On this Valentines Day Sunday Special, the J’s are joined by Betches co-founder and host of the Diet Starts Tomorrow podcast, Aleen Dreksler. They start with a conversation about how V-Day expectations change as a relationship gets more serious. Then a listener writes in to share her experience with serious eating disorders (including anorexia and crash dieting) in her romantic life. She asks how and when it’s appropriate to tell the guy she just started dating that she has struggled with disord...
Feb 14, 2021•51 min•Ep. 214
Jared and Jordana begin the week of Valentine’s Day with a conversation about how to celebrate the holiday in 2021. A listener writes in to ask whether or not she should expect the guy she’s only been dating for 2 months to plan something this year. J&J rate the level of V-Day expectations at every stage of a relationship, explaining exactly how much effort is required based on the milestones you’ve hit. The Awkward Sexual Encounter involves period sex, a flung condom, and a lot of cleanup. Then...
Feb 10, 2021•1 hr 7 min•Ep. 213
On this week’s Sunday Special J&J are joined by Logan Ury, behavioral scientist, dating coach, and the author of How To Not Die Alone. They talk about how Logan uses her behavioral science background to better understand relationships, including some tips for how to figure out the age in which you should settle down. They discuss the three dating tendencies everyone should be aware of, how to identify our dating blindspots, and why it’s time to say “f*ck the spark” and just commit to a second da...
Feb 07, 2021•1 hr 5 min•Ep. 212
The J’s start the show with a conversation about criticizing a loved one’s appearance without hurting their feelings. A listener writes in to ask how she should bring up her partner’s balding head, and whether or not he’ll be offended by her suggestion to shave it all off. Is there any way to comment on your partner’s appearance without things going horribly wrong? The Awkward Sexual Encounter involves a fully masked guy going down on a fully clothed girl. Then another emailer asks whether her r...
Feb 03, 2021•1 hr 6 min•Ep. 211
This week’s Sunday Special is all about trying to walk back a first date hook up in order to start taking things slower. A listener writes in about a guy who seems to be avoiding the second date after a great text exchange and a successful first meeting. Is it always a mistake to agree to a Netflix and chill hook up on the first date if you’re hoping for something more serious down the line? J&J examine their texts after the date and try to explain why he isn’t trying harder to see her again. Pl...
Jan 31, 2021•36 min•Ep. 210
Jared and Jordana start the show with a reaction to Clare and Dale from The Bachelorette suddenly calling it quits, and tell us what this says about people who swear they’ve “met the one” too quickly. Then a listener writes in to ask how to deal with parents that excessively pressure you to date. How do you create boundaries without starting a fight? The Awkward Sexual Encounter involves an old couch, bad aim, and an overeager virgin. Next, an emailer writes in to ask whether or not it’s shady f...
Jan 27, 2021•1 hr 19 min•Ep. 209
This Sunday Jared and Jordana are joined by Erica Spera, comedian and host of the Shooters Gotta Shoot podcast. They start with a conversation about dating with herpes, including some of the most common misconceptions associated with it. Is it time for people to stop stigmatizing herpes and be open about it? Plus, they debate when it’s the right time to disclose sensitive information to a sexual partner. Then a listener writes in to ask whether or not she’s obligated to share her herpes diagnosi...
Jan 24, 2021•1 hr 4 min•Ep. 208
J&J start the show talking about the value of spending time away from your partner (even if it’s just during work hours) and tell us what they think of the new Cameo breakup trend. Then they share some listener responses to recent Red Flag or Deal Breaker questions, including a series of detailed explanations for the closed-mouth kisser. The Awkward Sexual Encounter involves a bag of sh*t on the counter and no chance to explain. Next, an emailer writes in to ask whether or not she should tell he...
Jan 20, 2021•1 hr 26 min•Ep. 207
The Sunday Special is all about whether or not a guy taking you out on an expensive date indicates that he's looking for something more serious than just sex. A listener writes in to share a story about having sex following a $200 dinner and not hearing from the guy again. Did he really spend all that money for a one night stand? J&J read their text exchange that went from casual hook up-chat to going on a real date and explain where the communication went wrong. They talk all about setting expe...
Jan 17, 2021•33 min•Ep. 206
The J’s are back and start the show with a conversation about obsessively tracking your dating life and what it might say about your approach to romance. They react to a TikTok from a woman who maintains a detailed spreadsheet tracking all the guys she’s dated. Should all single people be tracking their dates to see what’s working and what isn’t? The Awkward Sexual Encounter involves a blowjob and an accidental snorting incident. Then a listener writes in to ask if she should be open and honest ...
Jan 13, 2021•1 hr 12 min•Ep. 205
This Sunday Special is all about dating someone who may still be seeing their ex. A listener writes in with a question about a guy who has repeatedly asked for a date even though he seems to be back with his ex-girlfriend. Why would someone try so hard to get you invested in a relationship with them if they have something else going? The J’s go through her most recent text exchange with this guy and try to figure out whether or not he is aware that he’s being called out. Finally, they share the ...
Jan 10, 2021•21 min•Ep. 204
Jordana and Jared begin the week with a conversation about whether or not you can ever turn a long term hook up into a relationship. A listener writes in to ask if there’s any way the guy she has been hooking up with for the last seven years will consider making things official. Is it worth trying to get him to see her differently, or is he set in his ways? The Awkward Sexual Encounter involves an attempt to make out with a tight-lipped kisser. Then another emailer asks if it’s normal that her b...
Jan 06, 2021•1 hr 10 min•Ep. 203
This week, the Sunday Special is all about dating someone who wants to put things on ice until they are more comfortable about the pandemic. A listener writes in to ask why a guy she had great chemistry with would call it quits and whether or not she should wait for him to come around later in the year. Plus, they break down a text exchange between the couple and explain exactly what this guy is looking for. Learn more about your ad choices. Visit megaphone.fm/adchoices
Jan 03, 2021•18 min•Ep. 202
J&J start the show with a conversation about New Year’s resolutions and how the pandemic has changed everything, including how we look at love and relationships. Then a listener writes in to ask how to move on in the midst of a pandemic after calling things off with her boyfriend of two years. Is it normal to feel ‘frozen’ after a devastating breakup? The Awkward Sexual Encounter is all about getting stuck in a guy’s bathroom the morning after a one night stand. Then another emailer asks how to ...
Dec 30, 2020•1 hr 22 min•Ep. 201
This week’s Sunday Special features a Deal Reveal all about guys who try to keep things casual. A listener writes in to ask why the guy she was hooking up with asked if he could keep the conversation going even though they’ve made it clear they’re not looking for the same things. Is he hoping she will change her mind about hooking up casually even though she’s told him otherwise? J&J read the back-and-forth text exchange and explain where both parties stand. Plus, they tell us why guys will keep...
Dec 27, 2020•21 min•Ep. 200
Jared and Jordana get this holiday week started with an update on Jordana’s #treebetch reviews and a conversation about people who still get into the Christmas spirit the way they did as children. Then they answer an email from a listener who is devastated to find out that her ex is already back to dating his college girlfriend just a month after they split. How do you get over having someone move on to a new relationship so quickly? The Awkward Sexual Encounter involves a female condom that wen...
Dec 23, 2020•1 hr 42 min•Ep. 199
The Sunday Special is all about what it means when your long-distance fling won’t make an effort to see you again. J&J analyze a listener’s text exchange with a guy who failed to plan another meetup and won’t come to her city this time around. Is he intentionally keeping her on the hook without letting things get serious? Finally, they talk about why it’s important to figure out what you actually want out of the relationship in order to understand what to do next. Learn more about your ad choice...
Dec 20, 2020•24 min•Ep. 198
J&J start the show with a conversation about how to handle dating after a major body transformation. A listener writes in to ask whether or not she should tell a guy about her drastic weight loss before hooking up, especially if she’s feeling insecure. The Awkward Sexual Encounter involves an exchange of “I love you’s” and some embarrassing oral sex. Then another listener asks if her boyfriend is looking to break up with her or just setting expectations for the future. Finally, they close the sh...
Dec 16, 2020•1 hr 13 min•Ep. 197
The Sunday Special features an email from a confused listener who wants to know why a guy would reach out five months after severing their quarantine fling. Is he really interested in finding out “how you’re doing” or is he just looking to hook up again? Plus, J&J talk about whether or not people ever want someone to check in out of the blue, and why no one is ever straightforward about their motives. Learn more about your ad choices. Visit megaphone.fm/adchoices
Dec 13, 2020•22 min•Ep. 196
Jared and Jordana are in the holiday spirit and start with a conversation about celebrating as an “interfaith couple” this year. Plus, they talk about Jordana’s destiny as a Christmas tree connoisseur. Then they answer a listener email about how to tell the guy she started seeing that she wants to be exclusive for the sake of covid safety. How do you broach the subject without coming off as "too much" to someone you’ve only been dating for a month? Another listener asks how to safely connect for...
Dec 09, 2020•1 hr 35 min•Ep. 195
This week’s Sunday Special features an email from a listener who matched on a dating app with a guy she dated who recently rejected her. Is this a sign that he still wants to see her? Plus, they explain why a guy would reignite a connection and the implications it has for where things are going. Learn more about your ad choices. Visit megaphone.fm/adchoices
Dec 06, 2020•25 min•Ep. 194
J & J are back and start the show with a conversation about cuffing season being more important this year than ever before. Then they answer an emailer who wants to know if she is free to leave the apartment if her boyfriend tests positive for coronavirus. Is this a passive aggressive way of fighting with your partner or just a practical question about staying healthy? The Awkward Sexual Encounter involves a marching band hook up and a drummer with too much rhythm. Then another listener asks how...
Dec 02, 2020•1 hr 26 min•Ep. 193
This week’s Sunday Special is all about getting a last-minute text to confirm plans for a dinner date even though there was plenty of time to lock it in. Should you hold your ground and pass on the date or just go through with it? Plus, does this indicate that no one wants to go on the date in the first place, or is it just a matter of miscommunication? They discuss the dynamics of getting out of a first date and why we often struggle with the decision. Thanks to our sponsors: Buffy: For $20 off...
Nov 29, 2020•19 min•Ep. 192
Jared and Jordana are back on this Thanksgiving Eve episode to talk about spending holidays together as a couple and what it says about your relationship. Then an emailer asks whether or not it’s okay to expect her new boyfriend to be as thoughtful as her when it comes to gift giving. How do you ask your partner to do something when it's not in their nature? The Awkward Sexual Encounter involves a faulty vibrator and a startled cat. Then another listener asks if she should be worried that the gu...
Nov 25, 2020•1 hr 9 min•Ep. 191
On this week's Sunday Special, a listener writes in to ask how she should respond to a guy who took her out and then sent an uncomfortably long text explaining why he wants to just be friends. Why would a guy go to the trouble of spilling his guts over text if it’s not going to be a romantic connection? Plus, they explain why he felt the need to treat their text exchange like a therapy session and how she should react. Thanks to our sponsors: Rory: Rory makes it simple to connect with a healthca...
Nov 22, 2020•25 min•Ep. 190
The J’s start the show with a reaction to tone-deaf people on social media and a conversation about trying to make things romantic in a relationship after you move in together. Then a listener writes in to ask how much daily communication tells you about where a relationship is at. How soon should you expect to hear from a guy on a daily basis? The Awkward Sexual Encounter involves chafing from too much masturbation and an unlikely solution. Then a guy writes in to ask for advice after his child...
Nov 18, 2020•1 hr 23 min•Ep. 189
To celebrate the three year anniversary of the U Up? podcast, Jared and Jordana are back to answer another listener email. This time around, the emailer found nudes in her boyfriend’s Snapchat messages and isn’t satisfied with his explanation. Should she give him the benefit of the doubt that he “didn’t know it was a real person” and cut things off after some back and forth? Plus, they talk about his history with cheating on an ex and whether or not she should hold it against him. Learn more abo...
Nov 15, 2020•30 min•Ep. 188
Jordana and Jared begin the week with a conversation about cringe-worthy behavior from influencers (and review Jordana’s charcuterie board). Then a listener writes in to ask if she should call out the guy she’s been dating for cancelling plans at the last minute, even though she discovered the lie using his dating app location. How much deception should we ignore early in the dating process? Plus, another emailer asks if using the dating app geo-locator after matching with someone counts as spyi...
Nov 11, 2020•1 hr 18 min•Ep. 187
On this Sunday Special, it’s time for another Deal Reveal as the J’s help a listener that says she started messaging with a former coworker who turned out to be in a relationship. Why would he like all of her photos and watch her IG stories if he is already with someone? They talk about connecting over a kinky dating app, and discuss whether or not this guy is just being up front about his open relationship, or shutting her down entirely. Learn more about your ad choices. Visit megaphone.fm/adch...
Nov 08, 2020•20 min•Ep. 186
Jared and Jordana start the show by asking whether or not it’s a deal breaker if someone wants to see your Instagram before going on a first date. A listener writes in to ask if it’s weird that the guy she matched with immediately asked to take the conversation off the app and to Instagram DM. This week’s Awkward Sexual Encounter involves a bunk bed, a bloody nose, and a sudden interruption. Then another listener asks if she should be concerned that her partner unplugged the dog camera when she ...
Nov 04, 2020•1 hr 27 min•Ep. 185
