The winger spent time earlier in the 2024/25 season on loan with Southampton Women in the Barclays Women's Championship, making eleven appearances in all competitions. Gregory scored two goals for Southampton, including the Saints' opener in a 1-1 draw against the Magpies at St. James' Park in November 2024.

She has also has loan spells with Leicester City and Reading. Gregory represented England through the age groups, playing for the national team at under-17, under-19 and under-23 level, but has now won full honours for Scotland.