Given the status of my collection, I really don't think what other sees/thinks of my watches would be of utmost concern to me. 95% of them couldn't tell my watches from their Rolex. The remaining 5% are probably all watch geeks like myself...
If anything, I'm hitting my limits set previously and contemplating pushing it in order to possibly enjoy the next stage on horological evolution(!) It certainly seems that I'm stuck this time nevertheless it'll be interesting to see if this trend of 50mm+ would form a momemtum of any sort.
I do like your analogy of condom purchase though!