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 Adventure Part 03
It was early on a Saturday Morning. Mom had agreed to work a double shift and had already left for work.
I was watching TV when the phone rang. After i said hello, I heard Brian's voice "Dad just left to go fishing so get you faggot ass over here NOW." Then the line went dead.
I hung up the phone, put on some shoes, and headed out the door. I knew better that to keep Brian waiting.
A few minutes later I was knocking on Brian's door. He let me in and said you should know what to do by now.
I headed for Shannon's old bedroom. There on the bed was a little black mini dress, Green lace panties, white pantyhose. I quickly dressed, put on my heels and fixed my makeup and lipstick. Slipped on the 2 inch black heels. I tied my hair back into a pony tail and went to find Brian.
Brian was laying on his bed naked and playing with his cock. As I entered the bedroom he told me "I really need a blow job this morning and I know you love to suck cock, But first We need to take some more pictures to add to you collection."
He had me pose in different positions, pulling my dress up showing my panty clad ass. Rubbing my "clitty" through my panties. After several dozen pictures he said "Enough. I need to cum."
He sit in his computer chair and told me to get on my knees. I kneeled before him and started kissing the head of his cock. I decided to try and convince myself that I was doing this for Tony, my secret crush.
I kissed and licked his shaft, kissed and sucked on his balls. Went back to working my mouth up and down his cock sucking for all I was worth.
I had been practicing with my Moms vibrator pretending I was deep throating Tony's huge cock so I had no trouble taking all of Brian's cock in my mouth.
I must have been doing good because Brian was moaning and I figured I could make him cum soon and maybe get out of there.
I heard his sister before she came into the room, "Brian, who the fuck has been messing with my clothes?" He chose this time to start cumming in my mouth.
Shannon froze as soon as she entered the room. Brian had a hand behind my head and was forcing me to swallow.
Finally he let go and his cock slipped from my mouth and with cum running down my chin, I looked up to find Shannon glaring at me. "So you are the little slut stealing my clothes".
Brian was sitting back laughing when Shannon turned on him, "I didn't know you like sex with guys."
Brian replied defensively, "look at the sissy faggot, that's not a guy"
Shannon grabbed me by the hair. "Come with me". She pulled me to her bedroom. "Look at this mess."
I tried to explain that all I did was put on whatever Brian told me to. She slapped me and said that "if I was going to use her clothes the least I could do was to straighten up when I was done."
She then set on the bed and had me stand in front of her. She started asking me questions.
"How often do you wear my clothes?"
I answered "only 4 times."
"Did Brian sleep with you the night I helped me try on the cheerleading outfit?"
I had to give him a blow job."
"Was that the first time you had sucked another guys cock?"
I answered Yes.
"Oh? Did you swallow?"
"Yes he held my head and made me swallow like he did today."
"Have you given others blow jobs? Besides to Brian?"
My face was burning as I said yes.
"Who?"
I decided not to mention Jamie,Tony or Jerome, so I told her "I have also done it with Jason."
"How many times have you sucked cock?"
"A few times"
"HOW MANY TIMES?"
I hesitated as I had to add it up. " 5 times, 3 times with Brian, twice with Jason"
"Have you worn anyone else's clothes?"
Again I decided not to mention wearing my Moms clothes, but I added "Jason had me wear a blue and white bikini, I am not sure who it belonged to."
"Do you still have a virgin ass?"
I turned red and lowered my head in embarrassment.
I whispered No.
Asking all these questions, she started to calm down. Then she got a gleam in her eyes. "I think I have an idea how you can make it up to me."
She informed me that her boyfriend Steve has a kinky streak and is always trying to get her to do weird things including trying to talk her into sucking his cock. Then she laughed and said "And we know only sluts and whores do that. So what I am thinking, I will dress you up and bring Steve over and you can suck his cock for him."
I said "please no not someone else."
"Well you can either do that or I will tell Dad and your Mom that you have been stealing my clothes."
I had no choice, "ok..ok just do not tell anyone PLEASE."
She told me that as long as I satisfied Steve she would keep our secret.
For the next hour I helped Shannon straighten up her room. She then told me to get dressed and go home, she would call me when she decided to dress me up for Steve. ____________________________________
On Wednesday I got the call I had been dreading. We were out of school for a teachers work day. It was early and I was trying to decide which pair of panties of my Moms I was going to wear today.
When the phone rang it startled me. I answered it thinking it was my Mom checking on me. It was not.
"Hi Girl" It was Shannon. She informed me that it was time for me to uphold my end of the bargain for her silence.
She told me that Brian would pick me up and bring me to them. I said I could just walk over and she told me that we were not meeting at their house this time. He would be over to get me in 30 minutes.
While I waited I called my Mom and told her I was going to the mall with Brian, that way she would not call and worry when I did not answer. She said"To have fun and stay out of trouble."
I seen Brian pull up so I locked the door and went outside. I opened the passenger side door and started to get in.
"What the hell are you doing?" he growled.
"I thought I was suppose to go with you to meet Shannon."
"You are but you are not getting in my car dressed like that."
"What do you mean?" I asked.
"Take all your clothes off and throw them in the back seat"
"Please not out here someone could drive by"
"Then you had better hurry. Shannon is waiting for you"
I took off my shirt. I had to kick off my shoes to get my jeans off. I put everything in the back seat.
"Can I get in now?" I all but begged.
"Take off your underwear and put these on" He said as I watched as he pulled something out from under the seat. He threw me a pair of yellow panties and a white bra.
He seen me hesitate "You better do it or I will go pick Steve up and we both will beat you senseless."
I took my underwear off and quickly put on the panties. my hands were shaking and I never thought I would get the bra hooked and on.
After what seemed like forever he let me get in.
We drove away with me sitting in the passenger seat in a bra and panties. We came to a stop light and while we set there he unzipped his pants and pulled his cock out. He ordered me to start stroking him.
I figured what choice did I have? I reach over and wrapped my hand around his cock and started working it up and down. it dawned on me that anyone could see what I was wearing, and if a truck came by he would be able to see what I was doing.
I was too preoccupied with what was going on to notice where we were going until Brian pulled into a motel parking lot. He pulled into a space behind the motel. He told me that Shannon was in room 112 all I had to do was knock and she would let me in.
I started to get out but Brian stopped me. He told I had to make him cum before I could get out. I started stroking him faster and faster. He told me I had to catch all of his cum in my mouth.
As I was giving him a hand job I leaned over and took the head into my mouth. It did not take long until Brian rewarded me with a mouth full of cum.
After he made sure I swallowed his load he told me to leave my stuff in the back seat and I could go. I jumped out and ran to room 112. I knocked but no one answered. I knocked again afraid someone would see me before she let me in.
Before Brian pulled away he said "Oops, I meant room 102." and drove off. I ran by five rooms before I came to room 102. I knocked and Shannon opened the door. "where the hell have you been? We have work to do before Steve gets here."
Then she noticed what I was wearing. "I see Brian has had some fun already." I just hung my head as She finally let me into the room.
I seen the suitcase and makeup bag on the bed. She made me sit down on the bed so she could paint my toenails. She started telling me that she had started to tell Steve I was a girl and hoped I could pull it off but then decided to be honest with him.
She was painting my nails a bright shade of pink and went on to tell me that Steve was hesitant at first since I was a "guy" but the idea of a blow job was to good to pass up.
He agreed but said I had to look as feminine as possible and he wanted to live out a special fantasy. I was to be his little girl.
As my toenails were drying Shannon done my fingernails the same shade of pink. It did not take long for my nails to dry but Shannon took that time to start taking clothes out of the bag.
She told me to take off the bra and panties I was wearing. She handed me a pair of simple cotton panties and a what looked like a training bra. She said she had to buy the bra special just for today.
Next was a pair of white tights. She had me sit and try on a pair of pink open toed shoes. They were tight but fit and as I looked at my feet, I could see my pink toenails showing through the white tights.
Next she brought out a short pink dress. It was a little girl party dress. with lots of ruffles and a bow in the back. It was special order and expensive but Steve paid for it because it was what he wanted me to wear.
She applied some blush and eye liner. Painted my lips in a dark shade of pink. To finish off the look Shannon took two strands of pink ribbons and fixed my hair into pigtails.
I looked like an over sized 8 yr old. Shannon reached into the bag and threw me a teddy bear. She said I was ready and she called Steve and told him to come over.
While we waited she took out a small video camera and started filming me. She said Steve wanted it all caught on camera. She had me sit down cross and uncross my legs. Stand up and twirl around causing my dress to raise up exposing my panties.
She also told me to pout and suck my thumb.
There was a knock at the door and Shannon told me to go into the bathroom and told me to wait until she called me out.
I heard a mans voice ask where I was and Shannon told me to come out. I took a deep breathed and left the bathroom. Shannon is a freshman in college so I just assumed her Boyfriend was around her age. I was shocked because Steve had to be in his late thirties or older. He was tall with blonde hair, he must work out because he was in good shape.
She seen the look on my face and said "you did not know I loved older men did you?"
Steve whistled and said I was perfect. He explained I was to pretend to be his young daughter as he talked me into "helping Daddy out".
I cringed at the thought of what he wanted me to do and the fact that it would be caught on tape, but what could I do? I had all but giving up fighting and had started to just give in whenever I was told to do something.
It dawned on me that Shannon was not going anywhere, she was going to watch the whole thing as she tapes it.
He sat on the bed and said "come her baby girl and sit beside Daddy"
I sit down next to him and said "Hi Daddy!!"
"That's a pretty dress you have on"
"Thank you, how can I ever thank you enough for buying it for me Daddy?"
"Do you really want to thank me little girl?"
"OH I do, I do"
"Well you know Daddy is very lonely since Mommy left us"
"I know Daddy I hate seeing you so sad."
"Well there is a way that you could help Daddy out, but maybe you are to young"
"No Daddy I am a big girl, I can do it."
He told me to stand up. then he started running his hand up and down my legs.
"Oh Daddy that feels good" I cooed.
He lifted the hem of my dress and started massaging my ass.
"Are you sure you are a big girl?" He asked.
"Yes Daddy I am a big girl, Please let me help you."
I felt him unzipping the back of my dress and then he had me step out of it. "Oh you look so cute"
I smiled and said "thank you Daddy."
He started tickling me and I pretended to giggle.
He stood up and took his shirt off. "Oh Daddy what big muscles you have"
He said "Thank you baby girl. Now get on your knees for Daddy."
I got on my knees facing him. Looking up at him. He orders me to be a good little girl for daddy and remove his shoes. I untied the right one and he raises his foot and I remove the shoe. We repeated the process with the left shoe.
"Now the socks little girl" I remove first one then the other sock.
Next "Daddy" orders me to remove his pants. I reach up and unsnap and unzip his jeans. Sliding them down his legs, he steps out of them.
Now as I look up I could see the bulge in his underwear. I reach for the waist band but he stops me. "You are an eager little girl"
He orders me to start kissing his cock. I hesitated and said "Alright Daddy if that is what big girls do." I start to kiss his cock through the material. I was making the crotch area all wet when he pushed his underwear down exposing an 8 inch cock.
The room is silent now except for his heavy breathing. I reach up and wrap my hand around his cock. My fingers with their painted nails looked so dainty wrapped around the base of his cock.
I seen movement and remembered that Shannon was taping this. I looked over and she was recording with one hand and had the other in her shorts working away. She must be enjoying the show.
I slowly start working my hand up and down. Remembering what everyone seems to like, I start to lick and suck his balls. He seemed to like that as his breathing got harder.
Finally I took the cock head in my mouth and was working my lips up and down his shaft. I remembered to relax my throat and was able to take most of it in. Up and down his shaft I worked while he stroked my hair and told me how good his little girl was doing.
Several minutes later I felt him start to tense up and his cock seemed to grow right before he flooded my mouth with cum. I pulled back sending some of his cum dripping onto my chest. I took my finger and scooped it up and stuck it back into my mouth.
"OH baby girl that was so good" he said as he patted me on the head.
He set back on the bed and relaxed. Shannon had stopped filming.
She said that was fucking hot as she looked at me. She then told me that my makeup was smeared and that I should go and fix it.
I went into the bathroom and touched up my makeup and reapplied another coat of lipstick.
When I cam back out Shannon was nude and Steve was fucking her for all he was worth. I felt my cock grow as I watched them fuck.
Steve had just cum in my mouth so it took a long time for him to cum again. When he did, he collapsed on top of Shannon and rested for a few minutes. When Steve rolled off of Shannon you could see the cum glistening on her pussy lips.
Steve told me to get on the bed and clean off his cock. I climbed over Shannon and started licking and cleaning his limp cock. He must have been spent because his cock never stirred the whole time I was licking it clean.
Shannon watched, and when I was finished and started to get of the bed, she said "Slut where do you think you are going? You can clean me up also."
This was a first. I crawled over between Shannon's legs. She ordered me to suck all of Steve's cum out of her Pussy. She took her fingers and spread her pussy lips. You could see his cum mixed with hers.
I leaned down and nervously started licking. So this is what a pussy taste like I thought. Then realized I was tasting more male cum than pussy juices.
Steve had regained enough energy that he was now running the video camera as I was eating Shannon's pussy.
I was licking all over her cunt trying to get all of Steve's cum out of her. I found her clit and started flicking my tongue over it. She started moaning and telling me "Yes bitch right there, lick my clit."
I swirled my tongue around her clit, then started sucking on it. I bit down lightly.
What I was doing must have been working because all of a sudden she grabbed my head and held it tight against her pussy. She started thrashing wildly and grinding her hot wet cunt all over my made up face.
Eventually she calmed down and pushed my head away. Steve told me to look at the camera and he captured my face, my makeup a wreck and my face all covered with Shannon's juices and Steve's Cum.
Shannon told me I could take a shower and remove all my makeup. I could take off the nail polish when I got home.
When I returned I handed Shannon the bra, panties, and tights and she returned them to the bag. She handed me the yellow panties and white bra to put back on.
She said that Brian had called and that he had to go somewhere and he had put my stuff in Steve's car. That they were going to drive me home.
I felt a little better riding in the back seat of Steve's car than I did riding up front with Brian. As Steve stopped in my driveway Shannon told me to get out. I figured I would take my stuff and dash to the safety of the house. As I got out and started for the door Shannon said wasn't I forgetting something?
I had to stop and remove the bra and panties and hand them to her. She made me stand there nude while she and Steve actually Thanked me for a fun time and informed me we would have to do it again real soon.
They left and I ran to the house. I searched my clothes and could not find my house key. Either Brian took it to be mean or it had falling out in one of there cars. I dressed quickly and tried to find a way in.
I tried the back door but it was locked also. Finally I found that Mom had not locked her window. I eased it up and crawled in. While I was there I searched for and found her nail polish remover. I scrubbed my nails with Kleenex and polish remover until all traces of the nail polish was gone. I disposed of the evidence and went to my room to crash. I was exhausted. ________________________________
More to come, especially if I keep getting positive feed back. Thanks to everyone who has written to me so far.