Hi Lisa. I always used the Pure Romance dilator set to sleep with. I would use a ton of lubricant prior to inserting the dilator before I went to bed. Then, when removing the next morning, I would always twist as to prevent any discomfort with taking it out. This helped tremendously.
Concerning the Pure Romance dilators, Melissa from Maze has also written:
“I might consider purchasing the Pure Romance Dilator set:
https://www.pureromance.com/shop/Sexual-Health/Vaginal-Dilator-Tapered-Silicone-Dilators
This is the set that we use for our Botox Procedures. They are made of silicone and not plastic, and are much more comfortable to sleep with. There are six sizes, which make transition from small sizes to larger sizes easier.”