Most of people you encounter online (and cuckold porn) seem to think that the cuckold lifestyle is about cheating. It really isn't. Cuckoldry is all about the exchange of power dynamic between a couple; the male partner letting go and relinquishing his own control over the couple's sex life and choices and placing all (or most) of it in the palms of the female partner. So always keep that in mind while you're engaged in this lifestyle. It's your power but you're deciding to let it go (for any number of personal reasons). However, also keep in mind that once you let go of a certain boundary then it's not yours to take back anymore.

The best advice you probably could get is not to rush too fast into this. Take your time and talk about it. Talk about it with your SO as well as others who are already in this lifestyle. Talk about it not just from the fantasy perspective (because it's too easy to get sucked into it this way) but also from the a more realistic point of view. Make sure both of you are pretty comfortable with this lifestyle. Realize that there would be both major and subtle changes that would forever change the dynamic of your relationship inside and outside the bedroom. Keep in mind that if either one of you changed their mind midway through though then it would be pretty hard, if not impossible, for things to go back to the way they used to be. Determine what kind of cuckold and what your role would be during all of this (passive, active, sub, chaste... etc.). Also be mentally prepared on how this change will affect your other relationships who are not into this lifestyle (family, friends, kids). Depending on how you go about implementing things, they don't have to know. However, being cautious and ready is the name of the game here.

And then, when you finally think you're both ready and answered all your doubts, always take little slow baby steps. Establish ground rules that neither of you can break. Give her permission to flirt with others first (only flirt and nothing else) and see how that makes both of you feel. Do that different times with different people and see how that feels. She should be picky and discreet with who she flirts with though. You don't want to come off as a whoring couple (not right off the bat at least). When you feel comfortable enough there give her permission to go out on a date (or even bring along a cool friend on a date with the two of you) but establish that nothing sexual should happen. Go on at it with this pace until you can establish some grounds that you both feel comfortable with.

And if somewhere along the line you decide that cuckoldry is just not for you but you still want to involve others into your sex life the there is always hotwifing, polyamory, swinging or bisexuality.