
#86 Bobby's Bender, Done That | Discombobulated with Bobby Jaycox
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Strap in for a wild ride as Bobby takes you on his recent adventure to New Jersey, where what started as a surprise appearance at his friend Venetia's 30th birthday spiraled into a week-long celebration that defied all expectations. From the moment he revealed himself on the balcony (causing tears of joy) to the hibachi dinner complete with sake squirted from water guns, every moment pushed the boundaries of adult fun.
The Atlantic Ocean beckoned at midnight, frigid and foreboding, yet impossible to resist. Bobby recounts his reluctant plunge alongside his fearless friend Dom, capturing that perfect blend of regret and exhilaration that comes with doing something simultaneously stupid and memorable. Then there was Atlantic City's water park, where grown adults rediscovered childlike joy on slides that delivered unexpected thrills, punctuated by Bobby's humbling attempt at simulated surfing that ended with spectacular failure.
In perhaps the most surprising turn, Bobby found himself transformed into Britney Spears for a 2000s-themed party, where his costume became so convincing that partygoers bypassed his comedian credentials entirely: "We don't give a flying fuck about that. You're Britney Spears." Against this backdrop of unbridled fun, Bobby contemplates his return to reality—an emptying apartment, potential homelessness, and big decisions about his living situation. Yet through it all runs a thread of wisdom about embracing change and pushing through discomfort rather than avoiding it.
Ready for more Bobby adventures? Catch him in Cleveland at Don't Tell Comedy (May 30-31) and headlining the Velveeta Room in Austin (June 6-7). Come witness this comedian who might technically be homeless while performing—unless you want him going back to firefighting. Because as he warns, you won't be laughing when he's the one coming to save you from a burning building.