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Laura doesn’t have trouble asking anyone about anything....for the podcast. But when it comes to her personal life, she needs help making conversation with new people without feeling awkward. How do you go from small talk to a real connection? | Thanks to our sponsor SilverSingles. More at www.silversingles.com/datingwhilegray.

Laura introduces listeners to Great Grief, a podcast about love and loss hosted by Grammy-nominated singer Nnenna Freelon who experienced a shift in every aspect of her life following the death of her husband Phil. | Learn more at www.greatgrief.com.

No matter which path we take to find love, the journey can be more difficult if we’re bringing too much baggage along with us. How do we leave the unnecessary heavy stuff behind for a fresh start at romance? | Thanks to our sponsor SilverSingles. More at: www.silversingles.com/datingwhilegray.

With millions of people spending a chunk of time on social media sites daily, it seemed inevitable one of these platforms would elbow its way into the love business. How about using social media —officially and unofficially — to make love connections? | Thanks to our sponsor SilverSingles. More at www.silversingles.com/datingwhilegray.

Laura has a very special announcement for podcast listeners about what to expect over the summer. | Learn more at www.datingwhilegray.com.

On the Season 3 finale, Laura turns the mic over to DWG listeners. They share details from their personal, yet highly relatable, gray dating journeys. And they ask Laura to tap experts to address their questions related to sex, grown kids, and money. (Guess which topic makes Laura really squirm!) | Thanks to our sponsor SilverSingles. More at: silversingles.com/datingwhilegray

Are you starting to fret that despite all of your efforts, you’ll never find The One? Here’s a little inspiration to relax and just let it be: three stories of not seeking love, but magically finding it. | Thanks to our sponsor SilverSingles. More at silversingles.com/datingwhilegray.

An entire generation grew up with songs on the radio that basically were cautionary tales about being single. 1968 brought us “One is the Loneliest Number.” 1972 gave us “Alone Again (Naturally).” And "All By Myself” charted in 1975. No wonder some of us are fearful of being on our own! So is it still popular opinion that being uncoupled is to be avoided at all costs? | Thanks to our sponsor SilverSingles. More at: silversingles.com/datingwhilegray.

Sugar daddies. Cougars. Cradle robbers. When it comes to couples with age differences, there are so many silly labels. It's true that May-December romances make some people uncomfortable, but after we reach a certain age, how much should an age gap even matter? | Thanks to our sponsor SilverSingles. More at www.silversingles.com/datingwhilegray.

Anita, like many of us, was essentially taught that a herpes diagnosis means the end of a good sex life. Now it's time for a real education about the sexually transmitted infection, which is extremely common and far less terrifying once you open the door to conversation about it. | Support this show with a donation to wunc.org/give.