Shaun Duffy, 28, from the Partick area, admitted seriously assaulting Simon Ross and attacking Jason Martin outside the Record Factory in Byres Road.
During the attack, on 4 February, Duffy punched Mr Martin unconscious and kicked and stamped on his head
When police traced Duffy his clothing was stained with the victims' blood.
Jailing him at the High Court in Glasgow, judge Lord Boyd told Duffy: "You assaulted Mr Ross by punching him rendering him unconscious and then assaulted Mr Martin.
"You then returned and continued your assault on Mr Ross by kicking and stamping on his head, that was particularly dangerous.
"There was banter, but it is not suggested any comments were inappropriate."
The court heard that Mr Ross suffered a facial fracture, cuts to the back of his head, a broken nose and his right eye was swollen and closed.
Mr Martin had bruising above his right eye and a lump on the back of his head.
A man who blamed being drunk on cocktails for assaulting two people outside a pub in Glasgow has been jailed for five years and three months.