Phlosphr, if it makes you feel any better, years ago a co-worker wrote a lovely, mushy, graphic letter of apology after a fight with her girlfriend and sent it to THE ENTIRE COMPANY of roughly 650 people. THAT was embarrassing! :eek:
HillKat
I once concluded a “where-are-we-meeting-up-to-hit-the-clubs?” phone call with a (male) co-worker with “See ya, sweetie.” In the hearing of another (male) co-worker. He took it in stride: “You can call me ‘sweetie.’ We’re that close.”
That kind of stuff is bound to happen when 95% of your phone conversations are with your SO, right? Right?
Jump in my Chrysler, it’s as big as a whale, and it’s about to set sail…
Love Yak! Baby, Love Yak!
When I was in high school, I was playing Super Nintendo when my buddy walked out of the room, and his mom walked in without my knowing. She picked up a pillow and playfully tossed it at my head. I responded,
“Cut it out, BITCH!”
I was mortified, she thought it was the funniest thing ever! She still teases me about it to this day.
At some point while my brother was in college, his friend thought it would be funny to knock on the door to his dorm room and stick a broom in my brother’s face when he opened the door.
Only one problem. My mother opened the door. She thought it was funny, the friend was mortified.
Whenever friend gets together with my brother and his wife, friend tells this story. It’s gone from being cute to being tiresome.
A co-worker was once waxing eloquent about the tastiness of the chocolate pudding cup he had brought for his lunch.
From then on, he was Puddin’ to everyone on our shift. Boy, did he hate that. 
Our emails end with “Love Ewe!” Doesn’t that just make you wanna cringe??
Fortunately, I’ve never used it accidentally on anyone else. So far…
GEEK ALERT
I was playing WoW not one week ago, and some moron or other messaged me asking if I’d like to join his guild. I responded with a polite no.
About two minutes later, my husband logged onto the server (which was alerted to me inasmuch as he is not only on my friends list, but he was also, you know, in the same room as me) and I immediately sent him a message saying “I love you.”
I of course realized as soon as I’d hit “Enter” that I had sent it to the Guild Moron.
Years ago when I worked and lived in a small town I was talking to a local (which we became fast friends) about the Doctors in the area and he was telling me some of the horror stories. I responded with my frustration about my experience with a Dr “in the area” and asked my friend if all the docs “here” are quacks…
Low and behold my doctor was a jump away from us and when my friend left & I turned around he was right there and asked me “So you think I’m a quack?”
I responded in kind “What do you call a dr who got all A’s? and what do you call a dr who got all C’s? Just because you have the title doesnt make you good at what you do.”
After I walked away I vowed never to be so careless again. The Dr was not a good Dr for me, and I found out from word of mouth that not many residents had much respect for him. Oh well, at least I didnt mention names.
I don’t know how many times I’ve ended phone conversations with “Talk to (or see) you later,” then remembered I was talking to customer service about an account.
A few years ago my boss sent out an email to our entire group (about 400 people) asking for volunteers to help paint a house for Habitat For Humanity that Saturday. The usual “Let’s pitch in to help our community and give back” etc etc email.
My buddy replied to a small group of us: “Fuck THAT!!”
He forgot to remove the “group-all” alias.
Just last week I sent my ex-manager (with whom I do not get along at ALL and who was the reason I quit) a text-message saying, “I need girl time! What are you doing tonight?”
I also called my brother “Baby” when he visited last month. Both my brother and my boyfriend stared at me for a second, then cracked up.
I’ve also, via text-message, invited my boss instead of a girlfriend out for drinks. HE ACCEPTED.
I also have a habit of forgetting I’m not at work–like a clerk will say “Thanks!” and I’ll say “Drive safe!” as I walk out the door. Dammit.
I ended a phone call with, “Thank you, amen,” a few days ago. The client I had been speaking to was more puzzled than amused.