The power of BOTH

September 28, 2016 Wednesday 
From: Randy
To: Sassy
Sent: Wed, Sept 28, 2016 at 6:43 AM
Re: Connection
Good morning,
Was thinking about you and thought I would say hello,
I am very much looking forward to getting to know you better so I hope didn’t say anything wrong.
Hugs and kisses,
Randy
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From: Sassy
To: Randy
Sent: Wed, Sep 28, 2016 at 8:07 AM
Good morning Randy! 
Here’s to a wonderful Wednesday!  
Man, you can write!  I’m so intrigued!  I have to dash to work right now, but wanted you to know I’m thinking about you and eager to know more!!
Mwah! 
-S
Sent from Yahoo Mail on Android
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From: Randy
To: Sassy
Sent: Wednesday, September 28, 2016 12:27 PM
Subject: Re: Connection
Hello Sally Lassie,
Thank you and the same to you. I hope you celebrate hump day any way you may see fit.  I definitely have my preferences.
Thanks for the complement, writing is something I struggle with and challenge myself everyday to improve.
So a little more about me?  I am 6’4″ and am stocky (becoming less so by the day).   
I don’t really enjoy watching sports unless it is in a group.  
I very much enjoy live music I think it is because of the atmosphere and often the emotion the musicians put into the music.  
As for the more physical aspects: I enjoy foreplay considerably, I enjoy touching and kissing, deep and long kissing. I am quite an oral person.  I very much enjoy a real (i.e. curvy woman).  I enjoy the experience of sex and enjoy giving pleasure…considerably.
It seems like relationship wise we are looking for similar things.  Judging from what you are looking for (basically exactly what I am looking for)  I think we could be very compatible. So I am hopeful and looking forward to future email exchanges.
So are you a cat person or dog person?
Holding hands or arms around each other person?
Prefer to hug your partner with clothes on or clothes off?
Cuddle or make out – do you prefer one?
Anxiously, Passionately and Inquisitively,
Randy
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From: Sassy
To: Randy
Sent: Wed, Sep 28, 2016 at 1:26 PM
RE: Connection
Too funny… you are writing to me while I am writing to you!  
You definitely stand out for your writing skills.  It probably doesn’t surprise you, but the literacy level of most men on AM is awful.  I am not the grammar police – if I can figure out what the guy meant I don’t much care.  But the “text speak” and the typos can be overwhelming!  You are one of the best I’ve seen!  
I don’t pay much attention to physical attributes, but tall and stocky sounds great!  I like a man who is taller than me and at least a little burly.  I am 5’8″ tall and big.  Men usually notice my chest, my smile and my blue eyes… in that order!  
I keep an eye on baseball… handsome men running around – YAY!  I used to be a big figure skating fan – traveled all over to competitions – but they’ve changed the rules and made it 100x more expensive, so I only go if it’s close by and keep an eye on the big events.  
Are there things you need in bed that I might not be able to do?  Any deal breakers?  I am not a role player… no domme or sub, no ropes or pain… looking for a nice man to be nice to.  I am also very oral.  And I swallow.  🙂 
I do look at a lot of sexy tumblrs and videos when I have time, looking for new ideas and the best techniques.  Is it okay if I share them to entertain you when I can’t get my hands on you! I’d like to inspire you! I like sex and talking about it and doing it! 
I am pretty easy going, real, down to earth.  Totally sane – I was supposed to see a counselor after cancer treatment (standard practice) and the woman said I was the sanest person she had ever met and I shouldn’t waste my time or hers!  People often call me “unflappable.”  I go with the flow.  
So are you a cat person or dog person? 
    I’ve only ever had cats, but I like dogs too.
Holding hands or arms around each other person?
Prefer to hug your partner with clothes on or clothes off?
Cuddle or make out do you prefer one?
For all these, I’m going to embrace the power of BOTH!  Oh how I wish I could test them out right now.  Patience… 
-S
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From: Randy
To: Sassy
Sent: Wed, Sep 28, 2016 at  2:00 PM
RE: Connection
Miss Sassy,
That has a very nice sound to it but I digress…
I guess with writing perhaps your experience does’t surprise me.  I am looking for a relationship more of a whole body experience rather than a small focused experience… one that includes the brain, which I find is one of the more sexy organs.  I try to make an effort to show that I really do care about the person I may be in the most intimate of situations with because frankly I do care.   You may notice that I am a very open and positive type of person.  I am very curious and love to explore the world.
As far as cheating, my wife doesn’t know – I think she would be heartbroken and I am only providing this because you asked.  I wanted very dearly to make the relationship work with her and I have tried counseling, drugs and huge efforts on my part and nothing.  She is basically asexual and now with her checking out well I need more.  I am staying together for the sake of the kids and will change things up once they head off to college.  I won’t mention her otherwise because I (we) are here to look to the future rather than the past.  
Regarding the bedroom – yes I am open to experimentation. I love loud and i love dirty talk. I don’t like pain or causing pain.  I do like to have sex multiple times – I can cum 5x.  I like women who know what they like and I like women who can cum a lot (comes back to being a pleaser). I will admit I love tits and so yes your chest would catch my eye.  But I also love a great personality, a great smile and blue eyes but I hope you would’t blame me for deftly trying to catch of peek of what spectacular girls you may be hiding.  
As far as meet up places, I don’t think I would ever feel right about having sex at a lovers house… but I am more than happy to pay for a hotel.  For build I could be in much better shape but then Ive never really been a small guy at my thinest I was 6’4″ and weighed 195# (4% body fat), I used to run long distances.  If it’s important to you my little man isn’t particularly large he is pretty thick right now he is 6×5″ but if I lose weight I hope he will go back to where he used to be ~8×5.5″.
Yes I know many women who like to watch sports for the hot guys.  I guess I can’t blame them.  It is interesting that you were a figure skating groupie almost.  For me I’m not so much a fan of watching sports I would rather be doing something… anything… making love maybe.
That’s great that you play piano perhaps we could play together sometime or make music together?  And yes I do sing too not great but not bad either.
Randy
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To: Randy
From: Sassy
Sent: Wed, Sep 28, 2016 at 2:15 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…”
=====
From: Randy
To: Sassy
Sent: Wed, Sep 28, 2016 at 2:21 PM
Re: The view
Okay that was awesome.  
Babe you can write.  
You definitely have some passion built up in you.
I like it very much very much my style.
Now I’m at work rock hard, wanting very badly to get across town to meet you somehow.
Randy
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From: Sassy
To: Randy
Sent: Wed, Sep 28, 2016 at 5:02 PM
Re: The view
So glad you understand it.  These things just pop up in my head, and I have to write them down to be able to think of other things! The image of you bulging behind your desk is too delicious!  Made me quite wet! 
-S
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From: Randy
To: Sassy
Sent: Wed, Sep 28, 2016 at 6:27 PM
Re: The view
Funny I used to do the same thing.  
Not so much anymore since I have been busy with work.
A friend of mine (ex-girlfriend) turned it into a career.
Quite like the thought of you wet.  As I said I’m a very oral guy.
So what do you like to do for dates?
Randy
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From: Sassy
To: Randy
Sent: Wed, Sep 28, 2016 at 8:19 PM
Re: The view
Hiya!  
What’s up with you tonight?  
Did you save any of your erotica?  I’d like to see.  
I have fantasies about getting paid for writing my fantasies, but that is about it.  I certainly write better than most romance novelists!  
My plumbing definitely still works.  
Dates… mmmm… will you answer too?  I haven’t been on a sexy date in so long I can hardly fathom the possibilities!  It seems greedy to wish for more than a couple of hours in a hotel.  But since you asked…
A nice man is a must… with time for a great meal in a place with a beautiful view, a chocolate store nearby and a hotel with clean sheets and free wifi and sex.  With a side of sex. And more sex.  
Or a hotel room with picnic of shrimp cocktail and chocolate-covered potato chips and sex toy experiments.  And sex.  
Or a dinner and a concert and a hotel room.  
Or a play… then playing. 
Or lying on a couch, with your head in my lap, talking, listening, touching… then moving to a bed. Sex!  
I do like to walk on the beach but that is so trite I dared not start with that! 
A ferry to an island, driving all over seeing what’s there… watching the sunset over a lobster dinner… a hotel, sex… sleeping intertwined… 
I better stop before I cry. 
-S
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From: Randy
To: Sassy
Sent: Wed, Sep 28, 2016 at 8:41 PM
Re: The view
Hey,
I didn’t save any of my writing but I can work on writing some more.
So if I read between the lines you would like to have sex on a date?
I like to have sex for several hours so I may be your man.  If you can cum multiple times we could be in for an awesome time.
So for a date – meeting and making love for a bunch of hours would be awesome.
Letting me go down on you and suck your tits is great. Could put a whole bunch more here…
What I would also enjoy would be maybe going to dinner and talking about the day.
A concert, maybe something low key like that.
Holding hands while talking on the beach… perfect.
Maybe we could chat?
Randy
=====
From: Randy
To: Sassy
Sent: Wed, Sep 28, 2016 at 8:55 PM
Re: The view
Sorry I hit send too early.
Sitting here watching TV and working.  A truly exciting evening.
Dinner in a hotel room sound nice too.
Randy
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From: Sassy
To: Randy
Sent: Wed, Sep 28, 2016 at 10:28 PM
Re: The view
Hiya!  
Maybe I’ll inspire you to write something sexy… but I know it’s tough with all that goes on day-to-day.
Mmm… sex… yes please!  All your ideas sound delightful!  I could definitely write a lot about it, but want to leave something for us to discover in person!  
What do you like to watch on TV?  I am odd in that I stopped watching about 6 years ago when I got sick and never started up again.  No moral objections or anything just never seem to get around to it.  I did watch “Downton Abbey” on Amazon streaming and “Miss Fisher Mysteries” on Netflix.  But nothing in awhile.  Have you seen the series “Firefly” from years ago?  Any Doctor Who? 
Brain is mush… I’ll figure out the chatting thing tomorrow.  
Sleep well dear man.  Sweet sexy dreams! 
-S


Jester to gmail

September 28, 2016 Wednesday
Date:Sep 28th – 8:23am
From:Jester1968
Message
Hey Sexy Lady, Absolutely let’s chat-you’re getting me all fired up! lol 

I’m usually available during the day to chat-and I’m up for “adventure” too. I have a light day today-one appointment this afternoon. What are you up to?
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Date:Sep 28th – 8:58am
From:Jester1968
Message
So I wrote this nice long message and when I sent it I was “timed out”…. So now I will try to reconstruct it but I know it won’t be as good….. 
Thanks for the last email but don’t worry about wasting my time, I’ve always felt good conversation and some laughs are never a waste of time. 
Curiosity is good, killed the cat-who likes cats anyway…..just kidding. 
I like the idea of the “boobs thing” going on….not sure what that means but I like the sound of it. 
How do I respond to “hugs with groping” …hmmmm, How about kisses with a light touch of the tongue on the neck???  J
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Date:Sep 28th – 12:08pm
From:Sassy
Message
Hiya J, Hope you’re having a wonderful Wednesday! 
Thanks for your messages. Sorry about the time-out thing… AM’s interface is rather bizarre. If you want to switch to email or something else, let me know. 
What do you wonder about that might help us figure out if we’ll click? Chemistry is so tricky… Here’s three questions for you: 
Have you been in MA all your life? 
How old were you when you first had sex? 
If you could take me to any concert in history, what would it be? 
I wish you were around the corner right now and could go to lunch and eat and laugh and then find a quiet place and rock each other’s worlds! Mwah! 

-Sassy
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Date:Sep 28th – 2:29pm
From:Jester1968
Message
So did you know the Urban Dictionary defines Sassy as: 
1. A bitch who sasses everyone. 
2. A dog who refuses to eat her food. 
3. A tiny penis with big balls 
I’m hoping you’re not the last two….lol 
Kind of a drab Wednesday…although rain makes me horny…. 
My secure email is: [redacted]@gmail.com 
With regard to your questions: 
Have you been in MA all your life? 
Yes with the exception of a year of college. 
How old were you when you first had sex? 
I’m still waiting….but really 16. 
If you could take me to any concert in history, what would it be? 
Jimmy Buffet in Key West 
I’m up for lunch, I’m around tomorrow-not too far away….
=======
switched to his gmail
From: Sassy
To: Jester
date: Wed, Sep 28, 2016 at 2:52 PM
subject: Connection
Hiya Jester! 
How’s it going hot stuff? 
I usually adore the Urban Dictionary… it has taught me a lot.  In this case they are way off!  In my case, the term means a Scottish Lady who will tell it like it is!  
Rain makes me want to stay home under the covers with a man who wouldn’t mind a long conversation punctuated by sex here and there, and a naked nap cuddled around each other. and cocktail shrimp and chocolate-covered potato chips! 
I was raised in upstate NY, came to MA for college then went to visit my older sister in Somerville “for three weeks.”  Stayed with her until I bought my own place years later.  Ha.  Been here ever since.  
When I was 17, my high school sweetheart and I kissed and cuddled for 4 months, going a little further and then a little further and then one day… all the way.  It was… dull.  We had no clue.  We puzzled over why the adults liked it so much!  I’ve learned quite a bit since then.
Aha!  A parrot head!  Have you seen Jimmy?  I’ve never been but I have friends who go all the time.  Key West is beautiful… I was there in March after Hurricane Andrew, marveled at how Miami was a mess and the Keys were mostly fine. 
My my… you are eager!  I can’t do lunch tomorrow.   Work meeting midday.  Would Friday work?

-S


Bon voyage

September 28, 2016 Wednesday

8:10AM Sassy
Good morning kid!  Have a wonderful Wednesday!

8:49AM Phil
Good morning!  
On the boat at 1:00 and underway at four. Be nice to be on the water again
11:52AM Sassy
Bon voyage!
12:07PM Phil
Thank you!
2:52PM Phil
[photo of his hand holding a drink and a hot tub on the deck of a ship]
4:13PM Sassy
Roughing it already?
Wish I was there to put my hands under the water in a very naughty way!

10:46PM Sassy
The Red Sox are officially American League East Champions!  Woohoo!

Heavy petting hopes

September 27, 2017 Tuesday
From: Randy
To: Sassy
Sent: Tue, Sept 27, 2016 at 7:05 AM
Re: Connection
Hey great to hear from you,
Of course loved the pic.
I should apologize for my last email I shouldn’t write during political debates.  
As far why I work where I work, it is more that the city chose me.  The industry I work in has lots of offices there.  I love the field I am in as I love the idea that I could potentially help many people at once.  Yes I have been success and am one of the executive types,.  At my last job I had an administrative assistant who took care of tons of things for me.  I appreciated her very much because without her, I wouldn’t have the time or frankly ability to do many of the things I was able to do.  I hope you do get some appreciation where you’re at.
Where would I take you for a concert in all of all time?  That is a tough one, I would have to say Woodstock.  Perhaps that is obvious but it was a transitional time in American history that I would love to experience.  I really enjoy some of the music but that would be more about the experience.  I would have loved to have seen Johnny Cash, Ray Charles, the Sex Pistols, and the Grateful Dead.  It would also be tremendously interesting to seen original Shakespeare at the Globe (I know, not so much a concert, but more of a spectacle?). 
As far as geeky things, I like museums, I like all things mechanical.  I love trying to understand how someone identified a problem and figured out a solution.  Or took something seemingly mundane, such as how a wheat field is harvested, and turned it into something transformative, like the TV (Philo Farnsworth).  
So might I ask what kind of relationship are you looking for?  As for me I am looking for a LTR, a discreet one.  I basically have a roommate and I want much more.  (I will spare you the details)  I am a very passionate person who loves life and wants to explore much.  
Looking forward to your response with heavy petting hopes,
Randy
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From: Sassy
To: Randy
Sent: Tue, Sep 27, 2016 at 8:05 AM
Re: Connection
Good morning!  
Hope your day is going well despite the dreary weather.  
You’re email was fine, especially if you had that farce going on in the background. Tell me you are not a Trump fan.  
Aha…so you are in the city during the day.  How convenient!  Thanks for noticing admin folks.  It can mean more to hear “thank you” than most people realize.
That photo is me in so many ways…demure but sexy.  I had breast cancer five years ago, so I get to show them off now, right?  I am whole and healthy and want to live life to the fullest!
I have to drive now, will answer more soon but I wanted to give you a nice morning message with a big wet kiss with my hand stroking your cheek and my other hand woven into your hair!
-S
Sent from Yahoo Mail on Android
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From: Randy
To: Sassy
Sent: Tue, Sep 27, 2016 at 10:59 AM
Re: Connection
Hello,
Yes the city is convenient in many regards and may prove to be wonderfully convenient someday if things work out with you.
Music wise I do like folk music but I would be hard pressed to name any artists.  I like most music although I can’t really take rap. How about you – what would be your concert of choice?
I will admit that politically I lean to the right but I certainly am not a Trump fan by any stretch.
As far as admin folks I constantly thank them.  They make a world of difference.
Regarding your picture:  I love demure, I love the tease.  Getting through breast cancer is a huge deal and I am glad it is a life affirming experience for you.  I have seen many people go a different direction with those challenges.
Randy
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From: Sassy
To: Randy
Sent: Tue, Sep 27, 2016 at 1:30 PM
Re: Connection
Hiya! 
It’s lunch time at my office and I want to spend it with you.  Well… as best I can right now.  
The big question is can you touch an older woman with long gray hair and curves?  And let her touch you?  I know… there’s no way to tell online.  Chemistry is such a tricky thing!
When I mention folk, most people mention James Taylor. He’s probably the most successful one.  I like music I can sing along to – Broadway show tunes, a cappella, rock anthems.  But I also like classical and jazz… depends on my mood.  For my concert, let’s go to the Beatles in the mid-60s when the fans adored them and they were so pop and fun.  
I lean pretty far to the left, so perhaps politics is not a good topic to discuss!  
I was very lucky on the cancer front – I kept my sense of humor through being cut, poisoned and irradiated!  They found it early, I got in to the Yawkey Women’s Health Center at Mass General, was able to work straight through except for treatment days.  I don’t think about it much now – it’s just a time in my life I went to the doctor a lot, except when someone new is diagnosed and comes to me for help.  It did help me realize how much I want to enjoy life! 
You ask what I want?  Please don’t feel any pressure to help me with any or all this, but ideally I want a long-term thing so I can get off AM and find 
1) a confidante I can write to every day to share what’s going on, hear about their day, be involved and caring and flirty and send whatever great p0rn I find!  
2) someone to touch me and let me touch him.  I get nothing at home, so I am starved for the basics – someone to hold my hand and rub my wrist with his thumb, a back rub, a long hug.  
3) SEX!  PASSION!  I want a variety of positions… different things on different days… hard and fast sometimes, a slow conversation with sex here and there on other days. I like to be an equal – you do things, I do things, we do things.  My desires will probably broaden as I have time to get beyond longing for basics.  I know it tough to find time, but at least once a month would be grand and more if possible.  Is there ever enough? 
4) FUN!  I want to take a break from work and home and all that to laugh and relax and enjoy life! 
Any of that match up with what you want? 
I try very hard to stay anonymous.  I hope that won’t be a big deal for you.  It’s not about you so much as who might see your phone or your email.  I may tell you a lot in person but keep things electronic more narrow.  I am an expert on discretion.  My first fling was with an old flame from high school found me after 37 years.  He was military, married and miles away, so I learned how to entertain a man far away, and how to protect a man who would not only face a furious wife but the military code of justice if discovered.  He encouraged me to find a local option, which eventually led to AM.  I have also read a lot online – blogs from men and women using AM, and I was online in an IRC chat room for cheaters for years.  They are wonderful people just trying to make the best of it.  So I know how to keep men safe, and I’ve heard all manner of screw-ups and know the consequences which incentivize me to avoid them and help any guy I see avoid them!  Ask me about the bank robber someday when you are lying naked on my chest in a post-coital haze.  
Wow… I better stop before this turns into a novella.  What else would help you know if we might click?  Ask away! 
I’ll go eat leftovers and wonder how your skin will feel on mine… and how you taste!
-Sassy
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From: Randy
To: Sassy
Sent: Tue, Sep 27, 2016 at 8:39 PM
Re: Connection
People
Hello Sassy,
I don’t really think you’re older than me.  I love long hair and curvy women.
As far as politics go I like to think that people have the same goals just different ways of going about achieving that end.  I know this is a bit naive but for me I have to hope for the best in people otherwise I would become completely cynical.  I am very comfortable in what I believe and why, so I don’t tend to get emotional about political arguments. Also I respect that others may have completely different opinions.
Yeah I must admit seeing the Beatles and the fan reactions would be fun, also the famous “Elvis has left the building” concert, early Chuck Berry, Ritchey Valens love it – truly a changing time in music and would love to have seen or been a part of it.  I play a lot of instruments – albeit not very well but respectably.  I very much love music and would love to play in a band again someday.
Okay the tricky part.
1) I also would like a confidant, someone to connect with to tell my secrets to and hear theirs.  To share their joys and sorrows.
2)  I totally agree with you – I miss the touching caressing, flirting, stealing a casual feel.  Gazing into someones eyes and feeling a connection.  I want that again!
3) I agree about sex.  I am a very passionate person.  I very much enjoy pleasing and it stirs up huge passion within me.  I can cum about 5x so I like to enjoy sex for several hours.  I also like to give almost more than receive.  I have been told that I am a particularly good kisser and have a very talented tongue for oral. 
4) Yes I want someone I can date – yes I mean really date.  I want to have fun too and am willing to discreetly travel on vacation.
As far as discretion, I would like to know your name.  I am very good at keeping my secrets well secret.  My phone is locked, I have separate credit card accounts and secret email accounts.  I also try very hard to be discrete.
A little about me: I too was in the military a very long time ago.  When I got out I went back to college and grad school.  I do tons of volunteer work and like to give back because I have been very blessed. 

I had a girlfriend a while ago and we dated for several years.  She moved away and so we broke up.  I tried some of the dating sites but the people I met frankly scared me…. I simply wasn’t ready for that.  
You seem very down to earth.  I like your sense of humor and clearly you can write.  So I think we are a very good match and would very much like to get to know you better.
What do you say?
Randy


The Jester appears

September 27, 2016 Tuesday 
I heard from a new man today!  Wow.  Busy week for new contacts!  

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Ashley Madison Message
Date:Sep 27th – 3:56pm
From:Jester1968
Message
Ok so the line “won’t save you money on your insurance” is an absolute grabber. How long did that take you to come up with? it’s great. Are you in advertising? lol With that sense of humor we definitely can chat I hope. I’m also rather humorous, dark humor, often in a self deprecating way. 
Check out my profile. Let’s chat! And even if you don’t I’m coming back to that profile when I need a laugh…
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Jester huh?  That’s original.  

He likes my tag line!  Ha!  I went to look at his profile. 
=====
He knows how to spell discreet!  Yay! 
• Age: 48 
Hmmm… he’s probably 50 or so but.. I don’t do that well with younger men.  
• Location: [redacted]
About half an hour away in the burbs.  That could work. 
• Height: 6’0″ (183cm)
Oh!  Yes please! 
• Weight: 180 lbs (82kg) – Fit
Hmm… kinda skinny.  I like burly better, but it could work.  Kris weighed about that. 
• My Limits: Undecided
Really?  I don’t like this one.  Eh.  Pick something!  
• Status: Attached Male seeking Females
Good. 
• Gender: Male
: ) 
• Smoking Habits: Never
Good. 

He checked a few boxes about his preferences – good stuff, nothing scary.  He wrote some good paragraphs.  Says he likes a good conversation.  Oh please, let that be true!

======
Seems worth an answer. 
He’s online right now!  I’ll write something quick so he gets a reply soon.  I sent out “don’t log off yet!” vibes.  
=====
Date:Sep 27th – 4:12pm
From:Sassy
Message
Hiya J! Thanks for your great message! I like to make you laugh. I can’t take credit… a nice guy saw my boring old greeting and told me I needed something more peppy and came up with it! It felt like “me” immediately! Though I did look a little like Flo from the Progressive commercials in my younger days! 
I like your greeting… there is nothing like a man who knows how to spell discreet! I am happy to talk. Though I should say that unless you have a thing for older women, I’m probably not your gal. I have my best luck with older guys who don’t mind my long gray hair and curvy body. But I didn’t want your message to go unanswered. 
Best of luck to you! Hugs with groping! -Sassy
====

Date:Sep 27th – 4:19pm
From:Jester1968
Message
That was a good laugh. 
And hopefully it’s not too perverse but I do like slightly older woman on the larger side. Is that freakish? So to be honest I love big boobs….that should at least give you a laugh!
=====
Date:Sep 27th – 4:26pm
From:Sassy
Message
Here’s to more laughs! 
So you want to talk? Explore? See if we click? It’s not perverse… just like to be honest so I don’t waste your time. I certainly have the boobs thing going on! I can make a “boob man” very happy! Mmmm…. 
I should also warn you that I am almost as curious as I am Sassy… hope you like answering questions! You are welcome to ask a lot too! 
Hugs with groping… and an ear nibble… just because. -Sassy


Dance in the mirror

September 27, 2016 Tuesday

6:07AM Phil

Good morning! 
Off to the Big Apple! 
Have a great day!
[photo of a street scene]
A friend is starting school up there.
6:41AM Sassy
Good morning!
What’s in NYC?
Oh my…that bar is right down the street from my office.  Heh.
6:58AM Phil
Going on a cruise tomorrow
6:59AM Sassy
Ooh….
7:30AM Sassy
I’m heading in early to let the cleaners clean. 
Hope you have a grand time!
2:20PM Sassy
Are you afloat already?
Beautiful pix!  Much nicer day down there than here.
2:24PM Phil
System Island Ferry
Statement
2:24PM Sassy
Nice! Statton? Staten? 
2:29PM Phil
Yeah, damn spell checker
2:30PM Sassy
Ha ha
I’ve never done that…should try it.
4:12PM Phil
View is spectacular
4:13PM Sassy
Wow!  You are doing it up!  I adore how you do that…
Let me know how the show is… I’ve been thinking of going to NY sometime soon.

10:10PM Sassy
Amazing duet… gave me so many feels.
[90 sec video]
Dance in the mirror

[youtube=https://www.youtube.com/watch?v=mEkg1EsegeQ&w=320&h=266]

11:47PM Phil
It was fabulous! 
Great music, lot of humor, wonderful color and a terrific theater. Loved it!

Witty Randy retorts

September 26, 2016 Monday

I wrote directly to his gmail account.  A first for me… going over straight to email with a new guy.  Hope he isn’t a creep!

=====

From: Sassy
To: Randy
Sent: Mon, Sep 26, 2016 at 9:41 PM
Subject: Connection 
Tap… tap.. is thing working?  Are you that guy from that web site?  This is that gal from that web site. You cleverly embedded your email in your sweet message to me.  And let me see your handsome face.  So here I am.  Tell me what you’d like to know.   Hugs with groping! 
-S
=====
From: Randy
To: Sassy
Sent: Mon, Sep 26, 2016 at 10:26 PM
Re: Connection 
Hey there,
Like your witty retorts.   
It looks like you are from Boston.
My profile has me there but I live elsewhere.
Do you have any pictures you would like share?
Also do you chat? Email can take a while for a response.
Would be nice to get to know you better.
As for me I enjoy theatre, running, playing music and geeky things
For work I am in an office.  Too much.  
Hugs with deep kissing?
=====
From: Sassy
To: Randy
Sent: Mon, Sep 26, 2016 at 11:35 PM
Re: Connection
Hiya! 
How are you this fine evening? 
Great to hear from you.  I am in Boston. I like to go to elsewhere too.  Have you always been in MA?  I was raised in upstate NY but came to MA for college and stayed.  
I do have photos… I’ll attach my favorite below.  
Let’s email a little and I can switch to a gmail account to chat if we hit it off. 
For work I am an office manager, that efficient woman in the back cubicle no one notices, who takes care of the mundane administrative tasks so the senior staff can focus on their work.  I also help run a community project in my spare time.  
What sort of music do you like to see live?  I mostly get into folk types – recently saw Christine Lavin and David Wilcox.  They are both great story tellers, song writers, guitarists and singers!  If you could take me to any concert in history, where would we go? 
What are geeky things?  
Mmmm… deep kisses… yes please!  More hugs with groping… and an ear nibble… just because. 
-S
[Attached “the famous photo of my cleavage in the black bra]


New Randy Man writes

September 25, 2017 Sunday
I got a message from a new Ashley Madison guy today!  

I still get excited seeing the notification email, even with all the crap I went through earlier in the month – getting to know a man and then having it not work out – TWICE.  Argh!  I keep thinking I can’t put myself out there again… why am I doing this?  Oh yeah… talking to a nice men…being touched… sex… *sigh.  Okay.  I’ll go read it.  Can’t hurt to read it, right? 
=====
Ashley Madison message

Date: Sep 25th – 5:49pm
From: Randy
To: Sassy
Message
Hey there, Loved your profile. 
I am a full size, happy guy, I’m 6’4″ and love real women (BBW). 
I am well educated and can hold a conversation. 
I would like to exchange emails and get to know each other better? 
I am [email address redacted] at gmail dot com. 
Looking forward to your response, 
Randy
=====
Hmmm… brief.  Kinda sweet. Always fascinated and sort of repelled by men who say they like BBW (Big Beautiful Women) but better than him saying he doesn’t!  I went to look at his profile.
He says he’s 50.  Probably means he’s at least 52.  Whatever.  I don’t usually do well with younger men, but it’s worth trying? 
He’s tall!  I like that.  Makes me feel a little smaller.  
And he’s burly.  That’s good.   
Want’s something long term.  Hunh.  Nice of him to say that, even if it rarely works.  Better than “undecided!”  
And he’s attached.  That’s a must.  No single men. 
He checked a bunch of boxes for his preferences.  Eh.  Some I don’t want to deal with… but mostly fine.  
Refers to his wife as a roommate.  I know that feeling!  
He wants the basics… kissing, holding hands.  I know that feeling so well!  
Ooh!  He sent me access to his photo!  Awww… such a nice smile.  Though it’s a cropped family photo with the top of a little girl’s head beside him.  Don’t do that guys!  Use that mobile phone, smile and snap a photo.  Geez… 
He put in his email… maybe I’ll use it instead waiting a day or two and dithering on AM. 
Okay.  He deserves a reply.  I’m writing back.  But not until tomorrow.  I want to see if his words and his smile stick with me.  
 Time to get back out there!


National Punctuation Day

September 25, 2016 Sunday

6:00PM Sassy
Happy National Punctuation Day! Here are some lesser-known punctuation marks for your consideration.  I’ve never heard of some of these!  

9:53PM Sassy

One of the oddest plays ever in baseball tonight – winning run comes in from first on a ground ball in the top of the 10th when he should have been out 3 different ways… for the 11th win in a row for the Red Sox, that ties them for the best record in the league. Pitchers broke two records – 11 strike-outs in a row to break a 46 year old record, and 21 strike-outs in the game. This team is beyond the “unbelievable” stage into some unprecedented spooky twilight zone of a season-ending streak!