The unnamed man allegedly said he was in a 'loveless' and 'sexless' marriage
The married Premier League boss sexted another woman asking her to send him pictures wearing no pants if his team won.
According to Mirror Online, the football chief is also alleged to have texted about "boring" training and discussed booking a hotel for the pair while at a session.
The boss at the centre of the story has threatened to obtain an injunction after learning the relationship was set to be exposed, according to The Sun.
He asked for the woman to send him pictures of herself in high heels, stockings and without underwear as a reward for his team winning an away game, it is claimed.
He also told her that the fact he was in the public eye was problematic as he was also in a partly loveless and s*xless marriage.
One of his text messages allegedly said: "I'm churning out a boring footie session for my boys.
"Did cross my mind if s*x is going to be a part of this first date scenario.
"A famous madame died yesterday and her advice to women was never have s*x on the first date. Stupid cow. I'm pleased she's gone."
It comes as another much-publicised injunction involving a celebrity who wants to keep his name out of a story about his alleged extra-marital activities involving a threesome.
The celebrity, known only as PJS, is waiting to find out if he has won a battle at the Supreme Court.
On Thursday he appealed against the Court of Appeal's decision that the order should be lifted.
A panel of five justices headed by Lord Neuberger reserved their decision and said the injunction in the case would remain in place in the meantime.