Going out on dates without either person having to ask... Date # ummmm....Eight I think?

So the other day, I went out horseback riding with my Mom and Lori. On the way home, Lori comments to my Mom, "So.... do you think we can go to the sheep ranch tomorrow." My Mom comments, "It is to bad ____ can't come, he must be really bummed out about that." My Mom then states, "Well, we could always go out later when ____ gets off work." Lori comments back, "Yeah, lets do that." Then we get back to the house, and I ask if I need to put the tack away. My Mom comments, "No, we will be going out tomorrow any ways." Lori then comments, "Should I put ____'s saddle in the trailer then." I finally commented on this stating, "Lor.... don't you think you should ask him first?" Lori then kids around stating "No, he doesn't have a choice." So later that night I let a message on ____'s cell phone. "I just wanted to let you know that I was up north again, and I would ask you if you wanted to hang out on Wednesday, but we already are, you just don't know it yet." This is all great, no pressure to ask one another out, life is grand!

(the ____ is because I don't want to give away my parking space by letting other people know who the he is that is available).