ate - parent ▁and ▁partner - in - cr ime , ▁as ▁she ▁has ▁frequently ▁en list ed ▁Li am ' s ▁help ▁with ▁some ▁of ▁her ▁past ▁schemes . ▁These ▁include ▁f aking ▁Li am ' s ▁kid n apping ▁when ▁Frank ▁wouldn ' t ▁admit ▁that ▁he ▁hadn ' t ▁won ▁the ▁lot tery , ▁and ▁she ▁once ▁entered ▁him ▁in ▁a ▁mod elling ▁competition , ▁which ▁she ▁wanted ▁to ▁keep ▁a ▁secret ▁from ▁Mon ica . ▁She ▁can ▁also ▁be ▁seen ▁to ▁for ge ▁strong ▁relationships ▁with ▁other ▁characters , ▁not ably ▁Mart y ▁Fish er ▁( Jack ▁De am ) ▁and ▁M andy ▁Mag u ire ▁( Sam anth a ▁S idd all ), ▁she ▁also ▁tends ▁to ▁come ▁up ▁with ▁numerous ▁money - making ▁schemes ▁to ▁provide ▁income . ▁ ▁It ▁is ▁revealed ▁in ▁Series ▁ 5 ▁that ▁Deb bie ▁has ▁been ▁in ▁a ▁secret ▁relationship ▁with ▁police ▁officer ▁Tom ▁O ' Le ary ▁( Michael ▁Leg ge ), ▁despite ▁the ▁fact ▁that ▁she ▁is ▁only ▁ 1 5 ▁years ▁old . ▁Deb bie ▁and ▁Tom ▁break ▁up ▁at ▁the ▁beginning ▁of ▁series ▁ 6 ▁during ▁her ▁ 1 6 th ▁birth day ▁party ▁when ▁she ▁real ises ▁that ▁Tom ▁is ▁too ▁old ▁for ▁her ▁and ▁that ▁he ▁wants ▁much ▁more ▁from ▁the ▁relationship . ▁Tom ▁begins ▁to ▁st alk ▁her , ▁although ▁he ▁tells ▁work mate ▁Car rie ▁that ▁Deb bie ▁has ▁been ▁st alk ing ▁him . ▁ ▁Deb bie ▁is ▁now ▁seem ingly ▁in ▁a