Page 1: sixty, seventy, Sunday, sky, story, Sydney, sorry, say, secretary, silly, sally, safety, stay, strawberry, slavery, smelly, serendipity, serenity, scary, sporadically, sty, sanity, surgery, sly, somebody, shy, society, subway, skinny, shay, sandy, security, sanctuary, Sicily, smiley, sunny, symphony, smarty, soy, softly, Sully, Stanley, someday, study, steady, spray, Snoopy, sweaty, simplicity, and stretchy
| Word | Length | Vowels | Syllables | |||
|---|---|---|---|---|---|---|
| Sixty | 5 | 4 | 1 | 2 | Old English | |
| Seventy | 7 | 5 | 2 | 3 | ||
| Sunday | 6 | 4 | 2 | 2 | Middle English | |
| Sky | 3 | 3 | 0 | 1 | Middle English | |
| Story | 5 | 4 | 1 | 2 | Anglo Norman | |
| Sydney | 6 | 5 | 1 | 2 | French | |
| Sorry | 5 | 4 | 1 | 2 | Middle English | |
| Say | 3 | 2 | 1 | 1 | Middle English | |
| Secretary | 9 | 6 | 3 | 4 | Medieval Latin | |
| Silly | 5 | 4 | 1 | 2 | Old English | |
| Sally | 5 | 4 | 1 | 2 | Middle English | |
| Safety | 6 | 4 | 2 | 3 | Old French | |
| Stay | 4 | 3 | 1 | 1 | Middle English | |
| Strawberry | 10 | 8 | 2 | 3 | Old English | |
| Slavery | 7 | 5 | 2 | 3 | ||
| Smelly | 6 | 5 | 1 | 2 | ||
| Serendipity | 11 | 7 | 4 | 5 | ||
| Serenity | 8 | 5 | 3 | 4 | ||
| Scary | 5 | 4 | 1 | 2 | ||
| Sporadically | 12 | 8 | 4 | 4 | ||
| Sty | 3 | 3 | 0 | 1 | Middle English | |
| Sanity | 6 | 4 | 2 | 3 | Latin | |
| Surgery | 7 | 5 | 2 | 3 | Old French | |
| Sly | 3 | 3 | 0 | 1 | Middle English | |
| Somebody | 8 | 5 | 3 | 4 | ||
| Shy | 3 | 3 | 0 | 1 | Middle English | |
| Society | 7 | 4 | 3 | 4 | Old French | |
| Subway | 6 | 4 | 2 | 2 | ||
| Skinny | 6 | 5 | 1 | 2 | ||
| Shay | 4 | 3 | 1 | 1 | French | |
| Sandy | 5 | 4 | 1 | 2 | Middle English | |
| Security | 8 | 5 | 3 | 4 | Middle English | |
| Sanctuary | 9 | 6 | 3 | 4 | Middle English | |
| Sicily | 6 | 4 | 2 | 3 | Italian | |
| Smiley | 6 | 4 | 2 | 2 | English | |
| Sunny | 5 | 4 | 1 | 2 | ||
| Symphony | 8 | 7 | 1 | 3 | Ancient Greek | |
| Smarty | 6 | 5 | 1 | 2 | ||
| Soy | 3 | 2 | 1 | 1 | Dutch | |
| Softly | 6 | 5 | 1 | 2 | Middle English | |
| Sully | 5 | 4 | 1 | 2 | ||
| Stanley | 7 | 5 | 2 | 2 | Old English | |
| Someday | 7 | 4 | 3 | 3 | ||
| Study | 5 | 4 | 1 | 2 | Middle English | |
| Steady | 6 | 4 | 2 | 2 | Middle English | |
| Spray | 5 | 4 | 1 | 1 | Middle Dutch | |
| Snoopy | 6 | 4 | 2 | 2 | ||
| Sweaty | 6 | 4 | 2 | 2 | ||
| Simplicity | 10 | 7 | 3 | 4 | Old French | |
| Stretchy | 8 | 7 | 1 | 2 |
Prefix: s-. Suffix: -y. List of words that begin like s / start with s and end with y.

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