RUKind-They sell butt plug harnesses and I've heard you can buy heh skin tight thongs and keep a butt plug in that way.
Perhaps get a better lube or use more of it?
I've heard of consensual slaves who are forced to keep plugs in their ass for long periods of time.
I don't like anal penetration at all.
Oral penetration is very nice, along with the feeling of being gagging and sometimes being choked, but most people would get freaked out if I walked around in public wearing a gag and drooling.