In a previous job I had to go to a branch workshop conference. It was in another part of the country so I was put up in a hotel during the conference. On these occasions I always took along some of my cross-dressing lingerie so I could dress up in the privacy of my hotel room and have a little play and relax.

During this particular workshop we were split up into groups and were given some scenarios to work on and come up with solutions. I was teamed up with David, a guy from another office and we had discussed possible solutions over evening lunch in the hotel restaurant. We then said we would think about these overnight and chat about anything we came up with in the morning.

I went back to my room with a bottle of wine and decided it was time to try on some lingerie and relax. I had a shower and then slipped into a black corset with 3 small red roses embroidered into the front of it and paired it up with the accompanying black g-string. I then slipped on some silk stockings and attached the corset suspenders to the stocking tops and put on my patent leather high heels. It felt so good standing in front of long mirror looking at myself all dressed up. I put on a see through ankle length kimono robe just to set off the ensemble and lay down on the bed to enjoy some wine and me time.

I was half way through the glass of wine when suddenly there was a knock on my room door. I asked who it was and the reply was and the reply came back “It’s David, sorry to disturb you but I wanted to ask you a quick question about our scenario. I’ll only be a minute as I know you want to relax this evening”. I started to panic and then quickly asked if David could hold on as I was just out of the shower and needed to throw on a bathrobe. I jumped off the bed, kicking off my high heels in the process and threw them under it. I then ran into the bathroom and grabbed the hotel dressing gown on the back of the door and put it on, tying it tightly and making sure none of the corset showed anywhere and threw a towel round my neck for show.

I walked over to the door and opened it apologising to David for keeping him waiting and invited him in. I walked over to the table and asked if he would like a glass of wine while we discussed his problem. He said yes and I poured a glass but when I turned round to take it over to him I could see him staring strangely at my legs. I asked what was wrong and he replied by slowly asking if I was wearing stockings. In all my panic I had forgot to take the stockings off.

My heart started pounding and I could feel my face begin to burn with embarrassment. I tried to say something but before I could David started to walk towards me. He looked me up and down and then ran his hand up the hotel bathrobe I had thrown on to disguise what I was wearing. He looked me in the eye and said “I’ve never seen a Crossdresser with my own eyes before, what have you got in under that bathrobe I wonder”.

He reached for the belt of the gown and started to untie it then he leaned forward and whispered in my ear “What should I call you. Don’t worry this will be a new experience for the both of us”. He put his hands on the sides of the robe and pulled it apart revealing my corset and his eyes lit up. “Oh my” he said “We are in for some fun tonight aren’t we”……….. to be continued