Three answers and cleavage

May 16, 2019 Thursday
From: Floridian
To: Sassy
Sent: Thu, May 16, 2019 at 10:58 AM
Re: Wednesday wondering

Hi, Sass,
Pester away but I don’t consider it pestering. 

In answer to your questions:

1) AM

I really don’t know. Fantasy, maybe? Hope? Time on my hands? About time? All of the above? I signed up years ago for a free account but never paid to connect with people. I retired and per my wife’s desire, we bought a house and moved to Florida so she could be near her family. Our relationship has been chaste for years because of some medical issues with her but working, friends, and grandchildren kept me too busy to realize the void. Now we’re here and while she has her relatives and some other activities, I’m pretty bereft of friends and things to do so the mind wanders and other parts tend to follow. I’ve actually never hooked up with anyone but think I’m open to the right person. You very much seem like the right person but I so wish it happened while I was still up there.

2) How was I when I first had sex? 

Inexperienced and drained. But I’m assuming you mean how old. I guess we’d also have to define “had sex.” I was 13 when a helpful blonde chesty 30-something neighbor named Bonnie took my needs into her hand, so to speak. I was 17 when I first had intercourse with an age-appropriate girl/woman, and about 20 when I really learned how to do it right so it actually worked for both of us. I learned in my mid-20s that my tongue had both verbal and oral skills and that’s been my best experience since.
3) Favorite 
Again, we need to define this question more narrowly. Favorite part to look at? Hair and eyes. No particular color, style, or length, though the longer, the more alluring to me. But soft and deep on both just melt me. As for favorite part to touch, wherever my tongue can linger and generate a response, lips, ears, neck, breasts, or between the loins. Or all of the above.

Now you.
Josh

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From: Sassy
To: The Floridian 
Sent: Thu, May 16, 2019 at 11:15 PM

Re: Wednesday wondering

Hiya Josh!

So fun to see your name in my mischief email inbox, and to read your words!

Thank you for indulging my curiosity. I adore hearing your stories and poking around in your head. Here’s a window into my mind:

1) AM
These days I am mostly on AM to help friends fine-tune their profiles.

Hubby and I are good friends but nothing happens in the bedroom except sleep. I went without sex for 10 years, thought that part of my life was over. Then an old flame from high school found me after 37 years. We only dated for 3 weeks in h.s. and never did much except hold hands at lunch and kiss under the stairs but there was this chemistry, and he wanted to see if he could re-ignite it and finish what we started. Hubby encouraged me to fly off to meet him. I figured there was no way he would touch a curvy old married lady, but I was wrong. 🙂 He resurrected me sexually, taught me that I could enjoy sex! He helped me hone my ability to “entertain” a man long-distance. And how to keep him safe from discovery. But he was married, military and miles away, so he encouraged me to find a local option.

About that time, I was diagnosed with cancer. He talked me into getting the test that found it early, so I owe him my breast and maybe my life! I spent 9 months in 2010-11 “going to the doctor a lot” but I am whole and healthy now. I came out of that with a renewed sense of “life is short” and “you only live once” and “sex has to be part of it!”

Several of my friends were on AM and talked me into putting up a profile one rainy night of September 2012. I figured I would not hear from anyone. I was wrong. 🙂 

I have met good, bad and worse men. I’ve learned not the expect much, to have fun while it lasts and been pleasantly surprised several times! I am NOT looking for love or leaving Hubby or any serious stuff. Just smiles and fun and good food and sex and knowing another interesting person.

Wait… so you are from MA? That’s interesting. 

We do seem to have a spark… I adore these early stages when we’re both perfect. 🙂

2) The first time
Age 17. High school sweetheart. We starting dating in October when I was a senior and kept going further and further until February when we “went all the way!” It was… boring. We were clueless. We couldn’t believe that was what all the adults went on about! I have learned a lot since then.

3) Favorite
Eyes. That twinkle a man gets when I say something sassy or touch a certain spot. And shoulders. I’m a sucker for shoulders. If you talk about oral I may have to like you a lot.

Excellent answers! My hair is below my shoulders now… I had waist-length dark hair when I lost it all to cancer and it came back in gray and curly! So I never want to cut it again but I make myself do it once a year to keep it healthy!

Are there questions you want to ask? Please do – I am open to sharing. I find it enhances our interaction, and can give us more reasons to be nice to each other and discover the best ways to do it. Or keep us from wasting each other’s time if there are deal breakers we stumble on.

If you are enjoying it, I will ask three more questions:

1) Work

Want to say what you did or more about what you do now?

I am an office manager – you know the type – the demure efficient older lady who sits in the back office and takes care of the administrative stuff so the senior staff can do their work?

2) A restaurant 

If I were to take you out for a special meal, what would you like to eat?

I don’t cook but I make great reservations. 😉 I have an eclectic palate. I adore lobster dipped in butter. The gnocchi in a short rib sauce. Fried chicken. A beet and goat cheese salad. Chinese, Thai, Indian, Vietnamese and even Afghan food! The perfect warm chocolate chip cookie.

3) Music 

Favorite artists? Do you sing or play an instrument?

I listen to songs I can sing along with – folk music like David Wilcox, John Gorka, Christine Lavin or Cheryl Wheeler or James Taylor. Broadway show tunes. A cappella groups. I do like almost all music and gave hum along to rock, pop, country, classical etc.

I sing and play the piano, though I haven’t done much of either in a while.

I’d better quit before this becomes a cure for insomnia. I will send you two other things… a photo of my best assets and a snippet of erotica. Hope they entertain you.

Sweet sexy dreams J!

-S

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From: Sassy
To: Floridian 
Sent: Thu, May 16, 2019 at 11:16 PM
Subject: The black

Hi! I fought hard to keep them, so I get to flaunt them now, right?



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From: Sassy
To: Floridian
Sent: Thu, May 16, 2019 at 11:17 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…”

Three questions

May 15, 2019 Wednesday

To: Floridian
From: Sassy
Sent: Wed, May 15, 2019 at 10:18 PM
Subject: Wednesday wondering

Hiya Josh! Hope you had a wonderful Wednesday! I had a wacky day at work – the kind that make me glad there won’t be many more!

I was thinking of you, wondering so many things. But I won’t pester you except for three questions tonight:

1) What brings you to AM now?

2) How were you when you first had sex?

3) What is your favorite part of a woman’s body?

Please answer and I will tell you mine!

-S

It’s all good

May 15, 2019 Wednesday

9:56 AM Phil
Good morning, watching our ship come in, all the fishing boats headed out, seals, dolphins. Relaxing and lovely! Hope your day is a good one!

6:58 PM Sassy
Hiya Kid! Hope your cruise is off to a grand start!

I had a wacky day when it was tough not to feel bad – still coughing, had to deal with my boss, then do one of my least favorite tasks of the year, but it’s done and I have tasty Chinese food delivered from Dumpling House for dinner, and I heard from you, so it’s all good!

Quadruple entendre

May 14, 2019 Tuesday

From: Floridian
Date: Tuesday May 14, 2019 at 8:23 am
AM Message 
Sassy, you’re welcome to occupy as much of my time online and my mind offline as you want. You intrigue me as well and I find intelligent repartee spiced with quadruple entendre to be extraordinarily titillating (not an onomatopoeic term but it should be) and you’ve aroused much of my being. You seem able to give as good as you get and I’m a sucker for that. Ask away. And even if it’s just for a quick latte (or a shot and a beer while I drink seltzer), I’d come to you if you can find a window.

I am also retired, pulling the pin last year after determining that, like youth being wasted on the young, retirement is wasted on the old. I dabble in part-time work to keep me busy. Yes, I do come north fairly regularly. But my wife also goes up on solo trips, leaving me to fend for myself down here. Which is another option, should you choose to accept your mission. If you’d care to eliminate Ashley as a middle person, I can be found behind my profile name online in America. (How clever am I, huh?)

Josh

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From: Floridian
Date: Tuesday May 14, 2019 at 8:26 am
AM Message

And to answer your question about this weekend’s company, I have not arranged any meet and greet and grope and giggle and nibble. No one has caught my attention like you so far. You’ve set the bar fairly high.

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To: Floridian
Date: Tuesday May 14, 2019 at 2:27pm

AM Message

Hiya Josh! Popping in for quick hug and perhaps a French kiss between meetings! Thank you for writing and opening up to me. It’s brightening up a very gray cold day here! I adore poking around in people’s minds, so strap in for some fun! I’m always a little nervous when I start sassing a new fellow – glad you understood it and didn’t think I am too much of a hussy. So sorry you didn’t find someone for this weekend. I appreciate the offer of you meandering my way – I would adore an iced chai latte and stroking the inside of your wrist with my thumb – but there is not window. I am so sorry. FYI – I don’t drink liquor either – it makes me barf! I haven’t been to FL since right after hurricane Andrew… I bet it looks better now. Do you think you could host me without getting caught? I might be game after I know you a bit. Have you always lived down there or did you escape some colder climate? Awesome that you’ve retired! So many people tell me they are never going to do it. Maybe you can give me tips on how to enjoy life after full-time work since you’re a few months ahead on that path? I have “cause lots of trouble on my Sassy side” close to the top of the list. Gotta run to yet another meeting… I’ll write more tonight and try to figure out your email cleverness! Maybe I’ll send you some of my saucier writing. Hugs with groping and a hot breath on your neck!! -S 

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SWITCH TO EMAIL 
From: Sassy 
To: Floridian
Sent: Tue, May 14, 2019 at 5:00 PM
Subject: Connection

Hiya! Testing…1…2..3… is this thing working? I thought I’d better check before I launch into something more.

-Sassy

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From: Floridian

To: Sassy
Sent: Tue, May 14, 2019 at 5:18 PM
Re: Connection

This is Houston. You’re a go.

No more John Harvard’s

May 14, 2019 Tuesday

From: Sassy

To: Big Fish
Sent: Tue, May 14, 2019 at 8:20 PM
Subject: No more John Harvard’s

Hiya Thad!

Hope you are having a good evening! What’s new?

Saw an article today that made me think of you – no more John Harvard’s in Harvard Square! It makes me sad to think their bathroom won’t be an option… 😉

John Harvard’s Is Closing Its Cambridge Location at the End of May

John Harvard’s will close its Cambridge location for good on May 30. / Photo courtesy of John Harvard’s


[Go to this post to read about our adventure at that restaurant the first time we met]

Floridian flirts

May 13, 2019 Monday

Date: May 13th – 2:00pm
From: Floridian
AM Message

Giggle is such a great onomatopoeic word. It makes me giggle. And fair warning, nibbling my left ear could lead to injury. I have a gold stud, representing my former status as one. As for narrative, I tried once before but got precious few serious inquiries, mostly from saccharine babies looking for a sugar daddy. I prefer intelligent, bodacious women from my era. You clearly fit the bill. I’m sorry you’re unavailable on this trip back but maybe, hopefully, future sojourns will be more fruitful. And I’ll bring a piece of fruit you can nibble on. And you know what kind of trouble that can bring. Josh

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Date: May 13th – 3:19pm
From: Floridian
AM Message

Per your suggestion, I’ve added an opus (did you know the plural of opus is opera?) to my profile in hopes attracting someone like you. Or you, whichever works best. Have a read. Josh

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Date: May 13th – 10:34 pm
From: Sassy

AM Message

Your Priority Message to Sassy has been successfully opened.

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Date: May 13th – 10:35 pm

From:Sassy
AM Message

Your Priority Message to Sassy has been successfully opened.

[These are more automated messages that AM sends him from my account.  I begin to wonder if there’s a sale for Mother’s Day or something that would make that feature free for awhile, as it seems silly for him to spend money on that over and over]

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Date:May 13th – 10:48 pm
From: Sassy

AM Message

Hiya Josh! Wow! Thanks for taking my advice and filling your profile with paragraphs! I like it! You are quite a charmer. I can’t say I completely understand it but it makes me want to. If it doesn’t work, try something else. Did you find someone for this weekend? Please bring some sunshine with you! I can’t tell if I am someone you’d want to touch but we’d definitely have fun talking. You intrigue me. I want to ask you lots of questions, but hesitate to take up your time if I can’t meet. If you feel like exploring my Sassy brain, I’ll leave the light on for you.

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Date: May 13th – 11:16 pm

From:Sassy
AM Message
Hi again! Thank you for helping me smile on a rainy Monday evening. Glad I could get you giggling. That is a grand way to start the week, yes? You tempt me to be silly and sexy. I’ve never nibbled a gold stud… could be a treat… hmmm. Makes me wonder. I like nibbling nuts better than fruit. Big trouble. Whee! I will admit you have me looking at my calendar to see what I could cancel, but I am locked in. Will you really be back north sometime? I’m retiring in 39 days (yes I am counting the days!) and have so much to do, but life should be calmer after June. Hope you have uneventful travel and wave to the north this weekend. I’ll be winking in your direction. -Sassy

Another fun day

May 13, 2019 Monday

9:22 AM Sassy
Good morning! Hope you have fantastic day!

10:17 AM Phil
Good morning!
Corned beef and eggs to start and then a walk our adventure!
Gonna be another fun day!

4:24 PM Sassy
I worked at home today. Got more done than I thought!
Starting to feel better. Nap time!

5:33 PM Phil
Good for you! Nap well

Aretha

May 12, 2019 Sunday

11:35 AM Sassy
Delicious Brunch at Mass Ave Diner in Cambridge


Carnitas Chilakilies
French toast
My Dave’s banana walnut pancakes
Bacon!
Sausage
11:36 AM Sassy
Watching the movie about Aretha Franklin “Amazing Grace” at the Kendall Square Cinema! 
1:41 PM Sassy

A time capsule from 1972

Amazing Grace: Why Aretha movie lay hidden for 50 years


1:59 PM Sassy

More about Alexander Hamilton, the dynamic choir director who appeared in “Amazing Grace The Movie” and was almost as interesting to watch as Aretha! He’s still alive and doing gospel music.

https://lasentinel.net/black-history-month-news-rev-dr-alexander-hamilton.html

2:08 PM Sassy
Mick Jagger recalls being in the congregation at Aretha’s gospel album recording in 1972

9:03 PM Phil
Hope you had a fabulous day!
9:04 PM Sassy
It had its moments! You’d like the Aretha movie
9:05 PM Phil
Just saw that posted. She was spectacular. 
Loving the weather out here! 
9:05 PM Sassy
It poured most of today here…
9:05 PM Phil
So pretty here. 
Waiting on the call for dinner. 
Sipping great Beers
9:06 PM Sassy
You got a fancy hotel?
I have a sore throat… taking DayQuil and going to bed early! Have fun!
9:52 PM Phil
Awwww, hope you feel better

Good bye and hello

May 11, 2019 Saturday

To: Floridian
Date: Saturday May 11, 2019 at 3:05pm
AM Message

Hiya Josh! Thank you for your fun message! Glad I could give you a laugh. Sorry I can’t entertain you – unfortunately, next weekend is wacky but I wish you all the best and hope you find a lovely lady to tryst with! P.S. Please change your profile sometime to spell discreet the right way… I know what you meant and appreciate it, but it’s one of those classic errors that turns off certain smart women you might want! Hugs with groping! -Sassy

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From: Floridian
Date: May 11th – 3:13pm
AM Message
Thanks, Sass, but that’s actually Ashley’s problem. I just checked the boxes on the profile and what I checked said discreet; what it showed is indiscreet. As an English major, writer, and teacher, I wholeheartedly agree. My intent is to seek confidentiality, not individuality, though that is more than welcome. I looked to find a way to fix it but all for naught — or not. Maybe I’ll just discretely eliminate it. Josh

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Date: May 11th – 3:17pm
From: Sassy

Your Priority Message to Sassy has been successfully opened.

[This is an automated message that AM sends from my account.  It means he paid extra to get confirmation of when I read his message]

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Date: May 11th – 3:31pm
From: Sassy

AM Message

Oh Josh…now you’ve got me giggling. Thanks for brightening my Saturday. Aha! Of course… AM manages to make everything a little more tricky than it needs to be. Thank you for taking care of that! Skip the silly checkboxes and write your own paragraphs? You’ve got it going on, might as well share. Be who you are, say what you want and like-minded women will flock to you. Men who can write are rare. There’s your Sassy advice for today. Careful or I will start nibbling your ear and you know what kind of trouble that can bring! Ha!