Ok, but it would be easier if someone could inform me if this is possible before even testing
It depends on a couple of things….
The quality of the speakers - if they are well shielded, it's not going to work.
The speaker cable - How long is it, will it act like an antenna at 27MHz? Is it shielded?
Whatever the speakers are connected to - will it cause the received audio to make it through the system to the amp and the speakers?
Will the receiver/amplifier, whatever be turned on? Simply getting enough RF into the speakers/speaker wiring may not be enough to make this work. Sometimes it requires the device getting interfered with to rectify the AM signal and boost that audio enough.
How close can you get to this setup? - Same room? Next door?
How much power can you run, legal issues aside? - Will it be enough to cause the desired effect?
What kind of antenna can you get close enough to cause this?
Are you going to be running enough power to come over his speakers? What other equipment will that RF get into? Fire alarm system? Other systems in the building?
Is it possible? Maybe. Yes, if you have enough money, time and work into it, and if they have cheap enough components, and if the stereo is on. If you don't have control over all that, no one here can tell you it's going to work.
A lot of variables you may or may not have control over.
Seems like a lot of work, money, and variables to play a joke on someone. There's easier ways to get them out of bed if they sleep in….