Knock on wood

June 27, 2018 Wednesday

From: Thad
To: Sassy
Sent: Wed Jun 27, 2018 at 10:16 PM
Re: Tuna graphic

Hi S

Great graph!

I thought I had thanked you for this great tuna graph! I will definitely use it for something!

Just got news that my surgery has finally been rescheduled, knock on wood. It is now supposed to be next month, assuming there are no other problems. Which means that by sometime in August, I should be up and around again.

T

Sneezy update

June 27, 2018 Wednesday

From: Greg
To: Sassy
Sent: Wed Jun 27, 2018 at 9:39 PM
Re: Hello

I’m ok, thanks. No new adventures here.

I live vicariously through you:) Is there still sex and passion out there?

It’s been long enough now since my lady friend and I have parted to really understand that this is my new reality. I’ve been under tremendous pressure in my work, which has kept my mind occupied, and other parts ignored.

I have been reading Pollan’s new book “How to Change your Mind”, which I’m really loving.

Scheduled to go to the NH with family (kids and grandchildren) next week. Maybe we can share a bite when I return.

Doing anything for the 4th? Getting closer to retiring?

Hope you are well.

All the best,

Greg

Sent from Yahoo Mail for iPad

How we ended up open

June 26, 2016 Tuesday

From: Reggie

To: Sassy
Sent: Tue Jun 26, 2018 at 10:28 AM
Subject: Tuesday tribulations

Sass,

How are you doing? Feeling a little low today because of a rather nasty argument with the wife yesterday. I don’t think I can really call it an argument – it is more of an ongoing issue in our relationship. Unlike what you mentioned with most of the men you have met, in our case, it is me who is reluctant about intimacy with my wife – she wants it. This leads to so much conflict and makes me feel like a complete jerk seeking sex and excitement outside. I wish I could get to a place of openness. 
You mentioned that your husband stopped wanting you sexually. Did he just stop having sex altogether? You did tell me about how your old friend got you into opening yourself up for sex with others. I am curious about how your husband handled the period when you weren’t seeing others. He sounds like a reasonable person – and even though I may say it myself, I have been a good husband in all aspects but this. 
Perhaps it is only an excuse that I make for myself – but I just need multiple partners. That definitely reduces what I give to her by way of intimacy – to the point that you could call our marriage sexless based on the number of times we actually have sex. Anyway, an ongoing saga in our lives which is compounded by having a child, light of my life, in the mix.

Anyway, sorry to burden you with all this and this is not a reach out for pity!

What a lovely day. We should be in bed doing naughty things and not in corporate slavery!

-R

=====

From: Sassy

To: Reggie
Sent: Tue Jun 26, 2018 at 11:56 AM
Re: Tuesday tribulations

Hiya Reggie! Such a beautiful day! I made it to the bank, which took 45 minutes to do a 5 minutes of business. *sigh I am cranking out work as I have to leave about 2 pm to see a doctor. Whee!

Thank you for sharing more about your situation. I am happy to listen. I like knowing what’s going on, and perhaps being able to help. I’ll share our experience. Feel free to ask more questions.

First, I should say that Hubby and I do not fight. We don’t even have heated discussions. We talk, we disagree, we keep talking. Not sure how we manage but I am almost zero experience with “fighting” so I may not be much help with that dynamic.

My old flame is exactly like you in the “she wants it, he doesn’t” area, because she only wants missionary, in the dark, for 5 minutes, without talking. And she is a total bitch to him, so it’s tough to be yelled at all day and then cuddle up at night. I have suggested several ways he could broaden her horizons and get sex at home but it has not worked. He tried to leave once, but his adult children badgered him into going back after 6 months, and he is an honorable man at his core, so he returned. And contacted me. Heh. We met 3 times years ago, and now we talk online sometimes. He’s told me about affairs with a couple of other women, but they wander off when they realize he will never leave his wife.

As far as I know, my husband did not have sex when we weren’t. I tried everything to get him to – sent him porn and erotica, tried to start with a back rub and move on to sexier play, lost weight, dyed my hair, bribed him with gifts, asked him to help me even if he didn’t get much out of it. But he told me he was not attracted to me and he didn’t want me to touch him. *sigh I accepted that I was too old and fat for men to want me.

We went to a sex counselor at his therapist’s suggestion.  He lied three times in half an hour (he NEVER lies) about how I never initiate (EXCUSE ME?) and that I was dating other men (uh no…) and that I never made enough time (just not true – I took days off work to focus on him, took him away to fancy hotels). I determined that was not going to be of any help.

He did have intense online relationships with women far away but didn’t see them. One woman moved here to be with him, misunderstanding his intentions, thinking she’d move in with us! She was furious when she figured out that would not happen, and made our lives hell for nearly two years. Thankfully, she moved away and only maligns him online now and then. I suggested he be more open with me about his choices so I could help him avoid needy psychotic women.

Just before I met my old flame, Hubby and I began talking about him being polyamorous and whether I could deal with him dating other women. I told him I am not polyamorous and I didn’t think that was a good idea because of the stalker and a couple other women he had considered who were toxic.

After the first time I saw the old flame, I came home determined to use what I learned to get Hubby to help me sexually and get what I needed at home. I could tell him new ways to pleasure me. It worked just a little – he was mostly interested in hearing about my adventures. At that time he was exploring being bi, and started talking in bed, during foreplay, about a cute transexual he’d met and how cool that she looked like a woman but had a penis and… I lost it. I could not deal with that. So I gave up trying. I realized I could never be what turned him on and he was going to make me miserable when I got him to help me.

We agreed to keep exploring his options. I talked to our poly friends. I read up online about what makes poly work (communication!). I realized it’s not a zero-sum game. Being with someone else doesn’t take anything away from me and is in fact, is an addition if done right.

He went on OKCupid and Craigslist and solicited several of our friends without telling me. I heard about it from friends. Not a good day for him. About that time I got cancer and asked him to stop and focus on me. He said he would and he was very good to me, but he was still prowling online. Again, our friends told me they’d seen his profile. *sigh

He finds it ironic that he was searching desperately and having no luck, and I was not looking at all and the old flame appeared for me. We are unusual in the poly community in not having sex – most people have their primary and secondaries and are having sex with them all.

Eventually, he met a nice woman from the edge of our community. She is sane, employed, with two young children and married. They are open. He talked with me about being open. I agreed he could do it. She seemed like someone who could help me take care of him, be an asset rather than a drain on our lives etc. That worked out very well for two years. He saw her every Tuesday for lunch and sex, went to parties with her and took trips. We had dinner with her and her husband sometimes. That was my ideal. It was odd at first but I quickly saw the benefits. He was happier, I was less burdened, and he had someone to see movies with or go to parties I didn’t want to attend. She would also explore threesomes and bdsm and kink parties.

Unfortunately after the election, she freaked out. She started to panic that people would find out that she was living an unorthodox life and she’d lose her kids and she decided to become “normal.” They are still friends but she only hugs him at a party now and then. We miss her a lot.

He has been searching again but things have happened with his health that make that tricky now. More on that later if necessary.

Finally, I must say that you wanting multiple partners is not sick or abnormal. It is normal, it is healthy. No one should be expected to get everything they need from one person, any more than they should just have one friend or eat the same food every day. Please try to stop beating yourself up about that and move to finding a viable way to deal with it, which you seem to well on the way to doing!

It would be better if you can find a way to satisfy your wife, even if you think of me while doing it. Or talk with her to get a “don’t ask, don’t tell” or open arrangement, or realize it is not healthy for your son or you to continue and leave. But I know all those things seem impossible and have their downsides.

This is one of the rare moments I feel some guilt, especially in taking your time from your son, but I tell myself I’m probably taking your work time not family time, and that you would be out here with someone else if it wasn’t me, and I like to think I can be better and safer for you than most women, so I keep at it.

Sorry this got so long… I hope some of it helps and doesn’t scare you away. There is a lot more but I will stop here and see if you have specific questions now that I’ve set the scene.

We should be out on a blanket in nature in a hidden glen, where you could feel the sun on your back while your cock is buried deep inside me!

-S

=====

From: Reggie

To: Sassy
Sent: Tue Jun 26, 2018 at 12:37 PM

Re: Tuesday tribulations

Sass

You are such a dear. Thanks so much for sharing your experiences – reading it and knowing you makes it easier to deal with what seems like the “abnormality” of my own situation. The hardest part for me has been to be open about my desires without hurting her – and that is probably a recurring theme. I feel that I love her in a very asexual way and hearing that breaks her apart and makes her feel very low about herself. Thanks again for sharing your story and that of your husband.

Yes, I would love to be outdoors in this sun with you riding me, my cock buried deep inside your pussy.

=====

From: Sassy

To: Reggie
Sent: Tue Jun 26, 2018 at 12:59 PM
Re: Tuesday tribulations

Reggie – I am marveling about the distance we have traveled from strangers to here. I hope it can be a plus for us in many ways.

I can empathize with your wife. I remember feeling like I had my life set up as I wanted it – finally found someone and got married at 37 and was rolling along in a normal life and never having to date again or be alone… and BANG. The love of my life tells me I am not sexy. So no more sex for me. Okay. I can deal with that. Wasn’t that much fun anyway. I accepted it but I remember so clearly being so sad and feeling ugly. And wondering when everything else was going to explode. I made a promise to take care of him and I knew I would never find anyone else, and I didn’t want to be alone, and we have a lot of fun and function well and… I adjusted.

When he realized I was hearing “you are not attractive” he changed it to “you are not attractive to me.” Which is slightly better. He made it clear it was not me, it was him. And encouraged me to find someone else. I could not imagine any man wanting me, so I didn’t do that. But he was good to “take the blame.”

It made him sad too, but he could not control the fact that I didn’t set him off anymore.
As Bonnie Rait sings, “I can’t make you love me if you don’t…”

Maybe it can help if you make it clear it’s you, not her?

Is your wife from abroad? Or seriously religious? Either might make it extra-tough for her to understand the different lifestyle you need, even though you and I know it is quite common. When I look around a room, I know statistically about 40% of the people there are “stepping out” or have, and it’s more if you asked them if they’re having sex with their spouse.

Maybe you should talk her old flames into contacting her? Heh.

I hope someday you may feel comfortable talking with Hubby… he is smart and thoughtful and kind, and might have other ideas or experiences. And it can be one of those, “And then I met her husband!” moments that you should do…because you can. 🙂

Sorry to go on… I have thought a lot about this topic and there are so many little facts that might help or not but can help you understand it from a woman’s view, and help you know me and understand why I will gladly suck on you! And not just any man… but sexy you!

-S

=====

From: Reggie

To: Sassy
Sent: Tue Jun 26, 2018 at 2:44 PM

Re: Tuesday tribulations

You have been remarkably easy to talk to for me. You are, as I said at first, a very compassionate person – so thank you for opening the space for friendship in addition to the anticipatory sex.

You are giving me the language to express my needs better. It has been layered with so much guilt because of the pain that she has shown about this. I have also had to deal with getting caught in an affair (a coworker) – this was 11 years ago. It has never been the same because in my marriage, my role has naturally taken on that of an offender and hers, as a victim.

My wife is an extremely intelligent person – very well read and rational. She is from abroad but (like me) not religious at all. While she is notionally aware of polyamory and open marriages, she does not want to entertain the concept. For her, it is quite clear that there is emotional and physical intimacy in a marriage or it is not a marriage for her. At some point, she was, however, talking to an old boyfriend of hers – unfortunately, he is based far away and there is no way for her to meet him.

I am thinking now of my cock in your mouth..mmmm..Sass – can’t wait!

=====

From: Sassy

To: Reggie
Sent: Tue Jun 26, 2018 at 5:28 PM

Re: Tuesday tribulations

Hiya Reggie!

I’m home, enjoying the afternoon breeze! The weather is so perfect. Hope you get out and about tonight.

The endocrinologist was nice to me today! I went to Mike’s Pastry as my reward – they have a cannoli with a florentine shell and almond macaroon cookies that rock my world! I try not to indulge often but today was the day.

I wonder who you’ve been dealing with that I seem so nice.. I am super-nice but I would hope you have others who are nice to you! It is a real bonus that we can talk.

You are a human being. You shouldn’t have to keep “paying” for an offense 11 years ago. Wait… you had sex with a co-worker? BAD! (just kidding. Stuff happens). Tell me sometime how you got caught so I can help keep other folks from doing it.

I wonder what your wife thinks being open would mean… why she is against it other than she wants you all to herself and believes that is the only way. She can’t have you so I don’t see why it would hurt her any further if you get what you need. I figure if I love my husband, I want him to be happy, and if it is not with me, then whatever. But I know that is a radical idea for many women.

My goodness.. we’ve tackled some big, deep concepts today! A big hug to you for grappling with all this.

-S

=====

From: Reggie

To: Sassy
Sent: Tue Jun 26, 2018 at 5:38 PM

Re: Tuesday tribulations

Happy to hear that your Dr visit went well.

Personally, I am a big fan of Flour Bakery and have not taken to the cannolis from Mike’s. I am glad you indulged and enjoyed.

How I got caught? She called my wife because she figured out that I was not leaving my wife for her! Oh, was there some drama. It was a bit of a typhoon and it is a wonder that I don’t have war wounds from then.

Your thoughts are radical to most women. And men. Monogamy, especially one that is based on the idea of romantic love is only a 200 year old concept but has entrenched itself so firmly in people’s heads. Bitter and acrimonious divorces are the fallout of this and it is something I have been trying to avoid.

God, I need a fuck!

=====

From: Sassy

To: Reggie
Sent: Tue Jun 26, 2018 at 6:31 PM

Re: Tuesday tribulations

Where are you? I am trying to picture your surroundings… I am sitting at my desk in our living room, looking out the big balcony windows, with Hubby sitting on the couch perpendicular to me about 6 feet away. I have on an old nightshirt and cotton panties.

Ah Flour Bakery. They have tasty treats! What tempts you there?

Holy shit… she called your wife? That is LOW. I can not fathom what would make a woman think that was a good thing to do. YUCK! Did you stop any contact with her? That is tough to protect yourself against.

I may not have helped much today, but I hope to help on the fucking front soon… mwah!

-S

Lingerie and toys

June 25, 2018 Monday

From: Reggie

To: Sassy
Sent: Mon Jun 25, 2018 at 11:13 AM
Subject: New week

Hi Sassy

How are you doing, sexy? How is the new week looking for you? I may be able to meet you this Friday if you are available but I can confirm only later in the week, unfortunately.

-R

=====

From: Sassy

To: Reggie
Sent: Mon Jun 25, 2018 at 1:39 PM
Re: New week

Hiya Reggie! How’s it going for my favorite handsome man? Hope your week is off to a grand start!

This week is nutty! Work has calmed down a lot, but I usually have two or three appointments or activities in any given week on the personal side, but this week I have NINE!

– More catching up with doctors (three appointments), 

– going to the bank to do paperwork because our community group has a new treasurer 7/1,

– talking with my broker for the annual review of my accounts (I inherited him from my mother, along with her money),

– cleaners coming in to make my place cleaner, and

– seeing Andy Borowitz performance – are you familiar with his razor sharp wit on political topics for the New Yorker?

I have Friday off from work and have penciled you in. Fingers crossed that it works, but if not, we’ll figure something else out! I am very interested in meeting you again. I am thinking about it… a lot.

-S

=====

From: Reggie

To: Sassy
Sent: Mon Jun 25, 2018 at 2:12 PM
Re: New week

Do your three appointments include one with Dr. AMY? I am hoping we can make Friday work too. Just the thought of it gets me all excited and hard.

Yes, I am familiar with Andy Borowitz’s writing but only barely.The performance should be fun.

Meet you soon!

=====

From: Sassy

To: Reggie
Sent: Mon Jun 25, 2018 at 2:32 PM
Re: New week

Ha! I adore it when you take my concept and run with it! Dr AMy has exactly what I need! We may have to schedule several visits, so we can take try different “treatments.” Let’s try to take our time this time, lessen the pressure, even though it feels urgent to do ALL THE THINGS right away!

I have to see the endocrinologist, podiatrist and my regular doctor. It’s mostly perfunctory but they get cranky when I don’t come in regularly. I am lucky to have such good doctors, so I try to keep them happy. Once you’ve had cancer they make you do all these tests to make sure it’s not coming back. Whee.

Should I feel bad for getting you excited at work? I am in the #sorryNOTsorry category. I am squirming in my desk chair! It makes my insides woggle to know you are hard and my mind spins off so many ways I could make use of that! Are you familiar with the term “hot dogging” where you slide up and down my slit so it looks like a hot dog sliding into a bun? Oh man… If you ever need to concentrate, be sure to say and I will try to behave.

I survived listening to the broker for 30 minutes. He is so gung-ho! He used to be in the Coast Guard, and has that enforced upbeat nature of a salesman too. But my account does well so I nod a lot and keep going.

Mwah!

-S

=====

From: Reggie

To: Sassy
Sent: Mon Jun 25, 2018 at 2:36 PM
Re: New week

I was not familiar with the term “hot dogging” but I like the idea a lot. I like slapping the clit or rubbing it with the tip of my cock. My foreskin is tight and does not go back all the way – just so you know – but it does not come in the way of my (or in my experience, her) pleasure at all.

Wondering what you will taste like.

=====

From: Sassy

To: Reggie
Sent: Mon Jun 25, 2018 at 2:37 PM

Subject: Lingerie

Hiya! When you say “lingerie” what does that word mean? Sexy bras and panties? or babydoll nighties? or leather? what?

I found a fun catalogue – take a look and tell me what appeals? Colors? styles? Or show me photos you like from elsewhere? I usually can’t find anything in my size in a store but with the internet the choices widen!

https://www.barenecessities.com/Plus-Size-Sexy-Lingerie_catalog_nxs,158.htm?cm_mmc=GLSR_NonBrand-_-US-NB-DSA-Lingerie-_-Lingerie:%20Core-_-_bc81b1ae-916d-42a2-87b7-fba9cf9fc47e&source=GoogleA&Term=&cmp=NA&kclid=bc81b1ae-916d-42a2-87b7-fba9cf9fc47e&gclid=Cj0KCQjw37fZBRD3ARIsAJihSr2kC3ltXlcf1Fq7TtYhg688JCctJRXEPc2AoOtdodANd9Tv1C2BkU4aAnvCEALw_wcB

-S

=====

From: Reggie

To: Sassy
Sent: Mon Jun 25, 2018 at 2:42 PM

Re: Lingerie

I will have to find a discreet meeting room to find something. I love lacy bras and panties in general.

=====

From: Reggie

To: Sassy
Sent: Mon Jun 25, 2018 at 3:44 PM

Re: Lingerie

Took a peek and loved the lace baby dolls.

=====

From: Sassy

To: Reggie
Sent: Mon Jun 25, 2018 at 3:47 PM

Re: Lingerie

Oooh… those are slinky. Thanks for the input. I may have to invest in one. Hope looking was fun!

-S

=====

From: Reggie

To: Sassy
Sent: Mon Jun 25, 2018 at 7:54 PM

Re: Lingerie

I like how sexed up you are making me feel. I want to run my hands all over your body. I like it that you are so sex positive. I am hopeful about Friday!

=====

From: Sassy

To: Reggie
Sent: Mon Jun 25, 2018 at 8:41 PM

Re: Lingerie

Oh my… sexed up. What a fine phrase.

Your mention of lace reminded of something I bought long ago… I don’t remember ever wearing it. I dug into the back of my closet and found LACE! Black lace. See-through. See the things you get me to do?! Maybe I will be brave enough to wear it for you someday.

Life is short. You only live once. Sex is healthy and normal and fun!! And you make me want to be positive with you!

Four words for tonight… tight. hot. wet. deep.

Mwah!

-S

=====

From: Reggie

To: Sassy
Sent: Mon Jun 25, 2018 at 8:42 PM

Re: Lingerie

I want to feel that wetness with my fingers, my tongue, my cock

=====


From: Sassy

To: Reggie
Sent: Mon Jun 25, 2018 at 8:45 PM

Re: Lingerie

Yes please. 😉

====

From: Reggie

To: Sassy
Sent: Mon Jun 25, 2018 at 8:46 PM

Re: Lingerie

Oh you naughty thing!

=====

From: Sassy

To: Reggie
Sent: Mon Jun 25, 2018 at 8:52 PM

Re: Lingerie

You betcha!

Do you like it when a woman talks dirty to you, while you are tasting or touching?

-S

=====

From: Reggie

To: Sassy
Sent: Mon Jun 25, 2018 at 8:54 PM

Re: Lingerie

Yes, I do. I would love it if you did.

=====

From: Sassy

To: Reggie
Sent: Mon Jun 25, 2018 at 9:10 PM

Re: Lingerie

I have to get into a certain… zone. But when I do… you’ll know. The wild girl comes out and the words flow.

Here’s a 4-minute video of a woman talking… not exactly my style but hot!

https://xhamster.com/videos/sexy-hot-milf-talks-filth-1161786

Oh… and here’s a quick hotdogging gif

=====

From: Reggie

To: Sassy
Sent: Mon Jun 25, 2018 at  9:13 PM

Re: Lingerie

Can’t hear the video right now.

The hotdogging gif is sexy. I like play like that. Lots of massage oil or lube. Lots of body fluids 😉
=====

From: Reggie

To: Sassy
Sent: Mon Jun 25, 2018 at  9:32 PM

Re: Lingerie

How often do you masturbate?

=====

From: Sassy

To: Reggie
Sent: Mon Jun 25, 2018 at 9:37 PM

Re: Lingerie

Four/five times a week. You?

I’m not into using my hands, but I get going with my toys.

=====

From: Reggie

To: Sassy
Sent: Mon Jun 25, 2018 at  9:38 PM

Re: Lingerie

Exactly the same. Sometimes I am turned on and I might masturbate twice on the same day.

What kind of toys do you have? Will they be part of our play?

=====

From: Sassy

To: Reggie
Sent: Mon Jun 25, 2018 at 9:45 PM

Subject: Toys

I have a bunch of toys, but two are favorites right now. We can certainly paw through my entire collection if you like. Do you have any? Have you played with them before?

1) Gigi 


2) Big Silver bullet

=====

From: Reggie

To: Sassy
Sent: Mon Jun 25, 2018 at  9:46 PM

Re: Toys

I don’t have any toys with me. But I like cock rings.

=====

From: Sassy

To: Reggie
Sent: Mon Jun 25, 2018 at 9:49 PM

Subject: Toys

Ah… I’ve seen those in blog articles and catalogues but never in person. 

What do they do for you?

=====

From: Reggie

To: Sassy
Sent: Mon Jun 25, 2018 at  10:06 PM

Re: Toys

My NYC lover has one of these she keeps for me 😉 They hold your erection for longer. It also gets me really turgid and hard. 

I have toyed with the idea of getting the blue pills prescribed. We are all getting on in years, aren’t we?

=====

From: Sassy

To: Reggie
Sent: Mon Jun 25, 2018 at 10:18 PM

Subject: Toys

Sounds awesome!

I convinced the Northerner to try the blue pills. He wanted to but was scared to ask his doctor. I told him it’s a normal thing, a lot of guys do it etc. And he did it! It definitely has its pros and cons but he enjoys the effects on his stamina. If you want to try it and your health allows, I am happy to help you test it.

We are getting older… thank goodness. And better! As certain youthful things pass, I find it makes me more creative and appreciative.

Have I told you lately that you are so fun to talk with? I marvel at how we can go on and on. I adore learning about you and sharing myself.

Remember… tight. hot. wet. deep.

I’d better get to sleep – have to be at the bank at 8:45 am. Whee!

Mwah!

-S

=====

From: Reggie

To: Sassy
Sent: Mon Jun 25, 2018 at  10:20 PM

Re: Toys

I might take you up on a test run of the pills.

I love chatting with you too. It is such a large part of what turns me on about you.

Sleep tight baby.

Complete fantasy

June 24, 2018 Sunday

From: Sassy
To: Reggie
Sent: Sun Jun 24, 2018 at 11:04 AM
Subject: Sunday shade
Hiya Reggie!

Home from breakfast with the gang! We had a grand time at The Neighborhood in Union Square in Somerville. They make the most tasty Cream of Wheat with cinnamon. We sat out under their grape arbor and gloried in the wonders of a summer morning.

Now I’m home, wishing you could pop by. Ha. I know, complete fantasy. But what a delicious one! The balcony door is open, the breezes blowing in… and I am imagining lots of fun ways to spend a Sunday afternoon with you. Mostly involving my bed! And your hands and mouth. And my hands and mouth and chest! And some lower areas…mmm

Hope you’re having fun! Mwah!

-S

=====

From: Reggie
To: Sassy

Sent: Sun Jun 24, 2018 at 6:40 PM
Re: Sunday shade

Hi Sassy

Finally found a little window to read your e-mails. It has been quite an intense weekend of entertaining and adventuring with our visitor. We were out in Walden Pond, Harvard Square and all over Boston in the last 3 days. We even managed to squeeze in a last long bike ride before I dropped him off at the airport in the late afternoon.

I am thinking of you now, in this lovely rain. In bed, exploring and getting to know each other. Touching your body and finding what turns you on. My fingers exploring. My tongue too. And feeling your touches and licks all over me. Oh, I want you soon, baby.

=====

From: Sassy
To: Reggie
Sent: Sun Jun 24, 2018 at 7:15 PM
Re: Sunday shade

Hiya Reggie!! Thank you for your message. Wonderful to hear about your weekend. I find that having visitors is a special chance to see my place through new eyes and appreciate it. My parents used to send people to see me and I got very good at giving tours. Their interests varied so greatly – from the museums to the Cheers bar! HA!

Glad you got back home before the rains started. 

I heard from IRC friends I had not heard from in ages today! I helped test messenger programs, looking for an alternative to Yahoo Messenger which is going away July 17. So many cheaters used it. It’s tough to find something that will work on the sly, on both iOS and Android, allow text and photos, and not stick out if someone picks up their phone. It’s too funny that I am helping in this search but I seem to be more tech savvy that most, which is super sad since I am not all that savvy!

I am so glad that thoughts of me can inspire you, give you some space to think sexy stuff. You inspired me to have a lovely time in bed this afternoon with a toy and Tumblr… thinking of you. Looking at people enjoying sex and wondering if it will be like that for us. My legs spread wide as I buzzed my clit and wondered what you will do with an “open woman” who will enjoy having you look and touch. I’ve been trying to imagine how it will go when that door closes and we are alone at last… can’t quite get it into focus yet, but luckily any number of scenarios will be fantastic!

Now I am munching on Thai food, doing laundry and paying bills, being a good girl. Hope you will help me be BAD SASSY in the best way soon.

Have a lovely evening. Mwah!

-S

Big sassy gal

June 23, 2018 Saturday

From: Sassy

To: Reggie
Sent: Sat Jun 23, 2018 at 10:08 AM

Good morning Reggie! Hope your Saturday is off to a super start!

I fell asleep at 6:30 last night! Oops! Didn’t wake up until after midnight. I thought I’d stay up and no… went back to bed for another 6 hours! Must’ve needed it.

I’ve made it from my bed to my desk, looking out over a gray morning. No big plans today – laundry, watering plants, picking up a bit. Tomorrow I have breakfast with my older sister, her beau and my niece!

So I should have lots of time to think about undressing you, if you like that, and exploring the skin I expose with my hands and mouth… and helping you feel better than you have felt in a long while!

Here’s a sexy gif to brighten your day. 


 I hope you’re psyched for a big sassy gal! Mwah!

-S

Weekend wishes

June 22, 2018 Friday
From: Sassy
To: Reggie
Sent: Fri Jun 22, 2018 at 2:48 PM

Subject: Friday finds

Hiya Reggie! Hope you’re having a fantastic Friday!

Work is rolling along – hiring people, interviewing people, paying people – crucial but tedious!

I had the blood tests this morning for the STD tests. Hope to hear the results next week.

Hubby is having dinner out, so I am on my own tonight. Hope to find something fun to send you with naked people doing sexy activities – maybe some oral or exhibitionists?

Still thinking of a kiss on the stairs… mouths, hands… mmm mmm mmm. Need to make more memories in private!

Have a wonderful weekend! Mwah!

-S

Adulting

June 21, 2018 Thursday

From: Sassy

To: Reggie
Sent: Thu Jun 21, 2018 at 8:15 AM
Subject: Adulting

Happy Summer! Hope your day is starting well.

Most days when I am heading to work, I have a mild case of “I’d rather be doing something else.” I’d rather sleep a bit more, go to the ocean and eat lobster, read fun stories on the internet, or have lunch with a friend. But I go to work. That’s what adults do most of the time. Go to work, eat dinner, talk with the family, do chores, read a little. Get ready to do it again. Adulting.

But today? I have one of the worst cases of what I have to do conflicting with what I want to do that I can remember. My mind screams to run and find you! The memories of our first meet are playing over and over, mixed with the myriad of possibilities for our next one. I don’t want to go to the office. I want to see you! Touch you… listen to you, taste you!! I long to invite you to lunch but I know you have other things to do.

This may have been the best first meet I’ve ever had. The first hug was a fantastic mix of comfort and excitement. There was that “rightness” of your arms around me, of the fit of our bodies close together. Then your smile… oh my. I relaxed enough to enjoy our conversation immensely. You are easy to talk with – an excellent foundation for whatever else we build. Thank you for talking about the past, the present and considering a future with adventure!

We went to a buffet last night, even though we didn’t eat anything. We sat and talked about many dishes – the appetizers, the meats, the vegetables, the rices and the sweets! We allowed ourselves one taste. I hope that wasn’t too scary. I couldn’t resist finding out a few more facts in that certain way. It was incredible! It set off all my senses! I want MORE! SOON!

Finally, thank you for quickly reassuring me that it went well… that there will be more. I want it…I want you. I want to rush, and yet take our time. I want to skip work and have FUN. Help me figure out the best way to do that? I will be in touch soon with some ideas. Have a terrific Thursday!

-S

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From: Reggie

To: Sassy
Sent: Thu Jun 21, 2018 at 9:55 AM
Re: Adulting

Sassy

Yes, I have been adulting since dawn and I know about this feeling only too well. Not a day goes by when I don’t think of my corporate enslavement and how I would rather be doing something else.

I loved chatting with you and learning a little about what makes you tick. Your sex-positive, vivaciousness is infectious. I like the self-assurance that you have about seeking sex – I must say I don’t. It is too wrapped up in subterfuge and some amount of guilt and your attitude is very reassuring.

I am eager for you to tell me about your ideas.

-R

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From: Sassy

To: Reggie
Sent: Thu Jun 21, 2018 at 11:33 AM

Subject: Meet planning

Hiya Reggie!

I am trying to work but… ugh. I’m supposed to be reading resumes and planning incisive interview questions to choose a new colleague, but I have to write to you!

Two logistical questions:

1) When?

As I thought about the logistics for our next meet, it suddenly occurred to me that lunches work for you and me but don’t work hotel-wise. They’re locked down from 12 noon – 3 pm. Argh. I have two theories:

– Afternoons
Can you leave work early, meet from say 3:30 – 5:30 pm?
I can do Monday, Wednesday or Friday next week at those times. Fridays are cheaper at a hotel.

– Mornings
Meet before work 8 – 10 am?
I can do that any morning next week.

If the answer is yes but it will take time to set up, I can wait. Somehow. If this is not possible, let me know and I will try to figure out something else.

2) Where?

Are you comfortable with hotels near work? Or would you rather be further away?

Close: Friday 6/29, I’m looking at the Marriott @ 50 Broadway $151. 

Further: Or there’s the Holiday Inn Express near McDonald’s/Twin City Plaza on McGrath Hwy for $146

Or I can look further around T stops heading up the Red Line for safer and/or cheaper spots.

Cash cab option: Green Cab 617-625-5000. I’d say pick an address up the block or around the corner for pick-up, so you’re less likely to be seen by colleagues and your office address is not in their records.

NOTE: These questions may only apply once, as after that I hope to have gained enough trust to invite you to my condo, which is walkable from your office. Hubby can work at a cafe and we can enjoy on our own schedule!

Very soon we’ll get through these questions and on to FUN!

More hugs… more groping… more!

-S

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From: Reggie

To: Sassy
Sent: Thu Jun 21, 2018 at 11:59 AM
Re: Meet planning

Your planning is impeccable. I am totally comfortable with hotels near work and Marriott sounds very doable. I just pretend to go to a work meeting which can be anywhere in the “sprawling” complex of buildings and go to the hotel. Maybe Friday next week but I will have to confirm that.

Damn..I am excited to see you in private. I want to see you naked. I want to touch you.

Did I tell you that I have a friend coming to visit tonight. He is in town for work and is visiting us for the weekend. My emails will be a little sparse over the next couple of days but I do want to hear from you about all the things you have been fantasizing about us.

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From: Sassy

To: Reggie
Sent: Thu Jun 21, 2018 at 12:30 PM

Re: Meet planning

Hiya Reggie!

Wow… don’t think anyone has used the word impeccable on me before… I am beaming! I worry that it is too much trouble, but I try to make it as easy as possible. Good that we have a theory rolling. I usually put a doctor’s appointment or something on my work calendar so no one schedules over whatever time I have planned to be with you. I use Dr AMY. AMy… heh. It makes me smile every time I look at it.

Let’s try to keep in the forefront what this is all about. SEX! Ha! That includes hugging, kissing, exploring, laughing, moaning, and penetration! And afterglow with cuddling and conversation.

We didn’t talk about frequency – I want to see you A LOT but I know there are many other pulls on your time and all plans are subject to change to keep you employed and safe. If we have fun and want to continue, I would hope for at least once a month. But whatever we can manage, more or less, I have that tingle that tells me each time will be a marvelous interlude.

I do have to warn about first times… they can be weird. But you have given me confidence that we can communicate and get beyond that. We can test things and check in and try other things and… have fun doing it! Please don’t be shy about saying or showing me what works best. Slower, faster, harder… I can adapt. And don’t take those words coming from me as criticism – just suggestions on how to make it even better.

Wonderful you get to see people! I do appreciate the heads-up, especially in these early stages. I try not to expect emails, just enjoy them when they appear, but so appreciate you removing any doubt that you’ve given up on me. I will try not to pester you too much, but my brain is full of possibilities and they may leak out in your direction.

Hugging, groping, kissing… like yesterday only in private and for much longer!

-S

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From: Reggie

To: Sassy
Sent: Thu Jun 21, 2018 at 12:40 PM
Re: Meet planning

lol@ Dr. AMY.

Yes, it is about sex and I would love for it to get to a place where it is uninhibited and immensely pleasurable for both of us. And I realize that the first time will be awkward. I know you can be open about things (while being kind, gentle, compassionate) and that means a lot in being able to open up and get to that place of sexual satisfaction for us both. I will try to be as well but I am (and I will say this without any shame) much more inexperienced than you are.

As for frequency – twice a month would be nice as long as we don’t have to spend on hotels. I like it that you think we can get to place where you can invite me over. I truly appreciate it.

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From: Sassy

To: Reggie
Sent: Thu Jun 21, 2018 at 2:35 PM

Re: Meet planning

Hee hee… told ya I have fun names for everyone.

We’ll see if we can up your experience level. I have a feeling you’ll catch on pretty quickly when you notice that I don’t react badly to what you say. Even if we don’t manage sexual perfection, I hope we can be “way better than nothing!” And have fun practicing. 😉

Are you used to running things in the bedroom? I will mostly let you do that, at least to start, but don’t want to shock you if I try to have a turn at deciding what’s next. Most men seem to be stuck in the “she lets me…” and I want you to know I am not just letting you, I am into it too!

Twice a month? Oh sweet man… that sounds amazing! I will not expect that but it sure is fun to think about!

My instincts say I could have you over right away but my experience tells me to wait. Giving away where I live is a huge Full disclosure – My place is a cluttered wreck due to Hubby’s current reorganization effort and his general lack of interest in un-cluttering, and the cats best efforts to create chaos. But I do have a cleaner in regularly, and I keep the path to the bedroom and my uncluttered bathroom clear! I hope if there is a king-sized bed, a bathroom, and me, you’ll be okay. It is an excellent place for a tryst, as someone might see you go in, but they’d have no idea which of condos you go to. We can even take you in through the garage which is hidden from the street, if that extra step helps your peace of mind.

One other thought – I do not own you or demand exclusive sexual rights. What you do on your own time is your business, as long as you stick with safe sex, and treat me well when you see me and write me now and then. 🙂 If you get other chances, take them. Tell me about them or not, as you see fit. Let me know if you want to hear about mine or not. I recommend talking about things, but I know that may seem radical to you. Right now the only man I see is The Northerner on the rare occasions he can get away. I will say, the thought of being with you will keep me from prowling. I hope that makes sense.

Off to interview. Keep smiling. And daydreaming. Mwah!

-S

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From: Reggie

To: Sassy
Sent: Thu Jun 21, 2018 at 3:40 PM
Re: Meet planning

I am a little naive when it comes to risks that I put myself through unlike your other friend who “forgets” his wallet in his car. Nor do I mind clutter as long as it is not on your bed 😉 I don’t know about taking charge in the bedroom but I will not come to you after the first couple of times and say that I am sub and wanted to be domme’d – that will not happen 🙂 As for other encounters – there is one other and I will tell you about her when we lie in the afterglow and touch and talk.

I have been feeling very aroused and I think I need relief. Right now, in the restroom at work!

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From: Sassy

To: Reggie
Sent: Thu Jun 21, 2018 at 5:20 PM 

Re: Meet planning

Hiya Reggie!

You are so cute. I wouldn’t call you naive – you’ve had no reason to know all the crappy things that can go on. I happen to have listened to people in IRC and men from AM for awhile. With some luck I can warn you of ones you need to know, and you don’t need to worry about most of the awful things. I don’t want to be a downer, but I do want you safe. Remind me to tell you about the bank robber. You’re not a bank robber right?

If you have any kinks – things that you need to get off – be sure to say. I can’t tell what is kinky anymore. One guy was shocked I want to leave the light on, and several who thought blow jobs were wild. And then the guy who wanted to listen to me poop! Called him Mr. Scat and never went there!

Did I say something arousing? Feels like all I did was logistics today. Or are you remembering or planning for the future? Did you really go get relief? Mmm…. may have to get you to film bits of that sometime and send it to me! I adore watching and listening in.

-S

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From: Reggie

To: Sassy
Sent: Thu Jun 21, 2018 at 10:11 PM
Re: Meet planning

Hi Sass

I like listening to your experiences. You come across as genuinely curious and caring about your lovers while not being judgmental at all. Not even about Mr. Scat. 

We will have time to talk about kinks. I definitely do like lights on. I told you that I like lingerie and heels but you are not too much into them. I love oral sex. More later – right now, entertaining our visitor.   🙂
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From: Sassy

To: Reggie
Sent: Thu Jun 21, 2018 at 11:05 PM

Subject: Summer evening

Hiya Reggie!

Hope you’ve had a fun evening and your visitor made it into town easily. How old a person is he?

I managed to get work done and go out to Border Cafe for dinner. Their gumbo and crawfish etouffe are delicious! All I wanted to do was write to you but I kept on with “real life” placated by the thoughts of seeing you again.

Sleep well! Dream sexy dreams of a bodacious buxom beauty who is thinking of you!

-S

Meet #1 Grabbing Reggie

June 20, 2018 Wednesday

From: Sassy

To: Reggie
Sent: Wed Jun 20, 2018 at 6:28 AM
Re: Until tomorrow

Wow! Wow. I…um…wow. what a way to start my day! Thank you.

10 hours!


Sent from Yahoo Mail on Android

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From: Reggie

To: Sassy
Sent: Wed Jun 20, 2018 at 7:42 AM
Subject: Today is the day

And now 9

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From: Sassy

To: Reggie
Sent: Wed Jun 20, 2018 at 7:44 AM
Re: Today is the day

Hee hee. Yes!

Today’s gonna be a good day!

Sent from Yahoo Mail on Android

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From: Reggie
To: Sassy
Sent: Wed Jun 20, 2018 at 9:18 AM
Re:Today is the day

Lower your expectations hot woman 😉

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From: Sassy

To: Reggie
Sent: Wed Jun 20, 2018 at 9:37 AM
Re: Today is the day

Ha! I have no expectations. Can’t lower them!

Do hope to be pleasantly surprised.

7 hours…tick tock tick


Sent from Yahoo Mail on Android

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From: Reggie
To: Sassy
Sent: Wed Jun 20, 2018 at 9:39 AM
Re: Today is the day

🙂 I have meetings all day and my mind is so fuzzy.

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From: Sassy

To: Reggie
Sent: Wed Jun 20, 2018 at 12:53 PM
Subject: Sassy time

Hiya! It’s afternoon…less than 4 hours until I see you, hear you, smell you and hug you!

I have meetings too. Luckily the last one of the day is with you! So excited!!

See you soon. Almost Sassy time!

Sent from Yahoo Mail on Android

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From: Reggie
To: Sassy
Sent: Wed Jun 20, 2018 at 12:54 PM

Re: Sassy time

Hi. See you very soon, Sassy.

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From: Reggie
To: Sassy
Sent: Wed Jun 20, 2018 at 2:56 PM

Re: Sassy time

One last meeting and I am done for the day.

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From: Reggie
To: Sassy
Sent: Wed Jun 20, 2018 at 3:57 PM

Re: Sassy time

See you soon, Sassy!

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From: Reggie
To: Sassy
Sent: Wed Jun 20, 2018 at 4:18 PM

Re: Sassy time

Are you inside already?
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From: Sassy

To: Reggie
Sent: Wed Jun 20, 2018 at 4:25 PM
Re: Sassy time

Yes! Come on down! And get sassed.

Sent from Yahoo Mail on Android

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First meet with Reggie

I left the office a little early and made my way to John Harvard’s in Harvard Square so I would get there before he arrived. I usually want to get there after the guy but I had a feeling this would be okay. He emailed while I was on my way. I prepped an email to send when I got inside.

I sat at the end of bar under the stairs where there’s a wall behind the stools and a wall to the right and the bar blocks any front on views. A great spot for touching without anyone seeing.  I sent him email to let him know I was there.

The cute young lady bartender came over and I ordered an iced tea. Another woman brought it to me. Just as I was about to take a sip, Reggie appeared! He spoke standing behind me. I whipped around, jumped down from the stool and hugged him. Oh yes… he is taller than I am and we fit together nicely. He squeezed just a bit and I stepped back. We grinned at each other and stood staring for a few moments. He had on a dark blue knitted golf shirt with a collar and pleasantly worn blue jeans.

Sendhil Ramamurthy 
I was overwhelmed with how handsome he is! And how young.  And immediately hit with the big question, “Why would such a man be interested in me?!” I pushed that into the back of my mind for now.

He pulled out a stool on my left and commented on the privacy of the corner. I said I felt like a hussy for knowing such things but the knowledge comes in handy! We stared some more, and grinned more. I imagined him visibly relaxing. The bartender asked what he’d like to drink and he ordered a dark beer. She asked if we wanted food – I deferred to him – he said he didn’t need anything so I went with that. 

He asked me questions. I adore that, when a man is interested enough to ask and listens to my answers. We talked about how we came to live in the area, our travels, how we met our spouses, my community project, his hobbies. He is such an interesting mix of sophisticated businessman, world traveler and a shy, sweet relatively inexperienced sexual man.

I told stories and he told stories and it was so easy to talk with him! We laughed and I touched his arm. He gave me a side eye and touched my knee. I touched his knee. He waved a hand to emphasize a point, and brushed my breast “by accident.” Ha! This is such fun.

I asked when he needed to go – he checked his watch – an hour had gone by so fast! He sighed, said he should leave. Then kept on talking and ordered another beer! I asked if the beer helped his nerves – he said it made it a big easier but I was helping him feel at ease too. Phew.

He asked if I knew of places for a second meet. I said I do. He asked for details. I said, “a hotel” and watched to see if that made me a total hussy. He nodded and looked like that would be okay. I told him I could arrange it, charge it and he could pay me cash. He said that would be fantastic! I said, “If you decide you want to,” and he grinned and said he had already decided. I asked if he has a theory of when – he asked if weekdays during the day can happen. I assured him I can have a “doctor’s appointment” or take time off because I get lots. He asked if lunch time would work for a couple of hours. I said I could. I was amazed we were already into logistics for a second meet! Wow!

I told him we might be able to meet at my place in the future but I needed to see him at least once somewhere else to build up trust, that it was not him but that I had had a bad experience. He asked about that. I told him I was attacked. He looked shocked. I told him I wasn’t careful, that the law of averages caught up me, but I used it to learn lessons and be more careful. He nodded and touched my arm. He is so sweet!

He said he really had to leave. He signaled the bartender for the check. I offered to help pay but he waved me off. I told him doesn’t always have to pay. He said he’s old-fashioned that way but we can talk more about that. He said he’d have to check his schedule, but he’d email me tonight. Please let that be true!

He asked to be excused to use the bathroom. I asked if he wanted me to follow him and he declined, but quickly asked if he could have another hug up on the darker part of the stairs on the way out? I nodded. Probably for the best, though it worried me that he didn’t want to be alone with me.

He returned quickly and we went up the stairs. We got to the landing where no one could see us from above or below. He turned to me and smiled and we grabbed each other. I put my hand on his cheek and he put his arm around my waist to pull me in close and we kissed, tentatively at first but then fiercely! He moaned into my mouth… oh my. He grabbed my breast. I angled a bit so I could rub the sexy bulge between his legs. He is so sexy! I would have gone on and on but he wisely pulled back. The door above opened and a man started down the stairs.  We jumped apart and continued up the stairs and out to the sidewalk.

He pointed to the left, said he was off to the train. I told him I wanted to walk with him but it was a bad idea. He nodded and repeated his promise to write me soon to make a plan to be alone. I smiled.  He grinned. 

He took off to the left and I went off to the right. I glanced back once to watch him walk. I felt really calm in a way I rarely do. My instincts said I will him again. I marveled that he wants me. But I want to believe it!

I sat down at a cafe table across the street and called Hubby to talk him into coming to get me and go out to dinner. He agreed after I named one of his favorite restaurants, so I sat and re-lived the meet and fantasized about the next one until he appeared. We certainly got through the toughest parts with aplomb. This may have been the best first meet ever!

Reassurance came quickly – bless him.

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From: Reggie
To: Sassy
Sent: Wed Jun 20, 2018 at 6:22 PM

Re: Sassy time

Mmm mmm mmm

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From: Sassy

To: Reggie
Sent: Wed Jun 20, 2018 at 6:47 PM
Re: Sassy time

Oh yes.

Sent from Yahoo Mail on Android

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From: Sassy

To: Reggie
Sent: Wed Jun 20, 2018 at 9:07 PM
Re: Sassy time

Thank you for the drink and so much more! I had such a good time.

You are so charming. And tasty. ; )


Sent from Yahoo Mail on Android

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From: Reggie
To: Sassy
Sent: Wed Jun 20, 2018 at 7:48 AM

Re: Sassy time

It was lovely meeting you and easy to talk to you. I had a lovely time as well. Let us plan to meet again soon.