Blast from the past! Drew (the artist formerly known as Jobberboy26) challenged Mason wayyy back in 2021 and now you can finally see how that went for him. (Reader, if you guessed “not well,” congratulations.) Jobberboy Drew certainly lives up to his name, his lean, athletic frame suffering beautifully in hold after humiliating hold as he’s expertly manhandled by red faux-hawk era Mason. Every whimper, every wedgie, every plea for mercy only cranks Mason’s heel instinct higher, and as Drew’s bulge grows, his groans of pain blend into gasps of pleasure, leading to a face-fucking finale that will leave you begging for more (just like poor Drew).