Pollination and herbivory are both key drivers of plant diversity but are traditionally studied in isolation from each other. We investigated real-time evolutionary changes in plant traits over six generations by using fast-cycling Brassica rapa plants and manipulating the presence and absence of bumble bee pollinators and leaf herbivores. We found that plants under selection by bee pollinators evolved increased floral attractiveness, but this process was compromised by the presence of herbivores. Plants under selection from both bee pollinators and herbivores evolved higher degrees of self-compatibility and autonomous selfing, as well as reduced spatial separation of sexual organs (herkogamy). Overall, the evolution of most traits was affected by the interaction of bee pollination and herbivory, emphasizing the importance of the cross-talk between both types of interactions for plant evolution.