Okay. I've been into BDSM for quite a while now. Ten years!? I just counted in my head. Okay. That's a while. Anyway. In all this time, I've never done anything with anyone. It's all been self inflicted. Now, some of my fantasies revolve around being fucked by my Mistress with a strap-on.

However, in the times I have inserted something into my ass by myself (most notably a cheap jelly like butt plug I have), I haven't really enjoyed it. I've worn the butt plug for a few hours at a time, and I find it kept trying to slip back out.

So, first question. Is that normal?

I have attempted to fuck my ass with a dildo and jerk off at the same time, but... maybe it's just because it's so awkward to do, but I was soft in seconds. It proved to be pretty impossible.

Second question. Can anyone offer any explanation for this? Do you think it's just me? Does the reality not live up to the fantasy for me? Any insight would be helpful and much appreciated.

Thank you.