Category Archives: AM

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Randy morning

January 17, 2017 Tuesday
5:22 AM
Randy
Good morning
Sorry I fell asleep
Never made it to the movie☹️

7:15 AM
Sassy
Good morning hot stuff!

7:36 AM
Sassy
I’m getting out early to let the cleaners clean. 

Hope you’re Tuesday is off to a terrific start.

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Meet #1 Mark at the Mall

January 16, 2017 Monday

Background

I got an email from Ashley Madison on Saturday telling me a man from Australia had written to me. What use is that? Why would someone so far away write? Maybe he’s interested in cyber only? I was busy setting up a meet with Randy, and seeing a friend for afternoon tea and my sister for movie, so I didn’t go to Ashley Madison’s website to look until the next day.

By Sunday I was curious enough to look at what he had to say. Aha! He’s in Boston! A Traveling Man.

I have sworn off meeting the traveling men. I did it once but I really want to focus on someone I can see more than once! But he’s here for longer… hmmm… and an Aussie! I could just listen to him talk. I adore their accent!

Something about him intrigued me. But I am about to see Randy. I decided to wait before agreeing to meet… see if I think better of it and if Randy could be the one to enthrall me.

I couldn’t stop thinking about him. It could be really fun! It could be really dangerous. *sigh

Randy and I had fun on Sunday morning (he’s a sweet, cuddly guy) – but not enough to make me stop thinking the Aussie. So I wrote back.  And set up a meet.  Whee!

Meet at the Mall

I drove over to the mall, parked on the street a couple of blocks away and dashed to meet him at Starbucks. I found him right at 4:30 pm. He was sitting on a bench on the concourse. I walked over, stood right in front of him and he looked up and smiled! There was a marvelous sparkle in his eye!

He looks a bit like an older Russell Crowe – quite handsome and a little rough, with broad shoulders  and face. 

Russell Crowe

He offered his hand for me to shake and I gave him a big hug! Mmm…. he put his hand on my back and led me into Starbucks, asking what I’d like to drink. I asked him to get me a small iced chai. He said he’d stand in line, that I should find a seat. There was nothing open, so I stayed with him and kept an eye out. Just as we got to order, two seats in the window opened up! They are the perfect seats, in a little alcove where we can sit close together on high stools and no one can listen to us talk.

I checked my email as I waited, and he eventually appeared with two cups and a straw! He said he guessed I’d need the straw. Perfect!

Talking at Starbucks

We settled in and he asked questions. We had a wonderful discussion for TWO HOURS! He told me about coming to town on business, his traveling adventures in the snow (missed a connecting flight, luggage got delayed), having to buy clothes at this mall to tide him over, not having a warm enough coat… He talked about his city and traveling adventures and medical travails. I told him about my cancer treatment and my old flame getting me started on stepping out. We talked about places we’ve traveled and favorite foods and beaches he could get to close by. I asked if he still has sex with his wife and he said he does. I explained a little about Hubby, no sex, poly etc. We talked sports – he told me about learning to watch American football and going see baseball in Chicago. And how he is not interested in cricket at all!

Talking at dinner

He finally decided he was hungry and it was time to walk next door to the Cheesecake Factory. There were people waiting but I walked right up to the host and asked for a quiet table for two and they seated us in a great booth at the back! It took a couple of minutes to get it set up, so I made good use of the time by standing close to him and rubbing his back. He gave me a very hot look and winked. Ha!

We settled into the booth. He marveled at the huge menu. I checked to see if they still had my favorites and then concentrated on him. I ordered an iced tea. He asked what I drink when I want something harder. I admitted I can’t drink liquor. He said he only drinks beer and rarely. He ordered a Coke Zero. He was super polite to the waitress! She was charmed. So was I!

I ordered the French Country Salad with greens, beets, goat cheese and walnuts, then the pasta carbonara with chicken.

 He ordered the Cajun chicken littles with corn and mashed potatoes.

We went on talking for another two hours! He is so interesting! We even managed to talk about politics here and there without any problems. I didn’t have any trouble understanding him, either the accent or the vocabulary.

I offered to drive him back to his lodgings. He was very surprised and pleased that I’d do that.

We perused the dessert menu but admitted we were too full to try anything. He said he still had to try a Boston Creme Pie, though he already knows it’s not a pie. I told him about Dunkin Donuts Boston Creme donut and couldn’t help mentioning it’s sexual connotation for me. Maybe have ruined that treat for him!

He insisted on paying the bill. I told him he didn’t have to always pay for me… that I have money.  He said he could expense it through work.  We got into talking about my mom’s last days and he told me about his mom breaking her hip and how it signaled the beginning of the end.

Kissing in the car

I took a quick trip to the bathroom, then we strolled through the brisk night air to my car. We climbed in and I cranked the heat and he grabbed me for a long kiss! Yummy! I caressed his cheeks, played with his ear, grabbed his upper arm. He played with my left breast, then asked me to slip my jeans down a bit. He rubbed his way down my tummy then pressed his fingers down to my slit. Oh my… He found my clit and had a wonderful way of slowly sliding up and down it. I stopped being able to think! I enjoyed his touch and let the heat flow through me until I was shaking and shrieking!

He unbuttoned my sweater and grabbed my left breast out from my bra. He pulled on my nipple and cupped my breast. Very nice!

I wanted to touch him… I pressed my hand between his legs. He said it was too public, even though we were parked on a quiet street next to a big empty field, but whatever. We kissed some more, then he said he should be getting back to his place.

Parting

He said he’d like to be where he could flatten me out on a bed… maybe I could help him find a place? I said that sounded like a great idea! He said he would email me and we’d figure it out.

I pulled myself together and drove him back. He asked about various buildings we passed and rubbed my leg. Mmm…

He had me stop in the middle of a block, obviously didn’t want me to know exactly where he was staying.  Good risk management, I suppose. 

He kissed me once more, got out of the car, said, “Thank you ma’am!” ever so politely, and was gone. 
 I suddenly had this feeling that I would never see him again. I replayed our conversations, his reactions… trying to figure out when he had decided, and why I thought that. Nothing specific popped out. Ugh.

I drove home replaying his stories, his touches. It was a fun evening! I so hope I am wrong! But if I am right, he showed me a lovely time, I got a free iced chai and dinner and some amazing kisses. And I got to listen to that amazing Aussie accent! I would do it again!

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by

Novella just for you

January 16. 2017 Monday
From: TimmyTim
To: Sassy
Date: Mon, Jan 16 at 1:41 PM
Subject: A Short Novella Just For You!
Sassy,
Thank you for that great email! Your honesty and candor is very refreshing and much appreciated. Don’t worry about writing a novella, I tend to do that myself.
Before I answer your questions, I do have one for you. Again if this is too personal please say so. Did your husband stop intimacy when you had cancer? I have had friends where that was the case.
Now to answer your questions. Yes, my wife would be upset if she found out. We are still great friends. She went through the change relatively young and has no desire or libido. I did not enter into this decision lightly. I know it might be pretzel logic, but having a special friend in the same situation might help both of us stay in otherwise strong relationships. Oscar Wilde once wrote, (yes, love to quote to justify our actions to a higher authority), that marriage has so many stresses that it sometimes takes a third to make it all work. How about your husband? Would he be upset?
I joined AM just before the hacking scandal. (My luck!) But I did not use my credit card, keep a few layers of cover and only really communicate on my Yahoo account. My longest affair was not through AM but work. A long story, but it ran its course and we are still friends. Like you, I have met a few wonderful people, many awful people and a lot of nice people that did not work out for some reason or other. I am really looking for that special person to share the special times. Someone to talk to, confide in and share magical moments. I have to admit that you are a very special person, and I enjoy sharing with you through these emails.
You had written that you learned a lot about yourself and your sexuality through your old high school “sweetheart”. Was there any one thing that aided you in your epiphany? I truly believe we accept only the love we feel we deserve! This opens so many to unfulfilling relationships. I bet you would not describe yourself as “frumpy” now. So you learned about sex toys, porn etc. would you like to expand on this topic, or is it too early. I really want to know more about you.
As for Riff Dawg’s advice, I’m just trying to be honest and up front. Since social media is not my forte, I’m just glad I haven’t scared you away.
Well, I have written a novella! I will be free tomorrow night to chat on Yahoo around 10:00 PM if that works for you.
I love writing to you and reading your thoughts! Hope to hear from you soon!

Take care (hugs with groping and kissing on the nape of the neck),
Tim
Sent from Yahoo Mail for iPhone
=====
From: Sassy
To: TimmyTim
Date: Mon, Jan 16 at 4:12 PM
Re: A Short Novella Just For You!
Ah Tim… Tim, Tim, Tim… your messages are such a joy!  Gotta adore this stage where we are still so perfect.  😉 
You can ask any questions you want.  I don’t judge.  I may not answer, but don’t worry about filtering or offending me.  The only people who offend me are Conservative Republicans and Yankees fans, but I still manage to find something good in them!  
Hubby stopped touching me way before cancer.  He did decide he was polyamorous and wanted to start dating while I was in chemo.  And posted a profile on OK Cupid where our friends could see it!  I asked him to be more discreet or stop until I was better.  He didn’t.  I asked him to ask his therapist if my request was unreasonable.  The therapist sided with me.  Heh.  He supports my adventures.  I don’t tell him much, but he is happy for me.  He does his thing, has a gf he sees every Tuesday. and I do mine. 
I completely agree that stepping out can make it easier to stay.  I am puzzled by wives who don’t want a man sexually but don’t want him to seek release otherwise.  I know it’s radical, but many of our friends are poly, where everyone knows and works together to make each other happy, and it seems so much more civilized!  
Oscar Wilde?  You are quoting that man to me before you know that I adore theater?  and I saw “The Importance of Being Earnest” recently?  Oh my… I am in deep trouble.  Of the very best kind.  Maybe you can go see a show with me.  
So glad you were careful about info you put on AM. Wow… I could have written these sentences…”I am really looking for that special person to share the special times. Someone to talk to, confide in and share magical moments. I have to admit that you are a very special person, and I enjoy sharing with you through these emails.”  Kinda freaky.  Could we possibly be good together in bed too?  
I am a special person… how perceptive you are!  😉  I probably shouldn’t say this so early but I do like you.  
My epiphany started when Old Flame focused on me… my pleasure, expected me to participate and be satisfied.  I’d always been with men who did their thing and mostly used me for their pleasure only.  Now I realize I can do stuff and he can do stuff and we can do stuff and it is so much better!  I watched a lot of videos to learn things like… a bj is not just sucking.  Heh.  I had never seen a toy, didn’t understand what they were for.  You want me to put that where?  And do what?  But I’ve experimented on myself and men, found many ways they can enhance and provide variety.  
Another major factor was that I found a chat room for cheaters, which I thought would be totally bizarre but is really regular folks making the best of their situation and reaching out for help and offering help.  Sadly it is gone now too, but it was a huge resource for me.  They talked me into signing up for AM, taught me how to avoid the bad men, how to buy and use toys, where to find fun porn to share to make a man smile when he’s miles away.  If you want to see some of my favorites, let me know.  
I’d be glad to expand on whatever you like. Tough to know what to say… feel free to ask questions. 
I’d be glad to chat Tuesday night.  I’ll be on at 10 pm!  Mwah!  (that’s me blowing you a kiss!) 
Be careful… if you kiss the back of my neck, there may be amazing sex after that!  I may have to whisper naughty suggestions in your ear!  
-S
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From: TimmyTim
To: Sassy
Date: Jan 16 at 8:05 PM
Subject: One Last Email!
Sassy,
So glad I will be able to send off one more email tonight, and maybe, god willing, receive one before bed!
Yes, we seem to be in that perfect stage and the next is that religious stage where you start shouting, “Oh my god, ohh my goooohd, I’m going to….”
I dare not dwell on it too much (hubris brought down many a hero), but I think we will be good together in bed. I think we both agree that the brain is the sexiest organ, and it all starts there.
I am very happy that some of my thoughts (rambling?) has struck a positive chord with you. I am a hopeless romantic (with Oscar Wilde as my muse, go figure) and went out on a limb and spoke from the heart. I thought it better to know now if we were on the same page than find out the opposite later. I now feel special knowing that you are starting to like me! Thank you!
I had read about polyamory, and tried to float the idea by my wife. Did not go well since she thought it was just “new age swinging”. I don’t think she saw where I was coming from, or I just did a bad job of explaining. Since everyone has to be on board, it was not an option for me. I couldn’t start a relationship based on a lie, or at least not have the basic level of trust. Are you poly? It does seem a most civilized alternative.
Your experience with your past boyfriend seems to be a watershed moment for you! Sex is sex, but intimacy is so much deeper and more rewarding for everyone. I am a giver, and with the right person, the more you give without expecting, the more intense and beautiful the whole encounter becomes. I would love to know what movies you would suggest? Do you have a favorite toy? Or should we leave that for tomorrow’s chat in case there are some awkward pauses?
But one bone of contention, how can you find something good with conservative republicans! I know politics is a flash point these days, but I fear for our future! Yankee fans are just silly followers, I ignore them!
I just enjoy writing to you so much, I could go on and on! (Didn’t even respond to the theatre, which I love) But I’m afraid I’ll use up all my good material before our chat! So hugs with groping and a kiss at the base of the neck, I want to hear those whispered suggestions! Not sure what sound I make blowing kisses, but be aware they are out there!
Take care,
Tim
Sent from Yahoo Mail for iPhone
=====
From: Sassy
To: TimmyTim
Date: Mon, Jan 16 at 10:39 PM
Re: One Last Email!
Hiya Tim! 
So lovely to come home to your email!  I will send you TWO emails tonight.  🙂  I’m replying here, and then I will send you a little snippet of erotica I wrote.  I’ve never crossed the line at work, but I have thought about it!  
Chemistry is a fickle thing.  I do have very good feelings about us having it.  Please please please! 
I don’t consider myself poly.  I am a one-man woman. But it gets tricky when that man won’t help me physically.  I definitely see the “different people can fill different needs in your life” tenet.  Not sure where that leaves me… a work-in-progress I suppose. 
I will dig up some fun sexy videos or tumblrs.  Do tell me if you like them or not, so I can fine-tune my recommendations.  Do you have a favorite part of a woman’s body?  That can be a helpful focus. I am a sucker for shoulders and eyes.  I have two favorite toys right now.  One is a big silver bullet that vibrates, and the other is a Lelo Gigi 2 vibrator that buzzes or pulses at 8 different speeds!  Whee!  When I first started ordering I thought I was a g-spot gal, so I ordered big internal toys like the 9-inch stunt cock.  They did nothing for me.  So I switched to the smaller clit stimulators.  BOOM!  
It has surprised me what is important and what is not in the AM men I meet.  Often, it is very different from people I know “in real life.”  Both in terms of what I need to know or not, and how I can tolerate things that I can not deal with otherwise.  But I have much better luck if I don’t have to put a bag over their politics.  
Have you ever read or seen a production of Thornton Wilder’s “Our Town?”  If memory serves, there is a discussion by a woman talking to her daughter about what it was like when she first got married.  She said she had been so afraid they would run out of things to talk about, but that never happened!  It seems like we will only have good silences, and plenty to discuss when we like.  The best sex I’ve had felt like a long conversation with some happy pauses for touching and more.  I have the feeling you have endless good material! 
Here are three more questions (you may have noticed I am curious as well as sassy):
1.  Have you always lived in MA?  
I was raised in upstate NY, moved to MA for college and then stayed.
2.  Do you have pets? 
Hubby has two cats who let me pet them now and then.  
3. Do you have favorite music?  
I’m into folk music like Christine Lavin, Cheryl Wheeler or David Wilcox.  Or a cappella groups like the House Jacks or various college groups.  And I adore Broadway tunes.  I also like classical, some country music, pop, oldies… things I can sing along with!  
I’ll go dig up the erotica now.  Hope it will give you sweet sexy dreams!  
-Sassy
======
From: Sassy
To: TimmyTim
Date: Jan 16 at 10:43 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…”


by

Randy writes

January 16, 2017 Monday

5:51 AM
Randy
Good morning sexy

7:58 AM
Sassy
Good morning hot stuff!

9:57 AM
Randy
Sorry been driving
How are you this sunny morning?

Sassy
I’m fine, musing under covers

Randy
Nice I’m out running errands

8:45 PM
Randy
Hey there, how was your day?

9:25 PM
Sassy
Quiet. 

Hubby came home sick. Did you get to the movies?

by

An Aussie appears

January 14, 2017 Saturday
Date: Jan 14th – 1:09pm
From: Mark
To: Sassy
Greetings 
I’m fortunate to have travelled to Boston and Cambridge previously but now find myself staying at Cambridge longer and want to share some special time with a local Lady. 
My profile is accurate as are my photos. I consider myself a polite and respectful Australian gentleman who appreciates the company of a beautiful woman who would enjoy a casual NSA relationship whilst I’m in town. 
If that is you then I’d love to hear from you. 
Cheers 
Mark
=====

 I got an email from Ashley Madison that I had a message.  I was so busy setting up the meet with Randy that I didn’t look until Sunday morning while I was waiting for Randy to appear.  

 I looked at the profile first – he’s in Australia?!  Why would someone on the other side of the planet write to me?  Hunh.  He’s about my age, tall, sounds nice… worth seeing what he said in the message.  Aha!  He’s here!  I could use a diversion.  And if he has an Aussie accent?  Worth meeting him just to listen to him talk!  

 =====
January 15, 2017 Sunday
Date: Jan 15th – 7:58am
From: Sassy
To: Mark
HIya Mark, 
Thanks for your message and the handsome photos! You have a great smile. 
Hope you’re having a super Monday and staying warm. 
I’m interested in exploring whether we could have fun. Want to ask me anything? Or meet for a drink or dinner? 
I’m a bit skeptical of meeting a traveling man, but feel like I should give you a chance to convince me it’s a wonderful idea. 
Hugs with groping! 
-Sassy
=====
Date: Jan 15th – 11:04am
From: Mark
To: Sassy
Hi Sassy 
Understand the hesitance completely that why it’s always good to catch up for a coffee/drink somewhere mutually comfortable. 
I’m here for awhile – less scary? 
I’m free tomorrow, Monday, after 3 pm. I acknowledge that discretion is an important principle for you too. The wireless where I am staying is hopeless so messages take a little longer to get through so I apologies if I’m a little slow to respond. 
I’m always amazed at how arousing it can be meeting someone for the first time. Not sure where is a good spot for to to catch up but let me know when you’d like to catch up for a coffee and when. 
Mark
=====
Date: Jan 15th – 2:58pm
From: Sassy
To: Mark
Hiya Mark! Wonderful to hear from you! Thanks for understanding. 
Where? 
Can we meet at a Starbucks where there are options for dinner close by if we click? The CambridgeSide Galleria Mall works for me – near the Lechmere T station. They also have a big parking garage. The mall has a PF Chang’s or Cheesecake Factory, or Thai and Afghan places across the street if you prefer. 
When? 
Late afternoon? 4 or 5 pm? If that is not good and safe for you, let me know where and when would better and I can probably go there. Looking forward to meeting you! 
-Sassy
=====
Date: Jan 15th – 3:11pm
From: Mark
To: Sassy
Cool 
I know where that is, the Mall that is. I’ve been to a Cheesecake Factory before and found them pretty good. I’m sure I could find it and meet you there. I’ll split the time and meet you at 4:30 PM. Email me if there’s any dramas. Mark
=====
Date: Jan 15th – 5:07pm
From: Sassy
To:  Mark
Wow! That was easy! Hope it’s a good sign. I’ll see you at Starbucks at 4:30 pm tomorrow. 
Sweet sexy dreams! 
-Sassy
by

The AM billboard

January 15, 2017 Sunday
From: TimmyTim
To: Sassy
Date: Sun, Jan 15 at 4:56 PM
Subject: We are communicating!
Sassy,
Congratulations on being a cancer survivor! I know it takes strength, determination and a lot of hardship!  My sister lost her battle just last year, and she always said, “Don’t go with regrets!”  May I ask you what type of cancer?
So I guess, with that intro, I will answer question number 3 first.  I am a “nothing at home, need/want/crave something” (ok, I expanded it it a bit). My first wife died when I was young with small children.  So after a few years I married my best friend.  She was great with my kids and I taught hers and it was a perfect match at the time.  We are still best friends, watched the game last night, high-fived, yelled at the TV, just like if I were with one of the guys.  But our News Years Resolution is not to keep the basement so messy!  I really wanted something along the lines of trying every position in the “Congress of Animals” from the Kama Sutra!  So I am living with my best friend and need more – I need a lover, a woman I can touch! (in all the right places)
My introduction to Ashley Madison is somewhat ironic.  I was reading an article about a town that did not want a billboard put up by Ashley Madison. The town thought it was awful, and if they could save one soul, it would be worth it.  Well, I joined right up! Oh Boy, could we teach them a thing or two! I am behind the ball with social media, so please excuse any faux pas.
Last question (which was really the first); i use the list ice breaker in class and on this site to get to know where people’s’ “heads are”?  Having taught for years and years and …. I can gauge where people are by how they answer those ice breakers (psychology courses helped, so glad I stayed awake!) One can never be too sure about a person’s psyche when they are contacting you AM.  Some are just out for the hunt and will never meet, others out to avenge their ex, etc.  So by asking a simple question, they will frame it in their own terms.  So if a woman answers with lines from a Jimmy Buffet or Neil Diamond song as “likes”, I know that they are not going to be real.  If a woman lists that having coke after oral is a “like”, then you just got too much information.  Gives me some insight.  So, let’s wait until we meet!  I do think that you are real, and….
Which brings my to the last question.  You snuck a fourth question in “if you decide to meet me” Brilliantly tricky!  I would love to continue our conversation and maybe use Yahoo chat?  You are a very interesting woman and I do want to explore this with you more… even meet when you are ready!
Now my quick questions for you:
1. The first one from above is optional.
2. Have you met anyone on AM yet? (all juicy details. if any)
3. Any advice you would pass on from the sexy blog?
Well I wrote way to much, and it’s not even funny….sorry! I enjoyed your last email and I can’t wait to hear from you again!  Think about chatting on Yahoo!
Take care (and hugs with groping and coping a quick feel),
Tim
=====
From: Sassy
To: TimmyTim
Date: Sun, Jan 15 at 9:24 PM
Re: We are communicating!
Hiya Tim! 
Oh what a juicy message!  I want to dig in all over the place and tell stories and answer questions and… I will try to keep it shorter than novella length.  
I will answer your first question first.  I had breast cancer.  I was lucky – found it early, had fantastic doctors at MGH, amazing community support, and was able work most days.  It sounds trite, but I took it one day at a time, tried not to let the “what ifs” get to me and just dealt with what I had to deal with each day.  I am whole and healthy and don’t think about it much anymore except when someone else is diagnosed and asks for advice.  I often wonder why I survived and so many other amazing women do not.  I’m so sorry it got your sister!  
Thank you for explaining about your wife and the sex situation.  Sounds familiar, both in its similarity to mine and because I hear it so often from men.  Would your wife be upset if she discovered you cheat?  
Too funny that you found AM through news meant to steer you away from it.  Was that before the great data breach or after?  Have you met anyone from AM?  or stepped out otherwise? 
My likes/dislikes list is ready… a very interesting exercise!  I wonder what it will tell you.  Hope it says things that make you want to know more.  It was a bit tricky to write because I have two sides… the demure business lady and the Sassy Girl… but I managed to give hints of both.  
I have met AM men.  Some great, some awful, some nice but just not for me… I enjoyed getting to know each one.  More on that later.  Let me say a little more about my journey.  
My husband stopped touching me a long time ago.  I figured that part of my life was over.  And to be honest, that was fine, as sex was something I did to make men happy.  I could live without it.  Then an old flame from high school found me after 35 years.  We dated when I was 14 and he was 16, which amounted to sitting together at lunch and kissing under the stairs at school for three weeks before he ditched me for another girl.  When he contacted me I remembered his name and that he dumped me and not much else.  He remembered an amazing chemistry and wanted to see if we could reignite it.  I figured he’d never touch frumpy old married me.  He talked me into flying to D.C. to see him.  It was the best 40 hours of my life.  He resurrected me sexually, taught me that I could participate and made it clear what I had been missing all my life!  I set out to learn all I could about my body, sex, toys, porn and cheating safely.  Sadly, he was married and military and miles away, so he encouraged me to find local options. Some friends who were using AM convinced me to put together a profile.  I bet them no one would answer.  I was wrong.  🙂  
You are doing most of things that Riff Dawg recommended in his blog – 
  • be yourself, 
  • say enough but not too much so she doesn’t have a lot to disagree with, 
  • make her laugh, 
  • be confident, 
  • say what you want (not what you don’t want) and 
  • focus on fun!

I’d be happy to chat.  Ping me when it is safe for you.  
Hugs with groping!  And an ear nibble… just because. 
-S


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by

Meet #2 Randy in my bed

January 15, 2017 Sunday

5:57 AM
Randy
Good morning sexy

7:01 AM
Sassy
Good morning hot stuff

Randy
How are you this morning my beautiful lover?

Sassy
I’m super! You?

Randy
Great
Super horny
Thinking about you all night

Sassy
Oh my

Randy
Hope that’s ok
Leaving shortly
Ok on my way and very excited

Sassy
Yay! See you soon!

Randy
Just going over the Tobin bridge

Sassy
Wow!
I’m hopping into the shower!
Stay in your car until I get out!

Randy
Ok
Will be a little bit

Just parking now
Found a spot around the corner

Sassy
Hooray! I’m ready!

Randy
Yeah!!!!
I’ll grab my stuff and walk over

Sassy
Yay. So ready! 

Randy
Ok on my way

Sassy
Goody goody goody goody

Randy
Just walking up
Which #?
Or can you buzz me in?

Sassy
I’ll buzz you in, turn right to elevator, go to my floor and I’ll meet you

8:10 AM
Randy
Ok

========

Report #2 Randy
in my bed

Background

I met this guy for a drink in early October right before he took off on business trip and we had a sexy time in the car that night. We chatted every day after that, while he traveled on business, then back home.  November 1 he went silent.  It seemed to me that he was too busy to cheat – crazy busy job, kids, volunteer work… so I smiled and moved on. 
After two months, he reappeared!  Apologized for being busy at work, wanted to get a hotel.  Of course, scheduling was a nightmare over the holidays, and then I got the stomach flu and then a cold and I despaired of us ever meeting.  
Finally came MLK weekend.  Hubby was away at a convention for three nights!  I had my condo to myself and no one to come over to play!  Weekends are tough for most men, and holiday weekends even worse in terms of getting away from the family.  I mentioned it to Randy.  He said he had a long list of ‘honey-do” items and events with the family.  *sigh 
Then suddenly he offered to come by Sunday morning!  We had a fun chat, imagining what that would be like.  He said he’d know on Saturday afternoon.  I was on my way to meet a gal pal when he pinged to say he couldn’t make it.  He had to take his kid to a sporting event.  Ah well… 
I went on to afternoon tea, had a lovely time and finger sandwiches with my friend!  Then I went out for dinner and a movie with Sis.  We saw “Hidden Figures.”  So good!  
Randy pinged me as I was driving home.  He said he was really looking forward to tomorrow morning.  I was like… Wait.  What?  I thought you canceled?  He said I misunderstood!  WOW!  He is going to visit me!!!
It hit me that my condo was in no shape for visitors.  So at 10 pm at night I dug in to clean up, hide away, and rearrange!  Randy was chatting with me while I cleaned!  He took off to bed at 11 pm, and I spent another two hours working.  I even got out the broom and got the cobwebs off the ceiling over my bed!
I finally fell into bed at 1 am, faced with having to get up at 7 am to shower and be ready for him at 8 am.  Whee! 
===== 
Touching

My alarm went off at 7 am.  Ugh.  Too early!  But my excitement was enough to get me out of bed, through my morning routine and ready for him by 8:03 am!  He found a parking space and was waiting for my signal.  I buzzed him up and met him at the elevator in my nightgown (and nothing else!)  We had a lovely hug and kiss, then I led him into my unit. 
We had another long kiss just inside the door, then I led him to the bedroom to put down his bag and take off his coat.  I introduced him to my cats and he admitted he is allergic.  Crap!  He said he’d taken allergy meds (he does every day) so he’d probably be okay.  [I have to remember to ask men about their allergies!!!]
We hugged and kissed for a while more, then helped each other out of our clothes.  We sat on the bed touching, exploring, kissing… then rolled over into a lovely naked hug!  He played with my clit and explored that area until I was squirming and shrieking.  He has great big hands and knows what to do with them! 
He reclined and I put my head on his chest, ran my fingers around, then down.  There was a nice glob of pre-cum for me to spread around while I explored his cock.  It’s not long, but average with a wide girth!  

 Swallowing

I moved around to give him a Sassy blow job!  I licked him up and down, pulled on him, stroked his balls, then sucked him down my throat and bobbed back and forth.  He warned me that he might not last long because it has been so long since he’d had sex and he was all revved up! 
And sure enough, I pulled him deep into my throat and BOOM!  I swallowed a big load of cum! 
Oh, I do adore that! 
We relaxed and I put my head on his shoulder and we talked about high school crushes and whether the new president will mess with his industry.  I reveled in the luxury of being able to cuddle naked and touch him all over.  I asked if he wanted to taste me.. He had been so “I adore oral in both directions!” but he said his nose was stuffing up so he wouldn’t be able to breathe if he went down on me.  Ugh.  

Pounding

Eventually he said he needed to be inside me.  He said he was going to fuck me good.  So he got up to find the condoms he brought.  A Trojan wearer!  He brought a box of 20!  He pulled me to the edge of the bed, pulled my legs up and slid inside.  Mmm… such a wonderful feeling!  He pounded me for awhile.  He was having trouble finishing, so we rested awhile more, nestled together.  Then I offered him doggy style and he grabbed another condom and stood by the end and entered by the rear door!  He pounded me!  So so hot!  I was trembling and screeching! 

He still didn’t cum… hmmm… he had talked so much about being able to cum over and over.  Ah well.  Maybe we can try something else? 

Bucket List Item – CHECK

He asked if it would okay for him to jerk off and cum on me.  Yes!  I am finally going to get someone to do it on my breasts!  Wowzers!  He used his hand and I licked him a little and BOOM!  Five spurts onto my chest!  It is something to watch!!  
I had to take a photo!  Here’s proof.  A rather demure photo of my cleavage except for the globs of hot white cum!  Hee hee.  

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We had another nice cuddle but then his nose and lungs were getting painful so he said he had to go.  *sigh Another man who can’t visit me here.  

 Farewell

 We chatted as he dressed then I gave him a quick kiss on the lips and he was on his way about 10:30 am.  

========

12:07 PM
Randy
Hey there thank you very much for a magical morning.
It looks like I left just in time
got home wheezing and out of breath.

Son’s nebulizer worked
Feeling better now

[Bless him for writing so quickly!]

Sassy
Phew! Thanks for letting me know.. I was worrying about you!
It was a special morning!
I am writing about it in my journal… lots of yummy words like hot and sexy and mmmm

Randy
Very nice I like it

9:17 PM
Randy
Thank you again for a magical morning.
The steroids make me feel a bit wacky but feeling better now
Messed up afternoon for me
Daughter disappeared with friend when she was supposed to be studying
Had a lot of fun this morning. I hope you did too.
Next time should be at a hotel

9:28 PM
Sassy
Hiya! I am still beaming about your visit!!!

9:37 PM
Randy
You’re probably out huh
So am I.
My insides are all a buzz. 

But then again some of that is probably the steroids
Lol
Tired
by

Three Q’s for T

January 14, 2016 Saturday
From: TimmyTim
To: Sassy
Date: Sat, Jan 14 at 9:22 PM
Re: Connection
Sassy,
It was great to hear from you!  Yes, this is Tim and this is the place to start launching.  You are very funny and can’t wait to start getting to know you better.  I thought your profile on AM was original and unique and it inspired me to write. I think we have a lot in common and something to offer each other..  If you need to know anything to make you more comfortable, please ask.
I am a corporate trainer, and as an ice breaker on the first day of class, I have students write a list of 5 likes and dislikes.  Would you be up for the assignment so we have some fodder for those awkward, silent moments?  In pen, double spaced and spelling counts 50%, extra points for creativity.
Again I was happy to hear from you and hope you write back again soon!
Take care,
Tim
=====
From: Sassy
To: TimmyTim
Date: Sat, Jan 14 at 11:02 PM
Re: Connection
Hiya Tim!  Fantastic to hear from you!  Hope you’re having a wonderful weekend and staying warm.  So glad we’re set up to communicate!  
I am an office manager – that demure lady who takes care of the payroll and catering and whatever the senior staff needs so they can focus on their work.  
Likes and dislikes?  Hmmm… you want those now or if you decide to meet me?  
How did you hear about AM?  I adored your profile.  So nice to see real sentences.  I learned about the site from a sexy blog, written by a man describing his adventures and trying to help other men game the system.  Sadly, it was deleted, but I learned a lot.
Are you of the “nothing at home, want something” type?  Or the “have something, but want something more?  Something else?”  Hubby and I are great friends, just nothing in the bedroom for years.  I survived cancer 6 years ago, and learned the importance of living life to the fullest and want that to include being with a nice man who will touch me! 
I’ve asked three questions, which is probably enough for one night.  Hugs with groping! 
-Sassy


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by

Randy plans

January 14, 2017 Saturday

6:48 AM
Randy
Good morning my sexy lass

Sassy
Good morning hot stuff!

Randy
How are you this morning

Sassy
Fantastic! You?

Randy
Good not much sleep thinking about work
Moon was phenomonal

Sassy
Awww

Randy
Thinking about fucking you with my thick cock

Sassy
Mmmm

Randy
Yeah competing thoughts in my head
I’ll figure out this morning if I can get away tomorrow morning

Sassy
Okay.

Randy
I am very horny for you baby

Sassy
Yay!

Randy
Yeah I have masturbated but to no avail. Still pretty worked up

Sassy
😉

Randy
Still sleepy?

Sassy
Yes…going back to sleep soon. 

Just got up to pee and you pinged at exactly the right moment!
What’s on your agenda?

Randy
Taking in recycling 

de christmasing the house, a couple of home repair projects, a movie then dinner

Sassy
I’ll be thinking of you

Randy
The thought that keeps going through my head was you touching my cock with your thumb rubbing around the precum.
 It felt so unbelievably good
I keep imagining how experiencing you fully must be like

I’m even hard now just thinking of it.

Happy to see da pic to prove it

Sassy
So glad to hear we made great memories

Randy
Yes very great
Heres to more to come….

Sassy
Yes!!

Randy
DO you like to give BJs?

Ok good night baby

Sassy
I adore Bjs
I used to just like making the guy feel good but have learned to adore the way they make me feel too.

Randy
AWESOME
They really get me going
And I love love love to return the favor

Sassy
Mmmmm

Randy
And given how you made me feel in a few minutes I imagine that you are a tremendous lover
Damn rock hard again

Sassy
I don’t know if I can match your imagination but I’d like to try!

Randy
You already have baby
I did not get enough kissing time last time

Sassy
We can fix that

Randy
Yes please
I love kissing
And gentle touching
You feeling for my underwear was tremendous
Almost overwhelming
Can I ask with oral do you like your clit focused on or the whole area

Sassy
Whole area narrow down to the clit as I get close to exploding

Randy

[Photo of his underwear with a huge bulge]

Sassy
Oooh

Randy
More?

Sassy
Sure!

Randy
Okay will do

[photo of his cock sticking out of his underwear]

[photo of his cock next to the Christmas tree]

Not the best pic but merry christmas?

Sassy
Yummy
I’m imagining touching

Randy
Take me in down to my balls baby
Yes PLEASEEEEE!

Sassy
Licking from bottom to top

Randy
Nice

Sassy
Sucking

Randy
I want to explore your pussy with my tongue sucking your lips gently and tickling your pussy with my tongue as i go

Sassy
Hearing your moans
Oh my

Randy
gently working my way around until I encounter your hard clit

Yes baby yes

Then sucking in your clit and exploring round and around with my tongue until you climax hard

then hold you in my mouth until you can;t cum anymore

Can I see you pussy?

Worked up here

Sassy
I’m all bundled back under the covers

Randy
Smiling face?

Sassy

[photo of my smiling face]

From yesterday after I finished at MGH

Randy
Very nice 

love the smile!

Sassy
Kinda goofy in my relief

Randy
You look happy not goofy
You like the cock pics?
I just asking because some don’t

Sassy
Oh yes…great pics, great cock and I really appreciate you taking the time on a busy morning!

Randy
TY he has served me and a couple others well
I enjoy chatting with you it is a great part of my day

Sassy
Awww. Thank you!
You make my day!

Randy
You are a tremendous woman in many regards: intellect, creativity, emotionally, and sexually

Sassy
Wow! What a perceptive man….
Hee hee

Randy
Not really, you are great 

I enjoyed meeting you

Sassy
You are a fascinating mixture of business man, kind soul, and sexy dude!

Randy
TY
I am working on deepening my soul

Sassy
I feel like I have a lot to learn about you

Randy
I find sex really focusses and tenors my life
Yes I am a guarded person

Sassy
I don’t need to know most normal things, but I adore poking around in your mind and exploring your body

Randy
Yes that is what I like about you: you seem like the kind of person to say “I don’t want your home address, but I do want to address your hornyness”

I don’t want to know what day you were born but rather what you would like to do the rest of your life

i.e. you seem to be a deeper person

Sassy
I don’t think of myself as deep…just different in my focus, on what’s important,
Oh man I want you next to me

Randy
That would be very fun right now.
I am so hard and it won’t go away

Sassy
I want my head on your chest, listening to your heart beat

Randy
Phenomonal
I love that
Sorry baby I have to run I need to get started on my chores
I look forward to chatting soon. and I’ll let you know about tomorrow morning

Sassy
Hope you have a great day!
Mwah!

Randy
Thanks and you too. I hope you get some sleep

7:07 AM
Randy
I loved the sound you make as you climaxed

1:25 PM
Randy
I think I’m on for tomorrow
Will only have a few hours
I am sooooo looking forward to seeing you again

Sassy
Wow! When might you arrive?

Randy
What time is good?

Sassy
Whatever works for you. I’ll be home

Randy
Is 8 am too early?

Sassy
Nope

Randy
Where are you?

Sassy
[my street address]

Sundays are great because you can park anywhere

Randy
Looks easy to find
Oh that’s my next question

Sassy
Not in the parking lot – they tow

Randy
Should I bring some supplies?

Sassy
Either on my street or around the corner
Like what?

Randy
Oil, towels, live, condoms
Music?

Sassy
Oh my…
Whatever you like

Randy
Been thinking

Sassy
I have towels
I bet you have

Randy
Ok
Condoms yes?

Sassy
Yes please

Randy
Ok

Sassy
What’s live?

Randy
Sorry lube

Sassy
Ah…I have lube

Randy
Ok
Are we safe for unprotected oral, I was recently tested and am clean

Sassy
Yes

Randy
Yeah!!!
I love giving

Sassy
We’re going to have fun
And laugh
And feel good

Randy
I hope so
It has been a while

Sassy
I have to shower…type any other questions and I’ll answer when I get done.

Randy
Ok
Pics?

Sassy
If we don’t get it quite right, we’ll have to practice more.

Randy
Oh are you pretty tight? 

It can take me a while to cum with condoms
I like your thinking

Sassy
I’ve been told I am tight. 

And lack of use probably makes it even more so

Randy
Nice
Will be very fun
Can’t wait
I hope you can cum multiple times

Sassy
If I don’t cum, I still have fun

Randy
Oh I’ll make sure you cum
Why is it hard for you?
In the car was pretty easy

Sassy
I’m waiting for a Lyft

Randy
Ok ttyl?

Sassy
Going to the Taj Boston for afternoon tea

Randy
Nice!
Have fun

Sassy
Thanks!
Have fun at the movies!

Randy
I forgot my daughter has a swim meet so we’re going tomorrow

Sassy
Awww

9:41 PM
Randy
Hey baby sorry I have been booking flights
How was lunch?
I am looking forward to tomorrow

Sassy
I went to the movies, just getting home
Wait…are you visiting or no? I thought you cancelled?

Randy
No I’m sorry 

I’ll go to the movie after our date

Sassy
Yay!

Randy
I’m still planning on seeing you if that is okay

Sassy
Yes!
Glad I asked!
Oh my…I have seen some prep to do!

Randy
I’m sorry is it okay?
And you don’t have any hidden cameras in your house do you?

Sassy
It’s great!
What?

Randy
Just kidding
You don’t have to do anything special for me baby
I hope you’re clean and ready to get dirty

I packed a bag
You ok?
Scare you off?

Sassy
I’m great
Just dashing around doing stuff

Randy
Baby it’s all fine
I just want to see you

Sassy
I know. Just a few things to make it easier
You set?
Ping me when you arrive in the entry and I can buzz you up

Randy
Yep packed a bag
Do you prefer casual or dressed up?

Sassy
Naked
Definitely casual

Randy
OK Jeans then….
Naked underneath

Sassy
Oh my

Randy
What about you?

20 condoms enough?

Sassy
🙂
Maybe.

Randy
you have lube?

Sassy
Yes. What do you want it for?

Randy
fingering

Sassy
My plumbing still works

Randy
ok and great!
Want to tickle your clit

Sassy
I have two kinds if we need them

Randy
OK
BTW I was checked last month

I am clean no disease

Sassy
Very good to know

Randy
You ok?

Sassy
Yes

Randy
And sorry to confuse you
I don’t want to miss tomorrow

Sassy
We’re on the right track now

Randy
Should I let you clean up?

Sassy
I’m fine now

Randy
And honestly the only thing I’ll be looking at is you

Sassy
Awww

Randy
And true

Sassy
I’m going to blame all clutter and mess on Hubby. 🙂

Randy
OK works for me.

Sassy
Hee hee

Randy
We should have an orgasm for him
okay that doesn’t sound as funny as I thought it would
Lingerie?

Sassy
I don’t own any.

Randy
SO I guess you’ll just have to be naked

Sassy
I’ll have on something for you to take off

Randy
Nice
I like slow
BTW I’ll have to leave around 11 so I can make it home by 12
I hope you’re loud
Cleaning up?
You ok?

Sassy
Yes… doing a bit more.

Randy
OK

Sassy
If I am going to be awake to greet you, 

I’d better get to bed! 
Ping me when you leave home?

Randy
Yep will do.

Sassy
How long do you think it will take you?

Randy
Good night baby
40 mins?

Sassy
Okay.
Drive carefully!

Randy
I can txt you when I hit the bridge

Sassy
Sounds like a plan!
Sleep well!

10:54 PM
Randy
You too
I am soon looking forward to seeing you baby