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 aremostly based on the author's true experiences. All Stories are the property of the Author. Any feedback would be greatly appreciated. Thanks.
Andy And The Team Chapters 1-3
CHAPTER ONE - (BACK GROUND)
Fist off let me tell you about myself. My name is Andy and I am 14 years old. I am 5' 9" and only weight 130 pounds. I have blonde hair and blue eyes. After My mom divorced My Dad, she decided we needed a change. So she got a new job and we moved to a small town in N. Carolina.
I grew up near Jacksonville, Fla. Now we live just west Of Charlotte, NC. I played soccer at my old school and was good at it. My new school did not have a soccer team so I decided to try out for the football team. Thanks to playing soccer growing up I had strong legs and proved to be good at kicking field goals and kicking off. So not only did I make the team I was starting.
My first week of practice I meet Brian, he is a Senior, 6' 10" 290 pounds of muscle and is the starting nose guard on defense. He is being recruited by several local colleges. He has short brown hair and eyes you can get lost in. As it turns out Brian and I live on the same road. There is one house between us. He was nice enough but since I was the new kid and a freshman we did not become good friends...at first.
The first week of school was miserable, no friends, learning a new school, meeting all new teachers. That Friday we had our first game. It was a hard fought close game and we were behind with less than 1 minute to go when Brian recovered a fumble on the 30 yd line. We had time for one more play. The coach sent me in and I kick the ball for all I was worth. It barely cleared the bar but it was good and we won.
After that things improved. Students were nicer to me and I was really part of the team. Brian invited me to ride to school and home from practice with him. He even invited me in to play video games with him. He was smart, funny and I enjoyed hanging out with him.
Then I met his sister Shannon. OMG she was Gorgeous. Long blonde hair, big breasts, and the cutest butt you ever saw. Now I was just 14 and had not even kissed a girl, but had discovered masturbation, and let me tell you she was the center of my fantasies. She was a Freshman in college and lived on campus.
CHAPTER 2-(HOMECOMING)
I was happy and everything was going good then came Homecoming week. It seems it was a tradition that for the Homecoming pep rally the seniors picked 5 or 6 new players and they had to dress up like a cheerleader. Naturally I was chosen to be one of the five.
Usually it is just guys dressing like girls for laughs and recieve good natured ribbing. I was telling Brian I could not do it. I could not wear any of my moms clothes and she definitely had anything like a cheerleading uniform. He told me to relax, that Shannon was a cheerleader in HS and I could probably fit into her stuff.
Since the Pep rally was the las period on Friday afternoon, Brian talked to Shannon and she agreed to come home on Thursday and help me out. Since their Dad worked second shift he never got home before Midnight.
So after practice on Thursday I rode home with Brian. He asked me if I was nervous and I said yes. When we got there Brian said that Shannon would not be there for about 30 minutes so he offered me a beer. It was the first beer I had ever tasted. While we waited I drank a second beer and I was feeling the effects of the alcohol. Finally Shannon showed up and she told Brian to amuse himself while we went to her old bedroom which she still used when she was home.
She told me to strip. I was so embarrassed that I just stood there. She said if I wanted her help I would do it now. Still I could not do it. Finally Shannon slapped me hard across the face and told me to STRIP NOW!!! i was in shock but followed her directions. When I was down to my underwear I stopped. She said they had to go too. Afraid of getting hit again I slid my underwear down and stood there naked.
The school colors are red and gray but the cheerleading uniform I would be wearing was white with red trim. She handed me a pair of red panties and told me to put them on.
After I slid them up my leg she handed me a pair of tan colored tights. and showed me how to put them on. She pointed and laughed..Oh God I was getting hard. She told me I must really be enjoying this and maybe I wanted to be a girl. I an sure I blushed several shades of red. Finally she handed me the white skirt to put on. She said so good so far and it was a good thing I did not have much body hair.
Shannon handed me a white bra...32B. She said she had not wore it ince she was 13 but not to worry, a lot of guys like girls with small boobs and laughed again. finally I put the sweater on. I looked in the mirror and as you would expect, I looked like a guy in girls clothing.
She said just wait and set me down at her makeup table. She showed me how to put on makeup...and how to take it off. I Put it on and took it off 4 times before she said I was good enough. Then she went to the closet and came back with a long red wig. then she led me to a mirror and the girl looking back at me was really cute.
She made put on an old pair of white socks and a pair of pink tennis shoes she had in the closet. Then she looked at me and said it was time for my debut.
She lead me from the bedroom to the family room where Brian was still drinking beer and watching TV. She told Brian to close his eyes..then pushed into the room to stand in front of Brian. She said surprise!!!!! And Brian opened his eyes...the look on his face was odd....and kind of scary....finally he said WOW Shannon you did a good job, if I did not know who it was I would want to hit on her.
Shannon laughed and said wait here...while she was gone Brian just stared at me..it made me nervous....Shannon returned and I seen a flash...she was taking pictures...she started telling me how to pose...the she told me to turn around and shake my ass....she came over and flipped up my skirt...flash....she took several more before she said that she needed to get back to her dorm room.....she handed the camera to Brian and asked him to upload the pictures and email them to her.....
As she left she told me she knew I would be real popular tomorrow at the pep rally.
CHAPTER 3-(ALONE WITH BRIAN)
As I heard Shannon drive away I started back up the stairs to change....Brian said wait lets go to his room and see how the pictures turned out....when we entered his room he told me to sit on the bed as he sit down at the Computer....instead of hooking the camera to the computer he started taking more pictures...he told me to show off my legs....I asked him to please let me go change..as I started to get up he stood and pushed me back down...
"Please Brian" I begged...let me go get changed....that's when he slapped me....I seen the look on his face and it scared me....I tried to make a run for it..but he was faster and of course stronger...he punched me in the stomach knocking the wind out of me....I doubled over and he caught me and picked me up and carried me back to the bed...He said "listen slut, you will do what ever I say or I will beat the crap out of you and then do what ever I want anyway"...I asked him why he was doing this to me..and he laughed hard and said because he could.
He then told me different poses he wanted me in.....even made me take off my shoes and socks....he took several pictures of me sliding my pantyhose off...then he told me to take off the skirt and sweater....snapping pictures the whole time.
Finally after he took several of me in bra and panties he put the camera down....he said he had broken up with his girlfriend right before school started and he was tired of jacking off....he told me to kneel beside the bed....I was scared and thought about trying to run for it again but figured he would just beat me up and I did not like that idea ....all of this was going through my mind as Brian took his T-shirt off , then he slide his shorts and boxers off...OMG his cock was huge..9 inches at least.
He sit down on the bed....and spread his legs....he ordered me to kiss his cock....I tried begging again "PLEASE Brian don't make me do that".....He just laughed and slapped me again knocking me backwards....finally I got back on my knees and crawled around until I was between his legs.
"DO IT" he ordered...I took a deep breath and leaned in and kissed the head of his cock. FLASH.. he was taking more pictures...after I kissed it several times he said to lick the shaft....FLASH....OH God I can't believe I was doing this...I am not gay...I like girls.
As I licked the shafted he moaned "it's been to long since I got my cock sucked"...he said it was time...for me to take just the head in my mouth.....I took another deep breath and let the tip slide past my lips....."that feels good" he said as I started sucking ont the head...FLASH....he then told me to start working my mouth up and down his cock and watch the teeth.
I was crying by this point....but trying my best to get it over with. FLASH....I felt him put the camera down and grab my head and start forcing his cock deeper and deeper into my mouth..I was not sucking his cock, he was fucking my mouth and throat....I was getting light headed because I could not breathe. Finally he forced his cock deep into my throat and screamed here it cums.....I felt shot after shot hitting the back of my throat.....finally he let go of my head and I pulled off trying to catch my breath.....he patted my head and said that was good but I would get better.
I screamed at him that this would never happen again....He laughed and said I would do "what he said, when he said it" or the pictures of me with a cock in my mouth would be sent to everyone at school... he laughed when he seen the defeat in my eyes....he Ordered me to clean his cock up..I leaned in and started licking his cock..FLASH...getting all the cum off of it.
He told me to get dressed and go home...and not to tell anyone what happened tonight or he would beat the shit out of me. Oh and don't forget to wear your uniform tomorrow..LOL I heard him laughing as I got dressed and ran out of the house.
Thank God Mom was not home...I ran to my bedroom and stripped off all my clothes...ran to the shower and while crying I tried to wash off what happened to me tonight.....