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.

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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!

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PHOTO ACCESS (another automated message)

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

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

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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!

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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.

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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!

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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.

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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.

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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. 

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

Message
Take a chance on me 🙂

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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.

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PHOTO ACCESS

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

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

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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

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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.

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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

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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

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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?

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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.

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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

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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!


Side boob

June 2, 2018 Saturday
From: Thad
To: Sassy
Sent: Sat Jun 2, 2018 at 5:18 PM

Re: May meandering

Hi there

Sorry not to have been back in touch for a while.  I was laid up throughout May with a really bad infection that landed me in the hospital while the doctors played with different antibiotics!

Absolutely no fun!

I’m better now, but still under the weather a bit.  Tired mostly.  My damn surgery has been put off once again until the doctors are certain all the infection is gone.  (That makes sense, of course — but the waiting is killing me!)

Thanks for the “pick-me-up” — very inspiring!

Hugs

T
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From: Sassy
To: Thad
Sent: Sat Jun 2, 2018 at 11:30 PM
Subject: Side boobs

Thad!! So wonderful to hear from you!  Glad you are alive and on the mend.  So sorry you had to entertain the staff at the hospital for awhile.  That’s never any fun. 

Life is rolling along for me.  Work has finally calmed down to the dull roar that passes for summer at the office.  I’m thinking about retirement in a year or so, going to meet with the benefits folks soon to see if my theories can become reality. 

My community project is busy – had two events this month and a big fund raiser in two weeks. 

Hubby has been on an upswing – is starting treatments next week for PTSD and hoping that will help decrease the effects of major stress he’s been under. 

Saw a fun tumblr yesterday about side boob shots and thought of you.  


tumblr_pi084bvnOT1veoomno1_640.jpg

I so wish there was more I could do to perk you up but hope this is a token of my best wishes for better days.  I think of you often and send healing vibes and fantasies about seeing you and touching you and… someday!  

-Sassy

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

My left hand

May 29, 2018 Tuesday

8:43 AM Sassy
Good morning Philip!  
Have a super Tuesday!  Mwah!

9:53 AM Sassy
Happy Rhodo Tuesday! 

9:56 AM Phil
Good morning Sassy! You too!

7:44 PM Sassy
Spectacular spring supper at C.K. Pearl in Essex
The screened-in porch along the Essex River
The Essex River from their screened-in porch
The Essex River
Lobster traps going out to sea
Shrimp cocktail
Oysters! 
Island Creek, malbec, raspberry point from PEI and a 4th
Clam chowder with a fried clam and pork belly
Beet salad with radishes, pistachios and goat cheese 
My shrimp risotto with porcetta and pea puree
Hubby’s steak tips and French fries
Dessert – Cannoli with cardamom laced ricotta mascarpone filling, 
pistachios and pear caramel sauce
7:53 PM Phil

Such a pretty place

8:57 PM Phil
Just thinking about you.  
You were naked for every thought.
9:00 PM Sassy
Wow!  Good thoughts.
I just got home from Essex.  Such a beautiful evening!
9:24 PM Phil
So pretty there! Yeah, very good thoughts
9:25 PM Sassy
It was the perfect combo of weather, place, food…was wondering what you’d make of it
9:25 PM Phil
Made me think of you and burying my face in you.
Seafood looks great, I thought about eating you
9:28 PM Sassy
Mmm…hope that helped you feel good?
9:29 PM Phil
Made me want more
[photo of his patio with the moon on the sky]
Pretty moon tonight
9:30 PM Sassy
Oh yes…I watched it driving home
[photo of me in my bedroom sitting on my bed naked]
9:34 PM Phil
That’s exactly what I was thinking of, damn Sassy
9:35 PM Sassy
I could lean back, spread my legs and you could help us both have fun!
9:36 PM Phil
[photo of him naked and hard sitting on his patio]
9:36 PM Sassy
Yum

9:36 PM Phil
Back at you babe.
Fits in your parts nicely
9:37 PM Sassy
[photo of me in my bedroom naked with a hand between my legs]
9:38 PM Phil
Oh yeah! Love seeing you naked
Hope those fingers are rubbing your clit
9:40 PM Sassy
Gonna get out Gigi and buzz it
9:40 PM Phil

[photo of him smiling outside on his patio naked from the waist up]
9:41 PM Sassy
Oh my.  How’s the new chair?
9:41 PM Phil
Love it!
9:42 PM Sassy
Sexy shoulders…mmmm
9:42 PM Phil
Buzz that pretty pussy
9:44 PM Sassy
You’ve given me great inspiration!
[photo of my naked chest and tummy with my left breast in my hand]
9:46 PM Phil
Good! Wish I was watching and participating! Oh yeah…..
[VIDEO: him stroking]
9:48 PM Sassy
Oooh…so wish that was my hand.
9:49 PM Phil
Me too!
9:49 PM Sassy


[photo of my left hand with my thumb pointed up]
9:50 PM Phil
Wrap those fingers around my cock
I know it fits in your hand
9:54 PM Sassy
Oh yes… nice squeeze and twist
9:55 PM Phil

[VIDEO: Him stroking]
Following directions
9:56 PM Sassy
That looks like such fun!
9:57 PM Phil
An image to buzz your pussy with. 
Be much more fun with you
9:57 PM Sassy
Imagining that beautiful cock buried balls deep in me!
10:00 PM Phil
Oh yeah, that’s where I would be too
Fucking you deep and hard as my balls slap against your ass
10:02 PM Sassy
Mmmm hmmm
I want you to
So bad
So good
10:03 PM Phil
Take my cock Sassy, take it deep, fuck me baby, ride that hard cock
So wet and tight. Kiss me, as we cum together for the first time of the evening
10:06 PM Sassy
That sounds perfect. mmm
10:11 AM Phil
Show me your pussy baby.
I got turned on by your hand
10:13 PM Sassy
[photo of my cat lying on the rug showing his tummy]
I thought you might.
10:13 PM Phil
That’s a beautiful pussy
Thank you!
: ) 
10:19 PM Sassy

[photo of my legs spread wide with hand holding my Gigi toy inside me and some pubic hair]
10:19 PM Phil
Thanks! I’m happy to see that angle again. I’ll take that image to bed. <3
10:20 PM Sassy
Sleep well dear man!


Mass Ave Diner

May 28, 2018 Monday

5:04 AM Sassy

10:32 AM Phil

The ride was a ton of fun!
Thank you!

10:47 AM Sassy
Breakfast at Mass Ave Diner in Cambridge
Dave’s Banana nut pancakes with bacon
Reuben sandwich with fries and a pickle
Exterior
10:59 AM Sassy
Plants I saw today in the rain

7:51 PM Sassy
Chinese supper at Mary Chung’s in Central Square in Cambridge – had their chicken velvet!