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Smyly Sickwitit

Smyly Bio
Smyly Sickwitit (pronounced Sick-wit-it) is one of New England's most energetic and diverse emcees. Hailing from Roslindale, Massachusetts, Smyly's trademark charisma and passion for his community bleeds into his music. He has established himself as one of Boston’s premier artists with recognition in Source magazine’s Spit Sixteen and continues to perform throughout the region.

In addition to his musical career, Smyly is an entrepreneur with other professional ventures. He is a husband and father who balances love of art with love for the community. He is a regular contributor to Roslindale’s annual parade, National Night Out, and many other community events. He acts as a mentor by giving back to schools and performing outreach for various causes. Smyly routinely participates in campaigns including participation in events for cancer awareness, veterans programs, support for Haiti, and anti-drinking and driving education. He has been an avid participant in several, successful charity fundraisers.

His hit singles “Lay Me Down to Sleep”, “Dance”, and “Same Thing” (the latter of which was produced by Rockwood Productions) have earned him national attention from industry A&R’s and DJs.

Smyly continues to work closely with his own and neighboring communities.
by Smyly Sickwitit May 30, 2022
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Smyles

A woman of very distinct origin .. Also known as a horny mad jock. People that encounter this creature are prone to laughter and uncontrolled sexual appetite, also know to cause unwanted erections and wet panties in both men and women.
Can be found lurking in various tiktok creators lives causing mayhem and dirty jokes...
Is kind but also very dangerous if pushed to far!!
DO YEE KEN THAT HEN SMYLES?? ...."YA PAL SHES RADGE AS FUCK ID STAY WELL CLEAR!" ... "YEAH ID STILL SMASH THOUGH!""
by UncleLuna February 14, 2026
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Related Words

Ben Smylie

Stud who has a massive cock!
I wish I could have Ben Smylie. He has boyfriend dick.
by TheGirlsLoveBen January 29, 2023
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