| 04 Jun 1995 | First Round | Repton Pilgrims v Sherborne Pilgrims | Repton School Ground, Repton | Results |
| 18 Jun 1995 | First Round | Downside Wanderers v Old Westminsters | Downside School, Stratton-on-the-Fosse | Results |
| 11 Jun 1995 | First Round | Charterhouse Friars v Old Cholmeleians | Charterhouse School, Godalming | Results |
| 04 Jun 1995 | First Round | Old Brightonians v Old Blundellians | Brighton College Ground, Brighton | Results |
| 04 Jun 1995 | First Round | Old Wykehamists v Oundle Rovers | Ridding Field, Winchester | Results |
| 04 Jun 1995 | First Round | Stowe Templars v Shrewsbury Saracens | Stowe School Ground, Stowe | Results |
| 04 Jun 1995 | First Round | Old Amplefordians v St Edward's Martyrs | Ampleforth College, Ampleforth | Results |
| 04 Jun 1995 | First Round | Radley Rangers v Eton Ramblers | Radley College Bigside Ground, Abingdon | Results |
| 18 Jun 1995 | First Round (Replay) | Old Alleynians v Old Malvernians | Dulwich College Ground, Dulwich | Results |
| 04 Jun 1995 | First Round | Bradfield Waifs v Uppingham Rovers | Bradfield College, Reading | Results |
| 11 Jun 1995 | First Round | Lancing Rovers v Old Tonbridgians | Lancing College Ground, Lancing | Results |
| 18 Jun 1995 | First Round | Marlborough Blues v Old Whitgiftians | Marlborough College Ground, Marlborough | Results |
| 04 Jun 1995 | First Round | Harrow Wanderers v Old Cheltonians | Harrow School Cricket Ground, Harrow-on-the-Hill | Results |
| 04 Jun 1995 | First Round | Rugby Meteors v Old Wellingtonians | Rugby School Ground, Rugby | Results |
| 04 Jun 1995 | First Round | Felsted Robins v Old Cliftonians | Felsted School Ground, Dunmow | Results |
| 04 Jun 1995 | First Round | Haileybury Hermits v Old Merchant Taylors | Haileybury College Ground, Hertford | Results |
| 25 Jun 1995 | Second Round | Downside Wanderers v Charterhouse Friars | Downside School, Stratton-on-the-Fosse | Results |
| 25 Jun 1995 | Second Round | Old Brightonians v Oundle Rovers | Brighton College Ground, Brighton | Results |
| 25 Jun 1995 | Second Round | Shrewsbury Saracens v St Edward's Martyrs | Shrewsbury School, Shrewsbury | Results |
| 25 Jun 1995 | Second Round | Radley Rangers v Old Malvernians | Radley College Bigside Ground, Abingdon | Results |
| 25 Jun 1995 | Second Round | Repton Pilgrims v Uppingham Rovers | Repton School Ground, Repton | Results |
| 25 Jun 1995 | Second Round | Old Tonbridgians v Old Whitgiftians | Tonbridge School Ground, Tonbridge | Results |
| 25 Jun 1995 | Second Round | Old Cheltonians v Old Wellingtonians | College Ground, Cheltenham | Results |
| 25 Jun 1995 | Second Round | Old Cliftonians v Haileybury Hermits | Clifton College Close Ground, Clifton | Results |
| 09 Jul 1995 | Quarter-Final | Downside Wanderers v Old Brightonians | Downside School, Stratton-on-the-Fosse | Results |
| 09 Jul 1995 | Quarter-Final | Shrewsbury Saracens v Old Malvernians | Shrewsbury School, Shrewsbury | Results |
| 09 Jul 1995 | Quarter-Final | Repton Pilgrims v Old Tonbridgians | Repton School Ground, Repton | Results |
| 09 Jul 1995 | Quarter-Final | Old Wellingtonians v Old Cliftonians | Wellington College, Crowthorne | Results |
| 23 Jul 1995 | Semi-Final | Downside Wanderers v Old Malvernians | Downside School, Stratton-on-the-Fosse | Results |
| 23 Jul 1995 | Semi-Final | Old Tonbridgians v Old Wellingtonians | Tonbridge School Ground, Tonbridge | Results |
| 13 Aug 1995 | Final | Old Malvernians v Old Wellingtonians | Bank of England Ground, Roehampton | Results |
| 11 Jun 1995 | First Round | Old Alleynians v Old Malvernians | Dulwich College Ground, Dulwich | Results |
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