Law Life

Caveat Emptor: Lawyers and Dating (Episode 2: Ella)
Download PDF
1 Star2 Stars3 Stars4 Stars5 Stars (No Ratings Yet)

Lawyers and Dating


Summary: Caveat Emptor is a dating column about lawyers on bad dates. Here, we talk to Ella about hers.

Click Here to Read About Another Lawyer Date Gone Horribly Wrong


A lawyer friend, Ella, reached out to me about a terrible date she had been on – with a fellow lawyer.

Although the two didn’t work in the same firm, they had met at a work event.

“He was cute,” she said. “Like, exactly my type. Tall, skinny, with glasses. And totally charming.”

Get JD Journal in Your Mail

Subscribe to our FREE daily news alerts and get the latest updates on the most happening events in the legal, business, and celebrity world. You also get your daily dose of humor and entertainment!!

They met up at a bar in Midtown Manhattan, after work. He bought her a drink, and they sat down at a table. It started with small talk – what TV shows they watched in their down time, what music they liked. And then it turned unfortunate.

“Where did you go to law school?” he asked.

She responded, and then, immediately, he started talking about himself.

“I went to Georgetown,” he said. “I got straight A’s.”

“That’s great,” she said.

“Wait a second,” she said to me, getting out of the story. “I need to mention that he was thirty-five. He hadn’t been in law school for at least ten years.”

Yes. He was bragging about how smart he was in law school. When he was twenty-two.

Anyway, back to talking about himself.

“I thought I wanted to do criminal law,” he said. “Like, a DA, or something. But then I got this great job at a law firm.”

“Mmhmm,” Ella said. “I’m gonna get another drink.”

She got up from their table and went to the bar. She ordered a gin and tonic and went back to her date.

“So anyway,” he said. “I got this job at a law firm. And they pay really well.”

“Mmhmm.” Ella took another sip of her drink.

“Like, really well.”


He proceeded to tell her how much money he made. And how much his apartment cost a month. And the trendy neighborhood he lived in.

“I live in Brooklyn,” Ella told me. “There is no way I have anything in common with someone who lives in the Meatpacking District.”

For the rest of the date, he talked about how impressive he was. Soon, Ella stopped even trying to engage, and just resorted to responding with, “Oh, nice,” and, “Cool.”

“Want to go somewhere else?” he asked.

Ella wasn’t ready to go home yet, so she accepted.

“I figured I’d get some free drinks,” she said to me.

He took her to a swanky lounge with $17 cocktails. The hostess told them that there was a private party going on, and they couldn’t come in until seven. And then he threw a fit.

“Do you know who I am?” he exploded.

The hostess stayed calm.

“I’m so sorry sir,” she said. “I wish I could help you out.”

“I could get you fired!” he yelled, and then grabbed Ella’s hand. “Come on. We’re going.”

Ella was mortified. She turned back to the hostess and mouthed, “I’m sorry.” When they got outside, Ella told him that she had to go home and feed her cat.

“I had a great time,” her date said.

“That’s nice,” Ella said, and then got on the subway back to Brooklyn.


If you have a bad date story to contribute, please get in touch with the author at – I’d love to hear it, and let you appear here! No real names.


Interesting Legal Sites You May Like




Search Now

Mid-level Litigation Attorney with motions experience


Seattle office of our client seeks mid-level litigation attorney with 3-5 years of experience, inclu...

Apply Now

Environmental /Land Use Attorney with 2-3 years of experience

USA-CA-San Francisco

San Francisco office of our client seeks environmental /land use attorney with 2-3 years of experien...

Apply Now

Litigation Attorney with 2-5 years of insurance defense experience


Jacksonville office of our client seeks litigation attorney with 2-5 years of previous insurance def...

Apply Now

Attorney with 5+ years of complex litigation experience


Detroit office of our client seeks attorney with 5+ years of complex litigation experience. The cand...

Apply Now


Legal Assistant / Receptionist


Legal Assistant / Receptionist. Pasley & Singer Law Firm seeks applicants who are professional, orga...

Apply now


USA-LA-Lake Charles

We are looking for a full time legal assistant with plaintiff personal injury litigation experience ...

Apply now

Severe Injury Attorney


We will be interviewing for a new attorney.   If interested, please provide your resume and a c...

Apply now

Help Desk Analyst

USA-NY-White Plains

Jackson Lewis P.C. is an employment law firm that represents management exclusively in every aspect ...

Apply now

Most Popular


To Top