Ray Glastonbury attended Whitchurch Grammar School and played for Cardiff Schools and Cardiff Youth before joining Cardiff. Between 1959 and 1962 Ray played 51 times for the club, earning both Athletic and First team Caps. National service prevented Ray from appearing in more games for the club with several appearances for the RAF and Combined Services during this time - including a tour to Rhodesia in 1962 (alongside Cenydd Wiliams and Peter (RAF) Thomas). On leaving the RAF in 1962 Ray was encouraged to turn professional following conversations with the Rugby League player Alex Murphy (to become a legend of the 13-man game) and he joined Workington Town Rugby League team where he played for seven years. After playing Rugby League a return to the Union game was out of the question so after retiring from rugby and returning to South Wales he joined local soccer team Cardiff Corries.