I believe what I did was a mixture of asking Annalie to hang out, talking to Jun about her, and going on more walks until you find her while also going to the store from time to time.
como invitaste a salir a annalie a mi solo me deja comprarle ropa y nada mas (voy en el dia 30)
I went to buy her clothes often for Jun
Si compras suficiente ropa, deberías poder invitarla a salir con el paso del tiempo.