Andis Adventures

By Andi

Published on Feb 25, 2009

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 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, as well as previous entries in the Andi's Adventures Series. They contains a lot of back ground information that will help explain each story.

Andi's Adventures - Part 13

It was the weekend after the Fourth of July. I was still missing Tony, I guess I knew deep down it would never work out but I still cried myself to sleep at night because it hurt so much.

I had my sexy girlfriends Cindy and Jamie to have fun with, but every girl needs a real man once in awhile.

It was in the upper 70's and sunny so I decided to walk to the park near my house. I had hooked up wit Kevin there once before.

There is a skate park in the corner of a bigger park and that is where he hangs out with his friends.

Since it was warm I decided to dress light. I put a pair of white panties, my white bra, I chose a cute pair of sexy white shorts. I decided to wear a pink halter top I had recently purchased on a shopping trip with Cindy. It showed a lot of my flat tummy.

I put my hair back in a ponytail, fixed my makeup, and applied deep red lipstick. I slipped on a pair of open toed sandals that would show off my pretty pink toe nails.

I grabbed my small purse and my sunglasses and headed out.

It felt good to feel the sun on my smooth skin, I was still pretty white, maybe I needed to work on my tan.

As I walked to the park I noticed guys looking at me, I smiled at the cuter ones. I seemed to attract much older men. I had only been with one guy over 18 and that was a set up I was forced to do.

I began thinking what it would be like to date an older guy who liked to spoil me.

I found my favorite bench in the park and was watching the skaters. Kevin was not there yet so I decided to just watch a while. I was sitting there soaking up the sun and looking at the guys. With my sunglasses on No one could tell who I was checking out.

I had been sitting there for about 30 minutes, when Kevin finally showed up. Kevin is kind of shy 14 year old boy with short brown hair, dark brown eyes , 5' 7" and has such a cute smile. He was skinny the last time I had seen him, but he had a growth spurt recently and put on several pounds of muscle. Kevin was looking very good.

He skated for a while before he noticed me sitting there. As soon as he seen me he skated over and said Hi. he said he had thought about me a lot and had started to call me many times.

I asked him why he did not and he said to be honest he was afraid of being rejected. We both laughed. We continued making small talk when a couple of Kevin's friends came over and told Kevin why don't you introduce the fox to them. MMMM they thought I was a fox.

Kevin introduce me as Andi, then introduced his friends. All of them were 14 yrs old and they had been friends for a long time. There was Shaun, a nice looking black guy almost 6 feet tall with dread locks,

Then there was Robbie, a 5'6' white guy with short black hair and who was cute I guess but a little over weight and wore glasses.

Then Kevin introduced me to Mark and Matt, a set of twins, Both had blonde hair, deep blue eyes, They were really hot. I guess Kevin seen me checking out the twins because after the introductions Kevin leaned in and kissed me.

They all started razing Kevin about kissing me but it was all in fun. They asked me If I skated and I said no way I would fall and get hurt. After some laughter, Shaun said if I ever wanted to learn he would teach me. Kevin asked me if I wanted to go for a walk and I said ok.

The others went back to skating as Kevin and I started walking down the path that led to the woods.

Kevin held my hand as we walked. I think he was leading me back to the secluded place in the park where I had given him a blow job the last time I was here. we found the bench and set down, Kevin started kissing me.

As we were kissing Kevin took my hand and pulled it to his crotch. Since it was summer there were a lot more people in the park today then there were the last time, I told Kevin there was no way we could do more than kiss.

He was disappointed but understood. We made out some more then headed back to where his friends were. I seen the looks on his friends faces and realized that my lipstick was probably smeared and they all knew what we had been doing.

Matt informed us that they all had decided to go to his and Marks house and take a swim and cool off. They did not ask but insisted I had to go with them.

Before I could say anything Kevin answered for me and said I would love to. I shot him a look but he was smiling and I could not be to mad at him. Besides, maybe we could find some private place to be alone.

It turns out that Matt and Mark did not live to far from the park and only a couple of blocks from my house. they all were dressed in t-shirts and shorts, and as soon as we got to the pool, the guys started peeling off their shirts.

Everyone but Robbie, I guess he was shy because of his weight. Soon all the guys but Robbie were splashing around in the pool. I was sitting on the edge of the pool watching and Robbie was sitting on a deck chair watching everyone else.

Pretty soon the guys were calling for me to join them in the pool, I said no thanks, I did not have a suit plus I could not swim anyway.

Kevin told the guys he was going to get a drink and he would bring them some sodas, he looked at me and winked and told me to help him.

As we entered the house, it felt good to get out of the sun. I noticed Kevin looking at me. He realized that he had been caught staring at my butt and he turned red, I just smiled at him.

Kevin pushed me against the refrigerator and was kissing me hard, forcing his tongue deep into my mouth. As I started sucking on his tongue, He started squeezing my ass.

As we continued to make out I felt Kevin undoing his shorts. As he let them slide to the floor he broke the kiss and started to force me to my knees. I protested that someone might come in and see us.

He smiled and assured me no one would bother us. I was still nervous but slid to my knees.

When I was on my knees I could see the bulge in his white boxer shorts. They were still damp from swimming earlier. He told me to pull his boxers down.

I reach up and took the waistband of Kevin's shorts in my hand and pull them down exposing his hard 6" cock. I could not help myself and I licked my lips.

As Kevin stepped out of his boxers, I tossed then aside. I was kneeling on the cold tile floor in the kitchen of a house I had never been in before. I felt Kevin's hard cock bump against my lips and I open my mouth instinctively.

Kevin pushed his hips forward shoving his cock into my mouth. I closed my lips around it and started to suck. Kevin was running his fingers through my hair as I started working my mouth up and down his cock. I started caressing and squeezing his balls as I was taking all of his hard cock in my mouth.

After sucking on Tony's 10 inch cock so often, It was easy deepthroating Kevin's cock. I would take all of his cock in and out of my mouth for a while the I would pull back and just suck the head if Kevin's cock.

He was moaning and he started to work his hips back and forth faster and I knew he was almost ready to cum. I took all 6 inched deep into my mouth and sucked hard while I played with his balls. I felt Kevin tense up and suddenly start shooting strand after strand down my throat.

When Kevin finished shooting his cum into my mouth I pulled back letting his cock slip from my lips. I looked up at Kevin and opened my mouth showing him his cum before I swallowed the remainder and licked my lips clean.

I licked his cock from the base to the head cleaning it up for Kevin. My knees were hurting as I started to stand. As he hugged me, He kissed me on the head and thanked me for what I just did.

I asked him where the powder room was. He showed me and I excused myself to clean up and fix my makeup and lipstick.

As I returned to the kitchen Kevin was nowhere to be found so I made my way back out to the pool. I could not see Kevin but all the other guys were standing around whispering to each other and looking at me as I approached.

They all stopped talking as I got closer and when I asked them where Kevin was, they said he got a call and had to go home. We all stood there awkwardly for awhile and then I said well I had better head home also.

That is when Matt grabbed my arm and told me I could not leave yet. I tried to pull away when they all circled me blocking any path of escape. Shaun spoke up and said they knew what I did in the kitchen with Kevin and it would not be fair if I did not do it for them also.

I was scared when I told them I did not know what Kevin told them but we did not do anything but make out a little. That brought a laugh from all of them as Mark reached out to cup my right breast.

The way they were looking at me was scaring me, as I pulled away from Marks touch and I felt Shaun's hands on my ass. They were laughing and started pushing me back and forth, grabbing different parts of my body.

Matt told everyone that we should all head for the game room. Mark held one arm while Shaun held the other as they led me through the kitchen and down the stairs and into the basement. Robbie followed behind and I swear I could feel his eyes looking at my butt.

As I struggled against Mark and Shaun's grip, Matt reached behind me and untied my halter top exposing my white bra.

As Matt threw my top aside, He reached down and unbuttoned my shorts. As he slide them down my legs I thought about kicking at him but knew I was out numbered and thought better of making them mad.

Mark and Shaun let go of me and I was standing there in just a white bra and skimpy white panties. All four guys were looking at me with a look of lust that had me shivering with fear.

Shaun was the first to start undressing. Matt and Mark followed suit. Robbie hesitated until Shaun said something about look at the scared virgin. He turn red but stripped his shirt off then his shorts and underwear.

Matt told me to take my bra off. I hesitated but decided I had better go along with them. I reached behind me and undid the hooks. I slid the bra off my shoulders and off.

Shaun laughed and said Robbie had bigger breasts than I did. That brought laughs from everyone but me. My face was burning from humiliation and fear as I notice all the guys were hard and some were casually stroking themselves.

Matt kissed me and started rubbing and pinching my nipples. Matt was hurting them but they were getting hard and the pain was starting \to turn to pleasure.

I felt Matt's hand between my legs as he was rubbing my cock through my panties while the others watched. Matt broke the kiss and said "Damn Kevin was right, Andi here is a sissy fag with a cock. I thought he was joking hoping to get us to lose interest in her."

Matt said "Show everyone your sissy cock little fag."

With tears in my eyes I pulled down my panties to show my hard 4 inch cock. They all laughed but I noticed they all stayed hard.

Shaun told me, "OK you can cover up that sorry excuse for a cock."

I pulled my panties back up and stood there then I heard Mark say,

"So Kevin was telling us the truth, he also said Andi could really suck a dick."

With that Mark told me to get on my knees. I was afraid to say no and besides it would not be the first time I was on my knees today. Shaun asked who got to go first. They argued for a few minutes then they decided to play a game.

I was informed that I would suck one cock for two minutes then go to the next one and suck it for two minutes. I was to do that until I had suck all of there cocks. Then they would decide what to do next.

Mark got in front of me first and I took his cock into my hand. I started by kissing just the head of Marks cock. I took the head into my mouth and started sucking on it.

I was slowly working my mouth up and down Marks 6 inch cock. Before I could get into a steady rhythm, Shaun called time and Mark reluctantly pulled his cock from my mouth. It was rock had and shiny from my saliva.

Shaun was next, He was 7 inches long and thinner than Marks cock. His cock was a nice light brown. I took the length of his cock into my mouth and felt it get even harder if that is possible. I was squeezing Shaun's balls as I was bobbing my head up and down, Shaun was moaning, but to soon his two minutes were up.

Matt grabbed me by the hair and pulled me to him, Mark and Matt may be twins, but they had very different cocks. While Mark was an average 6 inches long, Matt was 8 inches and thick. He still had his hands in my hair as he started forcing inch by inch into my mouth.

While Mark and Shaun had me suck their cock, Matt was just fucking my face, ramming his hard cock in and out of my mouth. He was so thick I was starting to gag as his cock head was battering the back of my throat.

Finally Matt pulled out of my mouth. My mouth was sore from being stretched. Matt patted me on my head ad said that I did a good job, he can't wait to see what else I could do.

Every one turned to Robbie, it was his turn. Robbie was shy, and he was shaking from nervousness. I smiled up at him trying to make it easier on him.

Even though Robbie was heavyset I thought he was cute and liked the idea that he was still a virgin. The other guys were laughing at his shyness and I did not like that.

I started by holding his cock in my hand as I leaned in and sucked and licked his balls. I started licking my way up Robbie's cock. He was hard as a rock and 7 inches long, he had nothing to be shy about.

I was licking the entire length of Robbie's cock. Then I took the head into my mouth and started sucking. Robbie started to moan and before I knew it he flooded my mouth with cum. It caught me by surprise that he came so soon and I almost gagged. Cum was running out of the corner of my mouth.

They all started kidding Robbie about coming so fast, well all of then except Mark, who just said it was his turn again.

I still had cum on my face when Mark forced his cock back into my mouth. I had my hand around the base of his cock and was taking the full length in and out of my mouth.

The other guys were watching us as I continued to suck Marks cock. Robbie had set down on the couch and was resting but was idly stroking his cock and I had no doubts it would be fully hard again soon.

My hands cupped Marks ass as I pulled his cock deeper into my mouth. My nose was being tickled by Marks pubic hair as he pushed his cock into the back of my mouth.

I was sucking hard and alternating speeds at which I was bobbing my head up and down Marks cock. I would slowly work my mouth up and down, then speed up and let him thrust his cock in and out faster.

After several minutes I felt Mark start to tense up as He grabbed the back of my head and held his cock deep in my mouth. He was sweating and breathing hard as he let out a groan and started shooting rope after rope of cum into my mouth.

After Mark let go of my hair I let his cock slip from my mouth and set back on my knees. My legs were getting numb and I said I needed a break.

Matt laughed and pulled me to my feet. I thought I was maybe going to get a chance to rest. I was wrong. Matt told me that if I wanted to rest my mouth it was ok with him. Then he pushed me over the arm of the couch.

I looked back to see Matt's hand coming down...SMACK, he hit my butt hard. SMACK, SMACK, SMACK...again and again he was spanking me making my ass sting with each blow. Finally I think his arm got tired.

With that I felt him move the crotch of my panties aside. Then I felt the head of his cock against my butt. He pushed forward and I felt Matt's cock head push past my anal ring. It hurt but not to bad, my ass was still stinging from the spanking.

I had my head down and my eyes were closed, I was concentrating on the feeling in my ass. Matt had half of his 8 inches in me when he pulled back. He pulled all but the fat head of his cock out then thrust his cock back into my ass.

It had been some time since I had a cock this big in my ass. It felt good but I had pangs of guilt and loneliness as it made me think of Tony.

I felt a hand in my hair pulling my head up. I opened my eyes to see Shaun's black cock at face level. Without being told to I opened my mouth and started to suck on Shaun's cock once again.

Matt had started fucking me at a steady pace. Each time he thrust forward it would drive my mouth farther down Shaun's cock.

Matt was starting to fuck me hard and rough. He was grunting every time he forced his huge cock into my ass. I felt my ass stretched and hurting as Matt continued to pound me while I sucked Shaun's cock.

I had my hand on the base of Shaun's cock squeezing as I took his cock in and out of my mouth. Matt was screaming at me. "suck that dick you nasty whore." "look at the filthy slut go." Mark and Robbie were watching us close and laughing.

Shaun grabbed the back of my head and was controlling the pace I was sucking his cock. Matt was fucking me hard and rough. They both were just using me as a fuck toy. It had been a long time since I had been used like this.

Matt was muttering "Oh Fuck...Oh fuck..oh fuck" . I heard Shaun say "Oh Baby I am going to cum." And with that he pulled my head back by my hair and I felt him shoot strand after strand of cum all over my face.

Matt was fucking me for all he was worth. Fucking my ass hard and rough as Shaun continues to coat my face with his cum. It was in my hair, my eyes, on my lips, running down my chin.

That was when I hear Matt growl and burry his cock deep into my ass. He held it there as he started emptying his cum into me. When he did that I was overcome with pleasure and shot my load into my panties making them all wet.

Oh god there was so much cum it started running down my thighs. Matt just held his cock deep in my ass, I think he was to spent to move.

After several minutes I felt his soft cock slip from my butt. Matt slapped my ass hard one more time and told everyone I was one hell of a fuck.

After that, they let me go to the ladies room again and clean up. Mark told me to fix my lipstick before I came back out. I sat on the commode and forced Matt's cum from my ass. I cleaned myself up as well as I could without taking a shower.

I stalled as long as I could. Finally I fixed my panties and checked my face. As I came back into the room the guys were watching a movie on the big screen TV.

Matt said it was about time. I did not answer but reached for my clothes. Matt slapped my sore ass and asked what did I think I was doing?

I told him I thought we were done and I was going to leave. That seemed to draw laughs from all of them.

Matt yelled at me,"bitch we are done when you can't get any of us hard again." Then he stood up and grabbed my right arm bending it hard behind me. He then bent my left arm back and told Mark to get something to tie me up with.

Mark found some extra electrical cords for the TV or DVD player and as Matt held my arms, Mark tied my wrists tight together. Matt pushed me into the middle of the room.

It seemed that Matt was the leader of this little group, I wished Kevin had stuck around, maybe I would not be in this position. I was hating Kevin at the moment.

Matt brought me back to reality when he said that they had decided Robbie would get to fuck me next. When I had sucked Robbie earlier it was the first time he had been with anyone else and they wanted him to see what it was like to fuck someone.

Robbie had been shy before but I think after watching Matt fuck me that he was starting to like the idea and that he did not care who was watching him.

Matt kicked me behind the right knee forcing me to the floor again. As I kneeled there Mark got a foot stool and place it in front of me. Matt pushed me forward so I was resting my breasts on the stool and my ass was sticking out.

I felt Marks hands on my ass as he pushed my panties down to my knees. I looked up to see Robbie standing before me running his hand up and down his cock. Mark slapped my ass hard and when I opened my mouth to protest, Robbie push his hard cock into my mouth again.

Robbie was slowly pumping in and out of my mouth when I hear Matt tell him to stop. That I had lubricated his cock enough and it was time for him to enjoy his first fuck.

Robbie walked around to get on his knees behind me. After Matt had fucked me I doubt if Robbie would have trouble working his cock into my ass. I felt him start to push forward and his 7 Inch cock was wedged against my anal ring.

I took a deep breath and started to push out and it allowed the head of Robbie's cock to enter me. Robbie let out a moan and told they guys how tight my ass was and how great it felt. All the guys were laughing and hi fiveing Robbie as he started to fuck me.

My ass was still sore from the abuse I received for Matt earlier, but as Robbie would thrust into me he would pin my "clitty" between the stool and my body. That combined with the feeling of having my ass fucked increased the pleasure I was feeling and before I realized it I started moaning and was on the verge of coming a second time.

Matt, Mark and Shaun were sitting around dividing there time between watching the movie and watching Robbie fuck me. I noticed that all three cocks were hard as a rock.

The friction of my clit rubbing against my body and the stool had increased and without warning I started cumming, the cum was hitting the floor and I guess because my ass cheeks were contracting every time a strand of cum shot from my cock, it caused Robbie to start cumming in my ass.

OH GOD the pleasure was incredible. When Robbie was done Mark pushed him out of the way and pushed his hard 6 Inch cock into my ass.

I had not recovered yet and just lay there as Mark started working his cock in and out of my ass. I head Matt say he had not had a blow job yet like everyone else and he stood on front of me stroking his fat 8 inch cock.

I was pass the point of struggling so I just opened my mouth and took Matt's cock between my lips. Mark was working his cock in and out of my ass while Matt was fucking my face. It dawned on me that some girls have a 3 sum fantasy where they are fucking brothers. Here I was getting cock fed to me at both ends and it was by a set of pretty good looking twins.

My Mouth was sore and Matt's thick cock was not helping anything as my lips were stretched around it. My ass was on fire as Mark was fucking me with abandon.

I caught movement out of the corner of my eye and saw Shaun and Robbie standing over me stroking their cocks and moaning.

Everyone was picking up the pace, Mark pounding my sore ass, Matt fucking my face and Shaun and Robbie stroking their cocks faster and faster.

Shaun was the first to cum as he shot a load of cum onto my back. I guess it set off a chain reaction as Mark pulled out of my ass and his cock erupted shooting cum on my ass and back. Next up was Robbie who moaned and shot another load of cum onto my body and into my hair.

Finally Matt pulled his throbbing cock from my mouth and shot several strands of cum onto my face.

There I was on my knees, hands tied behind my back and four guys had just shot cum all over my body. My own cum had run down my legs earlier and had dried on my thighs.

No one said anything for a few minutes, then matt pushed his cock back in my face and told me to clean his cock.

I slowly started darting my tongue around his cock, cleaning all of the traces of cum from his pubic area. I licked from the base to the tip cleaning his entire cock. I took the head into my mouth again and suck the tip.

Matt pulled away and was replaced by Mark. I repeated the process on Mark, his cock was more tangy because it had traces of my ass, Robbie's cum and Marks own cum.

Next I clean Shaun's cock and realized he had been the only one of the four who had not fucked me. As I was cleaning Shaun's cock it started getting hard again. he pulled his cock free and I was hoping that they were through and i could leave.

I was wrong, I felt Shaun pick me up and carry me to a work table in the corner of the basement. He laid me on my back and finished pulling my panties off my legs.

As I was laying there looking up at Shaun, he spread my legs and lifted them where they were laying over his shoulders. My ass had been fucked three times already today so when he pushed forward, Shaun had no trouble thrusting his hard cock into me.

Shaun set a steady pace, he had cum twice already and was in no hurry to cum again right away. Soon Robbie was at my head looking down at me and rubbing his cock across my lips. I open them and sucked his cock into my mouth.

Robbie was standing there letting me work my mouth up and down his cock at my pace. Shaun was fucking me at an increasing pace. After a long fuck that lasted over 20 minutes Shaun let go and came in my ass.

I knew Robbie was almost ready to cum again but when Shaun pulled his cock from my ass, Robbie pulled his cock free from my mouth. He went to the foot of the table and took Shaun's place.

By now my ass had been well fucked, and while Robbie was not rough, my ass was so sore, I was hoping it would end soon.

It did not take long as Robbie thrust deep into my ass and grunted. It was the fourth time that Robbie had cum and there was very little cum left.

As Robbie pulled his spent soft cock from my ass, He turned me over and untied my wrists. My hands were numb and my arms ached. I looked around to see that Matt and Mark had already dressed and were sitting watching TV.

Matt told me to hurry and get dressed and to get out before their parents came home. I gathered up my clothes and went to the ladies room again. I cleaned up as best as I could and brushed out my hair.

As I left and started walking home my whole body was sore and hurting. I had been fucked 5 times and had sucked cock so many times I had lost count.

I still had dried cum on my body and in my hair, I was glad I did not have far to go to get home and was glad that I did not pass anyone on the street.

Luckily I got home before my Mom and took a long hot bath and washed my hair. I would hate for Mom to see the shape I was in when I left Matt and Mark's house.

I stayed home that night, but I called my girlfriend Cindy and told her everything I had done. I must really be turning into a slut because as I was telling Cindy what all had happened to me my little clitty had gotten hard again.

I could not help it and soon I was rubbing my clit and recounting every naughty thing I had done. Before long I let out a girly squeal that I know Cindy could hear through the phone and shot a load of cum into some tissues.

Cindy playfully called me a slut and said she loved me as we said good night.

As I fell into a blissful sleep, I realized I may never be totally over Tony, but I was well on my way to putting the heartache behind me. __________________________________

More to come, especially if I continue to get positive feedback.

Next: Chapter 14


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