This song was distributed in November or December of 2012.
There were 2 other songs between Touch Your Heart and this one, but I could never ascertain that the other 2 songs were exclusively to or about Jessie Bobenmoyer of Hail Your Highness, and they were never sent out on the list of songs to her.
These weren't the only songs Motuphi was doing during this era of his life. He was also heavily engaged in online collaborations, some of which went into heavy rotation on urban radio stations, and writing songs for any new music act he may encounter to join or form. While those other songs have that "edge" designed to make them have mass appeal, his intimate disclosures to Jessie were obviously never meant to be marketed or received by a huge audience.
The other guy in the video is Motuphi's little brother who was visiting Motuphi at his wife's house in Grayling at the time of this video, at least that what it said in the video description. He also appeared in one of the videos not included here, from May of 2012, because it was never tagged as being to Jessie.