"She's Out of Your League"

You've said it a hundred times. Maybe a thousand. And every time you say it, you train your brain to freeze the next time she walks into the room.

Leagues are a myth invented by guys who are scared of women.

She's a person. She has bad breath in the morning. She picks songs she can't sing in the shower. She overthinks her own texts.

Walk over. Say something. The league dissolves the second you open your mouth.

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Should I book a hotel instead?

Giovanni SouthSide

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My little sister is having an elopement or private wedding whatever you call it now a days early January in Boston.
She studies at Harvard medical school.
I will be flying in from our hometown San Diego and stay in Boston for 2 nights.

Should I book a hotel like a man should or crash with my mother and my sister's homegirl (fine as hell but engaged) ?
I would most likely crash on the couch.
They are staying in a 2 bedroom apartment that my sister loaned them since the owners are temporary out of the country and are friends with my sister reason for the cool gesture of giving the keys for a few nights.

I feel like I should book my own sh!t though and not interfere with my mom and the other broad.

Any solid guidance I would appreciate Im 32 by the way.
 
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"She's Out of Your League"

You've said it a hundred times. Maybe a thousand. And every time you say it, you train your brain to freeze the next time she walks into the room.

Leagues are a myth invented by guys who are scared of women.

She's a person. She has bad breath in the morning. She picks songs she can't sing in the shower. She overthinks her own texts.

Walk over. Say something. The league dissolves the second you open your mouth.

Read more...

MatureDJ

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I'd stay in the apartment. The women should stay in 2 room together, so you should be able to the bedroom for yourself.
 

BillyPilgrim

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Float the idea and see how they react. You know them, we don't. Obviously don't be pushy since you have reservations about imposing.
 

"You'll Never Feel READY to Walk Over"

Next Monday you'll feel more confident. After the gym you'll feel more confident. After one more drink you'll feel more confident. After you get a better haircut, a better jacket, a better job.

You've been "getting ready" for two years.

She's standing ten feet away right now. She'll be gone in four minutes. No amount of preparation will manufacture the courage that only comes from moving your feet.

Walk over. Stumble through the first sentence. Let it be clumsy. Let it be imperfect. You will feel more alive in those ten seconds than you have all month.

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2Rocky

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I like the Hotel idea. Gives you a lot more options on leaving, staying, and exclusive bathroom use. Hooking up for a ONS is now an option.

Scout on Tinder before you go.

Check out these places in town

 
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