Category Archives: AM

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LOLBob writes

November 6, 2018 Monday
7:01am
From: ogs1967
Message
Your profile greeting made me laugh.  I didn’t expect that on here! Haven’t seen that commercial in awhile…lol…can you help me save myself and others the pain of a sexless marriage…lol.
I’m Bob, Say Hi, I won’t bite…lol…
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A new guy wrote to me this morning!  
Hmmm… He got the joke in my profile!  Means he looked at my profile.  Good.  

He used lol three times 5 sentences.  He’s nervous? 
I took a look at his info.  
Okay tag line… describes him succinctly.  (Much better than the men who write, “Hello”)  
Age? 50.  A bit young but might be okay, especially if he’s really 52 or so (which is common). 
Location – north of me a ways.  Good.  I somehow do better with guys from the north! 
Height: 6”0”  – good 
Weight: 170 Slim – hmmm… I like men burly and he sounds skinny but might be okay. 
Limits:  Whatever excites me – good.  Much better than “undecided.” 
Status: attached – good 
Preferences – looks good, nothing scary 
Didn’t write much.  Tough to tell if he’d like me, or I’d like him.  I’ll think about it. 
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8:49am
From: ogs1967
Message
Any interest after seeing my profile? I love voluptuous women!
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Whoa… a second message already?  
He’s got that feature turned on where he can see that I looked at his profile.  Eager fellow.  
And he l likes big women?  
Okay.  Haven’t met anyone in awhile… Worth a try I suppose.  
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8:56am
From: Sassy
Message
Hiya Bob! Thanks for making me smile on this dreary Monday morning. 
So glad you read my profile and got the joke. 
Three quick questions for you – 
what brings you to Ashley Madison right now? How did hear about it?
Have you always lived in MA? 
How old were you when you first had sex? 
I am curious as well as Sassy! 
Hugs with groping! -S
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9:13am
From: ogs1967
Message
Ok, on here because I am in a sexless marriage, it’s pretty well known website,
 I’ve always lived in MA and I 1st had sex at 20. 
You seem fun so maybe meet? Coffee, tea or me… lol 
no really sincere here so if you’d like to get a coffee and meet that would be fun
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9:36am
From: ogs1967
Message
I work in and around Boston during the day
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10:09am
From: ogs1967
Message
Did I lose you already with my responses? ….lol
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5:08pm
From: Sassy
Message
Hiya Bob! Hope you had a marvelous Monday!
Sorry for the delay… one of “those days.” You certainly made it better! 
Hubby broke his phone for the second time in 3 weeks, so we got to dash to T-Mobile first thing, and then it was a wacky day at work. Hope tomorrow will be better. 
So… where were we? Ah yes… thank you for the answers! Here are my answers – I am also in a “nothing at home” situation. Never thought I’d venture out, but I fought off cancer 7 years ago and decided I want to live a full life and that includes sex! Glad you found AM and wrote to me. I first had sex at 17 with my high school sweetheart. We didn’t know what we were doing and it was… boring. I’ve learned a lot since then! 
I’m not into coffee or tea but maybe you? And some iced chai. 🙂 Give me a day or two to be sure you aren’t an axe murderer and we’ll see. 
Three more questions – 
1) Want to say something about your work? Are you in an office mostly or out and about? I’m an office manager – you know, that quiet, efficient older woman who takes care of all the administrative stuff so the higher-ups can do their work. 
2) If you could take me to any concert in history, what would it be? 
3) Are you allergic to cats? 
If you want to switch to email to answer, send me your address and I’ll reply there. 
Hugs with groping and an ear nibble for your patience. 

-S


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Meet #19 Brett bliss

October 27, 2017 Friday
From: Brett
To: Sassy
Sent: Friday, October 27, 2017 6:49 AM
Subject: RE: Wonderful fall

sounds yummy!

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Report #19 The Canadian All Kinds of Bliss
October 27, 2017 Friday
I was off work today but still managed to have a crazy day!  I had scheduled two items:
11:30 am Do a good deed by giving an old phone to a friend whose phone bricked earlier this week
2:30 pm Meet Brett 
I was also supposed to do a little work on the payroll.  
Then one of my gal pals got laid off at 10:15 am.  I read her texts about that. She’d had warning from her boss, who also got laid off, so she had a chance to take all her stuff home from the office and start to think about her options before the official word came, but it is never easy! 

I offered to take her to lunch and give her a ride home to the suburbs, so she wouldn’t have to stick around the office or somewhere until the commuter trains ran later in the day.  
So I showered and dressed in a hurry, throwing on my black floral top and yoga leggings that make me feel so trendy!  I drove and found an easy parking space and handed off my phone, then dashed to pick up my pal. I took her to lunch, took her home, then scurried off to meet Brett.  Whee! I was about 15 minutes late, but managed to text him before he left the office so he wouldn’t be stuck waiting around at the hotel. 
I waltzed into the hotel at 2:45 pm.  There was no one waiting to check in, so I made quick work of that. Just as I turned away from the front desk, Brett came walking down the hall toward me!  He got the biggest smile when he saw me. It makes me melt! 
He took the map to the room from me and gave me a quick kiss and a squeeze as he navigated to room 2031 on the first floor, down one hallway and around the corner and down to the end!  I used the keycard to open the door and we are alone! 
There were lawn service workers just outside the window, so I closed the curtains tightly.  He was behind me and put his arms around me, massaging my breasts and nibbling on my neck. I relished that for a long time, then sat on the ottoman to take off my shoes.  He pulled off my socks and my top, sitting behind me on the chair. He played with my breasts and my bra, then discarded it as well. He cupped my naked breasts and sighed, nibbling on my ear and moaning a bit.  Mmmm…. He turned me a bit so we could kiss. There was a fierceness to it today, likely born of it being more than two months since our last meet. So delicious! 
He finally pulled off my leggings and panties, then went to the bathroom to grab a “cum towel” and led me to the bed.  
He pulled me to him for a glorious horizontal hug and cuddle.  I said this was bliss and he murmured that it was a first kind of bliss but we were going to have many more!  
We kissed some more, for a longer time than usual.  He played with his tongue, and nibbled on my lips. Yummy. 
He moved down to suck on my right breast and rolled my left nipple between his fingers.  That got me squirming! He fingered my clit until I was shaking. Oh my! 
He rolled over to grab a condom from the nightstand and rolled it on.  He got on top and was inside me in no time.  He pounded in and out… I enjoyed being filled by his rock hard cock and watching the blissful look on his face.  He rolled me over onto my hands and knees and entered me again. I adore how deep he can get in that position! He pounded me… in and out… pulling my ass on and off his cock.  So so good! I told him he made me feel fantastic! He agreed that he was feeling fantastic too! He sped up a bit, then warned me that he was going to over the edge and did. He kept moving even after he came… prolonging the bliss, he said.  Yes indeed! 
He finally rolled off to my right and cuddled me onto his chest again.  He started talking after a short rest, asking how my work was going, how my community project work was, how my husband was, whether I had gone to my high school reunion.  I told him a pithy story about each item. I am so impressed with his memory and taking the time to listen. I asked him about his work and his family. He told me about a wonderful golf outing he’d had with a pal from work a couple of weekends back.  
I had to go to the bathroom.  I tried not to… I hate being away from him and wasting time.  But sometimes nature calls and I have to heed it! I apologized, said I might asphyxiate him.  He said I could do a “courtesy flush.” I asked what that was, and he said, “You know, like on Seinfeld.”  I told him I had never watched it. He was aghast! I said it was too NYC and they were too mean to each other for me to find it funny.  He said it was so classic and he enjoyed the irony. 
I rushed to the bathroom and back into his arms.  He got talking about another comedy TV series, “The Big Bang Theory.”  He said it makes him laugh a lot and I really should try watching it. He gave me examples of fun plot twists and guest stars.  
He started squeezing my breast again, then kissed me for awhile more, and sucked on my left breast.  I backed up against him and threw my leg over his hip. He reached to the nightstand for another condom and rolled it on in a hurry, then was able to slide inside me and finger my clit at the same time.  Oof… that position got me going! He came again and we cuddled until I noticed it was time for him to shower and go. 
I threw on my clothes.  He gave me money to cover the room.  I left money for the maid. He thanked me for GRRRREAT time, a la Tony the Tiger, the Frosted Flakes cereal mascot.  We walked out together. I groped his butt on the way down the hallway. He had on these silky black slacks that felt amazing under my hands.
He had parked at the other end of the hotel, said he wanted to explore the areas we never walk through.  So we parted in the lobby with a smile.  

I went on to my car alone and drove home in heavy traffic, reliving the blissful moments in my mind!  
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From: Sassy
To: Brett
Sent: Fri, Oct 27, 2017 at 9:49 PM
Re: Wonderful fall

Hiya Brett! Thank you for a lovely afternoon! It was so many kinds of bliss!

Hope you had an easy trip home. It took my nearly an hour but I kept moving and thinking of you and smiling.

Have a wonderful weekend!

-S

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Brett dreaming

October 26, 2017 Thursday
From: Sassy
To: Brett
Sent: Thu, Oct 26, 2017 at 7:39 AM
Re: Wonderful fall

Hi Brett! 

Yay! I am so excited to see you! Tomorrow! Mmmm…. I’ve already started thinking about your arms around me. And your hands on my chest. Tingling!

I made a reservation. Let me if I should meet you for lunch or at the hotel. Thanks!

See you soon!!

-S

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From: Brett
To: Sassy
Sent: Thursday, October 26, 2017 6:12 PM
Subject: RE: Wonderful fall

I don’t think I can make it for lunch this time. I’ll try to get there as early as possible. Let me know what time you think you will be there.

dreaming….

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From: Sassy
To: Brett
Sent: Thu, Oct 26, 2017 at 6:27 PM
Re: Wonderful fall

Hi Brett. Let’s aim for 2:30 pm? Don’t worry if you are later than that… I will check in as soon as they let me and wait in the bar. Can’t wait to hug you! And kiss you!!

-S

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Brett plans

October 25, 2017 Wednesday
From: Brett
To: Sassy
Sent: Wednesday, October 25, 2017 7:42 PM
Subject: Wonderful fall

Sassy,
I haven’t heard from you in a while!
What wonderful fall weather we are having. I’ve been able to spend a little time outside.
Are you keeping yourself satisfied? Maybe you’ve found a new lover.
Are you busy with community projects and other extracurricular activities?

brett

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From: Sassy
To: Brett
Sent: Wed, Oct 25, 2017 at 7:55 PM
Re: Wonderful fall

Hiya Brett! So wonderful to hear from you! The weather has been amazing – glad you got out into it.

I’ve been so busy at work and with community projects, but I finished my last big work event for awhile so I am hoping for quieter days!

I’ve been playing with my toys and behaving otherwise, waiting to hear from you. 🙂

-S

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From: Sassy
To: Brett
Sent: Wed, Oct 25, 2017 at 8:44 PM
Re: Wonderful fall

Hi again. I should add that I am off work tomorrow and Friday. If you can get away from the office either day, let me know. It would be fantastic to see you!

-S 

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From: Brett
To: Sassy
Sent: Wednesday, October 25, 2017 10:57 PM
Subject: RE: Wonderful fall

Pretty sure I could leave early on Friday!

mmmmm

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WrySmile wishes

October 23, 2017 Monday

from: Sassy
to: WrySmile
date: Mon, Oct 23, 2017 at 11:24 AM
subject: Re: Not goodbye

Hiya D! Hope your week is off to a grand start! Is there anything new going on with you?

You are the sweetest man… I so appreciate the offer to listen and be a friend. That is special. I don’t know if I can keep up my end of that, but let’s try. You are so smart and interesting and fun!

Thanks for asking about Hubby, and reminding me to check at the effects on me. He is back off the ledge, but still precarious. I am having to focus on him even more than usual. And it is getting to me more than usual.

I also appreciate your making the situation clear about us being in the friend zone. It may be useful to have a friend who understands a bit of the Ashley Madison dynamics etc. among his many experiences.

I hope things will calm down soon for me and I can get back to some fun conversations with you in my regular cheerful way!

-S

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from: WrySmile
to: Sassy
date: Mon, Oct 23, 2017 at 9:28 PM
subject: Re: Not goodbye

Sassy,

As I think you know, I’m just that kind of guy. I wish I had more friends I could share with, be mutually supportive with… and share secrets with without being judged. Married dating, dating websites, even sex fantasies and practices; my wife is terrific, but I certainly could never talk to her about these.

Here’s one that I can’t tell anyone else: I made a great dating connection with a woman in Quincy; everything seemed to click. Based on emails we would have been great together and we both wanted it to happen. We were about to meet, and…

I felt that I had to tell her that I love my wife. Boom! She called it off and cut me off. She said I had made her very sad.

Do you have a suggestion? Should I have waited until we met to tell her? Waited until I’d had a chance to grow on her? If it were me, I would have been furious to have this popped on me after we’d made a connection. I’m horny, but I’m not horny enough to do that. Especially not to someone I liked.

Was there anything else I could have done that would have been honest yet might have given us a chance?

Well, we’d both had gotten our hopes too high and now we’re both unhappy about it.

You asked about my Monday; it was annoying. It’s annoying to be ignored, but it’s infuriating to be ignored when you’re the only person in the room who truly understands the problem. I squirmed through a 45-minute discussion of something that should have taken 5-10 minutes.

Let’s stay in touch and keep trying to meet. Good luck in restoring (something like) normalcy to your life.

Darrin

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Wry Not Goodbye

October 21, 2017 Saturday

from: Sassy
to: WrySmile 
date: Sat, Oct 21, 2017 at 5:51 PM
subject: Re: goodbye

Hiya! Hope you got out to enjoy this beautiful day!

Please don’t take it personally that I have not been back in touch! I honestly meant to, but the past month has been a nightmare in three directions! My boss tortured me even more than usual, my project group was oddly busy, and my husband had a major nearly-suicidal episode! So, it was me and not you, dear man. I did not want to impose any of that crap on you, and barely had the energy to deal with that mess much less getting to know someone new.

I think often of our afternoon stroll and smile. You were so much fun to talk and walk with! 

However, I got the impression that I am not what you are looking for… I don’t look the way you want a woman in your arms to look, and the anal sex videos or having your cock in my ass is not a turn on, so I don’t want to waste your time. You deserve to have your sexy dreams come true with someone who is into your idea of fun and has a body that rocks your world! I wish you every success in finding her!

-S

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from: WrySmile 
to: Sassy
date: Sat, Oct 21, 2017 at 11:17 PM
subject: Not goodbye

Sassy,

I’m glad you responded.

What a horrible time. How is your husband now? And how well are you handling the aftermath? (I’m sorry for the pop psychology, but…) Please remember that the events were traumatic for you too and remember to take care of yourself. If it would help to talk to me – to vent, to get things off your chest, to cry to, for whatever reason, please let me know. I’m a good listener.

No, I do not want to have sex with you, anal or otherwise. But you’re a good person and I think you are fun and interesting to talk with. I’d really like to have more conversations and become friends. Not friends with benefits, but the friendship between two people who enjoy and respect each other. Everything I’ve written to you since our meeting I’ve written purely as a friend. Even the erotic stories were sent to you out of friendship, and not as a prologue to sex.

Does your crazy, busy life have room for a male friend you’re not having sex with? If so, let’s have lunch or tea or ice cream or a phone call and continue our conversation. If not, please say so and I’ll stop trying to keep in touch.

I hope your life is improving and will continue to improve. I’d like to play a small part in that.

Darrin

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Pinging Brad

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September 28, 2017 Thursday

From: Sassy
To: Brad
Date: Thu, Sep 28, 2017 at 12:20 PM
Subject: September something

Hiya Brett!  
How’s your week going?  Hope all is well.  Such strange and wonderful weather! 
I survived my high reunion in Albany last weekend.  Work is finally slowing down.  I’m off to work with the community project folks tonight.  
If you have time tomorrow or soon, it would lovely to catch up.  Mwah!  
-S

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2:29 AM

September 27, 2017 Wednesday
from: Sassy
to: WrySmile
date: Wed, Sep 27, 2017 at 2:29 AM
subject: Re: A few things

Hiya Darrin! 

How’s your week going? It’s been wacky for me…

We had a lovely trip to my reunion. Then I came down with a sore throat. Ugh. I was home sick on Monday, mostly asleep. I dragged myself to the office yesterday then fell asleep at 6:30 pm. Oops. 

I have project stuff Wed/Th. I will let you know when I have a clearer idea of my schedule and my throat stops stabbing me. Hope to catch up soon! Mwah!

-S

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from: WrySmile
to: Sassy
date: Wed, Sep 27, 2017 at 2:36 AM
subject: Re: A few things

I hope you are over it soon. I look forward to seeing you

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from: WrySmile
to: Sassy
date: Wed, Sep 27, 2017 at 2:38 AM
subject: Re: A few things

PS. I can’t sleep either

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Old school on sushi

September 25, 2017 Monday

From: Thad
To: Sassy
Date: Sep 25, 2017 at 2:17 AM
Re: Sushi article

Hi Sassy,

Sorry to be slow in responding. I don’t check my mischief email all that often.

My favorite on this list is Cafe Sushi, near Harvard.

I’ve been to about half of the places they mention, and none are clunkers. Some of the places they mention that I haven’t been to sound pretty sketchy (that is trendy, not traditional sushi, mayo etc.)

I’m kind of picky and old school on sushi!

I’m a fan of how things feel when I can wrap lips and tongue around a morsel!

Best
T

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