To answer your question it seems that many MAMILs basically ride around solo until they can latch onto a rider or group that has no interest with riding with them. They will often triumphantly pass you at a random, dangerous point in the road to prove that they are hella faster than the racer guy and thus relevant on some level. Around here these types are usually on Parlees, Gurus, or bespoke steel frames and some sort of deep carbon tubular wheels. Sort of like a lot of posters on this forum.
The one time I saw Boonen out on the road I was a bit awe struck, but had no intention of trying to tag along. Kinda creepy to just take a camera phone photo from a distance without permission. I don't see what the big deal is unless you can actually chat with the person, but even then these guys put their pants on 1 leg at a time like the rest of us so unless its a really cool experience to have an interesting non-bike conversation with the rider its just taking a picture of a dude on a bike.
I would be offended by this generalization, but it's far too accurate to dispute. I'm a middle-aged guy myself (apparently) and I constantly deal with random strays sucking my wheel and then sprinting past me for the next mile marker without even uttering a "hello." I'm all for strangers joining up on a ride, but at least be courteous about it.
I want to clarify that I have nothing against middle-aged males, dudes with nice bikes, or talking to people on rides. I've come across a few WW's especially in the Bay Area as I've recognized their bikes from the intro forum and all were super nice and good riders that could figure out how to ride 2 abreast and have a conversation.
The type I'm talking about are typical either very new or of the mindset that their cost of their equipment is a limiting factor. You can guarantee if I had the means I'd have some of their bikes, but hopefully would have learned something about common courtesy on the road.
Don't take me too seriously. The only person that doesn't hate
Froome.GramzFailed Custom Bike