Andis Adventures

By Andi

Published on Dec 20, 2008

Highschool

Disclaimer: SissyAndi stories contain sexually explicit descriptions of consensual and Non-Consensual sexual activity and are not suitable for reading by anyone under the age of 18, or anyone offended by reading such material. These acts include bisexual activity, cross-dressing and other fetishes and perversions. The characters in these stories are fictional. All Stories are the property of the Author. Any feedback would be greatly appreciated. Thanks.

Authors Note: The following story is part of the ongoing saga of Andi, a 14 yr. old cross dresser. While it is my hope that each chapter will be entertaining as a stand alone story, I suggest that all new readers go back and read the "Andy And The Team" series. It contains a lot of back ground information that will help explain the stories contained in this series.

Andi's Adventures Part 06

It was the last period of the day. I was anxious to get it over with and go home. Maybe slip on my favorite nighty, borrow my Mom's 12 inch vibrator and pretend I was sucking on Tony's Cock.

I had started fantasizing about making love with Tony. I know it was just a fantasy. Yes Tony was nice to me, but I was pretty sure he did not feel about me the way I felt about him. Plus if he ever tried to fuck my ass, that huge cock of his would tear me apart, but I was starting to wonder what it would be like.

OK, thinking of Tony got me side tracked. Sorry.

It was the last period of the day. That was when I was called to the principals office. I thought what now? Was I in trouble for something?

When I went into the Pricipals office, He said for me to sit down. He looked at me weird and said "Your hair has really gotten long since football season."

I did not know what to say so I just sit there.

"Anyway, that's not why I wanted to see you. I was wondering if you would do me a favor. Brian got hurt at wrestling practice yesterday and he has to be out of school the rest of the week. I was wondering since you lived close to him, would you drop off his assignments for me."

What could I say? "Sorry sir I am not going into the house where Brian has repeatedly abused me." Instead I heard myself agree to do it.


I knocked on Brian's door, he yelled that it was open and for me to come in.

When I entered he looked at me and said "what the hell are you doing here?"

I explained to him that Principal Jenkins had asked me to drop off his class assignments. I handed him the large yellow envelope with his assingments.

I seen his foot all taped up so I asked him what happened.

"Its just a severe ankle strain. The Doctor said not try and walk on it for a few days." He had A smile on his face, he must have had some really good pain killers.


The next day when I went to Brian's with his homework assignments. Brian told me to come in. He was sitting on the couch with just shorts on and casually rubbing his crotch.

I had a bad feeling about this. He took the paper with his homework assignments on it and told me to go get dressed. I told him I had to go I could not do it today.

"OK I guess I will have to start sending out the emails I have ready. Wonder what everyone will think of the pictures of you with a cock in your mouth?"

I lowered my eyes in defeat. He told me to go to Shannon's bedroom and put something on.

I looked around and found a black lace teddy. I slipped it on, applied some lipstick and headed back out to where Brian was.

When I entered the room He was already hard. "Whore, I want you to make me feel better. " He told me.

I went to him and got on my knees. I quickly popped the head into my mouth and started to suck on it. He told me to go slow and do not forget his balls.

I let the cock slip out of my mouth and started kissing and licking his balls. Licking up his hard shaft. I returned to sucking his cock. I wrapped my hand around the base and was jacking him off as I sucked.

Brian was moaning and telling me how much I had improved as a cock sucker. He had his eyes closed, his hand on the back of my head. I was working my lips up and down his cock.

It was just over three months since I had sucked Brian's cock for the first time. It was the night before homecoming and I was dressed like a cheerleader. I must have stopped what I was doing as I was thinking of everything that had happened since then because Brian thumped me on top of the head and said get back to work.

I started to increase the speed in which I was deepthroating him. He liked it when I took all of his cock into my mouth. He was breathing heavy as he grabbed the back of my head and started thrusting hard and deep into my mouth.

Instead of shooting in my mouth this time, he pulled out at the last minute and cum all over my face. After he finished cumming, I was kneeling there, cum in my hair, cum in my eyes, and cum running down my chin.

Brian ordered me to scoop off as much as I could and swallow it. Then to clean his softening cock. as I finished licking him clean, he told me to get him a beer from the kitchen and then I could change and go home.

I went home and wash the dried cum out of my hair, did my homework and took a nap.


The next day was almost a carbon copy of the day before. I went to Brian's, put on lingerie and sucked his cock. This time he was generous enough to cum in my mouth instead of all over my face.


On the fourth day when I went to Brian's, it started much of the same. I went to Shannon's bedroom and put on the black teddy with the snap crotch. Went back to the living room and kneeled before Brian and started licking and sucking his cock.

When he was rock hard He pushed me away. He told me to get a kitchen chair, I had no idea what he had in mind but I went to get the chair and I brought it back to the living room.

I helped him to it and he sit down. Next he told me to go get some kind of lube out of the bathroom. There was a small jar of KY jelly on the counter and I took it back to where Brian was.

He told me to grease myself up. I unsnapped the crotch of my nightie. I got a glob of cream onto my fingers and started working them into my ass. when I was ready he told me to face away from him. Then I lowered my ass onto his cock. I felt the pressure of his cock head pushing against my ass.

I let out a moan as the head popped in. I slowly lowered my ass down his cock until I felt him all in me. We sat like that for a few seconds before Brian told me to start working my ass up and down his cock. I started slowly raising and lowering my myself on Brian's hard cock.

Brian was loving it because he was moaning and he kept mumbling "Oh Yea." i must have fucked him for 15 to 20 minutes when I felt his hands on my waist. He started lifting me and then slamming me back down and driving his cock deep.

He was working up a sweat as he was fucking me. he eventually let out a growl then he came hard into my ass. Finally he lifted me off of his softening cock.

He seen my cock was hard and he ordered me to stand there and rub "My Clitty" until I came.. I started working my hand up and down my cock and though it was humiliating it was not long until I was cumming all over my hand. Without being told I started licking my fingers clean.

He told me to clean his cock. I kneeled before him, took a deep breath, then started licking his cock. I was tasting his cum, KY jelly and who the tanginess of my ass.

I was licking him clean and he was starting to get hard again. I continued to lick his cock until he was rock hard. I was hoping he would tell me to stop when I had cleaned him off but he put his hand behind my head again guiding my mouth up and down his cock at the pace he wanted.

It took him forever to cum again but when he did he flooded my mouth with another load of sticky white liquid. Finally he let go of my head and allowed me to remove my mouth from his cock.

He allowed me to go get dressed and as I was about to leave I heard him say "To bad I will be going back to school soon. Its fun to have a slut blow me everyday."


More to come, especially if I keep getting positive feed back. Thanks to everyone who has written to me so far.

Next: Chapter 7


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