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J and J start the show with an impromptu conversation about outside pressure to get engaged. Why is the default conversation for so many women to ask each other when the proposal is coming? At 17:20 a listener writes in wondering when it’s okay to ask someone if they’re open to being in a relationship. Is there ever really a good time to ask, or is this the wrong approach altogether? At 40:00 they answer an email from a guy who blew it on the first date and immediately got put in the friend zone. Can you ever recover once you’re put in that category? Another listener asks why she can’t seem to get guys to date her despite being “intimidatingly attractive” and successful. Has anyone ever been too hot to date, or is she just kidding herself? At 1:00:10 they close the show with a round of Red Flag or Deal Breaker. Thanks to our sponsors! Leesa- Order today and get 15% off your purchase for a limited time at leesa.com/UUP and use promo code UUP. Away- For $20 off a suitcase, visit awaytravel.com/UUP and use promo code UUP during checkout! Learn more about your ad choices. Visit megaphone.fm/adchoices

5 Kesä 20191h 11min

J and J are back and start the show with a conversation about girls taking on the role of vacation planner in a relationship. Why does it seem like it’s always on women to keep things exciting? At 17:30 the Awkward Sexual Encounter of the Week features a latex glove and a lot of confusion. At 34:35 a listener writes in to ask if it’s weird that her boyfriend refuses to share his phone passcode. Does this guy have something to hide, or is he just protecting his own privacy? At 49:45 they play a round of Red Flag or Deal Breaker. Then at 59:07 they’re joined by Dr. Helen Fisher, Chief Scientific Advisor to Match.com, to talk about how the way millennials are dating differs from generations before them. They discuss the “slow love” dating trend that results in longer lasting and more committed relationships. Why are people sleeping together faster and falling in love slower? Dr. Fisher explains why first dates are less common today and seem to carry more weight than they did in the past. At 1:20:00 they talk about the best way to approach dating apps and close the show with a conversation about the difference between how men and women set their friends up. Thanks to our sponsors! Cheers- To order, visit CHEERSHEALTH.COM and enter promo code UUP at checkout to get 10% off your first order, plus a free gift! Learn more about your ad choices. Visit megaphone.fm/adchoices

29 Touko 20191h 41min

The J’s kick off with news about the Red Flag or Dealbreaker card game, and Jared reveals where he’s headed for the long holiday weekend. At 16:30, the awkward sexual encounter of the week involves a guy who came over for dinner and just wouldn’t leave. Is the second date too soon to cook dinner for someone? At 24:55 a listener writes in to ask how to pass a guy she's no longer interested in dating off to a friend. Does any guy really want to be set up by someone they’re hooking up with? At 35:20 they’re joined by comedian Ronny Chieng of Crazy Rich Asians and The Daily Show. They dive into the concept of sexual racism and discuss why people are so resistant to acknowledging their biases. What’s the difference between having a “type” and just being flat out racist in your sexual choices? At 105:30 they react to a listener-submitted text exchange that’s mildly racist and definitely inconsiderate. Is this guy rude or just really into his body? At 1:25:00 they close the show with a game of Red Flag or Deal Breaker. Check out Ronny’s Daily Show story about sexual racism here: Sexual Racism: When Preferences Become Discrimination Thanks to our sponsors! Leesa- Order today and get 15% off your purchase for a limited time at leesa.com/UUP and use promo code UUP. Learn more about your ad choices. Visit megaphone.fm/adchoices

22 Touko 20191h 35min

J and J are back to talk about Jordana’s trip to Mexico and Jared shares a family rule for weekend beach trips. They tell us what you should and shouldn’t put on the bachelorette party itinerary. At 15:00 they ask whether or not you need to tell the person you’re with about past hookups. This leads to a story about Jared’s ex having a weirdly close friendship with a guy friend. At 47:05 the Awkward Sexual Encounter of the Week starts with a guy carrying home street furniture and ends with him cutting a chunk of his date’s hair off. At 1:02:45 a listener writes in to ask if a relationship can survive a dramatic body transformation or do insecurities get in the way? Another listener asks if she should be concerned that her boyfriend follows a stripper on Instagram and likes all her pictures. At 1:21:00 they close the show with a round of Red Flag or Deal Breaker, and play a new game called Would You Call Off the Wedding. Thanks to our sponsors! Thirdlove- Go to thirdlove.com/UUP now to find your perfect-fitting bra and get 15% off your first purchase! Flamingo- Get a set with all your shave essentials from Flamingo, a $22 value, for just $16 plus free shipping today when you visit shopflamingo.com/UUP Learn more about your ad choices. Visit megaphone.fm/adchoices

15 Touko 20191h 27min

J and J are back to talk about moving in together with your boyfriend. Is the end of your lease a good enough reason to talk about getting a place together? At 25:10 the awkward sexual encounter of the week involves a ‘Hey Arnold’ DVD, bad kissing skills, and a guy who can’t get it up. When is it time to just admit that a hook-up isn’t going well? At 40:50 a listener writes in to ask if she is being too picky with guys on dating apps. At 53:20 another listener asks if she says “I love you” too often to her boyfriend. At 1:04:35 they close the show with a game of Red Flag or Deal Breaker. Leesa- Order today and get 15% off your purchase for a limited time at leesa.com/UUP and use promo code UUP. Cameo- Browse through more than 10,000 celebrities and get a personalized video shoutout on Cameo.com. Use promo code UUP for 20 percent off! Learn more about your ad choices. Visit megaphone.fm/adchoices

8 Touko 20191h 15min

The J’s return to declare cuffing season officially over. They start by talking about the new phenomenon of guys making their location status on dating apps their office in the city when they actually live in the suburbs. At 27:50 they dive into their Awkward Sexual Encounter of the Week which features a passionate make-out, a peanut allergy, and an emergency trip to the pharmacy. At 39:10 a listener writes in wondering how to reintroduce condoms into a sexual relationship with a guy who she’s not exclusive with. At 50:45 a listener writes in wondering why dating app compliments lead to guys being too sexual on dating apps. At 1:01:35 they play red flag or deal breaker. Thanks to our sponsors! Cameo- Browse through more than 10,000 celebrities and get a personalized video shoutout on Cameo.com. Use promo code UUP for 20 percent off! Cheers- To order, visit CHEERSHEALTH.COM and enter promo code UUP at checkout to Get 10% off your first order, plus a free gift! Learn more about your ad choices. Visit megaphone.fm/adchoices

1 Touko 20191h 13min

Double J is back asking the tough hypothetical questions. Is some amount of jealousy in a relationship actually healthy? At 20:40 they breakdown their weird sexual encounter of the week which features a new relationship, a hometown trip, and a 3AM switcheroo. At 34:00 a listener writes in wondering if her boyfriend is sexually distant because he’s nervous about their impending move in together. At 46:40 they’re joined by Vinny Guadagnino of MTV’s “Jersey Shore” and “Double Shot At Love” to talk about performing at Chippendales, sex without kissing and dating 20 women on national television with his pal, DJ Pauly D. Thanks to our sponsors! Leesa- Order today and get 15% off your purchase for a limited time at leesa.com/UUP and use promo code UUP. Myro- Get 50% off your first order and get started today for just $5! Visit mymyro.com/UUP and use promo code UUP. Cameo App- For 20% off site-wide, visit Cameo.com and enter promo code UUP. Learn more about your ad choices. Visit megaphone.fm/adchoices

24 Huhti 20191h 32min

J and J are back asking the tricky question, how do we ask for more sex in relationships? At 14:45 an undersexed listener writes in wondering what to do about his girlfriend’s sex drive not matching up with his. At 32:25 they dive into their weird sexual encounter of the week which includes a lack of protection, a blowjob, and an inconvenient nap. At 39:40 a listener writes in wondering if she’s doing something to repel men from dating her more seriously. At 50:50 a newly single listener writes in wondering if he’s scaring dates away because he gives off too much of a relationship vibe. At 59:25 they play a round of red flag or deal breaker. Thanks to our sponsor! Third Love- Go to THIRDLOVE.com/UUP now to find your perfect-fitting bra... and get 15% off your first purchase! Learn more about your ad choices. Visit megaphone.fm/adchoices

17 Huhti 20191h 11min