From Junior Cuck to Sissy Pt. 03

Disclaimer: All characters in this story are 18+. They are all ending high school and starting college.

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We kept studying together, but things went back a few steps, and it took a couple of days (when I didn't manage to make any move or even ask a question) for her to take the initiative again. This time we kissed for a few minutes, with increasing tongue play, and when we were breathing heavily, she stood up, took my hand and drove me to my bed. She started to undress, and after a few shocked seconds, I did too. Then we laid on bed and started making out.

I was in heaven. I couldn't stop feeling her warm and soft skin, watching her perfect perky tits, and savoring her lovely mouth. She took my whole hard-on in her hand and kept it steady, whispering to me that I had to calm down, so we can take more time...

Following her lead, my hand searched down her pelvis and I started fumbling with her pussy, trying to figure it out for the first time, quite careful as I couldn't find the actual hole between her pussy lips. Then she told me I had better take a closer look, and sitting straight on the bed, she signaled me to get between her legs, and for once I quickly understood it was time to eat her beautiful cunt.

I crouched in front of her and marveled at this secret part of females I had only seen in porn magazines, but never that close. At least for a few seconds, before she grabbed my head and put my face right into it, so I started licking her snatch.

It tasted funny at first, but I was so horny that it quickly felt exquisite, and I found what it meant for a girl to "get wet". I started to suck her in earnest, while hearing her moan, and this was fantastic! It was way ahead of anything I thought it would be, my first time having sex...

Her fingers were all around my hair, slightly pushing my head closer from time to time, my lips and her pussy in a deeply wet kiss. I felt so hard while eating her that I needed to touch my dick, but I felt her feet pushing my hand off. "Don't touch yourself, baby, please. Leave that to me..." she told me, and the idea was so hot that I have to consciously open my legs to let my dick flop free, avoiding any friction, and fully focus on her, or I might cum again too soon.

I guess I kept eating her for about 15 or 20 minutes, and while she was enjoying it, my neck was starting to get tired from the effort in that position, and my dick had gone soft again, neglected as it was. Just after what seemed her third or fourth orgasm she pulled me over her and seductively asked me to fuck her.

This was the moment I had been waiting all my life! Even more since I had met her. I have had so many fantasies about this! But when she stretched her hand to grab my dick and guide it into her pussy, she got confused... "Oh, baby... You are not..." and she looked at my small and flaccid dick, and I could see the disappointment in her face. But then she whispered in my ear: "Don't worry, babe. I will take care of that" and wrapping her hand around my penis, she began stroking me. I felt it come to life, and my shame faded as I felt completely hard and ready, until her next whisper was "See? It is starting to grow for me..."

It was my biggest hard-on ever, and it filled her hand, but she was still squeezing on it, seemingly wishing for more...

I got afraid I might cum right there, so I built up the courage to tell her I was ready, and with another slight hint of hesitation, she drove my dick into her pussy.

Oh, that felt so great! This was it! I was finally fucking her! I had to make her feel good and moan even more than when I ate her cunt. So I started to pump inside her, and she was smiling, but... it was a polite and probably fake smile... I was not doing it very well. I started to move faster, trying to get deeper inside her, but I didn't have any experience, and my dick slipped off her. I managed to get it inside again, and after a few more pumps, it happened again. I went back in, pumped harder, and when I felt I was about to explode... it slipped out again, but this time I came before I could stick it in. I noticed the mess over her, and looked at her full of shame, but she took my face in her hands, saying "Babe... You are so... sweet" and rained my lips with many short kisses.

It was very nice and warm, but it was far from the hot scene I had foreseen in my mind all this time. And it wasn't probably what she expected either. She smiled at me again but told me she needed to clean up, so I moved, and she went to the bathroom, where she spent a lot of time, finally coming out to say it was late and she had to go back home. I sensed her rush to get dressed and leave after kissing me goodbye.

I cried myself to sleep, feeling ashamed and inadequate, thinking of all those other guys she had dated, who were surely better in bed. How could I get more experience? Would she still want to be with me?