My Buddy

This is my submission for the "AI: A New Era" Author ChallengeYour votes are appreciated. Thanks, as always to Todger65 for editing my craziness.

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"Bert?" I blurted it out because for the first time I can remember I wasn't sure. Bert has been my best friend, my secret confidant, and my near constant companion since I was two. He first arrived when I was too little to really remember much except that he looked just like my favorite character on a public television kid's show.

He has quietly listened to my rants over the years, whether it be why my stupid parents wouldn't let me have a pony (we lived in the city), to why my stupid parents wouldn't let me marry the Bronson boy (we were six). It wasn't until I was eight that Bert started talking back. I have since found out that they don't let assisting AI for children talk until then. Otherwise, the child becomes more connected to the AI than to their own family.

When he started talking on the evening of my eighth birthday it was to warn me that my decision to hike to the nearby lake and swim by myself was probably a bad idea. That was the first time I ever got mad at him. I was especially mad because I knew he was right. I forgave him right away because he no longer looked like a doll. His body had been upgraded that day, my birthday, to that of a young boy. I was so excited to have a real boy as a friend that I was willing to forgive pretty much anything. Yeh, I know he wasn't a real boy. Real boys can be mean. Outside of that he looked just like a real boy.

Mom wouldn't allow us to sleep together anymore after his body changed the first time. I remember that I was devastated and could only be consoled when mom gave him a bed in my room. Sometimes I really needed hugs and he would rock me to sleep. He was always in his own bed when I woke in the mornings. Anyway, they don't give a children's AI genitals or a sex drive so it's not like it mattered. If I had to guess, I suppose Mom compromised between unhappy child and current social mores. After that year Bert changed bodies every two years.

We had this strange relationship. Bert's AI socially matured as I did but his body didn't. We would be physical peers when he went into his new body. Each day that went by after that his body would fade a day into my past until we approached the next body replacement. Overnight a body two years younger than me would be replaced with one the same age as me. Instead of finding it odd or off putting, I found it endearing. I was always excited to see my friend's biennial transformation.

That is until his sex changed at my twelfth birthday. I was enraged that my mother had decided a girl would be a better companion. I put my youthful foot down when she brought up changing his name. I didn't care if he was now a 'she', his name was Bert. End of discussion. My father had been killed in an accident earlier that year and she just didn't have the fight in her to argue with me.

Looking back, it was obvious why Mom made the switch. I needed to learn about my body and what better way to learn than with an AI that had a similar body. I could ask questions about my changing body and the AI could show and tell. By this point Bert's body had rudimentary sex organs. Just enough junk to provide illustration for training purposes. That was all well and good for general questions. Bert always deferred to Mom for questions regarding masturbation (nope, never gonna happen) or sex (mostly didn't happen). When I was older, I learned about the physical aspects of masturbation pretty much like my parents had and their parents had before them, by doing what felt good.

Things changed when I turned sixteen. The new Bert girl was fine at first, but sixteen turns into seventeen in the blink of an eye and an entire life of drama is lived in that short time. Bert became too young for me to hang out with in no time at all, even though mentally she was still right there with me. She was always there for me at my lowest and I had a lot of lows. Seventeen was rapidly approaching eighteen and I thought I was outgrowing my need for Bert.

Maybe that was the intention all along. Bert had been a companion to me for most of my life and now it was time for me to fly solo. I was going off to college soon and would meet new and interesting people. Maybe I would lose my virginity. That's not quite how it worked out though. Mom wasn't paying close enough attention to the details when my eighteenth birthday came around. At least I think she wasn't.

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I walked in our front door on my eighteenth birthday and saw the hottest looking man I had ever seen standing in the living room next to my blushing mom. I had to ask, "Bert?"

"Yes, Lisa?"

"You look a lot more grown-up Bert."

"This is my final body. I hope you like it."

"Oh, I like it alright!"

"Lisa!" Mom turned an even deeper shade of red. I didn't realize at the time, that maybe her red face might have to do more with Bert's effect on her, than it did with my remarks.

I was so happy with his new body I was positively giddy. He was so handsome and masculine looking I shivered. I suspect Mom had done a bit of her own shivering when she first saw him. It had been a while since dad was killed and she had never gotten around to dating again.

"Bert, can you give Mom and I a minute please."

"Certainly Lisa. I will be in the kitchen finishing dinner."

Bert left for the kitchen and l looked hard at Mom. She fidgeted and refused to look me in the eye, "OK Mom, what is going on here?"

"Well, you are leaving for college soon and you can't take Bert with you. I thought it would be nice to have a man around the house, so I had his body changed back."

"Uh huh. And I suppose that it was an accident that he looks so hot?"

"Well, there was no sense in having some plain old body. You heard him, it's his last one. I thought we owed it to him to get a good one."

"Uh huh. Well, I can't complain but I know you are holding something back and I will find out what it is."

Mom muttered, "I certainly hope not."

"What was that Mom?"

"Nothing dear. Let's go have that birthday dinner."

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Dinner was a bit awkward. Mom barely said a word while Bert and I talked about my day. I was confused and curious about the way my mom was acting but I decided not to confront her. I suspected having a handsome man in the house was really throwing her off her game. Even if the handsome man was artificial.

After dinner I went to my room to study. I finished up and was internet surfing when Bert came into the room. I hadn't realized it was so late. I got up to undress for bed and was halfway undressed when I realized that my friend and roommate was no longer a girl. I hesitated and looked over at Bert. He was in the process of undressing as well and that is when I noticed the substantial bulge stretching his boxer briefs!

"Uhm, Bert?"

"Yes Lisa?"

"Your new body is different. Why is that?"

"Your mother ordered it this way."

"She did? Uhm...Can I see?"

"Of course, Lisa."

Bert pulled down his briefs and stood before me naked. His body was sculpted with muscles. My eyes took in his muscular chest and my gaze went down taking in his rippled abs. My eyes continued downward to his hairless crotch and my eyes bulged at the penis hanging from his groin.

"Bert, why do you have a penis?"

Bert walked toward me, "To provide pleasure."

"What do you know about providing pleasure Bert?"

"My database contains the total available knowledge on pleasuring the human female."

"OK, but you don't feel pleasure, do you?"

"I am an advanced AI and have been with you for most of your life. During that time, I have grown as an AI and have developed a close attachment to you and your mother. The close attachment is analogous to your definition of feelings. When I make you or your mother happy it gives me pleasure."

"Are you saying that you love us?"

"For all intents, yes."

That is when he kissed me. I was shocked at first and continued to be shocked as his soft lips kissed mine. I hadn't expected to be kissed and I hadn't expected the warm softness of his lips. He felt human. His tongue was warm and wet when it entered my mouth. My thoughts were scattered, but my body responded to the kiss of the naked man now embracing me.

My curiosity got the best of me, and I reached down to grasp his penis. It felt hot in my hand, and it began to swell. I stroked him slowly as our kiss deepened and he grew in my hand until I felt his erect hardness. I was shocked and very aroused. I loved Bert and now he was showing me that he loved me too.

Bert picked me up and carried me to my bed. He laid next to me and continued our kiss. He was an awesome kisser, and I would have been happy to just continue that. Bert had other plans. His hands began to wander over my body, each touch exciting me and building my arousal. I had never been with a man and had barely fooled around with boys at school. An entire new world was opening for me with each touch of his hands.

When his hand finally found its way to my crotch and his fingers found my center, I had never felt such ecstasy. My first orgasm was magnificent, and I wanted more, much more. Bert seemed happy to oblige as he pulled the remainder of my clothes gently from my body.

He pulled me on top of him and his erect cock brushed my labia on the way to my entrance. His wonderfully warm cock slowly entered me and as he sank into me, I felt the sharp pain of my hymen breaking. My fear of the pain soon subsided as he kissed my tears away and lovingly pumped his cock into me. Soon I was expressing my joy by grinding my groin against his. It was loving and magnificent and more than I ever dreamed it would be.

In the afterglow he held me close, and I fell asleep in his arms.

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Over the next few weeks Bert and I continued our lovemaking. He introduced me to oral sex and a variety of positions. His skill was amazing, and I was having trouble thinking about anything but sex. Fortunately, I was near the end of my senior year and my course load was almost non-existent. So non-existent that I tested out of my last two classes of the day.

I arrived home hours earlier than usual and was a bit concerned when Bert didn't meet me at the door. I heard sounds from the hallway and walked back toward my mother's room. The door was open and when I looked inside Bert was making love to my mother. I watched as he brought her to ecstasy over and over. I couldn't take my eyes off them.

I knew right away when Mom spotted me. There was a mad scramble on the bed as she tried to cover herself. I ran to the bed, "Mom, Mom, it's OK. Please calm down."

Tears ran down her face, "You must hate me right now."

"Mom, I don't hate you. I am happy for you. My best friend is making my mom happy just like he has made me happy. I want this for you. You deserve this happiness and I love you."

Her eyes were pleading and hopeful as she looked up at me, "You really don't hate me?"

"I love you Mom and I love Bert. I was worried about what would happen to him and you when I left for college. I didn't want either of you to be lonely. Now I know that both of you will be fine. I do have one request though."

"What's that dear?"

"Would you mind sharing?"

She smiled up at me, "It only seems fair. You shared him with me."