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Common multi-word phrases that nearly rhyme with observingly:

3 syllables:
learning by,
working by,
curving beach,
serve nicely,
serving these,
serving three,
learn hindi,
per degree,
the third degree,
third decree,
third degree,
mervyn peake,
verse simply,
birding piece,
burning cheek,
burning piece,
burning these,
burning three,
burning wheel,
earning keep,
earning three,
forging these,
herding sheep,
learning these,
learning three,
merging these,
nursing these,
searching these,
surfing beach,
turning sheet,
turning these,
turning three,
turning wheel,
urging peace,
urging these,
whirling wheel,
working peace,
working piece,
working sheep,
working sheet,
working these,
working three,
working week,
working wheel,
curve simply,
serve simply,
burning leaves,
curling leaves,
curving sweep,
erm ii,
heard billy

4 syllables:
concerning my,
conserving these,
learning early,
observing these,
observing three,
preserving peace,
preserving these,
working early,
irving louis,
serving daily,
stirring early,
offer degree,
offer fifty,
offer simply,
affirming these,
asserting these,
concerning beauty,
concerning peace,
concerning these,
concerning three,
confirming these,
converting these,
diverting these,
observe degree,
observed degree,
rehearsing these,
researching these,
returning peace,
returning these,
returning three,
reversing these,
working eighty,
irvin wiley,
alluring beauty,
conferring these,
either singly,
learning apply,
mayor willie,
mayor willy,
neither singly,
occur singly

5 syllables:
concerning early,
returning early,
offering early,
offering highly,
concerning any,
concerning daily,
encourage early

6 syllables:
encouraging early

Some other possibilities:

What's up with this "phrase rhymes" section?

This experimental new tab on RhymeZone shows you phrases that might be good matches for your multi-syllable query word. For example, the word poetry produces phrase rhymes like boba tea and swollen knee and hopeful he and moments we. Some of these (like "boba tea") are single conceptual units, while others (like "hopeful he") are sentence fragments. Both kinds of results may be useful when writing slant rhymes that cross line boundaries, which are popular in hip hop lyrics and musical theater. Typically, RhymeZone's phrase rhymes are assonant (share vowel sounds) with the query word, with some degree of consonant match as well.

You'll often find lots of options in this tab, including many junky ones that don't work well. Stay tuned while we find the right formula!

Commonly used words are shown in bold. Rare words are dimmed.
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See observingly used in context: 1 Shakespeare work

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