The Ask Me Out

Trying different ways to build better real world connection

[The Ask Me Out @theaskmeout]

… and sometimes dating feels like an escalator to nowhere. It’s ok to get off and try something new.

[The Ask Me Out @theaskmeout]

I got asked the other day, what are you ‘maxxing’ this summer? My answer: ‘singal-maxxing’

[The Ask Me Out @theaskmeout]

Or at least I am trying too, wish me luck!

[The Ask Me Out @theaskmeout]

I got asked the other day, what are you ‘maxxing’ this summer? My answer: ‘singal-maxxing’

[The Ask Me Out @theaskmeout]

Making it clear that: 1) I am single and open to dating 2) I am dating intentionally 3) when I am interesting in someone I tell them

[The Ask Me Out @theaskmeout]

Slow down. Take your time to get to know people. Often they surprise you.

[Emily Lyons @msfatale]

The healthiest couple I ever matched told me their secret: "We never keep score."

Not with chores. Not with money. Not with who apologized last. Not with who was right.

They said the moment you start keeping score, you've already decided your partner is your opponent.

Twelve years in this business and that's still the smartest thing a client has ever said to me.

[The Ask Me Out @theaskmeout]

I know we want instant results, but real life takes time

[The Ask Me Out @theaskmeout]

POV: 10+ years on dating apps, no long term results

[The Ask Me Out @theaskmeout]

2 months wearing a shirt that says ‘ask me out’ and the internet is anxiously waiting

[The Ask Me Out @theaskmeout]

Between 2014 and 2015 the average age of first time home buyers rose from ~31 to 40 years old (National Association of Realtors, 2025)

[The Ask Me Out @theaskmeout]

@katz_yusuf Do you have the data source on this? Quick search tells me irish people going into monasteries is in decline.

[The Ask Me Out @theaskmeout]

We are now living in a society with the largest population of unmarried adults in modern history.

[The Ask Me Out @theaskmeout]

Full essay: https://t.co/Kwc3TEsvOE

[The Ask Me Out @theaskmeout]

I am looking at my life and the lives of my friends and asking “how did we get here?” And “what are we going to do about it?”

[The Ask Me Out @theaskmeout]

“At 35 years old, I woke up to realize I am now a major statistic.” by Kerry Stephens https://t.co/Kwc3TEsvOE

[The Ask Me Out @theaskmeout]

This is about all of us.

[Kerry Stephens @kerrysteph]

I just clicked publish on my first public essay:

At 35 years old I woke up to realize I am now a major statistic.

https://t.co/ntH22kiCCI

[Kerry Stephens @kerrysteph]

I just clicked publish on my first public essay:

At 35 years old I woke up to realize I am now a major statistic.

https://t.co/ntH22kiCCI