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    Health

    Sex With Dr. Jess

    In Sex With Dr. Jess, Dr. Jessica O’Reilly, Toronto-based sexologist, author, and media personality, shares tips on how to enhance your sexual life to improve the quality of your relationships. She interviews guests with questions ranging from how to deal with jealousy to getting down in the bedroom, as well as hosting thought-provoking episodes centered around compatibility and strengthening relationships.

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    Latest Episodes:
    Adult Film Star Kendra Lust on Confidence & Modern Relationships Nov 23, 2018
    Show notes

    Former Registered Nurse and Award-Winning Adult Film Star Kendra Lust shares insights and lessons on sexual confidence, working in porn, and how to have a lasting, happy marriage. Follow Kendra on... Instagram Twitter This podcast is brought to you by Desire Resorts.


    Sex & Cannabis Nov 16, 2018
    Show notes

    Are you curious about sex and cannabis? Do you understand between the difference between THC and CBD? And did you know that you can experience cannabis pleasure without getting “high”? Cannasexual, Ashley Manta, joins us and teaches us that we have a lot to learn. Follow Ashley on... Twitter Facebook Instagram Also check Ashley's online course, "The Ten Commandments of Hand Sex", available for purchase right now! This podcast is brought to you by Desire Resorts.


    A Glimpse Into Jess & Brandon’s Relationship – Part II Nov 09, 2018
    Show notes

    Jess and Brandon continue the “partner interview” and share details about their greatest fears, fondest memories, where they hope to be in ten years and what they’re working on in terms of self-development. This podcast is brought to you by Desire Resorts. Rough Transcript: This is a computer-generated rough transcript, so please excuse any typos. This podcast is an informational conversation and is not a substitute for medical, health or other professional advice, diagnosis or treatment. Always seek the services of an appropriate professional should you have individual questions or concerns. A Glimpse Into Jess & Brandon’s Relationship - Part II Participant #1: Hello. Hello. This is Jess O'Reilly, your friendly neighborhood sexologist here with Brandon again today. Back for a little more. Back for more? Yes. Gotten for punishment. I wouldn't describe these podcasts is that there are worst things I could do to you? Definitely. So before we get started, I want to say a big thank you to Desire Resorts for your support of this episode. Desire Resorts. They have multiple locations on the Mayan Riviera clothing optional couples only paradises where lots of fun happens. And Brandon can attest to that. Yeah, sometimes too much fun. Okay, we won't go there. Make sure you check out Desire Resorts and Desire Cruises. Now, last week, Brandon and I started this partnered interview that is designed to increase intimacy, promote understanding, deepen your commitment to the relationship by opening up new conversations that you don't normally have. And if you missed last week's podcast, go back and listen to it. And I'll just remind you that I often talk about how communication and relationships gets reduced to conversations related to work and money, kids and family and your agendas, your schedules. And although you have to talk about all of those important aspects of your life, they are not the foundation for an intimate relationship. And every couple I meet tells me they're really good at communicating. And the reality is we all struggle with communicating. So Brandon and I, for example, might have all the tools at our disposal, but we don't always use them. So, for example, even this interview is not something we've done before and forcing yourself to have these conversations once you're in the groove. Actually quite interesting. When I listened to your answers last week, I almost feel like I didn't know them. I knew them, but I didn't know them. And then it was really interesting. It's interesting. You say that because I think it's a bit of a braggadocious thing that, oh, I know everything about my partner. And the reality is I don't even want you to know everything about me. I also think that people whose attitudes are that they know everything. I hear it all the time. I assume that when somebody says that to me, it's an unwillingness to learn or hear somebody else's perspective. And more importantly, to learn something new, I actually feel like I always have something to learn. I feel the same way. Right. We were at the Everything to Do With Sex show this weekend, and I was talking about different sexual techniques, communication strategies, and people would come up and say, I think I have that covered. I'm an expert in that already, and I think it's so interesting because what I think is I wouldn't want to have sex with those people. I'm your partner, and I've heard you deliver these speeches hundreds of times, and I still feel like I could learn something new every time I listen to you speak. It's funny, because I've written multiple books, mostly on sex on sexual technique and positions, and I do not remember all of them, and I wrote them, so I have to go back. And certainly I am not the ultimate expert in any of these things. If I read any of my colleagues books, I always learn something new. So you've probably heard of the growth mindset versus the fixed mindset. And I do think that you, the listener,


    A Glimpse Into Jess and Brandon’s Relationship – Part I Nov 02, 2018
    Show notes

    Jess and Brandon interview one another in an attempt to better understand their own relationship. They talk about their initial attraction and what they want to work on in their relationship. This is part one of the “Lover’s Interview”. This podcast is brought to you by Desire Resorts. One of the best parts of my job involves facilitating workshops on relationships, communication, and sex — both online and in-person. I swear I do more learning than teaching and I love receiving feedback from participants — especially when they report that an activity or course positively affects their self-esteem and/or relationships. One of the most popular in-session activities for couples involves The Partner Interview, which almost always receives rave reviews. This exercise involves a very simple set of questions that you take turn answering with your lover. Here are just a few reasons why my clients and I love it: You can repeat it every few months and learn something new every time. It opens up new conversations. You can add your own questions to suit your personal needs. Even if you don’t use all the information right away, you’ll find that your partner’s answers will come in handy down the road. Brandon and I answered the first five questions in the podcast above and we walk through the second half of the questions in part II of the podcast here. If you want to try it for yourself, read through the questions below and take turns answering them with your partner. Alternate who answers each question first (e.g. if you answer #1 first, they answer #2 first) and consider sitting face-to-face if you’re comfortable doing so. Turn off all electronic devices so you’re not distracted by the dings and pings of your phone, tablet or laptop. (Brandon and I didn’t have this option since we were recording and we’ve decided to take the discussion offline this weekend so that we can reap the full rewards of this activity.) Do your best to answer the questions as honestly as possible and listen intently to your partner’s contributions. If you have trouble answering a question, you can pass. You may want to reflect on why some questions are difficult to answer and follow-up a few days later. You can download the Partner Interview here and the questions are posted below: Name/describe one thing you really appreciate about our relationship. What first attracted you to me? When do you feel closest to me? If I were to initiate sex tomorrow night, how would you like me to do it? What’s one thing you’d like to work on in our sexual relationship? What’s your greatest fear? What’s your fondest memory? What are YOU working on in your life right now and how can I support? Where do you see our lives together 10 years from now? Describe your perfect day. Set aside 30-45 minutes to complete this exercise and whatever you do, don’t be too hard on yourself or your partner. Talking about relationships and sex isn’t always easy to do! If you prefer, you can work your way through these questions 1-2 at a time. Rather than talking about your kids, work or plans, dig a little deeper. I hope you derive as many benefits from this activity as Brandon and I did. XOXO


    All About Polyamory Oct 26, 2018
    Show notes

    Is polyamory on the rise? Are throuples the new norm? And what’s the difference between polyfidelity, non-hierarchical polyamory, and relationship anarchy? Jenny Yuen, author of Polyamorous, joins Jess to share her personal experiences and professional insights on consensual non-monogamy. Follow Jenny on... Instagram Facebook Twitter Be sure to check out the 'Toronto Lit Up' book launch for Polyamorous happening on November 16th at Type Books. This podcast is brought to you by Desire Resorts.


    Face-Sitting 101 Oct 19, 2018
    Show notes

    Dee H. Black & Ladyee Vee join Jess in Atlanta to talk about their interactive Face-Sitting workshops. They share tips and techniques for this powerful sex act as well as insights into why it is gaining popularity. Follow DV Passion Love Experience, LCC here: Facebook Twitter Instagram This podcast is brought to you by Desire Resorts.


    Secrets of a Phone Sex Operator Oct 12, 2018
    Show notes

    Sex educator Domina Franco, a former semi-pro wrestler and phone sex operator, joins Jess and Brandon at The Sex Expo in Brooklyn. They discuss phone sex, Dominance, submission, dirty talk and how to make sex more exciting and authentic. Follow Domina on... Instagram Facebook This podcast is brought to you by Desire Resorts.


    Killing Kittens Sex Party Oct 05, 2018
    Show notes

    Are you curious about sex parties? What can you expect from a woman-focused sex party experience? Do you have to get naked and/or have sex? And what’s up with the name, Killing Kittens, anyway? Founder Emma Sayle, joins Jess and Brandon to share her story right before they attend their very first Killing Kittens party in New York. Follow Emma on... Instagram Twitter Follow Killing Kittens on... Instagram Facebook Twitter This podcast is brought to you by Desire Resorts.


    Getting Kinky With Bex Sep 28, 2018
    Show notes

    What is kinky sex? What goes down at kink camp? And how can you kink up your sex life? Bex Caputo joins Jess and Brandon to share his experience, insight, and expertise. Bex has been a proud and undeniable kinkster ever since he insisted on being served his meals in a dog bowl at the age of 8, so he knows his stuff! Follow Bex on... Instagram Twitter Youtube You can also check out Bex's podcast (with Kate Sloan), The Dildorks. This podcast is brought to you by Desire Resorts.


    A Bisexual Couple’s Story Sep 21, 2018
    Show notes

    Bisexuality, Double Standards & The Lifestyle: A Couple’s Story Thank you for supporting our work by using our discount code DRJESSVIP when shopping with our sponsors. We appreciate you deeply — your clicks and kindness keep the conversations going. Code DRJESSVIP THANK YOU! 💜 (for real) Code: DRJESSVIP-Save $ + Support Us! No pressure — but if you’re shopping, use our code DRJESSVIP for exclusive savings and a little support for us, too. Win-Win! LOVEHONEY.COM WE-VIBE.COM This is an affiliate link. We may earn a commission. Thank you! September 23rd is Bisexual Awareness Day, but bisexuality deserves more than a single day of recognition, especially when it’s still routinely misunderstood, erased, and treated with suspicion. In this episode of the Sex With Dr. Jess podcast, I sat down with Angelique Luna and John C. Luna — a bisexual, kinky, lifestyle couple and educators who are courageously open about their identities, advocacy, and lived experiences. Together, we talked about: The double standards this bisexual couple and other folks face, especially in the swing lifestyle Why bisexual men are often excluded or erased The compulsory bisexuality of women in swinging and porn-influenced spaces The false binary that says you’re either gay, straight, or lying How regional differences shape inclusivity in sex-positive spaces And the importance of healing and advocacy after trauma “You’re Not Bi Enough. You’re Too Bi.” It’s a frustrating paradox: bisexual women are expected to perform their queerness for male pleasure, and if they don’t meet specific porn-influenced expectations, their identities are questioned. Meanwhile, bisexual men often face suspicion or exclusion. As John shared, “We lost several partners… Couples we had been with just disappeared.” When he came out publicly as bisexual in the swing lifestyle, some people who were literally naked in bed with him ghosted, not because anything changed, but because of deep-rooted biases about masculinity and sexuality. “I was the same person I always was,” he shared. “But the moment I named it — the moment I said it out loud — everything changed.” Consent, Not Assumption The erotic landscape is not a one-size-fits-all fantasy. What’s sexy for one couple may feel performative or even unsafe for another, and yet many spaces still operate on assumptions rooted in heteronormativity and compulsory bisexuality. Angelique noted that even within “sex-positive” communities, she’s told she’s not bisexual “enough” because she doesn’t engage in every act. Meanwhile, John’s bisexuality is seen as “too much” simply because he names his desire. Let’s be clear: bisexuality isn’t about numbers or acts, it’s about attraction. You don’t need a 50/50 ratio to be bi. You don’t need to check off a list of experiences to validate your identity. And you certainly don’t owe anyone a performance of your sexuality. Swinging Isn’t Always as Inclusive as It Seems for Bisexual couples The swing lifestyle brands itself as open-minded and accepting, and in many ways, it can be. But when it centers straight male desire, it risks reproducing the very biases it claims to transcend. “We’re still the same people you played with last week,” said John, addressing the stigma that erupts when someone comes out. “Nothing has changed except that now you know.” Angelique added that aesthetics (especially in swinger spaces) reinforce patriarchy and privilege. A “hot wife” may be your “ticket in” whereas a “dad bod” with a bisexual orientation, not so much. Fortunately, more inclusive spaces are emerging, like Oasis Aqualounge in Toronto, which hosts dedicated nights for bi men, trans women, students, and more. These are the models we need: spaces that don’t just tolerate di...


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