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. 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 year old cross dresser who is 5'9" 130 pounds, long blonde hair and blues eyes..
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 08
A couple of weeks later I was at my locker getting my books for 3rd and 4th periods , when Jason walked up. He pushed me up against the locker and said "have you missed my cock faggot?"
"Do not make any plans for Saturday" He continued, I have something I need you to do."
"Please Jason why don't you just leave me alone." I pleaded.
"Shut up bitch, You will do what you are told or the pictures Brian has will be spread all over the school."
While it seems more and more people know I have worn female clothes, I did not want everyone to know.
"OK, OK, what do you want?" I Asked.
"Shannon is helping me with the details, she will call you and tell you more" then he punch me in the stomach knocking the air out of me.
As I stood there catching my breath I though "Oh god what now." ___________________________
After school the next day Shannon called, asked if I could come over now. My Mom would not be home until after 7. So I said I would be there in a few minutes. I was halfway out the door when it dawned on me Shannon ASKED if I could come over, not demanded.
When I arrived she let me in and we went to her old bedroom. There were clothes laying every where. She informed me she was going through her closet cleaning it out and deciding what she was going to send to the salvation army and what she was going to throw away.
She then told me that I did such a good job that day with her boyfriend Steve in the motel and after what they had planned for me this weekend that maybe I deserved a reward.
The first thing she gave me was a little black dress. she told me that she could still wear it but it was tight in the bust area.
She added a sleeveless floral dress that came just below the knee. A couple of sweaters, a black long sleeve blouse,a white skirt that came to mid thigh.
She handed me a bag of old bra, panties, and pantyhose then told me to go through them later and throw away the ones I did not want.
I was all excited and also full of dread. I was excited because I was going to add some really sexy clothes to my growing collection. I also was dreading what I was going to have to do for Jason.
I asked Shannon "What do I have to do? This weekend I mean?"
"Oh that. Friday is Kevin's birthday. Kevin is Jason's little brother. Jason promised Kevin he would get him laid for his 14th birthday. He could not find a girl that would agree to it, Jason even asked me if I would do it. I told him NO WAY and it dawned on him that you could do it. Don't worry Kevin is so cute and such a sweetie. I am helping you for Kevin, not because Jason asked me to."
I was blushing when she said that.
"And here is the outfit I think Kevin will like best. You can have it also but only after you satisfy Kevin."
She laid a pink halter top that would leave a lot of midriff showing. Also a short denim shirt. She added a pair of pink panties and a new pair of white pantyhose.
"I almost forgot, you can have these to." Getting the pair of black 2" heels I had worn so many times and a pair of 3" pink heels I had never seen.
"You can come over here about 10 on Saturday morning and I will help you get dressed, and don't worry I will drive you over to Jason's. Brian will not get his hands on you this time LOL."
Saturday Morning came and I got up early. I took a long hot shower, got dressed and went to Brian's and Shannon's house.
Shannon told me to undress. When I hesitated, she said come on, "I have seen it all before" and laughed, relaxing me a little.
She looked me up and down and shook her head. She told me I needed to remove some of the hair off of my body. Shannon handed me a bottle of hair remover and told me to take a shower. The bottle said to lather up and wait 15 minutes before washing the gel off.
My little cock was so hard. I decided to take that 15 minutes and take care of my "clit" so it would be easier to hide. I began stroking it and I although I really tried to fantasize about Shannon my mind started flashing images of Tony and his huge cock. Oh God I wanted to suck it again.
Thinking of Tony and his cock, it did not take long until I was shooting cum all over the shower. I turned the water back on and showered again rinsing both cum and hair off of my body. I ran my hand over my legs, they felt so smooth.
I returned to Shannon's room and she inspected me again, The took her razor and shaved my pubic area, making a nice little triangle.
Shannon made me paint my toenails and fingernails a cute shade or red. Then I got dressed.
I have to admit I was a little hottie in a pink halter and short denim skirt and 3" pink heels. After Shannon did my makeup, she braided my hair. I Guess it was getting long. She added some clip-on hoop earrings and a denim jacket.
As we were leaving she handed me a pocket book, she said she had put some tissues, some breath mints, and my lipstick in it.
As we were driving to Jason's and Kevin's house, a car with 3 guys pulled up beside us. they started yelling and waving. Shannon blew them a kiss and pulled away, they followed us for a few blocks, but when she turned they went straight.
Shannon lead me into the house and introduced me to Kevin, he had on a black skaters T-shirt and torn jeans. He was skinny, had short brown hair, dark brown eyes , and had such a cute smile.
Shannon said "Andi, I will be back to get you around 5. You kids have fun."
After Shannon left we were both nervously sitting on the couch. He asked me if I wanted a coke or something, I said ok. When he returned he handed me my drink and sat down beside me. I caught him looking at my legs.
As we sipped our cokes, I spoke up "so...what do you want to do?"
He shyly responded, "It doesn't matter, what do you want to do?"
How sweet, I realized that just maybe, Kevin was not going to try to humiliate and abuse me like his brother.
"Kevin sweetie, I'm your birthday present, whatever you want just say it."
He surprised me by asking "Jason says your really a boy, is that true?"
"Yes Kevin I was born male. Though I do not feel like a guy when I am dressed, I feel and have started thinking like a girl."
"Well you do not look like a guy, you are beautiful."
The sweet talker, this may not be so bad after all.
I took off my jacket, skin showing from the bottom of the halter to the top of my skirt. I scooted closer to Kevin, resting my hand on his leg. I leaned close and blew into his ear, kissed his cheek. he was all but trembling.
"No need to be nervous, Just go with what feels good I cooed."
I kissed him on the lips for the first time. I was running my hand up and down his thigh. I pushed my tongue into Kevin's mouth. I unbuttoned his jeans, slide my hand under the waist band of his boxers and was playing with his cock.
Sweetie "Why don't you get undressed." I told him. I sat back and watched him take his shirt off. Then he was kicking off his jeans and underwear.
His cock was only about 5 1/2-6 inches long. Not big but not bad. He sat back down beside of me. He started kissing me again. He got brave and had started feeling of my breasts through the halter top.
My hand was slowly working up and down his shaft when it happened. He groaned into my mouth, I felt his body stiffen and he came all over my hand.
He broke the kiss and started apologizing. How cute.
"Kevin sweetie its ok" Then I raised my hand to my mouth and licked the cum from my hand, seductively sucking on my fingers as he watched.
He looked so embarrassed, so I snuggled up against Kevin resting my head on his shoulder. he kept saying he was sorry for coming so fast. I told him not to worry about it, things happen.
After a little while of snuggling close and talking I started kissing him again. Our tongues playing, his hand back on my breasts.
I broke the kiss and started kissing my way down his body. I kissed his cheek, his neck. I kissed his chest. Farther down I swirled my tongue around his belly button.
As I got to his cock it was starting to get hard again. I took his semi-hard cock into my mouth and started sucking. It did not take long until he was fully erect.
I slowly and gently sucked his cock, I wanted to make sure that Kevin really enjoyed it, I was squeezing his balls and working my mouth up and down the full length of his cock. It didn't take long until he was moaning and cumming again. This time the amount of cum was not much more than a few drops. I greedily swallowed it down.
After he came the second time, we sat there and talked a little. He asked me if I wanted t see his room, I giggled and said sure. He put his jeans back on but remained shirtless. He was skinny but he was going to be a hunk some day.
He lead me to his room, it was your typical teenage boys bedroom, rather messy, skate posters on the wall. A computer in the corner. He showed me some pictures on his computer of him and his friends at the skate park.
As we came back to the living room Jason was coming through the door.
"Ah what a cute couple, did you get some Bro?" He asked Kevin.
Kevin turned dark red from embarrassment.
Jason continued to razz his brother "She does she have a talented mouth or what? How many times did you use her?" trying to embarrass us both.
Kevin still hadn't said a word.
Jason turned to me and asked "when is Shannon coming back?"
"She said she would be here around 5" I answered.
He looked at the clock and it was just a little after 3:30. An evil smile came over his face. "Good I will have plenty of time."
Jason grabbed my arm and pulled me toward his bedroom, I stumbled on my 3" heels and fell to my knees. Kevin made a move like he wanted to help me but Jason yanked me to my feet.
"Come on slut" He opened the door and pushed me into his bedroom.
He was looking me up and down. "That is a hot outfit, Shannon did real good."
Jason started to undress quickly. When he was done, he set on the bed and spread his legs, I instinctively got on my knees. Without instructions, I started kissing and licking his cock making it rock hard.
Jason asked "How many times did Kevin Cum?"
"Twice"
"Did he cum in your mouth?"
I nodded yes.
"Did he fuck you?"
"No"
He said he bet I was disappointed, but he would take care of that and laughed.
I went back to sucking his cock. After a while I was swallowing my second mouth full of cum for the day. I was thinking that Jason came a lot more but that Kevin's cum actually tasted better.
I lick him clean then set back onto my heels looking up at Jason. He said my face was a mess go clean up and fix my lipstick.
I went to get my lipstick out of my purse, then headed to the bathroom. I was fixing my makeup and when Jason joined me. I was applying more lipstick when he came up behind me.
Without a word he pushed me up against the sink and push my denim skirt up around my waist. He worked my pantyhose and panties down to my knees.
He reached around me and grabbed the bottle of hand lotion on the counter and squirted some into his hand. He rubbed it all over his cock. He then bent me over the counter with my face pressed against the mirror.
I felt him working lotion into my ass. Then he removed his fingers and I felt his cock push against my butt. He told me to spread my legs more. It was hard with panties and pantyhose around my knees, but did the best I could.
He thrust forward and the head easily entered my ass. He started inching his cock in and out of my ass.
He told me to look in the mirror, look at the slut getting fucked. This was worse than looking at pictures of myself . I could see the expressions I was making each time Jason thrust forward. I realized that I it was not an expression of pain, or agony, that I was almost smiling. Oh God was I starting to accept the fact that I was becoming a slut?
Jason was thrusting in and out of me. He was increasing the pace. He said watch you face when I cum in your ass. By now he was panting hard and calling me all sorts of filthy names. We were both red face and sweating.
Jason let out a growl as I felt him start to cum. He was still slamming into my ass but slowing down. He eventually pulled out, then wiped off his cock. I felt him pulling My panties back up. "I want you to keep my cum in your ass until you get home." He slapped my ass hard and left the room.
After he left I pulled my pantyhose up. I smooth my skirt back into place. Checked my makeup, and popped in a breath mint. Then I went back to the living room, Kevin was sitting on the couch playing video games.
He glared at me with a hurt look on his face. I sit down beside of him and told him I was sorry, I knew it was suppose to be his day but I had no choice, I had to do what Jason told me to do.
"So you came over here because you had to?" He asked.
"Yes Kevin, I had to come over here." I took his hand in mind. "I had to come here, but I did not have to enjoy it. I have to be honest sweetie I really enjoyed what we did."
He smiled at me " So ..uh..maybe we can do it again some time?"
"I think I would enjoy that Kevin" and leaned in and kissed him on the lips. I was feeling the wet spot grow as Jason's cum leaked out of my ass and wet my panties.
We were still on the couch making out when Shannon arrived. I gathered my jacket and purse. Kevin walked us ot to Shannon's car.
He open my door for me, what a gentleman. He gave me a kiss on the cheek, I pulled him close and gave him a big kiss good bye.
On the way home Shannon was teasing me "You look like you had fun today" I just smiled at her and said I enjoyed meeting Kevin. I didn't want to tell her what happen between Me and Jason,
When we pulled into my driveway I asked her "Shannon why are you being so nice to me?"
She told me that Brian and Jason were pigs and she had started feeling bad about what I was going through. She even apologized for what I had to do with Steve.
I confessed that it really was not to bad then I blushed when I said "especially what we did t the end." Referring to having to eat and clean her pussy after Steve fucked her. She just smiled.
She told me that I had to give her back her jacket, but she said I could keep everything else, including the purse and ear rings.
I walked to the house listening to the click, click, click that my heels made on the pavement.
More Adventures to come........