Monthly Archives: October 2014

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Mess up your hair

Saturday October 12, 2013
11:04am Phil
Good morning!
11:05am
You behaving?
11:06am Phil
Heading to a big festival!
11:07am Phil
Oooh!  Enjoy!
11:07am Phi
Will do!

12:43pm
Taiwanese lunch with Mom.  Yummy!

Hot & sour soup at Taipei Gourmet, Lexington

Pork lo mein
Soup dumplings

3:02pm Phil 
[photo of Philip with his family at the festival]
3:04pm
Wow! Beautiful day and people!  Thanks kid!
3:08pm Phil
[photo of him with a cigar and a beer dancing at the festival]
3:19pm Phil
Have a great day Sass
[photo of him outside smiling wearing sunglasses]
3:20pm
I’m gonna mess up your hair…
4:02pm Phil
Ha ha!

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Hussy-ness

Friday, October 11, 2013
From: The Lawyer
To: Sassy 
Sent: Friday, October 11, 2013 10:08 AM
Subject: Re: October thoughts
First… be assured… I like hussies!  ;-).  As to my calendar, thursday may be possible, or Friday for lunch. Just having looked, the rates are high right now– too many leaf-peepers! 
Hope all’s going well for you– and yes.. sounds great!
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From: Sassy
To:  The Lawyer
Sent: Friday, October 11, 2013 1:55 PM
Subject: Re: October thoughts
Hiya Tom! 
Phew.  I am so glad you like me… and my hussy-ness!  You are the only man who inspires me to reach over the line and pull you across!  It is nice over here… with all the kissing, touching and so forth.  And boobs… don’t forget those! 
Yes… the hotel situation is nuts.  But it will get better!    
So… you say when and I will appear.
-S
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From: The Lawyer
To: Sassy 
Sent: Fri, Oct 11, 2013 3:54 PM
Re: October thoughts
trust me– I want you to think…and say… whatever crosses your mind… you’re a very sexy woman, and we should both take advantage of that!!!   and yes… I don’t forget the boobs…or the skin… or your lips…. both…;-)

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Meeting Greg

Friday, October 11, 2013
I woke up today feeling really chipper!  I do not have to go to work and I am meeting a nice guy for coffee!  Please, please let him be “normal!” 
I added him to my list of contacts.  And noticed that he was already there!  I had completely forgotten we emailed once in April!  Oops!  I don’t remember what happened!  He wrote, and I wrote back, almost the same exact words as this time,  and then… nothing.  Strange!  I wonder if he remembers… interesting that he tried again.  
We decided to meet at Starbucks at the mall.  He was already there when I walked up, with an iced chai latte in hand!  I asked him for a small drink and he got me a large!  Wow!  
He looks sort of like Lou Grant (Ed Asner) from the Mary Tyler Moore Show… rounder, balding, a big nose.  
But he is very charming, very curious, well-mannered.  He asked if I’d like to sit outside.  It was a beautiful fall day.  We found a bench in the sunshine in the park next door and he asked me a lot of questions.  He told me about his cheating history (a nine-year affair with a single woman) and his wife, clinically depressed with no sex drive.  He was easy to talk with!  I told him about some of my AM adventures.  
He didn’t recall emailing me in April!  Ha! 
After an hour he asked to walk me to my car in the garage.  We kissed leaning against the car.  We sat in the car, talking and touching.  He has very good hands – knows how to make my tits tingle!  It was a little scary in the garage with people driving by and cameras,  but we were quick and careful.  I gave him a world class Sassy blow job!  He came relatively quickly and then shrunk dramatically as I swallowed.  He looked blown away. And very happy. 
He asked for a ride to his car.  I drove him a couple of blocks and he got out at the corner, thanking me and walking away.  

He wrote me a lovely thank you note in the evening.  Whee!  
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From: Greg
To: Sassy 
Sent: Friday, October 11, 2013 7:43 PM
Subject: Re: Connection
Thank you lovely lady.  Such a delightful morning 🙂
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Hello again Greg

Thursday, October 10, 2013
Okay… The Lawyer won’t see me anytime soon.  And the way he wrote, maybe not at all.  And it’s been over a week since I heard from the Landshark.  *sigh
I know I’m going to look like a fickle flake, but there was something so plaintive and honest about Greg’s last message… I changed my mind!  Why not have a coffee?  Take a chance? 
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From: Sassy
To: Greg
Subject: Re: Connection 
Sent: Thu, Oct 10, 2013 8:35 PM 
Hiya Greg, 
Geesh!  You’re breaking the rules!  You’re not supposed to answer a polite farewell email!  I forgive you.  I am definitely not supposed to reply but I feel like breaking the rules too!  That’s what this cheating thing is about, I suppose.  
If you still want to meet Friday, I am off work.  You can get a look at me, hear my sultry voice.  If you aren’t scared of curvy, gray-haired ladies, you can even hug me and see how I kiss!   Would the mall  work?  Is it safe for you?  We could meet at the food court or Starbucks, sit or stroll depending on what you want. 
What do you say? Is it time to find out what hugs with groping really means? 
-Sassy
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From: Greg
To: Sassy
Sent: Thurs, Oct 10, 2013 9:10 PM 
Re: Connection
Thank you lovely lady. It will be the high point of my day. I am off too.

Tell me where and when. 

G

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From: Sassy
To: Greg
Sent; Thursday, October 10, 2013 9:55 PM
Hooray!  Let’s meet at the Starbucks at 9:30 am tomorrow?  If you get there first, please get me a small iced chai tea latte.  
I’ll be the lady with long-ish gray hair, blue silk scarf and a bodacious rack.
Anything else you need to know? 
Tomorrow dear man! 
-Sassy
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From: Greg
To: Sassy
Sent: Thurs, Oct 10, 2013 10:03 PM 
Re: Connection
Lovely.  There are many things I’d like to know, but I’d prefer to wait until you are willing to share.
Looking forward to tomorrow.
g

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Propositioning The Lawyer

Thursday, October 10, 2013
From: Sassy 
To: The Lawyer
Sent: Thursday, October 10, 2013 4:16 PM
Subject: October thoughts
Hiya!  How’s my favorite fella today?  
I am thinking of taking off from work tomorrow and/or Tuesday.  And I am off Monday with the holiday.  And I am wondering if you’d like to see me.  Doesn’t have to be a big thing… maybe a lunch with your hand in mine, canoodling in a car, hugging… or something.  I want to see you smile!  
If not now… I notice that the hotel rates go “back to normal” or even lower starting Oct. 22… 
I want to see you smile!  
-S
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From: The Lawyer
To: Sassy
Sent: Thurs, Oct 10, 2013 4:21 PM 
Re: October thoughts
this sounds delightful!   tomorrow is not good, unfortunately..and Tuesday and wednesday are gone, as a truckload of clients are arriving in my office… perhaps later next week?

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From: Sassy 
To: The Lawyer
Sent: Thursday, October 10, 2013 7:37 PM
Subject: Re: October thoughts
Tom!  How lovely to read your words!!  You’ve made my day, sweet man.  I feel like such a hussy chasing you – I hope you don’t mind.   I had a bunch of new AM men chasing me this week and every single one makes me wish for you.  Even more than I already was.  So I decided to be BOLD!  
Get me on your calendar!  Thursday or Friday next week are both possible.  Or if you want to wait until the next week and go the hotel way… or maybe I can decide my place is okay.  Still thinking… 
-S
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Beautiful spots

Thursday, October 10, 2013

11:00am
Busy morning – went to Mass General for my annual visit with the radiation oncologist.  Two year check-up was all clear!   I got there early and went up to the Healing Garden… so many beautiful spots up there!

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Goodbye Greg

Wednesday, October 9, 2013 
So Greg writes to me on Ashley Madison.  A nice note asking if him being only 5’10” would be okay.  I looked at his profile – no checkboxes!  He talked about food.  Yay!  I told him I would give him a chance.  I asked him questions.

He said we should meet.  Uh oh.  Too fast!  That usually means one night stand.  I asked him more questions.  He gave very curt answers.  Another bad sign.  Then he told me where he lives.  Eh… sketchy part of town.

I decided I do not want to continue, so I wrote a polite farewell.  My first ever rejection letter!  Thanks, no thanks. Happy hunting.  

I don’t know how to explain… but the more I talked with Greg, the more I wanted to see The Lawyer again.  It’s time to write back to him and not waste Greg’s time. 

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From: Sassy
To: Greg
Sent: Wednesday, October 9, 2013 12:35 PM
Hiya Greg, 
Thank you very much for reaching out to me and answering my questions.  Sadly, they tell me that you aren’t a match for me.  I wish you the best of everything as you continue your search! 
-S
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From: Greg 
To: Sassy
Sent: Wed, Oct, 9, 2013 3:17 PM
Re: Connection

Hi Sassy-
Thanks for the note, and not just deleting me 🙂
I have to ask though, was it that I don’t sing or was it my pick of restaurants??  Forgive me for asking, but it’s killing me!!
g
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Whiskey chocolates

Wednesday October 9, 2013
7:55 am

8:42am
Good morning!  Big reception today, and my wonderful new assistant is doing the grocery shopping!  Yay!  Have a wonderful Wednesday kid!
12:08pm
Boss is handing out a gift he got…have you had these?
[photo of a package of Jack Daniel’s whiskey chocolates]

1:31pm Phil
No but they look good

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Getting to know Greg

Tuesday, October 8, 2013
From: Greg
To: Sassy 
Sent: Tuesday, October 8, 2013 6:34 AM
Subject: Re: Connection
Eureka! Let it come sweet lady.
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From: Sassy 
To: Greg
Sent: Tuesday, October 8, 2013 8:47 AM
Subject: Re: Connection
Hiya Greg!  How are you this fine morning?  I adore this time of year. 
So… now what?   Hmm…. I’ll be my curious self.  Here are three questions:   
Where you raised around here?  I started off in upstate NY but came to MA for college and never left.
Do you work in an office?  With a door?  or at home?  I’m in an open office with three colleagues and people coming and going all the time!  
Can you come out to play?  In theory I’m supposed to work 9-5, but I take time off here and there when I have better things to do. 
What do you want to know?  
Hugs with groping! 
-Sassy
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From: Greg
To: Sassy
Sent: Tuesday, October 8, 2013 1:27 PM
Subject: Re: Connection
Hello Sassy.
Yes, best time of year.
Born and raised in Boston.
Office in small suite in Boston. Occaisionally (often Fridays) my office mates are out.
I have a 2:00pm meeting in Boston which should take approx 1/2 hour.  Any interest in meeting for coffee?  Where are you?
Greg
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From: Sassy
To: Greg 
Sent: Tuesday, October 8, 2013 2:42 PM
Subject: Re: Connection
Hiya Greg! 
So great to hear from you! You’re making me smile.  
I’m usually free to pop out for coffee, but this week is nuts due to a special event.  My calendar is clear on Friday and I may even be off work, so I hope you can wait?  Explore a bit in email?  I don’t want to waste your time if I can’t be what you need.   
If it was a special night, where is your favorite place for dinner?  I’m always looking for restaurants ideas. 
Do you sing? 
How old were you when you lost your virginity? 
-S
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From: Greg
To; Sassy
Sent: Oct 8, 2013 3:32 PM
Re: Connection
Hi Sassy-
Too bad, I had that nervous energy before receiving your e-mail that is so delightful! 
Friday will work. What are you thinking?
I like sitting outside at Stella in the South End;  Harvest both outside and in; I used to really like Rocca in SE but it is now closed (haven’t been to its replacement).  I used to be a foodie, always going to new restaurants, however, the past few years I have toned it down.  I like less formal places like Ashmont Grill and/or D Bar, both in Dorchester.  I used to go to East Coast Grill a lot (before Ryles) but haven’t been for a while.  Too noisey and difficult for good conversation.
I was 16 and do not sing other than in my mind.
How long have you been on AM?  Have you had many relationships?  What would your perfect script be?
I am not worried about you not being what I need.  What should I know about you?
What is your real first name?   This is titillating!!
Look forward to hearing from you.

g