It does stretch inside and it really don't stretch the hole. Of course, you can pump it up once then try to work it in and out, then two pumps, etc... it can then work the hole really good. Feels best pumping then releasing quickly over and over. But do be warned, it does stretch inside and make a lot more stretch inside, so when you do #2 it can be extfremely uncomfortable. It almost can feel like your anus is ripping...