!" the guy grunted.

"DON'T PULL OUT!!! She's a cum dump!" Bob said urgently.

"Fuck Yeah!" the guy responded.

The guy stuffed his cock into me as far as it would go and I felt it start to throb. I was so close to orgasm, I couldn't stand it. My asshole squeezed tight around his shaft and I felt my hips jerk involuntarily. I sighed with disappointment that it was ending before I could cum, but it still felt good to have him blow his load inside me.

"Anyway" Bob continued "She loved it. We hung out, had a few shots and fucked a few more times. Then she told me how much she liked it but didn't want anybody to know. So we agreed that while the girls were gone, she could be my slut. She would take a cock every chance she got and I wouldn't tell."

I could feel the throbbing in his cock start to slow down and his cock began to relax inside me.

"Good Deal" the guy laughed.

"Yeah, I brought her here and put her to work. She went wild and everybody thought she was great. She'll be at the glory hole 10 till close tonight." Bob informed him.

"Cool" the guy said as he pulled his cock out.

The guy put his cock away while they both watched me closely. I stood up, smiled and turned to face them while I pulled up my panties and straightened out my skirt.

"Well, she's late for work so we have to go. Thanks for warming her up." Bob said shaking his hand.

"Any time dude. That was awesome." the guy said smiling at me.

Bob took my hand and I stood next to him with a coy smile. Bob chuckled and we walked off holding hands. The last of the people who were standing around watching wandered off. I smiled and leaned against Bob while I thought about all the stories they would tell at the water coolers on Monday. Bob squeezed my hand and smiled down at me.

"You are so fucking sexy. Seeing you in action is the hottest thing I've ever seen. I can't wait to see you serving drinks with a belly full of baby batter." he said patting my belly.

I giggled and leaned into him again. It turned me on to know he thought it was sexy to watch me get fucked and walk around with cum gurgling around inside me.

Next: Chapter 13


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