English diphthongs have undergone many changes since the Old and Middle English periods. The sound changes discussed here involved at least one phoneme which historically was a diphthong.
Old English diphthongs could be short or long. Both kinds arose from sound changes occurring in Old English itself, although the long forms sometimes also developed from Proto-Germanic diphthongs. They were mostly of the height-harmonic type (both elements at the same height) with the second element further back than the first. The set of diphthongs that occurred depended on dialect (and their exact pronunciation is in any case uncertain). Typical diphthongs are considered to have been as follows:
As with monophthongs, the length of the diphthongs was not indicated in spelling, but in modern editions of OE texts the long forms are often written with a macron: ⟨īo⟩, ⟨īe⟩, ⟨ēo⟩, ⟨ēa⟩.
In the transition from Old to Middle English, all of these diphthongs generally merged with monophthongs.
Although the Old English diphthongs merged into monophthongs, Middle English began to develop a new set of diphthongs, in which the second element was a high [i] or [u]. Many of these came about through vocalization of the palatal approximant /j/ or the labio-velar approximant /w/ (which was sometimes from an earlier voiced velar fricative [ɣ], an allophone of /ɡ/), when they followed a vowel. For example: