Onward

August 6, 2015 Thursday
I try to wait for a man to write first after a meet.  Ideally, they leave me and in an hour or so write to thank me and say something… but not this guy.  I didn’t really want to hear from him any further but silence is so… crappy.  
There was no response Tuesday evening.. then nothing all day Wednesday.  I cut him some slack for being in meetings.  Then nothing Wednesday evening.  Hmm… staying with friends or driving home.  Okay.  Nothing Thursday morning.  *sigh  

I caved and wrote him Thursday afternoon.  I wanted to be done and move along. 
====
From: Sassy
To: CT Man
Date: Thursday, August 6, 2015 2:41 PM
Subject: Thursday thanks
Hiya Paul, 
Great to meet you on Tuesday night!  Thanks for popping out and taking a chance on me.  It was fun learning about your interesting adventures.  
-S 
=====
From: CT Man
To: Sassy
Date: Thursday, August 6, 2015 3:08 PM
Re: Thursday thanks
Hi, it was fun chatting with you too, impressed with your charity work … P

=====

Okay then!  Onward!

CT Man meet set-up

August 4, 2015 Tuesday
From: CT Man
To: Sassy
Date: Tuesday, August 4, 2015 5:18 AM
Re: Friday fun
hi .. just a quick note, packing up to leave to drive north …  I could get down to see you for 6 ish .. i’ll leave the car parked at Kendall and hop the Red Line which give me a couple of hours .. i’ll be staying with friends out in the burbs .. chat later .., Paul
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From: Sassy
To: CT Man
Date: Tuesday, August 4, 2015 8:18 AM
Re: Friday fun
Great!  Let’s meet at the bar at John Harvard’s on Dunster Street, unless you have a better idea.  
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From: CT Man
To: Sassy
Date: Tuesday, August 4, 2015 9:25 AM
Re: Friday fun
Ok that’s the downstairs one round the corner from Au bon pain. If that’s still there. 
 I’ll confirm precise time later and I might be slightly grubby as it’s so hot out
 see you later 
=====
From: Sassy
To: CT Man
Date: Tuesday, August 4, 2015 9:47 AM
Re: Friday fun
Hiya!  Yes…downstairs.  Glad you know it.

Stay cool!  

And don’t think about my chest…too much. 🙂
=====
From: CT Man
To: Sassy
Date: Tuesday, August 4, 2015 2:15 PM
Re: Friday fun
I shall do … see you downstairs at the bar at 6 …  
and don’t worry, I can think about your chest a lot and it’s never too much!  🙂 

CT Man’s invitation

August 3, 2015 Monday
From: CT Man
To: Sassy
Date: Monday, August 3, 2015 11:42 AM
Re: Friday fun
Hi there
how have you been, sorry for not getting back sooner, I am really not the world’s best organized person, though i am one of the world’s best procrastinators … 
I am much better at conversation face to face .. to that end I will be in Boston working tomorrow and Wednesday if you have any chance to sneak away for a coffee somewhere, I can be flexible and come to you .. the meeting is close to Kendall Square across the river in Cambridge
let me know .. and either way have a fun week and I hope Monday treats you gently …. P
=====
From: Sassy
To: CT Man
Date: Monday, August 3, 2015 1:19 PM
Re: Friday fun
Hiya Paul!  You’re starting my week off on an up note!  I’m home from work relaxing so it’s an easier Monday than most.  
Face-to-face sounds fun!  Tomorrow is fine.  Which is better – late lunch time or early evening?  I could meet you for coffee or lunch about 1:30 pm?  Or after my teeth cleaning about 6 pm?
This is very exciting!  Thank you for the invitation. 
 -S


CT Man chimes in

July 31, 2015 Friday
From: CT Man
To: Sassy
Date: Friday, July 31, 2015 12:45 AM
Hi
Long hard day today .. . I have been married over a dozen years, so cheated on and off during that period … long story … I am very broad minded and non-judgmental so your list of suitors is interesting ..  … 
Short note tonight.. off to bed in a little chat more soon 🙂 .. P
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From: Sassy
To: CT Man
Date: Friday, July 31, 2015 7:42 AM
Subject: Friday fun
Good morning!   Happy Friday!   Hope today is easier.  Mwah!


Show CT Man The View

July 29, 2015 Wednesday
From: Sassy
To: CT Man
Date: Wednesday, July 29, 2016 10:31 AM
Subject: Wednesday wonders
Hiya Paul, 
Glad to hear you made it home.  Thanks for the photos!  You have a great smile.  I am reciprocating with a couple shots of me.  I help run a local charity project in my “spare time” so you can see me dressed up for an event a couple years ago – my hair is long now but otherwise I look the same.  And the other photo is my famous cleavage.  
AM is a strange and wonderful place.  I’ve talked with a dom, a younger sub, an older subemail kings, guilt kings, notch guys, the man wearing women’s panties, a man whose kink was to hear me take a shit, and even a few “normal” nice men!  It’s fascinating, frustrating and sometimes fantastic.  Have a wonderful Wednesday!  Mwah!  
-Sassy
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From: CT Man
To: Sassy
Date: Wednesday, July 29, 2016  1:41 PM
Re: Wednesday wonders
OMG life for me is clearly very vanilla and boring … AM must, if nothing else, have been a great eye opener for you … I have had some exposure to the kinkier side of men but vicariously through a good girl friend that used to be in the business of “catering” to such predilections … 
Of course I am guy so I have my own “strong preferences” …  nothing quite so interesting as some of your suitors .. more that I prefer taller, larger and curvier ladies … I do love a great sense of humour and I love intelligent women .. I love your pix … your name screen name goes well with your picture and of course your famous cleavage goes well with anything I suspect … you tease impeccably … P
=====
From: Sassy
To: CT Man
Date: Wednesday, July 29, 2016 5:35 PM
Re: Wednesday wonders
Hiya Paul, 
Glad you have a friend who can let you in on the breath of human sexual diversity!  
How long have you been philandering?  I started five years ago when an old flame from high school found me after 37 years.  We only held hands and kissed under the bleachers when I was 14, but had incredible chemistry and he wanted to see if it still burned.  He resurrected me sexually, showed me how sex could be more than “something a man does to me!”  He was military and married and far away, so he encouraged me to find a local option.  
Are you familiar with the sexy blog world?  That’s were I learned about the wide variety of things people are in to.  I checked them out and even watched p0rn to learn.  I’ve mostly decided they are not for me.  I am not vanilla, but let’s say… butter pecan perhaps?  (More flavor and some nuts!  Ahem… ) When I started my education about 4 years ago, I thought anything that wasn’t missionary in the dark was kinky but now I don’t know anymore.  Whatever turns you on as long as it’s consensual!  I am into a man and woman being nice to each other… with a few toys to enhance things!  
I read a great blog, sadly long gone, written by a man about his many AM adventures.  He also gave tips to help men game the system.  I thought I would never go there myself, that no one would want me, but friends taught me otherwise! 
Hope my list of suitors didn’t shock you.  I wondered what in my profile led these men to think I was a possibility, but friends on AM said it’s not that… men contact anyone they like and then hope the person is open to their thing.  I felt sad not to be able to help.  Wish I had a list of women who are open to it!  
Glad the photos didn’t send you running screaming.  I fought hard to keep those breasts, so I get to show them off, right? 
Speaking of teasing… let me send you a snippet of my erotica.  Check out the next email! 
-S 
=====
From: Sassy
To: CT Man
Date: Wednesday, July 29, 2016 5:36 PM
Subject: The View
Just as I was finishing my last meeting of the day yesterday, 
gathering my papers off the marble table in the conference 
room on the 36th floor, the sound of sirens wafted up from 
the expressway below.  Everyone else had left the room, so 
I took a minute to lean over the marble counter and stare 
down at the roadway.  There was a horrible wreck of mangled 
metal and shattered glass, several cars and a tractor trailer 
twisted together.  The traffic was stopped behind the mess, 
and the cars on the other side barely moved, rubbernecking.
Suddenly, I heard the door close. I straightened up, but before I
could turn, I felt your arm around my waist, and felt the heat of you
on my back through my dress.  You were already hard, pressed
tightly against my ass.  I started to speak, but you put a finger
on my lips and teased a corner.  I licked your thumb, and you moved
your hand down to unbutton my dress.  Just enough to slip
your hand inside and tease a hard nipple.  I moaned and let my head
fall back against your shoulder.  You bit my neck and ran your
tongue across my skin.
You slipped your hand under my skirt and inside my underwear,
teasing my most sensitive spot.  You pressed a finger inside,
unsurprised at the moisture gathered there.  I was startled
as you lowered my underwear.  I felt like my knees would
buckle, but you tightened your grip and spread my legs to
balance me against the counter.  I panicked when I heard
the rasping sound of your zipper, but before I could form the
words in my mind to stop you, I felt you hot and hard against
my skin, and a low moan was all that escaped my lips.  You
shoved it inside me, and your breathing grew ragged as you
watched yourself slide in and out.  You kneaded the flesh of
my hips as you moved, then reached around me to rub the top
of my slit in time with your strokes.  I was trying to be
quiet, but could not hold in all the gasps of pleasure as
you thrust deeper and deeper inside me, your balls slapping
against me.  You felt the trembling start inside me, and
the clenching around you.  You felt the pulsing, the searing
heat and suddenly lost control, pounding me into the wood
and stone, spurting up inside me over and over.
The only sound was our uneven breathing and the whirring
air conditioning.  You pressed your cheek to my back and

whispered, “What a view…”


CT Man writes more

July 28, 2015 Tuesday
From: Sassy
To: CT Man 
Date:  Tuesday, July 28, 2015 3:02 PM
Re: Tuesday thoughts
Hiya P,  Hope you’re having a fine Tuesday.  It’s a slow afternoon in the office.  I am thinking of you, hoping NH is treating you well! 
  -Sassy
=====
From: CT Man 
To: Sassy
Date: Tuesday, July 28, 2015 10:08 PM
Re: Tuesday thoughts
Hi 
Back from a busy trip to NH doing some work … gorgeous weather, certainly beats the weather here in CT which has been hot n humid … so how has AM treated you I am sure you get hundreds of messages … I am sure it’s a very different experience for women …  
Thought I’d send you a couple of pix of me … Paul
[photo of him outside  – yup, he is bald as cue ball]

[same photo he posted on AM]


CT Man Appears!

July 26, 2015 Sunday

I heard from a NEW MAN on Ashley Madison!!!


He started with a long message… that hasn’t happened in a long while.  Maybe my drought could be over?!  
Ashley Madison got hacked this week, so I had a lot of emails from concerned men, wondering if they were about to be outed.  Other bloggers told me to tell them not to worry… it wouldn’t amount to much if they weren’t famous already.  I wondered if my main source of men was going to go belly up?  Argh. 
When I woke up Sunday morning, here’s what I found on Ashley Madison: 
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From: CT Man (on Ashley Madison)
To: Sassy
Sent: Sunday, July 26th, 2015 – 3:55am
Hi 
I saw your profile and thought i would drop you a line. I know on this site you must receive many many messages and winks, so hopefully I can pique your interest .. I am attaching access to my picture, since I know that despite our best intents, we are all visual creatures at heart … I will not write a long detailed note, since its possible you may have already moved to the delete key. I am 56 (being honest) so a little older than you, I am young in heart and outlook, although who wouldn’t say that .. physically I am 6′ / 210 .. blue eyes (my best feature apparently) and originally from the UK (although i have a strong accent, so much so you might think i arrived here day before yesterday). I live in CT, OK I know that’s a ton of miles away, but i am in Boston often as i have a meetings near you and am about to get a new client, so will spend much time there soon .. . .. … 
I am intelligent, very sharp witted and blessed with that Brit sense of humour. I am very non-judgmental, cosmopolitan and very well traveled and if nothing else would make an interesting coffee buddy, and I am much more interested in developing a connection than a one-night-stand , certainly I will make you laugh .. and we can never have too much laughter .. If you ever fancy a sane, intelligent, sharp funny coffee buddy, who also happens to appreciate (very much) sharp, curvy, substantial (in all respects) women .. then I’d love to get to know you more 
If anything I have said interests you, and my picture didn’t completely disinterest you .. I’d love to hear from you, and if not, I wish you good luck in your search ..
=====
Wow… that’s quite a good opening salvo!  A British accent sounds fun.  He’s taller than I am.  Seems down-to-earth.  His photo is tough to make out, but looks like a great smile.  He has an all-numerical profile id… never seen that.  7 digits… I wonder if it’s his phone number?  I plugged it into google – no luck.  He has a hat on in the photo .. usually means no hair.  And his limits are “Undecided.”  That rarely bodes well.  And he’s not close by at all.  Hmm… a mixed bag of a man.
Do I really want to jump back in the water after all this time?  *sigh  I certainly need something to make me stop thinking about Kris.  I know… it’s been eight months… but with no one else popping up, it’s tough not to pine for him.  What’s the old saying?  “To get over one, get under another?”  Ha ha… but so true!  
I thought about it for the better part of day and then decided to take a chance!  
=====
From: Sassy (on Ashley Madison)
To: CT Man
Date:  Sunday, Jul 26th, 2015 – 8:19pm
Hiya! How’re you this gray day? I hope I can brighten your evening. Thank you for your sweet message and the photo. You did a wonderful job of answering most of my opening questions! And making me interested in knowing more. 
Here’s more about me – I’ve been told I’m the nicest woman ever, an awesome kisser, a great communicator, very discreet, no drama… looking for fun and passion and a confidante. Is that you? If you’re ready to hug a big, tall woman, I’m here. I’ve been married 18 years, no kids, two cats. Hubby and I are great friends, but no sex for years. I beat cancer four years ago. I’m whole and healthy, and want to live life to the fullest! What else can I tell you? 
Feel free to ask whatever you like. Please tell me more about you. What brings you to AM now? How did you hear about it? Feel free to ask whatever you like. Let’s figure out if we’d have fun! If not, best of luck. 
Hugs with groping. -Sassy
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From: CT Man
To: Sassy
Date: Sunday July 26, 2015 at 9:15pm
Hi, nice to hear back from you .. I would love to chat more to see if we can have fun … you paint a lovely picture .. hugging and kissing a big tall and curvy lady sound lovely … mmmm … 
we can chat here or if youd rather migrate to regular email you can email me at [gmail address redacted] .. chat soon .. P
=====
I don’t usually give out my email so quickly but with it months since I’d heard from anyone, and not knowing when Ashley Madison would go belly up, I decided to go for it.  
=====
From: Sassy (from Yahoo)
To: CT Man  (on gmail)
Sent: Sunday, July 26, 2015 9:41 pm
Subject: Connection
Tap…. tap tap… is thing working?  
Hiya P!  Hmm… let’s see… P… Paul?  Peter?  Phil?  Plato?  Your message was a great way to start my day!  
Hope your day is off to a grand start. 
Glad I have your email.   AM was hacked and hasn’t been working so well.  Probably won’t amount to anything… did you see the press coverage? 
Hackers Threaten to Expose 37 Million Cheating AshleyMadison Users
Now what? I ‘ll pester you with three questions to start, and you can do the same.  Or whatever, to find out whether we’ll click.  
1) Have you always lived in CT?  

I was raised in upstate NY, came to MA for college and stayed. 
2) When did you first have sex?
 I was 17, with a guy I’d been dating for 4 months.  We just… kept going.  It was dull.  How could that be the big secret grown-ups whispered about?  Luckily I have learned differently! 
3) If I took you out for a special meal what would you like to eat?  

Lobster is my special treat, but I like all kinds of food.  I’m lucky to live where I can get Chinese, Thai, Indian, Italian, Mexican, Vietnamese, Japanese, Steak… yum.  
I’d better stop for now.  Have a lovely Sunday! Hugs with groping and an ear nibble.  
-Sassy  
=====
From: CT Man 
To: Sassy
Date: Sunday, July 26, 2015 10:08 PM
Re: Connection
Hi there. Greetings from NH – here for a few days to take care of some things then back to sunny CT…  I should be up in Boston in a week or so…  Jealous you live in Boston. I miss it but hope to live back there again at some point..  
mmmmm hacking is not good is it … I guess if they don’t pay up and the sensitive data goes online that will be the end of their business .. not to mention much collateral damage …  not good at all …  of course if they do release the data I hope they realize that of the 40 million enemies they create perhaps one or two might be very angry and able to track these guys down … very worrying though
Chat soon P
======
From: Sassy
To: CT Man
Date: Sunday, July 26, 2015 10:15 PM
Re: Connection
Hiya!  My, my you get around!  Hope it’s cooler up there… beastly hot and humid here tonight.  I do adore the Boston area!  I’ve seen great places all over the world but am always happy to come back here.

-Sassy