It's Complicated

Cuffing season is officially upon us! Temperatures are dropping, and people are suddenly feeling the urge to couple up. But, when the holidays have passed and the weather warms up, will these flings fizzle out as the new year rolls in, or go the distance in 2023? Despite Rob thinking this phenomenon isn’t real, or that it’s entirely manufactured by women, we dive into how cuffing is different from...

You have a fight with your partner, you’ve been going through a rough patch of bickering, you have a trigger that constantly comes up, you are in a new relationship and the first disagreement arises…what is the first thing you do? Call your best friend and vent, or get advice! That’s what friends are for, right? Most of the time yes, but there are some times when rehashing the details of the fight...

Relationship milestones are always evolving, and seemingly never ending. Once you have the “exclusivity talk,” then you need to wait for the right time to move in together. Once that happens, everyone starts asking when you’re going to get engaged, when are you getting married, when are you going to have a baby and when are you going to have another baby…it never ends, right? To make matters more...

Walking away from a relationship is hard, no matter how you swing it. There is always a reason not to break up, or what might feel like the wrong time, and while we are not suggesting you throw in the towel rashly after one problem occurs, we are saying that the amount of time you've “invested” does not mean that you should tolerate unhappiness. We’re doing the math and diving into why or why not...

You should share that with your partner! Wait, don’t say too much though! How confusing is communication? There are soooo many layers and soooo many scenarios that make knowing what to say and what not to say soooo complex, especially during a fight which we discussed last week. Recently, we came across a few thought provoking Instagram posts that inspired us to dive into a list of things TO discu...

Fighting sucks but EVERY couple goes through it. No matter how perfect your pics look on Instagram, we know you and your partner are probably fighting about who’s turn it is to unload the dishwasher…and if you’re not fighting at all, then that's a problem too. So, we are here to help by sharing some tips for what NOT to say when you’re in a fight and what to say instead, why you shouldn't name cal...

Have you ever been really into someone and then all of a sudden, they gross you out, everything they do is annoying, and their quirks are not cute anymore? Then you caught the ick and all you can think is “eww.” Listen along as we discuss what “the ick factor” is exactly, what to do if you catch it, what it means if you keep getting it, how to know if you gave it to someone, and how to get rid of...

We changed our flight to stay a few days longer to discuss the complications that come with traveling as a new, or longer term, couple. Now that we have shared our history with vacations past, listen along as we continue the conversation about why traveling in the early stages is enticing but risky, how the stresses and joys of traveling can reveal the true colors of your partner, why we think vac...

We have all dreamt of traveling the world with the love of our life, but before you start planning a romantic vacay, you need to consider what could be in store once you take off for your trip. Listen in as we download on our past romantic travel situations, when we think it’s the right time to plan a trip with the person you are dating, why traveling in the early stages is enticing but risky, and...

Meaningful conversations with dates can be hard, right? Sometimes just starting one up can give you anxiety. We’ve touched on approaching people with pick up lines and how hard that can be, and we’ve talked about when to have the tougher conversations, but what about everything in between? We put We’re Not Really Strangers’ Honest Dating cards to the test to see if pre-determined questions take th...

They say not to mix business and pleasure, but we have Scarlett Bentley from Bravo’s Below Deck Sailing Yacht in to join in on our conversation about starting a romance at work, what could go wrong, how to avoid having to find a new job, and what to do to make these types of flings go the distance and sail off into the sunset.   Stay up to date with Scarlett: scarlettbentley   Keep it Complicated...

With the news about JLo and Ben finally tying the knot after 20 years, and estranged Khloe and Tristan expecting baby #2, we can’t help but wonder what the magic formula is for a man to want to settle down. We learn all about it and more from personal coach, dating strategist and founder of Inner Confidence Robbie Kramer who joins us to discuss what men need to accomplish before they settle into a...

Pick up lines are tough, right? Even when they aren’t as obvious as “Are your legs tired? Cause you’ve been running through my mind all day,” they can still be off putting because they feel so unnatural, forced, and impersonal. The rub is, no matter what you say, when you approach a stranger that caught your eye, anything that comes out will most likely come off as a pick up line. Well, we dive in...

We're still recovering from July 4 festivities, and share how we all approached celebrating this year with everything going on in the US. This gets us thinking, are fireworks worth the recognition, or do they fizzle out just as quickly as they light up the sky? Tune in as we each take a stance on whether fireworks are necessary to indicate a healthy and successful beginning to a relationship, or w...

Are myths just myths, or are they rooted in truth? Well, according to renowned therapist and relationship expert Esther Perel, it really depends on the context and someone's motivation. Join us as we weigh in on seven of the most notable relationship myths to determine whether bad sex is a deal breaker, your significant other should be your best friend, and the old adage "once a cheater, alwa...

Have you ever sent a text to someone you’re interested in, and an embarrassing typo changed the entire context? Have you ever sent a message to the person you like, only to read it to a friend and have them say that it didn’t land the way you thought it would? Have you ever sent a “hey, you up?” text to the wrong Mike? Even worse, have you ever had a few too many adult beverages and sent a message...

When is it appropriate to ask deep questions when you are dating someone? Some lay it all on the table from the jump so that everyone is clear about expectations. Some wait until it’s serious before they discuss serious matters. Because timing in relationships runs at a different speed for everyone, the talk happens at different times depending on where you are at. Listen for our take on when to g...

Lauren’s back to share what life has been like during maternity leave, and her thoughts on everything Jen and Rob have been up to, which begs the question - does being a good dater actually make you bad at dating? Are you funny, entertaining, can keep the convo flowing at all times, while sharing info about yourself, flirting but also keeping it light and breezy? Or do you prefer to listen, keep t...

Was there ROME-ance in Rome for Rob, and did things heat up in Miami for Jen?? Did Rob meet someone at Beau and Stassi’s wedding? Is Jen becoming bicoastal for love? The It’s Complicated crew is back to recap their recent travels and reveal whether they found the sparks they were looking for in different cities, or if the flame has always been right here at home.   Keep it Complicated with Jen, No...

Time is flying and summer is approaching. We’re gearing up for what that means in terms of dating and relationships - will it be the opposite of cuffing season now that it seems the worst of the pandemic is behind us, and warmer temperatures are upon us? Will people be traveling more, and getting serious less? We dive into Jen’s most recent dates, as well as both of our upcoming travels and how we...

We’ve talked a lot about the different ways to find love on this show. We’ve also talked a lot about what some people are doing right vs. what some people are doing wrong. The thing about finding a “partner” for life is that they, too, are their own separate person. They have needs and wants and desires that are their own. As much as we want someone who fits into our lives perfectly, we MUST fit i...

We’ve both had our fair share of time with other people’s kids lately and often take a look at ourselves to evaluate where we’re currently at. While everyone’s path is different, it often makes you wonder if you missed the boat altogether, or if another one will sail by when the tide is right. Having patience during those times can be challenging.   Emily Lauren Burg, heybaby app CEO, and two-time...

There have been a ton of celebs in the news recently with major relationship updates - Brit Brit is preggo, Kravis got hitched in Vegas, and our romcom dreams came true with Bennifer’s second engagement…With all of this love in the air, we can’t help but wonder how it happens for some people, but hasn’t yet for us…#areweright?   Our guest, Sara Runnels, a writer and humorist who has appeared in Th...

While Rob continues to work on himself and prep for any romance that might come his way, Jen is trying her luck at the dating apps and constantly battles the ups and downs that come along with it. Love and life coach Veronica Grant is back on the podcast to reveal why the old rules for finding love are meant to be broken, how to approach dating apps and patterns, and provide a no-nonsense approach...

We all want some sort of structure in our lives. Some NEED structure, like Jen. Others try their hardest to avoid it (here's looking at Rob)… but ultimately we can’t live without it. Whether it’s lining up a bunch of dates, or doing nothing and attempting to go with the flow...we all need something to keep us on track one way or another. But, we wonder, if you do crave structure…are you “coachable...