So aroused now

June 19, 2018 Tuesday

From: Reggie
To: Sassy
Sent: Tue Jun 19, 2018 at 3:13 PM
Subject: Tuesday Titillation
Hi Sass

Haven’t heard from you. All well? 

I kept thinking of how you imagined me with my knees on either side of you feeding you my cock, my hands on your headboard bookshelf. I am getting hard again thinking about it at work now.

-Reggie

=====

From: Sassy

To: Reggie
Sent: Tue Jun 19, 2018 at 3:13 PM
Re: Monday Musings

Oh yes…I know about your gorgeous cock – stared at the photo you sent for a long time!

I’m with Hubby at the doctor for his routine checkup. Whee. 

Thinking of tomorrow while we wait. Of getting to find out so many things – your smile, your laugh, your voice!

Sent from Yahoo Mail on Android


=====

From: Sassy

To: Reggie
Sent: Tue Jun 19, 2018 at 3:18 PM

Re: Tuesday Titillation

So happy to hear that was a…useful image to plant in your brain. When did you cum last?

All is good. Wacky morning at work, ran catering for an all staff lunch, then raced out to take Hubby to Kenmore.

Now I’m picturing sitting with you at the bar, hearing your stories and trying not to grab you!

-S

=====


From: Sassy

To: Reggie
Sent: Tue Jun 19, 2018 at 3:22 PM
Subject: Gif for you

Nsfw!

Sent from Yahoo Mail on Android

=====

From: Reggie
To: Sassy
Sent: Tue Jun 19, 2018 at 3:24 PM

Re: Tuesday Titillation

I last came yesterday morning reading one of your earlier e-mails. Woke up with thoughts of you and jacked off in the bathroom.

John Harvard bar if I remember right is so open and exposed that even the casual touch of our legs as we sit close to each other is going to be visible and get me all worried 🙁

=====

From: Reggie
To: Sassy
Sent: Tue Jun 19, 2018 at 3:26 PM

Re: Gif for you

Mmmm…I want to watch my cock disappear into you!

=====

From: Sassy

To: Reggie
Sent: Tue Jun 19, 2018 at 3:28 PM

Re: Tuesday Titillation

I’m so happy to inspire you to do sexy stuff.

I will behave. I will be tempted not to and I may say sexy things but anyone watching will get a definite business meeting vibe. I want to keep you safe.

25 hours…

Sent from Yahoo Mail on Android

=====

From: Reggie
To: Sassy
Sent: Tue Jun 19, 2018 at 3:31 PM

Re: Tuesday Titillation

I will be tempted to as well – that is my bigger worry 🙂

Is the disabled bathroom really an option? Will the waiting staff not know?!

=====
From: Reggie
To: Sassy
Sent: Tue Jun 19, 2018 at 3:31 PM

Re: Tuesday Titillation

Damn, I am so aroused now!

=====

From: Sassy

To: Reggie
Sent: Tue Jun 19, 2018 at 3:36 PM

Re: Tuesday Titillation

Is that okay? Does it feel good? Hope so!

-S

Sent from Yahoo Mail on Android

=====
From: Reggie
To: Sassy
Sent: Tue Jun 19, 2018 at 3:39 PM

Re: Tuesday Titillation

The record you said is 7 times in 2 hours? 😉

=====

From: Sassy

To: Reggie
Sent: Tue Jun 19, 2018 at 3:34 PM

Re: Tuesday Titillation

Ah…I see. Gosh I hope that’s true tomorrow! We can deal.

Accessible bathroom? Yes. For a short time. They’ve never paid much attention. And we’ll make sure they only see one of us at a time. It’s rather hidden. It is fun to consider? Don’t feel pressured at all. We can make other plans.

Tomorrow is more about filling in lots of puzzle pieces…asking questions better not done in email, checking the chemistry, may be a little more? Do you have other goals?

=====
From: Reggie
To: Sassy
Sent: Tue Jun 19, 2018 at 3:49 PM

Re: Tuesday Titillation

I agree that tomorrow is more about seeing if there is a spark and there is chemistry. I don’t have a “goal” at all.

Can’t wait to see you. Will I just walk into JH and see you there? Or will you come in after I do?

=====

From: Sassy

To: Reggie
Sent: Tue Jun 19, 2018 at 4:07 PM

Re: Tuesday Titillation

Sounds like we’re on the same page.

Which do you prefer?

Sent from Yahoo Mail on Android

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From: Reggie
To: Sassy
Sent: Tue Jun 19, 2018 at 4:08 PM

Re: Tuesday Titillation

I’d love to walk in and see you there 🙂 If you don’t mind, that is…

=====

From: Sassy

To: Reggie
Sent: Tue Jun 19, 2018 at 4:56 PM

Re: Tuesday Titillation

I should be able to do that. 🙂 23.5 hrs!

Sent from Yahoo Mail on Android

=====
From: Reggie
To: Sassy
Sent: Tue Jun 19, 2018 at 4:58 PM

Re: Tuesday Titillation

Mmmm. I am at a point where even a simple e-mail like that from you sends a pulse through my loins 😉 Is that crazy?

=====

From: Sassy

To: Reggie
Sent: Tue Jun 19, 2018 at 6:31 PM

Re: Tuesday Titillation

Totally wacky. And wonderful!

Sent from Yahoo Mail on Android

=====

From: Sassy

To: Reggie
Sent: Tue Jun 19, 2018 at 7:11 PM

Re: Tuesday Titillation

I’m home after a yummy dinner at the Yard House in the Fenway.

Sitting on my bed, changing clothes, thinking of you. There’s a mirror, so I could touch you and you could watch two ways. Mmmm. A simple concept that can enhance your pleasure a lot!

=====

From: Reggie
To: Sassy
Sent: Tue Jun 19, 2018 at 8:25 PM

Re: Tuesday Titillation

I love mirrors in the bedroom. I’d love to watch you and me in the mirror. Mmmm

Sent from Yahoo Mail on Android

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From: Sassy

To: Reggie
Sent: Tue Jun 19, 2018 at 8:54 PM

Re: Tuesday Titillation

Is it kinky that I like the light on?

Sent from Yahoo Mail on Android

=====

From: Reggie
To: Sassy
Sent: Tue Jun 19, 2018 at 10:36 PM

Re: Tuesday Titillation

It is kinky and it is good that you do. I would not have it any other way. I want to see as much as touch, smell, taste!

=====
From: Reggie
To: Sassy
Sent: Tue Jun 19, 2018 at 11:10 PM

Subject: Until tomorrow

Something for you…

[photo of him naked from chest to knees in a bathroom mirror standing sideways so his erect cock sticks out]

Super-naughty

June 18, 2018 Monday

From: Reggie
To: Sassy
Sent: Mon Jun 18, 2018 at 10:52 AM
Subject: Monday Musings

Hello Sassy

Got back in town late last night and had a rather intense weekend – so haven’t been able to respond to past e-mails. Landed into a brouhaha at work. C’est la vie.

I too have been thinking about our meeting. I may be a little awkward and shy in our first encounter as well. Especially with thoughts of all that you have hinted at. I like your adventurous, sensual but always compassionate style. I am thinking of your hand on my growing tumescence as we kiss passionately.

What did you wear to work today?

-Reggie

=====

From: Sassy

To: Reggie
Sent: Mon Jun 18, 2018 at 3:00 PM

Re: Monday Musings

Hiya Reggie! Hope your Monday has calmed down. It’s strange how Monday has such a bad rep and often ends up deserving it! I had to hit the ground running – we have a new temp and the boss assigned me a list of a dozen things to get her up to speed on.

We’re going to be fine on Wednesday. I keep telling myself we’re grown-ups, used to meeting new people. We can deal with whatever. If you sense any possibilities, give me a sign and we’ll roll in that direction. We can go as fast or slow as we like. If not, let me know – no harm, no foul, it’s been fun, best of luck. I do appreciate your giving us time to get to know each other before meeting! Makes me so much calmer.

I have on blue slacks, a blue shell short sleeve top with a wiggly pattern in white, a black bra, white panties, black socks and shoes. Very demure business lady. My hair is tied back so I don’t melt! What’re you wearing? It’s fun to think about helping you out of it so I can explore your sexy body!

Definitely thinking about hugging and groping but I try to behave until I know which way things are going!

-S

=====

From: Reggie
To: Sassy
Sent: Mon Jun 18, 2018 at 3:25 PM

Re: Monday Musings

I have on a tan T-shirt and dark blue jeans. My underwear – black boxer briefs.

Looking forward to Wednesday!

=====

From: Sassy

To: Reggie
Sent: Mon Jun 18, 2018 at 3:30 PM

Re: Monday Musings

Oooh. Thanks for saying! I am musing about sliding my hand under that shirt to find a nipple to tweak. and down inside those jeans and… watching your face. And squirming in my desk chair. So good… mmm.

-S

=====
From: Reggie
To: Sassy
Sent: Mon Jun 18, 2018 at 3:32 PM

Re: Monday Musings

Mmm..that got me instantly hard. I am imagining you unzipping me and your soft hands fondling my balls, veiny uncut hardness. I want to touch your wetness when you do that.

=====

From: Sassy

To: Reggie
Sent: Mon Jun 18, 2018 at 5:30 PM

Re: Monday Musings

Sounds like a wonderful idea to me!

I’m home. Sitting on my bed…fantasizing

-S

=====
From: Reggie
To: Sassy
Sent: Mon Jun 18, 2018 at 8:39 PM

Re: Monday Musings

Did you fantasize? What did you do? What did you think of?

=====

From: Sassy

To: Reggie
Sent: Mon Jun 18, 2018 at 8:47 PM

Re: Monday Musings

Oh yes. I was super-naughty! I imagined you there with me… helping each other get naked then enjoying your talents at giving oral, then you putting your knees on either side of my face, your hands on my bed’s bookcase, your cock down my throat! Could happen, right?

Then I ordered dinner delivered. And dealt with an Instacart delivery. *sigh

Hope your place has a/c! The weatherman used the technical term, “Beastly hot” today. Ha.

We had a fierce thunderstorm about 7:15 pm. I thought of “The Storm” and you. It’s 20 degrees cooler!

What have you been doing? Hope you are smiling and hard as a rock. 😉

-S

=====
From: Reggie
To: Sassy
Sent: Tue Jun 19, 2018 at 12:03 AM

Re: Monday Musings

Do you know what that cock looks like Sassy? 8.5″ when fully turgid. Veiny. And a dark dark brown. Oh, and did I mention, uncut?

If I was close

June 17, 2018 Sunday

From: Sassy
To: Reggie
Sent: Sun Jun 17, 2018 at 8:44 AM
Subject: Sunday surprises

Happy Father’s Day! Hope you have a fantastic day with your friends!

I’m thinking of you and how I’d make this day special if I was close to you. Mmm…

I’m off to brunch!

-S

Sent from Yahoo Mail on Android



Sweet kiss

June 16, 2018 Saturday
From: Sassy
To: Reggie
Sent: Sat Jun 16, 2018 at 10:45 PM

Subject: Saturday sundries

Good evening Reggie! Hope you had a delightful day. It was mostly quiet here other that a short foray out for a meeting.

I had lots of time to think about you… meeting you. Got kinda shy about it but am fighting that! It feels like starting over in a parallel universe. Hope we can merge it with this one easily.

Hugs with groping and a sweet kiss good night!

-S

Shaved or natural?

June 15, 2018 Friday

From: Sassy

To: Reggie
Sent: Fri Jun 15, 2018 at 10:12 AM
Subject: Friday fun

Good morning Reggie! Happy Friday! Hope your day is off to a grand start.

I got to fast this morning and have blood test done for routine check-ups. Whee!

Do you usually eat breakfast? I am snarfing a lovely bowl of greek yogurt with fresh blueberries and granola from Flour Bakery. Do you ever go there? It’s mostly evil bliss in terms of sugary baked goods, but they do have some innovative healthy items!

Anything fun for your weekend? We’re going to see theater tonight – Shakespeare’s “Midsummer Night’s Dream” in the park. 

Saturday I have a quarterly community non-profit meeting in the afternoon. Running a 501(C)3 is a bit tedious. Sunday is another brunch with my older sister and her beau.

Gotta go do the payroll! Maybe you can think about hiding under my desk and distracting me with your tongue. Hee!

-S

=====

From: Reggie

To: Sassy
Sent: Fri Jun 15, 2018 at 12:39 PM
Re: Friday fun

Good afternoon, Sassy.

Suddenly, I have a tranche of work that has landed on me and I am scrambling to finish up before I head to go away for the weekend to meet a friend. 

I love Flour Bakery and used to go to the one in the Seaport area all the time when I worked there.

Thanks for telling me about Midsummer Night’s Dream – we might go for it next week perhaps.

Enjoy your weekend and do write if you have a moment.

*kiss* *hug* *lick*

-R

=====


From: Sassy

To: Reggie
Sent: Fri Jun 15, 2018 at 4:29 PM
Re: Friday fun

Hiya Reggie! Hope you rolled through your work and are off to an excellent weekend! Safe travels! Please look both ways crossing the street and come back healthy. Nothing bad can happen to you before I get to see you! Take selfies and email them to me?

I actually took a few minutes in envision us talking, then kissing, hugging and licking! Oh my… I can’t quite fill in all the pertinent details but I hope to soon. Along with details about other activities soon after that? mmm… maybe you will find that spot on my back that makes me squirm in the best possible way? Mwah!

-S

=====

From: Reggie

To: Sassy
Sent: Fri Jun 15, 2018 at 4:38 PM
Re: Friday fun

Mmmmm…Are you shaved or natural? Or in between?

=====

From: Sassy

To: Reggie
Sent: Fri Jun 15, 2018 at 4:42 PM
Re: Friday fun

Oh you… Natural but sparse. I lost it all during chemo and it came back soft and thin. You?

Sent from Yahoo Mail on Android


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From: Reggie

To: Sassy
Sent: Fri Jun 15, 2018 at 4:47 PM
Re: Friday fun

Trimmed

=====
From: Sassy

To: Reggie
Sent: Fri Jun 15, 2018 at 5:07 PM
Re: Friday fun

Mmm… nice. Gonna play there!

Sent from Yahoo Mail on Android

=====
From: Sassy

To: Reggie
Sent: Fri Jun 15, 2018 at 6:08 PM
Re: Friday fun

Eating sushi in Somerville. Yoshi, across the street from the show. Remember you said you like it…

Ever been to Toraya in Arlington? So tasty!

Hugs with groping and another ear nibble!

-S

Sent from Yahoo Mail on Android


=====

From: Reggie

To: Sassy
Sent: Fri Jun 15, 2018 at 6:18 PM
Re: Friday fun

Toraya is wonderful. Eat some unagi for me. 

Enjoy the performance. 
On my way to the airport
=====

From: Sassy

To: Reggie
Sent: Fri Jun 15, 2018 at 6:22 PM
Re: Friday fun

Ah, you like Toraya? I see that as an excellent harbinger of good things to come. AND I just had unagi. 😉

Are you on JetBlue?

Sent from Yahoo Mail on Android


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From: Reggie

To: Sassy
Sent: Fri Jun 15, 2018 at 6:32 PM
Re: Friday fun

American. Why?

=====

From: Sassy

To: Reggie
Sent: Fri Jun 15, 2018 at 10:30 PM
Re: Friday fun

Just wondered. Last time I flew I was on JetBlue.  And if there is a crash, I don’t want to be wondering if it was your plane!  

Hope the flight was uneventful and you’re having fun. I’m off to tumblr to look at naughty photos and imagine it’s us. Ha!

Sent from Yahoo Mail on Android
=====

From: Reggie

To: Sassy
Sent: Fri Jun 15, 2018 at 10:32 PM
Re: Friday fun

Landed. Flight was fine. I have my kid with me. 

Enjoy the rest of the night and weekend
=====

Titillating emails

June 14, 2018 Thursday

From: Reggie
To: Sassy

Sent: Thu Jun 14, 2018 at 3:43 PM
Re: Wednesday waiting

I never replied to your e-mail because I had to leave early yesterday for a meeting at school year-end. And then, this morning, our entire team had a meeting!  I was thinking of you. 

I don’t know whether I would be so bold as to sneak into a handicapped bathroom for a kiss. I must confess that it has been part of many fantasies to do that and more in such places but I haven’t actually done it. 
As for your “random” question – no, I am not allergic to cats.

Question for you – are you multi-orgasmic? Do you orgasm easily? Are you loud? 🙂

=====

From: Sassy

To: Reggie
Sent: Thu Jun 14, 2018 at 4:59 PM
Re: Wednesday waiting

Hiya Reggie!

Busy man! No worries. I know you have things to do. Fun to hear about them!

Hmmm… maybe we can fulfill a fantasy or two or more… the bathroom thing is quite easy. You can think about which makes you more comfortable… you go in and I join you 20 seconds later? Or I go in and you join me?

The key is not to stay long, so not get too crazy, but for a lovely test of the “is she THE BEST KISSER EVER?” and “Oh… I see what hugging and groping can mean!” and perhaps even some cleavage flashes… it’s excellent. Just lean against the sink or press against the wall and mmm mmm mmm. But we do not have to. We can wait. Stretch out this tasty torment.

Ah… orgasms. You are so cute when you ask direct questions. Can you cum twice? I only ask so know whether to hold back or help you over the edge with a blow job and know you can also be inside later if you like. There was a man who told me he was a “once-and-done” – I used my “mad skillz” and he was able to. It’s awesome when someone says they haven’t cum twice in 20 years and they’re exploding the second time! Oof… I am sounding like such a hussy again! Whee! If these tidbits bother you, just say and I’ll stop.

For me… it depends. One man helped me cum 7 times in two hours. Some men I had a grand time but didn’t quite make it to a physical completion. If it’s tricky, I may suggest different positions or bring in a toy to help. I aim to not fret about it much and keep practicing until we get it right. I am loud if circumstances allow. 🙂

I’m off to a community project meeting – may not reappear until later tonight.

Hope that helped rev you up! Mwah!

-S

=====

From: Reggie
To: Sassy

Sent: Thu Jun 14, 2018 at 5:15 PM
Re: Wednesday waiting

Oh, I would love to kiss and grope in the bathroom except what happens on the way out is what I wonder. Oh, I am so eager to discover your kisses.

Seven times in two hours is indeed very intense.I love the female orgasm and love being part of inducing them 🙂 It is my biggest turn on.

What project are you working on? 

=====


From: Reggie
To: Sassy

Sent: Thu Jun 14, 2018 at 5:44 PM
Subject:  Thursday thoughts…

I wish I had your turn of phrase when it comes to being so tantalizing in your e-mails. Thanks for putting in the effort to write such titillating e-mails. I look forward to them.

Enjoy your evening, sexy lassie!

=====

From: Sassy

To: Reggie
Sent: Thu Jun 14, 2018 at 7:12 PM
Re: Thursday thoughts…

Awww… come on. You write beautifully… charming, sexy, fun! Your words certainly get me going. You’ve taken me from zero to 100 mph!

If you like, as an exercise, turn off your filters. Write what you are thinking. Be completely real. Ask what you want. You are used to screening what you write, being polite, being careful, not “going there.” Go. I’ve seen flashes of it – turn it up. In my brain, it means shutting the door on the demure lady and letting my Sassy side write.

Imagine a woman who will do what you want, answer honestly, and not just to please you but enjoy it herself. Who wants to hear it. Who wants to know. Who will gladly talk about it… and smile while you look and touch and suck and… mmmf. I give you permission to “misbehave.”

If you want to wait until after you’ve seen me, I understand. or if you don’t have time.

If your wishes are not my thing, I will tell you, without judgement. I’ve rarely had to do that – the results have been quite fascinating.

-S

Fantasy and planning

June 13, 2018 Wednesday

From: Sassy
To: Reggie
Sent: Wed Jun 13, 2018 at 2:09 PM
Subject: Wednesday waiting

Good afternoon Reggie! Hope your Wednesday is going well.

Welcome to the Wednesday edition of my real life mixed with sexy fantasies and what-ifs!

My boss is off the next two days, so she’s on a mission to do EVERYTHING RIGHT NOW before she goes! Heh. Just 3 more hours and I will have a quieter time for the rest of the week.

I had a delightful Thai bento box lunch at 9 Tastes with a temp who is leaving. She’s headed to London for two weeks to visit a brother diagnosed with stage 4 cancer. *sigh

I’m thinking about next Wednesday… maybe see you if the scheduling fates allow…stare and smile and laugh at this strange and wonderful situation that can add a bright space in our lives. I’m having visions of simple things…must be careful in public but perhaps a short hug to see if we can fit vertically that might transfer to horizontally? Perhaps a hand on your arm to emphasize a point? Or my thumb on the inside of your wrist rubbing little circles… hmmm. Probably should not put my fingers on your fly, slide down the zipper and sneak inside to touch skin, eh? Bad Sassy…

I hope you’ve done this before with good results so there are positive associations. Is there anything more I can do to make it easy for you? Anything else you wonder? I want to up the excitement quotient and decrease the terror as much as possible!

Mwah!

-S


=====

From: Reggie

To: Sassy
Sent: Wed Jun 13, 2018 at 2:17 PM
Re: Wednesday waiting

HI Sassy

Delighted with your hump day e-mail with the little dose of fantasy and planning. 

I am awkward at first meetings but having done this a few times now, it won’t be that bad, I promise. 
As for the little touches..my hand on your knee or the accidental (not quite) brush against your breasts. We have to be really careful and discreet in public 
(btw, have you noticed how many people on AM want to have “discrete” experiences. I wonder…versus “continuous” experiences?). 
Eventually though I want to feel your touch all over me. Do you know where we can go from a public meeting? I mean, the logistics. But it can all be worked out in time.

*kiss*

R

=====

From: Sassy
To: Reggie
Sent: Wed Jun 13, 2018 at 4:55 PM

Re: Wednesday waiting

Hiya Reggie!

Is it time to leave yet? 🙂 I’ve done all I can at work today, so I will write to you!

Discreet. Oh yes. That was a constant refrain in the philandering chats I used to frequent. Women say over and over, “…and he can’t even spell discreet!” Heh. However, it does not indicate much about a man, i.e. good men don’t know how to spell it, so I try to ignore it except for a little giggle, and appreciate the thought.

How high should I up my hussy quotient? Hmm… should I admit knowing that John Harvard’s has a large handicapped bathroom where two people can pop in for a brief kiss? Mull over that. 😉

As for a second meet, I know several options. More on that when it becomes important.

Random question – are you allergic to cats? It’s tough to give a man a blow job when he’s sneezing. Don’t ask me how I know!

-S

Drinks

June 12, 2018 Tuesday

From: Sassy

To: Reggie 
Sent: Tue Jun 12, 2018 at 11:05 AM
Subject: Tuesday times

Good morning! Hope your Tuesday is rolling along well! Such amazing weather… makes it tough to stay in the office.

A week… does it feel like a week we’ve been talking? Wow.

Three more questions? I’m thinking about drinking! and you!

1) Day drinks
– Are you a coffee drinker? Tea? Diet coke? Mostly water?
I’m an iced chai latte gal first thing, but mostly stick to cold water. I either make it at home from a Tazo box or at work from the stash of free Keurig cups. I never took to hot drinks except when I’m sick.

When I got to college, the second year students told me I would learn to stay up all night to finish a paper, drink coffee and stop listening to John Denver. None of that happened!

2) Night drinks – Are you a wine man? I think you mentioned something about that. Beer? Cocktails?

Sadly, I can not drink alcohol. Not even cough syrup. My stomach rebels. I miss being able to sample Sis’ wine cellar or a good rum cake or a festive frou frou frozen daiquiri!

I order iced tea or Thai iced tea with dinner out, or a ginger ale or Shirley Temple if I’m feeling festive. I adore places that have festive non-alcoholic drinks on their menu.

3) May I drink with you? Do you know enough about me to feel like it’s worth a look? A hug? I’d like to hear you laugh.

-S

=====
From: Reggie
To: Sassy
Sent: Tue Jun 12, 2018 at 11:51 AM

Re: Tuesday times

It is so hard to be in office. I should be out cycling, walking, running or just sitting on a park bench and contemplating life. As should you and everyone else. “We have no time to stand and stare”

1. Day drinks – I have a cup of coffee in the morning and then a nice large pot of tea in the afternoon. Unlike you, I don’t like cold drinks. I drink my water at room temperature and the only really cold thing I will drink is beer.

2. Night drinks
– I like alcohol in many forms and worry about how much I drink but my GP assures me that I am not an alky. Yet. It is not as bad as you are thinking – I end up drinking about 12-13 drinks in a week which is well below acceptable limits. I like beers (IPAs, APAs, Stouts). I like red wine – full-bodied and dry – Bordeaux, Chianti, Cabs. I love Islay Single Malt Scotch.

3. Would love to drink with you. This week is getting so full with the end of the school year and some event or the other in the evenings. I am flying Friday – away for the weekend. But next week? I want to see you…

=====

From: Reggie
To: Sassy
Sent: Tue Jun 12, 2018 at 11:53 AM

Re: How to stay under the radar

This is such a well curated list! It is interesting to see your commitment to this 🙂 Lot of useful info here. I should delete and I never do!

=====

From: Sassy

To: Reggie 
Sent: Tue Jun 12, 2018 at 3:30 PM
Subject: Next week’s drink

Hiya!

So fun to hear your drinking preferences. They sound quite civilized!

I forgot I do enjoy afternoon tea in the English way. A gal pal and I went on a hunt over the past year for the best fancy afternoon tea served in Boston and made our way through the big hotels – the Taj, the Langham and Rowes Wharf. The final one is the answer! We sat overlooking the harbor, at a table strewn with rose petals, noshing on tiny sandwiches and sweets, sipping one of their house blend teas freshly steeped at the table! So civilized! I tend toward vanilla rooibus or hibiscus teas at those occasions but am totally open to sampling your favorites! Am I allowed to add milk and sugar or is that sacrilege?

So next week… pardon me as I put my admin/scheduler hat on – I’ll toss stuff out there but feel free to propose other ideas as I don’t know your parameters.

Here’s what my calendars say:
Midday – Monday, Thursday or Friday
Late afternoon or evening – any day except Tuesday

Decisions:
1) What day? 

2) What time?
3) What? Coffee? Lunch? Drink?
4) Where? 
I need somewhere public to start, and somewhere you are safe. Two thoughts – 
a. Harvard Square John Harvard’s bar, or Starbucks or Tealuxe or Burdicks…wherever, or the
b. CambridgeSide Galleria Starbucks or restaurants. Depends on where you feel safe, whether you’re driving or MBTAing…

Goals – see you, hug you like an old friend, talk, see if there’s chemistry, touch, perhaps kiss?

I usually find first meets a little strange… second meets are tricky as we figure out which…dance and steps, but if we can get past that, third meets are spectacular!

Hope this is sounding appealing… we’ll get past logistics and on to FUN soon!!

-S

=====

From: Reggie
To: Sassy
Sent: Tue Jun 12, 2018 at 3:40 PM

Re: Next week’s drink

I love it that you are so organized and think of everything. I really do. I am stumbling and bumbling my way through this and feeling so awkward but you are sure footed and that is lovely. You have thought of everything including goals for the meeting. Love it.

So, at this point, possibilities are:

1. Drinks late afternoon on Monday or Wednesday – say around 4:30 pm?
2. Lunch on Thursday.

Place: I like John Harvard’s. MBTA friendly is good and you know Cambridge far better than I do.

Yes, first meetings are strange but you are making it easier.

Related to the general do’s-don’ts of cheating that you sent out earlier, do you have a view on STIs, especially in the AM world? I worry about it constantly although, I have been (I think) safe and limited so far. Do you have a HOWTO on it?

I am thrilled to be meeting you..touching you.

=====

From: Sassy

To: Reggie 
Sent: Tue Jun 12, 2018 at 5:01 PM
Re: Next week’s drink

Hiya!

Thank you for responding so quickly. It is reassuring in lots of ways.

Oh this is so exciting!

Let’s aim for Wednesday at 4:30 pm at John Harvard’s – sit at the end of the bar nearest the stairs if that works. Perhaps save lunch Thursday as a Plan B if something messes up Wednesday?

Ah… we’re down to brass tacks now! May not need to think about STDs for the drink, but I understand how important it is. I lost numerous friends and colleagues to AIDS in the late 80s, and my best friend in 1996, None of them were my sexual partners, but I know the risks. I waffle between wondering if I am risking my life with someone who is likely to lie, and not worrying about it much other than asking for condoms. If you need me to buy them and store them to keep safe, let me know which brand.

I have never had an STD, and was tested for everything in mid-2014 and have used condoms since with a limited number of men. I am not part of the nasty part of this world, but have no way to prove it to you.

What’s your situation, i.e. do you have sex with your wife or other women unprotected, and have you been tested? I am willing to get tested again if we hit it off and it would add to your peace of mind. I’ve only been with one man in the past 6 months, so I would be past the 6-month window of uncertainty. We can talk in person if you have more questions and/or don’t want to ask them or answer my questions via email.

So glad we are taking the chance to touch!

-S

=====

From: Reggie
To: Sassy
Sent: Tue Jun 12, 2018 at 5:51 PM 

Re: Next week’s drink

Sounds good to me. My schedule changes quite a bit and so, we will have to reconfirm this on Monday / Tuesday. Hopefully, you will not be too disappointed if there are any changes.

The STI question has been bothering me, not so much because I have unprotected sex which I don’t but mostly because I am very orally inclined and I don’t particularly like the idea of licking with a saran wrap on something beautiful. Also, I have only been with my wife and one other person recently – so, the anxiety is directed to the future and not the present 🙂

-R

=====

From: Sassy

To: Reggie 
Sent: Tue Jun 12, 2018 at 10:20 PM
Re: Next week’s drink

Good evening!

Don’t fret if your schedule changes. We’ll roll with it. I know stuff happens.

Ah… I get it now. IRC folks on the West coast often talked about genital herpes and chatted up dental dams and female condoms. No one on the East Coast knew what they were talking about. I’ve never dealt with any of that. You may lick whatever you like. Since I’m seeing lots of doctors this month, catching up on annual check-ups, I may go ahead and request a full screening. Always better to be sure.

I will state for the record that I am post-menopausal, can not get pregnant. One of the great advantages of older women!

Wow… need to do something sexy to offset all the logistics above…hmmm…. I’ll send you a photo. Mwah!

-S

=====

From: Sassy

To: Reggie 
Sent: Tue Jun 12, 2018 at 10:26 PM

Subject: A sassy hand

Hiya! Here’s my hand. It can do things to parts of your body. Use your imagination. 😉

Good night. Sweet sexy dreams!

-S

=====
From: Reggie
To: Sassy
Sent: Tue Jun 12, 2018 at 11:08 PM

Re: A sassy hand

That hit the spot. I have a thing for women’s hands and feet. I want one of your foot too, when you get a chance. Your hands are lovely and yes, it did set my imagination off.

You are tantalizing in so many ways. I like your mind – it is tender and sensual at once!

Cleavage flash

June 12, 2018 Tuesday

From: Sassy
To: Thad
Sent: Tue Jun 12, 2018 at 11:47 AM
Subject: Cleavage Flash

Hiya Thad! Hope you’re having a good day. Such amazing weather! It’s tough to stay in the office.

Did you see this graph? Had to send it to my favorite big fish!

https://www.economist.com/graphic-detail/2017/01/10/can-tuna-prices-predict-japans-gdp-growth

Hugs with groping! And a cleavage flash!

-S

How to cheat and stay under the radar

June 11, 2018 Monday

From: Reggie
To: Sassy
Sent: Mon Jun 11, 2018 at 9:50 AM
Re: Shower sass

Mmm…not all soaped up yet, I see. Mouthwatering.

=====

From: Reggie
To: Sassy
Sent: Mon Jun 11, 2018 at 1:49 PM

Re: The Storm

I had to read this in a rush over the weekend. I just read it again now. The energy and rhythm of two bodies entwined with each other just dances out of your words. I have been hesitant but very curious about a finger up my ass. In your story, the timing of that is lovely. I like the way she knows what to do and is so in control.

=====

From: Sassy

To: Reggie
Sent: Mon Jun 11, 2018 at 2:43 PM
Subject: Monday marvels

Hiya! Hope you’re having a marvelous Monday! I’m at the eye doctor for my annual exam, waiting for my eyes to dilate. Whee.

I’m using the time to imagine you and me. Words like alone together. Bed. Naked. Nibbling. Mmm… I’m getting ahead of myself, but they are lovely thoughts. Mmm.

More later when my eyes return to normal.

Mwah!

-S

Sent from Yahoo Mail on Android

=====

From: Reggie
To: Sassy
Sent: Mon Jun 11, 2018 at 2:47 PM

Re: Monday marvels

Hi Sassy

Some other words – touch, smell, caress, lick.. Yes, evocative words.

Hope your eye exam goes well. Write more soon


Sent from Yahoo Mail on Android

=====

From: Sassy

To: Reggie
Sent: Mon Jun 11, 2018 at 3:08 PM

Subject: Dilated pupils

So…dilated pupils are supposed to be a sign o sexual arousal right?

[photo of my face focused on my eyes with huge dilated pupils]
Sent from Yahoo Mail on Android

=====

From: Sassy

To: Reggie
Sent: Mon Jun 11, 2018 at 4:17 PM

Re: Monday marvels

Home. mostly blind…bleh

Imagining touching. Wondering if you will touch…let me touch? mmm. Time will tell!

More when I can see!

-S

Sent from Yahoo Mail on Android


=====

From: Reggie
To: Sassy
Sent: Mon Jun 11, 2018 at 4:43 PM

Re: Dilated pupils

Indeed. It is the sign of accepting a mate!

=====

From: Sassy

To: Reggie
Sent: Mon Jun 11, 2018 at 4:49 PM

Re: Dilated pupils

Ha ha…really? Hmmm…

I’m going to nap. Hope I can see when I wake up. Mwah!

Sent from Yahoo Mail on Android


=====

From: Sassy

To: Reggie
Sent: Mon Jun 11, 2018 at 11:28 PM
Subject: How to stay under the radar

Hiya! Hope you had a good evening. My eyes are finally getting back to normal!

Here’s a summary of the basics I’ve learned about cheating safely. It’s a few years old, but I think it still has a lot of good lessons. If you see things I should add, please let me know. Thanks!

-S

=============

Q. How can I cheat without getting caught? How can I keep my identity a secret?
A. Oooh… this is a tricky.

I am not a techie, I don’t have to worry about my husband finding out, but I do guard info about my real life and protect my man. So much depends on your particular situation, but here are some basics I’ve picked up along the way to get you started. I don’t have room to go into a lot of technical details but these are directions to explore. I hesitate to put too much, as betrayed spouses might use this info  against you, but here are a few tips.

Let’s talk about secrecy. I hear from folks who are reconnecting and taking it to the next level, so they need to hide their adventures from their spouse. I also talk with people who are meeting people from “married but looking” dating sites, and want to protect themselves and their playmates. It is tough to stay under the radar, especially long term. Your computer and your phone are the top dangers, so I’ll start there.

Feel free to add more ideas in the comments!

Technology Tips

a. DELETE, DELETE, DELETE

No matter how you are communicating, once you’ve read it? DELETE IT! Texts? Emails? FB Messages? Voicemails? DELETE! It is tempting to keep them and listen or look at them again. And lord knows, I don’t follow this advice. But if there is any chance your spouse or your kids are going to look at your phone or your computer…. DELETE!

b. Incognito browsing

Google Chrome is the browser of choice for cheaters, because it has this nifty feature called “Incognito Window” under the File tab at the upper left. You can download this browser for free and tuck it into the applications folder (not the dock!) and it won’t track your browsing history.
Definitely use a different browser from the one you use for everything else.

Other folks recommend having obscure browsers like Dolphin or Camino, that aren’t as familiar and can be hidden under bland names in the applications folder on your phone.

If you are not browsing incognito, remember to clear your browsing history! There are apps like CCCleaner that will do it all for you.

c. Email

DO NOT USE YOUR REGULAR EMAIL! Set up a “mischief” account on another service. If you use Gmail, pop over to Yahoo to play. Though you may want to use Gmail if you can, because they don’t let on where email comes from – everything looks like it comes from Mountain View CA which can be handy if your spouse or lover is the computer savvy stalker type who is trying to track you down.

The infamous military case where the general was communicating with his paramour, they set up an email account and never sent messages, just put them in the draft folder and each logged in to read them there then delete them and clear out the trash!   I thought that was ingenious.

d. Delete IMs/Chats and turn off history

Be careful using Yahoo IM or Google Hang-outs. They log all conversations by default, right under the incoming mail. Turn off this feature or delete them! Your best bet is GChat or Hang-outs. It can easily be set up to be “off the record.” If you’re using FB chat, they end up in the messages folder – delete them!

e. Free calls/texts

There are a lot of apps that let you call or text for free, and it won’t show up on your bills or your phone. And you can tailor what appears when you get calls or texts, so your phone doesn’t announce calls on the screen from someone your spouse has never heard of. People recommend Google Voice or pinger.com.  Skype is easy but recognizable.  Kik is another possibility. 

Some people avoid all this by buying a “mischief” phone. Then you need to hide that…

f. Your own phone number

Many of the free call/text services also allow you to get your own phone number. This keeps calls off your bills and you don’t have to give your real number out! You can even type in letters and see if that number is available, so you can have a great mnemonic like XXX-6-SassyG… (don’t try to dial that).  I use Google Voice now but have tried several other services. 

g. Use pseudonyms

If you’re meeting strangers online, it’s up to you whether your lover knows your real name or not. I try to stay incognito as long as possible.

If this is a reconnection or you do know your lover’s info, DO NOT put your lover’s real name and contact info in your contacts list. If you get busted, it’s awful. If your angry spouse can call or text your lover and use their real name when they spew invectives? ARRRGH! It’s also good to change the name regularly, so if there is a string of texts you forget to delete, there aren’t months of contact to be traced. Some pals recommend weekly change or monthly change, but set up a schedule, perhaps linked to something else in your life, so you remember. And use something ordinary where googling will get them 250,000 links and no real info.

h. Shared accounts 

Be extra-super careful if you share a phone plan with your family. They can get access to your call logs and texts. Or if you sync your Apple accounts so they can see your photos or browsing.

Non-technology Tips

There are non-technology things to avoid as well.

– Use cash

– Know your lover’s schedule

Talk with them about when it is good or bad to be in contact.

– Start slow – set up a code

If the spouse is suspicious, you may want to set up a code, so you don’t burst right in with super sexy stuff. A bland greeting to a phone call or an initial text of “hi” can save you if the spouse is picking up the phone or IM.

– Don’t fish in your own pond

If at all possible, do not cheat with someone local. Or go to local businesses with a long-distance lover. If you have to, go at off-hours or very busy times, sit in a booth or the corner away from the rest rooms, and look around for danger spots.

– Don’t hug outside

If you’re meeting, go inside the hotel or restaurant before connecting. Don’t make it easy on a following spouse or private investigator or your nosy neighbor by doing the long kiss and hug hello or good bye at your car!

– Stick to your routine

Be very careful if you vary your routine. Sudden changes that will tip off your spouse.

– New personal hygiene

Are you suddenly wearing make-up or trimming your pubic hair or doing other personal appearance improvements? These alone may not tip them off but if there are other signs… trouble!

– Marks/Bruises/Scratches

If you like to leave marks or play rough, be very careful leaving evidence on your lover. It can be tough to explain! Even if they aren’t sleeping with their partner, it can be easy to pop in to ask a question while you’re changing your shirt and oops!

– Computer/Phone set up

Re-arrange your home office so that your spouse can not see your computer screen without you knowing. Put your back to wall so they have to come around in your face to see the screen. Don’t leave your phone out while you’re in the shower etc.

– Ready excuses

Think of excuses a head of time. If you run into someone you know when you’re out with your secret someone, have something ready to go so you don’t flounder for who this person with you is. If someone reports seeing you somewhere, have a reason ready as to why you were there. You can usually get away with it once. Be more careful and lie low for awhile after that.

and the bottom line… if you do get busted?

DENY DENY DENY!

Unless there are naked photos of you together (DO NOT TAKE THOSE!), explain your way out of it. Lie low for about 3 weeks. And be more careful! There are a bunch of things never to say if you get caught but that is topic for another message.

Have any more ideas? Tell me!

Best of luck!

– Sassy