"Heart-Shaped Glasses (When the Heart Guides the Hand)" is Marilyn Manson's first single from the studio album Eat Me, Drink Me released on June 5, 2007. Initially, "Putting Holes In Happiness" was set as the first single from the album, but this was changed, similar to the case of "Get Your Gunn". The digital single was released on iTunes on April 24 and also added to the player on Manson's MySpace page on the same date. The CD single was released in Germany on May 25, and in the United Kingdom on May 28. A thirty-one second preview clip was released on French radio website Radio France on April 9, 2007. The single was played again in full on April 11 (after being debuted on the same radio station days before), 2007 at 20:05 GMT on the French radio station Le Mouv'. The whole track was leaked onto the web as was apparent on several YouTube videos, which were revoked by the Universal Music Group.
On April 27, 2007, a 34 second clip of the video for "Heart-Shaped Glasses (When the Heart Guides the Hand)" was released on YouTube, featuring Manson and girlfriend Evan Rachel Wood kissing whilst drenched in blood. Later, the video appeared on Manson's official website.
On May 22, 2007, an exclusive single was released through Hot Topic, containing a different b-side than the other singles.
On May 23, 2007, Marilyn Manson and Tim Skold performed an acoustic version of the track on UK radio station Radio 1.
| Year | Single | Chart | Peak position |
|---|---|---|---|
| 2007 | "Heart-Shaped Glasses (When the Heart Guides the Hand)" | U.S. Modern Rock Tracks | 24 |
| 2007 | "Heart-Shaped Glasses (When the Heart Guides the Hand)" | U.S. Mainstream Rock Tracks | 31 |
| 2007 | "Heart-Shaped Glasses (When the Heart Guides the Hand)" | UK Rock Singles Chart | 1 |
| 2007 | "Heart-Shaped Glasses (When the Heart Guides the Hand)" | UK Singles Chart | 19 |
| 2007 | "Heart-Shaped Glasses (When the Heart Guides the Hand)" | UK Physical Chart | 3 |
| 2007 | "Heart-Shaped Glasses (When the Heart Guides the Hand)" | Italian Singles Chart | 29 |
| 2007 | "Heart-Shaped Glasses (When the Heart Guides the Hand)" | Irish Singles Chart | 46 |
| 2007 | "Heart-Shaped Glasses (When the Heart Guides the Hand)" | Sweden Singles Chart | 23 |
| 2007 | "Heart-Shaped Glasses (When the Heart Guides the Hand)" | Germany Singles Chart | 49 |
On stage, in front of a large crowd, Manson begins singing as Wood watches him intently, apparently masturbating, from the crowd (still wearing the heart-shaped glasses), while numerous photos begin to fall over the audience. Shots of the two driving are flashed throughout the video, as the scene once again changes, this time revealing Manson and Wood in a bed, drenched in what appears to be blood. The two begin kissing vigorously again before the final scene returns to the two of them speeding along the highway. The front of the car erupts in flames, and they continue along, kissing once again. Manson says "Together as one...", and Wood replies "Against all others", before they drive off a cliff and fall, the video ending as they crash.
The video was directed by Marilyn Manson using a 3-D system developed by James Cameron 
Recently it has been rumored that the scenes in the video depicting sex between Manson and Wood was footage of legitimate sex between the two. To make matters more unclear, in an MTV interview with Manson, he did not confirm or deny the authenticity of the depictions, at one point dismissing it:
And at another point implying the possibility that the sex was in fact real:
Evan Rachel Wood has said the sex was not real.