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 choic...
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 ...
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 gr...
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 c...
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
J & J are back and start the show with a conversation about hitting the three-month mark in a relationship and asking yourself where things are going. Is it a sign that you need to break up if you don’t see a long term future after three months? The Awkward Sexual Encounter is all about saying the wrong person’s name during sex. Next, a listener asks for a “Judge J’s” ruling on a case involving a last-minute date cancellation and a text admitting that he just committed to be exclusive with s...
Jan 15, 2020•1 hr 11 min•Ep. 129
The J’s return from the holidays and start the show with reactions to the messages about Jordana’s personal story from last week’s episode. Next, an emailer asks if it’s weird to have a pre-date phone call with someone before meeting up for the first time. The Awkward Sexual Encounter involves a kitchen hookup and jalapeño peppers. Another listener writes in to ask how you should react if you find out the person you are dating cheated on their ex. Should you call them out or is it none of your b...
Jan 08, 2020•1 hr 14 min•Ep. 128
Happy New Year from double J! They start by breaking down their New Year’s resolutions and the importance of resolutions as they apply to dating. Then a listener writes in wondering if it’s necessary to follow your significant other on Instagram. Next, they dive into their Awkward Sexual Encounter which features a blow job, a locked jaw, and dinosaur chicken nuggets. Later a listener writes in wondering how to get guys that she is no longer interested in to stop texting her. Finally, a listener ...
Jan 01, 2020•1 hr 23 min•Ep. 127
Ho Ho Ho, happy holidays from J and J. On this joyous Christmas Day Jared and Jordana begin the show by breaking down the most depressing relationship movie of the year, “Marriage Story”. Next, they dive into their Awkward Sexual Encounter which features a goat cheese salad, a rumbly tummy, and some anal penetration. Then a listener writes in wondering if it’s unusual for her bf to be masturbating to pictures of a high school acquaintance. Later a listener writes in wondering if a sexual convers...
Dec 25, 2019•1 hr 14 min•Ep. 126
J & J are back and start the show with a DM from a listener who initiated a first date and then asked to split the bill. Is that reason enough to skip a second date altogether? Next, an emailer asks if he needs to start posting pictures of the girls he dates on his Instagram. How important is it to show off the person you’re dating on social media? The Awkward Sexual Encounter involves a jealous cat and a mess at the foot of the bed. Another listener writes in with a story about her boyfrien...
Dec 18, 2019•1 hr 17 min•Ep. 125
J and J take the show on the road for a very special episode recorded live at The Lincoln Theatre in Washington, DC. They begin the show by answering a listener submitted question asking when the right time would be to unfollow someone you casually dated. At 17:20 they conduct a dating app profile makeover for a lucky audience member. At 30:30 they invite another guest on stage to do a deal reveal featuring a weird string of texts. At 45:40 they play a revealing round of Red Flag Or Deal Breaker...
Dec 14, 2019•1 hr 27 min•Ep. 124
The J’s are back in the studio and start the show with a conversation about 90 Day Fiancé and what the show says about setting expectations in your relationship. Is it fair to change your expectations of your partner after being together for a long time? Next, a listener writes in asking how to correct someone’s technique in bed without being offensive. They offer up options for saying the right thing. This week’s Awkward Sexual Encounter involves a girl in a hot tub and a booty call. Another li...
Dec 11, 2019•1 hr 22 min•Ep. 123
Jared and Jordana are back to talk about gender roles, how they’re changing, and what they mean for your relationship. They start with an email from a listener who got broken up with because he cried in front of his girlfriend. The Awkward Sexual Encounter is all about a guy who stopped a hookup mid-makeout to admit that he farted. They give their best advice on how and when to fart in front of your partner. Next, they read an email from a listener who blacked out on a sixth date and is worried ...
Dec 04, 2019•1 hr 18 min•Ep. 122
J and J head to Boston for a very special episode recorded live at The Wilbur Theater. At 8:00 they kick things off by answering a listener submitted email. Then, at 16:30 they conduct a dating app profile makeover and deal reveal for a lucky audience member. At 30:20 they invite another guest on stage for a dating profile makeover. At 47:30 they play a revealing round of Red Flag Or Deal Breaker. Then at 57:20 they read some awkward sex, then close out the show with some audience Q&A. The U...
Nov 30, 2019•1 hr 43 min•Ep. 121
Double J is back in action just in time for the most regretful night of the year, Thanksgiving Eve. They start by breaking down Jared’s philosophy of the Thanksgiving eve drunk person pace car in hopes to save some listeners from being the drunkest person at the bar. Next, a listener writes in wondering what the best way to up her dating game in real life is in an effort to use the dating apps less. Then they dive into their awkward sexual encounter of the week which features some bad sex and a ...
Nov 27, 2019•1 hr 28 min•Ep. 120
J & J are back and start the show with a conversation about how to avoid getting grilled by your family about your relationship status over the holidays. Is Thanksgiving the toughest time to be single around your family? At 13:50 a listener writes in to ask if it’s okay to have dinner with a friend you used to have a crush on even though you’re in a relationship now. Are old love interests completely off limits for one on one drinks, or should your partner trust you enough to let it go? At 2...
Nov 20, 2019•1 hr 20 min•Ep. 119
J and J take the show on the road for a very special episode recorded live at The Miami Improv. They begin the show by answering a listener submitted question about sharing your Instagram before a first date. At 8:40 they conduct a dating app profile makeover for a lucky audience member. At 27:50 they invite another guest on stage to do a deal reveal featuring a weird string of texts. At 42:30 they’re joined by Nicole Lopez-Alvar of Bachelor fame to talk about life after Paradise and dating in M...
Nov 16, 2019•1 hr 30 min•Ep. 118
Coming in hot from the East Coast live tour, J and J kick off the episode discussing how to be more realistic on dating apps. Have these apps made it too easy for average guys to act like they’re god’s gift to women? At 15:40 a listener writes in to ask about sharing expenses when traveling as a new couple. Is a detailed spreadsheet the sign of a good partner or a huge turn off? The Awkward Sexual Encounter involves a divorced couple, a bottle of lube, and a muscle cream mix-up. At 39:25 another...
Nov 13, 2019•1 hr 15 min•Ep. 117
The J’s return to discuss the best way to deal with people who aren’t engaging on the dating apps. At 15:00 a listener writes in wondering how to pull out some conversation with the duds she’s been chatting with on the apps. At 22:45 they dive into their weird sexual encounter of the week from a listener wondering if she should be offended that the guy she’s hooking up with pours her a cup of mouthwash after every bang sesh. At 31:05 a listener writes in wondering whose responsibility it is to k...
Nov 06, 2019•1 hr 9 min•Ep. 116
J and J take the show on the road for a very special bonus episode recorded live at The Plaza Live in Orlando. They begin the show by asking the question “how do I bring up weird Instagram activity without sounding crazy?” At 19:30 they conduct a dating app profile makeover for a lucky audience member. At 47:20 the hosts of The Two Cups of Joe Podcast, Joey Fatone and Joe Mulvihill, share their dating stories and play a revealing round of Red Flag Or Deal Breaker. At 1:22:00 they close out the s...
Nov 02, 2019•1 hr 31 min•Ep. 115
The J’s are back in the studio in between their fall tour dates to cozy up and close out the month. They begin by decoding a cryptic text message that may or may not be asking for nudes. At 15:50 they help a listener looking to repair trust with a 4 month fling who was sexting someone else while they were out on a date. At 41:00 a listener writes in asking for an opinion about using the mute feature on Instagram to banish an old flame that was haunting her story views. At 47:20 they dive into th...
Nov 01, 2019•1 hr 24 min•Ep. 114
J and J are back to talk about why it’s so hard for women to initiate a date, and tell us the best way to steer the first-date conversation where you want it to go. At 21:05 they answer a listener question about how many dates she should wait before asks the guy out herself. Is it better to take the initiative early on or wait for your moment? At 28:10 the Awkward Sexual Encounter is all about a sleep talker, a weird sex request, and an expression of love that was probably meant for someone else...
Oct 23, 2019•1 hr 14 min•Ep. 113
Fresh off the Southeast leg of the U Up? Live Tour, J and J recap everything that happened on the road. At 11:00 a listener writes in suggesting that people should encourage their boyfriends not to watch porn. Is your sex life destined to be more fulfilling if you cut out porn altogether? At 28:00 the Awkward Sexual Encounter involves a bar mishap, a trip to the ER, and a strange first kiss. At 35:55 another listener shares a strange text she received from the guy she’s dating where he admitted ...
Oct 16, 2019•1 hr 22 min•Ep. 112
The Js return from a very happy Yom Kippur to continue the best month of the year, fucktober. They start by addressing a listener who writes in wondering what the best way to let her dates know she’s admittedly high maintenance. At 31:50 they talk about their awkward sexual encounter of the week which features a trip to Tulum, some roadway felatio and a slamming door. At 44:05 a listener writes in wondering what to do about her inferiority complex with her friend. At 59:20 a listener writes in w...
Oct 09, 2019•1 hr 13 min•Ep. 111
F*cktober has arrived, aka the season of confusion. J and J are here to offer some clarity, starting with an email about hooking up again the morning after. Does not engaging in morning-after sex ruin your chances of being together? At 37:00 the Awkward Sexual Encounter is all about a weird choice of words. Is it acceptable to tell a girl you’re going to make her “nut” during sex? At 48:00 another listener asks how she should talk to her boyfriend about his terrible texting habits. Then at 1:04:...
Oct 02, 2019•1 hr 24 min•Ep. 110
J and J take the show on the road for a very special bonus episode recorded live at the Queen Elizabeth Theatre in Toronto. At 5:30 they ask the question “what’s the best way to be broken up with?” At 15:00 they conduct a dating app profile makeover for an audience member. At 29:20 they play a round of “Red Flag/Deal Breaker”. At 43:00, they untangle a text conversation in their puzzling “Deal Reveal.” At 55:15 they dive into their awkward sexual encounter. Thanks to our sponsors! Head to PRIVAC...
Sep 27, 2019•1 hr 27 min•Ep. 109
