Ruby My Dear in D#

Thelonious Monk(1947)balladBallad
D♯
Instrument
GuitarUkuleleBassPiano
A
A
B
A
D♯Maj7
C♯Maj7
Cm7
BMaj7
A♯m7
D♯7
G♯m7
C♯7
Gm7
C7
F♯m7
B7
Fm7
A♯7
D♯Maj7
C♯Maj7
Cm7
BMaj7
A♯m7
D♯7
G♯m7
C♯7
Gm7
C7
F♯m7
B7
Fm7
A♯7
D♯m7
G♯7
C♯Maj7
F♯m7
B7
EMaj7
Fm7♭5
A♯7♭9
Fm7
A♯7
D♯Maj7
C♯Maj7
Cm7
BMaj7
A♯m7
D♯7
G♯m7
C♯7
Gm7
C7
F♯m7
B7
Fm7
A♯7

Chord Diagrams — Ruby My Dear in D# (Guitar)

Ruby My Dear in D#

One of Monk's most beautiful ballads with cascading chromatic chord pairs, showcasing his tender side beneath the angular exterior.

Ruby My Dear in D#

D# major (Eb) requires barre shapes rooted on the 6th and 5th strings. It is a favorite key for horn players, so guitarists encounter it in funk and soul bands. Using barre chords at frets 1, 3, and 6 covers the primary shapes. D# is a intermediate-advanced-level key on guitar because no standard open strings match this key's chord tones. Expect to rely on barre chords throughout, which builds hand strength and unlocks the entire fretboard.

Voice Leading

The bass line moves through D# to C# (descending whole step), C# to C (descending half step), C to B (descending half step), B to A# (descending half step), A# to D# (ascending perfect fourth), D# to G# (ascending perfect fourth), G# to C# (ascending perfect fourth), C# to G (ascending tritone), G to C (ascending perfect fourth), C to F# (ascending tritone), F# to B (ascending perfect fourth), B to F (ascending tritone), F to A# (ascending perfect fourth), A# to D# (ascending perfect fourth), D# to G# (ascending perfect fourth), G# to E (descending major third), E to F (ascending half step), F to A# (ascending perfect fourth). A half-step bass movement creates a strong leading-tone pull that demands resolution. The root motion by larger intervals (fourths and fifths) gives each chord change a strong, decisive character. When the progression loops, the bass returns from A# to D# by perfect fourth.

Scales for Improvisation

D# major pentatonic works because every note is either a chord tone or a safe passing tone — there are no avoid notes. For soloing, this means you can play freely without clashing. Over dominant seventh chords, D# Mixolydian adds the flat seventh for an authentic blues-rock edge.

ballad4/4 · 32 bars · Form: AABA

Chords: D♯Maj7, C♯Maj7, Cm7, BMaj7, A♯m7, D♯7, G♯m7, C♯7, Gm7, C7, F♯m7, B7, Fm7, A♯7, D♯m7, G♯7, EMaj7, Fm7♭5, A♯7♭9.