Make Him Wonder

After years of on-again, off-again with 63-yr-old Carlos—a separated man who never followed through on his promise to divorce—48-yr-old Blake is faced with the moment she’s been waiting for… or is she? Nearly a year into no-contact, Carlos reappears with a simple, cryptic message. Unsure what to do next, Blake returns to ask Paula how to decode it—and discovers much more in the process.

Upon reuniting after five months of no contact, 44-year-old Skylar reached out to 44-year-old Jason to reset his image of her—and it worked. Jason began showing up for Skylar, communicating more, and treating her like a girlfriend. But after a minor moment of awkwardness between them, Jason ghosted again—this time for nearly nine months. Since then, Skylar has done the work and is finally ready to show Jason that she no longer accepts the treatment she once tolerated. In this episode of Make Him Wonder, Skylar gets my coaching on what she can realistically expect now—and how to handle Jason’s next texting spree so this connection has the best chance of becoming healthy and whole.

After three tumultuous years in an affair with a married man, 44-year-old Morgan finally has 47-year-old Jim all to herself. Jim is making real efforts to show up—trying to please Morgan, and even talking about living together. Yet instead of feeling secure, Morgan finds herself questioning Jim’s motives, loyalty, and true desires - misreading his insecurities as being about her.  Morgan returns to Make Him Wonder to explain to Paula what she sees as the problem with Jim, only to discover that the real fix is something completely within her control.

43-year-old Rebecca may have wondered what kept her ex, 46-year-old Seamus, from acting on his feelings. Like many men after a breakup, Seamus struggled to make sense of Rebecca’s behavior, leaving him uncertain about how to reopen communication—and choosing inaction instead.  In this episode of Make Him Wonder, we peel back the curtain on how men reach certainty, why time alone doesn’t equal disinterest, and why—when a man wants you back—he eventually acts.

31-year-old Maureen and 37-year-old Mark ended their 8-year relationship after Maureen began to believe her need for intimacy was “too much” for Mark. In this episode of Make Him Wonder, we listen in as iconic therapist Esther Perel explores whether reconnection is possible after a breakup—and I share my perspective. Through the lens of the Mechanics of Men and a critical mindset shift, I unpack how Maureen’s needs became misinterpreted, and what she can do, going forward, to have the best chance of getting her needs met should the couple get back together. 

42-yr-old Elaine was determined to do things differently with 52-year-old Bruce. With their immense chemistry and cultural compatibility, Elaine wanted to lay the foundation for a real relationship and wait to have sex. But after weeks of seeing each other often and speaking almost daily, Elaine felt shocked that Bruce was talking to his ex and entertaining thoughts of getting back together with her.  In this episode of Make Him Wonder, I explain how Elaine sent mixed messages and fell into an amorphous friend zone, which led to Bruce's confusion and mixed feelings.

When Kaitlyn’s spark with 26-year-old David couldn’t grow into the real relationship she wanted, she finally got clear on what she truly needs — and she took that clarity back online. In this episode of Make Him Wonder, Kaitlyn returns to explore how intentional online dating can deliver genuine, lasting love when you follow the steps in my O.N.E. Love Online to Never-Ending Love self-help course. We talk about when to have “the sex talk,” how to express feminine guidance in a way men hear, and how to date more than one man without getting attached too soon. If you’re online dating, this conversation will help you level up and get the results you desire and deserve.

43-yr-old Lynn comes back on Make Him Wonder to navigate the delicate space between friendship and romance. After heartbreak, Lynn says she doesn't want more with her ex, 41-yr-old Mike, and she's now talking to a nice, new connection, 47-yr-old Chad. But Mike is still bread-crumbing, and a recent weekend getaway with Chad has left her wondering if things will ever turn romantic. In this episode, we explore what to do when a man shows uncertainty, and how a former love hanging-around can slow things down.

27-year-old Marcel started-off on the right foot with 38-year-old Karina, courting her with flowers, chocolates, and daily attention. But that quickly gave way to last-minute plans and inconsistent effort. As Karina tried to assert herself and apply “the rules,” the connection began to unravel. In this episode of Make Him Wonder, I help Karina uncover the deeper dynamic at play between independent, assertive women and those who lead with a softer, more passive energy. If you’ve ever wondered why some women can set strong boundaries and still be deeply pursued—while your boundaries seem to push a man away—this conversation will help you get clear on how to be fully yourself and still get what you deserve, without totally giving in.

29-yr-old, new mom, Bella, was happily married to her 31-yr-old HS sweetheart when tragedy struck and he passed away of cancer. Still in grief, worsened by the isolation of the Covid pandemic, Bella began dating again and quickly fell into a relationship with 44-yr-old Larry. But Larry was far from being a sweetheart.  He lied about his name and age, was controlling, and became verbally abusive, as well as physically restraining Bella at times.  After a short stint attempting to live together, Larry kicked Bella and her child out, telling her he was no longer interested in a relationship. Bella says she still loves Larry and comes on Make Him Wonder wanting to know what she can do to make things right and get Larry back.