My first transition was actually during a failed WILD attempt. It was a little over a year ago, I believe. I had prepared quite meticulously for that session.
I woke up after a few hours of sleep (I believe it was only 4 hours, I just thought I'd give it a go). I did some relaxation and tried to focus on the inside of my eyelids. I think I did that for a very, very long time. After what felt like an hour, my body started feeling really heavy. The colors I was seeing started changing. They became swirling shapes (and very intense). Then it felt like my body was vibrating pretty hard. The images became incredibly weird, and I started hearing these weird sounds (like a combination of static and whispers). After what felt like 30 seconds of that, the vibrations stopped. It got quiet all of a sudden and the colors and images stopped.
From almost pitch blackness around me these stars started appearing and they were floating around me as if I was in a starry tunnel. I don't think I was aware of my body at that point, but I was definitely aware of the whole transition. But due to my inexperience I made a mistake. I thought the starry tunnel was already my dream world (I'd been reading up on what a WILD transition could be like, etc.). So what I wanted to do was "roll" my dream body out of the tunnel and into the dream. I did roll, but I rolled out of bed. I was still very much dazed and half sleepy, but I soon realized that I had moved my actual body rather than my dream body. I was standing beside my bed and a reality check confirmed that I was, in fact, not dreaming.
A week or so later I had a similar transition, but instead of a starry tunnel I was floating over an ocean. I woke up before I entered a dream.
It wasn't until months later that I had my first successful WILD. It wasn't planned like the above two were. Actually, now that I think about it, it was a DEILD. I woke up from a dream, and I could "see" this weird sort of digitan (DOS-style) progress bar, as if a download were completing. When it reached 100%, a transition started (although it was milder than the ones I described above) and 20-30 seconds later I found myself in a dream. Performed an RC to make sure. Stayed in that dream for like 5 minutes before I woke up again.
After that I had two or three additional WILD's, all unplanned. But they had even milder transitions.
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