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What's the boldest thing you said or did to a female??

Daqueef

Daqueef

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I'm not sure if this story is my "boldest" but it was the first one that comes to mind.



Years ago before law school, there was this girl in HR at my work. She was hot. I'm a fairly good looking guy but she was a little out of my league looks wise. She was also engaged when I started working there. But my cubicle was next to hers so we became work friends. And after a few months, it became more than work friends but strictly platonic to that point. She had some good looking girl friends and I was hoping to parlay a friendship with a taken girl into hooking up with some of her friends.



One day after work we are at a happy hour and we've both had a few drinks. Our conversation ends up talking about sex and she is complaining that her fiance doesn't give good oral. She says it's not a deal breaker though because no guy has ever made her orgasm from oral.



I get bold and tell her she must have been with some talent-less clowns because I've never not given an orgasm doing oral. Blah, Blah, Blah back and forth follows. So I say this. I'll make you a bet. We go to my place right now and I'll give you oral. If you don't orgasm, we pretend it never happened. But if you orgasm, you have to blow me and I get to give you a facial.



She takes the bet. Without going into details, shortly thereafter she calls off the wedding and breaks up with her fiance. We dated for about 4 months and then I dumped her.
 
Daqueef said:
I'm not sure if this story is my "boldest" but it was the first one that comes to mind.



Years ago before law school, there was this girl in HR at my work. She was hot. I'm a fairly good looking guy but she was a little out of my league looks wise. She was also engaged when I started working there. But my cubicle was next to hers so we became work friends. And after a few months, it became more than work friends but strictly platonic to that point. She had some good looking girl friends and I was hoping to parlay a friendship with a taken girl into hooking up with some of her friends.



One day after work we are at a happy hour and we've both had a few drinks. Our conversation ends up talking about sex and she is complaining that her fiance doesn't give good oral. She says it's not a deal breaker though because no guy has ever made her orgasm from oral.



I get bold and tell her she must have been with some talent-less clowns because I've never not given an orgasm doing oral. Blah, Blah, Blah back and forth follows. So I say this. I'll make you a bet. We go to my place right now and I'll give you oral. If you don't orgasm, we pretend it never happened. But if you orgasm, you have to blow me and I get to give you a facial.



She takes the bet. Without going into details, shortly thereafter she calls off the wedding and breaks up with her fiance. We dated for about 4 months and then I dumped her.
Click to expand...

How did your do on your SATs?
 
Daqueef said:
<>
Years ago before law school

<>
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Let me tell you about this thing that went down a few months before I conquered Mars . . .
 
Daqueef said:
I'm not sure if this story is my "boldest" but it was the first one that comes to mind.



Years ago before law school, there was this girl in HR at my work. She was hot. I'm a fairly good looking guy but she was a little out of my league looks wise. She was also engaged when I started working there. But my cubicle was next to hers so we became work friends. And after a few months, it became more than work friends but strictly platonic to that point. She had some good looking girl friends and I was hoping to parlay a friendship with a taken girl into hooking up with some of her friends.



One day after work we are at a happy hour and we've both had a few drinks. Our conversation ends up talking about sex and she is complaining that her fiance doesn't give good oral. She says it's not a deal breaker though because no guy has ever made her orgasm from oral.



I get bold and tell her she must have been with some talent-less clowns because I've never not given an orgasm doing oral. Blah, Blah, Blah back and forth follows. So I say this. I'll make you a bet. We go to my place right now and I'll give you oral. If you don't orgasm, we pretend it never happened. But if you orgasm, you have to blow me and I get to give you a facial.



She takes the bet. Without going into details, shortly thereafter she calls off the wedding and breaks up with her fiance. We dated for about 4 months and then I dumped her.
Click to expand...

Is this a sexual fetish of yours?
 
Allow me to plagiarize just a bit...



or as my (imagnary) girlfriend tells it...

 
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Daqueef said:
I'm not sure if this story is my "boldest" but it was the first one that comes to mind.



Years ago before law school, there was this girl in HR at my work. She was hot. I'm a fairly good looking guy but she was a little out of my league looks wise. She was also engaged when I started working there. But my cubicle was next to hers so we became work friends. And after a few months, it became more than work friends but strictly platonic to that point. She had some good looking girl friends and I was hoping to parlay a friendship with a taken girl into hooking up with some of her friends.



One day after work we are at a happy hour and we've both had a few drinks. Our conversation ends up talking about sex and she is complaining that her fiance doesn't give good oral. She says it's not a deal breaker though because no guy has ever made her orgasm from oral.



I get bold and tell her she must have been with some talent-less clowns because I've never not given an orgasm doing oral. Blah, Blah, Blah back and forth follows. So I say this. I'll make you a bet. We go to my place right now and I'll give you oral. If you don't orgasm, we pretend it never happened. But if you orgasm, you have to blow me and I get to give you a facial.



She takes the bet. Without going into details, shortly thereafter she calls off the wedding and breaks up with her fiance. We dated for about 4 months and then I dumped her.
Click to expand...

So you actually had to make a bet that you would be successful? Basically you admitted the possibility of failure--- personally I don't consider that "bold" or confident.

Bold is not having to throw stuff out there like a bucket of chum. The better tactic is not as direct-- something which also translates to the actual "mechanics" of how a woman's anatomy works too BTW. What I know is that for women the physical experience will be directly tied to the emotional/psychological experience too. In your story all you basically caught with your "fishing" was one of the standard stocked lake trout anyone could catch with a number 12 hook and some floating bait. Your tactic could never catch a "trophy fish"--- basically anything worth bragging about.

So then why are you bragging about it? ;)
 
ttwtt78640 said:
Allow me to plagiarize just a bit...



or as my (imagnary) girlfriend tells it...

Click to expand...


Well it also was to my 2nd grade teacher as well. First female I ever macked on was my 2nd grade teacher Miss Cook. The fact that she dressed like a pilgrim made absolutely no difference to me. I was not shallow. I put my hand on her thigh she would take it off and start giggling and asked me how my hand kept getting there. Then she just left it there after the 3rd time. I was bold & through the Stratosphere.
 
Court Jester said:
So you actually had to make a bet that you would be successful? Basically you admitted the possibility of failure--- personally I don't consider that "bold" or confident.

Bold is not having to throw stuff out there like a bucket of chum. The better tactic is not as direct-- something which also translates to the actual "mechanics" of how a woman's anatomy works too BTW. What I know is that for women the physical experience will be directly tied to the emotional/psychological experience too. In your story all you basically caught with your "fishing" was one of the standard stocked lake trout anyone could catch with a number 12 hook and some floating bait. Your tactic could never catch a "trophy fish"--- basically anything worth bragging about.

So then why are you bragging about it? ;)
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Not that you deserve a response but I'll give a quick one to hopefully straighten out that head of yours that is incapable of seeing the forest from the trees.



It wasn't a real bet. The bold part was making the move on an engaged girl who I thought was unattainable but sensed she was more into me than her fiance.



I was not bragging about it. It was a thread created. I understand you are too dense to understand the difference.
 
Boldest, eh?

Well, a gentleman never tells, but I will retell a story of what a friend of mine did in my presence.

We were in our early 20's and he had this girl coming over to his house and she said she was bringing a friend. Another friend of his stopped by and decided to hang around and give the kid a little competition on her friend.

Well, the two ladies stopped by dressed nice and smiling big, we all introduced ourselves and settled in on the couches to let the games begin.


The two women had barely removed their coats when my buddy, the one who had already had relations with the one, decides he's going to get up and put on a little music.

Now, do you think it was BoyzIIMen? Maybe a little Luther? Perhaps Marvin Gaye?

Nope.

Willie Dee's "I Want Some *****" starts blaring out of the speakers.

Me and the other guy looked at each other dumbfounded. We were speachless. What in the hell did this nutbag just do? :lamo

Well, the two ladies got up, put their coats on, said it was very nice meeting us, and left in all of about 2 minutes.

Me and the other guy look to our friend and say, "WTF are you doing man?!?!?!?!"

"**** that beating around the bush ****" he replied with a grin....


:slapme:
 
Daqueef said:
I'm not sure if this story is my "boldest" but it was the first one that comes to mind.



Years ago before law school, there was this girl in HR at my work. She was hot. I'm a fairly good looking guy but she was a little out of my league looks wise. She was also engaged when I started working there. But my cubicle was next to hers so we became work friends. And after a few months, it became more than work friends but strictly platonic to that point. She had some good looking girl friends and I was hoping to parlay a friendship with a taken girl into hooking up with some of her friends.



One day after work we are at a happy hour and we've both had a few drinks. Our conversation ends up talking about sex and she is complaining that her fiance doesn't give good oral. She says it's not a deal breaker though because no guy has ever made her orgasm from oral.



I get bold and tell her she must have been with some talent-less clowns because I've never not given an orgasm doing oral. Blah, Blah, Blah back and forth follows. So I say this. I'll make you a bet. We go to my place right now and I'll give you oral. If you don't orgasm, we pretend it never happened. But if you orgasm, you have to blow me and I get to give you a facial.



She takes the bet. Without going into details, shortly thereafter she calls off the wedding and breaks up with her fiance. We dated for about 4 months and then I dumped her.
Click to expand...


Its a long story so I will just jump to my last line

..and that's how I saved an Amazon Village from a marauding horde of army ants, using only a spoon and a cup of water.
 
Daqueef said:
I'm not sure if this story is my "boldest" but it was the first one that comes to mind.



Years ago before law school, there was this girl in HR at my work. She was hot. I'm a fairly good looking guy but she was a little out of my league looks wise. She was also engaged when I started working there. But my cubicle was next to hers so we became work friends. And after a few months, it became more than work friends but strictly platonic to that point. She had some good looking girl friends and I was hoping to parlay a friendship with a taken girl into hooking up with some of her friends.



One day after work we are at a happy hour and we've both had a few drinks. Our conversation ends up talking about sex and she is complaining that her fiance doesn't give good oral. She says it's not a deal breaker though because no guy has ever made her orgasm from oral.



I get bold and tell her she must have been with some talent-less clowns because I've never not given an orgasm doing oral. Blah, Blah, Blah back and forth follows. So I say this. I'll make you a bet. We go to my place right now and I'll give you oral. If you don't orgasm, we pretend it never happened. But if you orgasm, you have to blow me and I get to give you a facial.



She takes the bet. Without going into details, shortly thereafter she calls off the wedding and breaks up with her fiance. We dated for about 4 months and then I dumped her.
Click to expand...

You might want to take the company sex harassment session.
 
Daqueef said:
Not that you deserve a response but I'll give a quick one to hopefully straighten out that head of yours that is incapable of seeing the forest from the trees.



It wasn't a real bet. The bold part was making the move on an engaged girl who I thought was unattainable but sensed she was more into me than her fiance.
Click to expand...

No, I understood your story perfectly. And how you talked to some bimbo after work at bar who already had half a load on about going down on her, and so you bagged her.

So what, big deal. Not exactly a trophy, like I said.


Daqueef said:
I was not bragging about it. It was a thread created. I understand you are too dense to understand the difference.
Click to expand...

You absolutely were bragging about it, so 'cool story bro', is that what you wanted to hear?

I just would not classify what you shared as "bold". Bold would be getting the attention of a worthy prospect and treating her with respect and then if everything played out well earning mutual admiration and then seeing where that leads. Anyone can get some bimbo drunk and "sweet talk" her into the sack. But most people wouldn't act like that was something worthy of bragging about.
 
Court Jester said:
No, I understood your story perfectly. And how you talked to some bimbo after work at bar who already had half a load on about going down on her, and so you bagged her.

So what, big deal. Not exactly a trophy, like I said.




You absolutely were bragging about it, so 'cool story bro', is that what you wanted to hear?

I just would not classify what you shared as "bold". Bold would be getting the attention of a worthy prospect and treating her with respect and then if everything played out well earning mutual admiration and then seeing where that leads. Anyone can get some bimbo drunk and "sweet talk" her into the sack. But most people wouldn't act like that was something worthy of bragging about.
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Again read the thread title and get back to me...
 
Daqueef said:
Again read the thread title and get back to me...
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no-country-for-old-men-4.jpg
 
r/thathappened
 
Court Jester said:
No, I understood your story perfectly. And how you talked to some bimbo after work at bar who already had half a load on about going down on her, and so you bagged her.

So what, big deal. Not exactly a trophy, like I said.




You absolutely were bragging about it, so 'cool story bro', is that what you wanted to hear?

I just would not classify what you shared as "bold". Bold would be getting the attention of a worthy prospect and treating her with respect and then if everything played out well earning mutual admiration and then seeing where that leads. Anyone can get some bimbo drunk and "sweet talk" her into the sack. But most people wouldn't act like that was something worthy of bragging about.
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And please explain how you can talk about the boldest thing you've ever done and not come off bragging.



Use whats left of your noggin'
 
Daqueef said:
And please explain how you can talk about the boldest thing you've ever done and not come off bragging.



Use whats left of your noggin'
Click to expand...

Maybe you should try harder to make a bold and interesting thread topic.
 
The boldest? Had to be the time my Mom swatted me on the butt for something or other (deserved) and I said “that didn’t hurt”.
 
Moon said:
The boldest? Had to be the time my Mom swatted me on the butt for something or other (deserved) and I said “that didn’t hurt”.
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Haha. Sounds like my brother.
 
Daqueef said:
I'm not sure if this story is my "boldest" but it was the first one that comes to mind.



Years ago before law school, there was this girl in HR at my work. She was hot. I'm a fairly good looking guy but she was a little out of my league looks wise. She was also engaged when I started working there. But my cubicle was next to hers so we became work friends. And after a few months, it became more than work friends but strictly platonic to that point. She had some good looking girl friends and I was hoping to parlay a friendship with a taken girl into hooking up with some of her friends.



One day after work we are at a happy hour and we've both had a few drinks. Our conversation ends up talking about sex and she is complaining that her fiance doesn't give good oral. She says it's not a deal breaker though because no guy has ever made her orgasm from oral.



I get bold and tell her she must have been with some talent-less clowns because I've never not given an orgasm doing oral. Blah, Blah, Blah back and forth follows. So I say this. I'll make you a bet. We go to my place right now and I'll give you oral. If you don't orgasm, we pretend it never happened. But if you orgasm, you have to blow me and I get to give you a facial.



She takes the bet. Without going into details, shortly thereafter she calls off the wedding and breaks up with her fiance. We dated for about 4 months and then I dumped her.
Click to expand...

You sound swell.
 
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