This study tested and compared the generative thinking of second graders (7-8year olds) and fifth graders (10-11year olds) as a means to assess how generative thinking develops among children. Results from this study were compared with results obtained by Mushoriwa (2003) in a similar study in Zimbabwe in order to see if the development of generative thinking follows a similar pattern in different environments. Data were sourced from 40 second-graders and 40 fifth graders randomly selected from schools around Manzini. The survey research design was used, with interviews employed to collect the data. Crosstabs and a two-sample t-test were used to analyse the data. The study found no significant differences in generative thinking between second and fifth graders in the Swazi sample. In the comparative analyses, while significant differences in eye placements were observed between second graders in Swaziland and second graders in Zimbabwe, no significant differences in eye placements were observed between fifth graders in Swaziland and fifth graders in Zimbabwe. As for reasons/explanations for eye placements, significant differences between Swazi and Zimbabwean children were noted at both second grade and fifth grade levels. The study recommended the use, by teachers, of pedagogy that is promotive of generative thinking as well as the need for further research in the area focusing on environmental factors influencing the nature and developmental pattern of generative thinking.