Now don’t get me wrong, finger fucking myself to sleep would absolutely do the job. But one night, I was feeling a little adventurous. I thought about humping the pillow but it just didn’t seem so appealing. Looking around, my eyes landed on the giant teddy bear sitting across the room from my bed. It was an old Valentine’s Day gift from my ex and seemed like the perfect thing to get me off. Before I knew it, I was completely naked riding my teddy bear.
I never imagined it would feel so damn good, rubbing my clit against the soft fur of my stuffed animal. But holy shit, it did the trick so much better than my fingers ever had. My body trembled and I was literally panting as I neared my orgasm. I felt like I could see stars as my climax washed over me. My teddy bear was the very first partner I ever had in the bedroom, and I was so damn happy I found out how sweet riding my teddy bear really felt.
I was beginning to feel like my teddy might grow tired of letting me use him to cum so hard. Really, I just couldn’t help it. It felt so good to rub my pussy against it, and the leg-shaking orgasms were an immense upgrade from the orgasms my fingers would previously provide to me. As far as I was concerned, this was the closest thing to real sex that I could give myself. And riding my teddy bear had become the most enjoyable part of my nights.
Sometimes I would imagine the teddy bear coming to life. Holding onto my hips with his soft little hands and guiding my hips down onto a nice rock hard cock. I could only imagine how good a cock would feel inside me. If rubbing my pussy on a soft plushy could bring me this much pleasure, I just knew having something inside my sweet cunt would be sure to push me over the edge.
In a bid to experiment a little, I made my way to the sex shop and purchased my first ever dildo. I bought a strap for it and as soon as I got home I planned on riding my teddy bear into the dead of night. Nothing was going to stop me from intensifying my orgasms more and more. I strapped the toy onto my teddy and hopped on top, guided my pussy all the way down onto the cock and began riding hard and fast. It felt like nothing I had ever experienced before.
The feeling of an actual cock inside me was intense and erotic enough to make me orgasm for the first time insanely quick. But I wasn’t even close to being done. I wanted to scream, I wanted to make myself squirt all over my sweet plushie. I ground down as hard as I could onto that cock, continuously hitting my g-spot each time. Finally I could feel something building up in my stomach which made me ride faster until a puddle of pleasure burst out of my sweet, wet cunt. I had achieved maximum pleasure all on my own. All because I discovered how good riding my teddy bear felt.
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