There were holes around the sides and the top had odd side-by-side indentations and straps. Off to the side of the room I noticed other similar cylind...rs. There was another man and also a young woman. I begged them to tell me where Alex was, but they remained silent.The girl approached with an aerosol can while the man who had led me in stood behind holding my arms behind my back. She sprayed my breasts, wetting the thin cotton material. Almost immediately I felt a warm sensation, and then just. Caitlyn felt something move back there. He had gotten the head in. It felt huge, like her asshole had been stretched 10 centimeters wide. Her sphincter was gripping his dick tightly, but now the dick was inside the ring, stretching it out, not just pushing against it from outside. Christ, it was huge. Now baby, just relax he said. Easy for him to say, thought Caitlyn. At least he’s in now and he’ll come, she thought.But he wasn’t in. Only the tip was in. He put both hands on her hips and bent. I clench my jaw to stop the groan I know she wants to hear. I move our joined hands from her breast, twirling her around to face me. I pull her tight against my body, still rocking my hips back and forth, My thigh slips between hers. I change the rocking of my hips to making a wide circle, pressing my cock against her mound. Her head falls back, her passion-laden eyes staring up at my face. I lower my head to brush soft kisses over her lips. Her head follows mine when I pull away, trying to. I told her maybe I better go. I got up and thought I may never have this opportunity again. I told her I was serious and if she wanted to talk about it to give me a call and I gave her my card. She didn't say anything as I walked off. A few days had went by and I hadn't seen her. Finally after about a week she had an errand at my place of work I seen her come in and she dropped off an envelope I poked my head out and said thank you. She hesitated a little then turned and said were you.