Is Bailey the dog a boozer–or just a big Jimmy Buffett fan? "He could go for a beer or wine from time to time," says his owner Colleen Crowley (1lilbail). "Just kidding, but he would love to pose with them!"
In this wacky shot, a very festive Bailey (we love the Hawaiian shirt!) was dining at a pet-friendly spot in Fort Meyers, Fla., where dogs are meant to sit under the table near their owners. "But because of his size he sat on the seat," says Crowley. "We put a mango margarita in front of him and he decided to stand up in the chair and have a sniff ... He loved all of the attention."
And we love this dog's personality. Crowley describes the 5-year-old Yorkshire terrier as "quite human" since the pooch loves to bike and run with her. "He has a basket on our bike and I take him running for 4 to 6 miles several times a week in a pet stroller jogger," she says. "We call him tiny but tough –he is the protector and prince of the household."
Do you have a spectacularly silly picture of your pet? Upload it to your profile for a chance at Internet glory on PEOPLE Pets! We'll be picking user pictures to highlight here and in the caption contest every week.
Previously in Animal 'D'oh!':
Animal 'D'oh!': Falling Asleep at the Mirror
Animal 'D'oh!': Canine Frisbee Tug-o-War
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