...My 64's goes in a bit deeper my ear canal, but the tip is wider and not as tapered as my alcairs.
Yep, from that picture, your Alclairs are definitely what I'd call "stubby". It's not ideal to try to judge from one or two pictures, and with mine, I think in-person or enough pictures to get a 3D view would be necessary to fully appreciate what's going on with them. It's a bit of an exaggeration to call it this but they almost have a gentle "corkscrew twist" that just doesn't really seem to translate to pictures, and they seem to me to be in the same by-eye ballpark range of length as most others that I've seen or seen pictures of.
Lots of possibilities...some companies may tend to go deeper than others by their design, maybe there's simply an amount of variation between and within a company's builds, individual results might be partly dependent on some aspect of the mold, maybe anything is possible by request (I certainly didn't make any request one way or the other).
Anyway, good that you found something that was an improvement. For myself and my ears, I find that once the Alclairs are in, they're in and I don't really experience pressure build up as an issue or any seal issues. Initially moving to customs and choosing an untported/unvented model, there were some sensations that seemed odd at first, but I've become fully accustomed to them, so I can go back and forth in my thinking on what porting would do for me.
All that said, personally, I don't know that I can see myself going any further with customs. I didn't get them out of any particular need (my Westones were fine but getting really old)...my ears do well with various tips on various IEMs, so there's a whole universe of choices open to me. The past few months on whim, I've actually been having a good time trying various budget IEMs...just got a set yesterday that I was messing with last night. Most have been impressive in ways, and for what I want and what I do, I could be happy using most of them for playing live. At the end of the day, as a weekend player without the most exacting wants or needs and with varying stage situations, any of a number of IEMs will get the job done for me.