I guess I will let my husband hear my opinion once, with the advice from everyone here, and then stop at that and let him make his own decision with his ex. It just seemed that I was getting yelled at for even thinking of bringing this subject up with my husband because it's not "my place". Again, thank you.
Just some friendly advice and experience as a stepmom over here...
My husband's ex is very quick to lean on me for all her 'needs'. She loves how much of my paycheck goes to their child, and loves to treat me like a taxi. She's even thinks 'it would be great' if my stepson can me on my health insurance since she can't 'figure hers out' and my husband's through work is quite expensive for them, even with splitting the cost. But when it comes to anything my stepson tells her I've said that might be construed by her as a negative 'against her' (e.g., if I tell him he can't have Coke to drink with dinner, because it's not healthy, and then once back at her house he tells her "stepmom says that's unhealthy"), she's quick to fire an email to my husband hollering about how I'm 'just' a step-mom, and a 'nobody'. It just comes with the territory with some people.
In 5 years I have had *no* personal communication with the loonie. I wouldn't dare. Heck, it would probably give me an ulcer if I had to.
When I'm not thrilled about how my husband and his ex are handling something, I point out the crazy *to him* only, and move on. A spouse needs support. My husband has it badly enough having to try to reason with her, without the added stress of me on his back, too. He would break from the stress, and our marriage wouldn't survive, if he didn't have a safe place at home to cope.
The *only* time I put my foot down is if something is very adversely affecting me. For example, in your situation with the late-night, I do personally believe it's crazy to wake a kid up in the middle of the night for 'transporting'. When we have friends for dinner at our house, and a kid falls asleep, I always offer to the parents that they leave the child sleeping and come pick them up in the a/m. But that's just me. Anyway, regardless of crazy or not, in your situation, if my husband were asking me to get up and wake stepchild up, etc., for the exchange in the middle of the night, I'd have to say, "Sorry 'bout that - I don't agree with the situation, and if you do, that's fine, but that's for you to deal with."
People may disagree with me, but we've been together 5 years, and went to pre-marital counseling before we got married to solidify our dynamic to ensure a successful marriage and a successful blended family, with a healthy atmosphere for his son. And so far it works very well.