I Was A Craig's List Trophy Wife (Or How I Made It Through My Transition)
Chapter 1
“If you keep on with this “I am really a girl nonsense” you will have to leave this house! Your mother and I did not raise a freak! You are our son, we don't have a daughter!”
I packed up my clothes and left my parents' house. I won't stay where I am not wanted and I cannot go on pretending to be a man. I finally came out to them hoping that they could help me to become the woman I am. Evidently not.
Thank God, I have some savings and I have a decent job. Finding a place to live is no problem. But financing my change to womanhood will be.
I am 5'7”, slender of build and not very masculine looking. I lucked out in that my voice never changed and no noticeable Adam's Apple. I have deep Auburn hair that I keep to my shoulders. I am 22 years old. I have a part-time job working as a Librarian's Aide. I just started and should be promoted to a Librarian in about 6 months. I am fresh out of college with a BS in Library Sciences.
From the time I was a toddler, I knew I was female. I hated all things male and had to live through the pressure to be all boy for my parents, especially my father. My father was a high school football and baseball all-star player. He tried to get me to play sports, but failed. I hate things all sport. I was your basic shy, gentle bookworm. I would always have my nose in book. I preferred reading romances and novels where I could get lost is a world of femininity. My father would smack for every perceived bit of femininity that I displayed. The last straw happened when they came home earlier from a vacation and caught me in my feminine finery.
I walked down to the local Y so that I could get a room while I looked through the classifieds for a place to stay. While skimming through the ads, I saw something that mentioned Craig's List. I remembered that you could find all kinds of things posted.
I thought to myself, that could be a way to finance my transition. I could have a sugar daddy finance me. Another bone of contention between my father and me was that I was attracted to men. Daddy dear knew that he would have his name carried on after me. The pompous goat.
I reasoned that I could be some guy's trophy wife. Be what he wants me to be if he would help me finance my operations and hormone replacement therapies. I did decide that physically I would look how I wanted, but I would play whatever role the man wanted his wife to play.
After pondering for hours here is what I came up with:
"Early 20's Male to Female who can't afford to transition seeking wealthy man willing to pay my way in exchange for becoming their trophy wife. Contract/prenuptial agreement to be discussed."
Chapter 2
Several days later I decided to start checking the responses to my Craig's List advertisement.
“I am a 40 year-old married man, in need of some extra marital loving. I would like you to develop big breasts. Also you need a tiny waist and big hips. You can keep the cock since I would like you to become a big-breasted she-male slut.” Followed by his name and address.
“I am a 29 year-old man, single man who is looking for the right person. I don't care about how feminine you look other than looking like a normal woman. I want you to develop you body to what is comfortable for you. I like romantic dinners, walks along the beach. Snuggling and more. I need a companion to come home to, share my life with. As for SRS surgery, if you want it then you should have it, but I am comfortable with the idea of you keeping it.” Followed by his name and address.
“I am a 30 year-old widower. I lost my wife to cancer. I am lonely and need to share my life with someone. Sex is not necessary. I want you to develop you own body. I do not have unreal physical standards for you to live up to. I would love an intelligent mate, someone I can discuss all kinds of topics with. I would love to help you become the woman you were meant to be.” Name and address.
“I am a 40 something biker man. I would love for you to be my bimbo biker babe.” Name and address.
“I am a 50 year-old man, who is recently divorced. I am looking for the perfect lady to wine and dine.” Name and address.
These were the better of the batch of the ones local to me. Some of them were too far away. Some were just too plain degrading. I may be a woman but I am not just something to use and be done with.
My name is Lesley Leigh Smythe, well that is my femme name. My male name was Leslie Leigh Smythe. I know not very creative but I never had a problem with my name except for the spelling of Leslie. I don't like things with a lie in it.
I am trying to plan on what to say to the men. I think, from the way they sound that I will probably pick the 29 or the 30 year old. They sound reasonable. I really don't want to be a she-male slut. And the biker guy makes it sound like I may get into a little Sado-masochism or some light bondage or something.
The best thing I can do is try to do a little sounding out of these guys, all of them, and see if the book is different than the cover. I just do not want to get in the wrong relationship.
Chapter 3
I decided to interview the neighbors of the 29 and the 30 year-olds since they lived in the same neighborhood. Their names respectively are Will Brenton and Charles Brantley. The neighborhood they lived in is a well-to-do community. I drove down the streets and looked up their addresses.
Will lived in a two-story sky-blue house with white trim and a wraparound porch. A well manicured lawn surrounded the house. Well taken care of shrubs and trees surrounded the house. The beautiful house seemed to welcome me.
To interview the neighbors I decided to pose as a poll taker. I walked up to the neigbor to the right's house and knocked on the door.
“Hello, I am Lesley and I am taking a survey on the overall satisfaction of this neighborhood. Can you tell me a little about your neighbors?”
“Well, Mr. Brenton, my next door neighbor is a very nice guy. Always says hello to me. He keeps his house to great standards. He works everyday at his job. He keeps a nice appearance. He has two cats who are delights. They usually stay in the house. I am very happy living here.”
“Thank you, for helping me out. Have a nice day.”
I then went to the other next door neighbor and got similar response. I will definitely keep Mr. Will Brenton in mind.
I drove down the next block, turned right and went down two streets and turned to the left. Mr. Charles Brantley's house was on the left. It too, is a beautiful stately house. It consisted of two-stories. The house is a lovely shade of dove grey with forest green trim. The windows had shutters of the same green. There was a small porch with wrought iron posts also painted in forest green. The lawn is also well manicured. The greenery surrounding the house is well cared for.
I decided to use the same ruse to get some information my his next door neighbors. I figured I would go to the left first this time. I walked up to the door and rang the bell.
“Hello, I represent the neighborhood satisfaction survey. My name is Lesley. Do you mind if I ask a few questions about your neighbors?”
“No problem. What would you like to know?”
“Can you tell me a little bit about Mr. Brantley?”
“Sure. It was such a tragedy when his wife died last year. She was such a sweet lady and he was so devoted to her. He pulled into his shell right after it. He is starting to come out of the depression now and back to his old self. He is friendly, loves to chat with his neighbors. As you can see he takes care of his house and property. He has a beautiful Siamese cat who he dotes on. He checks on his elderly neighbors to make sure they are all right. I am extremely satisfied living here.
“Thank you, for taking the time to answer my survey. Have a great day.”
I went to the other next door neighbor and got similar responses. I would definitely keep Mr. Charles Brantley on the short list. It was going to be hard to choose the right guy.
I drove back to my room and looked up Marc Foster with Google. I found some very helpful information. He lived in an older section of the town. It was in nice part of town. He and his ex-wife were pillars in their community. He had two grown kids, a son and daughter. I decided to go interview his neighbors and see what is what. I don't know if I want an older husband, but I will have to see what develops.
I drove to his neighborhood and looked up his residence. It was a single story ranch house. It was white with black trim. There was no porch. The lawn is well tended. The shrubs and trees could use a little trimming. It was a nice house, but I was not sure if it is what I want. Oh, well, let me see what I find out.
His house had only one next door neighbor. So I approached the neighbor's house. Yes, I was going to use a similar ruse to find out about Mr. Marc Foster. I rang the bell and waited.
“Hello my name is Lesley and I am taking a poll on how satisfied you are with your neighbors. Do you mind answering it?”
“Sure.”
“How is Mr. Foster as a neighbor?”
“He is a great guy. I did not like his ex-wife though. She thought her crap didn't stink. He is a down to earth guy. He works everyday. He donates to many charities. He is concerned about keeping a safe community.”
“Thank you for answering the poll. Have a nice day.”
I would keep him in consideration too. I guess the next step is to meet them and see what develops.
I am pondering which direction to take this story. I would like to write it with several alternates with her choosing the three different guys. Would you, the readers like me to do this. If not, if it came to picking one of the guys, maybe if get feedback on which guy you would like Lesley (the character, not me) to choose. Comment with your feedback. Thank you for helping me.
I was skimming Craig's List, just to see if there was something new, when I caught the posting from a male to female transgendered person. She was in her early twenties and wanted to pose as a wife or companion to a man who was willing to pay for her transition. It intrigued me, I don't know why since I have always dated women but I was attracted to something in the ad.
I was also concerned that she would not get hurt. I decided that I would send in a response. I have always tried to be an open and kind person. I am secure in my maleness and am comfortable with the idea of being with any woman and I view her as a woman and not as a man, although she has a male body. I have been more attracted to a person's spirit. Besides I would love to help her become the person she was meant to be. I told her in my response, that I would love to help her become that woman without my putting any restrictions on it. I want her to be who she wants to be.
I am 29 years old. I guess I am fairly attractive as I have had a few relationships under my belt. I was raised to see women as equals and tend to respect them. I am not overly macho, but not effeminate either. I think that a man should be measured by his accomplishments and not how much he can bench-press. I have a job that pays well and that I love. I live in a comfortable house, which I take great care of.
I am looking for a relationship with a caring woman. I want someone to share the joys and defeats of live with. I want to be with someone that I can care for and who could care for me. I also want her to be secure in herself and be independent. As to physical looks, that is not very important other than she is comfortable with who she is. I have not been a man who subscribes to the bigger the boobs the better theory. I am more attracted to who a person is than what they look like.
Well, now I will just have to sit back and wait to see what happens.
I don't know what is was that night but I decided to read the ads in Craig's List. After the painful death of my wife I have not been looking for someone.
I found the ad from the transsexual who wanted to pose as a wife to a man who would be willing to pay for her transition. Something about it drew me to her. I could sympathize with what she may be going through. It must be hard to want to be who you are and unable to do it.
I have never dated a transsexual, but I figured that it shouldn't be any different than dating any other girl. So she had a little extra at first that didn't really bother me. As to her looks, I figured she should be the one to dictate what her body looks like.
I have a great paying job that enables me to keep a nice house. I have not had anybody in my life in the last few years because I was still getting over the death of my wife. It has been very hard for me to get close to others after seeing her wither away from the cancer. I think I am ready to try again. Besides it would be nice to help somebody to become who they are.
I look on this as a chance to find love again. We may not have it to begin with but who knows what will develop. I was scared of starting to date again but then again you have to take a chance so I did send in a reply.
I don't know what is was that night but I decided to read the advertisements in Craig's List. After the messy, painful divorce from my ex-wife I have not been looking for someone.
I found the ad from the transsexual who wanted to pose as a wife to a man who would be willing to pay for her transition. I have always been curious about dating a transsexual woman. I would love to help guide a younger person into being who they want to be. I also felt that I should start dating again, and maybe a relationship with not strings attached might help me get over the messy divorce. I will treat her like I treat any other woman. I don't have any intention of dictating how she should transform her body, that should be up to her.
I have a great paying job that enables me to pay the ex and still have a lot left over for me to keep a nice house. I have not had anybody in my life in the last few years because I was still getting over the pain of the divorce. I came in one night and caught her fooling around with my ex best friend. I cut them out of my life real quick. I think I am ready to try again. Besides it would be nice to help somebody to become who they are.
I want this chance to start again, and start living again. Don't know if we will find love, but who knows how things may turn out. I decided that I will just have to take that chance, so I sent a reply to her advertisement.
Chapter 4
When I arrived back at my place. I took a shower, put on a more natural look with my make-up and got dressed in a pair of jeans and a comfortable t-shirt. I got out the phone numbers of the three guys I was considering for being my husband. I wondered if I should call them, but I am of the belief that the man should initiate the date, at least the first date. I wondered if I should email them that I was interested in them and put the ball into their court. I just kept thinking of the chance I was about to take. I really want the right guy in my life, to take care of him as much as he takes care of me.
I always wanted to take care of a home for my husband, so I guess I was more traditional in my desires. I just love the idea of keeping a place clean, having my husband's meal ready for him when he came home for work. I know I have to take care deciding which was the right guy for me. On paper they all seemed great, but that in the end is not what you should base a decision on. I wanted to at least feel some attraction for the guy.
I came to the conclusion that a good course of action was to start dating all three of them. I also was going to be honest with them and tell them at the start that was dating the others until I could decide who was right for me. Granted I was going to use them to finance my transition, if only my parents could accept me and help me through that time. Unfortunately, I don't see them coming around, especially my ever-loving father.
After deciding my course of action, I logged onto Craig's List. I found Will's reply and responded to it.
Will, thanks for answering my ad. You sound like a wonderful man, I would love to meet you and see what happens. If you want, the following is my phone number, (XXX) XXX-XXXX. I would love to hear from you. Lesley.
After sending it on its way, I went to Charles' response.
Charles, your ad intrigues me, I would love to learn more about you. My phone number is (XXX) XXX-XXXX. I am waiting to hear from you, I would love the chance to talk with you and get to know you better. Lesley
Then, I looked up Marc's answer and sent him a response.
Marc, thank you for you wonderful response to my ad. I would love to talk with you. Here is my phone number, (XXX) XXX-XXXX. I am longing to hear from you. Lesley
After, finishing the last response, I logged off. I decided to go out and hit the thrift stores for some nice clothes that fit me. I just knew I had to get some nice dresses, skirts and blouses since I had a feeling I was going to start having a more active night life.
Now I just had to wait for the calls to start and the fun to begin.
by Lesley Renee Charles
Will telephoned me that night, requesting a date. We decided that since the next day was Saturday we would have a picnic in the park. He told me that he would pick me up at my house and drive me to the park. He sounded like such a gentleman. He also said that he would stop at a restaurant that had great barbecued chicken and cole slaw and get it packed up. He told me that all I had to worry about was looking beautiful and he said that should not be too hard for me to do.
I went to bed at a reasonable time, trying to plan what I should wear. I wanted to make a great impression for our first date, yet did not want to wear an outfit that would get ruined by grass stains and/or greasy chicken. I was looking forward to meeting Will as I liked how he sounded over the phone and in his e-mails.
After waking, I took a quick shower using Dove body wash. I love using Dove because it makes my skin feel so nice and soft and it also has a nice soft scent to it. I washed my hair then dried it with my dryer and put it in a pony tail so that it would stay out of my face.
I decided to wear a tee shirt with an illustration of a kitty on it. I teamed this with a mid thigh length denim skirt. I put on a pair of ankle socks and white Keds sneakers. I thought I looked casual enough and it definitely felt comfortable.
I went into my kitchen and got a cup of coffee and a toasted bagel to eat for breakfast. I knew that this would take the edge off of my appetite. Now I just had to wait for Will.
Will arrived right on time. He came up to my door and rang my bell.
“Hi, you must be Will? Nice to meet you. You look very handsome.”
“Hi Lesley, I am looking forward to this day with you. You are even more beautiful in person.”
Will escorted me to the car and helped me in. He is such a gentleman, I wish there were more men like him around. Believe I have dated a fair share of duds.
When we arrived at the park, we decided to take a stroll through the rose garden, which was just starting to bloom. There were all colors of roses, red, pink, white, yellow and purple. They were all beautiful.
“Do you have a favorite flower, Lesley?”
“I love roses, lilacs the best, but I love most flowers.”
“Would you like to eat here by the roses? I think it is quite a lovely spot.”
“I agree it is very beautiful here. Yes, I think I would love to eat here.”
Will placed the blanket he was carrying on the ground and placed the basket of food in the center. I reached into the basket and pulled out the chicken and cole slaw. He also got some corn on the cob and potato salad. The food looked very delicious and I could not wait to dig into it.
There was a delightful, cool breeze blowing that made for a pleasant day. The sun was shining bright in the cerulean sky.
The birds were making beautiful music in the trees. I was being pulled into the magic of a beautiful day as well as enjoying my time with a wonderful man.
“When did you know that you were a girl, Lesley?”
“I guess I knew since I was a toddler. I never wanted to do boy things. I wanted dolls, tea set and beautiful dresses to wear. I used to give my parents a lot of trouble about wearing suits, playing with cars and trucks. I really hated playing with boys, especially the rough and tumble games. I preferred reading a book by myself or playing dolls with the neighborhood girls.
“What about you?”
“I was the opposite of you then. I loved the competition of playing with the other boys. I loved my cars, trucks and toy guns. I loved playing the hero who rescued the damsel in distress.”
The conversation just flowed as we got to know each other better. I enjoyed just sitting there in the midst of a beautiful garden. We told each other our life stories and got quite comfortable with each other.
As the sun started to set, we packed up the equipment and headed back to the car. We were both sorry to see it end.
“Lesley, would you like to go out with me again?”
“I would love to go out with you again. I had a wonderful time today.”