That is exactly what I do. Except I wear them at home sometimes to since I like to sit far away from the TV. Also for contacts. I have this paranoid thought that it'll slip off the pupil and get stuck in between my eyelids and the sclera. DX
I was the exact same way, so I know where you're coming from. But then once you get them in and start getting used to them, you don't really want to go back. I'm not exaggerating when I say it was life-changing for me :3
Nah there was no pain, it just felt a little weird at first because my eyes weren't used to the sensation. Now I barely notice that they are in their since I've had them for a solid month or so now (sometimes I've forgotten they are even in!) and I have the absolute most sensitive eyes in the world so if I can get the hang of it, I feel like anyone could :3
Not trying to pressure you or anything though haha. If you don't feel like it's something your are comfortable doing, don't force yourself! I was just giving you my experiences is all. Personally I was sick of my glasses after wearing them for most of my life.