Redirect a programm audio stream to skype as microphone output

I wanted to ask if its possible to stream the output only from Chrome or other programm to skype using pulseaudio. If I choose the monitor of my playback device, the skype user hears himself, because his talking is also coming to my playback device which I redirect to skype from the recording tab. If I play a video on Chrome for example, how can I stream the audio output to the skype user without him hearing himself? (I would like to hear the audio from youtube too)

Edit: I forgot to mention that I also want to mix in the input from my microphone (I am using one via usb) so that I can talk while playing Chrome videos

Edit #2: I achieved redirecting the output to skype, but now I cannot hear the song myself: