My name is Maya Hart, and my first lover was my teddy bear. Let me back up a bit, and give more context to that statement. When I was just three years old, my mother gave me as a Christmas gift: a huge stuffed teddy bear. And by huge, I mean: it was like twice my size, and probably twice my weight. However I fell instantly in love with him. He was big, massive, cuddly, and warm. He was like a chair of sorts when I would sit in his lap while watching TV, he was a blanket I could cover myself with when I was cold, and he was like my best friend when I just needed someone to hug. The later was definitely true since my dad was never around, and my mom was always busy working; so I would be home alone a lot as I grew up. Whenever I would feel lonely, or sad, or scared from something like a thunderstorm outside, my big teddy bear was my friend I could hug tightly for comfort. Except for eating and using the bathroom, I began to drag my giant teddy bear wherever I would go at home, and I would always fall asleep with him in my arms as I drifted to sleep every night.
Now this sounds like it's going to be just the story of my childhood. But it's not. As the years went on, I continued to always have good ol' Teddy by my side whenever I was home alone, and I continued to sleep with him every night. But as more time passed, Teddy became my confidant. I would come home, and just look at Teddy and tell him about my day. I knew he wasn't alive, but it just felt good to look at a face and tell someone what I was thinking. I would even look at Teddy as I tried to decide what I should wear to school that day. I even remember asking Teddy for his opinion on how I looked when I first hit puberty. I remember feeling so self-conscious of how my body looked as my boobs started to show, and it felt so weird the first time I wore some adult underwear that my mom bought for me. I remember standing before Teddy in my white Lacey bra and revealing panties (that barely hid any of my butt cheek skin) and said, "What do you think Teddy?" And as I saw him sit still smiling with that beautiful big black nose of his and those cute little eyes, I just felt like everything was going to be okay.
Then came the night I started to become more sexually aware. Despite already hitting puberty and knowing what sex was from Health class, I had never really had thoughts, dreams, or fantasies involving it. But then one evening when I was alone, I was reading fanfiction of my favorite TV series: Red Planet Diaries. I loved reading stories that took the characters of my favorite show into new more interesting and more grown up directions. However when I stumbled upon a fanfic I didn't realize was rated M at first... well... I started to suddenly feel a funny feeling between the top of my legs as I read about my favorite couple on the show taking their clothes off and making love in bed. The vivid descriptions in the story of the two characters touching each other's skin, being so physical and intimately close, and the feeling of intense pleasure they felt as they hit the climax of their love making... it made me want to experience it too. However I obviously knew I couldn't just leave my home and find some random guy to practice this experience with. So I picked the next best thing.
I then went into my bedroom and locked the door behind me. I didn't know how long this idea of mine was going to go for, and wanted to keep my door locked in case my mom came home while I was in the middle of doing what I was about to do. I then took off all my clothes and underwear, followed by laying Teddy on the bed looking up at me. I looked down and Teddy and smiled, as it felt like magic was entering the room. Then I gently got on top of my bear and began to hug him with my naked body. I quickly moved Teddy's arms so they were hugging me, and then I kissed him on the lips. I looked into his cute little eyes and said, "I love you Teddy." Then I stretched my legs out, and thus opened up my vagina a bit as well. Then I began to rub my womanhood against the fur that made up Teddy's crotch and began my attempt at making love to him.
I was starting to feel a little tingle down below. However it wasn't as grand as I thought it be. But then I realized it's because Teddy didn't have the goods down below to make me happy. But then I got a dirty idea. I grabbed a rubber-band I had, and then grabbed a lot of the fluffy texture near Teddy's crotch. Since Teddy was very fluffy and his body could be molded slightly, I was able to grab a bunch of fluff with one hand, rubber-band it together so it wouldn't lose shape, and now... my fluffy bear had a fluffy penis. I then proceeded to push Teddy's new penis into my vagina, and that's when I started to feel something special. My body was suddenly awakened with new sensations, new feelings, and new urges. Oh God, yes, Teddy was making me feel so good. I put my hands on Teddy's butt, and proceeded to push his body hard into me. Teddy's penis went deeper into my vagina, as I moaned in pleasure. As I began to shake my body and Teddy's, I began to moan more as I said, "Ohhh! Oh yes Teddy! Harder! Harder! Oh yes! Oh yeah, baby!"
My body began to sweat a bit, I looked down at Teddy to see how he was doing. He was still smiling. Oh yeah baby, he was really enjoying this. I was certain of it. Then I sat up on Teddy and began to ride him. As I bent my knees, I moved Teddy's big flurry hands so they were touching my butt. I looked into Teddy's eyes as I said, "Oh my Teddy. You're such a naughty bear aren't you? You've always secretly wanted to grab this ass, haven't you?" I looked at Teddy and saw his smile, and it made me giggle. I then began to bounce on Teddy, his fluffy body making this experience even more enjoyable. As I bounced on Teddy's fluffy penis, I felt it go deeper into me, fitting into my womanhood perfectly and making me so happy. I began to imagine how much Teddy was enjoying this. I pretended he had secretly wanted this all his life. For years as he watched me change my clothes, or come back from taking a shower all naked and wet, I imagined him fighting the urge for years to bang me. I just imagined how he wanted so badly to just jump from behind me while I was doing some morning naked stretching, and how he would proceed to shove his hard member into my butt while grabbing my boobs.
As I kept riding Teddy, I looked down at his cute face as I said, "Mmm. Ohhh! Oh God Teddy. I'm about to cum. Oh God, here it comes. Ohhh! Ohhhh! OOOOOOOOHHHHHHH!" Then for the first time in my life I felt an orgasm. I obviously knew what the concept was, but I had no idea if would feel so amazing... and then I looked down and realized I also had no idea that the stuff that would come out of me would be so sticky and that there would be so much of it. Frightened that I had stained Teddy with something worse than grape juice, I quickly took the rubber-band off him (thus making his penis de-form and go back to being a dick-less crotch) and quickly rubbed used a brush with soap and water to clean him. But when I was done, I quickly cuddled with Teddy in bed. I laid him on his side, while I laid on my side naked. I put a hand on my hip as I nestled my head next to his as I said, "So was that as good for you as it was for me?" I looked at Teddy's big smile, and then I smiled too. I gave Teddy a kiss, and said, "Thank you for being my first. It was wonderful." I then hugged Teddy tightly in my arms. I also moved his big fluffy arms so they were hugging me too. Then I drifted to sleep.
As time went on, I eventually moved on from Teddy. I made more real friends, and even found love interests too. However Teddy remained a permanent fixture in my room, and whenever my eyes came upon his smiling face, I couldn't help but always smile too. And while I didn't do it every day, there would still be times where I would grab that silly old bear and give him a big hug. Of course, now I was a bit bigger than Teddy. So now he could sit in my lap, as I'd give him one big bear hug from behind. I knew Teddy wasn't alive, but he would always be special to me. He was my best friend growing up, my comfort, my support, and most importantly: my first lover. A first lover who would never turn on me, and would never stop being my friend for the rest of my life... along with also being a best friend with benefits on certain nights I would be feeling a little extra horny. ;)
THE END