Kristina Marie's Crossdressing Journey

As far back as I can remember, I was attracted to girls clothing. I remember being in my first grade classroom, sitting next to Gina D admiring her purple blouse with sheer sleeves, a two button collar and three button cus. One of the first things I said to Gina was “that’s a pretty blouse Gina. “ she looked at me and said “Maybe you could get one.” and laughed.. yes it was my first memory of humiliation. I didn’t care, she was right.. I wanted to have a blouse like that and wear it to school too.

So now Let me tell you about myself and why I think I Love to wear women’s clothes..

I grew up in a house where I was the only boy to five women.. Yes I was the youngest too. We lived in a two family house with my grandmother, who was kinda on the younger side and was very stylish, she worked as a secretary in NYC. There was my mother, and three older sisters. My dad was there in the beginning, but he died when I was 10..My older sisters used to baby me, after all I was their little brother, the closest in age was to them was four years. One time I walked in my sisters bedroom while she was polishing her nails. I was about six years old at the time. She talked me into polishing my nails with her. I was in heaven. I had ten frosty pink colored nails. I walked out to the living room and showed my mom.. My dad flipped out and started yelling.”boys don’t do that, go take that off right now”..My sister got in trouble too.

After my dad passed away I was the only boy in the home. I was 10 and I started to explore stuff. I wanted to be and dress like my older sisters. I would sneak down to my grandmothers apartment while she was at work and look in her closet at all the pretty blouses she had.. it was the early 1970’s so there was a lot of satin styles in all pretty colors.. then I noticed her jewelry box on her dresser..OMG I hit the jackpot.. pretty bracelets necklaces and earrings .. I started trying them on and i needed to admire myself, so I went into the bathroom to look in the mirror and on the bathroom sink was a bottle of dark red nail polish .. I painted my nails with precision.. I must have spent an hour in her room just playing dress up, looking at my red nails and trying on jewelry. I went back to her closet.. I had to do it..

I picked out a gold satin bow blouse and tried it on. I couldn’t believe the feeling of being dressed in all that femininity.. this went on over and over almost daily after school while my mother was upstairs watching soaps.. how I didn’t get caught ill never know.. Maybe grandma knew. After all I was 10 and I wasn’t that careful putting stuff back. There was another time when she bought an outfit for my cousin who lived far away from us. I will never forget it, it was a denim miniskirt and a pretty silky blouse. My cousin and I were the same age. My mom told me Grandma was looking for you, she needs you to do her a favor.. so I went downstairs to see her with my Mom following behind me .. I said “ Grandma, what do you need? She said Tom would you please do me a favor and try this on before I mail it to your cousin.. I was like NO.. NO way.. she said don’t be silly, I need to see if it would fit her before I send it out to her, you two are the same size .. holding the clothes up to my chest.. my mom was like just do it Tom please.. I took the skirt and blouse and tried it on.. I walked out to laughter and comments “Oh that is the cutest outfit .. Lisa will LOVE it”.. Grandma said “ and she had to say “ you look adorable in it too Tom”.. deep inside I was LOVING it.. but I never let them know..I went on and on dressing in my Grandmothers and three older sisters clothes every time I was alone in the house. My older sisters had such pretty clothes too. like I said before, it was the 1970’s. I was dressing up in lots of mini skirts and large collar blouses, and lets not forget the platform shoes. I was once in the middle of trying on my oldest sisters shoes, when in walks my Mom. She said Tom what are you doing under Ann’s bed.? I said I thought I heard the dog bark.. but I think she knew what I was really doing .. But yes it felt soooo good to dress and I couldn’t stop. It was becoming a part of me. I wanted to dress and I wanted to dress all the time. A few years later I was starting junior high school, so Mom took me Back to school Shopping. I picked out a pair of bellbottom jeans that had no fly. Instead they had two zippers on each side of my hip. I also picked out two satin shirts one blue and the other maroon with flowers on them and long three button cus.. I actually got laughed at by other boys in school. But Mom let me wear the outfits anyway.

Now lets fast forward the clock about seventeen years I met and married my current wife. So again it was a daily routine of trying on all her clothes.. now I was older and wiser so I started to order and buy all my own wardrobe.. I was getting more serious about dressing and the way I looked as a woman. I was buying wigs, shoes, and lingerie too. I would go into stores around the holidays under the pretense that I was Christmas shopping except I was buying stuff for myself. One time I went into a wild pair shoe store. I asked the sales girl for a sexy pair of stiletto heels. She looked and me and said do you want a pair of peds to try them on? I said they are not for me they are for my wife.. she said yeah ok.. she comes out from the back room and hands me the box with a pair of peds.. here don’t be shy just try them on.. I told her no, they really are for my wife. She said .. I can tell by looking at your feet these are your size… I took them up to the register and after paying she said “have fun with your new shoes hunny, they really are hot”. I took my purchase and went home, to do exactly as she said, to have fun with my new sexy stilettos

Things were getting really good and I was dressing up a lot. The invention of the digital camera was a godsend to a crossdresser like me.. I started taking pictures of every outfit I wore or put together..even though I didn’t really look at the camera, I still have photos from my earliest days of being a serious crossdresser

Keeping my secret was getting harder and harder i was becoming paranoid making sure all my girl accessories were put away. I was hiding my girly stash in dierent places of our house, hoping that my wife wouldn’t find them while cleaning. Sometimes she would take weekend trips to see her parents and I would take time o and spend the days totally as a female would. Grooming myself and doing my nails. A few times I even pierced my ears. My wife had a great earring collection. It was the 1980’s so her jewelry was big and bold. I would order clothes and lingerie on EBAY. i had a Sissy Maids dress custom made, and I even ordered a beautiful wedding gown once or twice ..

And then it happened… I forgot to delete the email saying that I won the wedding gown auction.. that night during dinner she asked me “tom why did you order a wedding gown on Ebay? My Jaw hit the floor. I was caught.. she said Yeah I saw an email saying you won an auction I looked at it and it was for a white satin wedding gown.. why? Why on earth would you order a wedding gown ? The questions kept coming .. I had no choice. she thought I was leaving her for another woman.. I had to confess, I told her everything about dressing as Kristina .. everything about my secret.. after a lot of crying and talking and explaining, it was all over..after a couple of hours of uncomfortable silence.. it was all ok.. she was OK with me dressing and actually wanted to meet Kristina so the next day I did my best make-over put on my best skirt and blouse and we had dinner.. it was awesome. Someone to actually see me dressed as a woman. Now that I’m more Mature I’ve embraced being a crossdresser immensely, I love to dress and show off.. Im comfortable in my clothes and make-up and I LOVE the exposure. LOL. Yes I face the camera now and I smile. I post all of my photos on instagram and Facebook. And if someone from my man life sees it? I really wouldn’t care, its who I am, its how I feel, and no one can tell me otherwise.