The Arden Shakespeare published a poetry collection titled On Shakespeare’s Sonnets in 2016 in which several contemporary poets have responded to one Shakespearean sonnet of their choice. Most of the themes in the sonnets such as the transience of earthly life, the endurance of love, and the procreation of beauty are retained in their modern versions. However, recent approaches to these themes do not follow the sonnet tradition due to the poets’ adherence to modern topics, as seen in the poems of Douglas Dunn, Jackie Kay, and Andrew Motion, and an emphasis on realism instead of the romanticised exaggerations in the sonnet genre, as observed in the poems by Alan Jenkins, Carol Ann Duffy, and Elaine Feinstein. In some of these poems, love for the beloved, for instance, is treated alternatively as a temporary feeling that cannot endure the passing of time. The platonic ideal of love for the beloved is reconstituted with a mother’s compassion for her son. The idea of the procreation of beauty is replaced with an adoration of the regenerative power of nature. In some others, the influence of the contemporary context is evident with indications of urban images such as traffic, technology, and shopping malls. Through such examples, this paper aims to discuss some of the rewritten versions of Shakespeare’s sonnets to explore the idea that recontextualisation and subversion of the source text are central to the practice of Shakespearean adaptation despite the initial tenet of the production of this particular collection, which is to celebrate Shakespeare’s literary heritage.