Matchmakers In The City: The Podcast

Welcome to Dating In The City, the behind-the-scenes podcast hosted by Celebrity Matchmakers Alessandra Conti and Cristina Pineda! Join the dynamic sisters as they bring you an exclusive behind-the-scenes look at Alessandra's recent appearance on Real Housewives of Beverly Hills, where they dissect the major differences between Sutton Stracke’s intriguing dates with Sal and Steve. In addition to spilling the tea on Alessandra's Bravo TV adventures, the duo dives deep into the latest buzz surrounding the "Love Is Blind" lawsuit, offering their expert insights and analysis. Get ready to uncover the telltale signs of toxic behavior in relationships as Alessandra and Cristina share their invaluable advice on navigating the treacherous waters of modern dating. But that's not all! Tune in as they explore the often misunderstood world of sensitive men, providing a fresh perspective on their unique experiences in the dating scene. With their wealth of knowledge and unfiltered discussions, Dating In The City is your

Join Matchmakers, co-founders, and sisters Alessandra Conti and Cristina Conti Pineda as they blend insightful discussions, humorous anecdotes, and practical advice for navigating the complexities of love and relationships. In this particular episode, the hosts candidly explore the recent buzz surrounding Selena Gomez's romantic involvement with Benny Blanco, providing their unique perspectives on celebrity relationships and the influence of public scrutiny on personal connections. The episode also delves into the intriguing concept of "medium ugly," shedding light on evolving standards of attractiveness and the appeal of dating individuals who may not fit traditional beauty norms. The hosts delve into the reasons why some people are drawn to dating "medium ugly" men. Moreover, the hosts tackle a listener's question about the complexities of dating a coworker, discussing the potential pitfalls, benefits, and best practices for navigating romantic entanglements in a professional environment. All this and mor

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Conti Pineda as they share their secrets about celebrity matchmaking, love, and relationships on today’s episode! In this episode of Dating In The City, we have some exciting news to share: Alessandra, our beloved host, is the new Matchmaker on Real Housewives of Beverly Hills! Get ready for exclusive behind-the-scenes details as Alessandra spills the tea on what it's really like to work with the glamorous ladies of Beverly Hills. But that's not all! We also dive into a thought-provoking discussion on what truly makes a man sexy, exploring beyond physical appearance and uncovering the qualities that make someone irresistible. Plus, we tackle a listener's question about the delicate topic of when to share about getting an annulment, offering insightful advice on navigating personal history in a new relationship. Tune in for an episode filled with juicy revelations, deep insights, and practical dating wisdom. All this and more on this week’s

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Conti Pineda, as they share their secrets about celebrity matchmaking, love, and relationships on today’s episode! The Matchmakers reveal for men why so many women are swooning for Taylor Swift and Travis Kelce’s relationship, discuss the importance of intuition when it comes to marriage and relationships, and dissect the Real Housewives of Beverly Hills explosive bombshells that came out of the trailer. They also answer a listener’s “Sisterly Advice” question about what to do when someone asks the most awkward question, and they debrief about this week’s “We Couldn’t Help But Wonder” Sex and The City episode about investing in relationships. All this and more on this week’s episode!  To be matched by our team of Matchmakers, visit: www.matchmakersinthecity.com. Connect with us on Instagram: @matchmakeralessandraconti @matchmakercristinapineda @datinginthecityshow @matchmakersinthecity

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Conti Pineda, as they share their secrets about celebrity matchmaking, love, and relationships on today’s episode! *Disclaimer: Our apologies on Alessandra's audio today! The Matchmakers begin with a passionate breakdown of the "Barbie" movie's backlash from conservative pundits, and Alessandra and Cristina get into a heated debate about the movie. They also discuss the divorce of Britney Spears and Sam Asghari and finally give their controversial thoughts on the Keke Palmer and Darius Jackson situation.  They also answer a listener’s “Sisterly Advice” question about how she is struggling to go from girlfriend to fiancé, and they debrief this week’s “We Couldn’t Help But Wonder” Sex and The City episode about if a romantic relationship should be either a) a sexless friendship, or b) a passionate, but doomed-to-fail union. All this and more on this week’s episode!  To be matched by our team of Matchmakers, visit www.matchmakersinthecity

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Conti Pineda, as they share their secrets about celebrity matchmaking, love, and relationships on today’s episode! The Matchmakers begin with discussing who they would match Taylor Swift with, especially after Alessandra’s Eras Tour 9th row life-changing experience! They break down Ariana Grande’s affair with Ethan Slater and explain why someone of her status and fame would have an affair. They also answer a listener’s “Sisterly Advice: Manswers Edition” question about why no women want to go out with him, and they debrief about this week’s “We Couldn’t Help But Wonder” Sex and The City episode about casual sex. All this and more on this week’s episode! To be matched by our team of Matchmakers, visit www.matchmakersinthecity.com. Connect with us on Instagram: @matchmakeralessandraconti @matchmakercristinapineda @datinginthecityshow @matchmakersinthecity

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Conti Pineda, as they share their secrets about celebrity matchmaking, love, and relationships on today’s episode! The Matchmakers begin with breaking down all of Hollywood’s latest break-ups: Ariana Grande and Dalton Gomez, Sofía Vergara and Joe Manganiello, Ricky Martin and Jwan Yosef, Kyle Richards and Mauricio Umansky, Taylor Swift and Matty Healy. They FINALLY debate Jonah Hill ’s ex Sarah Brady's claims that he was emotionally abusive and clarify if something is a boundary or a misogynistic ultimatum. They also answer a listener’s “Sisterly Advice” question about exclusivity, and they debrief this week’s “We Couldn’t Help But Wonder” Sex and The City episode about being our worst critics. All this and more on this week’s episode!  To be matched by our team of Matchmakers, visit www.matchmakersinthecity.com. Connect with us on Instagram: @matchmakeralessandraconti @matchmakercristinapineda @datinginthecityshow @matchmakersinthecity

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Conti Pineda, as they share their secrets about love and relationships on today’s episode! The Matchmakers begin with an exclusive reveal about this season of Vanderpump Rules: a very special deleted scene that was yet another casualty from Scandoval (aka the Tom Sandoval and Raquel Leviss cheating scandal). They also answer a listener’s “Sisterly Advice, Manswers Edition” question about if lifestyle differences really matter. They debrief about this week’s “We Couldn’t Help But Wonder” Sex and The City episode about plus ones and their least favorite boyfriend of Carrie Bradshaw. All this and more on this week’s episode!  To be matched by our team of Matchmakers, visit www.matchmakersinthecity.com. Connect with us on Instagram: @matchmakeralessandraconti @matchmakercristinapineda @datinginthecityshow @matchmakersinthecity

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Conti Pineda as they share their secrets about love and relationships on today’s episode! The Matchmakers discuss the 5’5 man who got $165k leg surgery to gain 5 feet in height, and debate if cosmetic surgery is necessary to find love. Taylor Swift and Joe Alwyn’s recent breakup and their hot take on the real reason they broke up. They break down Tom Sandoval’s Interview on Howie Mandel’s Podcast, and give their opinions on his reasons for cheating. They also answer a listener’s “Sisterly Advice” question about dating a man with is in constant contact with her but won’t ask her out, and they debrief about this week’s “We Couldn’t Help But Wonder” Sex and The City episode about red flags. All this and more on this week’s episode!  To be matched by our team of Matchmakers, visit www.matchmakersinthecity.com. Connect with us on Instagram: @matchmakeralessandraconti @matchmakercristinapineda @datinginthecityshow @matchmakersinthecity

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Conti Pineda as they share their secrets about love and relationships on today’s episode! The sisters begin by discussing the Tom Sandoval and Raquel from Vanderpump Rules cheating drama and break down Tom and Ariana’s live-in boyfriend/girlfriend relationship of almost 10 years. They debate if couples should live together before getting married and discuss “the cohabitation effect.”  They also analyze the Selena Gomez, Hailey Bieber, and Kylie Jenner mean girl drama. They answer a listener’s “Sisterly Advice” Manswers Edition question about if it’s okay to go to a singles event if you have a date the next day and give their opinion on coffee dates.  They debrief about this week’s “We Couldn’t Help But Wonder” Sex and The City episode about dating and getting older. All this and more on this week’s episode!  To be matched by our team of Matchmakers, visit www.matchmakersinthecity.com. Connect with us on Instagram: @matchmakeralessandra

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Conti Pineda as they share their secrets about love and relationships on today’s episode! The sisters begin by breaking down Julia Fox’s latest controversial TikTok video of her modest NYC apartment, and give the real deal on the smoke and mirrors of Hollywood celebrities. They discuss Tom Brady’s announcement that he is finally retiring, and strongly advise him to win back Giselle! They also answer a listener’s “Sisterly Advice” question about dating a man with a potential porn addiction, and the sisters share intimate details about their past experiences with men with addictions. They debrief about this week’s “We Couldn’t Help But Wonder” Sex and The City episode about toxic positivity. All this and more on this week’s episode!  To be matched by our team of Matchmakers, visit www.matchmakersinthecity.com. Connect with us on Instagram: @matchmakeralessandraconti @matchmakercristinapineda @datinginthecityshow @matchmakersinthecity

Join Celebrity Matchmaker Alessandra Conti and Miami Matchmaker, Dan Silverman, as they talk all things attraction, masculinity, and ultimately what nice guys NEED to learn from bad boys! From deconstructing masculinity to approach anxiety to sentences men can use on their next date to build attraction, listen as the two Matchmakers debate it all! All this and more on this week’s episode!  To be matched by our team of Matchmakers, visit www.matchmakersinthecity.com. Connect with us on Instagram: @matchmakeralessandraconti @matchmakercristinapineda @datinginthecityshow @matchmakersinthecity

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Conti Pineda, as they share their secrets about love and relationships on today’s episode! The sisters begin by discussing the new controversial documentary, “The Price of Glee” and Alessandra’s never before heard personal experiences with Cory Monteith, Mark Salling, and Naya Rivera before their untimely deaths. Alessandra laments about how tough it is to navigate dating, especially if you are a trusting and empathetic person. They also answer a listener’s “Sisterly Advice” question about what to do if you don’t like a guy's plan and/or if it crosses one of your boundaries.  They debrief about this week’s “We Couldn’t Help But Wonder” Sex and The City episode and talk about how important a flame is in a relationship.  All this and more on this week’s episode!  To be matched by our team of Matchmakers, visit www.matchmakersinthecity.com. Connect with us on Instagram: @matchmakeralessandraconti @matchmakercristinapineda @datinginthecitysh

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Conti Pineda as they share their secrets about love and relationships on today’s controversial episode! The sisters begin by finally defining what a REAL #highvaluewoman is and risk cancellation in the process! They discuss Olivia Culpo’s very real experience of not having an identity after her breakup with Nick Jonas.  They also answer a listener’s “Sisterly Advice” question about being picked up for dates… yay or nay?  They then debrief about this week’s “We Couldn’t Help But Wonder” Sex and The City episode and get into a tense debate about female self-pleasure.  All this and more on this week’s episode!  To be matched by our team of Matchmakers, visit www.matchmakersinthecity.com. Connect with us on Instagram: @matchmakeralessandraconti @matchmakercristinapineda @datinginthecityshow @matchmakersinthecity

Join sisters and Celebrity Matchmakers, Alessandra Conti and Cristina Conti Pineda, as they discuss all things love and relationships on today’s podcast!  The sisters begin by breaking down Alessandra’s infamous Fox News Interview where she “enrages the NFL community” by her suggestion that there may be trouble in paradise for Tom Brady and Gisele, only to wake up to news that they have both hired divorce attorneys.  They debate emotionally draining relationships a la, “The Bachelor” recent split between Clayton and Susie.  They answer a listener’s “Sisterly Advice” question on being newly single in her early 30s, and Alessandra shares her 30, flirty, and single girls' survival guide! All this and more on this week’s episode!  To be matched by our team of Matchmakers, visit www.matchmakersinthecity.com. Connect with us on Instagram: @matchmakeralessandraconti @matchmakercristinapineda @datinginthecityshow @matchmakersinthecity

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 discuss Hollywood’s hottest new event that brings singles off the apps and meeting (and matching!) in real life. All this and more on this week’s episode! To be matched by our team of Matchmakers, visit www.matchmakersinthecity.com. Connect with us on Instagram: @matchmakeralessandraconti
@matchmakercristinapineda @datinginthecityshow @matchmakersinthecity

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 masculinity and give concrete examples of both. They unpack Carrie’s latest "Couldn’t Help But Wonder” through revealing if a woman inherently wants marriage and kids or if she is programmed by society. All this and more on this week’s episode! To be matched by our team of Matchmakers, visit www.matchmakersinthecity.com. Connect with us on Instagram: @matchmakeralessandraconti @matchmakercristinapineda @datinginthecityshow @matchmakersinthecity

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 relationship. Alessandra is shocked to hear that Britney Spears was rejected from getting married at her church (Saint Monica’s Catholic Church), tells Britney the real-deal about how welcoming the church is, and gives her a personal invite! They also analyze Ezra Miller and his cult. They answer this week’s Sisterly Advice: Manswers Edition question about a listener who is confused by a woman who is planning all of his dates (and paying too!). They debate gender roles as well as masculine and feminine energy while dating. They explain Carrie’s latest "Couldn’t Help But Wonder” and discuss if a social butterfly has t

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 question about a listener who is developing feelings for a guy who is really busy and not planning dates with her but is consistently communicative. They discuss Carrie’s latest “Couldn’t Help But Wonder,” and they explain the masculine and feminine brain. All this and more on this week’s episode! To be matched by our team of Matchmakers, visit www.matchmakersinthecity.com. Connect with us on Instagram: @matchmakeralessandraconti @matchmakercristinapineda @datinginthecityshow @matchmakersinthecity

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 they discuss Pete Davidson’s break up texts and if it’s ok to break up with someone via text through every stage of a relationship; from talking, to dating, to exclusive. The sisters also share how to let someone down without ghosting. They answer this week’s Sisterly Advice: Manswers Edition question and advise him how to build a relationship with women he actually wants to pursue. They discuss Carrie’s latest “We Couldn’t Help But Wonder” and reveal how to know when a relationship is right or wrong for you. All this and more on this week’s episode! To be matched by our team of Matchmakers, visit: www.matchmaker