Specifically made for those with sensitive anatomies and first-time menstrual cup users, the Lena Menstrual Cup Sensitive ($25) is crafted from a softer silicone for ultimate comfort throughout the day, which many shoppers confirm in their reviews. Others explain that inserting this menstrual cup can be tricky at first but gets much easier after some trial and error, which is overall a common menstrual cup experience. The brand also offers small, large, and super cups, too.