There are 19 words that start with 'dress'.
| dress | dressy | dressed | 
| dresser | dresses | dressage | 
| dressers | dressier | dressily | 
| dressing | dressages | dressiest | 
| dressings | dressiness | dressmaker | 
| dressmakers | dressmaking | dressinesses | 
| dressmakings | ||
Note: These 19 words that start with 'dress' are found from the USA & Canada version of the tournament Scrabble word list.