Winnie Losing our Virginity - Sex Stories

Winnie Losing our Virginity

... was enjoying the show, amazed at how Winnie could take it all so easily and sexually aroused by the fact that my dick was the one she was willingly taking like that.

As the light played over her abdomen I suddenly wondered would I be able to feel my cock moving inside her? I suddenly had this bizarre urge to touch her tummy; to feel my cock deep inside her.

The thought of feeling my tumescence moving inside her really started turning me on so I pressed my hand down hard on the lower part of her cute belly and simultaneously rammed hard into her quim, feeling for my own hardness moving inside her.

I didn’t feel my cock. Instead, Winnie let out a horrible howl of pain and I instantly pulled out. Not knowing what had happened I did nothing for a few seconds, just looked down at her, puzzled.

Winnie lay there not moving, her legs still spread wide. I briefly thought she was staying that way to let me back inside her but I soon realized she was simply in too much pain and shock to move. She exuded no sign of sexually wanting me. She just lay there.

Then she started to cry softly. Very quickly her sobs became louder, they came in ragged gasps between deep agonized breaths.

I remembered how Winnie had cried the first time we had screwed, when she had tried to break her hymen by impaling herself on my dick, and I realized this was different. The loud jagged sobs were from real pain, not the emotion of lost virginity. Whatever my penis had done, it had hurt her ...

... badly and she cried inconsolably as I pulled her up into my arms and laid her head on my shoulder. Two naked teenagers embraced.

She hugged me as if I was her saviour, not her tormentor. Wet tears dripped onto my bare shoulders and down my back. She cried for a long time. I felt terrible.

I felt terrible for two reasons; first, I had hurt Winnie badly and was feeling like an asshole for not knowing that what I had done would hurt; second, I was acutely aware of my erection as it stood straight up between us as we held each other.

You can see my cock in my Gallery section. As in that picture, it stood there that night like a tower, hard as I had ever made it and I knew why it was so hard - it was so hard because I liked the fact that it was so big it had hurt Winnie.

I had discovered using it to hurt Winnie was just as much fun as using it to pleasure her. That’s right, hurting Winnie was a turn-on; having a cock big enough to hurt Winnie was a turn-on. Go me!

I was an immature little bastard getting off on the fact that my big hard cock had just hurt my girlfriend but good. The sound of her pained cries got me off and I was disgusted with myself for my reaction, enjoying the fact that I had made her cry, guilty that I was enjoying it.

I held Winnie’s nakedness against me and waited for her to stop crying, all the time acutely aware of her nubile body in my arms and selfishly thinking about nothing but how soon I could get back to screwing her. My prick remained ...