Maddox, a Sim student pursuing a drama major, quickly begins romantic relationships with multiple women at his college. Within 24 hours of arriving, he woos his professor Laci and they kiss. He then goes on a date with cheerleader Claire, though he finds her repetitive cheers annoying. Maddox also romances his mail carrier Dagmar, though she plays hard to get. He eventually woos both Claire and Dagmar. Maddox continues actively pursuing new romantic partners to fulfill his lifetime want of wooing 20 Sims, seeing dating and intimacy as challenges to overcome for his and the women's benefit.