BOSTON United sent the Blues crashing out of the Lincs Shield on Tuesday, in a game marred by an injury to Shane Clarke.
The Trinity man, one of four ex-Pilgrims in Brian Little’s side, was taken to hospital with a neck injury.
On a warm evening on the Northolme, Trinity showed glimpses of class in the opening minutes as Jamie Yates charged down the left, crossed low to the feet of Ryan Kendall, and Paul Bastock the Boston goalkeeper scrambled the ball to safety.
Gainsborough again came close when former Boston winger Yates saw his shot come back off the post.
The Pilgrims then had a wonderful chance to draw level through Ryan Semple running clear, Phil Barnes coming to the rescue.
On 22 minutes Trinity front man Kendall had a golden chance to put the Blues ahead, but he shot straight at Bastock.
From the resulting corner however, Little’s men took the lead.
Yates sent the ball in, Darryn Stamp connected well and headed a dominant Trinity 1-0 up.
Boston hit back on the half hour mark, against the run of play.
Kevin Holsgrove took advantage of a mistake at the back and shot home from just outside the area.
A superb bit of play from Gainsborough saw Ryan Williams knocking the ball across to Yates, who for the second time in the evening hit the woodwork.
After the break the hosts came close to retaking the lead through Clarke, his shot taking a deflection to give Gainsborough a corner.
Moments later Yates found Clarke again, and his effort was well blocked.
Williams’ floated corner gave Clarke a third chance and when he headed at goal the Pilgrims keeper had to punch over his bar.
Trinity made a double change, Lewis McMahon and Michael Leary coming on to replace Ryan Williams and Jamie Yates.
Boston were beginning to find form for the first time in the match, but it was Gainsborough who should have scored, Kendall crossing brilliantly to the feet of Clarke, who shot at Bastock.
The home side were punished for missed chances, as Boston United took the lead through Mikel Suarez.
A cross from Semple found the Bilbao-born front man who headed a bullet past Barnes.
Luke Waterfall was brought on late, after Clarke was carried from the pitch holding his neck, following a collision with Marc Newsham.
Five minutes of time were added on for the incident, but the Blues were unable to prolong their involvement in the Shield, and the Pilgrims took the Lincs bragging rights back to Boston.
Trinity: Barnes, Roma, Coleman, Cowan, Boyce, Clarke (Waterfall 81), D’Laryea, Williams (McMahon 70), Kendall, Stamp, Yates (Leary 70). Not used: Gray, Paczkowski.
Boston: Bastock, Canoville, Jellyman, Hall, Ward, Austin, Semple, Wilkinson (Sleath 75), Suarez, Milne, Holsgrove (Newsham 70). Not used; Stone, Joachim, Fairclough.