Working as a Hostess Part 1
Amber, my ex girlfriend who got me into crossdressing, called me the week of Valentines saying she needed my help. A friend of hers, Caroline, had recently opened a restaurant and needed a couple of people to be hostess fro Valentine weekend. She was expecting a big crowd and wanted everything to go smooth. I had meet Caroline a couple of times through Amber and had hung out. She's a pretty cool person. At first I told Amber I would pass. She kept begging me. She said hadn't seen me much lately, we have a real love hate relationship, and that it would be a great time. I finally said ok. She then said great you can come over Friday afternoon and we could get dressed together. I said what? You want me to get dressed dressed as in do this as a female? She said absolutely. I really had reservations then. She said it would be fine that I had always passed and there is no reason to worry. I finally agreed.
Well Friday came and I went over to Ambers. We went through our usual routine of her showering and getting her make up and me showering and her putting my makeup on. We both always say nothing is going to happen but when I get out of the shower and slip on some panties and a silky robe it just feels so good and she is standing there with just her panties and robe. Watching her tits sway as she is putting on my makeup is to much. I started to get an erection. I opened my robe a little so she would notice. I opened her robe to expose her tits. She sort of laughed and said I guess her we go again. After about thirty minutes of hot sex we had to redo some makeup. We both wore a black skirt and top with hose and heels. We looked the part for a hostess.
We headed off to the restaurant. I started to get nervous again but she reassured me it would be fine. I told her she would have to do most of the talking to customers until I settle down. Right before we got out she needed to tell me something. I said ok what. She said she told Caroline that she was bringing me but didn't tell her I would be dressed. I said what! I started thinking real quick and realized the few times I met Caroline I was just a guy. I really got nervous and said she is not going to like this. Amber said calm down that most of her friends knew I dressed and it would be ok. I told her it better. We go in and there are waiters and other flying around making last minute preparations. We make our way back to the kitchen to find Caroline. We see her and she gives Amber a big hug and thanks her doing this for her. Caroline looks at me and says to Amber I guess you couldn't talk Kelly into it. Amber smiles and says she did talk me into it. Caroline looks a little confused. Amber says that I am Kelly. Caroline looks and says wow she never would have figured it out. She gives me a big hug and thanks me. I asked her if it was ok if we kept this to ourselves I just didn't everybody else knowing. She said sure. She says she will pay us something for doing this. We tell her no just helping a friend out. She showed us where to put our purses and coats and then took us out to introduce us to everybody. She then took us to Tony her manager and told him to take it easy on us that we were newbies and working for cheap. He took us to the hostess stand and gave us a run down of everything. Luckily Amber had done this in college so knew what he was talking about.
Shortly people started coming I sort of stood back at first trying to just hand Amber menus and stuff. Finally it got so busy she looked at me and said I needed to help a little more that this was not rocket science. I thought to myself its not the hosting but the real up close interaction that made me nervous. Finally I got in the grove and before I knew it I was immersed in it not even thinking about it. After a while I paused to think how great it was being a women and not worrying if I was spotted.
I still need to work on some feminine things. I have the hardest time remembering to bend like a women. You know they bend at the knees to go down and guys will bend at the waist. At one point I dropped something behind the hostess stand and I bent over at the waist to pick it up about the time Tony the manager was bringing some menus back. There I was with me butt up and he turns the corner runs into it and about knocks me down. He grabs at me to hold me up and gets a hand full of my boob. Of course I freak out thinking he might figure out its not real but silicon. I turn around and can tell he is embaressed and we just laugh it off.
We worked hard and it finally slowed down and cleared out around ten. I was dead on my feet. My heels were killing me since I had not really worn them in a while. Once things where cleaned up we all sat around and drank a little wine. We all cleared out soon there after because we needed to be back for the lunch crowd. Caroline came over and thanked us again for helping and gave us a big hug. When she hugged me she asked if anybody noticed me and I told her not that I knew of. Tony walked us out and was making small talk and thanking us. I just wanted to get in the car and sit. Once we left Amber said that Tony was hitting on me and I blew him off. I told her I didn't even notice and she was probably making it up.
Well Friday came and I went over to Ambers. We went through our usual routine of her showering and getting her make up and me showering and her putting my makeup on. We both always say nothing is going to happen but when I get out of the shower and slip on some panties and a silky robe it just feels so good and she is standing there with just her panties and robe. Watching her tits sway as she is putting on my makeup is to much. I started to get an erection. I opened my robe a little so she would notice. I opened her robe to expose her tits. She sort of laughed and said I guess her we go again. After about thirty minutes of hot sex we had to redo some makeup. We both wore a black skirt and top with hose and heels. We looked the part for a hostess.
We headed off to the restaurant. I started to get nervous again but she reassured me it would be fine. I told her she would have to do most of the talking to customers until I settle down. Right before we got out she needed to tell me something. I said ok what. She said she told Caroline that she was bringing me but didn't tell her I would be dressed. I said what! I started thinking real quick and realized the few times I met Caroline I was just a guy. I really got nervous and said she is not going to like this. Amber said calm down that most of her friends knew I dressed and it would be ok. I told her it better. We go in and there are waiters and other flying around making last minute preparations. We make our way back to the kitchen to find Caroline. We see her and she gives Amber a big hug and thanks her doing this for her. Caroline looks at me and says to Amber I guess you couldn't talk Kelly into it. Amber smiles and says she did talk me into it. Caroline looks a little confused. Amber says that I am Kelly. Caroline looks and says wow she never would have figured it out. She gives me a big hug and thanks me. I asked her if it was ok if we kept this to ourselves I just didn't everybody else knowing. She said sure. She says she will pay us something for doing this. We tell her no just helping a friend out. She showed us where to put our purses and coats and then took us out to introduce us to everybody. She then took us to Tony her manager and told him to take it easy on us that we were newbies and working for cheap. He took us to the hostess stand and gave us a run down of everything. Luckily Amber had done this in college so knew what he was talking about.
Shortly people started coming I sort of stood back at first trying to just hand Amber menus and stuff. Finally it got so busy she looked at me and said I needed to help a little more that this was not rocket science. I thought to myself its not the hosting but the real up close interaction that made me nervous. Finally I got in the grove and before I knew it I was immersed in it not even thinking about it. After a while I paused to think how great it was being a women and not worrying if I was spotted.
I still need to work on some feminine things. I have the hardest time remembering to bend like a women. You know they bend at the knees to go down and guys will bend at the waist. At one point I dropped something behind the hostess stand and I bent over at the waist to pick it up about the time Tony the manager was bringing some menus back. There I was with me butt up and he turns the corner runs into it and about knocks me down. He grabs at me to hold me up and gets a hand full of my boob. Of course I freak out thinking he might figure out its not real but silicon. I turn around and can tell he is embaressed and we just laugh it off.
We worked hard and it finally slowed down and cleared out around ten. I was dead on my feet. My heels were killing me since I had not really worn them in a while. Once things where cleaned up we all sat around and drank a little wine. We all cleared out soon there after because we needed to be back for the lunch crowd. Caroline came over and thanked us again for helping and gave us a big hug. When she hugged me she asked if anybody noticed me and I told her not that I knew of. Tony walked us out and was making small talk and thanking us. I just wanted to get in the car and sit. Once we left Amber said that Tony was hitting on me and I blew him off. I told her I didn't even notice and she was probably making it up.
8 years ago
