For anal or vaginal, I never had thoughts about needing to go to the ER. A few of the larger objects, like pears and cucumbers were a struggle to push back out, they would come out a small amount and then would slide back in so I just pushed relaxed for a while and then pushed harder and harder until they finally popped out.
Plugging my urethra was what freaked me out with thoughts of having to go to the ER. I inserted a large bead into my urethra to prevent leaking when my bladder was full. (I assumed that a very hard push would force the bead back out, like it did with objects in my vagina or butt.)
The bead was difficult to get in so I jabbed it in with a chopstick, which hurt. However after a few hours everything was back to normal and I could barely feel the bead inside me. But when I tried to pee I was both shocked and excited. I expected the bead to pop out with some hard pushing, or at least being able to pee a trickle. But not one drop came out. It was like my urethra was gone. Late that night my bladder was really distended and I still could not pee, so I started to worry. However, being optimistic, I still assumed everything will be OK in the morning and it may even pop out during the night. But the next morning still nothing happened, and I began to panic. I had visions of being in the ER having to explain and all these people gossiping and ridiculing me. (I accidentally sat on a toilet seat which had an object stuck on it and it somehow went inside me.) I am already shy and this would have been traumatic.
I was freaking out and kept trying to pee so hard that I almost burst my bladder muscles but still nothing happened. Finally my friend who had been gone for a few days, returned home. In tears I told him what I did and he said he would take me to the ER. I pleaded with him not to and finally he said he would try to get it out but it would be painful. I said I did not care as long as I avoided the ER. Fortunately he had a set of dilators, different type tweezers and some other tools I am not sure of. Finally he had me pee as hard and I felt something move. And then the emerged followed by a gusher of pee. I felt so relieved but was sore for a week.