Dylan Brister, 27, and Cameron Allan, 21, spiked Calum Simpson’s drink, leaving him unconscious at the Methil property in November 2021.
The couple then subjected their 24-year-old victim to a serious sexual assault which they recorded on a mobile telephone.
Mr Simpson died from intoxication caused by the Class C drug Etizolam – commonly found in ‘street Valium’ - and alcohol.
Brister and Allan were found guilty on 19 July 2024 following a trial at the High Court in Edinburgh.
On 25 October 2024, at the High Court in Dundee, Brister was ordered to serve a minimum of 23 years in custody.
Allan was sentenced to a minimum of 19 years imprisonment.
Both their names have been added to sex offenders register for an indefinite period.
Moira Orr, who leads on homicide and major crime for the Crown Office and Procurator Fiscal Service (COPFS), said:
“The depraved and predatory actions of Dylan Brister and Cameron Allan have robbed a family of their loving son, father, partner, nephew and grandson.
“They showed a blatant disregard for their victim’s safety and life by spiking his drink with drugs before subjecting him to the most harrowing sexual abuse.
“We have worked hard to deliver justice for Calum Simpson and his family, who continue to deal with the devastation and trauma of losing their loved one.
“The COPFS team used every tool at our disposal to ensure these two men faced the consequences of their despicable actions.
“Our thoughts remain with Calum’s family and friends.”