Dressed as a Girl

Published on Aug 13, 2009

Transgender

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

============================ The Plan Continues

When Dave pulled out I had the biggest smile. I was so happy with what had happened, I was about to bust with pride. I left my skirt pulled up to give Dave a good look as I got my top and put it back on.

"Thanks, That was exactly what I was looking for and it fit perfect!" I giggled.

Dave just chuckled as he stared at my ass and pussy and showed me to the bathroom to freshen up. I wiped up the little bit of cum running down my leg and pulled my skirt back into place while he watched with a smile. I touched up my makeup and he followed me back into the empty store.

As I sat down to put my boots back on, Dave sat in front of me.

"Let me get those for you." he said as he smiled up at me.

I giggled, sat back and spread my legs for him.

"Thank You. That's very kind of you." I said as I smiled back.

He just smiled and took his time putting my boots back on. While I watched him stare at my pussy, I found myself getting turned on again. My ass was still burning from the beating he gave it, but it felt so good to have a cock in me again, that I wanted more.

I couldn't believe how much fun it was to be a girl. It was exciting to be out like this all by myself too. It was like taking my first bike ride without training wheels. It was really exhilarating. As far as Dave knew, he had just fucked some young girl that wandered in. This was the greatest feeling ever.

As I was walking out of the store, Dave handed me his card.

"Call or stop by anytime you need another fitting." he said pleasantly.

"Thanks, I think I'll need to come back for alot of fittings." I giggled as I stuffed his card in my purse and strolled off.

I wandered through the mall with a big smile. It was a huge turn on to know I had just been fucked and that there was fresh sperm swimming around inside me.

I smiled at the guys as they eyed me up and was determined to pick up the next guy that hit on me. I wandered through the stores and lazily looked at just about everything. When I saw a clock, I decided it was time to put the hula vibe back in and get started on the second part of my plan.

As I was walking to the ladies room, I noticed a guy in his early sixties smiling at me. I smiled and waved as I walked by. When he saw that he cleared his throat and waved for me to come closer.

"Is there any way you could help an old man feel young again?" he asked quietly.

I smiled real big. It was exactly the break I was looking for.

"There sure is!" I said cheerfully as I took his hand and led him to the mens room.

I took him to a stall, pulled his pants down, sat him down and began sucking his cock like I was starving while I fingered my ass feverishly. His cock didn't really get hard, but it was quite thick and it tasted and felt great in my mouth. Deep throating for him was the easiest thing in the world. As he began to make grunting noises, I noticed his cock was getting quite hard. I jumped up in his lap and sat on it with a devious smile.

"Oh God That's Tight! How old are you?" he groaned.

"Fifteen" I whispered in his ear.

I had lied, but I could feel his cock throbbing wildly inside me as he thrust his hips up to drive it in a little deeper. He grabbed my tits and groaned some more as his orgasm subsided. When he was done, I squeezed my butt hole tight and stood up with a smile.

"That wasn't your first time was it?" he asked with concern as he watched me wipe up the extra cum.

"Don't be silly!" I giggled "That wasn't even my first time today."

I rearranged my skirt and left him sitting there with a dumb look. I confidently walked out of the mens room and into the ladies room. I smiled at myself in the mirror and flashed my tits with a giggle. I really did look hot and I loved the way my new tits felt. They were firm, pointed, pert and they never stopped jiggling. They were the greatest!

I giggled some more and thought about all the cum that was inside me because of them.

I walked cheerfully into a stall and dug out the hula vibe. I put it in, secured the belt and set all the vibrators to low. While I fixed my makeup, I thought about the hula girl dancing in a sea of cum and couldn't help but to smile. This just couldn't have worked out any better.

I strolled out of the mall and jumped in my car. As I drove, I was thrilled about how I felt. I felt so sexy, I could hardly stand it. I had gone out to the mall by myself. Did some window shopping. Tried on some shoes. Sucked two cocks and had them both cum inside me in less than two hours. It made me feel like I really was a hot young girl out cruising for cocks. It was the greatest feeling in the world. I was walking on air.

I didn't realize it at the time, but I had opened Pandora's box when I put these pussy panties on for the first time.

When I pulled into the diner, it was 11 am. I had a big smile and couldn't wait to get started on the second part of my plan. I walked in and the waitress that was there the other day greeted me at the door.

"Table for one?" she asked.

"I was hoping to use the bathroom." I told her as I blushed bright red.

"Help Yourself" she said as she giggled and pointed.

When I got to the last stall, I noticed something I hadn't noticed before..... In big bold letters, "Glory Hole Girls" was painted on the door. I smiled, stepped in and locked the door behind me. I quickly pulled up my skirt, took off my top and knelt in front of the hole. I was so anxious to suck some more cock, I could hardly sit still. I turned the vibrators on high, played with my tits and groaned with pleasure.

Then, right on cue, I watched as a guy stepped up, pulled his cock out and stuffed it through the hole. It was like he was waiting for me. I eagerly began sucking his cock like it was the last one I would ever get.

Sucking cock like this while the vibrator was going wild in my ass drove me nuts. All I could think about was having Bob fuck me while I worked the hole at the club. The thought of it was so erotic, I came after only a few minutes. I groaned and jerked as I continued to suck the cock sticking out of the wall.

As my orgasm subsided, I began to think about all the guys at the office and how hot they said I was. I thought about how bad my friend wanted to fuck me. It was a huge turn on to think I could let him fuck me without him knowing who I was. After all, I had already given a lap dance to one of the guys I worked with and he didn't know. I reasoned.

Just as I was becoming immersed in the thought of it, my mouth was flooded with cum. I groaned quietly and sucked lovingly on the head while swallowing every drop. When he was done, he pulled out, zipped up and walked off. No sooner was he gone than another guy walked up, unzipped and stuck his cock in my mouth.

I sucked his cock slow and easy while the hula vibe was going full tilt the whole time. I was so wrapped up in how good everything felt, I was in heaven. All the deviant thoughts I had of the things I could do as a girl rushed through my head. I had become obsessed with satisfying stiff cocks and all the sex I could get as a girl. It made me glad Bob had found me like this and thrown open that forbidden door. It was like I had entered a whole new world of unlimited, unrepentant sex for fun and leisure.

It was the best thing that had ever happened to me.

"Making sure he's hard all the time and getting all the sex he can handle is the least I could do for him." I thought with a smile.

The guys cock erupted in my mouth and I swallowed eagerly while groaning with delight.

When the next cock came sliding through the hole, I was mesmerized. It was so fat it barely fit through the hole. It looked like a big black horse cock sticking through the wall.

I began to stroke it while I smiled and licked the head. I sucked it slowly and lovingly while I enjoyed the way it felt to suck such a big cock. I sucked more and more of it in until it reached my throat and pushed hard against it. Then I felt the head pop in and the shaft slide easily down my eager throat.

I thought about sucking and deep throating the big cock at the hole the other night and pictured it in my mind. The image of my lips wrapped around that fat shaft while it slid down my throat was intoxicating. I loved the way it felt to have a fat cock slide down my throat and couldn't believe how easy it had become for me to deep throat such a big cock.

I began to bob up and down on the last three inches. Between the the hula vibe and how turned on I was from being out in public like this while I sucked cock again, I was quickly swept away with another orgasm. I pulled back and sucked just the head while I squealed and jerked through my orgasm. Having it happen while I was sucking cock was turning into the best feeling in the world.

No sooner had I finished my orgasm, I began to hear grunting noises. I sucked the head and my mouth was instantly filled with cum. I smiled and got a warm satisfied feeling as I began swallowing.

For the next two hours, cocks came through the hole non stop. They must have been standing in line. When the big black horse cock came by for seconds, I knew I was in heaven. I must have sucked 20 cocks! and came 10 times while I did it!! Just like at the mall, it went way better than I had planned!! It was fucking great!!

When I had a few minutes, I turned off the hula vibe, put my top on and walked out of the stall. I hadn't heard her come in, but the waitress was leaning against a sink while smoking a cigarette. She smiled when she saw me step out.

"Enjoy your lunch?" she asked with a wink.

I giggled and blushed as I stepped up to another sink to do my makeup.

"I sure did" I told her with a smile.

She giggled and I watched in the mirror as she stepped into the stall. She had on a plain pullover waitress dress and I watched as she unbuttoned it and dropped it to the floor. She was completely nude under it. She smiled at me and slowly closed and locked the door.

I finished my makeup and giggled while listening to all the slurping and gagging noises. I pulled out the hula vibe, cleaned it up, cleaned myself up and stuck it in my purse. I examined myself in the mirror again and couldn't help but to be pleased.

When I walked back out into the restaurant, I saw Buddy sitting in a booth at the back. I smiled, walked over and sat across from him.

"Hi Buddy" I said cheerfully.

He gave me a confused look for a second, then smiled real big.

"Hi Kitty! Good to see you out and about. You're looking tasty today." he said with a smile.

I blushed and could feel myself getting turned on. "Thanks"

"What brings you out this way?" he asked.

I smiled and blushed some more. "I just came to use the bathroom."

"I should have known that was you." he smiled. "The waitress said you've been in there all morning."

I squirmed in my seat a bit "Yeah, since 11."

"That's why Bob likes you so much! You just can't get enough!" he laughed.....

I blushed, squirmed in my seat some more and could feel my pussy getting wet. He laughed again and had the new waitress bring me a vanilla shake.

"Did he really say he liked me that much?" I asked with a smile.

"Hell Yes! I told you he loves the dirty girls. You should hear him go on about you. He says you're the hottest pussy he's ever seen. He would be thrilled if he knew you were here." he assured me.

I giggled and blushed while he told me that, but I loved hearing it. We talked for a few minutes, he told me how hot I looked, what a good piece of ass I was and how hot Bob was for me. Hearing it was such a turn on, I found myself reaching up my skirt and rubbing my pussy.

"Speaking of...... There's your boy there." he said as he nodded out the window.

I watched as Bob pulled up and parked next to my car. He had a huge smile as he stepped out and looked at it. He was grinning ear to ear as he walked in and sat next to me.

"Hey Kitty.... I told you she would need some more before Friday." he said reaching up my skirt while looking at Buddy.

I giggled and spread my legs for him.

Buddy laughed "You're gonna love this. She's been at the hole for the last two hours."

Bob chuckled and began to rub my pussy hard.

"How was she?" Bob asked.

"Real Good..... She took care of the lunch crowd and I went back for seconds." Buddy said as he smiled at me.

"Good Girl..... You should have called me." he told me with a smile.

"You said you were going to stop by the house but you never did. I was wondering what happened to you Monday and I almost called you last night. Then this morning, I decided to stop here for lunch." I said as I sipped my shake.

"Good Girl...... You still should have called. If I had known, I would have been tapping that ass for the last two days straight." Bob chuckled.

I smiled up at him and blushed as my ass tingled at the thought of it. Bob smiled when he saw the look in my eye, stood up and took me by the hand while looking at Buddy.

"I know we got shit to do, but I'll be back in a little while." he said with a nod.

"Take your time brother." Buddy smiled.

Bob led me to his car and I sat right next to him as he began to finger me. As soon as he started fingering me, the smell of cum instantly filled the car.

Bob smiled at me "You've been a busy girl this morning. What have you been up to?"

I spread my legs and blushed. "I went to go look at some shoes before lunch."

"That's my girl..... Tell me about it." he chided as he began to finger me hard.

I began to massage the bulge in his pants. I could feel his cock was rock hard and I couldn't wait to have it inside me again.

"I went to work this morning, but only stayed about a half hour before I went home sick. After this weekend, I couldn't go another day without sex.... Everything looks and feels so natural, it's like I crawled into a woman's body but I have a mans sex drive! Knowing I look and feel so much like a woman that I can satisfy a mans needs, without them knowing, really turns me on. I love to feel my tits and ass jiggling. I love flashing my pussy and I love all the sex." I told him.

I could feel Bob's cock throbbing in his pants while I told him that. I continued by telling how much fun I had showing off my pussy again. How turned on I was by watching Dave get hard while I tried on shoes. How hard Dave fucked me and how good it made me feel when he came inside me. Bob was fingering me hard and telling me what a good girl I was the whole time..

Just as I was about to start telling him about the other guy, we pulled into the club. We went inside and he got my card from the bartender. He quickly swiped my card and we went to a room. Once we were in the room, I couldn't get his pants off fast enough. I pushed him onto the bed, sat on his hard cock and began bouncing on it.

"I swear you're the best whore I ever had. You like being a whore and you like a big stiff cock. Don't you??" he smiled.

"Fuck Yes!! This is the best thing that ever happened to me. I never imagined sex with men could be so good! I can't get enough!! I love everything about it! I love making men hard! I love sucking cock! I love swallowing cum! I love getting fucked! I love walking around with cum inside me! Every time I make a man cum, all I want is more cock! If I had known how good it felt to let men fuck me I would have been the neighborhood slut by the time I was ten!! I would have let every guy I ever met fuck me just because it feels so good!!" I groaned.

"Good Girl" Bob said as he rolled me on my back and began fucking me silly.

"Oh God, That Feels Good! Fuck Yeah! Fuck Me! Fuck Me Hard!" I groaned.

Bob chuckled quietly and began to hammer his cock into my tender ass relentlessly. My bowels seized up around his cock and I began to jump and squeal like a school girl. I moaned and groaned about how good it felt. How much I loved taking a stiff cock. How much fun it was to be his whore. What a turn on it was to know he was getting hard while I was with other men.

Bob responded by fucking me so hard, I came twice before he was done. I had a warm satisfied glow as he emptied his balls inside me. He had a big smile as he continued to pump his cock in slow and easy.

"This shit really gets you off, don't it?" he asked with a smile.

I blushed and wrapped my legs around his waist.

"Fuck yes it does! I'm getting more sex than I ever thought possible. The more I do it the better I like it. I get off pretty much every time I put out. I get so turned on, I can even get off while sucking cock. The orgasms aren't as satisfying as when I'm with a woman but I can have so many of them it doesn't matter. If being a hot juicy piece of ass is what it takes for me to get off like that. Then I'm gonna be the best piece of ass you ever saw." I told him with a nod.

Bob had a big smile as he listened and continued to pump his cock in slow and easy.

"Why don't you take some vacation time until the girls get back. You can be my whore and I'll make sure you get all the cock you can handle." he told me seriously.

I had a big smile as I thought about how much fun that would be. Two weeks of non stop sex. Then reality set in and my smile disappeared.

"I can't..... If I had vacation time, I would have gone with Cindy." I frowned.

"Yeah, never thought of that." Bob responded.

He began to pump his cock in hard and fast again. I lit up like a Christmas tree and began to squeal and moan immediately. He fucked me so hard, I could have sworn I had died and gone to heaven. By the time he emptied his balls for the second time, I had cum once more and was about to cum again.

When Bob and I finished, we cleaned up and headed back to the bar. As he put my card back behind the bar, the bartender got a confused look.

"She's not working?" he asked.

"No, we just came by to fuck. Why?" Bob told him.

"I thought she was working and I have her scheduled with five more guys. I'm sorry." the bartender shrugged.

I had a big smile as I thought about how I had only been there for a little while and already five guys wanted to fuck me.

"You don't mind, do you Kitty?" Bob asked with a smile "You take care of those five. Have him call me when you're done?"

"No, that would be fine." I said with a big smile.

"Good Girl.... I'll be at the diner. Call me when she's done." he chuckled and walked out.

I hung my card around my neck with a big smile and took the first guy to a room.

Next: Chapter 20


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