"She Wants a Man, Not a Boy"

You asked her if she wanted to grab coffee. Then you asked if the time worked. Then you asked if the place was okay. Then you asked if she'd prefer tea.

Four questions. Four chances for her to say no. Four signals that you're terrified of making a decision.

Plan it. Pick the place. Pick the time. Tell her where to meet you. She'll either show up or she won't.

Either way, you look like a man instead of a scared little boy.

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Should I book a hotel instead?

G

Giovanni SouthSide

Master Don Juan
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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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"You Can't Argue a Woman Into Liking You"

You made your case like a lawyer. Stable job. Good guy. Ready for something real. All true. All irrelevant.

She weighed your points, nodded along, felt nothing — then fell hard for some tattooed bartender with a motorcycle and a gambling problem.

Logic is where attraction goes to die. The "22 Rules" work a level deeper, on the subconscious switches that decide within minutes whether you register as a MAN or as part of the furniture.

Stop presenting evidence. Start flipping switches.

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MatureDJ

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

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.
 

"Stop Asking Your Friends What to Text Her"

Your buddy Dave has been single for three years and thinks "hey u up" is a valid strategy. Your other buddy Mike just got dumped and told you to "just be yourself."

You showed them her text. You asked them to decode the emoji. You drafted four responses and sent the screenshot to the group chat for a vote.

She's been waiting forty minutes.

Put the phone down. Stop crowdsourcing your love life. Type something that sounds like you. Hit send. Then go do literally anything else with your evening.

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2Rocky

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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