On this week’s Sunday Special, J&J are joined by Ashley Hesseltine and Rayna Greenberg of Girls Gotta Eat podcast. They start with an update on Ashley and Rayna’s dating lives, including tips for signaling to guys that it’s okay to approach you in public. Plus, they talk about hooking up during quarantine and posting IG stories that are targeted at one person in particular. Then a listener writes in to ask whether it’s fair for her brother to request that she stop dating his close friend. Sh...
Sep 06, 2020•54 min•Ep. 168
J&J start the week with a discussion about differing pandemic precaution levels in a relationship. A listener writes in to ask how she should handle her boyfriend’s stress level and anxiety when she still wants to maintain a social life. The Awkward Sexual Encounter of the week involves a lit candle, a poorly positioned pillow, and a moment of panic. Then another emailer asks what it means if a guy shows too much interest too early. Should she be concerned that he expressed strong feelings a...
Sep 02, 2020•1 hr 9 min•Ep. 167
On this Sunday’s episode, the J’s are joined by Aparna Shewakramani of the hit Netflix series Indian Matchmaking. They start out with an explanation of how real world matchmaking differs from the way it was presented on the show. Plus, Aparna talks about why her preferences were ignored, how the public has reacted to her portrayal, and what her dating life is like right now. Finally, they close the show with a surprisingly forgiving round of Red Flag or Deal Breaker. Learn more about your ad cho...
Aug 30, 2020•50 min•Ep. 166
The J’s start this week with a conversation about post-engagement nerves and the way people reacted to the news that Jordana is getting married. Plus, Jordana makes another exciting announcement. Then a listener writes in to ask if her own boyfriend will ever come around to the idea of marriage, and whether or not she needs to just move on. How long should you wait for someone to get on the same page about marriage? The Awkward Sexual Encounter of the week involves begrudging oral sex, a hair in...
Aug 26, 2020•1 hr 17 min•Ep. 165
On this Sunday Special episode of the U Up? podcast, the J’s receive an email from a listener who can’t stop obsessing over her boyfriend’s ex and wants to know more about their relationship. Why can’t she get over it, and will her insecurity inevitably damage their relationship? Plus, they talk about how hard it can be to join their friend group when the ex was so entwined in their crew. Learn more about your ad choices. Visit megaphone.fm/adchoices
Aug 23, 2020•23 min•Ep. 164
J&J start the week with a conversation about the Netflix show Indian Matchmaking and a conversation about getting to know your future spouse. Then a listener writes in to ask why her ex suddenly stopped watching her IG story even though they recently hooked up. The Awkward Sexual Encounter involves a tampon, marathon sex, and an overly talkative doctor. Another emailer writes in with a scenario about a guy blowing off a date and getting spotted in public that night with another girl. Should ...
Aug 19, 2020•1 hr 36 min•Ep. 163
On this week’s Sunday Special, Jared and Jordana are back with a deal reveal. A listener writes in to ask about a guy who called things off out of the blue after the third date, leaving her wondering whether or not he’s being genuine. J&J read both sides of the text exchange and reveal the truth behind his messages, leading to a conversation about following up for an explanation after things end. Learn more about your ad choices. Visit megaphone.fm/adchoices
Aug 16, 2020•32 min•Ep. 162
The J’s get this week’s episode started with a conversation about turning your sexting penpal into a real relationship. A listener writes in to ask how to move the conversation from sexting back to serious. The Awkward Sexual Encounter of the week involves a pack of discarded birth control placebos and an uncomfortable conversation. Another listener asks how to react if the person you matched with on a dating app shows up to the first date with a beard they didn’t have in their profile. How much...
Aug 12, 2020•1 hr 8 min•Ep. 161
J&J return for a Sunday Special episode with some big news… Jordana just got engaged! They tell us how it went down, when exactly the engagement conversation got started, and how it feels to go from dating to engaged. Jordana shares how she went about helping to pick a ring and passed the information along to her fiancé. Plus, they talk about the pitfalls of telling your friends the engagement is coming soon, and close the show with all the details on how he popped the question. Learn more a...
Aug 09, 2020•43 min•Ep. 160
J&J begin this week with a conversation about the increase in date cancellations during covid. Are people cancelling more often than they used to? The Awkward Sexual Encounter involves a bent penis and an unpleasant trip to the ER. Another emailer writes in to ask why the guy she just became exclusive with keeps insisting that they wait to have sex. How does she tell him she’s ready without coming off desperate? Finally, they close the show with some Red Flag or Deal Breaker questions, leadi...
Aug 05, 2020•1 hr 19 min•Ep. 159
The J’s start the week with conversation about why some people always seem to be the ones who get dumped, while others are doing all the dumping. The Awkward Sexual Encounter of the week involves a puddle on the ground, an embarrassing fall, and a misunderstanding about fluids. How are some guys still so clueless about female anatomy? Another emailer writes in with a story about going on a first date and getting cornered in the bathroom with a message from her date's ex. Is it a dealbreaker if s...
Jul 29, 2020•1 hr 27 min•Ep. 158
The J’s start the week with a debate about whether or not guys like women with curly hair, and a conversation about how you’d react if your partner payed someone on an OnlyFans page. Then, a listener writes in to ask how to reach out if your date hasn’t texted you after a while. Is it possible to make the next move without coming off desperate? The Awkward Sexual Encounter of the week involves a movie soundtrack, constant interruptions, and an uncomfortable amount of Lord of the Rings talk. Anot...
Jul 22, 2020•1 hr 39 min•Ep. 157
J&J begin the show with a conversation about the wave of Karen videos going around and why people can’t help but watch them. Then a listener writes in to ask if she should start following a guy that she met briefly and developed a crush on at work on Instagram. What does it signal to a guy if you initiate the IG follow? The Awkward Sexual Encounter of the week involves a missing vibrator and a desperate quest to retrieve it. Another listener writes in to ask why some people always seem to be...
Jul 15, 2020•1 hr 31 min•Ep. 156
The J’s start the week with a conversation about the return to in-person dating now that many states have started to at least partially re-open. A listener writes in to ask how long is too long to talk to someone from a dating app before meeting them. Are the stakes higher than a regular first date when you’re meeting out of quarantine? The Awkward Sexual Encounter of the week involves a parked minivan, a dead battery, and a dad with jumper cables. Another emailer asks whether or not she should ...
Jul 08, 2020•1 hr 26 min•Ep. 155
J&J begin the show with an email from a listener whose girlfriend watched footage of his ex’s wedding and made fun of the people from his hometown. Is it a dealbreaker if someone doesn’t respect where you're from? The Awkward Sexual Encounter of the week involves a dog, a tongue, and some misplaced blame. Another emailer asks if she’s reading too much into her boyfriend choosing to buy a house without including her in the process. Then a listener writes in to ask about a series of confusing ...
Jul 01, 2020•1 hr 29 min•Ep. 154
The J’s start the week with a conversation about how to talk to your partner about a hygiene issue that could offend them. A listener writes in to ask how she can encourage her new boyfriend to address his earwax problem without making it a big deal. The Awkward Sexual Encounter involves a guy who won’t have sex on the first date but is open to it the morning after. Another emailer asks how to feel about her boyfriend’s response to the Black Lives Matter protests. Should she be concerned about t...
Jun 24, 2020•1 hr 40 min•Ep. 153
J&J start the show with an email from a listener who was blindsided when she found out her ex-boyfriend moved on so quickly, and in such a public way. What does it say about your former relationship when your ex moves on too fast? The Awkward Sexual Encounter involves fresh sheets, embarrassing facial expressions, and a misunderstanding about the pillow. Then another emailer writes in about a new relationship that suddenly became long-distance due to the pandemic, derailing her plan to get s...
Jun 17, 2020•1 hr 36 min•Ep. 152
The J’s begin this week with an email from an avid milk drinker who is turned on by a past listener’s love of milk. What do the things you love say about your values? The Awkward Sexual Encounter of the week involves a burning candle, an impromptu massage, and a huge misunderstanding. Then another emailer writes in to ask whether or not she should feel judged by a guy who called things off after she admitted to occasionally smoking weed. Next, an emailer asks why the guy she’s talking to is quic...
Jun 10, 2020•1 hr 49 min•Ep. 151
J&J get the show started with a conversation about people shaming each other for the extent to which they’re social distancing. Then a listener writes in to ask if she should call out the guy she just started seeing after he sent a screenshot that ‘accidentally’ included a popped up snapchat with another girl’s name. The Awkward Sexual Encounter of the week involves a missing pair of testicles and a doctor’s explanation. Another emailer asks if it’s reasonable to ask a quarantine fling to re...
Jun 03, 2020•1 hr 40 min•Ep. 150
The J’s start the show with a conversation about couples who moved in together for quarantine, and whether or not it’s okay to go back to living apart once this all ends. They offer advice to a listener whose boyfriend moved in for just this reason on how to navigate the transition back to “normal” life. The Awkward Sexual Encounter of the week involves a guy who doesn’t know whether or not he’s circumcised. Is it a huge red flag if your partner doesn’t know their own anatomy? Next, an emailer w...
May 27, 2020•1 hr 35 min•Ep. 149
Jordana & Jared get the show started this week with details about the upcoming U Up? Live At Home show and a conversation about social media etiquette when it comes to liking photos. Then they dive into a listener email about what to do when your best friend keeps hitting ‘like’ on photos posted by your ex. Is this a violation of some sort of unwritten rule of friendship? The Awkward Sexual Encounter of the week involves a foot fetish and an unsatisfying finish. Then an emailer writes in to ...
May 20, 2020•1 hr 29 min•Ep. 148
The J’s start things off with a conversation about quarantine sex and whether or not the frequency has changed for couples since getting trapped indoors. Next, an emailer writes in to ask whether or not it’s okay to move in together without getting engaged first. Do people underestimate the importance of the move-in as a milestone? This week’s Awkward Sexual Encounter involves an unwanted golden shower and an apologetic Taco Tuesday. Then a listener asks if it’s messed up for a guy to be mad at ...
May 13, 2020•1 hr 32 min•Ep. 147
J&J start the week with a conversation about who gets to decide where you quarantine as a couple. A listener writes in to ask whether her boyfriend of five years should feel obligated to come quarantine with her in her parents’ home. The Awkward Sexual Encounter involves a random flip into the air, a pair of bunnies, and a strange invitation. Plus, Jared shares a hilarious story about a spontaneous flip ruining his night. Then they’re joined by Mark Manson, author of The Subtle Art of Not Gi...
May 06, 2020•1 hr 34 min•Ep. 146
The J’s start the show with an update on quarantine dating, and a conversation about whether or not video chatting before in-person dates will become the new norm. Then a listener writes in to ask how to tell if you’re bored of quarantine or just bored in your relationship. The Awkward Sexual Encounter involves a late night fart and a discussion about the proper etiquette for being gross around your partner. Another emailer writes in to ask if it’s unfair to invite her boyfriend over during quar...
Apr 29, 2020•1 hr 34 min•Ep. 145
J & J get things started this week with a conversation about avoiding fights with your significant other when you’re stuck trying to work and coexist in the same living space. Then they discuss the reasons why some men are resistant to going on a Zoom date, and an emailer asks what to do when you’re fed up with quarantine dating altogether. The Awkward Sexual Encounter involves Gucci in the bedroom, a Gucci bathroom, and a suspicious deodorant choice. Plus, Jared makes a shocking confession....
Apr 22, 2020•1 hr 37 min•Ep. 144
The J’s begin the show by talking sh*t about the first photo Instagram challenge. Next, a listener writes in to ask whether or not it’s weird to follow someone on Instagram the moment you match on a dating app. This week’s Awkward Sexual Encounter involves a half-naked man, grandparents at the front door, and a strange text months after the fact. Next, they offer advice to a listener who confronted the guy she’s seeing after he updated his dating profile. Then they’re joined by comedians Sam Mor...
Apr 15, 2020•1 hr 22 min•Ep. 143
The J’s start the show with a conversation about dating when you’re stuck inside, and discuss the fact that people are finally willing to try FaceTime dates. Plus, they talk about how the quarantine has forced people to reassess their relationships. The Awkward Sexual Encounter involves sexy lingerie, a wad of toilet paper, and a disappearing act. Next, a listener writes in to ask if it’s okay to be upset with your partner for giving up on seeing each other during the quarantine. Should your sig...
Apr 08, 2020•1 hr 24 min•Ep. 142
J & J start the show with a conversation about Jared moving in with his girlfriend and how living together affects your relationship. Then a listener writes in to ask what the correct etiquette is for reaching out to an ex when one of their loved ones passes away. How do you check in without giving the impression that you have ulterior motives? The Awkward Sexual Encounter involves oral sex, a piece of gum, and a strange conversation. Next, an emailer asks how to get her weekends-only boyfri...
Apr 01, 2020•1 hr 14 min•Ep. 141
The J’s begin the show with a conversation about opening lines on dating apps and how to ensure you get a first date. Is it possible to come off too eager with a dating app opening line? The Awkward Sexual Encounter features a children’s show theme song and a cringeworthy post-sex routine. Next, a listener writes in to ask if she made a mistake by asking the guy she is seeing if he is open to something more serious. They read a series of texts from her and discuss what to do when you get a direc...
Mar 25, 2020•1 hr 32 min•Ep. 140
J & J begin the show with a conversation about trying to maintain a dating life during the coronavirus crisis. They talk about getting quarantined with someone you can’t stand, trying to date when you’re supposed to be practicing social distancing, and whether or not you’d rather spend this time solo or with someone you just started dating. The Awkward Sexual Encounter involves a guy with sangria d*ck and a pre-worn condom. Next, an emailer writes in to ask if she’s just using her casual hoo...
Mar 18, 2020•1 hr 26 min•Ep. 139
