Some records state that their first Scottish Cup appearance was against South Western the previous season, but this Our Boys club was actually a Glasgow side of the same name.

In 1883–84 they drew a local rival in the first round, this time winning 3–2 at home to Dundee West End.

However, Our Boys lost 4–1 away to Dundee Harp in the second round to end their participation for that year.

They received a bye in the fourth round and won 4–2 at home to Albion Rovers in the fifth to give them a place in the quarter-finals, where they lost 6–0 to a Cambuslang side that would go on to reach the final.

The fourth round saw their first and only encounter with a league side in a competitive game, losing 3–1 at home to Celtic.

[15] The committee met for the first time on 23 June 1893, at Mathers' Hotel in Dundee, with J. Petrie of East End being appointed chairman.

[18][19] Our Boys played at West Craigie Park from 1882 to the time of the merger with East End in 1893.

[20] The new Dundee side initially played at West Craigie Park, before moving East End's former ground, Carolina Port, midway through the 1893–94 season.