Social Anxiety

Big Talk and Heart-Opening Questions: Conversation Tips for Shy Introverts Who Can’t Seem to Find an LTR

Single and struggling to find a long-term relationship in spite of putting yourself out there? You’re not alone.

Kam is a 36-year-old woman who’s dated quite a bit in recent years but has never had a long-term relationship. She says she has plenty of options but “they never seem to go anywhere. Most of the time I know within a couple of minutes whether I’m interested in someone. And the guys I really like don’t seem to be into me.”

Arjun, a 29-year old man who’s eager to find his life partner and build a family, says he’s having a hard time getting first dates to begin with. “Most of the time when I match with someone on one of the apps, they’ll respond to a couple messages and then disappear. I don’t get it.”

When starting dating coaching or therapy with clients like Kam and Arjun, my team and I conduct a comprehensive assessment to clarify why they are chronically single. Among other things, we assess how shyness, introversion, and anxiety play into their capacity to build emotional connections on dates.

Chronically Single? 4 Reasons You Haven't Found Lasting Love (Yet)

Chronically Single? 4 Reasons You Haven't Found Lasting Love (Yet)

Ellie arrives in my office for her first session.  She‘s visibly nervous.  As we sit and talk, she places her eyes intently on her feet, breaking away periodically to catch my gaze and smile shyly.

“What prompted you to come in for dating help, Ellie?”  

“Well, I guess I started thinking about it on my 35th birthday...