I tend to watch whatever version of the films is easily available to me at the time. If I’m at my computer and I feel like watching Star Wars, I’ll connect my external hard drive and watch Harmy’s Despecialized Editions. If I’m channel surfing on TV and see that one of the films is playing, I’ll watch that one. If I’m at my brother and sister in-law’s house and they feel like having a movie night, we’ll watch their Blu-rays of the original and prequel trilogies.
Long story short, I go with the flow, though on occasion I’ll seek out a specific version if I really feel like watching it (like the Special Editions rather than the theatricals, etc). It all depends on the moment and how I’m feeling.