Pegging, how often should it be brought up?

Insightful topic debates on Pegging:

What sexual act do you perform...
And yet would never tell anyone about. For example, I love pegging my husband but it's not something I'd tell my friends about because they just...

Pegging in the Shower? Lube?
Alright. My boyfriend and I, as many of you are aware by now, thoroughly enjoy the art and pleasure of pegging. But something he'd like to experience.

Way to get stimulated while pegging?
I am wondering if there is a way for me to get stimulated while pegging my boyfriend. Using my hands isn't really an option because of the...

How did you bring Pegging up to your significant other? Or How did they bring it up to you?
I brought it up to my wife. For a more detailed explanation see my review Everyone Remembers Their First.

Do you like to incorporate gender play into your pegging?
I know that pegging can sometimes feel like it's an inherently submissive act, and that submission is sometimes associated with the female gender. So,

Speaking as a man who loves his wife pegging him, it’s just a matter of making your desire clear. That was really all it took for the wife and I. We would do it once in a blue moon until one day I decided to tell her that I wanted it to be a regular part of our sex life and we slowly started increasing the frequency to what we’re both happy with. - C