On this week’s Sunday Special episode, Jared and Jordana are joined by Matchmaker Maria. They start out with a discussion about how Maria got into matchmaking and how she applied her matchmaking strategies to meeting her own husband. Maria breaks down how the matchmaking process works, the types of guys who hire matchmakers, and how men and women differ when it comes to matchmaking. Later, Maria explains when to have sex with someone new using her 12 date rule, and they answer an email asking about how to set up your friends the right way.

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This week, Jared and Jordana start out with a discussion about experimenting with your look. The first email asks about the etiquette of orgasms. Is it ever okay to fake it? The Awkward Sexual Encounter is almost too gross to believe. Later, an emailer asks J&J to sort out her boyfriend’s shady phone behavior. Is it always a bad sign if your S.O. doesn’t want to share their passcode? Finally, they finish the episode with a round of Red Flag or Deal Breaker that sparks a discussion about someone’s history of cheating and peeing in cups.

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Jared and Jordana are back with another Sunday Special, and this week they’re breaking down texts from a “verbose fuckboy.” The listener received some very lengthy text messages from someone she was dating essentially saying, “it’s not you, it’s me.” Does his long explanation and apology mean he is being genuine? Or is he just like other guys who run at the first sign of a serious relationship? Plus, they discuss what actually makes someone a f*ckboy.

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On this week’s episode, Jared and Jordana start out with a conversation about the energy in NYC and the post-pandemic dating scene. The first email asks how to have casual relationships without feeling disrespected. Are they always just about 2AM booty calls? The Awkward Sexual Encounter involves a bed wetter and an early morning streak across a college campus. Later, a listener writes in hypothesizing that you shouldn’t date someone who’s new to your city if you’re looking for a serious relationship. How should someone who just moved to town position themselves if they are looking for something serious? Finally, they finish the episode with a new segment called What Would J&J Say? to ghostwrite a listener's text to her ex-boyfriend.

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Jared and Jordana are back with another Sunday Special, and this week they’re talking all about relationships with coworkers. An emailer writes in wanting to know if her work crush is flirting with her or just being friendly after their first Zoom meeting felt more like a first date and he offered to help her move. Should she make another move after her initial ask for drinks fell through? Plus, they share their general advice for navigating romantic relationships at work.

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On this week’s episode, Jared and Jordana start out with a conversation about the paid bonus features on dating apps and if using them makes you look desperate. Would you be turned off by someone sending you a Hinge rose? This week’s Awkward Sexual Encounter is surprisingly nutritious. Later, an emailer writes in asking how to find an “ass-smacking nice guy” after not feeling the sexual chemistry on first dates. Is there a middle ground between the guy who’s too shy to make a move and the guy only looking to hook up? Finally, J&J finish the episode with a round of Red Flag or Deal Breaker about verified check marks and Alexa devices.

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Jordana and Jared are back with another Sunday Special, and this week they’re dissecting texts between a listener and a guy who keeps rescheduling their dates. The emailer thinks the chemistry is there but worries he’s only looking to hook up. How many chances should you give someone to schedule a real date? Should she give him another chance if he reaches out again? Plus, they discuss how to know if a guy is taking you seriously.

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On this week’s episode, Jared and Jordana start out with a discussion about adult braces and sharing your space with a significant other during quarantine. An emailer sends in a screenshot of a dating app conversation where she sets her standards of looking for a relationship, but she isn’t sure if the response is sincere. At what point does the “what are you looking for?” conversation actually matter? During the Awkward Sexual Encounter, a listener gets nostalgic about a water bed mishap. Later, an emailers asks for advice on how to handle meeting her boyfriend’s parents when they’re already biased against her for her age and ethnic background. How should her boyfriend be responding to this situation? Finally, J&J finish the episode with a round of Red Flag or Deal Breaker that sparks a discussion about Cheesecake Factory and first date locations.

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Jordana and Jared are back with another Sunday Special, and this week they’re discussing when you can assume exclusivity with someone you’re seeing. A listener writes in after her DTR conversation with a long-distance romance did not go as she hoped. Was she reading the signs all wrong? Plus, they talk about the clues that someone is a lazy dater.

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On this week’s episode, Jared and Jordana change things up with a lightning round of questions submitted by our Instagram followers. Instead of our usual email format, they answer 20 questions with topics ranging from how to get excited about using the dating apps, to running into exes, to how to get your S.O. to go to therapy. Plus, they give their best tips for moving in with your partner, making a dating app profile, and reaching out to a fling that ended because of the pandemic.

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