1 syllable:
air's, airs, ayer's, ayres, baires, bares, bear's, bears, bears', berres, blair's, blares, bures, care's, cares, chaires, chairs, chares, claire's, dares, errs, eyres, fair's, faires, fairs, fares, feres, flairs, flares, freres, gares, gehres, gerres, glares, h-shares, hair's, hairs, hare's, hares, heirs, jares, jears, kehres, lairs, lares, lehrs, maerz, mairs, mare's, mares, nairs, pairs, pares, pears, phares, prayers, rairs, rares, sayres, scares, sgares, share's, shares, shares', sherr's, snares, spares, squares, stairs, stares, swears, tears, terres, theirs, there's, theres, verres, wares, wears, where's, wheres, xers

2 syllables:
affair's, affaires, affairs, agares, airfares, armchairs, backstairs, bancshares', bankshares, bewares, broadstairs, broodmares, bugbears, bulgars, caleres, carfares, compares, crosshairs, d'affaires, daffaires, daycares, deckchairs, declares, derrieres, despairs, downstairs, eclairs, ensnares, fanfares, fieldfares, forbears, forebears, forswears, frogwares, frontieres, funfairs, gaiares, healthcare's, highchairs, housewares, impairs, ishares, job's tears, least-squares, least squares, longhairs, markair's, menieres, moliere's, molieres, mujeres, nightmares, nowheres, outstares, parterres, pierre's, pierres, portieres, prepares, proshares, pushchairs, repairs, software's, somewheres, tenncare's, the heirs, time-shares, timeshares, unwares, upstairs, wheelchairs

3 syllables:
anywheres, armentieres, baby's tears, baby tears, betashares, billionaires, boutonnieres, charge d'affaires, common shares, cyaxares, delaware's, delawares, doctrinaires, down the stairs, flight of stairs, gemmipares, gondophares, jordanaires, kick downstairs, kick upstairs, legionnaire's, legionnaires, leochares, luminaires, medicare's, metameres, millionaire's, millionaires, overbears, populares, preferred shares, put on airs, questionnaires, regulares, save your tears, self-affairs, solitaires, sphecotheres, teddybears, tubinares, unawares, understairs, underwears, up the stairs, usair's, we bare bears, world affairs

4 syllables:
acridotheres, americares, authorized shares, commissionaires, concessionaires, fiduciares, kitchen nightmares, little nightmares, man of affairs, musical chairs, peninsulares, preference shares, state of affairs, treasury shares

5 syllables:
consumeraffairs, euromobiliare's, infernal affairs, method of least squares, multimillionaires, ordinary shares, the world's billionaires

7 syllables:
international affairs, master in public affairs

9 syllables:
department of veterans affairs

10 syllables:
secretary of veterans affairs