Dressed as a Girl

Published on Mar 3, 2011

Transgender

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

============================ Eager Beaver

When I got back, I jiggled, did a spin and smiled at my new employers. They snapped a few more pictures. Had me walk around jiggle and spin some more. They squeezed my tits, felt me up and fingered me. I just smiled and luxuriated in how good everything felt.

I loved being a girl. I loved having tits. I loved having a pussy. I loved making men hard. I loved hard cock. I loved the sex. I loved cum. I loved the attention I was getting. This was the perfect job for me.

They stood back and had me sit on the table, spread my legs and snapped a few more. I had a big smile as I looked at myself in the viewer. It looked like my head had been put on a woman's body and it really was sexy. It made my pussy tingle.

Bob looked at Buddy "It looks just like Mary's pussy. It's amazing."

"That's perfect. You can fuck your wife and girlfriend at the same time. It'll be like she never left. Only better." Buddy chuckled.

"It sure is. This one is special." Bob said as he unzipped his pants.

I had a big smile as he pulled out his cock and told me to suck it. I got to my knees and started sucking him like I was starving for cum. He grabbed the back of my head and began throat fucking me until he came in my mouth. It was so exciting, my pussy was on fire. I smiled and swallowed like always.

"God you're hot. Let's go play some pool." he said as he pulled his cock out with a pop.

I was so excited, I jumped up and quickly led them downstairs. I couldn't believe how good all the jiggling and bouncing felt. It was heavenly. It felt so good, I could feel my pussy start to drool.

Bob and Buddy sat at the bar and had me dance for them. Then they had me sit on the pool table and spread my legs. I did as they asked while fixated on the image in the mirror over the bar. It was so sexy and my pussy really did open like a flower.

While they marveled at how wet my pussy was. Buddy stepped up, whipped it out and started fucking me. I watched in the mirror as Bob cooed about how hot I was, what a good pussy I was and how good it felt to fuck me.

It was all such a turn on, I exploded into orgasm after only a couple minutes. I jumped, shook and squealed while Buddy fucked the shit out of me and Bob cheered about what a cock hungry whore I was.

Buddy fucked me for another ten or fifteen minutes, while I laid back and watched. My tits were jumping with every thrust. My pussy lips were wrapped tightly around his invading shaft. His cock was disappearing balls deep into my hot new pussy. It all looked and felt better than ever. I knew I was in heaven.

When I felt him start to throb, I laid back, spread my arms and legs wide in total surrender. I closed my eye and groaned as that warm wonderful feeling washed over me. I laid there in heaven while Buddy finished emptying his balls. When he was done, he pulled out and sat back at the bar with a smile.

Bob snapped another picture while I laid exhausted with my legs spread wide. Then he told me to get my laptop, which I did. I watched as he hooked it up to the TV, then my camera. He hit a couple buttons and all my pictures began to cycle on the TV screen. It started with close-ups of my pussy.

I couldn't look away. It looked great! Even in spread wide, close-ups, it looked like real pussy. It was such an amazing sight. It made me hot to know it was mine. I smiled when I felt cum run down my leg. It reminded me why I had been given such a nice pussy.

The girls were gone and Bob needed a cum dump.

It was a position, I was more than happy to fill. The thought of having a pussy. Being a girl. Being a cum dump. Having non stop sex. All day. Every day. Until the girls got back. Was so hot, my pussy was twitching.

I dropped to my knees and started sucking Bob's cock. He smiled and cooed about how good I was, how hot I was, good girl. Things like that.

I sucked him hard and fast for what seemed like forever. Until he finally blew his load and I swallowed eagerly.

I spent the next hour or so on my knees sucking cock while they played pool. I would suck one while the other shot. Then they would change places. It was fun.

"Go put on your red wig and makeup. It's time for lunch." Bob said as he pulled me up.

I smiled and headed up to do as he asked. As I finished with my makeup and nails, Bob walked in and picked out what I was to wear.

Black heels. Black stockings. Semi short pleated black skirt. Baggy semi sheer white button down shirt. Black suit jacket for women.

No panties or bra.

After I put in the bun, I looked like the average business woman. I pulled up my skirt and smiled at my naked pussy. It was hot.

I put some makeup in my purse and we were out the door. Bob was fingering me the whole time we were driving, so he took his time. When we pulled into the diner, I gave him a funny look.

"I thought we were going to lunch?" I asked.

"There's a girl missing and you get her shift 11-1 Monday thru Friday. Enjoy your lunch." Bob laughed.

I giggled and blushed. "Yeah"

We both got out and went inside. When I started to the bathroom he stopped me. I gave him a strange look and he pointed to a green light next to the bathroom sign.

"What's that?" I asked.

"That means there's a girl at the hole. You'll have to wait." he smiled.

"Huh?"

He smiled "When you lock that stall, the light goes on. It let's everybody know you're available. Wait and see. You'll like this."

He kept my attention on the bathrooms while he pulled up my skirt, squeezed my tits and felt me up. I just smiled, watched the bathrooms and let him. When the light went out, five guys walked out of the mens room almost immediately. Bob had me wait a little longer and out walked the waitress from the other day. She had a big smile and greeted Bob and I.

"Welcome back. Bathrooms that way. Enjoy your lunch." she giggled at me.

"Thanks" I giggled back.

Before I left, Bob stopped me again.

"I have a friend here. He'll stick one of my cards through the hole. Take good care of him." he told me seriously.

"Count on it" I smiled.

"Good Girl. Go get your lunch." he said as he slapped my ass.

I giggled and headed eagerly to the back stall and locked the door. I thought of the green light and smiled. I quickly took off my top and skirt. Got to my knees and peered anxiously through the hole. I could feel my pussy tingling and mouth watering in anticipation as I waited for my first cock.

Within ten seconds, a guy walked up, whipped it out and stuck it through the hole. I smiled and began sucking it as hard and fast as I could. I concentrated on the head primarily and it wasn't long before he filled my mouth with cum. I smiled and swallowed as I watched him zip up.

I thought about how good it was and how quick it was. I decided I was going to suck them all off as fast as possible and see how many I could do in the next two hours.

I sucked the next guy the same way. I sucked just the head, hard and fast. I was quickly rewarded with another mouthful of cum. My pussy was tingling and I had begun to finger myself while I merrily sucked and swallowed.

When the third guy stepped up, he stuck Bobs card through. Then quickly stuck his rock hard cock through. I giggled and began to suck him as slow and easy as I could. I sucked him lovingly while thinking of how good it felt to suck cock like this. I luxuriated in the way it tasted and felt on my lips. In my mouth and most importantly sliding down my throat.

It was heavenly....... I loved being a girl.

I made love to his cock for about ten minutes before he erupted in my eager mouth. I could sense his relief as he filled my mouth to overflowing twice before he finished. I continued to suck his softening cock as I listened to his muffled groans about how good I was. I felt that warm feeling wash over me as I swallowed the last of his cum.

I giggled as I watched him zip up and walk off. The thought of having lunch here all week was so arousing, my pussy was soaking wet. It was the perfect lunch special. I was going to get an all you can eat buffet all week. Tube steak with cream sauce was the only thing on the menu, but I was pretty sure I would be able to make do.

I sucked off the rest of the guys as fast as possible. My whole focus was on making them cum. I got so wrapped up in it I hardly noticed the time. It wasn't until the waitress came in and said something.

"The boss is here to pick you up. He says to finish what you're doing and hurry out. If you let me in, I'll help." she said as she peered over the stall door.

"Ok" I said as I smiled at her.

I unlocked the stall door and she quickly stepped in and locked it just as quickly. She dropped her waitress dress and stood there nude while watching with a smile. She got to her knees next to me, gently pushed me away and took over.

I smiled, collected my things and quickly stepped out. I heard the stall lock back almost the instant it was closed again. I had a big smile as I cleaned up and got dressed while listening to the slurping noises.

I headed back into the dining room to see Bob waiting with a smile. He gave me a big hug and told me how hot I was. How hard it made him to know I had been sucking cock for the last two hours. How I had sucked 25 cocks, and how bad he needed to fuck me.

He also went on about how hot his friend was for me. How sexy he thought I was. How much he liked his blowjob and how bad he wanted to fuck me.

As I listened, I was so proud of myself, I was on cloud nine.

Bob led me to his car. Took me to the club. Told the bartender I was on the clock and led me to a room. I stripped down as fast as I could. Jumped on the bed and spread my legs with a smile. Bob had a big smile as he pulled his pants down. Climbed on top of me and started fucking me silly.

I had been so turned on for the last two hours, that I began to moan, groan and squirm immediately. I whispered about how good it felt. How much I enjoyed making him hard. How sexy it made me feel. How much I loved having his cock inside me. How exciting it was to be his whore.

Bob fucked me hard and fast the whole time. I began to feel like I was in labor and began to squeal.

He began to groan about how pretty I was. What a hot pussy I was. How much he liked fucking me. How tight and juicy I was. How good it felt to cum inside me. How hard it made him to see me dress up, suck cock and get fucked like a girl. How hot it was to know I was such a cock hound. How exciting it was to know, he was buried balls deep in the best pussy in town.

Bob was hammering it to me the whole time. Every time he pumped deep, it felt like my cock was being sucked. It was great. I was jumping and squealing wantonly, while begging for him to fuck me hard.

My orgasm washed over me like a tidal wave. I jumped and squealed even harder. Bob kept fucking me hard while cooing about what a good girl I was. What a tight little pussy I was and how good it felt to be inside me when I came. Then he drove deep, groaned loudly and began to throb hard.

As that warm feeling I got from making him cum washed over me, it kicked my orgasm into overdrive. My eyes rolled back, I kicked around like I had epilepsy and groaned wildly. Bob squeezed me tight and continued to coo about how good it felt. As our orgasms subsided, he collapsed on top of me and we both laid there exhausted.

I had a big blank smile as I stared at the ceiling.

That was exactly what I needed and I felt great.

Being Bob's new whore, had to be the best thing I had ever done. I was getting lots of great sex. I was having more orgasms than I thought was possible. I still couldn't believe how good it felt to take care of a mans needs like this. I loved the way it felt to have a man inside me. I loved the feeling I got when I made them cum. The more men I did it for, the better it made me feel.

It let me know, I had done my job as a woman. I had spread my legs and given up a tight juicy piece of ass. It was exciting to know I could do that for them. It was even more exciting to know it felt so good to let them use me like this.

I had a big dreamy smile as I thought about it. Bob chuckled as he got up and knelt between my spread legs with his cock still buried deep. I smiled up at him with a warm glow as he began to pump slowly.

"What?" I asked coyly.

"Nothing. I was just thinking about how much I like the way your new pussy looks and feels. It's great. There's no way to tell you're not a girl. Buddy was right. Now you're the perfect pussy." he said as he smiled warmly.

"I know!! It's perfect!! This has got to be the best present I ever got!" I giggled excitedly.

"That's my girl. Ready to put it to work?" he said as he caressed my cheek.

I giggled and blushed "Can't wait"

"Good Girl" he said with a big smile as he pulled out and pulled up his pants.

Bob smiled and watched as I cleaned up and got dressed. He told me how a couple of the daytime girls were gone. They had light schedules and I was scheduled to fill in for both of them. They both served drinks, gave lap dances and took care of a few regular customers. I had already taken one of their shifts at the stall, but I had another one under the stage from 5-7.

He went on to talk about how hot his friend was for me. How much he loved the blowjob I had given him. How he was going to be there everyday with friends. How bad his friend wanted to fuck me. How he had invited him back at 5 to fuck me while I was at the hole. I just smiled and felt my pussy twitching as I listened.

Once I was dressed again Bob led me out to the bar with a big smile. Told me to have fun and he would be back at 5 to see me at the hole. I smiled, put my suit coat and purse behind the bar and went to work. I wandered into the crowd and smiled at the way the men looked at me.

I had such a nice afternoon too. I served drinks and made out with guys. Everybody in the crowd felt me up or fingered me. I gave room service to 6 of the other girls regulars, and I picked up 2 others. I gave 5 lap dances. Plus I made $200 in cash tips.

It was great. I loved my new job.

When Bob showed up, he smiled and gave me a big hug.

"God you're sexy. Did you have a nice day?" he asked.

I blushed "Yeah, it was nice."

"Good girl. Let's get you ready for the hole." he said with a grin.

I smiled and Bob followed me to the dressing room and down to the hole. He smiled and watched as I stripped down and took over at the hole. I merrily sucked three cocks while Bob watched. When I finished with the third, Bob squeezed my ass and told me how sexy it was to watch me do my thing.

I just smiled and soaked in the praise.

Then he told me he was going to see if his friend showed up and disappeared. A few minutes later, I heard some footsteps behind me.

"I shouldn't let you back here, but this is Kitty. She's kinda busy so just give her what you got and I'll buy you a drink when you're done." Bob said as he fingered me and headed off.

I felt a pair of shaking hands on my ass and a stiff cock being pushed slowly into me. I never looked back or stopped sucking. I pushed my ass back hard and fast until it slapped his belly. I heard him groan and I smiled as he began to fuck me.

As he began to pick up speed I began to feel I was in labor. I kept urging him to fuck me harder as I continued to suck cock. Soon he was fucking me as hard and fast as he could. I was groaning and luxuriating in the way everything felt.

I was sucking a cock. My tits were bouncing wildly. My ass was jumping and jiggling with every thrust. There was a big stiff cock pounding into my cock hungry pussy.

It was so good, I could feel my orgasm building. The guy I was sucking blew his load in my mouth and I swallowed eagerly. I slammed my ass back to meet his thrusts while I waited impatiently for the next guy to stick a cock in my mouth. I smiled and licked my lips as I watched the next guy walk up and stick it in. I sucked his cock greedily while I got closer to orgasm. I was so close I was about to bust.

Just as I was reaching that edge, he drove deep and began to throb. I was so close it triggered a mini orgasm instead of the big one I needed. I groaned and twitched while I continued to suck. It was strange, but I was getting used to not quite making it because the guy was finished. I had to smile anyway. It still felt good and I loved knowing what I had done for him.

He jerked and shook a few more times. Then he groaned about how good it was, said thanks and walked off.

"Any time" I giggled and continued sucking.

When my time was up at the hole, Bob came and got me. He had a big smile as he watched me get dressed. He led me to the bar and bought me a shot. Then we headed out to his car. I sat close and he began to finger me as we drove off. He never stopped smiling the whole time.

"What?" I giggled.

"You..... You are so sexy. My friend really liked you. He wants to see you again. He said you were really good." he told me.

"Good" I giggled as I pulled up my skirt and spread my legs.

"Good Girl. Now suck my cock while I drive." he chuckled.

I smiled, pulled out his cock, laid on the seat and started sucking slow and easy. He groaned about what a good cock sucker I was and began to finger me again. When he came, I swallowed and continued sucking him. When he pulled me up, we were pulling into the warehouse where Milo's bar was. I looked around confused.

"Are we going to Milo's?" I asked expectantly.

Bob chuckled "No, he's not open today. There are a bunch of other things here. Apartments. Stable. Restaurant. Small theatre. But we're here to see some photographers."

I gave him a strange look "What for?"

"They've agreed to do some glamour shots of you for the club. Dress you up. Get some really sexy pictures to help stir your business." he said simply.

I just smiled and rubbed my pussy.

Next: Chapter 25


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