I wasn’t sure what to expect now, I was used to the routine, and this was feeling different, but I didn’t care. I felt leather around my ankles now, I was really looking forward to total restraint and could have been more pleased. Instead of my legs being spread apart they were actually being bound together, not tightly though, a little bit of give between them, but not a lot. I felt my legs being raised over my head and now another rope was felt around the back of my neck. My legs were suspended above my head bound to the rope behind my neck. I loved when she did new things. I knew that the next step was going to be an amazing blow job while she caressed my balls, and maybe if I was lucky she’d place a finger in my anus. We played around with rim jobs and fingers in each others asses, but not on a regular basis.
She began to lick at the base of my cock and soaked my balls in her saliva. I could feel it drip down into my ass and loved the feeling of it. She gently massaged the entry to my ass with her finger and then her tongue. I was already on the brink on cumming as she gently massaged by cock with her hand. Then I felt cold drips on my balls and down my crack. It was the Astroglide. She was already slipping a finger into my ass and massaging my balls. I was in heaven.
She removed the blindfold and kissed me deeply on the lips. She whispered in my ear “Let me show you how to get past a tight ring.” As I opened my eyes she stood there naked, almost. Her pussy was dripping wet and I could smell the juices in the air. She wasn’t naked though, it looked like she was wearing leather panties. I’d never seen this pair of panties before, they were different. She turned around and grabbed the blindfold again, she placed it back over my eyes. I felt a body next to my thighs. I could hear the bottle of lube being applied to something, but it wasn’t my body as first. Then I felt more lube being applied to my ass. I felt her finger inside again, then I felt two, then three. They were slipping comfortably in and out of my ass, slowly spreading my ring. Then it happened.
The leather panties, weren’t panties, they were the foundation of a strapon. She removed her fingers from my ass and told me to relax. The pleasure that was to follow was nothing I had ever felt before. She placed the head of a 7 inch strapon dildo at the entrance to my ass. It was cold and very slippery. She pushed slowly, my ass puckered to prevent it but she didn’t stop. It started to enter, very slowly, the head was just past the entrance of my ass. I didn’t expect it, but my anus relaxed and began to swallow the dildo. As she pushed further she grabbed a hold of my cock. I almost came right then and there, but she wouldn’t let me. She started to stroke the dildo in and out with a slow methodic rhythm. She began to massage my balls with her free hand. My insides began to warm, the feeling was amazing, just the right amount of pressure, friction, and pleasure. She pumped my ass slowly for what felt like hours, but only minutes had passed.