As technology continues to change human interactions, it has become increasingly important to create computer supported collaborative learning (CSCL) environments that enhance perspective taking to support constructive groupwork. To meet these aims, this study examined perspective taking before and after a social annotation activity that incorporated critical questions in the experimental condition. Results from 163 undergraduate students showed that using critical questions improved the quality of perspective taking in written dialogue and using social annotation increased perspective taking over time for all participants. Findings offer important research implications in the CSCL and collaborative argumentation fields, as well as broaden opportunities for 21st century skill development in underserved student populations. [The dissertation citations contained here are published with the permission of ProQuest LLC. Further reproduction is prohibited without permission. Copies of dissertations may be obtained by Telephone (800) 1-800-521-0600. Web page: http://bibliotheek.ehb.be:2222/en-US/products/dissertations/individuals.shtml.]