The first card is the Two of Wands. This card speaks of a situation in which important decisions need to be made, but which have not yet been made; anything is possible, but uncertainty and the unknown still surround the relationship between you and Roberto. The card can also indicate a possible new beginning, which depends on how you would deal with the current situation. Also, the position of the card suggests that you are weighing your options: you are hesitant about the decision you need to make. The card encourages you to reflect on your choices before acting, because every decision has consequences that you will have to face.
The second card is the reversed Queen of Pentacles. This card symbolizes a woman who is not in control of the situation and can also represent yourself. The reversed position can mean that you are afraid to face reality, or that you feel helpless in the face of current circumstances. The card can also indicate that you are trying to build a bond with Bob and failing, perhaps because you are afraid to open up to him or perhaps because you cannot understand your true feelings towards him.
In general, the two cards suggest that your relationship with Roberto is in a stage of uncertainty and doubt. You have important decisions to make regarding this relationship, but it seems you are still undecided about which path to take. Additionally, the reversed Queen of Pentacles also indicates that you may experience difficulty building a bond with Roberto due to your insecurity. So, compared to the initial question, the most likely answer seems to be "We", as both cards suggest that the relationship between you and Roberto is in a time of uncertainty and doubt and it could take time and energy from both sides before going after you.

