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, soon to be 15 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 Adventure - Part 16
My birthday was coming up, I was going to turn 15, and Mom asked me what I wanted to do on my big day. I thought about it and told her all I wanted was for the two of us to cook something on the grill and just spend the day together. She said she had to work that day but we could cook out after she got home. ____________________________________________________________
It was a big week for me. On Monday I spent the day with my girlfriends, Cindy and Jamie. We went shopping at the mall. It was a big day for Jamie because it was his first time out in public as a girl. We were a hot threesome going from store to store.
Cindy is a very sexy 19 yr old Asian girl, 5' 4" tall. Really slim, gorgeous eyes and short black hair. On that day She was wearing a tight green blouse and a short black leather skirt. she was wearing a pair of 3 inch heels.
Jamie is 5'11", 14 years old like me, black curly hair, kind of skinny but has a nice smile. When he is dressed as a girl and wearing lipstick he has lips that beg to be kissed. Like I said today was the first day out as a girl and she was very nervous so Jamie was dressed conservative, a simple long yellow dress with a white lace bra, white panties and white tights. a pair of sandals with no heel.
I was wearing a tight short denim skirt, a pink bra and panties, and a pink T-shirt that was so thin you could see when my nipples were hard. Lately they stayed hard.
We hit all the usual stores where young women shop. We went into this small dress shop tucked in a back corner of the mall. They had all sorts of sexy little dresses, some were elegant, some casual. They only had two dressing rooms and one was occupied so Cindy, Jamie and I all squeezed into one.
Jamie was trying on this little black cocktail dress and I knew it was going to look great on her. As she was stepping into it and pulling it up her legs, I took the opportunity to press Cindy up against the wall and was kissing her deep while playing with her ass. Cindy is a great kisser.
Jamie cleared her throat to get our attention, she turn around completely and asked us what we thought. Cindy said she looked gorgeous. I told her it made her ass look hot.
We could tell Jamie was very nervous so to loosen her up Cindy started kissing her as I reached under Jamie's dress to start rubbing her cock through her panties and hose.
I could tell she was already rock hard and since Jamie has a 6" cock it would be real hard to hide under her dress so I decided we needed to do something about it.
As Cindy and Jamie continued to make out I got on my knees and pushed up Jamie's dress and started kissing Jamie's cock through her hose.
I eased down her hose and panties, and in one motion I took the entire length of her cock into my mouth. It was nowhere near as big as Marcus's cock but it still tasted great.
As I was working my lips up and down the shaft of Jamie's cock I glanced up to see that Cindy had pulled the dress down Jamie's shoulders and had freed her breasts from her bra.
I was sucking Jamie's cock, Cindy was sucking and biting Jamie's nipples. I know whoever was in the other dressing room had to hear us, maybe everyone in the store could hear us, we were making a lot of noise.
Jamie's cock was growing harder and longer in my mouth and I knew she could not hold out much longer so I squeezed her ass and pulled her to me forcing her cock deeper into my mouth. Soon she was pumping her cum down my throat. I swallowed most of it but caught and held most of it in my mouth as I pulled it off of Jamie's now deflating cock.
I raised up and first kissed Cindy, then Jamie, pushing a little bit of
cum into each of their mouths. Then Cindy and Jamie kissed again
sharing the cum that each of them had.
When Jamie's cock had deflated I pulled up her panties and smooth
her hose over her thighs.
We all removed the dresses we had on tried on and put our own clothes back on. We tried to fix our clothes and makeup as best we could.
You could see the owner was unhappy with us as we left the dressing room, but she seemed to cheer up as each of us made a sizable
purchase and she told us to come back soon.
We were holding hands as we left the store. We decided to get a bite
to eat at the food court. On the way we ran into Robbie, a guy who
was the same age as Jamie and I. Robbie was there that day I was gang
banged at Matt's and Mark's.
He said Hi and asked me who my friends were. I introduced Cindy and Jamie and right away I could see the lust in his eyes as he was checking Jamie out. It was making Jamie a little nervous but it
seemed she was also liking the attention.
Jamie then told Robbie that we were going to get something to eat and
asked if he wanted to join us.
At the table Cindy and I sat and listened to Robbie ask Jamie all sorts of questions and Jamie flirting with Robbie. I announced that I had to go to the little girls room and Cindy said she would join us. Jamie passed and said she would stay there and talk with Robbie.
Cindy and I exchanged knowing glances and left our packages for them to watch.
After we took care of what we needed to do in the bathroom, Cindy and I was fixing our lipstick in front of the mirror. We were alone and I took the opportunity to start kissing Cindy again. As we kissed I guided her into one of the stalls.
Cindy lowered the commode lid and sat down as I got on my knees again. God I must be a cum hungry whore because I had just blown Jamie in a dressing room and now I was about to do the same to Cindy in a public restroom.
I was sliding Cindy's skirt up and I pushed her panties to the side. I was rubbing Cindy's clit as I started planting wet sloppy kisses on her
creamy thighs.
I took her clit into mouth and sucked gently at first. Cindy's clit was
enlarged and throbbing. I looked up to see Cindy biting her lip to
keep from moaning or screaming out.
I started bobbing my head up and down faster and sucking harder. Cindy was close I could just tell. I was soon rewarded with my second mouth full of cum in less that an hour.
Cindy smoothed her skirt back down and into place. I was licking the corner of my mouth savoring the last few drops when we past an older women entering the bathroom.
She just smiled at us, I wonder what she would think if she had known what we just done.
When we made our way back to the food court, we caught Jamie all close to Robbie and he was kissing her. She seen us standing there and jump, putting space between them.
Cindy asked her if she was ready to go and she said yes. But before we left, Jamie wrote her number down on a napkin and gave it to Robbie. Then she kissed him lightly and told him good bye.
We teased Jamie all the way back to Cindy's apartment. Jamie told us she thought Robbie was cute and she would not mind giving him a blow job some time.
I asked her what if he wanted to take her virgin ass? Jamie surprised me by smiling and said that might be fun also.
Cindy came back to the living room with drinks for everyone. We sat there, sipped our wine coolers and had girl talk. Cindy was looking at Jamie and I noticed a slight nod Jamie's head.
The next thing I knew there were four hands undressing me, two sets of lips kissing different parts of my body. They had me naked in record time.
They were moving me around until I was on all fours and Cindy had crawled under me. Jamie was working two fingers into my ass while Cindy was starting to kiss and lick my clitty.
I was moaning as Jamie had replaced his fingers with his 6 inch long hard cock. All the time I had spent with Marcus had loosened me up so when Jamie pushed forward he was able to drive the entire length of his cock into my ass.
Cindy was working her magic on my small clit while Jamie was fucking me slowly. It was driving me crazy. Cindy sucking me for all she was worth and Jamie eagerly working his cock in and out of my ass.
Since Jamie had cum once already today, he was really taking his time and fucking me hard. Cindy was sucking and licking my clit. Between that and Jamie's cock in my ass, I knew I could not hold out much longer.
The pleasure was so intense I tried as hard as i could to keep from cumming. I was not successful because soon I was shooting my cum into Cindy's hot mouth.
Jamie was still pumping in and out of me, moaning and grunting and
then he rammed it his cock into me hard and held it there emptying
his balls into my bowels.
We all kind of collapsed and I felt Jamie's cock soften and slipped out of my ass. We untangled our sweaty bodies, Then they both took turns kissing me.
Then Cindy looked into my eyes, kissed my lips lightly and said I love you Andi, then they both wished me a happy birthday. ____________________________________________________________
The "big day" arrived and I slept late. Mom had to work but said we would grill out when she got home. I finally crawled out of bed around 11.
Mom had taken me the weekend before and bought me a cell phone. She said since I knew more about gadgets and technology that she would let me pick it out. I chose a camera phone that was simple to use.
The first thing I did every morning was check my messages. Only a
few people had the number so there was not to many messages.
Cindy and Jamie both had called early to wish me a happy birthday again. My heart skipped a beat when I seen I had a message from Marcus.
He wished me a happy birthday and said that I would get my present this weekend. He also told me to send him a sexy picture.
I held the phone away from me and snapped a few of me in my pink lace nighty with what I hoped was a sexy pout. The pictures were just from the waist up but I sent the one I thought was the sexiest to him.
I took a quick shower and put on my pink tank top, green panties, and a pair of jean shorts.
After a bowl of cereal for breakfast I headed out to straighten up the patio and clean the Bar-B-Q grill. it was already a hot day. It took about an hour to get the grill in shape since it had not been used much this summer. I was sweating and decided to take a break and get into the air conditioning for awhile.
I checked my messages again. Another message from Marcus. "Hey Angel, the picture was hot, all the guys at work loved it. Send us one of your sexy legs wearing stockings."
Oh God he had showed it to other guys and now he wanted another one. Knowing I could not say no to Marcus for some reason, I hurried to my room and took my shorts off. I decided to wear my black garter belt and stockings so I took off my green panties also.
I put on the garter belt, stockings, and black lace panties, for fun I also put on my 3 " black heels.
I snapped several pictures of my legs from both front and back. Then I sent two of the best ones to Marcus. Before I could go back into the kitchen to get a glass of ice water, Marcus had text me back.
All he said was "Now send some of your panty clad ass." I took and sent them.
Next I was to send him some of me rubbing my "pussy" through my panties. Again I did what I was told.
The next text message I got was "You have all the guys here drooling and
adjusting their dicks."
Then he wrote, "Do you have a vibrator or dildo?"
I text him back yes.
"Take some of you sucking it, show the guys how much you can take in your mouth."
Why didn't I just tell him no? Just end it now? I was thinking this as I went to my moms room and searched her nightstand for her dildo.
I was holding the rubber cock with one hand and taking pictures with the other. I took one of me just sucking the head then one of me sucking 8 of the 12 inches into my mouth.
I sent the pictures and waited on Marcus's next text message. It did not take long for him to send it.
"OK for the big finish. I want you to masturbate. When you cum, catch it in your hand. Take a picture of it in your hand then one of you licking the cum up, make sure you get a picture of you holding cum on your tongue."
I text back "Please Marcus No. This has gone too far already."
"DO IT NOW!!!!" Was his only reply.
I was still in Moms bedroom so i sat on her bed and slide down my panties. I started rubbing my small 4 inch penis or clit as I think of it now.
I was so embarrassed knowing the guys that Marcus works with would see the pictures but it also excited me in a way.
Soon I was shooting cum into my hand. I took a picture of it. Then I took some of me licking the palm of my hand. Finally I held cum on my tongue and took another picture.
I sent them to Marcus and started cleaning up. Replacing my Moms dildo and straightening out her bed were I had wrinkled the bedspread.
Soon I heard my phone beep with a new text.
It read, "Thanks for the great show, all the guys are eager to meet my Angel. Talk to you soon. Love you."
Oh how sweet, did he really mean it? Did he love me or did he just love fucking me? I was not going to fall into the same trap I did with Marcus's son Tony. I did not want to get hurt like that again. ____________________________________________________________
I had took off my garters and stockings, put my jean shorts and tank top back on.
I fixed the salad and had the chicken cooking on the grill. I had my headphones on listening to some music so I did not know my mom had come home.
So when she came up behind me, reached around and cupped my very small breasts and kissed me on the neck, I just about had a heart attack. I spun around to see Mom laughing hard at my reaction.
While I was getting over my surprise, Mom came up to me and
hugged me again, lightly kissed my lips and said Happy Birthday.
Mom had been home long enough to change into a pair of tight blue bike shorts and a white bikini top. When she hugged me I could feel her hard nipples push against my chest.
She seemed really happy. She told me it was my birthday for me to go relax and let her take care of the cooking. I told her that was ok she had worked hard for her to sit down and rest.
Instead she headed for the kitchen and came back with two glasses of wine. She handed me one and made a toast. "To my beautiful young daughter. Happy birthday. And here is to our luck improving."
We clicked glasses and we sipped our wine. Mom seemed overly happy so I asked her about it. She said she had some news but this was my day and she would tell me after I opened my presents and ate a piece of cake.
After we ate and I opened my presents, which consisted mostly of new clothes, most notably a modest white satin night gown that came to my knees and had a pair of matching panties. I asked her when she was going to tell me her news.
She told me how they had brought in an elderly woman about a week ago, she was having chest pains. She had a history of heart problems.
While the woman was there, Mom met the woman's daughter. The daughter was impressed with how my Mom was always kind to all of the patients and she was impressed with her competence as a nurse.
The woman was going to need a lot of specialize care and apparently the daughter, who's name was Jillian, was a very successful and very rich business woman had offered Mom a job as her Mothers private nurse.
I knew Mom had been burnt out and unhappy with her current job and I asked her if she was going to take the offer.
Mom told me it was a big increase in pay but there was a catch that she had to talk over with me. Jillian wanted Mom to move into her home and take care of her mother full time.
Mom then smiled and asked me if I would mind moving again so soon? I told her I wanted her to be happy and I thought it would do us good to make a change.
I then asked her where did Jillian live? She told me the address and I was relieved that it was not really that far and it would still be easy to get to Jamie's, house, Cindy's apartment, and Marcus's.
I announced "We have something to celebrate besides my birthday, we need another glass of wine." Mom put her hand on my arm to stop me.
"Andi, uh I have another idea on how we can celebrate...if you want to." With that she kissed me, not a motherly kiss but a deep passionate kiss that is shared by lovers.
We kissed for a long time our hands caressing and exploring each others body. I was starting to untie Mom's bikini top when she pulled away from me. I was afraid that she was having second thoughts.
"Andi, I have an idea, why don't you go put on your new night gown and come to my bedroom, give me about 10 minutes to get ready though."
I grabbed the box my nighty was in and headed to my bedroom. I was
nervous and excited, my clit was hard and throbbing.
I quickly changed clothes, the satin felt so sensual against my skin. I sprayed myself lightly with perfume and waited. It seemed like the longest 10 minutes of my life.
I barely knocked on mom's bedroom door when she told me to come in. She had the lights off but had several candles burning. It seemed romantic.
Mom was standing by the bed, wearing a green lacy see through teddy with garters and black stockings. The teddy had a snap crotch and she was wearing 3 inch heels. The green material made a sexy contrast to her fair skin and red hair.
Mom is 5'2" tall, 120 pounds, she has short red hair and dark green eyes. The nipples on her 34C breasts were visible through the flimsy green material.
My mouth was watering, She was so beautiful. We kissed again. And again. And again. Her hands were holding onto my ass. My hands were on the small of her back. Our nipples were hard and pressed together. Both set of nipples were extremely hard and rubbing together through the material.
Mom broke the kiss and slid the right strap of my night gown down my shoulder exposing my right nipple, she engulfed it with her mouth sucking it with force.
I let out a low moan as she switched and did the same thing to my left breast. She let my nightgown fall to the grown and pushed me back onto the bed. She slide my panties down and off.
She started plastering my "clit" with kisses and licks. She took it into her mouth and started sucking on it She surprised me when she started working a finger in and out of my ass. That did it, I started cumming.
Mom swallowed what little bit of cum I was able to produce. She removed her finger and licked it clean. then moved up my body to give me a really hot kiss.
Now it was my turn, As Mom stretched out, I went to the foot of the bed. I started off my kissing her feet, seductively sucking on each toe through her stockings.
Then I kissed and licked her silky calves then the spot behind each knee. She was a little ticklish there and she gave out a small giggle.
I worked my way up to start smothering her bare thighs just above her stocking tops with sloppy wet kisses. By now she was not giggling but starting to moan.
I looked up to see Mom with her eyes closed and breathing heavy. I got a devilish idea and reach into Mom's night stand and took out her dildo.
I laid it on the bed and went back to kissing Moms thighs. I felt her start to squirm as I unsnapped the crotch of her teddy. I blew on her wet cunt then leaned in and started licking the folds of her pussy.
I was licking deep and slow, Mom was running her hand through my hair with her right hand and pinching and playing with her nipples with her left hand.
Mom was incredibly wet and her juices was delicious. I flicked my tongue across her clit and felt her whole body jerk.
I then reached down and picked up the dildo. I positioned it at her opening and pushed. slow and steady. I heard Mom gasp as she realized what I was doing.
I was working more and more of the dildo in and out of her pussy as I started licking her clit over and over again.
Finally I had all of the dildo in her and I was sucking on her clit. I was not being rough but fucking her with slow steady strokes. She was trembling now, We both knew it would not be long until she reached orgasm.
I was swirling my tongue around her clit starting to pick up the pace with which I was fucking her. I heard her moan "Oh God" and then she tensed up.
Soon she was flooding my mouth and covering my face with her juices. Her hips were bucking and she was thrashing around wildly. it was all I could do to keep my mouth on her clit.
Finally she fell back exhausted and just lay there. I pulled the dildo out of her and started to lick it clean. Then I licked most of the juices from around her pussy.
When I crawled to the head of the bed Mom pulled me to her and kissed me, tasting herself on my lips. She then proceeded to lick all of her cum from my face.
We started kissing again and snuggled close. We lay there spooning with Mom behind me. Her arms were around me. She was idly playing with my nipples again.
Out of nowhere she asked me "Andi, do you want to start hormone treatment?'
I turned to face her with tears in my eyes, "Mom I have thought about her a lot, I was not sure how to bring it up, from what I have read it is very expensive."
"Yes I asked someone at the hospital about it and it is costs a lot, but not that bad. if I take this new job I think we can afford it."
"Oh Mom, I would love that, I am so tired of being flat chested."
"Well baby we will have to look into it, you are beautiful just the way you are, but my baby girl would be hot with perky breasts."
I was thinking of all the changes that were about to take place in our lives as we fell a sleep in each others arms. ___________________________________________________
More to come, especially if I continue to get positive feedback.