I thank him for finally letting me taste him. He says he's very welcome and then he orders me to turn around in the chair. I get on my knees in the chair with my ass facing the room and my face facing a wall. He leaves for a few minutes and I wait in anticipation of what he is going to do now. I can't see him when he comes back so I don't know what he is thinking but he tells me to bend over a bit so my hips are pushing backwards and my back is arched. I hear him squirting something out of a bottle and immediatly after I feel the cold lube dripping down between my asscheeks. Slowly he starts massaging my hole with one finger. He is talking about how much he wants to stretch it out, how tight it would be and how he cannot wait to be the first one to try it. I ask him to be kind and take it slow, please.

He is going to do the best he can, he says, as he slips one finger inside. With a lot of care he starts fingering me. I gasp as this is a new sensation and I need some time to adjust and give myself over to him in this new way.

To distract me, or because he wants to, he is gliding his cock between my lips. Not entering me but pushing my lips aside, touch my clit with his tip and going back again. His cock felt so good between my lips and in combination with him fingering me I could not help it but to start moaning softly. He took that as encouragement and added another finger. Again, I had to take a breath to get used to this new feeling again. At this point I was eager for his cock and wanted to feel him inside me. So I said so, thinking he was as lost in the moment as I was but I was very mistaken. Ofcourse I could not just demand something and I also did not say please.

He said since I still hadn't learned this lesson that maybe harsher consequences would work. He pulled out his fingers and reached behind him. He told me to look back and see what my punishment was going to be. In his hand was a very decent sized dildo. It was anatomically correctly shaped and even had veins running over it. He squirted some lube on it and rubbed it out. He then placed the tip on my asshole and slowly started putting pressure on it. In his other hand was his phone again, filming the stretching of my hole. I tried to breathe normally and relax to make it as easy as possible. But I had no guidance from him and he was less thinking about me and more about my punishment. He must have pushed it in about half way already when I begged him to stop or slow down or anything. He did not. The only thing he did was also slowly pushing his hard cock in my wet pussy. I could feel both cocks pushing, rubbibg against eachother.

Once the entire dildo was inside me he let go of it and placed one hand on the side of my hip forcing himself deeper inside me. This position he held for a few seconds. There were so may thoughts, feelings and pain going through me that I thought I was just going numb but then he started fucking me. The hand that was on my hip reached around to rub my clit, that made him go balls deep inside me and I let out a small scream. He took this as a sign to go faster and he was now just pounding my pussy and I felt that dildo pushing everytime. There was so much happening to my body right then that I could not really feel the pain anymore. I started focussing on the feeling of him rubbing my clit in time with his pounding.

That worked for me, I could feel my body starting to tense and my pussy clenching his cock. I warned him that I was about to cum and that I please could, adding the please so that he might let me, knowing I learned my lesson. He didn't say anything but kept going and kept rubbing my clit until he felt my body shaking and my pussy pulsating as waves came over me and I collapsed. I was almost folded double in the chair with my ass now fully in the air and my face pushing down in the soft cushions of the chair. But still he was not stopping. I felt his cock pushing the dildo, this made me feel kind of uncomfortable but I did not dare to say anything. Only a few seconds after that he grabbed my asscheeks firmly, spread them apart and at that moment I could feel his cock explode. Pulse after pulse he was filling my pussy. He aimed his phone on my pussy and slowly pulled his cock out after completely draining his balls. I could feel his warm cum dripping out of me.