Sexy Business Podcast

Dating in Your 30s & 40s: Hookups, Red Flags & Crazy Stories

Eisve and Karolina Season 1

Dating in your 30s & 40s isn’t easy! 💋 In this episode of Sexy Business Podcast, we share our funniest, craziest, and most awkward dating stories — from 🚩 men who want kids after one date, to forced kisses, motel surprises, and the guy who only had 10 euros at dinner.
We talk hookup culture, red flags, cultural differences, and what it really means to date with kids and limited time.

✨ What’s your wildest dating story? Share in the comments!
Don’t forget to like & subscribe for more real talk on love, sex, and relationships.

00:00 – Welcome back & why dating was the starting theme of the podcast
00:58 – Getting back to dating after a long relationship
02:05 – First date stories: from “let’s have kids” to cultural mismatches
05:33 – Awkward jokes, boundaries, and forced kisses
07:55 – Cultural differences in dating: Spain vs. Lithuania/Nordics
08:52 – Dating “leftovers,” age brackets, and second-wave divorcees
09:43 – Experiences with dating apps: hookups, confusion, and deleting apps
10:36 – Redefining what we actually want from dating in our 30s
13:58 – Dating intentions: long-term, fun, sex, or companionship?
17:48 – Dating as a parent & limited time realities
19:26 – Craziest date stories: the motel surprise
22:03 – Missing curiosity and slow exploration in dating
26:33 – Vanilla vs. wild: different dating/sexual preferences
27:14 – The “I only have 10 euros” date story
29:29 – Spotting red flags early in dating
31:13 – Modern dating impatience & endless options on apps
32:47 – Wrapping up: lessons, masks, expectations, and honesty
33:36 – Why sharing dating stories with friends (and on the podcast) matters