Sex With Dr. Jess

Sex Talk With My Mom: Cougars, Confidence & Grieving The Loss of a Spouse


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Mother-son duo Karen Lee and Cam join Dr. Jess and Brandon to share their story of loss, love and podcasting. They chat about:
Grieving the loss of Karen Lee’s husband and Cam’s dad
How to have more sex-positive conversations
How to date with confidence
Cam’s dating struggles and stories
How to be more vulnerable with your parents and children
Leaning into the awkwardness of dating and talking about sex
How Cam and Karen Lee came together and started this podcast
How they dealt with the death of Cam’s father together
How they get over the discomfort and were able to be vulnerable with one another
How Cam as a young man brought more sensitivity to dating and sex
Karen Lee's advice as a single woman, getting past the grief from her late husband
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TL;DR: Talking Sex With Your Parents Is Weird… and Worth It
Grief & pleasure can coexist. KarenLee started dating six months after losing her husband, proof that healing and desire are not mutually exclusive.
Awkwardness is a bridge, not a barrier. Cam & KarenLee didn’t start with anal jokes. They began with small chats and built trust from discomfort.
Sex isn’t emotionless. Even in hookup culture, we’re emotionally entangled. Cam reminds us: if emotions are always present, we should learn to talk about them.
You define your sexual values. Whether you’re down for casual or prefer connection, your values are valid no matter what culture says.
Confidence is earned, not innate. KarenLee wasn’t always bold. Her “COUGAR” acronym (Confident, Older, Unique, Genuine, Assertive, Racy) is a roadmap, not a personality type.
Product recs:
We-Vibe Touch X for gentle, comforting reentry into pleasure
Womanizer Duo 2 for deep stimulation + emotional grounding
Mindful Sex Course to enhance communication & connection
Explore more:
Understand Your Sexual Values (And Your Partner’s)
Emotional Seduction & Core Erotic Feelings
Bottom line: You don’t need to talk sex with your mom, but if you can lean into those vulnerable conversations with anyone, you might find new confidence, deeper healing, and better sex. Even if it starts with a cringe.
A Candid Conversation About Grief, Confidence & Taboo-Breaking Sex Talk
When was the last time you talked to your parents or your child about sex? For most folks, the answer is somewhere between “never” and “please don’t make me.” But mother-son podcast duo KarenLee and Cam of Sex Talk With My Mom are shattering generational silence with humour, heart, and a willingness to get uncomfortable in pursuit of intimacy.
KarenLee began her journey back into the dating world after the tragic loss of her husband (Cam’s father) and her story is one of unapologetic resilience. She didn’t just date again; she launched a YouTube channel, wrote books, and reclaimed the term “cougar” with sass and sincerity. Her acronym? Confident, Older, Unique, Genuine, Assertive and Racy.
Cam, a comedian, initially found himself squirming in the shadow of his mom’s unabashed openness. But when grief hit home, so did a new bond between them, one rooted in vulnerability, awkward honesty,
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Sex With Dr. JessBy Dr. Jess O'Reilly

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