Starcast Join the waitlist
Pleasure Project: Sex and Relationships

Pleasure Project: Sex and Relationships

Dating After 50 w/ Alyssa Dineen | Szn. 5 Ep. 6

Aug 6, 2026 · 46m

Coming soon to iPhone. Already have it? “Listen in Starcast” takes you straight there.

On this episode

About this episode

Dating in midlife can feel like a completely different world— especially if the last time you were single, dating apps didn’t even exist. Dr. Jenn Kennedy sits down with Alyssa Dineen, founder of Style My Profile, to talk about how to navigate modern dating with more confidence, authenticity, and a lot less burnout. They unpack the dating profile mistakes that may be working against you, why old or overly curated photos can sabotage connection , and why chemistry doesn’t always happen on the first date. Alyssa also challenges some of the assumptions women over 50 hear about dating, including the idea that men their age are only interested in younger women. They also explore dating after…