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I'm not sure if I'm able to post a direct link to the board I found this on, so I'll link the text description and copy/paste the majority of SeaWallTX's post.

How to wear EVERYTHING(10+ Items); Mask/Rebreather, Hat/Helmet/Headset, Night Vision Goggles & Earpiece, New Hairdo, 2(or3) Accessories(I.E. Watch, Earrings, Scarf, ETC.), Dufflebag/Parachute, & Armor/BP Vest at the Same Time, in GTA Online!

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The founder is SeaWallTX

Detailed, full length tut:


Shorter version:


(Confirmed on the PS4 and Xbox One Gaming Systems as of 1.26, IDK about LG or PC as of yet?)


**Again, this is NOT my find, in any way. I discovered this on another msg board and thought NGU needed it, if it wasn't here already. All credit to SeaWallTX**