Using a toy first can help in terms of getting it out on the toy as opposed to getting it out on the dick. Putting a condom on the toy helps for super easy cleanup. And, yes, ensuring you’re not all backed up helps, even on just a comfort level.

If you’re into enemas and find that sort of stuff sexy, you can totally work that into your anal play. Unfortunately, I discovered I hate them. But, if you like it, you can flush the hole out that way and have some blushy fun if that’s your thing.

But remember: Shit happens. Don’t be embarrassed.