After pleasuring Carl by sucking him and swallowing his cum, I began visiting him every chance I got.
Sometimes I'd spend an entire weekend with him or whatever my and his work would allow. I enjoyed the feeling of being myself with him and the naughty feelings I got. My cock would always be fully erect, and I couldn't help myself from stroking it and thinking about him.
I enjoyed how he would lay out things for me to wear and how hard he would get. His cock was about the size of mine at 6 inches and cut. It would get a large vein pumping when it was fully erect, and the head would be smooth and large. Sometimes I'd tease him wearing lingerie while he stroked it.
I enjoyed kissing it and then extending my mouth over it while I looked up at Carl. He'd look at me and smile and then lean back and close his eyes, savoring his cocksucker.
I seemed to be getting a little submissive to him and wondered if he liked that or if it was natural with him being older.
I never felt forced to do anything but really had an urge to please him and feel his hands on me. While he had played with my asshole and rimmed me often, he had never fucked me, and I was very upfront, saying how I wasn't sure about doing that.
One day when I went over to visit, he seemed more stern with me. He told me to go to the bedroom and change into what he had laid out for me on the bed to wear, and he'd be in soon.
I walked into the room and saw a pair of black nylon panties with lace trim and a pretty bow on the front, along with a matching satin bra. Hose, also in black, were there as well. I was very excited as I quickly removed my boy clothes and put on the lingerie, my cock straining against the wispy fabric.
I stood there, looking at my image in the mirror, when Carl walked in and told me, "You look so pretty."
I must have blushed because he smiled and asked if I liked being complimented.
"I do; I try to be pretty for you, Carl." He seemed to like that answer and sat on the bed and patted his knee. I walked over and sat on his knee while his hands roamed over my lingerie-clad body. It felt so good being felt up by him, and my cock continued its attempt at popping out of the skimpy panties containing it.
Carl reached into his pants pocket and said, "I have something for you." I looked down and saw he was holding a black rubbery object. I recognized it as a plug from some of the pictures and videos Carl would watch with me.
"I'd love to see this in your pussy Robbie," he said. I wanted to make Carl happy but wasn't sure about this next step. I knew Carl wouldn't hurt me, and I trusted him completely.
Carl was patient and put it aside and said, "It's here whenever you're ready, princess."
I thanked him and said, "OK," and he began kissing me and holding me firmly.
After a few minutes of this, he got up and then repositioned me on the bed on my back, my head off the edge of the mattress.