Author:SissyAndi (SissyAndi@safe-mail.net)
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, but are mostly based on the author's true experiences. All Stories are the property of the Author. Any feedback would be greatly appreciated. Thanks to all of you that have emailed me so far.
Chapter 9
I was confused. I had hated every thing Brian and Jason had done to me and I was repulsed by Jerome, but every time I seen Tony I caught myself smiling and thinking about the day We danced. He held me in His strong arms, my arms around his neck. Every time I thought about it I got a warm feeling and felt my cock started to stir.
What was wrong with Me? I was sitting in the library thinking about things when Jamie sat down. He looked at and asked what I was thinking about. He was the closest thing I had to a friend at school but of course I could not tell him the truth.
I just said it was a lack of a love life and laughed. He said tell me about it. I know he had a crush on this cute little brunette and while Jamie was a really nice guy, He was shy, skinny and kind of a nerd. Chances were that if he ever got the courage up to ask her out she would say no.
It was Friday and Jamie asked me what I had planned for the weekend and I said probably just stay home and play on the computer or play video games. He said it sounded like fun but before I could ask him if he wanted to come over, he said he was going out of town with his family. ____________________________________
So here I was on a Saturday night sitting in my room watching some boring movie. When I heard the doorbell. I figured my Mom would answer it. A few minutes later I heard Mom call for me. As I walked into the living room there stood Brian. I Froze, I had no idea why he would be in my house this time of night.
My Mom informed me that Brian had stopped by to see if I wanted to come over and play a new video game he had. I thanked him but said maybe some other time. Brian said he was thirsty and could he get a glass of water. Mom said sure, Andy take Brian into the kitchen and get him a glass.
As I was getting Brian his glass of water, He pushed me up against the counter and informed me that he had already had a bad night, he was frustrated and that he was still pissed, so I had better do what he wanted or he would just have to mail some pictures to my Mom.
After Brian has finished his water, we went back to the living room and I informed my Mom that Brian had talked me into it and that I would be home early tomorrow morning. I started out with Brian when Mom asked shouldn't I take some clothes to sleep in.
Brian laughed and said he doubted if we got much sleep. I went to my room and stuffed some clothes in my book bag. I was dreading this but had no choice.
As we walked to Brian's house, he told me about his night so far. He had a date with Karen his new girlfriend. They were making out and she was driving him wild, then all of a sudden she stopped him, said it was that time of the month and she wanted to go home.
We went in and headed upstairs. I dropped my book bag inside his door, I had a feeling I would not need any of my male clothes tonight.
I followed him into Shannon's room. He was already going through the closet. He handed me a short black skirt. A white sleeveless mesh shirt. He looked in Shannon's lingerie drawer and came up with one of her old black bra and the matching panties.
He told me to get dressed. I asked him if he wanted me to wear the red haired wig. He said he had planned on fucking a blonde tonight and gave me an evil grin.
He left and I started undressing. After I was naked I pulled the panties up my leg. I hooked the bra and turned it round. I realized something wasn't right. Then it dawned on me. Shannon was a nice 34c. I rummaged around and found some old pantyhose and stuffed and molded the cups to look like I had a nice size chest.
I pulled the skirt up and zipped it into place. Then I pulled the shirt over my head. I found a brush and fixed my hair. Added some blush and red lipstick. I found the same pair of 2 inch black heels that I had worn before and slipped my feet into them.
I looked in the mirror and noticed that with breasts I looked pretty good.
I went looking for Brian, he was not in his bedroom so I figured he was downstairs. I went down the stairs, I was getting decent at walking in heels.
I found him sitting on the couch naked and drinking a beer. I was starting to wonder if he had a drinking problem.
He seen me enter the room and stood up. He said it was about time and started toward me, He grabbed me by the arm and lead me to the couch. instead of sitting down, he threw me over the arm of the couch.
He ripped the panties off of me and I could tell he was all worked up and in a hurry as I felt his rock hard cock start to jab at my ass. I pleaded with him to use some kind of lube, he said "Shut the fuck up and take it bitch."
His cock finally found my anal ring and I felt him pushing against it. Oh my God it hurt so much. "No Brian!!!! Stop it hurts."
The head popped through, you would not believe how much it burned, my ass was on fire. I was begging him to slow down, but I think at that point he was so overcome with lust that he did not even hear me.
By now I was crying because it hurt so much, Brian did not care he was to busy raping my ass. In and out, In and out. He was breathing heavy and pounding my tender ass. "Oh Karen you fucking slut I knew you wanted to get fucked tonight." He was calling me Karen?
Jerome was rough when he fucked me but even he was nothing like this. The pain was so intense it felt like he was tearing me up inside. I may never walk right again.
Finally I heard him scream "OH FUCK, KAREN YOU ARE SO FUCKING TIGHT, HERE IT CUMS" then He drove his cock deep and held it there as he emptied his balls deep into my ass. The cum hitting my raw ass caused the pain to intensify until I thought I was going to pass out.
He laid there on top of me panting, his cock still in my butt. I figured he would eventually go limp and slip out of my ass. I was wrong. After several minutes I felt him start to move again. Instead of pulling out he started working his cock in and out of me once more.
At least his cum had lubricated me and it did not hurt quite as bad as when he fucked me the first time but it was still very painful . I felt him getting harder inside my ass. He was taking long slow strokes this time. He was in no hurry to come again.
He was slapping my ass occasionally as he fucked me. "I will teach you to tease me then turn me down you fucking whore." He thought I was Karen or he was pretending to fuck Karen.
After 20 to 25 minutes later, he started picking up the pace. My knees were starting to get sore along with my ass. He was starting to moan again. I felt him stiffen and then he was shooting his cum into my ass once again.
This time after he came, he pulled out and collapse on the couch. I just laid across the arm, to sore to move. My eyes close, tears running down my cheeks. cum running down my legs.
I heard Brian say "That was one hot fuck, I need another beer. Maybe you should bring two I really worked up a thirst."
My legs were weak and I was not sure they would support me as I wobbled toward the kitchen. While I was there I took the time to use a paper towel and try to clean the cum off of my legs.
When I returned I handed Brian his beers. Asked him if I could go clean up. He said sure why don't you take a shower and clean your sissy cunt. When your done put on that purple teddy you know I like.
I stripped off the skirt and blouse, took off the bra and got into the shower. I let the warm water wash over my sore body. After several minutes I dried off and went to Shannon's room to find the teddy. I got dressed, attached the stockings, put my heels back on and fixed my makeup.
I walked by Brian's bedroom and he was laying on the bed. As I walked in I was not sure what he wanted me to do so I just stood there awaiting his next demand. He said "I thought you were going to take all night." While I recover why don't you make yourself useful and clean up my room."
I started picking up his dirty clothes. They were spread all over his floor. I took them and put them in the hamper in the bath room. Then I picked up the trash. He told me to take that downstairs and put it in the trash can outside the door.
When I came back Brian told me that all I had to do was to vacuum the carpet and I would be done. He told me where the vacuum cleaner was and I went and got it. By now my feet was starting to hurt as much as my ass was. All this walking in heels was getting to me.
I finished the cleaning and put the vacuum away. It was almost 2:30 in the morning. Brian said it was time to have his cock sucked. I crawled on the bed and got between his knees. I started kissing and licking his cock. I figured this was better that what he had done to me earlier.
As I started to suck his cock I almost gagged. he had not washed it since he had fucked my ass. I was tasting sweat, dried cum and something tangy. I did not want to think what that was.
Once he was hard again he pushed me away and scooted over he told me to lay down. I was wondering what he had in mind when he grabbed my legs and forced them up and over my head. He slide my panties to the side.
I watched him line his cock up and start pushing into me yet again. God my ass was sore but he slipped in easily. I closed my eyes trying to block out what was happening. That is when I felt Brian slap me hard across the face. My eyes flew open in surprise.
"I want to see the look on your face while I fuck you, you little slut. Tell the truth, you love being fucked like a little girl" He was taunting me.
"No Brian, I don't like it" I replied. "I hate it."
SLAP..."Don't lie to me, why else would you let me, Jason and who knows who else fuck you?"
I was crying again, I seemed to be doing that a lot lately.
He was holding my legs high and spread wide. He was pumping in and out of me, calling me names like bitch, whore, slut, sissy, faggot.
SLAP.."I told you to keep your eyes open and to look at me while I fuck you."
Tears were running down my checks from the sting of the slaps and the humiliation of his verbal abuse.
As he was fucking me my little cock was trapped between our bodies. It had to be the friction of my satin panties rubbing against my cock head because I was hard. Sure it was small but my cock was rock hard.
I tried to stop it. I really did. But I could not hold back any more. I moaned "No please No" as I started to cum coating my panties with cum.
With every strand of cum I shot my ass spasmed. That along with the stimulation he got from humiliating me, I felt his cock twitch and then for the third time that night he was shooting his load of cum into my ass.
The whole time he was staring at my face and forcing me to look into his eyes.
When he pulled out he seen that I had cum also. He said "See little faggot it turned you on and you loved it."
I did not answer him because there was nothing I could say.
He let my legs go and got off the bed. He told me to take my sticky panties off. Then he took them from me and said that they need to be cleaned before the cum dried. That's when he shoved them into my mouth and told me to suck all the cum out of them.
After sucking the cum out of my panties I dried them and put them back on. I was sitting on the bed when Brian came out of the bathroom.
He turned out the lights and crawled in bed. He told me I could sleep on the floor at the foot of the bed. As I lay there I heard him start to snore lightly. I must have been exhausted because it was not long until I was in a deep sleep.
Dear Readers,
I have decided that this will be the last chapter of Andy And The Team. Its not football season any more and the story line is taking a different direction.
Don't worry though, Andi and most of the same characters will be back. I will start posting chapters of "ANDI'S ADVENTURES" soon. It will pick up where this chapter left off.
Thanks again for all the support, encouragement, and emails I have received.
KISS, KISS, Andi