Pronunciation of "I live with my family"

You would pronounce them in one go. Think of give us some.

https://en.wikipedia.org/wiki/Gemination

Note also that in this case, you've got two phonemically different consonants; the first [s] is hard and the second one is soft ([sʲ]). Some people assimilate, though, making them both soft; it's subject to free variation.

Russian generally doesn't do pauses. The only Russian word that contains a "pause" of sorts (glottal stop) is the colloquial не-а "nope".

No pause, just make it doubled, as it is. Pronounce it as if imitating a snake's hissing.

No, it usually goes like "double S". Actually, you may/should even omit a pause after "живу", and say "SS" by using the exhalation of "У".