I was in a bar in Cyprus when Ray Graydon, ex Villa and the then manager of Walsall, came into the bar. If I remember correctly Walsall had just been promoted, he was very amicable and bought a round of drinks.
I've seen a few others like, Steve Bruce, his son Alex, they were with Frank Stapleton in the Orange Tree Chadwick End, and again saw Steve Bruce in the Boot at Lapworth the night Blues had beaten us probably condemning us to a relegation, although to be fair he was pretty decent about it! Also, saw Lee Hendrie in his romper suit (hoodie & tracksuit bottoms) in the Orange Tree!
Also, saw Robert Hopkins and Carlton Palmer at the bar one early Saturday evening in the Yard of Ale New St, and years before Gary Shaw at the Kohinoor Indian restaurant opposite where the Dome night club was.
I'm sure many others on here have seen players and managers out and about, interesting to hear who and where!