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meeting. There is no such thing as being too goofy because as

the conversation continues you will show your serious side.

Walking through the park and asking to hear his best Squirrel

Call doesn’t make you seem crazy, it lets him know that it’s

okay to drop his cool and relax.

Environment observations may not work; if this is the

case then observe each other’s outfits, hair, accessories, and

break the ice that way. If you’re wearing something revealing,

don’t let it be an elephant in the room. If the girls are being

displayed with insane cleavage, own up to it, “If one pops out,

will you tell me or just throw it back in the shirt?” If you have

a wagon behind you, don’t make it awkward, you already

know he sees all that ass, so make it fun. “If my dress gets

stuck in my booty, you have permission to pull it out.” It’s all

about making the mood light, so he doesn’t feel like a stranger.

These same tactics work when going from a guy that’s

too lighthearted and you’re trying to get him to take you

seriously. Most men are jokers by nature, so if you have a guy

that’s being overly clownish to try and win you over, let him

know it’s okay to drop the Kevin Hart shtick. Let’s say that

you are grabbing cocktails with a guy that is hitting you with

joke after joke, trying way too hard to tickle your funny bone.

Counter that humor with something real. “I bet you’re the type

that only calls his mother once a week,” he’ll joke that he calls

her so much that she threatened to block him. Follow up and

ask about that relationship, how they get along. Things like

family are serious, and even a clown will take off his red nose

to tell you that his mother has been his rock or to regret that he

and his mother don’t get along. The Icebreaking doesn’t

always need to be silly it can also be heartfelt. If this man says

he and his mother don’t talk, don’t bring up the trauma, show

him that it’s all good, “Her loss, more of your time for me,

right?” If you see an opportunity to connect and be a friend, go

for it in a warm way. Show him through your attitude that he

doesn’t need to try so hard to be hilarious, that he can be free

to be a bit more real.

There will always be an opportunity within the first ten

minutes to break a man from his cool. I could list example

after example to use, but you shouldn’t be on a script. This is

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