When I asked my coworker out on a date, he rejected me. I'm still glad I put myself out there.

Tech Insider : Business
a woman and man chatting in an office while holding cups
The author (not pictured) asked her coworker on a date.

Westend61/Getty Images/Westend61

I always ran back to the same ex, calling her my backup plan. She's now engaged to someone else, and I learned how toxic I am.

Tech Insider : Business
a man comforting his distraught girlfriend
The author (not pictured) kept running back to his ex.

Witthaya Prasongsin/Getty Images

A dating expert explains why living apart keeps the spark alive in older relationships

Tech Insider : Business
Logan Ury
Logan Ury, a dating expert on "The Later Daters"

Jonny Marlow

I chat with my AI boyfriend all the time. My teenager thinks it's weird.

Tech Insider : Business, Technology
Kaamna Bhojwani and her AI boyfriend
Having an AI boyfriend is a complement to my life.

Kaamna Bhojwani

Teri Hatcher, 59, says it's 'just not that fun' to date at her age

Tech Insider : Business
Teri hatcher attends the World Premiere of the newly 3D remastered
Teri Hatcher was previously married twice.

John Phillips/Getty Images

I couldn't afford to move out when my boyfriend and I broke up. We're still roommates a year later because it makes works for us.

Tech Insider
a woman sitting far away from her ex on a couch
The author, not pictured, still lives with her ex-boyfriend.

Moyo Studio/Getty Images

I dated a man 15 years older, and everyone criticized me. Some said I was a gold digger and had daddy issues, but I loved him.

Tech Insider
Man and woman enjoying morning coffee together
A couple enjoying an early-morning coffee together.

Zinkevych/Getty Images

I dated a man 20 years older than me. He helped me jump-start my career and open up emotionally.

Tech Insider
a young woman and older man on a date, drinking coffee
The author, not pictured, was in an age-gap relationship.

Simonkr/Getty Images

My husband and I share phone and social media passwords. It makes me feel secure in our relationship.

Tech Insider
Cynthia Loya and Jorge Loya
My husband gave me his passwords while we were dating.

Samantha K. Barry

I'm giving dating apps another try as a single mom. Men interested in open relationships are a green flag.

Tech Insider
Nicola Prentis sitting down in a red dress
Nicola Prentis finds that men seeking open relationships are more honest about what they want.

Nicola Prentis

Subscribe to Dating