Pleasure in the Park

They picked me up and took me to another room where there was some sort of BDSM contraption. They placed me down on it and locked my wrists and ankles into handcuffs that were welded to the steel plate on the floor that held up the whole thing. Next, they pulled down my panties and locked my still-pulsating cock into its own miniature handcuff. I nearly squealed with pleasure as my balls and shaft reacted to the pressure of the cuff wrapped around them. I couldn't move even if I wanted to.

"Are you ready, Alice? 'Cause Cheshire Cat and her friend are ready to make this the best night of your life," My captor said. A pause. "I asked, are you ready?" She started tapping her stockinged foot, looking very impatient. I finally realized she wanted a response. "Yes, Mistress," I replied, realizing there was no hope getting out of this. I was trapped, and I had to do something that should be utterly repulsive but at the same time was making me so exhilarated with anticipation -- I had to take Jack's cock in me. "Nope -- that's not good enough," she said. "You need to ask for it. Now, Alice, be a good girl and ask Jack to do what both you and he want him to do."

I blushed even more. This is so humiliating... I thought, But hasn't this always been one of my fantasies -- to be dressed up like a woman and taken like one? My girlfriend would never want to do this with me... So why not take the opportunity now? I took a deep breath and said in my best young, innocent girl voice, "Jack, please take me. I want your cock inside of me. I want you to ram my tight ass and fuck my mouth with your shaft. I want to be your and Cheshire Cat's plaything for as long as I am in Wonderland. Please take my cherry."

Without hesitation, Jack went to my rear, unzipped his pants, and hiked up the skirt of my dress to reveal my frilly panties and my virgin ass. He quickly moved the panties out of the way and the woman pulled out the small butt-plug to lube up my tight hole.