A run of injuries and departures prevented the club from turning out a consistent team during the 1928-1929 season. Some positions were regularly filled by reserve players including a 16 year old, Tom McMurray, who ended up playing 12 times for the first team despite his young age.

K's did, however, gain the services of three players who were to become established favourites and key to their success in the 1930's. George Lee arrived at the start of the season while George Keene played his first game in December. Ted Brodrick played his first game in February and was to become the first choice goalkeeper for a period covering eight seasons.

There were still plenty of goals being scored and Charlie Barter again led the list with 35 goals in 27 appearances and this led to him being signed by West Ham at the end of the season. Despite the goals, form was inconsistent and, while they performed a little better in cup competitions, they finished in a poor 11th place in the Athenian League. K's again went out of both the F.A. Cup and Amateur Cup at the first time of asking but gained plenty of credit for their performances in view of the tough opposition they faced.

In the F.A. Cup they put up a fine fight, taking Isthmian League giants Dulwich Hamlet to two replays before finally losing by the narrow score of 3-2 in the final match. In the first game Cecil Cockrell had missed a late penalty that would have given K's a First Round Proper tie at 3rd Division South Merthyr Town. In the second game K's had been 3-0 up inside 16 minutes but went on to draw 4-4 due to a Dulwich equaliser late into Extra Time. The final match was nearly as eventful with K's coming from 2-0 down to draw level but they were beaten by a goal 15 minutes from time.

The final Dulwich game was the start of a bad run of 8 straight defeats, although this did include another good performance in the Amateur Cup in a single goal defeat at home to Leyton. Leyton had won the Amateur Cup two seasons running and were to be finalists in the current season as well as winning the Athenian League by eight clear points. K's were also one of only two teams to beat them in the league this season.

Kingstonian reached the semi final of the Surrey Senior Cup, resulting in another marathon cup tie, but eventually losing to Redhill in the third game. They again met Dulwich and Redhill in the finals of the London Charity Cup and Surrey Charity Shield respectively. A Ted McCarthy hat trick gave them revenge over Redhill in the Surrey Charity Shield with a 3-1 win. In the other final, Dulwich again got the better of Kingstonian despite another tight game. A Brodrick slip in Extra Time gave Dulwich a 2-1 win in front of 6,000 spectators at Crystal Palace.

There was sad news during the season with the death of William G Carn at the age of 64. He was widely seen as responsible for the existence and progress of the club in its early years. Kingston also lost Freddy Little, the famous Old Kingstonians goalkeeper who was a regular choice for Surrey prior to World War One. He was only 45 and his wife and six children were left destitute.

Kingstonian Reserves had a relatively poor season finishing in the lower half of the table. This was largely down to many of their players having to help out the first team on countless occasions. They did still manage to win a trophy in the All Saints Charity Cup final when they beat Bromley Reserves 2-1. The Third Team finished bottom of the Kingston & District League with just 6 points from 14 matches.

The most significant event came just after the season ended when K's were accepted into the Isthmian League. They had to pay a £25 fine to the Athenian League for not resigning soon enough. This was unavoidable in advance of being confirmed as accepted to their new league. Other teams who had resigned in the past had not been allowed back into their original leagues if their application was rejected.

1929-1930
1927-1928

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