5 for the topic :
1) Glasgow Ground, late 70's : lady ATCO gets loud squeal in headset when 2 aircraft tx together & exclaims on frequency "ouch, that hurt !". Back came the response "it always does the first time dear !"
2) Liverpool Tower, late 80's : Manx Shorts 3-60 at holding point - C172 at intersection reports ready - lady ATCO replies "standby, I've got to get my shorts off first !"
3) Liverpool again : when asked on UHF if she could get wx for Cardiff & Bristol for mail flights, lady ATCA responded "I've already got bristols !" [ for Ozmates, check cockney slang dictionary or enquire in pprune chat :-)) ]
4) Scotland, last year : Airbus finished circuit bashing; training captain requested departure clearance which he said would be taken by u/t FO. Read out clearance followed by stony silence - "did you copy ?" says I. "Think he got it" says Captain. "Could you tell him he has to press the button, I can't see him from here when he nods his head " says I , followed by much mirth on R/T &, I suspect, one red faced FO.
5) Cargolux 747 waiting departure, watching Navy Sea King previously cleared for touch-and-go carry out auto rotation and go-around at low level in spectacular fashion. "Is that what you call a touch and go?" says CLX. " Yes" says I , "but you must remember usually when they do that, the runway is moving up and down !"