Stoop's parents are named Angus and Tessa and she has three older siblings, Sam, Olly and Milly, who she used to play tennis against.

[7] Stoop's first professional match win came in May 2005 at a $10k tournament where she reached the final before losing to Gaëlle Widmer from Switzerland in straight sets.

She continued playing on the ITF Circuit, reaching two more quarter-finals, until June when she was awarded a wildcard into the Tier II International Women's Open qualifying event in Eastbourne, England.

She did not play again after this until October, after which she reached two more quarterfinals in $25k events held in Istanbul and Mount Gambier, losing to Monica Niculescu both times.

[8] Stoop reached two more ITF quarterfinals in the first half of 2008 before being given a wildcard into the Tier II International Open in Eastbourne where she came up against top-40 player Kaia Kanepi from Estonia in the first round.

Her third consecutive wildcard was into the Tier II Bank of the West Classic qualifying tournament and it proved more fruitful than her previous two.

In February and March she reached two ITF quarterfinals and one semifinal before heading to Paris to attempt to qualify for the French Open.

In June she received three consecutive wildcards into WTA tournaments, the first of which was into the main draw of the Aegon Classic in Birmingham where compatriot Elena Baltacha defeated her in two sets in the first round.

[9] However, she did team up with Laura Robson in the doubles to face Jade Curtis and Anna Smith, a match which they won in an epic three sets, 6–4, 3–6, 13–11.

[10] Stoop and Robson went on to lose to Grand Slam champions Amélie Mauresmo and Svetlana Kuznetsova in the second round.

After Wimbledon, Stoop reached one more ITF quarterfinal and won her second title, beating Katie O'Brien in an all-British final at the $25k event in Vigo, Spain.