The improbable buzzer beater capped off a furious final three minutes that saw the Wildcats erase a nine-point deficit and tie the game in the waning seconds.
Jamaal Boyd put back a missed shot with three seconds left to tie the game at 67. The referees put an additional second back on the clock after Webster County had called timeout, giving Rollins the time he needed to take a pass from half-court and launch the game-winner at the buzzer.
The Wildcat coaches and timekeeper protested the decision, but to no avail.
"I felt like we were robbed on our home floor, but I give our guys credit for fighting back and playing hard down the stretch," said Wildcat Head Coach Bill Chumbler after the game.
Jeremy Jones scored 11 of his 18 points in the fourth quarter as the Wildcats fought back from a 61-52 deficit with 3:01 left.
Boyd added 15 points and eight rebounds, while Kenny Turner and Rodney Davis each scored ten points.
Rollins led all scorers with 22 points and added 12 rebounds.
Webster County won the game at the free throw line, hitting 16-of-24 compared to just 3-of-8 for Trigg County.
Trigg County fell to 14-7 with their first three-game losing streak of the season.