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- Twiggy
- Twin
- Twixx
- Tynie
- Tyrel
- Ultimate Rejects
- Umi
- Umi Marcano
- Umpa
- Uncle Ellis
- V'ghn
- V’ghn
- Valene Nedd
- Valiant
- Van Basten
- Vanessa Ramoutar
- Vee Ram
- Veekash
- Verrse
- Vershon
- Viking Ding Dong
- Vinel Hinds
- Vintayge
- Vocalking
- Voice
- Vybz Kartel
- VybzStarr
- Wadicks
- Wally Kyat
- Wassy K
- Wendi
- Wendy Scantlebury
- Wettle Beatz
- Wetty
- Wetty Beatz
- White Wine
- Wickedy
- WildxFire
- x Barii
- XL
- XplicitMevon
- Xposer
- Yakstar
- Yankey Boy
- Yelo
- Young Bredda
- Young Lyrics
- Youni-T
- Yung Bredda
- Yung Image
- Yung Kymani
- Yung Pert
- Yung Seeche
- Zamoni
- Zan
- Zantelly
- Zebee
- Zeek
- Zeron
- Zess Prince
- ZigBoi
- Ziggy Rankin
- Zion I
- Zito
- ZJ Sparks
- Zwade
