I had on my tight workout pants showing off my ample ass & tight tank top that showed off my nice 34D's. Then he approached me with his very hip hop l...oking outfit, he introduced himself and gave me a look up and down. He gave me a hug as I rolled my eyes. We got into my car and he just kept talking about himself, of course. I could feel his eyes looking down my shirt. He was totally checking me out, I was disgusted. We finally got back to the apartment and we talked some and I told him I was. I concentrated on my beer, getting more and more nervous, and so drinking much quicker than normal, making the small amount of alcohol go to my head far more than it would normally, doing my best to hide the hard-on that was growing in my trousers. When I'd finished my glass and was beginning to wonder how I could politely ask to go home, I felt the back of her hand on my cheek, gently turning me to face her."Jack," she said, her voice a little more husky than usual, and her accent a little. “It’s great to see you! You’re still the handsome man!”I laughed and hugged her. “Hey Joy! I’m not that handsome but you’ve always been prejudice!” I felt her breasts mash against my chest, and could have swore she pressed her crotch to mine! “It’s good to see you…you’re looking great!” I stepped back and saw the waitress standing by our table. Taking Joy’s hand we went over and I held the chair for her, and as she sat down I saw that there was no back clasp on her bra, nor was there a panty. I searched through the bags contents and found the crop. ‘Don’t be light handed with that’ said Jess ‘ I want bright red marks across both cheeks, each time you mark me stop and take a photo until I tell you to stop’. I tightly grasped the riding crop and pulling back my arm gave Jess what she wanted, a stinging blow across her left cheek. The skin welled up immediately and a thin red line started to appear. ‘OMG Jess screamed, that was intense ! Take the picture and then do it again’ I did as.
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