I've been getting into anal lately, and I've got into small problem that's mostly a skill issue perhaps.
I use a makeshift dildo to play with my ass and I do enjoy the penetration part though it still burns a little despite putting more lube.
My issue is when I get close to coming my asshole contract which hurt a lot if there's something sticking out of it, so I have to get the dildo out and it also means I can't get orgasm while still being fucked.
So I just get it out and focus on the feeling or play a little with my cage to orgasm.
Any tips/ideas?