Dressed as a Girl

Published on Apr 17, 2011

Transgender

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

============================ Start Your Engines

I lazily wandered around the house in the nude while I finished my morning coffee. I couldn't get over how natural it seemed to stand around in the nude and suck my neighbors cock. It was strange how good it made me feel and how much I loved doing it.

Just as I was thinking I needed to get ready for work, I noticed the messages on the machine. I pushed the button and the first recording started to play. It was my friend Jake.

"Hey Jimmy, It's Jake. I talked to that guy Bob and just got back from lunch. It was great. He told me to invite some of the guys to join me tomorrow. You wouldn't believe how good she was, and she was smoking hot. I'm supposed to meet him again after work for some private time with her. He told me you set up everything. I can't thank you enough."

My jaw hit the floor in horror as I listened. Then the other message started. It was Jake again.

"OH MY GOD! I just got done fucking her! You wouldn't believe how good it was! Thanks for setting it up. If you're out any cash, just tell me and I'll pay you double! I gotta go fuck my wife, call me when you get a chance."

I stood speechless as I stared at the now silent machine. All I could think about was sucking the cock that came through the hole after Bob's card. Or how good it felt while he fucked me at the club. I had swallowed for and been fucked by my best friend. It made my pussy so wet, I didn't know what to do.

I absently looked at the clock and went to the dressing room to get dressed. I put on a skin tight red pull over dress that just barely covered my ass. Matching red stockings and heels. I put on my makeup and nail polish while thinking about what had happened with Jake. It was all I could think of all the way to work.

When I got to work, I walked in just in time to see the green light go out. I smiled, said good morning to the waitress and headed for the bathroom. When I walked in, there was a girl I didn't recognize putting on fresh lipstick. We smiled at each other as I closed the door to the stall.

I quickly stripped off my dress and got to my knees in front of the hole. I could feel my pussy twitch while I thought about Jake stuffing his cock through. As the first guy stepped up, I started to finger my pussy hard while sucking his cock furiously. For the next two hours it was pretty much non stop cock sucking. It was great. Plus, I fingered myself to orgasm four times.

When the waitress came in to take my place, I asked about Bob. She told me that he had been here to meet some guys but only stayed a minute. I asked about the guys and she described them to me. It sounded like Jake and the guys we usually had lunch with. I asked her if they visited the hole.

"Of Course... That's why they were here." she told me cheerfully.

I giggled, thanked her and let her get started. I listened to all the slurping and gagging noises echoing around while I cleaned up and did my makeup. I couldn't help but to be turned on thinking I had done that for my friends. It was embarrassing to find out how excited I was by it and how much I hoped they enjoyed it. By the time I walked out, my pussy was already wet again.

I looked around the restaurant and didn't see Bob or Buddy and headed home.

As I drove, I couldn't help but to wonder which of the cocks I sucked were my friends. I imagined myself on my knees sucking their cocks and the look on their faces as they blew a load in my mouth. I thought about sucking Jakes cock yesterday and what he said about it.

My pussy tingled as I thought about how hard he was when he stuck his cock through the hole. I could picture every curve of the bloated purple head. What it felt like to have him in my mouth. How good it made me feel to hear him groan and fill my mouth with cum. How good it felt and the sounds he made while he fucked me at the club. Knowing I had given him that type of relief, made me so hot, my pussy was soaking wet.

I reached up my skirt and started fingering myself hard. By the time I got home, I wanted a big stiff cock inside me so bad, it was scary. I straightened up and went inside.

As soon as I was inside, I stripped off my dress and put my stuff in the dressing room. I pulled out the hula vibe and watched closely as I stuffed it in. I watched as my pussy swallowed it whole and begged for more. I turned it on high and walked out with a smile. I danced around the house, enjoying the way it felt to have it going wild inside me while thinking of sucking my friends cocks.

When I came, I came so hard, I almost fell over. I squealed and jumped while humping the air. It must have looked like I went crazy. When I regained my senses, I giggled with delight and set the remote to random. I walked into the kitchen and smiled when I saw the new message. When I pushed the button it was, of course, Jake.

"Hey Jimmy. I took the guys to lunch at that restaurant. You should have seen their faces when she walked in. Every time she took a step, her pussy or ass peeked out. She was hot and you wouldn't believe what she can do with her mouth. Holy Fuck.... Give me a call."

I felt my pussy tingle, the vibe kicked into overtime and my hips started to buck. I sat on the corner of the table and ground my pussy against it while I listened to the message four more times. Then I turned off the vibe, picked up the phone and started dialing.

"Hey Jake. I got your messages, glad you liked it." I said confidently in my regular voice.

"Hey Jimmy! Glad you called. She was great. How did you do it? Do you know her? What's the story?" he asked anxiously.

I smiled, ground my pussy against the corner of the table and began to play with the remote for the vibe.

"You're not going to believe this, but the guy that subbed me out, owns the club where she works. On top of that, he's best friends with Cindy's dad.... Bob. Which is why he asked for me to start with. When I found out, I told Bob how hot you were for her. They like what I've done for them, so I asked if they could hook you up." I said with a dreamy smile.

"No Shit?" he said in amazement.

"No shit. I'm glad you got some. She said you fucked her while she was at the hole. Was it any good? What did the guys think?" I asked hopefully as I turned up the juice on the vibe.

"It was the best I've had in a long time. I've been rock hard ever since. My wife runs when she sees me now. And the guys thought it was the coolest thing ever. The other day I was there when she came in and Bob stood right at the cash register, pulled up her skirt and felt her up. Today she had on a dress that didn't cover her ass or pussy. From what I've seen, she doesn't own any panties. It was the hottest thing we ever saw." he said frankly.

It made me so hot, I was grinding hard and had a huge smile.

"Bob told us she was working there all next week at lunch and if we show a company I.D. it was the same as a half price coupon. He also said she works weekends till close at the club and we were welcome to stop by. We told him we were married so the club was out. But we planned on being there every day for lunch." he explained excitedly.

My pussy twitched and I ground hard against the corner of the table. It made me unbelievably hot to find out they liked it and were going to be there all next week.

"Cool, glad I could help. Enjoy yourselves. I need to get back to work. Take care." I said and hung up.

I smiled, turned the vibe on high and began to fantasize about what I was going to be doing for them next week. My pussy twitched uncontrollably and I bounced on the corner of the table until I got off again. When I was done, I took out the vibe with a big satisfied smile, got a quick douche and took a nap.

I was awakened when the phone rang just before six. When I answered, it was Bob.

"How was lunch? My friend stopped by again. He said you were great." he chuckled.

I smiled "Yeah, he left a message and I talked to him. How could you do that?"

"You said he wanted some and you wanted to give it to him. But... You didn't want him to know. So I hooked you both up and nobody knew. Now that you know, did you like it?" He laughed.

"Fuck you" I giggled as I spread my legs and started to finger myself.

"Oh, don't be that way. You said you wanted to and now you can. You're going to be on your knees sucking your friends cocks all week. When you go back to work, they'll tell you all about how good it was. Knowing that has got to make your pussy wet. It makes me hard as hell." he said.

I giggled "You're always hard."

"Well, yeah. I can't help it. Back to you. Did you like it? Did it make your pussy wet when you found out? You're such a hot little pussy, I bet it did. I'll bet it makes you so hot, you're fingering yourself right now. Come on Kitty... You can tell me. Was it fun?Did you like it?" he chided.

A tingle ran up my spine and my pussy twitched as I drove two fingers in.

"Yeah, kinda" I giggled.

"Good Girl... I was hoping you would. I can't wait to see you at work. It makes me hard every time." he chuckled.

I giggled and blushed. We talked for a little while about how hot we both thought it was. Then I got a quick douch, put my red dress back on and headed to the club.

Next: Chapter 27


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