He’s Flirting with Me on Social Media, But Does He Like Me?

Hi Tavion,

How do you know if someone really is feeling you or not? I’ve been flirting with this guy on Twitter for about 2 months now, and that flirting hasn’t gone anywhere. I mean we haven’t exchanged numbers and haven’t gone on a date. Nothing. But he’s always liking my posts, and he always responding to my DMs. I want to ask him what’s up, but I don’t want to put myself out there like that. So knowing that, how do I figure out if he likes me?

-Twitter Fingers


Getting Back in the Dating Game in this Day and Age


I’m an older gent, single now for over 3 years. I had a really bad break up with a man I thought was my soulmate. We dated 6 for years. He was a couple years younger than I am.

I’m writing because ever since the break-up, there have been a plethora of younger men interested and bold enough to chase after me. I’m recently 46, but there have been younger men from early 30’s down to 19 declaring interest in me. This new dating scene is something to behold! My DMs across a few social media platforms have all been messaged and it’s not limited to race.

I recognize that I do not look my age as most black folks don’t. I’m just not sure what the appeal is. Not sure how to handle the attention. And really not sure why men my own age seem to be aloof, disinterested, confused and not sure what they want.

These younger fellas seem to know what they’re after, successful, intelligent, thoughtful and complete packages. But they also want to party every weekend and drink. That is no longer a life I wish to have. I’d like to settle down, cuddle and quietly build an empire. But everything I look to on all sides seems unstable.

What are good dating tips that could lead to something long term on either side of these fences I’m seeing? I’m ready to date/court, but, I don’t want to be some fling or ‘experience to see what it’s like’ either.

I hope all this makes sense.


A Grey Existence