I am also in your same predicament as I rent in a room in a family house, its a small room , and just don't feel comfortable to bring a girl back...
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Recent examples are one where she lives on her own and has a kid (weekends only will work) and one where she lives at home with her family.
In the examples you give above the problem is evident. THEY seem also not comfortable bringing a man back home that easily because of their own obstacles:
1. The woman has a kid - so she is not just going to bring any man home that easily.
2. the other needs to coordinate a time where her family are out or she doesn't want to bring someone home for your same reasons.
My advice would be to stay away from women who have kids or who live with their family - if its going to get in the way of closing. Go after girls who lives alone or who live with other SPAM, set a date at HER place where you guys are going to cook something fun together. Then escalate their. But you'll have a lot of work to do if a girl lives with her family.