I'm Jimmy James and this is a story of cross dressing and sexual submission at the hands of my girlfriends father.
============================ A stop at the mall
I headed out the door and Bob followed close behind me. Since my ass cheeks were half exposed I was sure he was watching my ass swing back and forth. Besides that, Bob seemed obsessed with my ass. There was no way he wasn't staring at it while we walked. Lord knows, he made sure he was the first one in and the last one out yesterday. It was strange, but it gave me an odd thrill to know that he liked my ass and wanted to fuck me so bad.........
I began to think about the first time he fucked me. He had forced himself on me and it couldn't be called anything but rape. He had raped me and I came harder than I ever had before. I was jumping, squealing and screaming for more. I wanted him to fuck me worse than anything I had ever wanted before. I loved having him inside me and couldn't get enough. I was fairly sober so it must have been real. I chalked up the thrill I got from stripping and being used in the back room from being drunk.
"But what about that first time?" I wondered.
He jumped in the drivers door while I walked around and got in the other side. Bob watched me the whole time. Once I was in, Bob put the key in the ignition then pulled out his cock.
"I always wanted to have a girl suck my cock while I drove around town. I think you might be just the girl Kitty." he said seriously.
I quickly looked up and down the streets of my neighborhood. There were teenagers riding their bikes, kids playing in the yards and a few of my neighbors doing yard work. I blinked quickly and looked down at what I was wearing. I was so lost in thought, I had just walked out of my house and through the yard in broad daylight dressed like this. I walked right out and jumped in the car like I didn't have a care in the world.
As I looked around in shock at how easily I had done that, Bob looked at me and pointed at his cock. I laid on the seat and started to suck him without question. He put the car in gear, backed out and headed down the road.
We went the 6 blocks to the freeway, stopping at every light. Once we pulled out onto the freeway I heard several honks, hoots and hollers. I couldn't help but to think how cool it would be to go for a drive on a warm Saturday afternoon and see a guy getting his dick sucked in the car next to you. I wondered, how many people had seen me in action on the way to the freeway?
I could feel my dick getting hard again and began to writhe in the seat as I sucked furiously at Bobs cock. I heard him chuckle, grab my ass and start to rub my throbbing cock head through the thin fabric of my shorts. Before long, there was a wet spot in my shorts where my pre-cum was leaking.
"This is turning you on! I knew you were the girl for this" he said happily as he patted my ass.
I smiled as I continued sucking him. I had a thing for voyeurism and thought it was cool to have a bunch of strangers watching. I didn't associate any gay stigma to it. All anybody saw was an older guy getting his dick sucked by a hot young babe while he drove.
As we pulled off the freeway, Bob moaned and cum flooded my mouth again. I swallowed quickly and when I felt him getting soft I began to sit up thinking I was done. Instead, I felt Bobs hand on the back of my head.
"Don't stop, we're not done driving" he urged.
I smiled again and happily continued to suck his cock as we made our way through town. I thought about all the guys that would get to see me doing this while Bob rolled along with his window down. I thought about what a turn on it was to have people get a peek at me sucking his cock. Just then, I heard a big truck pull up next to us at an intersection.
"Hey! Will she do us too?" I heard.
I almost stopped sucking and felt Bobs hand on the back of my head again.
"Hell Yeah she will" he responded.
I froze as they discussed where they could park their truck. My heart was stopped as I laid on the seat with a cock in my mouth. I thought it was cool that people could get a peek, but this was something I hadn't bargained for. Bob was volunteering my services to anyone who asked.
Once they agreed on a place, it was only seconds later that we were parked off to the side in the parking lot of the mall. There were 2 men, so Bob told one of them to get out while I sucked the other off and when I was done, they could trade places. They of course quickly agreed and one of them jumped out and sat on the hood of the car. I was looking up from Bobs lap, speechless the whole time.
As soon as everybody was set, Bob put his cock away and said. "Time to do your thing"
I took a second to get up my nerve. Then I jumped out, ran around the car and into the truck as quick as I could. The feeling of having my tits bouncing and my ass jiggling while I listened to the click click click of my heels was extraordinary. Knowing I was at the mall and anybody who looked could watch all the bouncing and jiggling for themselves was even more extraordinary. It was truly an unconventionally pleasurable thing for me to be prancing around in public like that. I had gotten the same thrill last night when I was stripping.
When I got in the truck, there was a dark haired guy, early forties, about six foot tall, 180 pounds with his pants around his ankles and a rock hard cock in the sleeper. I smiled, climbed in back, kneeled in front of him and started to suck his cock like I had been doing it every day for years. Except for a fatter head, his cock was almost identical to Bobs.
I sucked him hard and fast at first, then I plunged it down my throat until my face was pressed against his belly. I felt the fat head squish into my throat then slide down deep. I bobbed up and down about an inch as quick as I could, then pulled back and sucked just the bloated purple head. I slowly sucked more of his cock in and out of my mouth until I felt the head at the opening to my throat again. I deep throated him and bobbed up and down quickly for a few seconds only to pull back and suck the head again.
While I was sucking the head in and out, I felt his cock throb and heard him moan. I knew he was going to cum so I sucked the head harder and faster while I listened to a stream of moans and groans. I could feel cum shooting out and splashing onto the top of my mouth and I was swallowing it as fast as he could pump it out. I watched as his balls pulled up, his cock swelled and cum filled my mouth over and over. I swallowed every time until I felt him relax and his cock lost it's timber.
I sucked him for a little while longer and milked as much cum as I could get. When I was done, I swallowed the last of it, sat up straight and smiled at him. He smiled back and pulled up his pants.
"That was pretty fucking good" he said handing me $50.
I giggled, took the cash and put it in my shirt like girls do when they stuff things in their bra so they don't lose them.
I watched him leave, then sat on the bed. I laid back on the bed propped up on one elbow and spread my legs while I waited for the next guy to join me. I wanted to look sexy and give him an eye full at the same time. He climbed in the cab and got a big smile when he saw me.
"All Right!" he said enthusiastically while he unbuckled his belt and pulled down his pants.
I got to my knees and patted the bed for him to sit. He sat down and laid back to watch as I stroked his hardening cock. I was staring at it with an empty smile while I thought about how good it felt in my hand. It was about 6 1/2 inches long and fairly thick, but it was so stiff and so hot, I was entranced. I could feel every heartbeat as he waited patiently for me to start sucking it.
I thought about what a thrill this was for me. It was a warm sunny Saturday afternoon, I was dressed as a girl and I was sucking off truckers at the mall. For some reason this was a huge thrill for me. I wasn't drunk so I couldn't blame it on that, but I didn't understand why I thought it was so much fun. I decided I might as well roll with it and leaned over to start sucking.
I sucked just the head first. I sucked slow and hard while I played with his balls. I sucked more and more of his cock between my pursed lips with every stroke. I kept sucking until I felt the head poking at my throat. I pushed forward and eased it down my throat. His cock was much harder than the other guys so I had a little trouble getting it down.
Once my face was pressed against his belly tho, I grabbed his balls with my hand and wrapped them around my chin. I rolled them around in the sack and luxuriated in the way it felt. I was having so much fun, I felt my cock start to throb again.
I quickly started to suck the length of it in and out, hard and fast for a few minutes. Then I slowed and sucked just the head hard and slow for another minute. Then I picked back up to sucking the whole length hard and fast. About half way through, he blew his load hard. He moaned and jerked his hips while I kept sucking him hard and fast. Cum poured out of his cock like he was peeing. I kept sucking him like that until he relaxed and I swallowed a big mouthful of gooey white sperm.
I milked his cock for a little while, then sat back, pushed my tits out and smiled at him.
"Thanks" I said cheerfully and walked out.
"No..... Thank You!" he breathed as he watched me bend over and walk out.
I smiled, knowing he was staring at my ass with his pants down. I could still taste the thick flavor of cum as I climbed down the ladder. I went extra slow so I could experiment with the way it felt to have my ass swing around and my tits jiggle. I wasn't disappointed. It was quite an exhilarating experience. Once I was down, I smiled at Bob.
"Ready?" I asked.
Bob smiled back "Yeah, but I need to do some shopping first. Grab your purse."
I looked around confused for a second and stuck my head through the drivers window to grab my purse. As I as reaching for my purse I thought about how lewd it was to have my ass sticking out like that. I quickly grabbed my purse and stood back up. Bob and one of the truckers was looking out the window at me. He smiled slyly and waved goodbye. I smiled back and waved.
Bob and I started to walk to the mall entrance while I slung my purse over my shoulder. Bob had a big smile while we walked.
"What are you so happy about?" I asked.
"You" he chuckled "That turned you on to suck them off, Didn't it? Admit it, you had fun"
"What? Huh?" I protested.
Bob laughed at me "You were turned on and leaking cum while we were driving. Now your pussy is so wet it looks like you pissed."
I stopped, reached into my crotch and felt it to make sure. Sure as shit there was a wet spot about the size of a large plum. I fingered it and felt the wet slick cum sliding between my butt cheeks and covering my cock head.
I looked up at Bob and blushed while I continued walking with him.
Bob laughed again "God I love a good whore!"
We walked into the mall and began walking around window shopping. While we walked around, I didn't really think about how I was dressed. I was more concerned with the wet spot in my crotch. Every time somebody would look at me, I was sure they were looking right at it. Since just about every guy we walked by looked at me, I was quite self conscious. I was looking around constantly and squeezing my ass cheeks together, hoping nobody would get a good look at how wet my pussy was.
I followed Bob as he walked slowly to the far side of the mall. He walked into a women's shoe store, sat down and motioned for me to sit next to him. I sat down and looked around nervously.
Suddenly there was a heavy set well dressed man standing in front of us.
"Is there something I can help you with?" he asked courteously.
"Yes Please" Bob began "Kitty wanted to look at some shoes. Something sexy with heels would be best."
"Certainly sir, I would be glad to help" he said as he pulled up a foot stool and sat in front of me.
"Can I have your right foot ma'am" he asked with a smile.
I put my foot on the stool between his legs and watched as he took off my sandal. He grabbed a foot gauge and measured my foot. I couldn't help but to smile when I saw him look at my pussy. He took quite a bit of time making sure the measurements were right.
When he was finished he brought over a selection of shoes of different colors and styles. He sat patiently and helped me try on at least ten pairs of high heels. I tried on everything from thigh high boots to tiny little things with heels so high, I was dizzy. I watched him stare at my pussy the whole time. He would watch closely as I walked around in circles to see how they fit.
After about 45 minutes, I was putting on my left shoe while he put on my right. Our faces were only inches apart. He smiled at me.
"Your breath smells great. What kind of breath spray is it?" he asked me.
I looked at him shocked, not sure what he was talking about.
He looked at Bob "Did you get that for her?"
Bob smiled and pointed to his chest. "Yeah, she had some breath spray in the car. Then she met some friends in the parking lot and they had some too."
The guy smiled "I'm not supposed to do this but if you want to look and see what we have in back, I'm sure I could find something for you"
I looked around again to see Bob urging me to follow him, so I did. Once we were in the back room, he wasted no time in locking the door, handing me a $50 and looking at me.
"Huh?" I said confused.
He smiled, pointed at my chest, then tapped his own. I touched my chest where he pointed and felt the other $50 that the trucker had given me.
"Oh" I smiled and got to my knees.
I stuffed the bill in with the other and pulled his zipper down. He already had an impressive bulge and when I pulled him out, I could see why. He had a huge cock for such a small man. It must have been 8 inches long and 2 inches thick.
I stroked it for a bit and watched it get hard. It was quite impressive to feel it throb in my hand while I watched it quickly stand at attention. My eyes were glued to it the whole time. It had such a fat round pink head, I couldn't take my eyes off it. I eagerly began to lick and kiss it. It was such a sight, I couldn't help myself.
I closed my eyes and began sucking the head slowly. While I did this, I listened to the people on the other side of the wall milling about, shopping and asking about shoes. Knowing there were people two feet away while I was sucking a cock was a complete turn on. I could feel my cock getting hard and throbbing in it's prison again. I could feel the dried cum cracking and pulling at me like glue.
I kept sucking and thinking how big his cock felt in my mouth. It was soft, warm and filled my mouth completely. I could only fit the head in my mouth, so I sucked it lovingly while stroking the shaft with my hand. I thought about how good his cock tasted and felt. I thought about how if Bob hadn't forced himself on me, I might never have known how much fun this was. I thought about all the times I had gotten my cock sucked and how good it felt. I thought about how I was doing the same for him and how I had learned to enjoy doing it in such a short time.
Once again, I began to wonder what it would have been like if I was born a woman. What would it have been like to grow up with real tits and a real pussy? Would I have been a whore like I am now? Even though I was just pretending to be a woman, I had had sex with more men in the last two days than I had with women in my whole life as a man. As a woman, sex was so available and so easy to get. As a man, I had to chase pussy but as a woman all I had to do was sit still and say ok.
It was fun too!
Steve had always told me he thought it was cool to get guys off just like a woman would. Now I was starting to see what he meant. It was a turn on to know guys were looking at me and wanted to fuck me. It was even more of a turn on to know that I was giving them the same pleasures I had always gotten from a woman. I got a real satisfaction knowing I had given it to them the same way I had gotten it too. On my knees while they watched or on my back while they laid on top of me and hammered it home.
I was sure that if I had grown up as a girl, I would have been the little girl who was always showing off her pussy. I would have been the girl that the whole class talked about because I was the first to suck a cock or lose my virginity. The girl that every boy in school wanted to fuck because they all knew I was easy. The girl who went to parties and sucked boys off in the bathroom. Or let boys use her like she was a ride at the amusement park. I could have let them watch as boys mounted up one after the other in a steady stream of needy sex starved teens.
My thoughts were interrupted when the salesman's cock began to throb, he grabbed my head and began to moan softly. As cum spewed into my mouth, I felt my cock get rock hard almost instantly. I swirled the thick liquid around with my tongue while it filled my mouth and continued to pour out. I remembered all the times I had filled Cindy's mouth like this and was thrilled to know I was doing the same for him. Having a guy cum in my mouth was such an intimate personal pleasure that I began to rub my crotch and moan softly.
As his cock began to soften, I could feel that my own cock was already starting to get soft as well. I smiled to myself and milked out the last of his cum before swallowing his generous load.
"How was that?" I asked as I smiled up at him.
"Excellent!" he said as he helped me up.
He put his cock away and nonchalantly opened the door. We both walked out with smiles like nothing had happened.
"I'm sorry we didn't have the shoes you were looking for ma'am" he said coyly while handing me his card "If you give me a call later, I'm sure I can tell you what's available next time."
"Well, thanks for everything. You have a good selection and I'm sure I'll be back" I said shaking his hand and taking his card.
"I sure hope so, it was a pleasure to meet you." he responded.
Bob was already standing up and ready to go as we approached him. We began to walk to the door as Bob smiled at the salesman.
"Thanks Dave. Hope she wasn't too much trouble."
"No trouble at all Bob. As always, I was happy to help."
I was smiling ear to ear as I listened to them. Dave handed Bob a flyer as we passed the register.
"If any of the other dancers need anything, keep me in mind. Be sure to tell Mary and Cindy I said hello."
They both smiled at each other "I sure will Dave. You have a good day."
While we walked out, I had to wonder what he meant about Cindy and her mom. He obviously knew them. Had they flashed him some pussy and sucked his dick too? Did Bob know about it? Had he brought them there to do it like he had done with me? Did he pimp them out like he was pimping me out?
I pulled out the two fifties and looked at them. Then I looked up at Bob. He was casually walking along with a big smile. I shrugged my shoulders and stuffed the cash and the card into my purse.
I began to notice how my tits felt as they jiggled along. It was an intensely erotic feeling for me. I looked down and watched them bounce.
"WOW!" I thought as I watched them.
I began to wonder what my pussy looked like while it was stuffed into a pair of shorts that was three sizes too small. I should have thought of it in the shoes store. There were mirrors everywhere. I looked around and saw a jewelry store. I turned and walked up to the window. I stood and looked at my reflection while pretending to look at jewelry.
I had a big fat pussy that was clearly visible. I had an overly pronounced pubic mound. I could see my pussy lips wrapped around the seam up the middle of the shorts. The outline of my labia was clearly visible. And right in the middle of it was my clit. It stood out like tree in a field.
I bent over, pretending to look at the stuff on the lower shelf. Instead, I looked at my cleavage and tits. I watched as my tits hung like pendulums from my chest. They jiggled and heaved with every breath. I had miles of cleavage and my shirt was almost see thru. When I looked to the side, I could see the reflection of guys walking by and staring at my ass. I smiled real big, stood up and walked over to Bob. We kept walking thru the mall and I would go out of my way to swing my ass around. I put an extra spring in my step so my tits came to life and became extra active.
While we walked, I thought about what my pussy looked like. With these shorts on, it looked almost like I painted it white and went for a walk. I thought about the guy in the shoe store. He was sitting a foot away looking at it. I thought about how hard it would have been to sit there and look at a girls pussy without doing anything. I thought about what it would have been like for him to sit that close, looking at my pussy for so long.
While I thought about sitting in the store with my legs spread while a guy stared at my pussy and put shoes on me. I felt my cock getting hard again. I got a big smile again, and began to skip along, looking at all the guys as they watched me.
I could feel my cock rubbing between my butt cheeks as I walked. Even though I was starting to get the same warm feeling I had when I was stripping, I had to slow back down to a normal walk. My tits were bouncing around so hard it hurt.
Bob didn't even seem to notice. He just kept walking and smiling.