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 heartbreak over 65-yr-old Mr. LAP who she claims is the "love of her life," and wants Paula's opinion on why he left. Paula explains why she believes age is just a number, and how developmental milestones are always a factor, no matter how many years we have behind us.

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 dragon of anxiety that drags her down?  On this episode of Make Him Wonder, Isla voices what has her attached and addresses what she needs to do to move forward.

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 to take the steps necessary for a lifetime of love and commitment.