My first time with a guy

I had long experienced wearing women's cloths for a long time but this time I actually got caught.

One day my mom left to work I usually stayed home because I had homework and also because it bored me to go with her. I was only 14 years old and I longed for the moment that she would leave so I could wear her cloths and paint myself.

Once she had left I closed all doors and walked in her room were I pulled out a bra, garter belt aswell as panties and stolkins. I also found a tight dress and some heels. I quickly undressed myself and started to put on all the silky cloths and when I was done I started painting myself. I remember that I would tuck my then small penis in between my legs and I would stuff the bra. Since I had kind of long hair I would just brush it so I would look more girly like.

When all was done I would look at myself in the mirror and then I would lay face down on the bed just imagining that I was getting fucked by a man.

Without me knowing a friend of the family that had a key to the house was coming in the front door. He was a strong tall man that usually came to the house to work on it since he was a carpenter or something like that, i cant remember. I was to busy feeling my legs with the stalking to notice. All of a sudden the door knob started to turn in my mothers room and in came in my mothers friend.

I turned to him quickly while my heart dropped to the floor. I was embarrassed to see him there and I quickly jumped of the bed and tried to run out. At that moment he grabed me from both arms and held me there as he looked down on me. He said "you look pretty", I could not believe what I was hearing, he was not mad or he didnt seem like he was going to say anything to no one.

All he said was, "were are you going?" I couldnt even speak, at that moment he grabbed my face and he kissed me. I had never even been kissed by a girl at that time. I remember that he stuck his tounge insde my mouth and it didnt feel bad but I was to nervous and all I could think about was to run away.

He then turned me around facing the bed while he rubbed his package on my ass, since I was wearing heels I could feel it hard in back of me. Then he shoved me to the bed, I didnt know what he was doing until he came from back me and held my head to the bed as he lifted the dress and unbuckled his pants. I remember that he let go of my head and I managed to pick my self up with my arms but I was stil bent over on the side of the bed. He told me he would not say anything but I would just have to take what was coming to me. I was scared I realy never even stuck my finger up my ass, I did not know what I was about to feel.

Next thing I knew he spit in between my butt cheeks and at that moment I felt something hard and hot in-between my ass cheeks. I couldn't believe that was a cock. It was huge. As soon as that thought was in my mind he grabbed me from my hips and shoulders and started to enter my ass. Wow did it hurt when he tried to enter. It would not go in. So he turned me around and told me to get on my knees. I was to nervous to do anything so I was paralyzed. That was the last time he would ask me nicely to do anything.

He pushed me down on my knees and that was when I saw a huge cock right in front of me. It must have been at least 8 inches but for me it looked huge. He slapt me with it and then he pushed it in my mouth. I always wondered what it would taste like and I was getting really excited. He all of a sudden took it out and he slapt me with it one more time and told me that i was using my teeth. He told me what to do and then he shoved it back in. I started to get that hang of it until he said "here it goes bitch" and then he slammed it in my thought, I remembered I was gagging alot until he took it out and said he was ready. I didnt know what he meant but he grabbed me by my hair and picked me up and made me bent over one more time.

This time he just introduced his penis half way in without warning. That made me scream in agony. He started pumping it in while he held one arm in back of me and pushed my back down on the bed. I begged for him to stop but he wouldn't. He then came out of me and I figured that it was over.

I saw him go quickly into the bathroom, making alot of noise he finally came out with some type of gel in his hands and penis. I could still see the smear of my lipstick on the base of his penis. I found out later it was vaseline. Without saying a word he got on top of me and lifted my legs easily. I was so tired of struggling that I had no strength left. And he stuck it in again. He pumped me for some time while I tried to get away when he says "Are you ready for all of it" I said "no stop please" he flipped me around grabbed me from my hips and jabbed that dick in me with no mercy.

It hurt so much but after a while of him fucking me I got hard and started to get on all fours. he noticed and said "your loving it know aren't you bitch" I didn't answer but I noticed I was humming in pleasure. I started fucking back with my hips. I could feel his pubs hiting my has and balls and that got me even hotter. All I could here him say is "how I love raping you, you fucking hot bitch." And as I was about to finish I felt him twitching inside me and something warm came out. He had comed inside me. I was so exsahusted I remember as soon as he took it out he though me down on the bed and as I turned to him he slapted me with his penis still with come and told me to suck it off. I tasted come for the first time right there.

I really worked that cock and left it dry. While I did that he jerked me off and stuck a figure inside me until I came. Ahhh it was so good. But he told me not to tell or else. He got up put his cloths on and left me on the bed, my ass covered in come and with alot of makeup smeared and still with bra and panties.

i took a shower and that was it. But he kept on visiting me certain days just to force me into having anal sex again and again. I will tell you guys the rest later.