Virginity Lost By Rape - Sex Stories

Virginity Lost By Rape

... nibbled on my earlobe, “first comes pain, then comes pleasure,” and he pulled back again, this time not as far, then thrust into me.

I thought it was odd that he knew these things. I thought we were taking this journey together.

“How do you know what I need to do, baby?” I asked, genuinely confused. Perhaps he was experienced with fucking sissies?

“I know because I fucked Ashley in the ass when we were dating,” he said.

Ashley was his girlfriend for 2 years. He told me about all kinds of times that they had fucked in various places, and in different situations, but he never mentioned anal. It made sense, though, because I know that Ashley loved his dick, and was jealous of the friendship Brad and I had. I think that was one of the reasons he broke up with her.

It turns out he was right, it didn’t hurt as bad that time, and I made a slightly pleasurable moan, which made him grunt with excitement, and he began giving it to me at a slow pace. In, out, in, out, in, out, until I felt my sugar walls relax. I began to push back on him, and this turned him on. He got off of my back and gave me space to wiggle, which I did, and that made him really excited. He positioned himself over me, and stood up on his knees, still pumping slowly inside of me.

He took his hands and spread my ass cheeks as far open as he could, and I felt my pussy widen. It was still extremely tight, but there was no more instinctual physical resistance. This was happening, and even though it ...

... hurt like hell, and started against my wishes, the only way it was going to end was if I was able to fuck my way out of it.

Everything went into a higher gear when I felt his hands gripping my hips. To me, there was always something so hot about a guy grabbing a girls hips as she rocked herself back and forth while taking his cock. As a sissy girl, this was an extremely feminine feeling to me. I started breathing heavier and pushing back at him, which in turn made him push harder into me, and we achieved a rhythm of sorts that made it more pleasurable, for what that was worth.

He picked up the pace tremendously, I felt him nearing his end, and so I started bouncing off of his cock as much as I possibly could to get him to cum. He began thrusting harder and harder until he exploded. He left his cock as deep inside of me as he could, and screamed when he started cumming. I could feel warm, gooey fluids filling my pussy up, which made me scream in equal parts pleasure and pain, just as he told me I would.

He stayed inside of me until he reached his end. Feeling his cock being pulled out of me after he came was a mind blowing feeling. Cum and fluids started dribbling out of my quivering boy cunt and down my inner thighs. I stayed in the face down, ass up position trying to catch my breath and letting the senses in my body stop tingling.

I looked back from between my legs to see if I could see him, but he was nowhere to be found. I noticed that my panties were still down ...