As more Gen Z and Millennial daters turn away from dating apps and report ‘swipe fatigue,’ people are looking to find love in the wild again. The problem is, we’re a little rusty. So on this episode, Now or Never takes you into some real-life dating stories as people take the first tentative steps to find love IRL. 

What better way to boost your dating profile than having your friends hype you up to a crowd of fellow singles? That's the idea behind Pitch-a-Friend nights, where people pitch what makes their single besties so awesome in a five-minute PowerPoint presentation. We crash a Pitch-a-Friend night in Edmonton to find out if any real-life connections are made.

When Lisa Cordileone’s marriage ended 11 years ago, she headed online looking for connection, but apps proved a bust. Trying to date in her small-town in northern Manitoba also made things tough. So last year, she moved to Winnipeg hoping to expand her dating pool. Now, for the first time, she’s putting herself out there at a singles event at a Winnipeg pool hall, and we get to tag along.

Stella Isaac is embracing solo dating. She's open to partnership, but the online and in-person experiences she's had as a dark skinned Black woman in Toronto have made that difficult. Stella invites us along for one of her solo date nights to talk about why these dates have served as the best form of self-care.

Single dad Richard Kemick is looking to dip his toe into the dating world again. There’s just one problem. His living situation is a little…complicated. And tough to sum up in the six minutes he has to make a good first impression at a speed-dating event in Vancouver this weekend. So Ify does a few practice runs with Richard on his opening lines, and finds out why it's so important for him to disclose everything on a first date.

After struggling on the dating apps, 29-year-old investment advisor Kyle Long is breaking out of his shell and trying to find love on the dance floor at salsa class – despite being a self-described introvert with two left feet. 

And an update with Krista Nugent, the real estate agent in Victoria who made headlines last year for a dating application she posted on her Instagram that said, like any realtor, she was open to referrals. Did she end up finding the one?