Founded in 1928 as T.O.P., a Dutch abbreviation for Tot Ons Plezier (English translation: To our pleasure), the team plays its home matches at the Frans Heesen Stadion, where it has been based since 1946.

According to sources, Toon Steinhauser and the brothers Piet and Cor van Schijndel always played football in Oss on Jurgensplein, a central square, after school.

During home games, the goal posts were picked up from bakery Toontje van Bergen, then located in the Nieuwe Brouwerstraat.

[3] The first team reached promotion to the Derde Klasse of the Royal Dutch Football Association (KNVB), where it remained for the coming years.

[3] With World War II looming, the Dutch army seized the then home ground of T.O.P., Gemeentelijk Sportpark Oss, in September 1939.

Because many footballers between the ages of 20 and 35 were also mobilised and train connections were disrupted, the KNVB decided to postpone the competition matches scheduled for 3 and 10 September.

[4] The years 1940–45 also marked a tragic period for T.O.P., as two of their players, Pince van der Aa and Hugo Brinkman, were permanently disabled during acts of war.

[6] While the rest of the country was still at war, allied soldiers played a benefit match on 14 October 1944 against a combined association football team from Oss.

The site of the memorable match is the Gemeentelijk Sportpark Oss on the Berghemseweg, which had been seized by German soldiers as part of the occupation in 1939.

[3] The Royal Air Force team consisted of: Spencer (goalkeeper), Dauber, Spiking, Percival, Waddell, Shepherd, Martin, Levy, Phillips, Conve and Taylor.

In the debut 1955–56 season, TOP managed to win five out of thirty games, while they drew five and lost twenty, hauling in only fifteen points.

After two inglorious seasons of professionalism, the club finally decided voluntarily to return to the Tweede Klasse of amateur football.

[3] The club's official return to professionalism dates to 17 August 1991, where TOP played its first match away against SC Heerenveen.

[2] Piet Schrijvers was the first-team coach, and Peter Wubben entered the historical annals by scoring the first goal for the club in its return to league football.

[12] The following season evolves in dramatic fashion, as TOP Oss concede 100 goals and finish bottom of the table, and a major cleanup of the squad ensues.

Harry van den Ham took over as the new head coach afterwards, and led the team to ninth place in the league table.

[13] The former goalkeeper leads TOP Oss to two period titles and the team qualifies for Nacompetitie (promotion play-offs) three times in five years.

[2] In the club's 25th anniversary of professional football, fans voted De Koning as TOP Oss' Best Coach since 1991.

[17] Following the disastrous relegation, Dirk Heesen is promoted from assistant to head coach and given the task of leading the club back to the Eerste Divisie.

[2] Oss then lost the championship game for the entire Topklasse title against IJsselmeervogels from the Saturday Group 0–4 on aggregate.

With Anton Janssen (2012–13) and Klaas Wels (2017–18) as head coaches, Oss compete for a place in the post-season play-offs for large parts of the season, but miss out in the end.

[2] With Wil Boessen at the helm, however, the team managed to qualify for promotion play-offs, because on 27 February 2015, they win the third period title.

[21] With key players such as Kevin van Veen, Johnatan Opoku, Luuk Koopmans, Justin Mathieu and Ryan Sanusi, Oss finishes the season in ninth place.

Under head coach Wels, the TOP Oss team were, however, eliminated in the second round of the promotion play-offs by Sparta Rotterdam (5–0 on aggregate).