Reggie persists

June 5, 2018 Tuesday

Date: Jun 5th – 9:07 am
From: Sassy

Message
Good morning! Hope your Tuesday is off to a grand start. Sorry for the delay. Yesterday was wacky!

Here’s three questions:

1) What your favorite dinner out? 
2) How old were you when you first had sex? 
3) Have you always lived in MA? Feel free to ask whatever you like.

Hugs with groping are the best! I’ll toss in an ear nibble…just because.

-S

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Date: Jun 5th – 9:15 am
From: OddlyAlone

Message

Good morning!  Thanks for starting my day off with your sexy message!

Your three questions:

1. Favorite dinner out – I am a sucker for good Cajun food. I lived where I could get spicy food for some years. Second favorite cuisine – Sushi. I like quiet places where you can have good wine and a nice conversation staring into each other’s eyes…feet touching sometimes.

2. I was quite a late bloomer – I first had sex at 18.

3. I have lived in MA for only 5 years now. I have lived in the US for long but I grew up abroad.

And after that delectable ear nibble and lots more touching, groping, smelling your lovely hair (when can I see a pic?), my three questions:

1. Do you like high heels – especially now that summer is here – open toed ones?

2. Same as yours – have you always lived in MA and if not, where else?

3. Are you 420 friendly? 

Take care, 
Reggie

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Oh my! 

Of course he wrote right back and answered my questions quite well and then asked questions, which I adore and gave me a name to call him! But… ugh. I hate high heels and don’t own any. I can answer the geography one, but I know nothing about cannabis and I do not particularly want to. Argh. I am overwhelmed with the feeling that this man will not want me. I resolve to try again to get him to go away and stop wasting his time.

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Date: Jun 5th – 2:13pm
From: Sassy

Message
Hiya Reggie! AM notifications are working this morning!

You sound so interesting, which makes me sad because the more I learn, the more I know I am not the gal for you. I haven’t worn heels since 1993 when I fell and spent 4 months nursing a torn tendon. I’m not girlie in those ways – no makeup, no dresses, no nail polish, no fancy underwear. And I can’t deal with smoking anything. I’m so sorry. I do wish you all the best and hope you find a lovely woman soon!

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Date: Jun 5th – 2:30pm
From: OddlyAlone

Message

You keep saying that you are not the girl for me but honestly, IMO, until you meet someone, you can never tell. How about we meet for coffee considering that we are not too far from each other?

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Date: Jun 5th – 4:22pm
From: OddlyAlone

Message
Let me just say this – you sound interesting in your responses and I am still keen to meet you and see if there is any spark. 

I am not a smoker, btw! I do like 420 but I vape it. And while I like the girlie things that you mention, I also like meeting different individuals and seeing if there is a connect. Why don’t you start with a pic?

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Date: Jun 5th – 4:35pm
From: OddlyAlone

Message
We thought you’d like to know that “OddlyAlone” has added you to the ‘Favorites’ section of his Profile.

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By the time I got out of meetings and checked AM again, he had written back. Twice! Completely undeterred and sounding reasonable about it. And he made me a “Favorite” on AM, which means AM will tell him every time I log on. This man is pulling out all the stops!

And now he wants a photo? Ha! That oughta scare him off!

Okay…I respond and wonder what he’ll cook up next.

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Date: Jun 5th – 9:09 pm
From: Sassy

Message
Good evening My my… you are a persistent! I hear you… does seem worth exploring some more.  You definitely intrigue me.  Maybe you’ll tell me where to get good your favorite food?

I don’t send photos on here, so I am going to switch to email. Look for me over there.

-Sassy

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Date: Jun 5th – 11:48 pm
From OddlyAlone

Message
You do sound like someone worth persevering for!

Brett Cuddle

June 4, 2018 Monday

From: Sassy
To: Brett
Sent: Jun 4, 2018 at 8:04 PM
Subject: Junes tunes

Hiya Brett!  How’s your June going?  Hope it’s off to a good start.

My work is finally calming down a bit so I have more brain space to think of sexy things, like you!

With this murky weather, I wish you were with me to cuddle and make good use of a bed together.  Mmm…

-S

Sassy stalls

June 4, 2018 Monday

Date: Jun 4th – 2:27pm
From: OddlyAlone

Message
I like the “hugs with groping” and promise to reciprocate 😉

Still waiting for your questions…

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Wow this guy is so eager! He’s written twice again before I can respond. No patience! Desperate?

It’s nice to be wanted but I wonder again if his pursuit is a good thing? It makes me stall. I write something but I don’t send it. Bad Sassy. Maybe tomorrow. I’ve never been this ambivalent!

I had a crazy day at work and took a nap when I got home from work and woke up feeling more optimistic but feel the need to be careful and take things slowly.  I miss The Trainer.  It makes me not jump to email.

I write to The Northerner, see if I can arouse his interest and stay away from this new guy.

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.

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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]

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

A dozen and done

May 26, 2018 Saturday

https://www.redbubble.com/people/menhys/works/14242508-neon-sigh?p=lightweight-raglan-sweatshirt

I am done.  *sigh

Last time I heard from The Trainer was more than a month ago – April 14.  I’ve sent twelve messages – forwarding fun articles or jokes I saw that reminded me of him.  No pressure… just short snippets of humor.  I tried to make it clear that whenever he is ready, I am here.  No answers.  *sigh

I adore this man.  He seemed so perfect for me!  But I can only take so much silence. I promised myself after the first time he disappeared last year that I wouldn’t keep writing more than 3 or 4 times without an answer, but the universe kept showing me stuff I could not resist sending him.  But a dozen messages is enough, right?  Even though I am itching to hear what is going on with his travels and work and cock.  *sigh

Time to make a list of the reasons he wasn’t perfect.  Maybe that will keep me from writing. 

Done.  Must not email him anymore.  Must not.  *sigh

Hot afternoon

May 25, 2018 Friday

From: Sassy
To: Brett
Sent: Fri May 25, 2018 at 11:58 AM
Subject: Happy Friday
Hiya Brett!  Hope your week is ending well and you have some fun planned for the long weekend!! 
My work was wacky this week but I managed to get 5 days worth done in 3 days and am enjoying a 5-day break!  
I had fun yesterday with a NC cousin in town for her niece’s (my 2nd cousin) college graduation.  We sat in the ArtBar on the first floor at the Royal Sonesta Hotel looking out over the Charles River and I thought of another time I got to see that view from higher up and smiled. 

Now I’m headed to the new Star Wars movie.  Hope it will be a good way to spend a hot afternoon.  Though I will be thinking of how we sometimes spend an afternoon, which is much hotter. 😉
-S

May Big Fishing

May 13, 2018 Sunday


From: Sassy
To: Thad
Sent: Sun May 13, 2018 at 9:20 PM
Subject: May meandering
Hiya Thad!   
How’re things in Thad-land?  Hope you are hanging in there.  What’s new?  Did they do your surgery yet? 
I am keeping busy with work.  Had a bad cold this past week but hoping  the worst is over.  I drove to Maryland and back last weekend and must’ve picked up germs along the way!  
Here’s a fun.gif that might lift your spirits. 


Hugs with groping!
-S

Lots of French kisses

May 12, 2018 Saturday

From: Sassy
To: Brett
Sent: Sa May 12, 2018 at 9:09 PM
Subject: Saturday scene
Hiya Brett!  How’s your May going?  Hope all is well at work and home. 
I had a wacky trip to Maryland last weekend – almost 1000 miles to drive, 7 states – MA, CT, NY, NJ, DE, MD, VA and DC!  We saw 21 people.  Hubby had a grand time.  He’s been feeling better, thank goodness. 
Work has been wild.  Another colleague left yesterday.  I threw a big Happy Hour party for her, got Tex-Mex food since she’s moving to TX. 
I’ve had a cold but hope the worst is over – mostly just sniffles and a sore throat I can ignore, and needing to sleep lots.  Been lying in bed today looking at naughty photos and wondering if that position would be fun for us!  
Hugs with groping and lots of French kisses! 
-S