When my best friend Stephanie asked for my help with something special, I agreed immediately, "What are friends for?" What I wasn't expecting was what exactly I would be helping with; although I'm glad I decided to go! Stephanie had text me, asking me to come by her apartment that night, simply saying that she needed my help with something. I have known Stephanie since elementary school, and have watched her grow into the beautiful 5'6 blonde woman that she is today.
That night when I walked in, everything seemed normal. We sat down, and had a beer, making small talk. After a little while, I finally asked, "So what's so important that I had to rush over here tonight? You didn't break up with that new girl already, did you?" The wicked smile that crosses her lips should have tipped me off honestly, but who would ever expect what was coming next?
"No, she and I are still together, although we have hit a slight issue recently. I won't go into details, but I wonder, could you help me handle it? I have something special in mind, and I think you're the perfect man for the job, and you're someone I trust completely, so I can't imagine anyone else I would ask."
The way she said "man for the job" struck me as kind of odd and in the back of my mind, a rather dirty thought popped up. Was Stephanie about to propose a threesome? Rationally I knew that didn't make sense, but like any guy, I was immediately turned on by the idea. With a laugh I said "Sure Steph, I'll have a threesome with you, I thought you'd never ask!"
All of the sudden, my best friend was gone; the sweet innocent girl I had always known was replaced with a strong woman, with a wicked look in her eyes. As she stood up, she announced over her shoulder "I like your spirit Andy, and you're almost right. But we won't be having a threesome!"
As she walked to the back of her apartment, I was confused. Should I get up and follow her? What did she mean by 'almost right'? As I sat there confused, Stephanie came walking back in the room, with her hand behind her back. It took me a second to realize that she wasn't alone either. As I watched, Stephanie walked in with a gorgeous redheaded woman crawling on the floor behind her, with a ball gag in her mouth, and a collar around her neck, which Stephanie had attached a leash too and was using to guide her pet along. The thing that shocked me was that I recognized the girl crawling on the ground. Her name was Claire, and she was a member of the cheer squad from back in highschool. What the hell was going on here?
"This is Andy, he will be assisting me with your punishment tonight Claire. This is what happens to bad little lesbians who don't obey!" she explained to Claire as I watched. As confused as I was, my cock was growing harder by the second as the twisted part of my mind evaluated what was going on. Claire was completely naked, wearing only a ball gag in her mouth and a collar around her neck. From my angle I could see that there was a fluffy fox tail hanging from a butt plug which was wedged firmly in the former cheerleaders incredibly shaped ass, and I watched as her tits swayed back and forth as she crawled.
As turned on as I was, watching this teenage fantasy play out in front of me, I still needed answers. "Steph, what the fuck? Isn't that Claire from highschool? Why is she crawling around your floor naked? Why am I here?"
With the crack of a belt, Stephanie ordered Claire to sit. I watched as the naked girl sat down like a dog, which pushed the butt plug in her ass deeper. Sitting down next to me, Stephanie leaned in close and whispered in my ear "Andy, I'm a dominatrix. I have been for years, but I never told you. Now though I need your help. Claire has never been with a man, but has confessed to me that she wants too. I recently caught her flirting around with people online, and decided that I would kill two birds with one stone. I get to punish her, and she gets to finally fulfill her fantasy of being fucked by a man. I know this is all very sudden, but I didn't know how else to ask you or explain the situation. If you're uncomfortable, I completely understand. But according to the tent in your pants, I think you might be interested in helping me... What do you say?"
I couldn't deny how turned on I was, both by realizing that I was about to fulfill one of my own fantasies, but also by watching how uncomfortable and scared Claire's face was as she watched Stephanie and I discuss her. There was no way I was going to miss this opportunity! With a voice loud enough for both women to hear, I asked "What would you like me to do with this slut Stephanie?"
She knew she had me then, and raised her voice as well. "Whatever you want, if Claire wants attention then she can have it! You can fuck her mouth or her pussy, but leave her ass alone. That's for me to play with!" Standing up, she walked over to Claire and grabbed her by the chin. "This is what happens to little sluts who like to flirt and tease on the internet! Now get over there and serve your new Master. She swung the belt she was still holding in her hand, catching Claire across her ass just as she started crawling towards me, causing her to yelp around the gag that was still in her mouth. With that she walked out of the room, leaving Claire and I alone.
