I did decide to follow through with the bet I mentioned in my last post, and accepted my punishment for losing a couple days ago. I'm still not sure if I wish I hadn't. I was tied for about 12 hours, in various positions to keep from losing circulation. Fortunately his stamina was not enough to pay attention to me the whole time, so I got half hour breaks every couple hours or so. I did have both my pussy and ass fucked for the first time. Both hurt, though there was some pleasure in my pussy after a long while, I guess it just takes a really long time for me to stretch out. The pain also did not stop when the pleasure started.
I was also tortured in other ways after each time he came in me, I was flogged, caned, and paddled all over. My boobs, pussy and ass are all bruised a bit still. He forced orgasms out of me with a strong vibrator, it felt good the first couple times but he made me cum around 30 times, by the end it felt like a bruise being punched over and over, right on my clit, and my orgasms felt torturous. He also did wax torture, and put the matches out on my boobs just under my nipples. There were a few other things too, but this post is already longer than I prefer.
In conclusion: still a lesbian. I don't think his goal was to convert me though, just to get off. I may try penetration with my gf though, maybe if she's gentle enough I can have the pleasure without the pain. Right now, I'm very sore, and hypersensitive. I am extremely horny after the fact, even though I didn't enjoy the process. Feeling confused.