Sissy In The Alley

It was a dare and a challenge. Go into the most dangerous bar in town and get a hard biker to buy me a drink. I had to do it dressed up as her. I had to do it.

Hanging out with jocks has its advantages but the guys are single-minded. They don’t like that a slim, sensitive, and intelligent guy has as much or more luck with the ladies as they do.

The whole thing was a set up but I couldn’t back down now. I had to play my part or risk humiliation. I had to dress up and make myself up and see this through.

I didn’t realize how well I’d fit the part. I never counted on really being able to pass. I can’t believe this is working, that I have his attention.

He’s hot and he’s hard and he’s fearsome. He has control over all of the dangerous men in this bar and he wants me. There is no backing out now, I have to see this through.

Even if it means following him into the back. Even if it means falling down to my knees in this dirty alley. Even if it means obeying his stern commands.

Because I have to, and I need to.

Excerpt

With his cheek pressed against mine, I nodded and let him take my hand in his. He drew me off of my seat and walked with purpose to a door in the back labeled Private.

I felt their eyes on me as we passed. I knew they knew what was happening. I knew they knew their boss had caught another young woman who had strayed into this dark trap of a bar, and that I wasn’t going to leave until he had his fill of me.

We pushed through the door and into a space in the back that contained kegs and bottles and boxes. It was the storeroom for the bar and I figured we would stop here and knew what would happen.

I could almost feel it on my body, the way he’d press me forcefully up against these. The way he’d pin me there and kiss me and devour me. The way he’d strip the clothing from my body and bare me to him and then bend me over and fuck me hard.

And in all of those dreams I was her, I was Allison. There wasn’t a hint of masculinity on me and he bent my nubile and feminine body over and fucked me hard and fast and rough in my pussy.

And in all of those dreams, I was loving it because of course I was, because this was what I both wanted and needed.

But I shook my head to clear those dreams. Realization dawned on me that I’d drifted too far, that I’d become Allison too much and I realized one truth that I couldn’t ignore.

There was a secret in me, hiding hard and throbbing between my legs. It was a secret that Jake wouldn’t appreciate if he found out about it, and there was no telling what he’d do if he found out.

I was in over my head and I needed to be so careful here. I let him lead me past all of this and ignored my fantasies in favor of my reality.

This man was hard and dangerous, and if he found out my secret it would spell my doom.

I had to do anything I could to keep it, and I wanted to all the same.

To my surprise, he burst through another door and a cool blast of night air hit me. We were outside now, in an alley off the back of the bar and there was dirt and grime on the ground and on every surface. The sounds of the sleeping city played in my ears and I wondered what time it was vainly for a moment before my fantasy came true.

Jake pushed me hard up against the wall beside the door and he was on me in an instant. His breath was hot and intense, his lips hard and forceful as he kissed me roughly.

His hands took me, one tangling in my hair to pull me into him while the other grasped my hips and held me still. I felt fear coursing through me, excitement following immediately afterwards as I melted and kissed him back. I mewled for him, reaching my hands up to stroke his hard chest through his shirt as I thought about what this meant.

Kissing Jake was nothing like kissing my friend. Jake was forceful and intense and with purpose, he knew what he wanted and what he wanted was me.

I wanted him too, my body ached for him and dizzy pleasure ran through me. As he released my hair and grasped at my chest I knew that I was going to have to be exceptionally careful here. As he kissed his way down my neck and his fingers tugged at my clothes I knew I was treading on the knifes edge of disaster.

What about that drink?” I asked him, trying to crack a joke but it coming out as a half-moan, “You can’t just play with a woman like that.”

Oh I’ll give you a drink,” he said, “I’ll make you take it right from the source baby. I’ll make you drain every last drop of it.”

I could read between the lines enough to know what he was saying. This event could go so many ways but one way it had to end was with his cock in my mouth and me taking his hot sticky load down my throat.

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