This is not fiction. I have not put names to keep him anonymous in respect of his memory. burcutv@yahoo.com
This happened at age 15 (I am 18 now). I have full red lips, tall, slender and my ass was round like a girl and I have a very small dick (now it is 4.5").
When I got my PC I discovered this shemale things. Seeing a girl body with a big cock was awesome and after a while I found myself masturbating in front of PC and later inserting things in my ass. I liked it. Started with pencils and I mastered with candles and later with vegetables now I have a big collection of dildos and butt plugs. Meanwhile I also started stealing my sisters undies and wear them secretly.
We lived at the same building. A two floor house with seperate entrances. This friend was 15 too. He was a masculine type and as he played soccer at school he had a nice body and his muscles was good for a boy at his age. I secretly admired him. When I was alone I always dreamed him taking me as a girl or better as a shemale.
We played games after school like any other kid at our age. We also played at our homes.
His parents were away for the weekend and he was going to stay with us for 2 days. As we lived in the same building we went to their house that afternoon, we played FIFA on his PC then we started to surf internet; some nasty stuff, pics and etc. When we found a password for a site we entered. It was a continous movie and of anal sex. I could see him getting excited. I was more excited than him as the guy pounded that girls hole with his 8" cock.
I offerd him if he wanted to see something different. He agreed and I typed in the my favourite site of shemales. Huge load of free shemale pics. While we were looking at the pics of Meghan Chevalier he suddenly exclaimed: "Hey! You look like her a lot".
Yes I look like her a lot except my dick. I giggled and the idea came into my mind.
"Can you take a pair of panties from your moms drawer?"
Her mother was a tiny woman. A brunette bombshell with perfect tits and round ass. I think she was just a little bit bigger than me in size. I explained
"Lets see if I really look like her".
He brought a pair of black see through g-string, black nylons, a bra and her mother's sandals. "If we have to do it we have to do it right" he said.
I was very excited got undressed in front of him. When I took off my boxers he was very surprised by my size. My dick was rock hard but very tiny. I first put on the bra with his help. We stuffed them with his socks. Then I put on the g-string. God! It felt very good especially between my asscheeks. I sat on his bed and put on the nylons. And finally the sandals. I turned around. He seemed to like it when I walked wiggling my ass.
"Hey! You are beautiful" he exclaimed.
"Thanx honey" I said trying to soften my voice.
He then sat again at the desk and I next to him. We were looking at the delicious shemale bodies. I could see him looking at my nyloned legs and I was touching his legs with mine.
He was getting a hard on and started rubbing his cock over his shorts.
"Why don't you take off your shorts and boxers?". "Besides you have seen me naked".
He first pulled his shirt off, then his shorts. He was with boxers and I was dying to see his cock. I estimated it was about 6 or 6.5 inches. My dick was aching, I never had such a hard on before. He then suddenly pulled his boxers down and there it was. His cock was 7" with a purple mushroom head and was very fat. I couldn't take my eyes off form that monster.
"Boy, you are huge!" I said.
I started to play with mine and asked him to switch back to that anal movie again. While we watched he started to stroke his cock too. I pulled my dick out off the panties and played with my balls and stroked my dick with two fingers, and all of a sudden my left hand was between my asscheeks. I was so excited and couldn't help myself. I started to massage my asscrack.
He now was watching me but I could see that he is excited as his strokes was getting faster. I asked if he would like to touch my legs over the nylons. He started to caress my legs but didn't stop wanking. I pulled my finger out and asked
"Do you have a candle?".
He came with a candle and held it to me. It was about 5" long and 2" in diameter. I slowly pulled the g-string on my ankles and settled on his bed. Pushed the candle in my wet hole. It slide easily. He was not stroking his cock any more but he obviously liked the show. I was pumping my hole with the candle and moaning. I pulled my legs on my chest and continued the candlefuck wanting to make him see all my boycunt. I was looking at his hard cock as i push the candle deeper. Imagining it was his cock. Thinking of that made me cum all over my belly. And while the candle still in my hole I licked my own cum with my fingers.
"Now its your turn" I said with the soft voice. "I want to see you cum".
I put the panties on again. Candle was still in me. He started to stroke again. I settled on the other end of the bed facing him. He was looking at my ass. I reached for his balls with my foot and started to massage them. Nylons was getting him very excited. I moved my feet on his cock and started to play with his cock with nyloned feet.
He was rock hard and I could see the beautiful view of precum oozing. I couldn't resist any more. With my finger I took the precum and licked it. I got closer to him and asked him to play with the candle. He started to move it inside my ass and I hold his cock and stroked it.
"Want me to do something else?" I asked.
"Like???"
"mmmmm maybe you would like to feel my lips"
He didn't answer but I took it as a yes. Still holding the base of his cock i wrapped my lips on his cock. Oh! it was the first time. I only have seen this on pics and movies. But he never gave a blow job before. First I was kissing the head and stroking the base but later I managed to suck too. I was taking some of it in my mouth and without pulling it out I was coming up to the tip. I felt his hands on my hair. He was really enjoying it and moaning with pleasure. This made me even hornier. I tried to take all of him in my mouth but he was huge. By that time he was pumping my mouth and I was gagging. I felt something strange. His cock was throbbing, he tried to pull it out but i wrapped my lips pushed my head onto it. This made him shoot his cum down my throat.
Ahhhh! First time I was tasting someone elses cum. Warm, sour and salty. I was gulping it but he was continuing to fill my mouth. His cum was oozing from the edge of my mouth. I was eagerly drinking all he was giving to me and still stroking his huge cock. I stayed with his cock still in my mouth for a while then he pulled it out. Boy! The view was great. He was still hard and that big cock was covered with my saliva and his cum.
I made him lay down and cleaned his beautiful cock with my mouth. Then I lied next to him. Hold his hand and thanked to him.
"Thank YOU" he said and gave me the very first kiss.
It was very passionate. Oh it was heaven.
We stayed in bed for about 15 minutes. He continously caressed my body while we were lying. I was still excited because of the pressure of the candle in my hole.
He then said "Baby can we do it again?"
"Hell yes! Anytime you want."
"What about now?"
"I said anytime honey"
He kissed me again. His hands were between my legs slowly playing with the candle.
"Wait!, does your mom have a wig?"
"Yes."
"Lets get into her room honey I want to be a girl for you."
We found the wig. It was a reddish brown wig. Shoulder length. We have found also some makeup things. He has chosen a wine red lipstick for me. I tried to put it on. Not bad for the first attempt. Not the best but for a beginner it was ok. Some brownish eyeliner. This was hard to apply. We laughed a lot when I finished. Then maskara. It was ok too.
He kissed me again and I had to reapply the lipstick.
There was something disturbing me. It was my dick. Small but still erected.
"Honey, can we find a solution for this?"
The idea came from him.
"If we tuck it between your legs and keep it there you would look great"
But how? First we had to get rid of this erection.
I pulled down the panties. Started stroking my dick.
"Come on honey. Pump that candle"
He started to pump it wild in my ass as i continued to stroke. It took about 2 minutes for me to cum. Not as much as my first but I came all over the floor and cleaned everyting with my tongue. We then decided to put away the candle too. The pressure of it could make me hard again. Yess. my dick was now getting soft.
We found a large ribbon. He tied it on the head of my dick. Not too loose and not tight. I put a belt around my waist. He then securely tied the other end of the ribbon to the belt making sure my dick was tucked away.
"Babe this looked like a pussy" he exclaimed.
I looked at it at the mirror. Yes the view was not bad. The position of balls and my tucked dick was made my pubic area look like a cunt.
I put on the panties again.
"Honey, are you ready to make me YOUR woman? Will you take my cherry today?"
"Baby yes yes I will take your cherry and make you MY woman"
He hold me tight in his strong arms and kissed me. Then he pushed me on his mothers bed. Climbed on my chest. His cock was right in front of my mouth. I hungrily took it. Started to suck. I was licking the head then taking it in my mouth pulling it out and sliding my tongue down on his balls, up on the mushroom head again.
My dick was trying to get hard but the ribbon was preventing it.
"Babe I want to do you"
Oh my God! Dreams were coming true. I was going to be fucked. Just like in that anal movie. He was the boy and I was the girl.
The only problem that we haven't tried this before. He had an enormous cock. Although my ass was trained I never had something close to his size. What was te best position for that?
"Lay down on your back baby".
I was obeying him now. He was the man and I was the helpless little girl. Obviously he was going to try what we have seen in that movie. The girl was on couch legs spread wide and up, and the boy was fucking her ass.
I pulled my legs up and spread them. My ass was fully in his view. I think it was very inviting. He came close. Aimed his cockhead onto my asscrack. Pushed a little.
"AHHHHHHHHHHH" he pulled.
But I could see that he was very excited. He pushed again.
"AAAAAAGGGGGGGGGGGGGGGHHHHHHHHHHHHHHHHHH...AWWWWWWWWWWW...STOPPPP PLEASE STOOOOOP" the mushroom was in my ass.
He started to push again. Oh it was hurting a lot. Tears were coming from my eyes. I could feel my ass was stretching around that monster cock. He was holding my ankles and still pushing.
"STOOOOOOPPP OOOHHHHH STOOOOOOPPPPPP PLEASE PLEASE IT HURTS"
He was so excited. Not hearing and pushing. Finally I took all that 7" up my hole. I was feeling his pubes on my butts.
He stop there and looked in my eyes. I looked into his eyes too. Tears still were coming but I wanted him to take me.
"Stay there honey. Wait please. You took me and I will be yours. But please wait"
He waited and I managed to relax my assmuscles. I think I was enjoying it as I realised my cock tried to erect again.
"Pull it a little honey" I said softly.
He pulled and stayed there. Mmm it was good. I was enjoying it.
"Now start to move honey slow at first please"
He pushed again and started to move in and out. While he push I was relaxing my muscles and when he pulls I sqeeze. He was still holding my ankles and increasing his pumps. I was moaning with pleasure on each thrust.
Finally he was fucking me. The boy I was secretly in love and making me have wet dreams was taking me.
I wrapped my legs around his waist. Now he was pumping my cunt and i was controlling his thrust. He was really enjoying this. I was his girl. We were no more virgins.
As he got more and more excited he pulled my bra away and started to pinch my erect nipples.
It felt so good and I shoot my load on his mothers bed. I was moaning with pleasure and with each thrust I squirted more cum. I reached and took some cum in my fingers and started to lick.
This made him more excited and he pushed that monster deep inside me shooting loads of sweet cum.
I locked him in me with my legs. His cock was throbbing and still shooting in me. I finally dropped my legs and he pulled out with a pop. His cum oozed from my loosened ass. He pushed 3 fingers in me and take that mixture of his cum and my juices.
I licked it again and again.
"Honey. Can you bring me a wider candle?"
"For what?"
"I want to keep your babies locked in my canal."
He carefully inserted a 6x5" candle in my ass. I put on panties again.
We have found a cute nightie. I reapplied my makeup and sent him to upstairs to tell my mom that we would spend the night at his house.