And is pretty sure Rachel wont find out?
Until Chandlers all like,What about the trail?
And Ross is all like,Whats the trail?

Credit: TV Land
Well, Lizas finally (truly) considering the trail between her 40-something life and her 20-something persona.
The overlap is becoming problematic, and Josh is right in the middle of it.
It starts when Lizas daughter carefully-tucked-off-screen Caitlyn follows Joshs band on Instagram.
Liza doesnt want Caitlyn getting too close to him until she knows whether this relationship will last.
And the trail only gets more tangled from there.
Chimes in husband Tom: I think someone is buying real estate in Cougartown!
He then invites Liza and Josh over for dinner so they can see his new trellis.
Meanwhile at Empirical, Kelsey is trying to coax pages (chapters!)
There goes Kelseys entire imprint budget for the year.
Liza, for her part, isnt having a much better evening in New Jersey with Josh.
Not even Demi Moore could make a May-December romance work!
Points that dont come from a place of jealously or malice but logic.
But Josh isnt bailing.
The trail lives another day.