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Stop Waiting for the “Perfect” Time to Date
Stop Waiting for the “Perfect” Time to Date
I’ve met so many incredible women who are smart, funny, gorgeous, and creating an amazing life, who also have a genuine desire for connection.
Yet often, they’re not the ones ending up in healthy, committed relationships.
This is often because they wait.
They hesitate.
They overthink.
- “I’ll start dating when the timing feels right.”
- “I’ll open up when I’m sure I won’t get hurt.”
- “I’ll try again when I feel 100% confident.”
- “I will wait until I lose 10 pounds (or 5 kilos).”
The problem is that while they’re waiting for perfect conditions, other women are already taking small, brave steps forward.
The women who gain tractionThe women who thrive in dating aren’t necessarily the youngest or the prettiest. They’re the ones who are willing to move. They send the message. They show up for the coffee date. They put their profiles out there even if they’re still tweaking the photos.
They act before they feel completely ready. And because of that, they build momentum.
The truth about readinessYou’ll never feel entirely safe and ready when it comes to dating. There’s always risk. There’s always vulnerability. But if you’re waiting for perfect certainty before you act, you’ll be waiting forever.
Love doesn’t arrive because you’ve done all the thinking. Love arrives when you’re willing to step into the unknown, take action, and keep moving even if it feels imperfect.
(I will say as a caveat, that if you have recently come out of a long term relationship and need time to recover and reset, it’s perfectly normal and healthy to wait before diving into a new relationship.)
A gentle challengeThe truth is this: momentum matters more than perfection. The women who move - even imperfectly - are the ones who find the connection they’re seeking.
I am currently the oldest and heaviest I have been in my life. I am having fun chatting to me on the apps, on the phone, and going on dates. I am putting myself out there and meeting people. Are some dates duds, sure. And some are great fun.
You and I won’t meet your next partners sitting at home waiting for everything to be perfect before we jump into dating.
So here’s the invitation:
What’s one step you’ve been putting off because you’re waiting for the “right time”?
- Is it creating your dating profile?
- Saying yes to a date you’re curious about?
- Allowing yourself to be open to connection again?
Choose one action this week. Take it before you feel ready. And notice how much lighter it feels to be moving instead of waiting.
Join the community at mydatinglounge.com — it will redirect you straight to where we gather. Inside, you’ll find connection, conversation, and encouragement from women just like you.
Love
Ayesha
View all episodes
By Ayesha HiltonStop Waiting for the “Perfect” Time to Date
I’ve met so many incredible women who are smart, funny, gorgeous, and creating an amazing life, who also have a genuine desire for connection.
Yet often, they’re not the ones ending up in healthy, committed relationships.
This is often because they wait.
They hesitate.
They overthink.
- “I’ll start dating when the timing feels right.”
- “I’ll open up when I’m sure I won’t get hurt.”
- “I’ll try again when I feel 100% confident.”
- “I will wait until I lose 10 pounds (or 5 kilos).”
The problem is that while they’re waiting for perfect conditions, other women are already taking small, brave steps forward.
The women who gain tractionThe women who thrive in dating aren’t necessarily the youngest or the prettiest. They’re the ones who are willing to move. They send the message. They show up for the coffee date. They put their profiles out there even if they’re still tweaking the photos.
They act before they feel completely ready. And because of that, they build momentum.
The truth about readinessYou’ll never feel entirely safe and ready when it comes to dating. There’s always risk. There’s always vulnerability. But if you’re waiting for perfect certainty before you act, you’ll be waiting forever.
Love doesn’t arrive because you’ve done all the thinking. Love arrives when you’re willing to step into the unknown, take action, and keep moving even if it feels imperfect.
(I will say as a caveat, that if you have recently come out of a long term relationship and need time to recover and reset, it’s perfectly normal and healthy to wait before diving into a new relationship.)
A gentle challengeThe truth is this: momentum matters more than perfection. The women who move - even imperfectly - are the ones who find the connection they’re seeking.
I am currently the oldest and heaviest I have been in my life. I am having fun chatting to me on the apps, on the phone, and going on dates. I am putting myself out there and meeting people. Are some dates duds, sure. And some are great fun.
You and I won’t meet your next partners sitting at home waiting for everything to be perfect before we jump into dating.
So here’s the invitation:
What’s one step you’ve been putting off because you’re waiting for the “right time”?
- Is it creating your dating profile?
- Saying yes to a date you’re curious about?
- Allowing yourself to be open to connection again?
Choose one action this week. Take it before you feel ready. And notice how much lighter it feels to be moving instead of waiting.
Join the community at mydatinglounge.com — it will redirect you straight to where we gather. Inside, you’ll find connection, conversation, and encouragement from women just like you.
Love
Ayesha