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Sugar Dating... My start

It's gameday..leaving for Tokyo tonight.
ur19877 said:
My update with less than 1 week to go..

1 Meet and Greet appointment which will hopefully lead to a weekend night rendezvous with mid 30's girl (see funny Line exchange in my previous post)
1 Lunch/Hangout with a early 20's student that I promised I would try anything physical with
2 Day time dates a late twenties OL and 21 year student

There are two potential more meet and greets that may lead to dinner...but not being too aggressive and things could fall apart for my other dates because of the following scenario..

During the last trip, I met a girl at a bar, lied to her that I was not married and we have been exchanging Line texts... honestly.. mostly it's one sided.. it may take a day for her to respond and she rarely initiates the first text... she probably doesn't remember me too well and may not be interested in me.... but, who am i to turn down (possibly) free sex. And honestly, it is exciting. It has been a while since I have pursued a girl, and been intimate with someone in a non P4P way...she's attractive, smart, elegant in her early 40's... but i know she is a bit stuck up, materialistic and mean... but you take the good and the bad right?

I texted her in the past saying that we should have a good time when I am there next, with not even a yeah, or sure... I texted her again with a firm, I will be in Japan next week and let's hang out (my actual response was pretty smooth)... 3 days no response... I was ready to move on... put my plan into action with the 4 girls as listed above... and then boom... she sends me a cute 'OK' sticker..

given her track record of responding late, my willingness to prioritize her (what a nice guy I am), and me wanting to try all these dates... something may have to give..

we shall see....
Click to expand...

It's gameday and so far...nothing really has to give

Confirmed the following schedule:

* Meet and Greet with mid 30's girl is set for Wed night and we agreed if chemistry is there, we would meet Thursday night.
* Friday lunch date with early 20's student that I promised I would try anything physical with
* Saturday date late 20's OL girl is set
* Saturday night date with girl I met with bar was confirmed! Let's see if my non P4P skills are rusty..
* Sunday date with 21 yr student is set for asusaka.. Damn it might be cold..

Funny/Not Funny story: There was a girl who didn't make the cut. She was cute enough, but not enough communication via Line to spark enough interest for me to place her in the gameplan. She messages me, asking me when we will meet. I said, I can find time for a luch to align expectations, which may lead to another date at TBD. I said with work, I couldn't finalize anything. She went nuts, saying I was wasting her time, messaging her too much, don't ever contact her again, etc etc, yada yada. Potential minefield avoided. I should have known there was risk when she was sending multiple flattering messages before seeing my pic and when my profile was barebones... phew

At this point...trying to add any more meet and greets or further, would be just by luck/happenstance/stupidy. But don't put it past me .. I would be that stupid to try to add more my schedule.

Sprinkled in this...I still have to get my P4P sessions in... 4P @ Email Advance is one goal.

Let's get this party started...chat with you guys on the other side.

.
 
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ur19877 said:
It's gameday..leaving for Tokyo tonight.


It's gameday and so far...nothing really has to give

Confirmed the following schedule:

* Meet and Greet with mid 30's girl is set for Wed night and we agreed if chemistry is there, we would meet Thursday night.
* Friday lunch date with early 20's student that I promised I would try anything physical with
* Saturday date late 20's OL girl is set
* Saturday night date with girl I met with bar was confirmed! Let's see if my non P4P skills are rusty..
* Sunday date with 21 yr student is set for asusaka.. Damn it might be cold..

Funny/Not Funny story: There was a girl who didn't make the cut. She was cute enough, but not enough communication via Line to spark enough interest for me to place her in the gameplan. She messages me, asking me when we will meet. I said, I can find time for a luch to align expectations, which may lead to another date at TBD. I said with work, I couldn't finalize anything. She went nuts, saying I was wasting her time, messaging her too much, don't ever contact her again, etc etc, yada yada. Potential minefield avoided. I should have known there was risk when she was sending multiple flattering messages before seeing my pic and when my profile was barebones... phew

At this point...trying to add any more meet and greets or further, would be just by luck/happenstance/stupidy. But don't put it past me .. I would be that stupid to try to add more my schedule.

Sprinkled in this...I still have to get my P4P sessions in... 4P @ Email Advance is one goal.

Let's get this party started...chat with you guys on the other side.

.
Click to expand...

Now thats serious planning and solid schedule! Have fun!
 
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Best of luck!

crossedfinger.jpg
 
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ur19877 said:
* Friday lunch date with early 20's student that I promised I would try anything physical with
Click to expand...
Last time I met someone like this, it went from casual lunchtime date to a hotel by 6:30pm with a dinner afterwards.
She CLEARLY didn't want anything physical before we had the first outings.
Now, when I hear this, I don't give much credit to what they're saying and just let the chips ride.

(I'll sincerely reject an advance if there's no connection or I'm not feeling it... don't hookup with crazy.)
 
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TAG Manager said:
(I'll sincerely reject an advance if there's no connection or I'm not feeling it... don't hookup with crazy.)
Click to expand...

That's the wisdom that comes only with age I believe. Honestly things start to get much better when you realise you don't need to get all the pussy that is available, there will be more, and better, later.
 
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MikeH said:
things start to get much better when you realise you don't need to get all the pussy that is available, there will be more, and better, later.
Click to expand...

Ime, you not only get better partners, you get the ones you want much more often once you realize that it isn't really a problem when you don't get every one you want.

-Ww
 
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Wwanderer said:
Well, people say that a lot, but ime some of the ones who look the craziest (at first) turn out to be the best, most fun and most sane once you get to know them better.
Click to expand...

jhingy567 said:
One thing p4p has taught me is to not Judge women based on first appearances or impressions.
Click to expand...

Well, crazy in the context of that wisdom is not the appearance or the first impression. It is indeed a quality you will mostly find out only after you get to know them better. Still the wisdom holds, even if you are half way in before you find it out you should get up and run.[/QUOTE]
 
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jhingy567 said:
One thing p4p has taught me is to not Judge women based on first appearances or impressions.
Click to expand...

On the other hand, based on stories I've read on TAG...

There are many times folks wished they would have acted on their first instinct.

It's a mix!

mix.jpg
 
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Frenchy said:
True. If no sex is involved, in most cases I’d rather cuddle with that cute plumpy dog
Click to expand...

Honestly I've had encounters where at least one party would have willingly rather selected the dog even if sex was involved.
 
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MikeH said:
Honestly I've had encounters where at least one party would have willingly rather selected the dog even if sex was involved.
Click to expand...
And that party can be only you, I suppose. Which lady would refuse to be acquainted with the Beautiful One? :D
 
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My trip 1/2 in..

The meet and greet with the mid 30’s OL turned out well... dangerously well...initial plan was for a meet and greet on Wed that may lead to dinner and play time on Thursday...
We started by having dinner and it felt like a real date, where i am trying to make the girl smile and laugh and she was receptive to it.... we ended having coffee and she went home.... i did not feel that i had to escalate anything and i felt fine if i didn’t have sex with her...we did hold hands for a bit.
Thursday night... wine and chat at the hotel lounge and then dinner at the hotel.... damn that was overpriced (wine and food)... maybe not overpriced, but expensive... freak i could have had some fun p4p for the price i paid... at least a 3p Shibuya garden (@hibikii ) ....went to our room to ‘chill’ and then we kissed.. i have kissed a lot of girls via p4p in Japan, and this kiss was much different than any of those kisses.... this is the dangerous side of sugar dating for me...i can see how you can fall for a girl... kissing lead to more intimacy....again, bedtime was dangerous because it didn’t feel like i was with a working girl....

i didn’t take the advice of the board here, and we didn’t clearly align on the money expectations up front..so i asked her how much she would want and she responded with accepting any amount that i give her... freak.. i wish she would just give me a number....i also didn’t want to give her cash without an envelope/card because it would seem too much like she was an escort...she was OK with waiting... i did this more for me than her,...

My 2nd SA date was much less eventful...but fun never the less.... lunch and coffee.. she was the one who said she would not get physical with me.... we had good conversation and i could find the buttons to push to make her blush and shy and though it would take some work...i think i could l sleep with her...will probably require some dirty handed tactics...but it could only require a few gin&tonics...

3rd date that did not happen.... since i had a free night today, i found a 19 yr old who would be willing to play on the first night....she looks cute and we set up as time.. during my date with the 2nd girl, she lined me to cancel...she flaked out, but that is ok,...gives me time to write this post!

Tomorrow is the potential pinnalce for my trip.... meeting the late 20’s OL girl whom i seem to have the best chemistry with....best line conversations.... but since its a daytime date and if she had any class at all.... she wouldn’t be ok to go to a hotel 2 hours into a date...wish i could have had a dinner date with her...

At night i have dinner with the girl i met from the bar..... the only potential non p4p experience for me in Japan...no clue what to do and she is not responding to me too well in Japan as well... i want to take her to a nice place and charm her....and see what kind of skills i have now.... full court press will be on...

Wish me luck...
 
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Overall a good start apart from the flake , but you were wise enough to prepare many options. Have fun!
 
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Sat day was quite an adventure..didn't go quite as planned, but an adventure never the less..

It was to start with the late 20’s OL girl whom i seem to have the best chemistry with...... she got stick Friday and had influenza.. subsequent Line conversation corroborate this and will probably meet in the future...
I went to a DH and had incredible sex twice (one at LH, one at my hotel), plus I think I may be able to sugar date her in the future....we will see.. saturday day time was probably a net win overall.

Sat date with girl I met at the bar...will be discussed in a separate post..

Sunday went as planned...with a 6 hour date with young 20's girl in asukasa & shinjuku...
she was really cute, but I don't think she was looking for something physical... i think she was lonely and wanted to explore Tokyo.. and that was fine by me, as I had another girl on my mind..
we may keep in touch, but who knows....

The climax of the tyip Sugar Dating wise was with the mid 30's OL girl...we met 4 times overall and sex was awesome..there is something special getting to know a girl sexually that you can't do with a 1-off P4P experience.
while there were hints given in previous sessions, on the final time I met her, I found out she was the total M type/sub type girl I was looking for..spanking/hair pulling/etc.... not only was she OK with it, she got off in it... didn't think that was possible.
I joking said I would look for a list of fantasies...and would share it with her for our next meeting and she was game for it...awesome..
while I may not ask her to partake in my Chikan fantasy.... there are various sexual p4p scenarios in Japanese DH's that I want to try that we would be game for...ideally I send her links to all the shop 'experience' videos... but that may be a bit too much.
can't wait!!!

side story: on the last day, I had already checked out of my hotel so we had to go to a love hotel in kabukicho.. she started to describe what a LH was, and how they work and I had to pretend like I had no clue... it was cute..
i let her pick and we ended up at Bali An... It was a day time rest rate and we ended up paying 9.8K for around 3 hours..
damn thats a nice LH... much better than any other I have been too....huge, clean, large bathrooms and good amenities...
definitely recommend.
 
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ur19877 said:
while there were hints given in previous sessions, on the final time I met her, I found out she was the total M type/sub type girl I was looking for..spanking/hair pulling/etc.... not only was she OK with it, she got off in it... didn't think that was possible.
Click to expand...
Didn't think it was possible?
God i love that kind of stuff! And i know lots of girls do.
 
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ur19877 said:
I found out she was the total M type/sub type girl I was looking for..spanking/hair pulling/etc.... not only was she OK with it, she got off in it... didn't think that was possible.
Click to expand...

As @User#8628 mentions, it is not only possible; it is somewhat common. I have been with many women who like, nay, love it to varying degrees and intensities. I have had a couple of SBs who were so into it that it was sort of alarming/worrying in a way. One of them routinely got wet just from from seeing a leather paddle when she was restrained in some exposed position.

To some extent I have learned to recognize the personality type of women who are sub/masochist in their bedroom tastes, and it is not what one might naively guess.

-Ww
 
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ur19877 said:
Sat day was quite an adventure..didn't go quite as planned, but an adventure never the less..

It was to start with the late 20’s OL girl whom i seem to have the best chemistry with...... she got stick Friday and had influenza.. subsequent Line conversation corroborate this and will probably meet in the future...
I went to a DH and had incredible sex twice (one at LH, one at my hotel), plus I think I may be able to sugar date her in the future....we will see.. saturday day time was probably a net win overall.

Sat date with girl I met at the bar...will be discussed in a separate post..

Sunday went as planned...with a 6 hour date with young 20's girl in asukasa & shinjuku...
she was really cute, but I don't think she was looking for something physical... i think she was lonely and wanted to explore Tokyo.. and that was fine by me, as I had another girl on my mind..
we may keep in touch, but who knows....

The climax of the tyip Sugar Dating wise was with the mid 30's OL girl...we met 4 times overall and sex was awesome..there is something special getting to know a girl sexually that you can't do with a 1-off P4P experience.
while there were hints given in previous sessions, on the final time I met her, I found out she was the total M type/sub type girl I was looking for..spanking/hair pulling/etc.... not only was she OK with it, she got off in it... didn't think that was possible.
I joking said I would look for a list of fantasies...and would share it with her for our next meeting and she was game for it...awesome..
while I may not ask her to partake in my Chikan fantasy.... there are various sexual p4p scenarios in Japanese DH's that I want to try that we would be game for...ideally I send her links to all the shop 'experience' videos... but that may be a bit too much.
can't wait!!!

side story: on the last day, I had already checked out of my hotel so we had to go to a love hotel in kabukicho.. she started to describe what a LH was, and how they work and I had to pretend like I had no clue... it was cute..
i let her pick and we ended up at Bali An... It was a day time rest rate and we ended up paying 9.8K for around 3 hours..
damn thats a nice LH... much better than any other I have been too....huge, clean, large bathrooms and good amenities...
definitely recommend.
Click to expand...

Damn dude stop this you will give me a boner at the office! (-;
Seriously, bravo!!
 
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funny story...

with this girl (at Pasha)..during lunch time she said she was sick and on her period...
she said she couldn't have sex, as she was hazkashi and worried about the mess...
we ended up playing and i forgot how messy it can be having sex with a girl on her period... she was really embarrassed, which excited me even more..

as we got out of bed, she said, "Look! the Japanese flag!".
Japanese girls can be very cute...
 
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ur19877 said:
funny story...

with this girl (at Pasha)..during lunch time she said she was sick and on her period...
she said she couldn't have sex, as she was hazkashi and worried about the mess...
we ended up playing and i forgot how messy it can be having sex with a girl on her period... she was really embarrassed, which excited me even more..

as we got out of bed, she said, "Look! the Japanese flag!".
Japanese girls can be very cute...
Click to expand...

Did you both sing the Kimi Ga Yo in front of the « flag »?
 
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