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, leading t...
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 in ...
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 text...
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 serio...
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 remain...
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 ask ...
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 Giving...
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. Ano...
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 boyfriend ...
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 hook up...
Mar 18, 2020•1 hr 26 min•Ep. 139
The J’s start off this week’s show with Jared’s dating dilemma involving one first-class plane ticket, and one upset girlfriend. Should men feel obligated to give up the superior seat to their significant other? The Awkward Sexual Encounter involves bad aim and an embarrassing climax. Next, they answer an emailer whose worst fear is dating someone in debt. How far into a relationship is it okay to bring up finances? Another listener writes in to ask how long you should wait for someone you’re te...
Mar 11, 2020•1 hr 7 min•Ep. 138
On this special “Where Are They Now” episode, J & J receive an update email from a listener who was dating a guy that wouldn’t call her his girlfriend. First, they listen back to their original advice from the March 27th, 2019 episode titled “Is Refusing To Define The Relationship A Dealbreaker?" Then they read her full update, telling us whether or not they're still together, which predictions they got right, and why people find it so hard to take good advice. Learn more about your ad choices. ...
Mar 06, 2020•28 min•Ep. 137
The J’s are back with a special pop-up episode *spoilers ahead* all about the hit dating show Love Is Blind. They start off with a conversation about which parts of the show worked, which fell flat, and why viewers are so invested in these couples. Then they dive into each of the couples that made it past the pods, starting with the most boring couple of all, Kelly and Kenny. Next, they discuss Carlton withholding info about his sexuality from Diamond before proposing, and the fallout that ensue...
Mar 04, 2020•1 hr 33 min•Ep. 136
J & J start the show with a conversation about Jared’s birthday and the difference between how men and women celebrate. Then an emailer writes in to ask why the guy she is seeing insists on using a condom every time they have sex even though they’re exclusive and she has an IUD. Is this a sign that he’s hiding something, or is he just overly cautious? The Awkward Sexual Encounter of the week features a night of shots and an ugly-cry. Why are guys judged more harshly for showing emotion in a rela...
Feb 26, 2020•1 hr 10 min•Ep. 135
The J’s start off this week’s show with a viral tweet involving a girl who cancelled her date at the last minute and the negative reaction she got from the guy she was supposed to meet. Is there a double standard when it comes to rescheduling a date? The Awkward Sexual Encounter of the week features a set of messy sheets and an embarrassing personal hygiene story. Next, an emailer writes in to ask if she’s reading too much into her newly-exclusive boyfriend getting tagged online by other women. ...
Feb 19, 2020•1 hr 26 min•Ep. 134
J & J begin the show with a conversation about Valentine’s Day and what to do when you don’t have a date. They debate whether or not you should expect a Valentine’s date with someone you’ve been hooking up with for a month. Then a listener writes in to ask why the guy she has been seeing for weeks still hasn’t kissed her. Is this a sign that he’s not interested or that he just can’t pull the trigger? The Awkward Sexual Encounter of the week features a guy who accidentally sexted an entire group ...
Feb 12, 2020•1 hr 18 min•Ep. 133
The J’s start the show with a debate about the importance of having a TV show to watch with your partner. Then a listener writes in to ask whether or not there are rules for which pictures you can and can’t use on your dating profile after a breakup. Is it okay to use a picture you like even if it has your ex in it? Next, the Awkward Sexual Encounter involves a kitchen encounter and a boyfriend naked from the waste down. Then, they discuss setting expectations before ‘dates’ with the opposite se...
Feb 05, 2020•1 hr 15 min•Ep. 132
J & J start the show with a debate about whether or not it’s okay to be on your phone when you’re watching a movie with your significant other. Do they have a right to get annoyed if you’re not paying attention to the screen? Next, a listener writes in to ask whether or not she should stay together with her boyfriend just for an expensive vacation. Is it unfair to take advantage of the trip if you’re not planning to stick around? The Awkward Sexual Encounter involves a naked stranger and a carpe...
Jan 29, 2020•1 hr 40 min•Ep. 131
The J’s kick things off this week with a reaction to Brad Pitt and Jennifer Aniston’s viral backstage photos from the SAG Awards. What does it say about you if you’re rooting for Brad and Jen to reunite? Next, they respond to a listener question about what to do when the person you’re dating constantly brings up their ex. Should you be okay with your partner talking about their ex, or is it okay to expect them to move on? The Awkward Sexual Encounter involves a New Year’s hookup, a gun next to t...
Jan 22, 2020•1 hr 24 min•Ep. 130
