Dear Kippy,

What are your tips for combating a tendency to avoid unpleasant conversations/confrontations? For example, I know I should bring up the fact that I’m allergic to my roommate’s cat’s dander, but […]

Hi Kippy!

I broke up with my ex over a year ago—I realized he was not “the one” and was relieved that he took it well and wanted to remain friends. I’ve seen him fairly regularly as we have all the same friends […]

Dear Kippy,

I work for an aid society for aging magicians, and I am becoming increasingly uncomfortable with my boss’ spending habits. She regularly charges expensive dinners and domestic and international travel […]

Dear Kippy—

We all have had this happen: walk into the bathroom of a public establishment. Go about one’s business, and then the receptacle gets jammed. Instant freak out ensues. Scared to cause a flood, but […]

Kippy—

I know this is going to sound dumb, but after watching Rhianna’s song “Only Girl” win a prize at the Grammys, I do not know what someone would have to do to make me feel like the Only Girl in the […]

Dear Kippy—
Do you give fashion advice? I’m keen on buying (and wearing) these J. Crew Bowery Wool Pants.

They seem classic and chic but I’m worried I will look like a man! I know some gals can pull […]

Just Ask Kippy
Gaydar Gone Wild
By Kippy Winston

Dear Kippy—

I have excellent Gaydar. I have only been wrong two, maybe three, times in my life about the sexual orientation of a person I am […]

Just Ask Kippy
Is It Rude to Not Laugh at Dumb Jokes?
By Kippy Winston

Hi Kippy,

I work at a non-profit and have a co-worker who makes really dumb jokes. Like so dumb that when I hear them I just get […]

Just Ask Kippy
Love Triangles
by Kippy Winston

For comedy conundrums, (un)employment woes, family dramas, uneasy etiquette queries, or just the irksome paramour blues: JUST ASK KIPPY. She may be snippy […]

Just Ask Kippy
Postness with the Mostness
by Kippy Winston

Hi Kippy,

I get CONSTANT posts from a friend of mine detailing his every little move in the acting world. I want to support him, but this is […]

Just Ask Kippy
Getting Your Groove Back
By Kippy Winston

For comedy conundrums, (un)employment woes, family dramas, uneasy etiquette queries, or those irksome paramour blues: JUST ASK KIPPY. She may be […]

Just Ask Kippy
Frugal Fun
By Kippy Winston

For your comedy conundrums, (un)employment woes, family dramas, uneasy etiquette queries, or irksome paramour blues: Just Ask Kippy. She may be snippy and always […]

Just Ask Kippy
Furry Friends
by Kippy Winston

For your comedy conundrums, (un)employment woes, family dramas, uneasy etiquette queries, or just the irksome paramour blues: Just Ask Kippy. She may be […]