Oliver Caning me

As you might have guessed from the dare I posted, Oliver introducted me to figging - carving a ginger root into the shape of a butt plug for insertion into the anus. I found the practice strangely stimulating and we have incorporated it into our regular lovemaking. Prior to this I had never had anything in my anus before, I started small and have gradually been increasing the thickness. I find it best to have it carved to a size so that it hurts just a little while being inserted....

Anyhow onto the next bit.

A few months back, Oliver suggest we have a nice dinner out. He wanted me to dress in a very revealing outfit. Short skirt, revealing top. This sounded like fun, but I suspected an alterior motive would be involved. I was curious.

I dressed as he suggested, short black skirt, open top that showed some of my cleavage clearly. I felt quite sexy. We had a nice dinner and during desert Oliver asked me to go into the ladies room and remove my panties and bra. Given this was a popular restaurant and I was already wearing a revealing outfit, there was no way I was going to do this. He said OK and then the dinner proceeded. We wnet home and had a really nice love making session.

The next morning after breakfast Oliver said he wanted to discuss last night and my refusal to go through with his request. He suggest I should accept some form of punishment for denying his request. The conversation got quite uncomfortable. I joked and suggest a week of head jobs and a few things like that. Oliver said he had something else in mind. He said that I should receive a punishment where I accepted some physical pain. It got really uncomfortable now. I said no way. I'm not playing this game. He firmly said I either agreed to proceed or the relationship was over. I was shocked and distressed!! I did not know what to say. I asked him then what he had in mind. He said I was going to receive a number of strokes of the cane across my bare buttocks.

He explained how this would work. He said he would have a number in his head of the number of strokes he thought I should receive for "my disobedience". He would not tell me his number. He said I then had to tell him how many strokes I think I deserved. If my number was higher than his number I got my number. He said if my number was lower that his, I would get his number plus the difference. So if his number was 5, and mine was 6, then I would get 6 strokes. Say if, his number was 5 and I chose 1, then I would get 9. He said the other rule was I had to receive the strokes without moving from the position or the count started again.

He asked me how many strokes I thought I deserved. He said, to help a bit, just this once, his number was less than 10. My heart was racing. He asked what is my number. I thought quickly and said 8. He said oh good 8 it is, his number was 3.

He instructed me to strip naked. He then brought out a selection of canes. I was as scared as hell at this point. I had never received anything like this before. All I could think of was the how much this would hurt.... 8 strokes!

He told me I was going to be bent over the side of the lounge and my wrists would be tied behind my back. He told me my legs had to be partly open and to provide complete visibility of my anus and my vagina. I complied.

He said he was going to hit me as hard as he could to try and inflict maximum pain. He asked me if I was excited? If this turned my on. In a strange way I was scared but also curious. He proceeded with that caning. I heard the rush of the air and then whack.. it hurt like hell. He really did try and hit very hard, this happened 8 times and I had 8 larged red welts across my ass when he was finished. It really hurt like hell, but I bit my bottom lip and just took it.

Then he told me it wasn't over. He told me to stay in position and pulled my ass cheecks apart and licked my my vagina and the my anus (as he does) ... quite deeply. He then inserted a carved ginger root into my anus. It was the biggest I had had to date.. this one hurt more then normal but it eventually slipped in. He left it for about 10 minutes. In that time it really burned. He removed it and told me it was time we had anal sex for the first time. He rubbed some lubricant all over my anus. I felt his penis pressing against my anus. He firmly pushed. This hurt like hell. I felt the head of his penis push past my sphinter and he was inside....