Possible Results:
con quienes jugabas
-you were playing with
See the entry forcon quienes jugabas.
con quiénes jugabas
-who you were playing with
See the entry forcon quiénes jugabas.
¿Con quiénes jugabas?
-Who were you playing with?
See the entry for¿Con quiénes jugabas?

con quienes jugabas

¿Con quiénes jugabas al fútbol? - Generalmente con mis primos.
Who did you use to play soccer with? - Usually with my cousins.
No conozco a ninguno de los niños con quienes jugabas. ¿Cómo se llaman?
I don't know any of the kids you were playing with. What are their names?
¿Recuerdas algunos de los niños con quienes jugabas cuando ibas al jardín de infantes?
Do you remember any of the boys you used to play with when you were in kindergarten?
Hoy te vi en la cancha de baloncesto. ¿Con quiénes jugabas?
Today I saw you on the basketball court. Who were you playing with?
¿Con quiénes jugabas? - Con Nicolás y Santiago, mis mejores amigos.
Who were you playing with? - With Nicolas and Santiago, my best friends.
Cuéntanos sobre tu infancia. ¿Con quiénes jugabas?
Tell us about your childhood. Who did you use to play with?
Creo que sé con quiénes jugabas. Era Joaquín, tu vecino, ¿verdad?
I think I know who you were playing with. It was your neighbor Joaquin, right?
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