* How much do you really love anal sex / toys?
I used to love a bit of anal play. I had a suction cup anal toy that I would use to penetrate myself with. I would stick it on the bathroom tiles (best place to stick) and get in the bath, bend over and rock back and forth on it while holding on to the railing on the side of the bath.
I also loved the slimline basic butt buddy. I would use it when I masturbated in bed, moving it in and out while I used my fingers on my clit.
I could get a great orgasm from anal play. I used a small finger vibrator in there too, which was great for added sensation during masturbating. It's a very different sort of orgasm, but my whole body would shudder and it felt amazing!
I have never had anal sex, but I was working myself up to it, until I got really ill from IBS (Irritable Bowel Syndrome), and since then I have been unable to do any anal play as it really flares it up something chronic these days, so I don't do it at all now. Shame.
* Do you make your butt hole ready for anal sex by going from the smaller toy to the bigger?
I would ALWAYS recommend working yourself up to a larger toy. Don't go straight in to it. Basically, if you feel pain, then you aren't doing it right!
I never used any big toys, I prefer the smaller ones that do the job, plus I would usually use just one toy for one session.
* Does yout biggest anal toy is indeed your biggest one, or do you alway want to challenge your self with a bigger one?
I'm no fan of stretching. I never used a big toy. My first toy was a little on the large side for a beginner, but it felt amazing. No pain, so mustn't have been too big.
I preferred smaller ones that do the job. I would hate to think of injuring myself!
* And for last, how far will you edge your self with anal toy?
As long as it takes for me to actually reach an orgasm. I often find (This goes for vaginal stimulation too) that it feels really nice to start with. It carries on being nice and the sensation gets more intense as time goes on. However, I can't orgasm automatically, it takes some time, so I don't actually need to edge, because it almost feels like edging when I normally did it anyway! Plus I enjoyed the sensation too much to stop!