A few surprises were sprung from the bench, including a return of Mark Lillis to the playing field and eight-year-old Jack Beagrie - Peter Beagrie's son - who scored the final goal of the day.
The 1999 heroes were given a warm welcome by the 3,600 crowd, even Andy Dawson and Jamie Forrester who now ply their trade across the river at Hull City.
Chris Hope gave the 1999 Scunthorpe Telegraph team an early lead, only for Paul Hayes to respond with four goals to give the Observer XI a 4-1 lead at the break.
After the break a penalty was awarded for a trip on man of the moment Calvo-Garcia, who dusted himself off to take the penalty.
It was saved by Tim Clarke, but was retaken and converted by the Spaniard.
Lee Featherstone, Andy Parton and Cleveland Taylor gave the inivtation XI a strong 7-2 lead.
Another Calvo-Garcia penalty, two goals from Gareth Sheldon and a strike from Gary Bull brought the score to 7-6.
But in the end it was Beagrie Junior who sealed the win, after coming on as a late substitute for his father.
Eight-year-old Jack came onto the pitch already doing the backflips that were his father's trademark.
He ran the length of the pitch, took the ball past Tommy Evans and put the ball into the back of the net after hitting the post twice.
After the match Graham Taylor, who was managing the Observer XI, said: "I took Beagrie off and put Beagrie on with the instructions to win the game for us.
"When he hit the post for the first time somebody in the crowd shouted `he's just like his dad` and when he hit the post for the second time I tured round and said `exactly like his dad`.
"But then when he did put the ball in somebody shouted `not at all like his dad`."
<B>Before the match a minute's silence was held for a fan of Calvo-Garcia who was killed in the Madrid train bombings.
20-year-old Ina Hentzschel had watched him play in Spain and had planned to travel to the match.
She had followed his career closely, and supported Scunthorpe from her home in Germany.
In March she had visited her mother in Madrid, and was one of the hundreds of victims when blasts ripped through four trains at rush hour.</B>