I have gone ring shopping with my mom, but I haven't gone ring shopping with my boyfriend.
I have googled, tried on, looked, dreamed, etc. about my future engagement ring and I got to the point where I got so confused I took a break. My poor boyfriend got shown more rings then I can count and he got confused.
I finally took a break and really thought about what I wanted (quality, size, cut, setting, etc). Then I went on a specific search for my ring. I have always dreamed of having a Tiffany & Co ring (yes I know you pay for the name), and
so I looked at tiffany and found my dream ring. I showed it to boyfriend, and he fell in love with it too.
I recommend knowing what you like (or at least having an idea of what you like), want, and, your requirements for a ring before going shopping or you could have serious overload. (And I recommend ring shopping or at least hinting to your
boyfriend, because frankly in the beginning mine had no clue)!