Instructional video

June 9, 2018 Saturday
From: Sassy
To: Reggie
Sent: Sat Jun 9, 2018 at 12:23 PM
Subject: Instructional video
Good afternoon! Hope you’re having a super Saturday!

Here’s a fun instructional 2-minute video.
Be sure to watch through to the end.
I learned a lot from this one and I am
happy to demonstrate.

https://www.redtube.com/116905

-S

=====

From: Reggie

To: Sassy
Sent: Sat Jun 9, 2018 at 3:29 PM
Re: Instructional video

Hi Sassy

Thanks for keeping me in your naughty thoughts and sending me the lovely links. I have to confess that over the weekend I have limited time to respond – so sorry for that. I can’t wait for you to show off the lovely skills that you have been linking. I am uncut and get to 8.5 inches when fully tumescent

 😜
=====

From: Sassy
To: Reggie
Sent: Sat Jun 9, 2018 at 3:55 PM

Re: Instructional video

Hiya! Thanks for checking in.

No worries – I know weekends can be tough. It’s fun for me to share things – no deadlines to respond.

I have been imagining what we might do… certainly brightens my day!

-S

=====
From: Reggie
To: Sassy
Sent: Sat Jun 9, 2018 at 10:12 PM
Re: A lick
I am thinking of you too, sexy woman. As you go through your weekend and I through mine. Meeting people, running errands, socializing. But also, the thought of your tongue on my shaft is like a refrain that keeps tantalizing me. You are wonderful. Thank you for your e-mails!

=====

From: Sassy
To: Reggie
Sent: Sat Jun 9, 2018 at 10:58 PM
Re: A lick 
You know what happens when you write to me like this, right? One word… WET. There. I said it. Mmmfph.

There is this empty feeling deep inside, but it’s not bad… it’s a precursor to being filled. Mmm mmm mmm

Here’s a little gif
http://thedesire.tumblr.com/post/174420642861

You make me feel so ALIVE! Mwah!

-S

=====


From: Reggie
To: Sassy
Sent: Sat Jun 9, 2018 at 11:05 PM
Re: A lick

Sex is such a dance. Your wetness gets me hard like a rock.

Are you interested in Tantric sex?

[Photo of his face, standing in a kitchen holding up a glass with amber liquid]
=====
From: Sassy
To: Reggie
Sent: Sat Jun 9, 2018 at 11:14 PM

Re: A lick 

Ah… the dance. Wondering if it will be ballet or the Twist or.. hmmm.

I know what tantric sex is in theory but haven’t experienced it. You? Would love to.

-S

=====

From: Reggie
To: Sassy
Sent: Sat Jun 9, 2018 at 11:16 PM

Re: A lick

I know it in theory as well bit not in practice. I have always wanted to avoid a long refractory phase and it seems like something worth trying. But, like meditation, haven’t had too much time to devote to it.

That last picture, I just took.

-R

=====
From: Sassy
To: Reggie
Sent: Sat Jun 9, 2018 at 11:27 PM

Re: A lick 

Just read a bit more about tantric sex… intriguing. I wonder if we could stay focused.

I missed the photo. Yahoo is so weird. Thanks for sending me back to see you face. I want to put a hand on each cheek and kiss your lips gently, then play with your beard and muss your hair! Ha!

-S

====
From: Reggie
To: Sassy
Sent: Sat Jun 9, 2018 at 11:34 PM

Re: A lick

Have you ever read Erich Fromm’s Art of Loving? Sex (like Love) is a performing art rather than something that you turn on and it happens. Staying focused is so hard. “Turn off your mind, relax and float downstream” – As Lennon said.

I want to touch your body all over and hear your shallow, raspy breathing as I take you closer and closer to the edge of a slowly approaching climax.

=====
From: Sassy
To: Reggie
Sent: Sat Jun 9, 2018 at 11:41 PM

Re: A lick 

How am I supposed to write coherent sentences when you write about touching my body and…. hmmmf I get so lost in thought… trembling… why are you so far away? I have this vision of… after… you lying curled around me with your head on my breast and I can feel you smiling and serene.
=====
From: Sassy
To: Reggie
Sent: Sat Jun 9, 2018 at 11:42 PM
Subject: Abreast
=====

From: Reggie
To: Sassy
Sent: Sat Jun 9, 2018 at 11:53 PM

Re: Abreast

I want to circle the areola with my tongue before devoting my attention to getting the nipple turgid and hard…

=====

From: Sassy
To: Reggie
Sent: Sat Jun 9, 2018 at 11:58 PM
Re: Abreast

Yes please!

You are so charming. You’ve made me want you.

=====

From: Reggie
To: Sassy
Sent: Sun Jun 10, 2018 at 12:00 AM

Re: Abreast

When you want me like this, it gets me so throbbing hard. I want to go and think of you and oil my shaft and jack off..thinking it is you doing exactly what you said you learned from that instructional video.

The Black and the Fan

June 7, 2018 Thursday

From: Reggie
To: Sassy
Sent: Thu Jun 7, 2018 at 9:27 AM
Re: Sassy face

Good morning, sexy Sassy!

I loved your writing – do you write a lot of erotica? Yes, it gives a wonderful glimpse into your mind. I read it last night but I did not get the “opportunity” to respond.

1. Turn ons – I am not into BDSM and like you am closer to vanilla but not quite. I am crazy about oral sex, toys to pleasure her, her multiple-orgasms and sometimes sex outdoors.

2. Politically, well left of the Democratic Party.

3. At a reservoir in the middle of the night.

Cheers.

=====

From: Sassy

To: Reggie
Sent: Th Jun 7, 2018 at 1:47 PM
Subject: The Black

Hiya! Hope you’re having a terrific Thursday. You made my morning with your email. Here I am with some fun lunch tidbits.

Ah erotica. Glad you enjoyed that. I have written a lot… not just recently – I go through spurts. (ha ha… she said spurts!) There are snippets, short stories, and two “novelettes” no has read. Mostly “Mary Sues” (do you know that term?) or to give a man ideas, or a recurring fantasy, but they vary a lot. I don’t know where they come from – they pop into my head and I have to write them down so I can stop thinking about them all the time. Have you written any?

So happy that our activity expectations match up. It sucks when I discover a kink and I can’t help.

Do you have any toys? I have a small collection.

Definitely want to share sexy outdoor stories in person! I like to think about being outside with a nice man, and I have several favorite tumblrs of exhibitionists, but my “demure” side kicks in pretty harshly about actually doing it. But as my cemetery exploits prove, not always!

So relieved our politics are on the same side of the aisle!

1) Do you follow any sports? 
I am not a fanatic but I keep an eye on figure skating, the Red Sox and I’ll probably watch the Belmont Stakes horse racing on Saturday to see if we get a Triple Crown winner.

2) Do you have siblings?

I have two sisters – one 9 years older and one 9 years younger. They’re both in this area. The younger one is my best friend (mother of my adorable niece and fellow community project enthusiast). The older one is… a challenge. She wants to mother me and explain to me how things should be done. *sigh We meet for brunch every weekend with her beau.

3) Boxers or briefs? What color today? 
Mine are really boring light pink cotton briefs. But I have on a sassy black bra. I’m attaching my favorite photo of that. Enjoy!

-S

=====

From: Reggie

To: Sassy
Sent: Th Jun 7, 2018 at 2:59 PM
Re: The Black

Oh you tantalize me with that lovely black bra. Sassy. I saw your e-mail in the middle of a meeting and must confess to feeling more than a twinge in my loins! Thank you!

I would love to read more of your fantasy writing and yes, I did have to look up the term Mary Sue! It is interesting to think of you casually seeding a lover with ideas that are then improvised upon in reality.

1. Sports – Thanks to my kid, I end up following some professional sports although, increasingly, in this over-commercialized professional sport world (especially Premier League Soccer which we follow more than anything else), it feels too gladiatorial at times.

2. Siblings – I am an only child. I am accused by my wife of hence, being a little self-absorbed which I most definitely am not.

3. Boxer-briefs (you know what they are?). Today’s are a steel gray. In lieu of a pic of me in that (which at some point, I might be tempted to go the bathroom and shoot for you), here is another of me.

[photo of him in a mirror holding his phone and looking at it]
=====
From: Sassy
To: Reggie
Sent: Th Jun 7, 2018 at 5:11 PM

Re: The Black

Thanks for the photo! You tantalized me right back. Wow. You are a sexy dude! I so want to reach into that photo and explore. Mmm…

Sorry (#not sorry) if I disrupted your meeting.

I do know what boxer-briefs are. My favorite!

Gotta run.. will dig up more erotica to send later.

-S

=====

From: Sassy

To: Reggie
Sent: Th Jun 7, 2018 at 8:24 PM
Subject: The Fan

The Fan

He couldn’t believe he was doing this. His friend had talked
him into reading at Stone Soup Poets open mike. One of the
stories. It was for Valentine’s Day, and everyone was doing
it, but it still made him feel vulnerable and exposed. He
read and paused, as appreciative sighs filled the room, and
knew it would be alright. He noticed this woman, standing in
the back against the wall. Staring right at him. He felt like
he was reading to her, and that she felt it, too. He finished,
and a crowd gathered around him to chat and congratulate and
fawn and cluck. He searched the room for her, but she had gone.
He listened to the other artists awhile, but couldn’t get the
hazy image of the woman out of his mind. Finally, he slipped
out the side door and started toward the train. She spoke as
he passed, startling him.

“Your story was…special. It touched me.” She almost
whispered into the night air.
“Thank you,” he said, automatically. Brilliant. He tried
to make out her face in the dim light of the street lamp.
“It made me…want to know you,” she sighed, almost as if
she hadn’t wanted to admit it. He was sure his mouth hung open at
that point. He remembered himself in a few seconds, and decided to
be flip.
“So, what did you want to know?” He quipped, not really
expecting her to answer. She looked away, then surprised him.
“What it would be like to inspire you.” He gulped in air.
There didn’t seem to be enough air to fill his burning lungs. He
realized that somehow, in the last minute, something had passed
between them. It scared him, but drew him to her.
“Can I walk you to the train?” He asked her. She seemed
to consider it carefully, then stepped forward and took his arm in
silent acceptance. He felt her breast against his arm and wondered
if he could remember how to walk. He managed. He thought she would
ask him mundane questions, quiz him about his story or his life. She
was silent, seemingly deep in thought, walking in step with him.

He wanted to see her face, but she was beside him so he could
only take in her long hair, swinging around her, and how she seemed
just the right height to walk with him, and how her chest moved with
each step. They passed a pottery shop and she paused briefly to
glance at the brightly colored bowls. Suddenly, she yanked him into
the dark doorway, and pressed him against the stone of the building.
He felt the cold against his back, then the heat of her in front,
as she wiggled to fit her body to his. Then she put her lips within
a hair of his, and stopped. This seemed to be quite a distance for
her initiative to take her, but not quite there.

He cursed the lack of light. He couldn’t see her eyes. But
it didn’t seem to matter, he was taking her invitation and sinking
his tongue into her mouth before he realized he’d decided to do it.
He felt as hard as the stone against his back, and knew she felt it
too by the breath she took when he raised his head momentarily. She
worked her hand under his shirt, and put his hand on her breast.
They teased each other’s nipples, nipping at necks and ears and noses.
Smiling into each other’s mouths as their breathing raged out of
control.
This was crazy. He didn’t know this woman. He knew
nothing except she liked his writing, that she had understood
the call in it. And that she felt so right in his arms. It
was nuts, but it made sense to him. He’d find out the other
stuff later, if it became important. He was startled back to
the present by her hand at his belt. Oh, my god.
She stopped for a moment, took a deep breath and
whispered in his ear.
“I don’t…I mean, I haven’t…ever…without…” she
couldn’t seem to say it, but he knew she was trying to justify
this wildfire burning between two strangers in a dark doorway.
“I know,” he murmured, hugging her even closer. That
seemed to settle it. She undid his belt, and slipped her hand
inside his clothes to touch him. He thought he’d pass out.
She rubbed him just the right way for longer than he thought
he could endure. He knew he should be touching her, but could
not summon the brain power beyond savoring her touch. She
removed one hand to her pocket, he heard a rip, then she was
taking his sex from his pants, and covering it with latex,
and leading him to a ledge deeper in the doorway. She stretched
out on the stone, and pulled him down over her, into her. 
The combination of the time and place and strangeness and the latex
set him off almost immediately. He pounded her into the stone,
without thought of her soft body. She met his every thrust,
moaning in his ear. He felt the pulsing, the searing heat, and
filled the plastic, thinking of filling her. She clenched him
deep inside. His mind clung to every detail as he realized he
would desperately need to write about this later.

They clung to one another forever. Then sat close to
each other on the ledge as they righted their clothes. There
seemed to be so much to say, and yet nowhere to start. He
finally took her arm, and they continued toward the train. He
thought he should be panicking, but couldn’t get beyond the
amazing afterglow. When they reached the platform, he expected
her to disappear like the dream she seemed to him. She chewed
her lip. He feasted on seeing her in the light.

“I need to know more.” She whispered, a pleading look
on her face.
“Yes.” It was all he could say. It seemed enough.
“Take me home with you.”
“Yes.”
“Let me inspire you.”
He moaned and rolled his eyes. Then the train rumbled
into the station and they boarded locked arm in arm.

=====

From: Reggie

To: Sassy
Sent: Th Jun 7, 2018 at 11:27 PM
Re: The Fan

I loved the setting, the hungry desire in both of them. I loved the urgency in the doorway. I loved how they fuck without knowing each other’s names, without seeing each other’s faces. Your imagination is fertile and rich!

Final flight 50 years ago

June 5, 2018 Tuesday

8:43 AM Sassy
Good morning Philip!   It’s Tuesday time!

8:27 PM Sassy
Touching article about RFK’s “last flight” that brought his body home 50 years ago this week, including the stories of how Coretta Scott King came from Atlanta and Jackie Kennedy from London – they dropped everything to be with Ethel at the hospital waiting while RFK died and then consoled her on the flight home.
Robert F. Kennedy’s final flight: The storied journey of the ride from California to New York
Dick Strobel/AP

And Still He Persisted

June 3, 2018 Sunday

There’s a new man on the horizon. 

After The Trainer went silent in April, I wasn’t sure I could ever put myself out there again. We seemed so perfect for each other and he just disappeared and I was crushed. I sat on the shelf, rarely opened the Ashley Madison web site, and focused on work and The Northerner when he had time. 

The less you log on, the fewer message you get, so I didn’t have any reason to log on. When I went to check, they were too young or too strange and I just couldn’t get psyched to answer. I’m sorry… I know how frustrating that is for guys!

I resolved on the first of June to go in and start answering, even if it is was to say, “Thanks but no thanks.”

I found a bunch of older messages from the same guy. Oh dear… I felt especially bad that he’d had to spend so much money trying over and over. Ugh. Never had a guy so determined to get me to answer!  I focused on him at last on June 3.

=====

WINK (automated message this is free)

Date: May 9th – 4:54pm
From: OddlyAlone

Message
Please check out my profile to see if you might be interested in connecting with me. If you are interested, ‘wink’ me back and I will initiate contact!

=====

PHOTO ACCESS (another automated message)

Date: May 9th – 4:54pm
From: OddlyAlone

Message
Access to Private Showcase Attached.
Please click the “key” icon.

======
======

WINK (a second automated free message)

Date: May 10th – 12:16pm
From: OddlyAlone

Message
Please check out my profile to see if you might be interested in connecting with me. If you are interested, ‘wink’ me back and I will initiate contact!

=====

That is odd… most men don’t contact me again unless I contact them. That’s what all the advice says… don’t pester her. But he is eager.

=====

Date: May 10th – 12:17pm
From: OddlyAlone

Message
Hi there. I would love to know you, Sassy 🙂

I think I check most of your boxes. I am in your area during the day and it might be easy to meet. Do let me know!

=====

Hmmm… he ups the ante and pays to send me a real message a minute later? Very odd.

It was lunch time at work so I took a quick look at his profile – he’s more than 10 years younger. That is very unlikely to work. I usually adore them but they don’t want me. And he is dark-skinned. Tough to tell from his blurry photo exactly what ethnicity or race but I’ve never adventured in that direction (except once in high school which didn’t go anywhere), so without thinking about it too much, I move on to other messages waiting in the inbox.

=====

Date: May 10th – 2:14pm
From: OddlyAlone

Message
No? Now that you have checked my profile. If not, I won’t be offended if you let me know.

=====

Of course he can tell I looked at his profile… he must be keeping a very close eye on his Ashley Madison account! Oh dear… I wonder if there is some sort of sale on the site for Mother’s Day or something so he gets to write as much as he wants for free? Or he doesn’t mind spending money?
I am really busy at work so I move on.  I never want to offend a man but I also don’t want to encourage this onslaught of repeat messages. 

=====

Date: May 10th – 8:50pm
From: OddlyAlone

Message
Take a chance on me 🙂

=====

Another message? I can’t decide if this is charming or creepy?

I don’t have time to figure it out. He doesn’t respond so I forget about it.

=====
=====

PHOTO ACCESS

Date: May 17th – 5:36pm
From: OddlyAlone

Message
Hello. Is there anybody out there? Just nod if you can hear me!

=====

Wow… here he is again! So persistent. I do not know what to make of it. I am not ready to jump back in. I know I should write but I don’t. Bad Sassy. *sigh

=====

Date:Jun 1st – 3:46pm
From: OddlyAlone

Message
Hi there. Would love to connect with you. Reaching out again. Cheers.

======

Wow… the 8th contact. I really need to answer.

I look at his profile more closely. He is tall and thin, young, has quite a vocabulary (words I don’t know!), definitely an intellectual – mentions reading twice and various high level topics and philosophical issues, wants someone active and fit, well-read, who likes wine… oof. I am none of those things. He is not going to want me. *sigh

I look at the extra photo he sent. This one is not blurry! He has a beautiful smile. So young and cute! His skin is like chocolate.  My fingers tingled to touch!  I haven’t been particularly attracted to anyone of color but there is something special about him. He reminds me of that actor… what was his name? From that TV series about people with super powers… um… about 10 years ago now? Heroes! I dig into IMDB.com looking for a name and photo… aha! Sendhil Ramamurthy… yum. Hmmm… maybe he is using a photo of Sendhil? There is no way a hottie like that would want a gray-haired old lady, right? 

Sendhil Ramamurthy

I write up a response to thank him and explain why it’s not worth his time and… then I stare at it. What is the point? I leave a draft in my inbox and resolve to think about it more before I send it. It takes me two days but I finally do it.

======

Date: Jun 3rd – 4:34pm
From: Sassy

Message
Hiya! Hope you’re enjoying this beautiful Sunday. Thank you for your interest in me and for sharing your sexy smile.

I don’t think I’m the gal for you. I don’t read much and I had to look up sapiosexual! I’m always happy to talk and dish about AM, but I never get far with younger men as I have gray hair and appear more like someone’s grandmother than someone to play with . I wish you all the best in your search. -Sassy

======

I also wrote to another younger man in a similar situation, telling him I’m not right for him and best of luck.  Trying to be courteous.  He wrote right back whining and wanting more info about why I thought he wasn’t right and nothing positive. It was not the way to make me want to reply.  It made me sorry I had written.  *sigh

=====

Date: Jun 3rd – 5:16pm
From: OddlyAlone

Message
I have a huge fascination with someone much older (yes, even at this age) and would love to meet you. If you are nearby, perhaps we can have lunch one day? Or may be coffee?

======

Wow.  What a contrast!  He doesn’t know what a favor the other guy did him.  Heh. 

Of course he wrote right back and jumped right into an invite to meet. That is usually a very bad sign. Ugh. Now what do I do? He is quite charming and straightforward. He sounds… real. I am curious. *sigh

I can feel myself sliding off the shelf.  Hope I don’t crash and burn too quickly! 

I take a deep breath and decide to play along. It’s usually only 2-3 days before with the younger men disappear, and I don’t have much else going on, so what the heck? It takes me a long while to craft a response. I decide to keep it simple and Sassy! I send it and go off to bed early.

=====

Date: Jun 3rd – 9:15 pm
From: Sassy

Message
Good evening! Older women, eh? Fascinating. Lunch or coffee sounds fun.

It is okay if I ask a few questions, get to know you a bit?

Hugs with groping! -Sassy

=====

Date:Jun 3rd – 10:43 pm
From: OddlyAlone

Message
Of course. Ask away.
Here or e-mail? [email redacted]

Thinking of your tits

June 3, 2018 Sunday
6:32 AM Sassy
Mmm…too early…going back to bed.  Maybe I’ll dream about you!  Mwah

8:23 AM Phil

: )

1:13 PM 
Dim sum brunch at Mary Chung in Central Square Cambridge!  My favorites… 
Suan la chow show – pork wontons in a spicy broth
 with scallions & bean sprouts 
Scallion pie
Small steamer pork buns
Ma pa tofu
Exterior
7:26 PM Phil
[photo of his hand holding a cigar with a shot glass on the table on his back balcony]

Enjoying the day
7:46 PM Sassy
Nice! I just finished dinner… trying to gather energy to do some chores.

Instead I’m thinking about your toes… ha

8:35 PM Phil
Ha! I find myself in the same way but I’m thinking of your tits
10:05 PM Phil
Hanging out naked again
[photo of his naked knees]

10:06 PM Sassy
You are so bad… in the best way!


Hometown stuff

June 2, 2018 Saturday

8:01 AM Sassy
Hope you’re having a superb Saturday! Mwah mwah mwah
1:43 PM Phil
I am. Thank you. You too!
1:43 PM Sassy
1:45 PM Sassy
Going through old photos from my parents’ boxes that Sis scanned, trying to identify year, place and tag people.  So much home town stuff!
2:49 PM Phil
Oh cool!


Red beauty

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May 31, 2018 Thursday
7:51 AM Sassy
Red beauty at my place on a beautiful Thursday!

7:52 AM Sassy
Good morning Philip!  Have a terrific Thursday!  
I’m heading out early to let the cleaners do their thing.
8:30 AM Phil
Good morning! You too! 
Working from home today which is lovely
8:31 AM Sassy

7:31 PM Sassy
Sushi supper at Yoshi in Powder House Square Somerville

 Shrimp shumai

Thai iced tea and Shirley Temple
Is this a thing? Hello Kitty soy sauce
Soft-shell crab tempura
My sushi – egg, shrimp tempura, eel and salmon skin maki
Hubby’s sushi
Hubby’s pork gyoza

White rhodo Wednesday!

May 30, 2018 Wednesday
9:00 AM Sassy
Good morning!  Have a wicked good Wednesday!

9:30 AM Sassy
Have a wicked wonderful white rhodo Wednesday!

9:43 AM Phil
Good morning! You too!

8:05 PM Sassy
Awesome dinner at Article 24 in Allston

$1 oysters
Pigs-in-a-blanket
Lollychops
Deviled eggs with bacon bits
Hubby’s steak Caesar salad
My short rib over truffled polenta 
with spinach and parmesan cream
Salmon arugula salad