Rating: X for adults only
I wrote this story several years ago and recently I have seen different versions of my story, without my approval, all over the web. Seeing others take credit for my work is heartbreaking so I wanted to post it in its most current edition. Here it is and I hope you enjoy.
Love;
Cindy
2/27/2005
The Adventures of Cindy
by Cindy Johnson (CuteyPy)
My wife Sue found out about my cross-dressing when she found my private wardrobe two years ago. It took over a year to explain it to her. Even after a year of explanations it was clear she never accepted it. Our sex life became rare and almost non-existent. The only relief I had was spending some time alone, dressing up and relieving myself. Our daily life became very lonely and frustrating. After this Sue became distant and cold. She would come home at different hours spending a lot of time away. She did not tell me where she had been or what she was doing.
Our marriage was falling apart. About this time I found an article in the classifieds about another cross dresser who wanted to share some time together as girlfriends. Due to my frustration I decided to call her. After many phone conversations we discovered that we had similar interest and decided to meet. Even though I have been dressing since I was a child and have become quite passable as Cindy, I have never gone out in public. In fact, to that day no one had seen Cindy. My job allowed me to work as a real estate appraiser whenever I wished and the fact Sue was a successful attorney, I took off whenever I wished. This gave me lots of free time which I thoroughly enjoyed.
Barbara, my new friend, and I decided to meet for lunch on our first meeting. I knew Sue had client meetings all day, which gave me all day to spend as Cindy. The thought made me extremely excited. I hardly slept the night before and when the morning came I could hardly wait for Sue to leave for work. That morning I showered and removed every inch of body hair. Bathed in oils and applied my wife's expensive lotion all over my body. Then I slipped into my silk nightgown and sat at the make-up table for over an hour. I wanted to look perfect, conservative and like any other woman just out for lunch on a normal day. I sat in front of the television and painted my nails a nice red color that matched my lipstick, watching the news as my nails dried. As I sat and drank a cup of coffee, I realized how much I enjoyed being Cindy and how I would love to do this everyday.
When I looked at the clock I could hardly believe it was now 10 am and that I had to leave in just over an hour to meet Barbara. I started getting nervous and thought about backing out of the date. After relaxing myself I decided to continue through with the plans.
My clothes were already out on the bed and waiting for me to put them on. First thing to do was my wig. I spent the next 30 minutes putting on my long auburn wig and combing it just right. Perfect! I looked as good as ever. I slowly slipped into my control top pantyhose (DNKY of course), and my black lace bra with the built-in inserts.
The mirror caught my eye as I admired myself at all different angles. My excitement was showing through my pantyhose until I slid on the tight black panty girdle and positioned everything just right.
I was very pleased with the results. The silk shirt dress with the buttons all the way down the front was next followed by my matching red 3" heels. The dress fell just above my knees and when I left the bottom four buttons open it exposed just enough of my thigh, a subtle view - nothing overpowering. I was trying to blend in, and not stand out. Some earrings, necklace and rings completed the outfit and then I grabbed one of Sue's purses and put the necessary items in along with some extra money in case of any problems.
It was now 11:15 and time to go. My stomach felt like it was going to get sick from all the excitement and nervousness. I tried to relax but the feeling was too great. My hands were shaking as I grabbed the car keys and walked to the door. The moment of truth had arrived and I as about to go out for the first time as Cindy. I knew that I looked good but would have to appear confident in order to pull this off and so I just opened the door and walked right to the car as if I had done it every day of my life.
It felt just great outside, all dressed up with my girlfriend meeting me for lunch. For the next three hours I became Cindy. I passed and was treated like every other young lady in the restaurant. Barbara and I had a wonderful time sharing our stories and dreams. She was even prettier than me and the two of us had no problem passing. In fact we attracted lots of male glances and smiles. We did some shopping at the nearby mall and became good friends. At the end of the afternoon we made some more plans to meet next week. It was a perfect day and was everything I had hoped for. As I drove home I couldn't help but smile and giggle about the afternoon. After I got home I quickly removed my nylons and outfit. I then showered and dressed back to my male self and waited for Sue to come home.
Barbara and I had met many more times over the next several months. In fact we started meeting twice a week and even went out for dinner and a night on the town when Sue spent the night out on business. Barbara and I talked about men and what it would be like to be on a date. After months of this we decided to try to pick some men at a bar and see if we could get them to buy us drinks as a laugh.
We picked another night that Sue would be out of town and met at my house. Barbara brought her clothes and we dressed together helping each other look just right. We spent hours getting ready. Afterward we sat together and drank a cold bottle of champagne to celebrate our new friendship. In a few minutes we would leave on a new adventure. The outfits we wore were short and sexy yet high fashion dresses. They showed off our curves and long legs, just enough to get some attention. We looked like two business women out after work for a drink together. As soon as we got to the club we walked in and sat at the bar. Barbara ordered some wine for us as we sat and talked. We both had a nice buzz from the champagne and wine we had been drinking when the waitress brought us fresh drinks. She explained that it was from the two businessmen across the room. We smiled and waved to the men.
Of course men came over and asked if they could join us. Barbara said yes as they sat down. Bob, who sat next to me quickly, caught sight of my long exposed legs and smiled. I felt very self conscious and covered my thighs with my long red nails as I played with the hem of my skirt. After about thirty minutes they became very forward and tried to hit on us but we said we had to leave. As I stood to leave, Bob kissed me before I could react. He also placed his hand on my ass and gave it a rub at the same time. I smiled, wishing to avoid any problems and said we had to go.
Barbara and I laughed all the way home. If these guys only knew who we were, they would have died. We just couldn't stop laughing; it was more fun that I could ever remember having. We got home around 11pm and Barbara couldn't stay. She dropped me off after we decided to go out again the following Thursday for lunch and tease some more men. I said goodnight and spent the remainder of the evening as Cindy.
Sue was gone on business all week so I spent lots of time as Cindy. As I spent more time as Cindy I became more and more confident. For our date Thursday, I decided to wear Sue's favorite outfit. I figured since Sue was gone that she would not find out. It was a very sexy black dress with lots of lace which fell to mid thigh. It fit perfectly and I loved how it made me look. New sheer black pantyhose and matching lingerie came next and then I slipped on my new 3" patent leather pumps that matched the outfit. I applied my make-up for day wear with a little extra eye make-up and glossy red lipstick.
I was enjoying the attention Barbara and I was getting and wanted to look even more desirable today. I teased my hair a little and after I decided I looked hot enough I got my purse and keys and headed to the car to pick up Barbara up for lunch. When I was between the house and the car I froze in my heels when I heard Sue's voice.
"Well, well well!!! What do we have here?" Sue taunted as I stood in shock in the driveway, "Very pretty, lets see...what was your name..., oh yes, Cindy, wasn't it?" "Oh, you are even wearing my clothes now...well we'll see about that!" she continued. I gasped as she told me to go back into the house and kept addressing me as Cindy. I knew I was in big trouble.
"Here Cindy, I think you will find these very amusing" she said as she handed me a thick folder. When I opened it I was stunned and fear made my stomach ache. There were over 100 photos of me and Barbara all over town, shopping, having lunch and dinner and our little episode with the men. There was even a photo of when Bob kissed me and felt my ass. Needless to say I was quite upset and embarrassed.
"I have been having you followed for the last 3 months. I suspected that you were having an affair but never anything like this. How do I compete with any of this?" Sue asked angrily.
"You knew how I felt about your dressing and you went against all of my wishes. Well there are about to be some changes starting right now. For starters Cindy, we are going out to dinner tonight and that outfit will not due. There are two gorgeous men who are taking us to a very exclusive restaurant this evening. Since you seem to enjoy men so much I know you will have as much fun with me as you do with Barbara." She said with an evil tone in her voice. As angry as she was and as guilty as I felt I dared not challenge her and gently tried to appeal for her forgiveness.
When my pleading didn't work I protested but she slapped me and told me to shut up. She told me that if I disobeyed anything she tells me to do that I will be exposed to all my friends and family including my mother who was coming to visit in a few weeks. She had a wild look in her eye and I knew better than to object.
"That dress will never do for tonight so we are going to my favorite dress boutique to pick out something a little more in line for a first date. In the future, Cindy, please don't wear my clothing especially my favorite outfits. Wear your own and if you need new clothes we will shop for them together."
At the dress store Sue purchased two evening gowns that matched my heels. She handed me some new nylons and lingerie explaining that my date would expect clean underwear. She watched me dress and made sure the dress fit was just right and that I looked perfect.
I didn't want to let Sue know but I was having fun and loving how tight the evening gown felt and how restricted my movements were. We both looked great and I was really enjoying getting dressed up with my wife for the first time. I felt that this was a turning point in our relationship. She treated me different and for the first time in months we were talking and having a good time.
After an hour of dressing and her inspections I could tell she was satisfied.
"Cindy, I must say you look quite feminine. I have to admit you make a cute girl and you do a lovely job of keeping you little pee pee hidden...I hope it stays that way for your sake," She said with a strange grin on her face.
We left the store with our dresses and we drove across the street to the mall as I wondered what she had in mind. Sue had me follow her inside and took me into an expensive jewelry store. Sue dragged me over to the jewelry counter and made me remove my clip on earrings. She selected a pair of sexy gold pierced earrings.
"Sue, these aren't the clip on type, they're for pierced ears."
"Exactly, and soon you will be able to wear them because they are going to pierce your ears right now. Don't bother arguing, we don't have time and it will not do you any good."
She told me to accept the fact that I had no control. She had me sit in the chair as I was soon to be marked for life. With my new earrings tightly in place I was then taken across the street to the nail gallery where she instructed the girl to do our nails. She selected a ¾" acrylic set and had them painted Passion Red. Sitting there in my dress with my legs crossed having my nails done with Sue was absolute heaven but at the same time fear and apprehension ruled my body.
"Sue, how am I supposed to get these off?" I whispered as she sat next to me.
"Well, we will have to worry about that later. In the meantime our dates expect the perfect ladies. Now just sit back and enjoy, after all this is what you always wanted."
She was right; this is what I always wanted. To be dressed up as a girl and out with my wife acting like girlfriends. This was a fantasy that has come true and I decided to try and enjoy my predicament.
When we were done we both had a matching set of nails that were very feminine and long. It was difficult to get accustomed to them and Sue told me to remember to use extra feminine hand movements and I would be fine. Within two hours of getting caught, Sue had me on the way to her salon where she had a 3 o'clock appointment for the two of us. Sue explained that we would be having facials, hair-cut and a make over. The girls there knew all about me as I was taken in the back and had my wig removed. There I was treated to a facial.
When my facial was over I was taken back to sit next to Sue for a complete make-over including hair styling. Rita, the cosmetologist kept talking to Sue asking her exactly what she wanted done before she started working on me. They talked about me as if I wasn't there. I was humiliated as they made decisions about how to make me more feminine as I had to sit and listen.
Rita smiled and said "Looks like you to get the works, you are a lucky girl, or a bad boy. We both think your hair is long enough for a short style and when I get done no one will ever be able to tell that you weren't 100% girl."
My hair was clipped, colored, teased and styled. Rita then sprayed my hair with enough hair spray to keep it from losing it style all evening. I was then taken to the make-up table where Rita produced many different instruments and began plucking my eyebrows. She kept at it for quite awhile ignoring my protest about how it will take time to grow out. In horror she finally explained that the instrument was for electrolysis and not to worry because they won't grow out...it would be permanent. Just then she let me look at her work. My mouth dropped as I looked in the mirror and saw my two eyebrows now very thin and arched very high over my eyes. It gave me a very feminine look and again I realized that I was forever marked. How would I explain this to my friends and family?
I was in shock as Rita smiled on "Quite pretty, don't you think? You must thank Sue for the treatment because it is very expensive. It is a nice treat."
Sue was enjoying my predicament as I sat there with Rita. She was now applying my foundation, and face make-up as I sat there with a sick feeling in my stomach. Rita was applying some heavy eye-makeup explaining that it was for evening wear. She showed me how I could achieve the same look and also how to touch it up when necessary. Deep red lip liner and lipstick was added along with some blush as Sue came over to see the finished product. There I sat with my new long nails resting on my nylon covered legs peeking out from under my dress, with my new sexy haircut, my permanent pierced earrings, and my new permanent feminine eyebrows.
After Rita had finished, I looked like a model and Sue was very expressive with praise for the wonderful work she had done. Sue looked equally nice and asked how I liked her haircut. I told her it was very pretty and then expressed my concerns about what she had done to me.
"Cindy, you don't have to thank me now, besides you didn't do all this for me but for our dates. You can thank them tonight, like every other girl does, in her own special way,"
She said as Rita and her giggled.
"Rita, you have done a wonderful job and I know Peter will enjoy her tonight. Isn't it fun dressing up all day for your man, Cindy? Oh yes Rita, Cindy here is going on her first date tonight."
"My Cindy, you were bad, weren't you?" Rita laughed.
"Yes Rita, Peter is very anxious to meet her. I told him all about her and now she is as beautiful as I promised. Cindy, this is what you wanted so let's get ready for our dates; they will be there at 7pm. Now thank Rita and let's go."
At home Sue laughed as I struggled with my long nails as tried to pull on my new seamed pantyhose. I then slid on my dress and asked Sue to zip me up.
"Straighten you seams Cindy, they are crooked, men look at those kinds of things. You have so much to learn."
It was clear that Sue was enjoying my predicament but I still wasn't sure what she had in mind. Being this involved in my dressing was not at all like her and I wondered what she had planned. My black seamed silky nylons matched the short evening gown and showed off my long legs as well as the heels accented my calves. I started to get nervous about the whole thing as I looked at a beautiful girl reflecting back at me in the mirror. I begged Sue to understand and stop this before it went any further tonight.
"Too late Cindy, after your recent escapades our relationship has changed forever. There is no turning back for you now. When I saw those photos of you with those men, I realized what you truly wanted and tonight your dreams come true. I warn you, do not disappoint me. Whatever Peter wants, you be sure to give him...like a good girl!" I could tell she was quite serious as said it with a tone that I didn't want to challenge.
"I was upset at first to think you would go out dressed up after we agreed you would keep your sissy habits private, but I now see this is the way it has to be. You have been out as a girl so many times, that you should be very comfortable as my girlfriend. Remember I told Peter how lovely and friendly you were. He didn't want to go on a blind date but I convinced him to meet you, so don't let me down or embarrass me. I know you won't let me down so be sure to make Peter very happy tonight or I promise that you will live to regret it," Sue explained as I sat with my legs tightly crossed playing with the hem of my dress when the bell rang.
"Answer the door, Cindy. I will be down in a minute and remember your voice," she said as she headed for the bedroom. With so many butterflies in my stomach I thought I would be sick but somehow I found the strength to stand and walk in my high heels toward the door knowing our dates were on the other side. As soon as I opened the door the two men walked in and introduced themselves. They were both very handsome and masculine. Much more masculine than I was as a man. It surprised me that Sue liked that in her date. Peter said hello after I caught him staring at my long exposed legs.
"Cindy, offer the men a drink. I will be right down." Sue said to me from the upstairs bedroom.
I walked to the kitchen to get drinks for the men and I could feel the men's eyes on my tight skirt as it moved over my nylons. My hands were shaking as I poured the drinks. Sue came into the kitchen as I was about to go back into the living room. She saw my hands shaking as I held the drinks.
"Relax dear don't be so nervous, it's just like the other men you've been with. Don't be so shy and by the way Peter likes what he sees, Doug just told me that they both find you very sexy."
As everyone watched I brought in the drinks and sat next to Peter on the loveseat as Sue sat by Doug on our couch. They exchanged hello kisses as I noticed Doug's hand rub my wife's thigh. Peter put his arm around my shoulder as we talked. After we finished our drinks Sue and I went to the bedroom to get ready to leave.
"Sue, please stop this, please don't make me go through with this," I pleaded.
"Stop it Cindy, this is what you've always wanted and now you will not disappoint me or your new boyfriend. By the way, you two make a cute couple. You be sure to stay by him all night and keep him happy, just watch me and learn. Act like me, be submissive, and your man will love you for it," she said with a smile.
Sue opened my purse and took everything out except for my make-up. She removed my money as she explained that she wanted me totally dependent on her and Peter. She sprayed me with some more perfume and added a little on my thigh telling me that was just in case I got lucky tonight. She grabbed her purse and led me back to the men.
"Peter, Cindy has been looking forward to this night since I told her about you. She doesn't get out too often and is kind of shy but she is even more excited now that she has met you, isn't that right Cindy?" Sue was having fun humiliating me in front of the men when she asked that question. With everyone looking at me I knew I had no choice but to respond and I meekly nodded and said, "Yes."
Peter took this as a cue and came over to me and kissed gently me on the cheek and said, "Well Cindy, being with you is a wonderful treat for me too. I hope to make this a night you will remember for a long time to come."
In the car Sue explained that we were having dinner at Doug's country club on the north shore. Sue went on to explain that the club is very exclusive and elegant, as if I should be impressed. I followed her cue and acted as if I was. On the drive over I sat in the back seat with Peter and allowed him to hold my hand as I decided to enjoy myself as much as possible. Sue and Doug were sitting close in the front seat and I could see Sue whispering in his ear as they drove. She was acting flirtatious and I believed, at the time, that it was all a show for me. The drinks during diner relaxed me and I felt a little more at ease. I carried on conversations with Peter and Doug as my confidence grew. I used my softest voice, the one I had worked on for years. I used my most feminine movements and really got into the part of being Cindy. I fit right in as a Sue's girlfriend; my secret was safe for the time being.
The thought of a being his girl, having fun with my date, and him being happy with me, turned me on to a new high. Sue could see I was having fun, which wasn't the reason she had planned the evening. Susan's goal was to teach me a lesson, not for me to enjoy myself. After dinner Sue decided to become a little more talkative.
She started saying things to me like, "You two make such a cute couple" or "Since we are all getting along so well maybe we should spend the weekend together on the beach" she even went so far as to have me model my outfit for the boys, "Peter, Cindy bought this outfit just for tonight, how do you like it...Cindy get up and model it for us." Being humiliated again I was forced to stand and turn as the boys stared at me in my dress. I could feel the men staring at me examining how my figure and long legs looked in the outfit. She knew it would humiliate me and make me feel self conscious, and embarrassed. Sue wanted to teach me that being a girl wasn't all fun. After the boys told me how sexy it was I could see Sue smile, just a little. Yes, Sue wanted to teach me a lesson tonight and I had no idea where it would all lead.
"Well, why don't we go into the lounge and get a quite table. I am in the mood for some sexy music...how about you, Cindy?" Sue asked.
I didn't answer as the boys were taking our hands and leading us to the lounge. The bar was dark and loud with a band playing jazz. The boys found a large quiet booth and led us to it. Right after we slid in Doug took Sue out to the dance floor. I told Peter I wanted to wait a little before I danced. I didn't tell him I had never danced with a man before or that I was scared to death. We sat and watched Sue and Doug dancing and after about four dances to some slow music I could see Sue laying her head on Doug's shoulder as he rubbed her back and touched her ass. I watched as Sue nibbled on his ear and allowed Doug kiss her. All of a sudden I felt hurt and jealous. I couldn't explain it but watching my wife with Doug made me sick. I wanted her to stop but I knew there was nothing I could do. I knew she wanted to teach me a lesson but it was becoming clear that our life as husband and wife had taken on a new meaning.
I was so focused on my wife being with another man that I forgot that Peter was sitting next to me trying to get my attention. His hand had found its way to my thigh and just under my skirt. I was so preoccupied with Sue that I hadn't realized he was rubbing my nylon covered legs. I knew this evening was going to be a difficult one but nothing like I would have expected. Sue and Doug got back to the table and ordered another round of drinks. Sue sat across from me with her head resting on Doug's shoulder. I could see her hand rubbing his leg and wondered how long before she was rubbing his visible bulge he brought back from the dance floor. His hand was around her shoulder rubbing the side of her left breast as they sat there. Sue would turn up to Doug and let him kiss her as I had to watch on. Sue looked up and said,
"Cindy, why aren't you dancing? You know how much you love to dance. Peter, Cindy is very shy. All day long she was telling me how much she was looking forward to dancing with you. Go on and take her up. I know you want to, Cindy," she said with a wicked smile on her face.
He took the cue and pulled me out of the booth. I tried to follow him in my high heels and found myself running to keep up with him. Dressed as I was made it difficult to walk in my heels and men seemed to forget that. I managed to make it to the dance floor where the music was still slow and romantic. The dancing would be close and intimate...just want I didn't want right now. Within seconds I was in his arms as I followed his lead to the music. It was then I realized how small I felt next to him. His large shoulders and strong arms made me feel like the girl I always dreamed of being. I allowed myself to get caught up in the music and dancing. "Dreamy" is the word I would use to describe that moment.
We danced two songs without talking, it was heaven. Then during the third song, Peter got a little bolder. I felt his hands dropping down my back and running along the outline of my bra and panties. I could feel him start to rub my ass with one hand as he pulled me closer with the other. The feeling of his strong hand moving my dress over my nylons was electrifying. At that point I felt so sexy that I was ready for anything.
All these new wonderful feelings made me excited and even more nervous. They were wonderful and strange feelings but I was enjoyed them equally. I kept my head on his shoulder as his hands roamed my body, I could see Sue watching on from across the room. I wondered what she was thinking when I felt Peter raise his head and turn to me. I thought he wanted to sit down or tell me something so turned my head and looked up his eyes.
As if I was outside my body I saw him lean down and cover my red lips with his own. I could even see how I responded and kissed back. Then suddenly I felt my lips parting under the pressure of his kiss. I felt his tongue and I knew I had to make a decision to allow him access to my waiting mouth or try to stop him. I decided to kiss him as I parted my wet lips slightly and allowed his tongue to probe my waiting mouth.
At that moment I had never imagined being this close with a man and never imagined kissed one like this. Surprisingly, I loved the feeling as I felt his hands freely rubbing my ass. As I felt my dress moving and exposing my stocking tops I was openly kissing Peter and he was freely kissing me. For a moment I wondered what my wife was thinking as she watched our display on the dance floor.
Suddenly I felt something hard against my stomach and realized that I had just turned him on. Peter was now using my body for his erection to rub against. I had met the ultimate dream...this close to a man and able to turn him on...without his knowing. It was Pure Heaven. When we finally got back to the table Doug and Sue were locked in a kiss as Doug had his hand up under her skirt. Sue sat there with her own hand rubbing his bulge. She was quite obvious about it and knew I would see. They broke it up when we got to the table and sat up to greet us.
"Did you two have fun, you were the best looking couple out there...and the horniest." Sue said sarcastically.
"Sue, would you please join me in the ladies room?" I asked. We left the boys and went together like girls have done for generations
Once inside we went into separate stalls and sat down to pee. It was fun being together like this and being with Sue as Cindy. We were all alone when we met at the make-up mirror when I found my feelings start to take over. Sue was so beautiful and sexy and when I started thinking about her and Doug together I found myself in a fit of jealousy. Being dressed like I was made it hard to have confidence about myself as her husband. I couldn't contain myself and started talking.
"Sue, what do you think you are doing with Doug? OK, you made your point but as your husband I don't want to see you being so touchy and kissy with him anymore and that includes keeping your hand off his cock!" I expressed my feelings as I felt tears well up in my eyes. Sue ignored me and just looked in the mirror as she touched up her lipstick and fixed her hair. Her silence was driving me crazy, I wanted an answer.
"I am your husband dammit, do you understand?" I asked again.
Sue just looked at me and laughed.
"First of all who are you to tell me how to behave?" she answered, "You are my husband?" she laughed and said, "In order to be a husband I believe that you have to be a man, and looking at you now that is the opposite of what you are. Tell me Cindy, do you like wearing those sexy clothes, nylons and heels? Look in the mirror dear and tell me what you see. A young pretty girl is all I see. I'm sorry but you have nothing to say to me, besides wasn't that you out there kissing Peter with his hand on your ass? You sure seemed to be enjoying yourself.
You see Cindy, I need a real man. I don't get satisfied from other woman. I need a real man to meet my needs and that is something you are not. Doug and Peter are real men and tonight I intend to allow myself to be treated to the loving of a man.," She continued. "Face it, you like being Cindy and that's OK, but you need to get used to it because from now on that is who you are. As long as we stay together you are going to be my girlfriend and if I want to have men over you have nothing to say about it. You had your chance and you proved what you are so just go back to the table and sit with the boys. I don't want any more outbursts from you or else I may tell Peter all about you and what do you think he would do to a pretty little boy-girl like you? Probably kill you or beat you close to death. So may I suggest you keep up your little act and be very careful for the rest of the evening because I have a feeling the boys may expect us to repay them for dinner in a special way only we girls can do. Now fix you lipstick, it's smudged from when you let Peter kiss you." She finished speaking, turned and walked back to the table. Suddenly I stood there alone, in shock and wondered what was going to happen next.
What was I going to become and what would happen between Sue and me. My life was changing and I had no control. I put on a new coat of red lipstick and fixed my hair. Sprayed a little perfume and headed back to the table.
"Cindy, I invited the boys back to our place for a night cap, doesn't that sound fun?" I knew Sue was doing this on purpose but I also knew I had no choice but to go along. Feeling defeated I smiled and answered yes and watched Doug and Peter pay the bill.
Watching them pay made me remember what Sue just said about the boys expecting us to repay them in a special way and suddenly felt butterflies in my stomach. I became quite nervous and scared. Peter and I left arm and arm out to the car as the boys held us close as if to protect us from the night. The wine and drinks had taken its toll on me making me weak and giving up to resistance. I know I would have to do things I only dreamed of tonight. I didn't know whether to enjoy myself or feel ashamed. When we got to the car Peter held my door as I slid in. His eyes were on my legs trying to view my panties and nylon tops. Sue got in the front and sat very close to Doug. Peter then pulled me next to him in the back seat. Doug put on some mellow music and drove us back to our house. I knew this was going to be an interesting evening. I sat in the back I could see Sue's shoulder moving and hear Doug moaning. I knew that she was playing with his cock as I felt the jealousy start to come back. At the stop light I heard his zipper and knew that she had just released it from its confines. I wanted to scream but there was nothing I could do, my dream was turning into a nightmare.
In the back, Peter was busy playing with the seams on my nylons.
"Cindy, you have beautiful legs and they are soooo smooth." Peter said as he continued to have his way with me.
Peter's advances made me stop thinking about Sue. I stopped him twice from reaching my panties and knew it would be a challenge to prevent him from finding my own enlarged clit. The feeling of having his hand rubbing my legs and nylons was driving me wild. Feeling his hand on my bra and feeling me up made me dizzy. Peter knew that I was getting hot and turned me towards him. Without saying a word he took my lips again and kissed me like I have only dreamed about. At this point I didn't care what Sue thought of me now, I was turned on and living out a fantasy. With one strong motion he pulled me across his legs so that I was straddling him. My dress was now hiked up and his face was right in between my two breasts. I reached down and kissed him as I rocked on his large cock, still in his pants. He held me and dry fucked me as we kissed. His cock was pressing against my ass as I sat on his hardness. At the same time he was now running his hands all over my legs and pulling me into him as the friction increased. My own hardness was barely confined but it seemed that Peter couldn't feel it and I continued. Peter was now in a rage rocking me into him as his face stayed in my cleavage.
That is when I heard Sue Giggle and say, "I hate to break you two up but we are here, lets save this for inside, shall we?" I felt my face get red as Sue looked and smiled at me. I heard her say as we walked into the house together, "Looks like you are having fun. You seem to have gotten Peter very horny. I can't wait to see how you take care of that." Inside the guys poured us some more wine as Sue and I sat on the couches across from each other in the living room.
With the music playing soft music and the lights on low we sat with our dates. Doug did not waste any time with Sue. When I looked over they were kissing again and this time Doug had his hand all the way up her skirt. His hands were so far up her legs that her skirt was forced up around her waist. Her nylon tops were exposed as he rubbed her pussy. Peter and I sat and kissed as they were getting more and friendlier. Peter and I were kissing and touching each other and I was doing all I could to keep Peter from removing my dress. Peter had taken my own hand and put it on the bulge in his pants. I suddenly realized that I was now touching some guys cock and loving it. I rubbed it as I heard him moan and I realized that I had total control of this huge man. He was at my total mercy and I loved the power I realized women have.
We kissed and explored each others mouth until we became one. I didn't want that moment to end. During our kiss Doug had positioned Sue so that she was now bending over the couch as he stood behind her with his huge hard-on. I watched on as his massive tool entered my wife and I knew from the smile on her face that she was enjoying herself. She took all of him as they joined and became one. At that moment she became his and he was having his way with my wife. This is what Sue meant by the term "Payback for a wonderful night," what our dates expected after a perfect evening, for his girl to become his fantasy and satisfy his every need. This was the girls need to be his until he was done and then hope for his love.
I heard Doug moan and then Sue start to yell. Sue was having an orgasm and didn't care who heard. The screaming brought Doug over the edge and we saw him buck and ram his cock deep into her pussy and from the noise he made it became clear that he just gave her a gallon of his hot love juice. They stayed locked together for a little while and I watched Sue using her skills and milking his big cock dry.
Doug looked very content as we watched the episode unfold. I then realized that Peter wanted some of his own action. He became very aggressive and unzipped my dress. Before I could struggle and stop him he had it down around my ankles. He had me stand and step out of it. I now stood before Peter in my bra, panty girdle, pantyhose and heels as he looked on in satisfaction.
Doug and Sue now watched from the couch laying there spent from their previous episode. Sue was lying on Doug's lap as she stroked his cock. Doug was playing with the nipple of one of her breast at the same time. It was quite clear that I was in for trouble. Peter sat on the couch and was rubbing his crotch as he stared at me in my lingerie. I knew that it was time to act or be discovered. So as everyone watched on I dropped to my knees and crawled between Peter's legs and started rubbing his crotch. I saw my long red nails run up and down his enlarged cock still hidden inside his pants. He laid back and closed his eyes and moaned. I got up the nerve and unbuckled and unzipped his pants as he just sat there smiling. I pulled them off exposing his very large and round penis. It was at full attention waiting for some relief which I knew would come from me.
Peter sat there and watched as I kissed his legs and stroked his cock. I hoped that if I stroked and rubbed long enough he would shoot his come and be done with me. As I was doing this Sue crawled next to me on the floor. Doug and Peter were watching us as I continued to service Peter. Just when I realized that Sue was next to me, Peter took my head and brought my lips face to face with his cock. I knew what I had to do and accepted my fate. I closed my eyes and opened my mouth allowing the head of his cock to enter my mouth. His cock was firm yet soft with almost a velvety feel. To my total surprise I loved it and it tasted great. I could taste some salty pre-come on the tip and I craved more. When I removed it I saw my red lipstick marks on his tip and smiled up at Peter who was watching me. The sight of my long red nails stroking his shaft and playing with his balls seemed to excite him even more.
Once again I took his cock into his mouth when I first realized that Sue was kneeling next to watching my every move. She started to talk to me as I had Peter's cock in my mouth.
"Well Cindy, I always thought you were a cock sucker and tonight you proved it to me. Tell me how much you want him. Don't you just love sucking cocks? Don't worry; you'll have plenty more where that came from. Don't stop, Cindy, keep sucking. I want to see him fuck your mouth and come inside. You had better drink all of his love juice when he comes...it is his gift to you. That's it Cindy, hmmmmm, keep sucking. You are such a girl and you look so cute that big cock in your mouth," she continued as she rubbed my legs and ass. I was turned on beyond description and wanted to taste Peter's come in the worst way. Sue whispered, "Let me hear you beg for it, sweetie. Let me hear you beg for his come. Tell him to fuck your mouth."
As if under hypnosis I obeyed her and looked up at Peter and said, "Darling, please come in my mouth. Fuck me baby, hmmmm yes. Please let me taste you sweet juice...I can't wait for it, darling." That was all he needed to hear. Peter picked up the pace and held the back of my head. He started to ram his cock into my mouth. I did all I could do to keep from choking. I relaxed and allowed his shaft to hit the back of my throat as he rammed me. It was beyond description.
Peter seemed to enjoy my encouragement and grew even bigger. At this point his cock was so wide that I was barely able to keep my mouth open wide enough. I felt sharp pains in my jaw but I did not want to stop or slow Peter's rhythm down. All I wanted was for Peter to come for me. Everything else, including Sue who continued to humiliate me as I administered my first blow job, seemed to disappear and the only reality was this mans cock on my tongue and down my throat.
As his orgasm grew closer his grip on my head got tighter until I felt the head of his cock going down the back of my throat. It was as I was swallowing his cock as he pumped in my mouth. With his strong grip on my head there was nothing I could do even if I wanted to, so I accepted the pain and gagging and allowed him to continue. I was enjoying the smell and taste of his manhood as well as the feeling of his balls hitting my chin.
I felt Peter shutter and his cock enlarge. Then, within a split second, my mouth was filled with a warm salty liquid. With his cock down my throat and my mouth clamped around his shaft all I could do was swallow to keep from drowning. With each stroke in my mouth more and more cum erupted from his enlarged head. I swallowed as fast as I could at least a dozen times as he rammed my mouth deeply. I was at his complete mercy and he had none. At this point he was just using my mouth as a reservoir for his overheated cock. Several minutes and many more swallows I knew he was finished. The juice slowed down and his cock stopped the explosions in my mouth. He kept it inside me as he moaned and shuttered. It was now that I started to realize that I had just put on a show for Sue and Doug.
Sue was still kneeling next to me and said, "Very nice Cindy, I would swear you have been sucking cocks you entire life. Now be a good girl and lick him clean. I don't want to see one drop of cum on your boyfriends cock or balls. Lick him like you desire him and appreciate what he just gave you." Very turned on and horny I did as she said.
I spent the next five minutes licking the head of his cock and sucking every last drop from his little hole. I licked his balls and shaft as he laid there and smiled like he was my master I was his servant. I loved the position I was in and in the back of my mind wondered what Sue was thinking. After ten minutes of my attention to Peters cock it finally went back to its normal size. I was exhausted and exhilarated at the same time. I was ravishing the taste of my lovers cum when I heard Sue...
"Stand up, Cindy. I have a surprise for you," Sue had become quite serious. As instructed I stood in front of the boys as Sue came beside me. "Well now that it is clear what you really enjoy I can tell you about your surprise. You see Doug and I have been dating for over a month now. When I learned of your transgression to femininity I decided that I didn't want you as my husband any longer. Peter here is a hired escort which I personally chose for you after interviewing many men. I wanted the most macho guy with the biggest cock for you, darling."
I just stood there confused not knowing where she was going with this.
"Lower your panty girdle for us, Cindy. That is an order...not a request." When I did my very excited clit sprung to attention under my pantyhose. I was now in front of the men as a sissy girl fully exposed. I wanted to run and hide.
"This is the surprise. You see Peter and Doug know all about your secret desires to be a girl and went along with it this evening. Doug couldn't believe that my husband was a sissy and suggested this date to prove it. Your boyfriend Peter loves TV's and told me earlier that he found you very exciting. His orgasm should be testimony to that, and by the way you sucked him off it is clear that the feeling is mutual."
At that point Doug got up and opened a cabinet across the room. Inside was a video camera which he opened and removed a digital video tape. He handed it to Sue who looked at me and smiled.
"You see Cindy, we taped your entire love session with Peter tonight and this tape is my insurance that you will do as I say. If you fail to obey me I will make many copies and send them to all your friends and family...wouldn't that make a lovely holiday gift?" Sue continued, "Let's see, for starters Peter and you will spend the night together upstairs. You are to be his girlfriend and do whatever Peter expects and I mean whatever. Peter, Cindy is a virgin so please be gentle. Doug and I will be across the hall screwing all night. We will try to keep the screaming down so we don't interrupt you two love birds," She teased.
"There are some changes you should enjoy. From tonight on you are to stay dressed as Cindy and do whatever you are told. Doug is moving in with me so you will have to move into the guest room. I am sure you will find the new arrangements entertaining. Oh and one other thing, I have given Doug permission to use your mouth as he sees fit when I am out of town."
"Now, take Peter to bed and have a fun night. I am sure if you satisfy him he will ask you out again, isn't that right Peter." She asked as Peter nodded in agreement. Sue walked over to me and kissed me on the cheek, smiled and said... "This is what you wanted Cindy, so I expect you to be grateful. I want to hear all the details tomorrow morning. Goodnight, Sweetie."
Sue led Doug off to the bedroom as Peter took my hand and led me into the other. Still in my lingerie I walked with Peter and I wondered what had just happened. My wife would be sleeping with another man as I lay with Peter. The taste of Peters cum was still on my lips and the soreness in my throat reminded me of what I had become. I wondered what was about to happen tonight and in my immediate future....
I didn't have to wait long to find what my future was. Peter took me to my new bedroom and had me lay on the bed. He leaned over and pulled down my pantyhose. With his large hands and strong arms I felt like I was a little doll as he was tossing me around as he pulled my nylons off my feet.
"Cindy, you have made me horny tonight. You are exactly the type of girl I dream about. We are going to get to know each other a lot better."
There was some Vaseline on the night table (from Sue I was sure) and he applied a generous amount to my love opening and on his large cock. From the size of his cock I knew I was in for a lot of pain.
He spread my legs and raised them until his cock head was touching my virgin pussy. My legs were up in the air as I felt his slow gentle pressure and then I felt myself open up. Soon I felt the tip of his cock enter me. I was still very horny from the entire evening and kept my eyes closed feeling everything. Only an hour ago I had just sucked my first cock and before the taste of his cum could leave my lips I was taking him as my lover. With his manhood now inside me I was no longer a virgin.
His strong hands kept my legs straight up in the air as his cock moved inside me. After several minutes of this pumping motion Peter was deep inside me. It had started hurting and he stopped moving after I pleaded with him to slow down. As his cock remained still I could feel it pulse inside me as if it were alive.
Slowly he started moving in and out of me and at that moment I realized I was being fucked for the first time. Peter had put more Vaseline on his shaft as he pumped it into me. The pain stopped and was replaced with a new heightened excitement. His speed steadily increased as he screwed me on the bed. Soon his full weight was on top of me as my legs were now up on his shoulders. With his power he held me there and I could not move. At that moment I was unable to move and it was difficult to breath. All I could do was wait for him to come and release me. I had no other choice. Peter started fucking me harder and harder and I was now taking all of him. He had put so much weight and pressure on me that we had slid up to the top of the bed and my head was now hitting the headboard with each thrust.
Finally, after 15 minutes of his love making I felt him stiffen and then reach orgasm. His manhood swelled inside me and then his strokes slowed down. Peter grew harder and larger inside of me on each thrust. Suddenly his hot come released deep inside me and I felt a flood of his love fill me inside. He was passionately kissing me now as he continued thrusting into me.
"I love you Cindy," he said as he continued to kiss me.
That really shocked me. To hear a man say those words frightened me and brought me back to reality. I had just satisfied this man with my mouth and my boy-pussy and now he is giving me his love. Where was all this going to lead?
Peter lay on the bed as I got up to go wash up. I grabbed a nightgown and went to the bathroom. I would need a tampon tonight to keep Peter's cum from leaking down my legs. Sue had a new box on the counter for me to use. It seemed as if she thought of everything. I inserted one and let the string hang as I slid on my panties. I then put on my black nightgown after washing up. After all the excitement and sex I was so exhausted I didn't care that Peter had fallen asleep. After washing him up with a warm face cloth I lie beside him and fell asleep in a matter of seconds.
When I woke Peter was already gone and I was alone. I heard noises outside and walked into the living-room to find Doug and Sue eating breakfast. Doug wore only his underwear as Sue wore her see- through teddy.
"Hi Cindy, did you sleep well?"
"Peter just left and told us to thank you for a wonderful evening. He said he will call you soon. Isn't that special? I think you already have a boyfriend, Cindy."
When I sat at the table I jumped a little from the pain I had below.
"Cindy, are you all right, was Peter gentle? It always hurts the first time but you get used to it."
I remained silent still in shock and still angry that Doug was here with my wife. It was over and hour later at Doug left and I was finally along with Sue.
"So Cindy, fill meet about your evening. Did he screw you like you fantasized?
Are you still a virgin?"
"Sue, why have you done this to me?" I said with tears rolling down my face.
"Well let's see, for your lying, cheating, and deceit. Those are three good reasons if you ask me. Besides you gave me a great excuse to find a new lover. You were horrible as a man but according to Peter you are a hot girl. We should have done this a long time ago."
"So what do we do now?" I asked.
"Well as I said last night, Doug is moving in with me and will screw me every night. Maybe I will let you watch him screw me and then you can learn from me how to really satisfy a man. You can use what you learn on Peter I know he will be calling," Sue said calmly.
"Here is the program darling. Because of your lying and cheating you can consider this payback. From this moment forward until I say otherwise, you are to remain as Cindy and you will stay that way each minute of each day." Sue said with and evil look in her eyes.
"You will be doing all the shopping, housework, and cooking, for Doug and me. You are to maintain your feminine figure, dress seductively at all times and do whatever we ask. I have already called your work and told them you walked out on me and went to California and that they should not expect you back at work anything soon. Doug and I will support your needs. Failure to comply will result and my sending your new video to your friends, work, and family. Don't you think it will be much better if everyone thinks you just left me instead of thinking you are now a sissy cocksucker, don't do agree?"
I sat and cried as she finished. She had no remorse but only laughed at my humiliation.
As if all that wasn't enough things got worse, much worse. The phone rang and I listened to Sue as she started to talk.
"Well hello, it's great to hear from you. That's great news, I can't wait so see you," Sue said.
My blood froze and it felt as if my heart was going to explode from fear. It was a full fledged panic attack. I couldn't breathe or move as I listened to Sue talking to my mother. I wanted to run and hide from embarrassment and the humiliation.
Sue continued her conversation, "By the way Patty, do you remember the last time you visited us and suggested we acquire housekeeper to help us with our busy schedule? Well good news, I got one and I'm sure you will find her quite capable. Sorry, he is not here right now but I'll be sure to tell him you called. This is going to be so much fun; we can't wait to see you. Be sure to call us with your arrival information, Patty." She hung the phone laughing and giggling.
"Well that was your mom, and she is coming down next Saturday to stay with us for a week. Boy is she going to be surprised to meet her new daughter," Sue said taunting me even more. I had forgotten all about my mom coming to visit. Surely Sue wouldn't make me stay like this, I thought to myself.
"You can't make me stay like this when my mom comes down."
"Really, have you already forgotten the video I have of you and your boyfriend Peter? You will do whatever I say or copies of that tape will be sent to everyone you know. Would that be better? Besides your mom said she always wished she had a girl, this is going to be so much fun. But let's forget all about that for the time being. I have many more plans for you in the short term.
Here is my credit card, go to the mall and buy an outfit for this evening. Doug is coming back around 7pm and I want you pretty when he arrives. You will be cooking dinner and serving us so get busy. You will need to do some food shopping as well. I will make a list of things I want you to pick up for tonight."
I dressed in the mini skirt and white blouse that Sue had picked out for me to wear. Of course I had to wear heals and nylons with my outfit. I got to the mall around 1 p.m. and spent 2 hours trying on dresses until I found a silk dress with a daring neck line. I paid for the dress and then went to the grocery store. I had to admit that being out like this was a turn on but that was something I wasn't going to tell Sue. I loved the attention my short skirt attracted. After another hour at the store I paid for everything and then drove home. I couldn't stop thinking about my mom coming to visit and how I would explain myself.
When I got home I was instructed to cook dinner and taught how to serve. I then spent the rest of the afternoon cooking dinner and setting the table as Sue relaxed by the pool. Doug arrived at 7 p.m. with flowers and a big kiss for Sue as I watched from across the room. They were kissing for several minutes as I felt my heart breaking again.
"Very pretty dress, Cindy. Turn around and model it for me." Doug said.
I spun around on my heels as they watched.
"Very nice, are you expecting your new boyfriend tonight, Cindy?"
Sue announced, "No darling, Cindy will be our server this evening. She will be here for us to fulfill any of our needs."
"OK, great!"
"Cindy, why don't you go in the kitchen and wait for me to call you. Doug and I want to be alone."
They were touching each other right in front of me and Sue was relishing the entire situation. I sat in the kitchen almost in tears waiting for Sue to call. There was nothing I could do but wait. If Sue wanted to teach me a lesson and humiliate me she had surely succeeded.
A few minutes later Sue put her head into the kitchen and said, "Cindy we are ready for dinner, please serve us now."
Ashamed and broken I served my wife and her boyfriend the dinner I had prepared. I served them everything from salad to desert. As if to torture me even more Sue had me stand next to the table as they ate their dinner. I was treated to their continual touching, kissing, and laughing all evening. When they were finished I cleaned the dining room and did the dishes. Afterwards I ate alone in the kitchen. As I was finishing up Sue came in and said I was a wonderful maid and that she and Doug would be up in their bedroom. "Knock on our door and tell me when you are finished." I said OK as she left.
About 45 minutes later I knocked on my bedroom door. Sue opened it and stood there in her sexiest sheer teddy. As I looked in I saw as Doug was naked lying on my old bed.
"I'm done," I said as Sue nodded and took my hand, "Come with me, Cindy." She pulled a chair right next to the bed facing them. She turned to me and said, "I want you to sit here and watch you might just learn something." I was speechless as I sat there fully dressed with my legs crossed trying to keep up my appearance of femininity as Doug placed Sue on all fours and inserted his cock into her wet pussy. His large cock easily slid into her wet pussy and then he started fucking her right in front of my eyes.
Sue turned her head as she was being screwed and said, "How do you like the view, Cindy?"
"Watch him fuck me Cindy. That used to be you but not anymore, darling. Mmmmmm, he is soooo big. I can't wait to get his cum in me!" She said trying to torture me.
"Cindy, lean forward and watch his cock fuck me, I want you to watch him come inside me." Totally humiliated I did as she instructed and watched him fuck my wife as I sat in my nylons and silk dress totally helpless. He finally came and let out a yell as I watched him ram her again and again. I soon saw his cum flowing out of her pussy as he withdrew. That is when Doug grabbed my hair and pulled me onto the bed.
"Lay down, Sissy," he commanded. I did as Sue moved and got into a position where her pussy was about 3 inches above my mouth.
"Open up, Princess," Sue instructed. I watched as her pussy full of cum started leaking out and into my mouth.
"Don't miss a drop, dear. Now show Doug how much you enjoy being our girl by drinking his cum." I swallowed several times and then when it finally stopped dripping out of her pussy Sue sat down on my face and told me to eat her.
I licked her for several minutes and she then let out a moan when she came. Her orgasm released another mouthful of Doug's cum. When they were done they had me get up and to lift my dress. When I did they could plainly see my hard on pressing out of my panties.
"Poor Sissy, all this excitement and you never got any relief. Pull down your pantyhose and panties and then take your little clitty out." I quickly did as I was told.
"Now, jerk off while we watch." For the next two minutes I stood there holding my dress up with my pantyhose around my knees and my eyes closed as my hand pumped and pumped.
"Come in this." Sue said holding a small cup as I shot two days of excitement into the cup almost filling it to the top.
"Well Cindy, you must have been very horny. Now you have become a very obedient little girl and we want you to stay just that way. To prove your love and obedience there is one more thing you will do tonight before you go to bed," Sue said as she handed me the cup.
"Drink it all up right now as Doug and I watch." Without thinking I lifted the cup and swallowed the contents tasting my own cum as they watched in amazement. I felt the now familiar texture of the warm fluid roll over my tongue and down my throat. I noticed that Peters and Doug's come tasted different and each had a little different texture and taste.
"Well Sue, I guess you're right, she will do whatever we tell her to. This should be an interesting relationship. Now Sissy, get out of here and go to bed, Sue and I want to be alone," Doug commanded. I left their room feeling completely humiliated and alone knowing that I would have to get used to being treated this way. The alternative was not acceptable. I knew I deserved it for what I had done…besides deep down I was enjoying every minute.
I got to my new bedroom and removed my dress and hung it in the closet with my other girly clothes. Then I removed my lingerie and put it in the laundry which I knew I would be doing tomorrow I then took out my very sexy red nightgown. I slipped it on and combed my hair before falling to sleep finally satisfied. I decided to make the most of my new life as Cindy.
The End?
Well what would become of our heroine?
How was her mom going to react to meeting Cindy?
Would she accept Cindy as her new daughter?
What about Peter, surely Sue wouldn't introduce Peter to Cindy's mom…would she?
Lot of questions still needs answering…
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