Try to approach it with empathy and a sense of humor -- exhibiting these qualities tends to be the most effective when you want a man to change his behavior.
Q: Is it ever wise to confront his mother directly? Mandel: If you and he are just beginning to develop a relationship, I wouldn't advise taking on his mother.Otherwise, mom will likely go back to him and read him the riot act for allowing you to tell her how to perform her motherly duties, which only give her reason to paint you out as the bad gal. At what time do you think a woman dating a mama's boy should give up the chance of this ever happening? Mandel: A mama's boy can most definitely be rehabilitated, but only if he's willing to acknowledge that his relationship with his mom is unhealthy and needs to be restructured.If you've tried multiple approaches to help him see the light, yet he continues to tell you to let it go or not butt in, then it's time to end it.Q: When evaluating the health of a guy's relationship with his mom, what do you recommend a woman look for? Mandel: A guy with a healthy relationship with his mother can say "no" to her, make choices and decisions on his own, have an intimate relationship with a woman without fearing his mom will be jealous or intrude in his relationship, and likes it when mom is busy and enjoying her own life with or without a spouse.If he still takes his laundry over to mom to have her do it, or has her cook weekly meals for him (and he doesn't have the flu), run!
Whereas male movie stars are consistently paired with love interests 10 or 20 years their junior (see: who's been cast opposite Tom Cruise in the new Field pursues a man more than three decades her junior.