44-yr-old divorced, single mom, Leisel, reached out to 45-yr-old divorced dad, Rob, on Bumble. Rob eventually asked Leisel to meet and the two have been dating for about 3 months. But Rob only agrees to see Leisel every two weeks and doesn’t stay in much contact between times. When asked about where they stand, Rob says that he doesn't like labels …

56-yr-old Maddy and 44-yr-old Andrew have had 4 breakups in 3.5 years of their relationship. Successful, happy with her life, and accommodating, Maddy is confused as to why Andrew is so confused about her. Despite saying he loves her Andrew will go for a certain amount of time before telling Maddy he “can’t.” On this episode, Paula explains why And…

44-yr-old Emily is seeking a hypergamous relationship from online dating. As a Rules Girl, Emily states that she expects a man to see her as his “dream girl” and start wining and dining her without texting between dates. Confused as to why telling her prospective wealthy men what it is that she expects of them isn’t leading her to the relationship …

35-yr-old Shana set out wanting 47-yr-old Paul to see her as more than just for fun. But a casual boat trip and a late-night invite steered things off-course, and Paul drifted off. On this episode of Make Him Wonder, hear what Shana can text to allow Paul to see her as potential wife/mother material so that this prospective relationship doesn’t get…

Despite 43-yr-old Terri knowing that casual relationships don’t work for her, she finds herself going on hook-up sites and predominately dating much younger men. They eventually leave, then Terri becomes obsessed, wondering why they didn’t like her enough. On this episode, Terri discovers the source of the dissonance between what she intellectually…

28-yr-old Loni wasn’t particularly interested in 28-yr-old James when they first met. But upon showing her the kind of care and attention Loni hadn’t ever before received from a man, James won her heart. The couple now have a newborn together, but all is not blissful. Loni admits that she allowed her insecurities and jealousy to take over, and Jame…

54-yr-old Kit found committed love for the first time in her late 40s. It was tragically taken away in only 4 years when her husband died unexpectedly. A few years later, a former HS classmate came back into her life and gave Kit hope of having love once again. But due to his football coaching career, 53-yr-old Shaun doesn’t have the best track rec…

31-yr-old voice actor and media host, Raven Brinson has moved many times for her career, and has recently relocated to Los Angeles. Doing all that she can socially to meet new people, Raven is perplexed as to why dating seems so much harder now, than in the past. On this episode of Make Him Wonder, Paula helps Raven choose her core-four must-haves,…

Three months into dating 39-yr-old Coco, 36-yr-old Steven’s mother was diagnosed with Cancer, his grandpa went on hospice, and he got laid off. Despite being in therapy and the fact that the adverse life circumstances were not permanent they were too much for Steven, and he broke things off. Being told “it’s not you, it’s me,” Coco decided she shou…

52-yr-old Jack has been single for the past 25 years and only dated much younger women. 46-yr-old Charleigh is worried that this makes Jack see her as more of an “age-appropriate companion” rather than a girlfriend. Adding to Charleigh’s anxiety is the fact that she was cheated on by her ex-husband when he was away on business, and Jack is a bit of…

While only together for 2 years, 32-yr-old Ruby and 32-yr-old Paul are on their 4th breakup. Ruby says Paul is heavily influenced by his friends and family, doesn’t make her a priority, and isn’t mature enough for marriage. On this episode, Paula helps Ruby reframe Paul’s behavior, reset her focus to solve the real issues, and see a future where th…

Having been the lead on two reality dating shows, with appearances on Dr. Phil and several talk shows to discuss her single status, Sonali Chandra is likely the most famous 36-yr-old virgin. But why, with her beauty, poise, talent, and intelligence, is she finding it so hard to date and find her Mr. Right? On this episode, Sonali bares her heartbre…

39-yr-old Isla says she suffers from anxious attachment and keeps “pushing men away.” Having dated 35-yr-old Ivan for only a few months, Isla began experiencing what she feared most. Feeling like Ivan wasn’t spending enough time with her, Isla spurred one too many arguments. Will this time of being ghosted help Isla face her demons and slay the dra…

After only a few months of dating, 44-yr-old Fred started spending every night at the home of 51-yr-old Sariah. But despite knowing that she should be the one to set better boundaries, Sariah can’t seem to say no. On this episode, Paula helps Sariah make sense of her anxiety around disappointing Fred and understand what she must do to inspire him t…

36-yr-old Elle pursued 36-yr-old Sam until the two started hooking-up on New Year’s Eve. But because Elle wanted more, misunderstandings and mixed-messaging caused an on-again-off again situationship that was no cause for celebration. Following a particularly volatile episode where Sam was headed to the police to file a restraining order, Elle woke…

When 54-yr-old Suzanne worked on her self-concept and combined it with what worked for 66-yr-old Sam to see her as his one, she began to see her dream relationship materialize. Now heading towards engagement, Suzanne can’t help but feel uneasy about the frequency of Sam connecting with his ex-girlfriends, and ex-wife. On this episode, Paula helps S…

Following a sexless and lonely 18-yr marriage, 46-yr-old Grace felt “safe” beginning a FWB relationship with 47-yr-old Tony because he was moving away. But Tony didn’t end up moving, and now Grace wants a full relationship. Tony, being newly out of a 5-yr relationship states he “isn’t ready,” and is willing to let Grace go. On this episode, Grace f…

33-yr-old Kiki started off with 30-yr-old Landon in one of the worst ways possible to potentially be more than just a go-to girl. After being intimate several times and liking Landon, Kiki now finds herself wanting more. On this episode, Paula explains to Kiki how she can attempt to get things on the right track for a real dating relationship.…

​​​​​​​Following 7 years of separation from his second wife who cheated, 61-yr-old Mike is telling 59-yr-old Carla that he is just “starting the process of divorce.” Carla is not convinced, nor is she happy with what appears to be Mike’s Low-T, his need for a great deal of alone time to be on social media, and him stating that he “feels like less o…

When 30-yr-old Jay asked 32-yr-old Olive to be his girlfriend on their first meeting, Olive agreed. The two developed a close connection and only upon investigation did Olive find out Jay was lying about his age. Once the two had sex, Jay ghosted. On this episode, Olive wants to know if the cultural differences soured Jay. Paula explains why things…

After making a strong online connection, 48-yr-old Robin was excited to meet 50-yr-old Jay. Jay was also keen on exploring further, only to pull away in short order. Where did such a strong connection get short-circuited? In this episode, find out why once you’re separated you can be ready for commitment, while a separated man will not… and what it…

44-yr-old Emma met handsome 51-yr-old Matt online and wanted to know his true intentions before having sex. After cancelling their seventh date out-of-the-blue, Emma got a text that Matt was frustrated that there was no passion or sex on their sixth date. On this episode of Make Him Wonder, Emma gets clarification on Matt’s probable feelings and wh…

47-yr-old Vivian wants her on-again-off-again relationship with 40-yr-old Gabriel to go the distance, but every time she talks about commitment the two argue and a breakup ensues. Is it Gabriel creating the roadblock or something else standing in the way of this couple going the distance? In this coaching conversation, hear the best way to have a r…

After a year and a half together, 34-yr-old Gigi keeps hearing the classic “it’s not you, it’s me,” from 37-yr-old Aaron regarding his unhappiness with their relationship. Discussions about it and going on breaks haven’t solved the issue, and Gigi is afraid of a final split. In this episode, Paula explains to Gigi how her compassion is crippling Aa…