Jess pulled the covers back and sat in the middle of the bed. She fidgeted with the vibrator, biting her bottom lip in nervous agitation as she looked up at him pleadingly. ‘Don’t make me do this,’ she begged. ‘It’s too humiliating.’ ‘There’s nothing to be embarrassed about, Jess. The idea of watching you masturbate turns me on, that’s all.’ When she continued to hesitate, he planted his fists on the bed and bent until his face was level with hers. ‘Don’t you want to please me?’ he asked, his voice low and gravely. When she nodded, he kissed her lightly on the lips. ‘Then just do whatever it is that you would normally do to get yourself off.’ Jess swallowed hard before arranging the pillows in a heap at the head of the bed. She gave him one last fleeting glance as he settled on the foot of the bed to watch her. ‘Close your eyes and pretend I’m not here,’ he instructed. Jess nodded obediently and leaned back on the pillows, taking a deep breath for courage. She closed her eyes and. There was no way I could tell him what had been happening. We agreed to hang out and go to a movie. As I walked upstairs to say my goodbyes, my mom said ‘Okay thanks honey, let me get you some money.’ When she had left the room, Sam and I exchanged eye contact. I was studying his face to see if I could read anything out of him. He just sort of plainly looked at me. Then I thought of something! I reached down and grabbed the waistline of my pants and slid them down around my backside, exposing my new purple thong to him. His eyes kind of lit up, and he smiled back at me and gently nodded. The sense of approval in the way he looked at me had made me feel so much better about the whole situation. My mom came back with some cash and sent me on my way. On the way to the theater, and throughout the whole night I couldn’t help but imagine all the things he was going to be doing to her. She was so lucky! Then I started questioning things and wondering if it was his idea to have me leave the.
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