While in Race For The Heisman mode in Year 1, go to the computer area. While highlighting the computer, press Down. A caption will come up as "Picture". Press A and you will see a picture of a girl.

While in Race for The Heisman mode in Year 2, go to the schedule area. While highlighting the schedule, press Down. A caption will come up as "Picture", press A and you will see a picture of a girl.

In the your senior year, while highlighting the schedule press Down to view a picture of your girlfriend.