Search Results: single vs. being in a relationship

I remember getting in my first big age gap relationship at 28. I was dating a 20 year old. It was a weird combination of excitement, fear of judgment, concern about maturity and yet youthful fun and vigor. I was also the oldest guy she ever dated too. That one didn’t work out. She was very immature and a freeloader. I also sometimes acted purposely immature out of fear of looking too boring/old. There is a playful way to do that but you need to switch it off fast in when you are expected to be an adult. Not always easy to switch.

I’ve been in 3 other age gap relationships. Biggest gap was 34 and 21. That was doomed to fail from the start but we had a ton of fun while it lasted. She ghosted me after 9 months and I was surprised it lasted that long. The ghosting still hurt and was complete bullshit. But I knew that risk came with the territory.

I’m not opposed to dating women my age. As long their relatively attractive and have a positive attitude I’ll give it a shot. But here are the challenges:

- They are far fewer single women my age.
- They are usually divorced and/or have kids. Not a dealbreaker but it definitely complicates things.
- I also noticed single women my age forget how to be fun. I briefly dated a woman a year older than me and I was shocked/pissed off that she thinks it still okay to shit test men on sexual stuff. She lead me on and changed her mind at the last second. A grown ass woman should know better than that.
- If I want to get serious with one than having kids could be a bigger challenge.
- Some older single women are just mentally unstable. I know that same standard could be applied to me. But as a man nobody is taking a knee to propose to me in marriage. Being single at my age has much different ramifications (and bad stereotypes) as a man vs. a woman.

I've been on here for 6 years and pretty much know all the users on here. These are the same women I'd talk to on here years ago and they would lash out on me for me saying the slightest of things. Anyways years later these same women would end up talking nicely to me and being friendly with me acting like nothing ever happened. I click on their profile to find out they are in a relationship now vs the last interaction they were single.
Note: most of my interactions is from them answering my questions and they weren't even about relationships.