Dave Helps Jason become Jenny

I could feel it pressing up against my hole, slowly sliding in. He had used so much lube and had loosened me up nicely, so it didn't hurt at all. It just felt weird, like I was being filled up. I still had my hands covering my face, but when he finally managed to work the dildo all the way in I felt it hit that spot again. He started working it in and out, making sure to keep rubbing up against this switch inside my tight ass. By this point I was moaning uncontrollably. "This is so hot Jason" said Dave "You're working the dildo on your own now, I'm not even moving!"

Sure enough, I had been pushing up against the dildo, even unconsciously squeezing down on it so that it really hit my sensitive spot. I was working myself into quite the frenzy, leaking precum everywhere and feeling something building up inside me, when all of a sudden Dave slowly pulled the dildo out. I felt empty, and all I could think about was that I wanted, needed to feel it back inside me. I pulled my hands away from my face and opened my eyes, and was shocked to see Dave standing in front of me, naked, with a massive erection, his cock dripping.

"Listen Jason" he said "Ever since I saw you make out with Mike at the party I thought you might be into this. And then when I found you passed out in your room in the dress with cum all over yourself, I knew you wanted it." I just looked at him, embarrassed and confused, but also desperately missing the dildo inside me. I couldn't help but notice how hot he was smiling down at me with his muscular arms, big broad shoulders and hairy chest. I also caught myself staring at his massive, beautiful cock - it was even bigger than the dildo that was just inside me.

"We can stop right here if you want, I won't force you" he said "But I think you want this too." I just stared at him, pleading with my eyes to put the dildo back inside me, but completely frozen as I was so nervous.

"I need you to tell me" said Dave "I need you tell me that you want my big, fat, hard cock inside you." I whimpered when he said that, knowing in that moment that I wanted it more than anything else. I just looked up at him and nodded, giving into this masculine, dominant man.

"Good girl" he said "But first I need you to get me fully hard. On your knees." Understanding what he wanted - what I wanted - I climbed down off the bed, adjusting my thong bikini to at least try to cover hard dick. On my knees in front of him, I reached out, slowly touching his cock, taking him in my wet, eager mouth. Soon enough I was bobbing up and down on his massive cock, unable to get it all in my mouth, but massaging what I couldn't with my hands.

I was amazed at how much this was turning me on, how much I wanted this. He started grunting and patting my head. "God that's perfect Jason, you're so good at this" he said, running his hands through my hair gently. "But you know what, like this I don't think you're really Jason anymore. I'm going to call you Jenny from now on when you're dressed up." This felt like the last piece of the puzzle coming together, and I looked up at him and just moaned in pleasure while I was taking his cock.

Eventually, he pulled me off and stood me up, pressing his weight against me and kissing me deeply. I felt enveloped by him, like he was taking over, but in way that made me feel safe and protected. It was all so overwhelming and I just sighed and let myself collapse into his arms, feeling his hairy chest press against my face. He picked up my smooth, slim body and gently and put me on the bed, positioning himself on top of me with his cock pushing against my hole. I was aching for him to take me.

"Jenny baby, I think you know what's coming next" he said "But this time I need to hear you tell Daddy what you want."

I looked up at him, the same pleading look in my eyes and said "Daddy, I need your big, hard cock inside me" I begged in a feminine, submissive voice, "Please Daddy, I need you to fuck my tight little pussy."

He smiled, slowly pushing into me. I gasped at first, he was huge after all! But I was so worked up and the dildo had really opened me up, so I got used to him quickly. After going slowly for a bit he looked down and saw that I was ready for more. He started building up speed, hitting my spot over and over again, making me moan. "Oh god Daddy, I love your cock, fuck me hard please!" I begged, completely losing myself.

"That's right Jenny, your Daddy's good little slut, aren't you?" he teased. Being called a good little slut just pushed me over the edge, and I started pushing back hard into him.

"Oh yes Daddy, I'll be a good girl for you, my little pussy is yours Daddy, only yours!" I practically screamed. I could tell that this was really turning him on, and he started fucking me even harder, pulling my ass and hips off the bed to get more traction. I could feel him getting warmer and harder, and I could feel something building up inside me, like I was going to cum but I hadn't even touched my dick this whole time. He noticed that I was getting more and more flushed and was moaning loudly, and just smiled down at me.

"Is my little Jenny going to cum from having her pussy fucked by Daddy?" he said. I didn't even know that this was possible, but I couldn't deny what was happening.

"Oh fuck yes Daddy, I can feel it coming, please keep pounding my slutty little pussy, oh God I love it so much!" I screamed, giving myself over to him. After this last round of begging, I realized I had passed the point of no return. The massive orgasm that was building inside me let loose, and I moaned and screamed for what felt like forever, feeling waves of pleasure run through me. When I finally started to explode all over myself it felt better than anything. Seeing this seemed to push Dave over the edge, and he grunted and pulled out, cumming all over my face and chest.

After he was done he did something I wasn't expecting. He kissed me gently on the lips, and then pulled me against him, cradling me in his big arms. I was overwhelmed by what had just happened, but I felt so safe and protected. I snuggled my face into his strong, hairy chest, and he caressed my hair and face until we both fell asleep.

When I woke up a few hours later, Dave was gone. In his place on the bed was a package and a note that read "Thanks for the lovely evening Jenny. Tonight I want to take my girl out for dinner." In the package was a beautiful dress, a sexy lace thong, and a pair of heels. I got up to take a shower, hard again thinking about what had happened last night, but wanting to save myself for Dave - no, for Daddy - like a good girl...