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!

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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!  

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

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

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

Three things

September 23, 2017 Saturday

from: WrySmile 
to: Sassy
date: Sat, Sep 23, 2017 at 10:53 PM
subject: A few things

Hey Sassy,

Can we schedule more time to talk? Maybe Tues or Wed evening or next weekend? I like talking with you and I also want to hear more about local project stuff.

2: I’m going to have to remove some big things from my GDrive. Please download the movies you like and let me know so I can delete them.

3: I’ve posted a longish story for your entertainment (and mine) on my GDrive. Let me know what you think.

I hope to see you soon.

Darrin

PS: What year did you graduate from college? I think you and my wife were there at the same time.

Completely open

September 20, 2017 Wednesday

from: Sassy
to: WrySmile 
date: Wed, Sep 20, 2017 at 7:23 PM
subject: Re: The Storm

Hiya Darrin! Hope you stayed dry today. Seems like we got off easy on the tropical storm thing.

Have you written erotica taking the woman’s point of view? My brain just churns it out… male view, female view, overview… no clue where it comes from – glad to have a man say it’s readable. Share whatever, whenever.

Let’s think about next week? I’m off this weekend for my high school reunion, and I need to prep. Maybe an evening next week? Or over the weekend of Sept 30-31 for an afternoon? What would you like to do? I feel very comfortable with the idea of talking, and eating… still not sure about anything else. You are such an interesting man, can’t resist hearing more of your stories!

-S

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from: WrySmile 
to: Sassy
date: Wed, Sep 20, 2017 at 8:10 PM
subject: Re: The Storm

Hey, Sass,

Did it rain today? I spent the day in a hermetically sealed office building stepping out only to buy a double espresso.

When I was thinking about you earlier today, I realized one of the reasons I enjoy our conversations (voice

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from: WrySmile 
to: Sassy
date: Wed, Sep 20, 2017 at 8:55 PM
subject: Re: The Storm

oops.. I usually put in a junk email recipient so I don’t accidentally hit send. oops… continuing,

When I was thinking about you earlier today, I realized one of the reasons I enjoy our conversations (voice and email) so much. You are the only person (possibly in my life) that I can be completely open with. I feel comfortable talking about the good and the bad, the intimate details of my inner life that I’ve never shared — even with my beloved wife. For who else would I dare sneak an anal sex double entendre in middle of a nearly innocent sentence? (Don’t tell me you missed it!)

Intimate without “intimacy”… hmnnn!

And that’s without even mentioning what I enjoy about you. Let’s talk more and soon. Tuesday and Wednesday evenings are possible, but only for an hour or two at most.

The afternoons of 9/30 and 10/1 (not 9/31, silly Sassy) will work. There’s a Jazz festival I hope to attend on 9/30. If my wife (let’s call her “Sue”) doesn’t want to go, maybe we can attend together. You pick. Sue is going to be out of town a lot in October, so scheduling will get easier.

(BTW, we’re going to see Gypsy next weekend. [Remember the cast member I spoke to on the bus?])

The vibrator story is the closest I’ve come to writing from a woman’s point of view. I’ve tried but it always comes out clichéd. I might try again.

I’m trying to write the story of my time with a college friend. (I was her first lover; cunnilingus was a new idea for her. [I’ll always remember her saying “WHAT ARE YOU DO –oo–ooing?… Oh god!”] I think she was already in love with me, but that wrapped it up tight.) Anyway, maybe I’ll try to flip it around and write from her point of view.

Let me know when you’d like to talk again.

Darrin

PS, did you enjoy the videos I sent you? Let me know if there are any you particularly liked; I might be able to share more like it.

Grease the skids

September 19, 2017 Tuesday

from: Sassy
to: WrySmile 
date: Tue, Sep 19, 2017 at 7:18 PM
subject: Re: A Feast.

Well well well… this email was full of treats!

I had a wonderful time talking and walking with you on Sunday! You are a wonderful storyteller. Thank you for getting me back to Tosci’s after far too long, showing me a new park, and your old neighborhood!

And this feast story? Yummy! I am pulsing inside. Whee!

I’ll send you another of mine. This is fun!

-S

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from: Sassy
to: WrySmile 
date: Tue, Sep 19, 2017 at 7:23 PM
subject: The Storm

The Storm

He made it inside just as the first thunder clap sounded. BANG! It started to pour as he walked past the living room windows. Wow. That was close. He loved thunderstorms! He was very tempted to stand outside to watch the storm. Maybe even dance in the downpour. But there was something more important he had to do.

He knew where to find her. He shed his clothes as he made his way to the bedroom and sure enough, there was this lump the size of a person under the blanket. He rubbed where he thought a leg might be, and a slight whimper filtered out through the covers. There was a crash of lightning and another big boom, and she shrieked.

“It’s okay. You’re okay. I’m here,” he said calmly, trying to be soothing. He crawled into the bed next to her. She clung to him and wrapped herself around him, burying her head in his chest, trembling. He couldn’t believe she was still such a wuss about thunderstorms. She was so brave about almost everything else.

But he knew how to distract her. He put his hands on her back and rubbed gently. He explored up and then down, surprised that she was naked. He pressed her ass so that she fit tightly against him. She moaned sweetly when she felt him hard against the top of her leg. She shifted her head up and grabbed his head with her hands, kissing him frantically. He slowed her down a bit, pressing his tongue into her mouth at a leisurely pace and making more soothing noises.

“We have plenty of time…” he pointed out, squeezing her breast and teasingthe nipple.

“Fuck me,” she whispered fiercely. It sent a shock wave through him. He loved it when she talked dirty to him. Everyone else saw her as an ultra-polite, demure lady. Only he knew about the wild girl inside. She was turning the intense fear into another emotion, putting it to good use. Smart girl.

“Yes, ma’am…” he chuckled. He hugged her, pondering which position would be best.

“Fuck me now,” she urged him. She wasn’t going to let him go slow today. She flattened him onto the bed, straddled him and pressed him close, shifting her hips to rub him against her. He could feel her dripping already. It made him a little crazy. He shifted slightly and she took him inside her and began to move. Up and down she went. He put a hand on her hip and one on her breast, twisting, teasing…

He knew her inside and out, as much as any person can know another. But it never stopped surprising him how tight and hot she was, how he fit inside her like a sculptor had made him to be there and made her to make him feel so incredible every single time. When he first touched her as a green boy, he realized that she was different. He had felt an emotional connection for ages, but when they finally kissed, he felt a physical connection to her that he never felt again in his life. Special, comfortable, exciting… and at times, inflammatory. Chemistry. That had never changed. He thought he would get tired of her, stop thinking about her, stop wanting her… but it never happened. Sometimes it drove him crazy, when he couldn’t get to her. When he could and he couldn’t get inside her fast enough. But it was the best kind of crazy… it made him feel alive. Kept him young. Made them both happier than anything or anyone else. And the most amazing thing was that she felt the same way. He marveled over that every day.

She stopped moving… sensing that his mind had drifted. He snapped back to her body and what she was doing, putting a finger at the top of her slit and flicking her most sensitive spot. She sighed in pleasure and started moving again, rising up, arching her back and driving down on him again, shoving him so deep inside…. and then out again. Her tits looked amazing when she did that! It was the sweetest form of torture… so hot, so wet, so…. hmmmm.. he could not think when she was like this. He could feel… oh, man could he feel! Every nerve in his body was on fire. And he craved the heat. She kept turning up the temperature… taking him closer and closer… and then stopping. She was panting. She leaned over and kissed him again, sucking his tongue, twisting her hips… damn. He felt the magic start. He wasn’t going to last long if she kept this up… it was as if every muscle inside her was trying to squeeze him, milk him… whoa, baby. What a woman…he thought she was going to make him peak. But when he thought he couldn’t take it another moment, she stopped, flipping over onto her back on the bed.

She lay there breathing loudly. He tried to figure out what she was up to. She turned to him and kissed him, wrapping herself around him on her side. She stroked him, then put her hand lower, caressing his balls, pressing the spots she knew would send him soaring. His breath grew ragged.. what would she do next?

She pressed a finger inside his ass. Oh, wow… she was really trying to push all his buttons this time! His hips rocketed off the bed. She pumped in and out, whispering in his ear. “You like it when I fuck you, don’t you, fella? Like it when I give your ass the love, eh?” she said, making a little sucking sound. He moaned. She knew just what to do. She moved down his body, putting her mouth where her hand had been, licking his cock and sucking it deep into her mouth, then kissing his balls and sucking them and finally sticking her tongue in his ass! He moaned and trembled. She could be such a vixen!

That was it. He rolled over, pulled her legs up to his shoulders, and dove back inside her, pumping, deep, long strokes while she moaned and then screamed, her head thrashing from side to side. He watched her shake, felt her hips crashing up against him. She opened her eyes and the look… the look nearly made him explode. So many words popped into his head… lust, passion, fire… love. No one loved him like she did. Her mind, her body… it all went together to make him know… mmmm….

There was another big thunderclap and she jumped. He went wild on her, his hips thrusting in and out, hearing the slap of his balls on her skin and her moans… he let go, let his body take over, let the pulsing inside her trigger the flow…. he filled her, shooting over and over inside her, grunting and moaning and… exploding. He collapsed beside her, feeling his heart beat, listening to her breathing… smiling. He did love thunderstorms! And her…

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from: WrySmile 
to: Sassy
date: Tue, Sep 19, 2017 at 7:58 PM
subject: Re: The Storm

Very nice. And told from the man’s point of view! Nicely done.

I’ve got a few more stories started, but they’re not ready for sharing — well, maybe one is close. Let’s keep trying.

When do you want to meet again?

I’m working on my reluctance, but it’s been two steps forward, one back. And sometimes two back. Maybe you could find some ways to encourage me, grease the skids, so to speak

I hope you’re having a good week.

When will you have time to talk more?

Darrin