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- Trini Baby
- Trini Dutch
- Trini Jacobs
- Triniboi Joocie
- Trinidad Killa
- Trinidad Rio
- Trinity Clarke
- Trisha Hamilton
- Truvinchi
- Ttrevvle
- Tuff House
- Turner
- Twiggy
- Twin
- Twixx
- Tynie
- Tyrel
- Ultimate Rejects
- Umi
- Umi Marcano
- Umpa
- Uncle Ellis
- V'ghn
- V’ghn
- Valene Nedd
- Valentino King
- Valiant
- Van Basten
- Vanessa Ramoutar
- Vee Ram
- Veekash
- Verrse
- Vershon
- Viking Ding Dong
- Vinel Hinds
- Vintayge
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- Vybz Kartel
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- Wadicks
- Wally Kyat
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- Wendi
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- Wettle Beatz
- Wetty
- Wetty Beatz
- White Wine
- Wickedy
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- x Barii
- XL
- XplicitMevon
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- Yakstar
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- Youni-T
- Yung Bredda
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- Zamoni
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- ZigBoi
- Ziggy Rankin
- Zion I
- Zito
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- Zwade
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