WrySmile thanks

November 23, 2017 Thursday

from: WrySmile
to: Sassy
date: Thu, Nov 23, 2017 at 1:33 PM
subject: Re: Turkey times

Happy Thanksgiving, my friend. I hope yours is scrumptious, relaxing and fun.

I really enjoyed the event! And the opportunity to talk to you.

So you enjoyed the story, eh? Your comments made me think about what it revealed about me. In the future, I’ll be more mindful about that.

The story is based on a real relationship I had with a woman in college (let’s call her Sarah), and the basic story is true — about our long friendship ultimately ending up in bed. Of course the story about our first time is invented (except for the line “WHAT ARE YOU DOING?!?!?”). And obviously, I don’t know what was going on in her head, but I’m very sure that she was in love with me.

Writing from her point of view was a challenge, but not that hard, but I have no idea if I did it well. What did you think about my portrayal of her thoughts? Was I in the realm of real or was I way off base (remember, she was a virgin)? Was it just what a man hopes that a woman was thinking? I’m pretty sure the deep throat ending was quite unrealistic, but it was the best ending that I tried.

If you give me some insights or edits, I may revise the story.

BTW, I’ve kept in touch with Sarah on and off for the last 40 years.

My sex life is unchanged — still just me and Rosie Palms. I’m off AM for now, but I’ve made a few contacts using a Facebook app, but none have gone anywhere. (I’d appreciate hearing your point of view about a couple of cases where I hurt women’s feelings.) I’m meeting someone promising this weekend.

How about you? Any luck?

Let’s meet soon. Let me know if you have time Friday or Sunday.

Darrin

Thanks to WrySmile

November 22, 2017 Wednesday

from: Sassy
to: WrySmile 
date: Wed, Nov 22, 2017 at 10:21 PM
subject: Turkey times

Hiya D!

How are you doing this wet Wednesday? Hope you are having a good week.

Thank you so much for seeing the event with me! It was lovely to share that with you!

This week has been a bit nutty, trying to squeeze five days of work into 2.5 and my boss was leaving on vacation and pushing up deadlines and so forth. But I finished everything up in style and can relax and appreciate 4 days away from the office!

I read your story tonight. I’m so glad I could inspire you to create it. Did you find it a tough challenge or easy as it rolled along? It is a fascinating window into your perspective on how women think, and sex. I got caught up in it and got quite a few tingles!

Are you still active on AM? Meeting anyone fun?

Have a wonderful Thanksgiving! I hope it is a good combination of social and relaxing time!

-S

WrySmile meet #2 – My event

November 18, 2017 Saturday

from: WrySmile 
to: Sassy
date: Sat, Nov 18, 2017 at 12:47 PM
subject: You asked me to write this, and I did…

Sassy,

It’s clear that you don’t want to keep in touch, and that’s OK. But a few weeks ago you asked me if I could write an erotic story from the woman’s point of view. I’ve been working on it ever since and wanted to share the results with you and get your comments. (And to thank you for giving me the challenge.)

It’s based on a real relationship from senior year in college. Of course the details of the scene are imagined except one that I’ll never forget: her saying “WHAT ARE YOU DOING?!???” (She and I occasionally email each other 40 years later.)

Let me know what you think of the story and please suggest any changes.

I hope you’re doing very well and that Hubby is holding up OK. Let me know if you’d like to keep in touch. But either way, I wish you joy.

Darrin

Attachment: Erotic Story

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from: Sassy
to: WrySmile 
date: Sat, Nov 18, 2017 at 1:44 PM
subject: Join me at an event?

Wanna see an event at 3 pm? I can get you in for free. Email back for details if you can dash out to join me.  🙂

Thank you for writing! Email and story. I promise to read it and comment soon.

Mwah!

-S

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from: WrySmile 
to: Sassy
date: Sat, Nov 18, 2017 at 2:01 PM
subject: Re: Join me at an event?

what’s event? 3;00 might be tight

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from: Sassy
to: WrySmile 
date: Sat, Nov 18, 2017 at 2:08 PM
subject: Re: Join me at an event?

Hop a Lyft?

[more on the event]
[address]

I will meet you at the entrance to get you in.  And save you a seat.

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from: WrySmile 
to: Sassy
date: Sat, Nov 18, 2017 at 2:11 PM
subject: Re: Join me at an event?

I’ll be late, but I’ll be there

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from: Sassy
to: WrySmile 
date: Sat, Nov 18, 2017 at 2:23 PM
subject: Re: Join me at an event?

Ok, see you soon! Hooray!

=====

What is the matter with me?!  I am such an idiot. 

It wasn’t until he had confirmed and I replied that it occurred to me – what did I do?  Why did I invite him to a public event with most of my community project people?  Argh!  

I have talked for years with various men about them attending these community events I work on, sitting with me in the dark, seeing the results of my efforts. I didn’t occur to me how risky that could be until after I did it.  Duh.  

He doesn’t know my real name or my role in these events.  How am I going to stay anonymous in the midst of my friends?  Is it still a priority?  Am I going to introduce him to people?  “This is Darrin.”  What will they think?  

Why am I continuing to communicate with someone who doesn’t want me as a lover?  Who would be a high-maintenance friend.  *sigh  I suppose because I was so proud of this event and wanted to share it, wanted his feedback, wanted him to have a nice afternoon out.  

I told Hubby that Darrin was going to appear.  He raised his eyebrows but didn’t say anything.  I went about my usual routine and waited, trying to put it out of my mind.  The event started and I concentrated on it.  

He showed up about half way through.  I happened to look over at the entrance as he came wandering in.  I dashed over to greet him, gave him a big hug and he hugged me back, holding on extra long.  I had saved him a seat and pointed in that direction.  He went along with me.  I wondered if he could gather enough about what was happening to make sense of it, having missed the first part, but he quickly got engrossed in the goings-on.  It was marvelous to see him paying attention, nodding, smiling over at me.  I worried that he’d get overly familiar and people would notice, but he didn’t. 

Then it was over.  He leaned in close and told me how much he had enjoyed it and how impressed he was and that he was so glad he’d made the effort to get there.  We stood up and I talked to several people as they departed, accepting their positive feedback.  Several of my friends asked questions about cleaning up and he listened as I answered.  I could feel him trying to figure out what my role was, but he couldn’t ask as people kept coming by.  

Finally, the crowd thinned and I turned to him.  He said more wonderful things, seemed astonished at the quality of the event and the comments from others, so happy to have seen it.  I was very nervous as another friend stopped by to chat, and started chatting with him, but the conversation stayed on the topic of the event and then he said he really should be going, it was obvious I had things to do, that we’d talk more next week!  He thanked me.  

I walked him out to the curb and we chatted while he waited for a Lyft.  When it pulled up, he hugged me, grinned, slid into the back seat and was gone.  

Wow… I can’t believe I got away with that!  I will think a lot more about it before I do it again, if I ever do!  

Pinging Brett

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November 15, 2017 Wednesday

From: Sassy
To: Brett 
Date: Wed, Nov 15, 2017 at 7:19 PM
Subject: November notions
Hiya Brett!  Hope you are staying warm these wintery days!  
I’ve been home sick since Saturday with a bad cold, mostly sniffling.  Bleh.  I am finally starting to feel better, even did a bunch of work at home today.  Now it’s time to rest some more and relax, so I am thinking of you!  
The latest event for my community project got off to a wonderful start last Friday.  I wish you could see it.  It is amazing to watch all the pieces come together and the people there appreciate it.  
Hugs with lots of groping to you!  Mwah! 
-S

Sassy sickly

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November 12, 2017 Sunday
6:58am
From: Sassy
Message
Hiya Bob! Hope your weekend is going well and you are staying warm. 
I managed to pick up a bad cold. Yuck! Sore throat, runny nose and very little brain… bleh. Hope you don’t get it. 
As soon as I can breathe again, we can make a plan for fun!
-S
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7:02am
From: ogs1967
Message
No worries, hope you feel better soon. 
It’s getting cold out there so stay inside and warm.


LOLBob wants more fun

November 10, 2017 Friday
7:17am
From: ogs1967
Message
Good morning Sassy, lovely meeting you yesterday.
I’d like to have some more fun if you’re up for it, (although I’m the one that needs to be up..lol) 
Let me know what you think. Thanks, Bob
=====
12:52pm
From: Sassy
Message
Hiya Bob! Happy Friday! 

So wonderful to meet you and have a chance to know you more! It was fun! Thank you for the drink. 
I would like to learn more. Hope you are a little less nervous now? Or more? Heh. 
Let me know what you want to do next, when might be good etc. Mwah!


Meeting LOLBob

November 9, 2017 Thursday
9:06am
From: Sassy
Message
Good morning hot stuff! 
I’m dressed in dark blue with a light floral silk scarf and so excited to see you!
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9:58am
From: ogs1967
Message
Very excited to see you too! I have blue shirt, tan pants, brown jacket. 
2:30 still good for you?
=====
12:42pm
From: Sassy
Message
Yes indeed! See you at John Harvard’s! Mwah!
=====
1:15pm
From: ogs1967
Message
Awesome! See you there
=====
2:13pm
From: ogs1967
Message
I’m here at the bar whenever you get here!
=====
Report #1 Bob 11/9/17
November 9, 2017 Thursday 
Put in AM messages from Nov 6 on
I made it to the bar at John Harvard’s at exactly at 2:30 pm.  I walked slowly down the stairs, looking around.  A man seated about halfway down the bar looked up and smiled.  I checked his clothing and it was him!  He stood up to greet me and opened his arms for a lovely hug!  He’s cute!  He is tall and skinny and has a shock of reddish hair!  
He asked if I wanted to join him at the bar or get a table- he had a beer half-drunk and a glass of water, and a glass of water for me!  Very thoughtful! I said it was fine to sit at the bar and thought “that way I can touch you more easily” but I didn’t say it.  I hopped up on the bar stool and pulled closer to him.  He stared at me and smiled.  There was no one close to us so we could talk freely.  
The bartender came by and I ordered a diet coke with lime.  Bob asked me if I didn’t want something stronger?  I told him I can’t drink.  He seemed a little startled, but I assured him it was fine that he was.  
He said he’d gotten there early and nervously looked up every three seconds hoping I’d arrive.  I told him I was so glad he was there first so I didn’t have to do that!  He said every time his phone pinged he thought it would be me flaking out.  I told I don’t do that.  He said he didn’t mean me, just him being nervous.  I patted him on the arm and told him I understand.  
He asked me where I live and when I moved there, so I got to talk about my condo a little. 
He told me about his history on AM – he’s been on and off twice in the past two years, met four women, none of which seemed worth following up with.  He said it’s a big step and he didn’t feel ready to take the risk for any of them.  I said it’s true, and you have to be careful, but it should be fun!  It’s not a huge deal… it’s… scratching an itch.  It doesn’t “go anywhere” except a few hours of amazing physical contact and someone to listen and appreciate him.  He smiled and said he was way overdue for that!  
I told him that my husband and I are open, so I don’t need to worry about stealth, but that I know how to help men keep themselves safe, and I try to stay anonymous.  He nodded.  He said he wanted to keep using the AM interface – no texts or emails – to keep himself safer.  Probably a good idea but… yuck. 
He asked how my meets usually go – where, when.  I said mostly hotels or after awhile, maybe at my place.  And that I can pay and he can give me cash.  He nodded but seemed daunted at the idea of paying for hotels.  He said he has kids in college. *sigh
I got him talking about his work.  He had some great stories.  He talked about the sports he likes to participate in – hockey, basketball, skiing.  I told him I am only athletic in bed.  He grinned.  He said he is really out a practice in bed but hopes to get up to speed quickly.  I told him about how I’ve learned so much in the last few years.  Like what?  He asked.  So I got to tell him about how I used to think blow jobs were just sucking but I’ve learned they are more.  “Oh?”  he asked.  I said they are about licking and touching, and he trembled.  Heh.  I am so sassy! 
I mentioned I might retire in a couple of years.  He said he could never retire – he has kids in college and other expenses that will keep him working and he likes it, so he’ll keep at it.  
We talked about tumblr and my toys.  He said the internet is very helpful for “inspiration.”  
It got to be an hour and I decided this was enough for a first meet.  He seemed surprised but said he hoped we could see each other again soon for “more adult activities.” I offered to take him into the handicapped-accessible bathroom right now for some kissing and groping.  His eyes went wide but he declined.  He said there would be time and a bed soon.  He said he wanted me to know right away that he was interested.  That was sweet.  
I stood to leave and he got up and hugged me again.  I felt good in his arms.  He pulled back a little and kissed me quickly on the lips.  So chaste.  This guy has not been with a woman in a long time.  And maybe never with one who likes sex.  
He smiled and asked if he could do it again.  I grinned and nodded, and he pecked my lips again and looked very pleased, like he had crossed some line and not gotten hit by lightning and was emboldened.  Heh.

I smiled and took off up the stairs, wondering if I’d hear from him but not really caring either way.  Which is probably good so I don’t get my hopes up but am pleasantly surprised if he writes.  He does not seem to have thought this out, the cheating thing.  Wonder if he will? 

Planning with LOLBob

November 8, 2017 Wednesday
8:55am
From: ogs1967
Message
Hi Sassie, what’s up today?
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10:09am
From: Sassy
Message
Hiya Hot Stuff! Hope you’re having a wicked good Wednesday! 
I’m puzzling over when, where to see your smiling face. 
Do you have any time tomorrow? Could hug you for real!!
=====
10:31am
From: ogs1967
Message
Yes, that would be wonderful to meet you! 
Free in the morning till 11 and then after 2 pm…. 
love to meet so let me know if that works.. Bob
=====
3:35pm
From: Sassy
Message
Hiya Bob! How’s your day going? 

Could you do 3:30 or 4 pm in Harvard Square? I’m thinking to get out of work early and meet somewhere public like the Starbucks on the corner of Dunster & Mt Auburn Street (in the Garage) if you want coffee, or John Harvard’s on Dunster Street if you’d rather sit underground at their bar or a table. If you have some other favorite around there, chime in. 
Mwah! 
-Sassy
=====
3:47pm 
From: ogs1967
Let’s say 2:30 pm?  John Harvard’s sounds perfect.  
Can’t wait! 
=====
3:48pm
From: Sassy
Message
Here’s a 2 part snippet of erotica for you 
The View 
Part 1
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.
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3:49pm
From: Sassy
Message
The view
part 2 
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…”


Excellent answerer

November 7, 2017 Tuesday
8:09am
From: Sassy
Message
Good morning Bob! Hope you’re having a terrific Tuesday so far! I’m off to vote. Whee. 
Tell me about your favorite meal? 
Favorite part of a woman’s body? 
Your favorite movie? 
Mwah!
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8:20am
From: ogs1967
Message
Catching up on answers – AM is safer for me than email: 
I’m mostly out and about for my job.
Let’s go for some rock – Bruce Springsteen!  
Not allergic to cats. 
love Frutti di Mare 
love all parts of a Woman’s body but love nice big breasts…and curves, waist, thighs…necks too…
mmm I’m a softy so movies with happy endings…officer and a gentleman…the Natural…Rudy…but I do love sci-fi and action…Bourne movies are great…xmen, iron man… 
Voting is a good thing!
=====
10:15am
From: Sassy
Message
Hiya Bob! Busy day for you? 
I’ve done my civic duty and made it to my office so I have a moment to escape into writing to you! 
You are an excellent answerer! Are there any questions you want to ask? Any deal breakers you should check on? Any kink you should ask if I can help with? 
For a special meal, I adore lobster pie… just meat and Ritz cracker crumbs and butter. Though I do like all sorts of food – Thai, Chinese, Vietnamese, Afghan, Italian and a steak or a pizza now and then! 
If I am looking at a man, I check out his shoulders. Not necessarily into big or broad, I just adore the different shapes and sizes. If I am touching, the list is much longer! 
So sweet to hear the movies you like! I usually go for movies with kissing, or Star Trek or Star Wars, or ones like “Hunt for Red October.” I just saw “Victoria & Abdul” at the Kendall… Judi Dench is spectacular! 
I’m more of a folk music type – just saw David Wilcox in the back room at The Burren… a man, a guitar and amazing songs! 
So glad you are not allergic to cats! Do you have pets? 
Thank you for giving us time… I feel much safer and can have a lot more fun if I know who you are and what you like. Gotta do some work. 
Think about a sexy French kiss today! 
-Sassy
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12:34pm
From: ogs1967
Message
Hi Sassy, I think it would be nice to meet for coffee sometime if you’re up for it. I work in your area so easy for me. Let me know if you can sneak out at your work or if you can fit me in your schedule. If you still feel you need to chat more before you get comfortable, no worries, I just think it would be nice to meet. Let me know, Thanks 
I love Star Wars and Star Trek movies too! the new Star Trek are surprisingly good, they really got the new actors right on them.