dagwoodjackson Share definition Flag Any man named Mike who loves to wear women's clothing and makeup and to be entered from behind. Im going to pull a dagwoodjackson on her tonight. She loves it when we role play. dagwoodjackson by UWISHUHADIT July 22, 2022 0 0 Get merch Get the dagwoodjackson mug. Buy Now — $32.95 See more merch