| DATE | CATEGORY | PUZZLE | LETTERS | PRIZE | WIN |
| May 1, 1995 | Thing | DAISY | D C H A | $25,000 for charity | Yes |
| May 2, 1995 | PEPPERMINT | H C F O | No | ||
| May 3, 1995 | NOSTALGIA | O G C M | Yes | ||
| May 4, 1995 | Event | AUDITION | K C H A | No | |
| May 5, 1995 | Phrase | COME TO LIFE | O V M D | ||
| May 8, 1995 | Thing | PUPPY | P M H A | Pair of Triumph motorcycles | Yes |
| May 9, 1995 | Thing | FLOWER | F C D A | $25,000 | |
| May 10, 1995 | Phrase | GIVE AND TAKE | M C D O | Tour of England, Ireland, and Scotland | |
| May 11, 1995 | Occupation | MANICURIST | C D P I | Pair of Ford Mustangs | No |
| May 12, 1995 | Thing | RUBY | D G P I | Pre-paid MasterCard | |
| May 15, 1995 | Thing | GAME PLAN | D C H O | Trip to Australia | Yes |
| May 16, 1995 | VOICE | C M K A | Savings bonds | No | |
| May 17, 1995 | BURLAP SACK | P D C A | Corvette | Yes | |
| May 18, 1995 | Person | WAR HERO | D P K I | Sport boat | No |
| May 19, 1995 | GUY | C D M A | |||
| May 22, 1995 | Thing | GIFT | C M D A | Ford Windstar | No |
| May 23, 1995 | Place | BALCONY | M D C A | Savings bonds | Yes |
| May 24, 1995 | Thing | HOUR | C G M A | Ford Windstar | No |
| May 25, 1995 | CINNAMON | D C P O | Chevrolet Camaro | ||
| May 26, 1995 | Things | DIMPLES | M C D O | $25,000 | Yes |
| May 29, 1995 | Thing | HORIZON | P C F A | Saab convertible | No |
| May 30, 1995 | MARBLE | Grand piano | Yes | ||
| May 31, 1995 | Person | GENIUS | $25,000 | ||
