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Common multi-word phrases that nearly rhyme with plaintive:

2 syllables:
plate iv,
james iv,
grain tin,
paint in,
paint is,
paint it,
phase iv,
saint in,
saint is,
stage iv,
gained him,
gained his,
gained in,
trained in,
vain did,
baked in,
based his,
based in,
based is,
brain being,
brain there,
brain which,
brain with,
brave lives,
cake tin,
cane mill,
chain being,
chain gear,
chain there,
chain which,
chain with,
chains in,
change his,
change if,
change in,
change is,
change it,
crane which,
drain being,
drain which,
draped in,
eight lives,
faced him

3 syllables:
complaint in,
complaint is,
restraint in,
restraint is,
attained his,
attained in,
complained in,
contained in,
detained in,
explained his,
explained in,
explained it,
obtained his,
obtained if,
obtained in,
obtained is,
obtained it,
regained his,
remained in,
restrained in,
retained his,
retained in,
sustained in,
always lives,
arrange it,
attain this,
attain which,
biased in,
campaign being,
campaign there,
campaign which,
campaign with,
campaigns in,
complain there,
contain thick,
contain which,
contains in,
create lives,
delay still,
domain being,
domain there,
domain which,
domains in,
embraced him,
embraced in,
encased in,
exchange in,
exchange is,
explain being,
explain there,
explain this,
explain which,
explains his,
explains in,
explains it

4 syllables:
ascertained in,
ascertain which

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 plaintive used in context: 1 poetry verse, 6 definitions

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