Dating In The City

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Conti Pineda as they are joined by up-and-coming TikTok star, Cassidy Davis, for a very special episode.  The sisters begin by answering a listener’s “Sisterly Advice” question on how to meet men in real life and break up with your dating apps. Cassidy Davis then joins Alessandra for a one-on-one exclusive interview, where they...

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Conti Pineda as they do a spin-off of the #teenagedirtbag Tik Tok trend and analyze how your high school stereotype and clique affect your dating life. They react to why infamous dating coach Andrew Tate is so popular and debunk one of his most popular pieces of “dating advice.” They also debate toxic masculinity vs. healthy mas...

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Conti Pineda, as they reveal the secret Facebook group exposing players, f-boys, and narcissists using the dating apps in every major city and Kim Kardashian and Pete Davidson’s breakup. They give Pete direct dating advice on boundaries and detail the 7 romantic boundaries that he needs to set as he heals and discerns his next r...

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Conti Pineda, as they discuss the pros and cons of dating a professional athlete and what it’s really like. Are most athletes like Tim Tebow…OR Tristan Thompson? They reveal details about Alessandra’s interesting red carpet appearance at The Espys and talk about Instagram vs. reality.   They answer this week’s Sisterly Advice qu...

Join sisters and Celebrity Matchmakers, Alessandra Conti & Cristina Conti Pineda as they discuss Pete Davidson’s break up texts, and if it’s ok to breakup with someone via text through every stage of a relationship; from talking, to dating, to exclusive, along with how to let someone down without ghosting them. Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Conti Pineda, as...

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Conti Pineda as they discuss "The Bachelorette’s" Becca Kufrin’s proposal to Thomas Jacobs and if it is a good idea for women to start proposing to men. They debate the purpose of marriage after Shakira and Gerard Pique’s split. They answer this week’s “Couldn’t Help But Wonder” about men basically being women with different ana...

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Conti Pineda, as they detail Johnny Depp’s relationship history and discuss if the past is the best predictor of future compatibility. They disagree and debate if you should, or shouldn’t!, talk about your past relationships (specifically why they ended) in your new relationships. They analyze this week’s “Couldn’t Help But Wond...

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Conti Pineda, as they analyze the Johnny Depp and Amber Heard trial in addition to what it’s like to date as a curvy girl vs. after a big weight loss, They answer this week’s “Couldn’t Help But Wonder” as well as a listener’s burning “Sisterly Advice: Manswers” question about why he is having a hard time app dating, specifically...

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Conti Pineda as they get into several heated debates about all things love and dating. From the latest Selling Sunset couple to call it quits, to Jennifer Garner introducing her kids to her new beau, the ladies break down the top relationship related stories in pop culture today and how to apply them to you IRL. How long should...

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Conti Pineda, as they discuss the Will Smith/Chris Rock slapping situation and debate how they would want their men to defend their honor IRL. They analyze the Viscount in Bridgerton, Season 2 and reveal if caustic chemistry can last. They answer this week’s “Couldn’t Help But Wonder” and answer a listener’s burning “Sisterly Ad...

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Conti Pineda, as they discuss Robin Thicke’s fiancee, April Love Geary, who refuses to sign a prenup and Pete Davidson who got Kim Kardashian’s name branded on his chest. They answer this week’s “Couldn’t Help But Wonder” and a listener’s burning “Sisterly Advice” question about men being intimidated by her. All this and more on...

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Conti Pineda, as they analyze Brian Austin Green’s GF Sharna Burgess's thoughts on comparing herself to Megan Fox (Brian’s ex), Julia Fox’s 15-pound weight loss while she was dating Kanye West for only 6 weeks, and if relationship burnout is a real thing.  They debate this week’s “Couldn’t Help But Wonder” and answer a listener’...

Can Men Be Too Emotionally Available, And Are Nude Photos Empowering? Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Conti Pineda as they reveal the tried and true date night looks for men and women that have remained over the past 10 years! They debate if taking nude photos is empowering or demeaning and discuss the recent breakup of Aaron Rodgers and Shailene Woodley, alon...

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Conti Pineda, as they discuss the Tinder Swindler, how to save yourself from falling prey to f-boys and narcissists, Pete Davidson calling Kim Kardashian his “girlfriend” for the first time, when you should define the relationship (DTR) and who should do it, the #WestElmCaleb controversy, and more. They also debate the latest Se...

We’re back!  Welcome to Dating In The City, Season 6!  The sisters start 2022 off with breaking down all of the latest celebrity relationship related stories and relating them back to you, IRL.  Did Megan Fox and Machine Gun Kelly really drink each others' blood after they got engaged?  Was Mary Cosby from Real Housewives of Salt Lake City religiously coerced into marrying her step-grandfather?  I...

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Conti Pineda, as they share their secrets about love and relationships to you! In today’s Season 5 Finale episode, they discuss the Sex and the City Reboot, “And Just Like That…,” if Mr. Big and Carrie’s successful relationship is realistic, and Tristan Thompson’s latest cheating fiasco. They answer a listener’s Sisterly Advice:...

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Conti Pineda as they share their secrets about love and relationships to you! In today’s episode, they discuss breakup season and the latest celebrity breakups of Camila Cabello and Shawn Mendes as well as Kaia Gerber and Jacob Elordi. They break down the concept of cuffing season and answer a listener’s Sisterly Advice: Manswer...

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina (Conti) Pineda as they share their secrets about love and relationships to you! In today’s episode, they break down Alessandra’s latest Access Hollywood segment and the real reasons why so many celebrity women LOVE Pete Davidson (it’s not what you think!), the tragic Travis Scott Astroworld tragedy and the potential demonic symb...

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Conti Pineda as they share their secrets about love and relationships to you! In today’s episode, they discuss Dorit Kemsley being held at gunpoint at her home (which Alessandra drove by today on her way to the office), how to stay safe when dating, season 3 of “You” on Netflix, and why so many people are attracted to Joe. They...

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Pineda as they share their secrets about love and relationships to you! In today’s episode, they discuss moving on after the end of a relationship, the social media blackout of 2021, and answer a Sisterly Advice: Manswers edition question about if women view men as guys they would f*** OR marry. They also break down the Sex and...

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Pineda, as they share their secrets about love and relationships to you! In today’s episode, they discuss the tragic Gabby Petito situation and her relationship with missing fiancé, Brian Laundrie. They break down what an emotionally abusive relationship looks like and discuss the red flags, along with how to cope and deal with...

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Pineda, as they share their secrets about love and relationships to you! In today’s episode, they discuss Britney Spears’ father asking the judge to end her conservatorship and how that relates to #selfcare, how to move on from a breakup, Amazon’s Cinderella, and if someone should choose career or love. They reveal their not PC...

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Pineda, as they share their secrets about love and relationships to you! In today’s episode, they discuss their personal experience with “thirst traps,” the new OnlyFans ban on sexually-explicit content, and if you should wear early 2000s fashion trends on dates. They answer a Sisterly Advice question from a listener who isn’t s...

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Pineda as they share their secrets about love and relationships to you! In today’s episode, they discuss "The Bachelorette" star Katie Thurston’s engagement to Blake Moynes, #GASLIGHTING, and what our advice is when it comes to saying “I love you.” They answer a Sisterly Advice: Manswers question from a listener who asks about K...

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Pineda, as they share their secrets about love and relationships to you! In today’s episode, they discuss Ben Affleck and Jennifer Lopez’s iconic re-creation of their yacht moment and if you should jump back into a relationship with 'the one that got away.' They analyze Simone Biles' decision to exit the Olympics and how it rela...