Kenan Baki spiked the drinks of both women after meeting them at a nightclub in Kirkcaldy, Fife, on 2 September 2023.
Prosecutors at the High Court in Edinburgh played CCTV which showed the 46-year-old throughout the course of the evening as he searched for women.
After approaching the first woman, he slipped an unknown substance into her drink.
Baki sexually assaulted the woman while she was under the influence of that drug before she was led away from him by concerned members of the public.
A short time later she became unwell, struggling to move and stay awake.
Baki went on to engage a second woman in conversation before taking her to his nearby barber shop in the early hours of the morning.
Additional CCTV footage showed the woman quickly losing consciousness before Baki carried her into the back of the shop where he raped her.
On 28 October 2025, at the High Court in Kilmarnock, Baki was given an 11-year extended sentence with a nine-year custodial term.
His name has been added to the sex offenders register indefinitely.
A non-harassment order was also granted for an indefinite period.
Fiona Kirkby, Procurator Fiscal for High Court Sexual Offences, said: “Kenan Baki poses a significant danger to women through his sexually depraved and predatory actions.
“The prosecution case showed he pursued these two women before intentionally drugging them so he could take advantage of their vulnerability.
“He has now been held accountable for this horrific behaviour, which should send a clear message to all those who seek to sexually harm others.
“I would urge anyone affected by similar offending to consider reporting their experiences when they feel ready and able.
“You will be listened to and supported by our trauma-informed staff as we seek to secure justice using all the tools available to us.”