Waiters/waitresses of Reddit what is the weirdest conversation you overheard while serving a table?

Late to the party, but I think "The Tale of Crazy Amy" is worth it. This took place at a popular sports bar/restaurant in an SEC football town on game day.

I had a totally sexy MILF come in with her "boyfriend," Scott. He was roughly half her age (same as me). She ordered a giant fishbowl cocktail and downed it in record time before ordering a second and describing to me what a messy divorce she was going through.

"At least I got these out of him," she said while cupping her beautifully plastic boobs and pulling her top down to the northernmost border of Areola Town. She was clearly raunchy and fun, so I kneeled down next to their table to get at eye-level and just hung out for a bit.

She quickly got aggressively flirtatious, and I kept nervously glancing at her boyfriend to see how badly I was flushing my tip away. He just kept blushing and apologetically smiling and shaking his head as if to say "Sorry she's crazy."

I had to leave to check on other tables, but I returned to their table after I'd made my rounds. I went out of my way to engage Scott for a moment, and Amy took the opportunity to load her sexy lips up with lip gloss.

I turned my head to find her staring at me with a mischievous twinkle. "He looks like he needs some Chanel," she said, before lunging forward and planting a juicy one on my lips. I was stunned and neither reciprocated much nor pulled away. She tasted like cake. I couldn't keep the stunned smile off my face when I turned back to share a bewildered glance with Scott.

She kept smiling as I made awkward chat with a blushing Scott before having to leave again. "Wait, you need a little more." This time I have to admit I got a little more into it right in the middle of a pretty full 250+ capacity dining room.

My manager asked why I was leaned back, smiling at the wall once I got back to the kitchen. He was a pretty intense hard ass, but I was on a high and took a gamble. "You see that sexy-ass brunette at 45?" He nodded and grinned a little. "She just made out with me at the table."

He couldn't keep his bearing (the only time I ever really saw that) and gave me a huge high five before marching back to the dining room.

Scott actually left me a pretty fat tip IIRC. The rest of that evening's a little blurry.

/r/AskReddit Thread