| Crew's director | 19 |
| Crew leader, for short | 22 |
| Crew leader, briefly | 20 |
| Crew boss, briefly | 18 |
| Courteney of "Friends" pre-Arquette | 45 |
| Courteney of "Friends" fame | 37 |
| Courteney of "Dirt" | 29 |
| Courteney of 'Cougar Town' | 34 |
| Castmate of Kudrow and Aniston | 30 |
| Braves manager Bobby | 20 |
| Boat navigator, informally | 26 |
| Actress Courtney of Friends | 31 |
| 1920 Democratic presidential nominee | 36 |
| "Stroke!" shouter, for short | 38 |
| "Stroke!" shouter, briefly | 36 |
| "Sid & Nancy" director Alex | 41 |
| "Friends" costar | 26 |
| "Friends" co-star Courteney | 37 |
| "Friends" actress Courtney | 36 |
| "Friend" Courteney | 28 |
| "Cougar Town" co-star Courteney | 41 |
| "Cougar Town" actress Courteney | 41 |
| 'Cougar Town' star Courteney | 36 |
| 'Cougar Town' star | 26 |
| ___ Newspapers (media chain) | 28 |
| Crew's control | 18 |
| Rowing team's commander | 27 |
| Crew's leader | 17 |
| Bashful | 7 |
| Far from forward | 16 |
| Coquettish | 10 |
| Demure | 6 |
| Retiring | 8 |
| Diffident | 9 |
| Playing hard to get | 19 |
| Like a shrinking violet | 23 |
| Playfully noncommittal | 22 |
| Playfully shy | 13 |
| Like Marvell's mistress | 27 |
| Kittenish | 9 |
| Slyly shy | 9 |
| Hardly candid | 13 |
| Artfully shy | 12 |
| Affectedly modest | 17 |
| Playing hard-to-get | 19 |
| Overmodest | 10 |
| Not exactly outgoing | 20 |
| Hardly forward | 14 |
| Slyly reticent | 14 |
| Slyly hesitant | 14 |
| Reluctant to commit | 19 |
| Playfully modest | 16 |
| Playfully evasive | 17 |
| Opposite of brazen | 18 |
| Less than forthright | 20 |
| Flirtatious | 11 |
| Affectedly shy | 14 |
| “To His ___ Mistress” (17th-century poem) | 49 |
| Shy, but maybe not? | 19 |
| Shrinking modestly | 18 |
| Reluctant to elucidate | 22 |
| Quite obviously dissembling | 27 |
| Provocatively playful | 21 |
| Playfully retiring | 18 |
| Playfully innocent | 18 |
| Overly shy | 10 |
| Overly modest | 13 |
| Not 100% open | 13 |
| Like one saying "Who, little old me?" | 47 |
| Like a coquette | 15 |
| Less than forthcoming | 21 |
| Insincerely reluctant to make a decision | 40 |
| Holding back, in a way | 22 |
| Flirtatiously unforthcoming | 27 |
| Flirtatiously shy | 17 |
| Devious, in a way | 17 |
| Affectedly secretive | 20 |
| Affectedly evasive | 18 |
| Affectedly devious | 18 |
| Affectedly demure | 17 |
| More demure | 11 |
| More bashful | 12 |
| More coquettish | 15 |
| More modest | 11 |
| More flirty | 11 |
| More evasive | 12 |
| Not as forthcoming | 18 |
| More shy | 8 |
| Less open and forthright | 24 |
| Most modest | 11 |
| Most reserved | 13 |
| Most demure | 11 |
| Least straightforward | 21 |
| Least forthcoming | 17 |
| Most coquettish | 15 |
| Maximally shrinking | 19 |
| Like the most subtle of flirts | 30 |
| Least brazen | 12 |
| Coquettish to the max | 21 |
| Coquettish in the extreme | 25 |