This is a fantasy about myself (Carol) who is a Cross Dresser and her first date with Sandy another Sensual Cross Dresser. I met Sandy two months ago on the Internet and we have been getting to know each other using e-mail. We meet at her house and a lovely sensual adventure takes place between two Cross Dressers.

Just a little background before we enter Carol's first date. This is my second attempt at writing fiction dealing with a Cross Dresser and a first date. I have been dressing for many, many years. It all started when I was about three years old. Shortly after our marriage I told my wife about my desire to dress and be feminine. Well I guess I am lucky she accepted this to a point and I have been able to wear lingerie every day, sleep in silky nightgowns at night and wear some feminine apparel during the day around the house.

Now on to Carol's Fantasy.

 

Carol's First Date

by: Carol

Part One

 

I met Sandy a few months ago on the Internet and we have been e-mailing each other. Sandy is very sweet and we hit it off right away. Sandy and I are both mature Cross Dressers and both our wife's support us. Sandy loves to wear sexy lingerie and nightgowns. Also she loves to dress in feminine clothing during the day. I suggested to Sandy that we should meet one afternoon for coffee. Since we lived not to far from each other. We arrange to meet next Monday afternoon at a diner. Of course we would be wearing male attire on top and lovely lingerie underneath.

The following Monday I was very excited about meeting Sandy later in the afternoon. I picked out my sexiest lingerie to wear this afternoon. I showered and went into my bedroom and slipped on a white strapless bra (without the enhancers) a white camisole with lovely lace at the bodice. Then I slipped into matching white silky panties. Next I slipped on white knee high stockings. Now I felt so feminine underneath. I hated to wear my male attire over my lingerie, but since I cannot pass, this is the only way for me to go out.

I drove to the diner and waited outside for Sandy to arrive. I did not have to wait very long, she was on time and we greeted each other. Lets go in and get a boot dear I said. We went into the diner and got a booth. It was late in the afternoon so the diner was not very busy. We chatted and talked about our feminine sides. It was amazing how much we had in common. Sandy and I agreed that we should meet the next day dressed in our feminine outfits. But where I said, Sandy said that I could come over to her house since her wife was away all week visiting her parents. Darling that will be wonderful I said. We left the diner and she gave me directions to her house. Also she told me to bring a few outfits and sexy lingerie.

The next morning I was so excited I could scream. Today was the day I would Sandy would have our first official date as Carol and Sandy. I laid out two pretty outfits and lingerie on the bed. Also I took out two nightgowns, one blue and one black with matching robes. I carefully packed everything including my makeup, wig and perfume. I wanted to look darling for Sandy. I dressed in my best lingerie. I drove the few short miles to Sandy's house.

I knocked on the door and a vision of beauty met me. Come in Sandy said. Why don't you go upstairs and change honey. Sandy showed me the way to her bedroom and told me to change and then come down. I quickly got out of my male attire and looked at my self in the mirror. I looked sexy in my lingerie. I slipped on a white silky blouse and black slacks. Then I applied some makeup and put on my wig. Looking in the mirror at myself, am I OK, will Sandy like me? Well, down stairs I went to meet Sandy as Carol.

Darling she said you look lovely. Let me show you around my house honey. Sandy took my hand and gave me a tour of her lovely home. When we got the bedroom I said what a feminine bedroom. Yes she said, my wife and love to keep our bedroom looking feminine. Sandy opened her closet and showed me her lovely outfits. Up on the top shelf were two lovely wigs. My dear I said you dress very much like I do. Now honey she said let me show you my lingerie drawer. She opened the two drawers and there were lovely panties, camisoles, stockings and garter belts. In the other drawer she had her nightgowns. Lovely honey I said. Sandy took me into the bathroom and showed me her makeup kit. It was right next to her wife's makeup.

Sandy told me that I could hang up my things in her closet. She helped me hang up my other skirt and blouse and my nightgowns and robes. Sandy took my hand and asked me how I liked her house. Simply lovely I said. I just love your bedroom, it is so feminine and I love you clothes honey. We were facing each other and I put my arms around Sandy's waist. Dear can I kiss you, I asked. She came into my arms and just melted there. Our lips met for the first time. My mouth opened and I slipped my tongue into her mouth. Sandy accepted my tongue and we French kissed for a long time. Oh honey I said you are so soft and sweet in my arms. We stood there holding each other and kissing for a long time. Our hands were touching each other and it felt so wonderful. Darling I said since I am going to stay over for the night why don't we go down to the den and have some wine and talk awhile. Oh honey Sandy said I want you so bad can we get into bed and talk there? Darling that would be lovely I said. We can have wine and chat later this afternoon.

 

 

 

 

I helped Sandy select a beige silky nightgown and matching robe to wear and she asked me to wear the blue nightgown and robe. We helped each other get undressed. We took our time as each garment came off. We were standing in our bra and panties facing each other. Honey I said you look so lovely, Sandy took me in her arms and told me that I am so feminine and sexy. We helped each other slip into our nightgowns. Sandy took my hand and we stood in front of the full-length mirror. We put our arms around each other and looked at ourselves in the mirror. Such a vision of femininity I said. Darling we look so lovely standing here in our silky nightgown. We faced each other and Sandy pulled me close. Our lips met again and we kissed so tenderly. Sandy looked at me with her sexy eyes, darling she said lets slip into bed, I want to hold and touch your silky body.

We slipped into bed and snuggled up close together. Oh darling Sandy said you are so soft and sweet, I could eat you up. I pulled Sandy's face to mine and we started to French kiss. Sandy was making me so hot with her lips. Slowly Sandy started to touch my breasts with her hands. Oh honey that feels so good. Sandy said just lay back darling and let me make love to you. I lay back and Sandy started to do he magic to me. Her hands moved down and slipped under my nightgown. I moaned, darling your hand feels so nice on my pussy. Sandy slipped my panties down and I spread my legs wide. She took the silky panties and rubbed my pussy with them. Oh, oh that is wonderful dear I said. She rubbed me all over with the panties and I moaned with delight. Sandy then moved down and kissed my pussy with her hot lips. Then Sandy took my pussy and slid it into her hot mouth. Again I moaned, darling, darling you are wonderful. She sucked my pussy and with her hand she touched my silky legs. Honey, I am so hot I am going to cum. Sandy sucked my pussy harder and then I started to cum. She sucked slowly now and let me relax. I gave Sandy a towel and she wiped me up a bit. She came up to me and our lips met in a long and sensual kiss. Darling she said, did I make you feel nice. Oh honey you were wonderful to me. I touched her silky nightgown and she snuggled close to me. Honey I said let me make love to you now. Oh yes she said as she snuggled close to me in her silky nightgown.

I asked Sandy to lay on her back and spread he legs for me. I got between her legs and leaned down and our lips met. I kissed Sandy so gently with my lips. Oh honey you are so silky, I love to touch you I said. I kissed her again and this time our tongues met. My hands were touching her silky breasts and she moaned as I touched her. I moved my silky body closer to Sandy's pussy and started to rub her. She felt so nice and silky as I rubbed her. Darling how does that feel I asked? Wonderful honey she said. I then slid down and kissed her silky body. Then I took her panties off. Sandy then said, please rub me with the panties dear. I rubbed Sandy all over with the panties and she moaned with delight. When I rubbed her pussy with the panties she moaned again, darling I love that, don't stop. I continued to rub her pussy with the panties. I then leaned down and kissed her sweet pussy. She smelled so nice and sweet. I took her pussy into my mouth and started to suck. Darling she moaned, you are wonderful. I sucked her pussy and suddenly she started to cum. I sucked harder while she was Cumming. I sucked and kissed her ever so gently now. I took the towel and wiped Sandy dry. Then I took the panties and rubbed her pussy again. Oh honey she moaned, you made me feel so wonderful. I moved up and kissed Sandy and we snuggled close together. Darling she said you made me feel so good, I hope I did the same for you. We snuggled close and kissed and touched our silky bodies. Lets just relax and then we can get dressed and go down stairs for some wine and chat. Darling Sandy whispered into my ear, we are going to have a wonderful afternoon and night together. We held each other close and took a short nap.

 

To be continued: After the Nap. Part two

 

 

 

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