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Post Office Run

politepilot

Space Monkey
space monkey
Joined
Aug 9, 2025
Messages
24
I’m so mad at myself for this outing.








The Missed Freshman








On the way to the post office to deliver the key back to my ex, I saw a girl with a backpack bending over. Perky tits, caught my attention right away. I even crossed the street with the envelope in my hand (pretty obvious I was angling to “accidentally” run into her).





When she came by, I froze. She was so short with that big backpack that my brain immediately panicked: “is this a child?” Realistically though, that’s the route to college — she had to be a freshman. It wouldn’t have hurt to ask. But I chickened out. Once she passed, I realized I should’ve turned around and done it. I didn’t.








After the Post Office








I saw another college girl after, started to follow, but she was too far ahead and I was rushing to get back home. Didn’t pull the trigger.








The One Rep








At the crosswalk I finally got one in. Woman in her mid-30s, probably older than me. I asked, “Can I ask you a random question?” She said yes.


Me: “Could I make a painting of you?”


Her: “No.” (very dismissive tone)





I laughed it off. Not a win, but at least I got my 1 rep for the day.
 

Jegor

Rookie
Rookie
Joined
Sep 5, 2025
Messages
5
I’m so mad at myself for this outing.








The Missed Freshman








On the way to the post office to deliver the key back to my ex, I saw a girl with a backpack bending over. Perky tits, caught my attention right away. I even crossed the street with the envelope in my hand (pretty obvious I was angling to “accidentally” run into her).





When she came by, I froze. She was so short with that big backpack that my brain immediately panicked: “is this a child?” Realistically though, that’s the route to college — she had to be a freshman. It wouldn’t have hurt to ask. But I chickened out. Once she passed, I realized I should’ve turned around and done it. I didn’t.








After the Post Office








I saw another college girl after, started to follow, but she was too far ahead and I was rushing to get back home. Didn’t pull the trigger.








The One Rep








At the crosswalk I finally got one in. Woman in her mid-30s, probably older than me. I asked, “Can I ask you a random question?” She said yes.


Me: “Could I make a painting of you?”


Her: “No.” (very dismissive tone)





I laughed it off. Not a win, but at least I got my 1 rep for the day.
Do not , think. Just do it, ur being too conscious and after thinking a bit more u start to think about bad outcome too , I know u did and then fear takes over.

That's the problem, do it fast.
 

OldGuy

Cro-Magnon Man
Cro-Magnon Man
Joined
Jun 10, 2017
Messages
302
Can I ask you a random question sounds like you are trying to sell her something or taking a poll (although on campus they might think it is a class project). And you been told before that it is was too early to ask to paint her!
 
the right date makes getting her back home a piece of cake

politepilot

Space Monkey
space monkey
Joined
Aug 9, 2025
Messages
24
I agree. this is almost my way of being able to thoughtlessy hit on mid chicks that I'd otherwise not want to ask on a date. My life feels more fun when I have an excuse to hit on mid chicks, i guess. bc deep down, im still that guy that gets obsessed with the hottest girl.

i guess this is my way of having a line for me to fall back on, but i definitely need to go back to basics with my game, especially since i fucked it up with the P.G.O.A.T. from my business class who i'm sure i would've gotten if i had just asked her to get coffee instead (that's for a special girl thread another time)
 
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