A College Cross-Dresser's Weekend

by Cris Johnson

 

This is my second story I have written of this type. It involves Cross Dressing and some sexually explicit material, if you are under the age to legally read this in your area please go no further. If you are old enough please enjoy. This story is totally fiction, any names or actions are totally coincidental.

The day that I was born my parents must have known that I was to be a different gender than I was. So they named me Cris. Nothing out of the ordinary happened to me until I was fifteen. I started to have these feelings in my gut and mind, I couldn't figure it out until I had found a site on the internet talking about gender disorder that was talking about how males who wanted to be female and females wanting to be male. Well this triggered something in my mind and said that might what I have been feeling. So one day I snuck into my sister's room when she was gone and got a pair of her panties and a bra. After that I would go and buy some female clothes at a store with my heart pounding. I also started shaving my legs, with the guidance of one of my closest friends from school. She would always be there for me and I for her no matter what was happening.

After graduating high school and went off to college I found it easier to dress up since I was living by myself in a dorm room. Although trying to shave in a shower stall wasn't easy, but I did it regularly. One night I decided that I would dress up and go out. I had let my hair grow out to my shoulders, which I usually keep tied in a pony tail. So tonight I decide to let my strawberry blonde hair down to drape over my shoulders. I took a shower and made every part of my body was clean and shaven, I left a little triangle above my groin. After that I went back to my room dried my hair and curled the ends so it framed my face. I hardly have any facial hair so that makes my life easier. Next I go to the dresser and pick out a pair of panties and a bra in a light pink. Then pulled out my pair of silicon breast forms in a size B which suits my body well for my size. Being 5'6" I am not too tall for a girl and not too short for a guy. Next I went to my closet and picked out a knee length denim skirt with a red sleeveless shirt and put on a black pair of knee high boots with 3" heels. I get my purse from the closet and put in some money and I did need my college ID so I can get back in my dorm. Luckily it was a holiday weekend and there weren't many people in the building, but I know that a lot of the guys that live off campus are going to throw parties so I know I can get some drinks. I finally sit down and do my make up only I don't try to make myself look too sluttish so I put on some light makeup light pink lipstick some eye liner and then some mascara to make my eyes open up and sexy. Then I put on some pink nail polish on my finger nails. I then put the lipstick, my cigarettes and a couple of condoms (you never know) in my purse, grab my keys and head out the door.

I get into my truck and start driving. I decided that before I get drunk I should grab a bite to eat. I stopped at a Mexican restaurant that I enjoy. This isn't the first time that I had been there dressed and they haven't seemed to notice. I get my usual meal when I am dressed. I go to the ladies room to check my make-up and then pay my check. I then try and find a party going to the usual places where there are parties every weekend.

On my way I took a cigarette from my purse and light it up. I look at my nails and wonder what a life I have had. I finally find a party, I park and find my way to the party and get a beer. I start to dance when this guy who I have seen before in one of my classes, but he doesn't recognize me. I doubt he would recognize me. He asks me what my name is so I told him Cris, and I asked what his name was, he told me it was Dave. After I finish my drink he asks if I want another which I did. After he got it for me he asks me if I want to go outside and talk, so we went out. I got another cig from my purse and he lights it for me. We start talking about what we were doing in school. He wants to be an English high school teacher, I knew we met in our freshman English class, but I didn't tell him. I told him I was studying to be an engineer with a minor in theatre. We hit it off from the beginning. He leaned towards me to kiss me and I let him. It actually felt good even though it was the first time I had actually had a guy kiss me. We continued talking and drinking and dancing. When it was getting late Dave asked me if I wanted to get something to eat at the local Huddle House and I said yes.

I drove since he came with a friend that had left earlier. We talked some more on the way to the restaurant. When we got there he led me to the smoking section he said he didn't mind since he thinks a female smoking is sexy. And plus he also smokes occasionally.

He asks me what I want and said a coffee and a small order of hash browns. When the waitress comes over he tells her our order. We talk some more about what we like and dislike and where we are from. I find that he is from the city next to my hometown. When we get our meal we start eating and I look at my watch it is almost 4 am. We sit there still talking after we finish I sip on my coffee and smoke another cig. He suggests that we go to his place for a couple more drinks. So he shows me the way to his place.

We go inside and he gets me another drink. We sit and hold each other close and kiss I start caressing his groin and he is hard as a rock. I must have had some effect on him. I felt I should tell him about me. So I tell him to listen while I am still caressing him down there. I told him I wasn't like other girls; to my surprise he knew I wasn't a real girl. I asked him how he knew. Dave said he did recognize me, but it took him a while to figure it out.

So after explaining that he remembers me from our class together especially after I told him my name. Dave really wanted to get to know me, that's when he told me he was bisexual ever since he came across a website with cross dressers on it. So he said that he wasn't mad at me for not telling him at the beginning. We kissed again, while I pulled his cock out it was decent sized. It was the first time that I had held another penis other than my small one. I asked him if I could kiss it and he nodded. So I got on my knees in between his legs and kissed it and licked it and took it in my mouth. I saw streaks of lipstick on the tip of his penis. I put one of the condoms on him and I finally gave him my first blow job of my life and he liked it he came in my mouth and I swallowed it, it didn't taste bad. He then led me to his bedroom where he got undressed, and then he undressed me except for my panties and bra.

He laid me on the bed and pulled out my little cock and kiss it. He said he wanted to have sex with me even if it was anally. I said that I would love that, but he had to wear a condom. He had no problem with that and so I got one out of my purse and put it on him while we kissed. Again he started probing my mouth with his tongue and I sucked on it. He pulled my panties off and put a pillow underneath my bottom and started thrusting at my rose bud, it hurt slightly, I was used to it since I was using my dildo almost nightly now I can have the real thing. He inched himself in until he was all the way in. I felt his balls hit my butt cheeks. Dave pulled almost all the way out and eased it back in only this time it was a little faster and he started to really get into a fast paced rhythm. It felt really good I was actually close to cuming myself. In a few short minutes he said that he was going to cum and he came in me but since he had on the condom it just held it. At that moment that I felt him I came on my stomach and some reached my mouth and I licked it up. He scooped up some and tasted it in his mouth, saying I always wondered what it would taste like and you are sweet. He lay next to me on the bed and we kissed and cuddled. We fell asleep in each others arms and woke up sometime in the late afternoon. I asked him to go to my truck and get out the red bag behind the passenger seat. When he came back I took out a bikini top and put my breast forms in them and suggested we take a shower together. So he got the shower ready and told me the water was just right.

After taking the shower together, this was another first for me. I got dressed from what I had in the bag. Getting out a fresh pair of powder blue panties and bra, I got out a long tan skirt and a white ¾ sleeve blouse. Then I put on my boots from last night. Dave got dressed in a pair of jeans and a polo shirt. He looked good, and he said that I looked fantastic. I put on some make-up that was in my bag. He suggested that we go to a restaurant for some lunch. So we had another chance to talk about what had happened last night while we ate and drank and afterward I had another cigarette. Dave wanted to know more about why I liked to dress. I told him I always had a feeling in my mind that I wasn't supposed to be male. He said he understood where I was coming from he had a high school friend that would sometimes wear panties to school.

When we left I suggested that we take a walk in the park since it was a nice day out. He thought that would be a good thing. Before leaving my truck I grabbed a blanket from behind the seat and handed it to Dave. We walked for about a half hour and decided to sit on the grass for a little while. He laid out the blanket and sat down. I decided that I would lay down with my head on his lap. And talked some more about life and family. Apparently he came from a well off family and that he could do almost anything. After talking for about an hour and it was getting late Dave said that we should get

something to eat for dinner. After eating he wanted to go back to his place, I told him lets go to my room to get some things. When we pulled up I gave him my ID so he could get in with me and not look to suspicious of a girl going into the dorm. We got to my room and I packed some things for a long weekend with Dave.

I got a several outfits to wear and some lingerie and a couple of nighties. We went back to his place and watched some TV and a couple of movies all the while kissing and fondling each other. Finally it was time to go to bed, so I got dressed in a white nightie with matching panties. Then I brushed my hair and got into bed with Dave. We had sex again, but I made him wear a condom again since I didn't know if he had any diseases. Which I told him that. It was just as good as the night before if not better.

The next day we got up again and showered together.

He dried me off and dried my hair. He was so nice. I didn't want to give this up. We both got dressed and went into the living room. I cooked him some lunch in his kitchen and we both enjoyed the meal. He finally said that he enjoyed my company and that the next semester I should move in with him since his parents were paying for the place I could stay for free and dress whenever I wanted. I told him that I thought that was sweet of him, but I had to talk to my parents about not living on campus. He said that he would wait for my answer since we were having a good time together. I wanted to say yes but didn't want to seem too eager. That afternoon I spoke with my parents telling them a little white lie about how we met and why he asked me to move in with him, but I didn't tell them that the rent was going to be free. So after some discussion they said that I could as long as they could speak to him since he knew my parents didn't know about me and listening to what I said over the phone he got my parents to let me move in with him at the end of the semester for the summer.

I told him that we should go and get tested so we can have sex without the use of a condom. He wasn't sure about it but after I kissed him and stared lovingly into his eyes he said he would. So that's how I came to live with Dave. Our romance grew and I met his parents and they didn't notice anything about me being a male. His parents were really nice to me and treated me like a daughter. When we got back to our apartment I had moved in most of my stuff and would dress as a girl whenever we were not in classes. I loved the weekends we would lounge and have fun and go to parties. He hardly ever let me out of his sight which I loved about him. After another year he proposed to me even though we couldn't get married, but I accepted and we have been engaged he got me the most beautiful ring that I could have ever wanted.

When we both graduated a couple of years later he got a good job at a private school teaching. So I stayed at home and did some work at a local theatre as a female of course. We had my last name officially changed to Day that is his last name. So that we could have the same name and share everything as if we were married. Only our attorney new about my real sex, but he couldn't tell anyone so he could help out where we needed. I had breast implants and also started taking hormones to get a better feminine feel and curves. We now live in a nice house in the middle of nowhere so we could have privacy all around us. After a couple of years in the summers we started taking trips around the country visiting all the places we talked about.

I have finally come to realize who the real me is. I have started using my engineering degree as a consultant since I kept my first name the same only the last and there is no way that they could find out about my sex unless they really did research of my past. I just love Dave if it wasn't for that one night at the party none of this could ever happen.

 

The End

  

  

  

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