Tits and toes

February 28, 2017 Tuesday

From: TimmyTim
To: Sassy
Date: Tue Feb 28, 2017 at 6:21 AM
Subject: Two for Tuesday!
Sassy,
Remember you have already slayed Monday, and hopefully with some more sleep, Tuesday should be a price of cake! So go get ’em girl!
Did not watch oscars. Missed most of the movies this year. Bad movie watching year, don’t know why, but it was! No matter what colleagues say, I think they like being back in class. Maybe not doing the work, but they liked being back in class!
Things are falling into place for my own business!  Let’s keep our fingers crossed!
How was your day yesterday? Any big irons in the fire for today? Nothing big for me but I am in a rush to cover lots of material before this group moves on.  
Hugs with some kisses on your moist spot!
Take care,
T
Sent from Yahoo Mail for iPhone
=====
From: Sassy 
To: TimmyTim
Date: Tue Feb 28, 2017 at 8:27 AM
Re: Two for Tuesday!
Good morning T!  You sound so chipper!  I’m off to work.  There’s a monthly all-staff meeting at lunch today.  We’re having Nepalese food – momos!  
I want to see you…and taste you and touch you…mmmm.  Been thinking of you above me, holding the headboard, deep in my throat.  
Have a super Tuesday!  
Sent from Yahoo Mail on Android
=====

From: TimmyTim
To: Sassy
Date: Tue Feb 28, 2017 at 9:50 AM
Re: Two for Tuesday!
But what if I want to hold your breasts?
Sent from Yahoo Mail for iPhone
=====
From: Sassy 
To: TimmyTim
Date: Tue Feb 28, 2017 at 8:20 PM
Re: Two for Tuesday!
Here you go.  Tits and toes!  See the attached present for JH.  😉 

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Beech Day Story

February 13, 2017 Monday

From: Sassy
To: TimmyTim
Date: Mon Feb 13, 2017 at 10:12 AM
Subject: Monday mwah
Good morning T!  Hope your Monday is off to a marvelous start!  I’m blowing kisses your way!!
I’m home.  The weather and need to keep Hubby off his feet combined to make it a sensible choice.  I have zero motivation to do anything but am gathering my wits to do some work and laundry.  Whee!  
I’d rather lie in bed and fantasize about you and me and Friday.  Your hands and the magic they do are on my mind today… Everything from a soft stroke of my wrist to an ass grab in the midst of hot pounding sex! 
Have a special day! 
-S

Sent from Yahoo Mail on Android
=====
From: TimmyTim
To: Sassy
Date: Mon Feb 13, 2017 at 2:31 PM
RE: Monday mwah
Sassy,
Been snow blowing, then helping my elderly neighbor with his! I’m only doing all this work so I can get a massage from you Friday! 
Last night was fun and you are so special! I am so lucky we found each other. 
Just had a grilled cheese sandwich and some hot tea and I’m out again to finish the walk and inspect the roof!
Hope to write a better, at least better rested, letter later. Was hoping to find a story or picture! But I can keep fantasizing with just the memories of last time!
Keep warm, and have a wonderful day!
Hugs and back massages!
Take care,
T

Sent from Yahoo Mail for iPhone
====
From: Sassy
To: TimmyTim
Date: Mon Feb 13, 2017 at 2:48 PM
Subject: Beech Day
Here’s the link to a hiking story I wrote with some sexy photos. Enjoy!  
[No… I didn’t send him to my blog – I gave him the URL for a Google doc.]
=====
From: TimmyTim
To: Sassy
Date: Monday, February 13, 2017 3:51 PM
Subject: RE: Beech Day
Sassy,
What a lovely story! Great way to unwind from all that shoveling! Haven’t had time to look up your enema site yet. Started to last night but got side tracked on a water sport site! Guess we are both “bad”!
Hope to write back later!
Maybe we can act out part of that story!
Hugs with an erection!
Take care,
T
Sent from Yahoo Mail for iPhone
=====

From: TimmyTim
To: Sassy
Date: Mon Feb 13, 2017 at 8:32 PM
Subject: Thinking of you
Sassy,
Thinking of you and what a massage you could give me. Stretch my back out with a happy ending! Hope you are enjoying your evening!
I really wanted you to know that I am thinking of you and you are wanted, desired, and needed. You are sexy, beautiful, brilliant and I am lucky to be your friend!
Sleep well!
A big hug that friends give each other when they haven’t seen each other in weeks!
Take care,
T
Sent from Yahoo Mail for iPhone
====

From: Sassy
To: TimmyTim
Date: Mon Feb 13, 2017 at 9:04 PM
Re: Beech Day
Hiya T!  Thanks! Glad it could help you unwind.  That’s one of the few mountains I’ve actually hiked up.  
What counts as water sports?  I’m betting it’s not synchronized swimming… 
I’ve been productive today – 3 loads of laundry, kept Hubby off his feet, finally canceled my landline with Verizon… even did a little work I was supposed to be doing all day.  Heh.  
Have to get up early to let the cleaners in, so I am collapsing into bed.  I am going to let thoughts of you wash away all the concerns of the day, just focus on that twinkle in your eye and JH’s girth.  😉 
Sleep well dear man!  
-S


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Bucket list item crossed off

January 29, 2017 Sunday


12:45 PM Sassy
Brunch!  Eggs Oscar with crab meat and asparagus on potato pancakes and Hollandaise, with fresh fruit cup and an English muffin and a side of bacon at S&S Deli in Cambridge

8:14 PM Phil
Hope you had a great day!
8:14 PM Sassy
Hiya!
8:18 PM Phil
Hey cutie
8:19 PM Sassy
Did your chili win?
8:20 PM Phil
Nah but had a great time
8:20 PM Sassy
Buy any new wine?
8:21 PM Phil
Found a great place. Not much though
Watching the pro bowl
8:22 PM Sassy
What are the teams called this year?
8:22 PM Phil
AFC and NFC, back to the old way
8:23 PM Sassy
Phew.  Anyone from your team there?
8:23 PM Phil
1 but no Patriots 😛
8:24 PM Sassy
Good game?
8:25 PM Phil
No score yet
Great goal line stand just now
8:29 PM Sassy
You inside?
8:29 PM Phil
Yeah, puppy and I in the basement
[photo of his feet and a football game on a large TV screen]
8:38 PM Sassy
Mmm… toes.
8:40 PM Phil
Ha! Be necked before I know it
8:44 PM Sassy
What else do you have on?
8:46 PM Phil
[photo looking down his body showing a sweatshirt and sweatpants and one blue sock, with a large bulge showing through his sweatpants]
8:54 PM Sassy
[photo of my chest covered in a mauve nightshirt with little flowers on it]

8:55 PM Phil
Mmmmmmm
[photo looking down his body with his cock and balls out of his sweatpants]
8:55 PM Sassy
Oh my…
8:56 PM Phil
I’m sorry. So inappropriate
8:57 PM Sassy
#SorryNOTsorry?
8:57 PM Phil
😛
8:58 PM Sassy
You make my insides tingle!
You know you never have to be sorry with me.  
9:04 PM Phil
Just thought those fabulous tits should have something between them
9:05 PM Sassy
That would be fun!
[photo of my chest from above with cum all over the left breast and in my cleavage, with a man’s legs and feet in the upper corner]

I finally crossed this off my bucket list.
9:08 PM Phil
Damn babe, that’s hot as hell!
9:08 PM Sassy
Wish it had been you..
9:09 PM Phil
me too, I would have licked it off
9:09 PM Sassy
Mmm… no one has done that yet.
He handed me his towel.
9:13 PM Phil
That’s not the way to do it. 
I’d spread it over both tits and nipples and them lick and suck them clean as my fingers roamed south. No towels
9:13 PM Sassy
Mmmm… that sounds like a wonderful idea!
9:14 PM Phil
Stopping to kiss you so we could share
9:14 PM Sassy
Oh!  Yes…
9:15 PM Phil
Taste my cum on my tongue
Taste our cum on my tongue
Even better
I definitely liked tasting my cum on your tongue
9:23 PM Sassy
That was wicked sexy
Ultimate sharing!
9:26 PM Phil
I’m not shy about my cum.  If I expect you to take it your mouth, I should have issue tasting it either. Us mixed together, even better
Glad you thought it was hot too
9:30 PM Sassy
We are so good together.
9:34 PM Phil
Makes a difference when there are genuine feelings and emotions. Also two very uninhibited people really into each other. I wanted it to be intense, hot, render, romantic all at once
Tender
9:36 PM Sassy
I marvel at how well we did… with all the possibilities for problems
9:42 PM Phil
Problems?  Wanted you since high school, we don’t look like we did back then but it’s still us. I remember kissing you then, remember holding your ass in my hands remember tasting the powder on your nipple, remember the first kiss, first taste of your tongue, tasting you loving you. No problems
9:43 PM Sassy
You have been such a fantastic addition to my life!
I’d better stop or both your heads will be swollen.  
9:46 PM Phil
Ha!  The little one has been swollen. 😛

I am very happy to have you in my life as well! You have been my sounding board, confidant, lover, friend. Thank you. And you have helped me to many happy endings which I also appreciate
9:50 PM Sassy
Wow…
9:51 PM Phil
You didn’t know about the happy endings?
9:51 PM Sassy
I know.  It makes me so happy to hear it!
9:52 PM Phil
XXoo
9:53 PM Sassy
You inspire me a lot too.
9:54 PM Phil
I’m glad, so sexy, so hot
9:54 PM Sassy
You found the Sassy Girl in me and set her free to wander around the sexy universe.
Find things to send to a man far away… learn things to try on him!
9:55 PM Phil
Love see your toys, listen, watch.
Mmmmm, it was brief but remember your hand on my cock at the airport, your nipple in mouth, my fingers inside you and then licking them clean
10:00 PM Sassy
I was thinking of that today while I played.  There’s been a lot of coverage about people at Logan today… always reminds me of you
We were so bad
10:03 PM Phil
Rubbing your ass, grinding my cock against you, my hands on your tits and that was in the terminal! Loved it!
[photo of his naked lower body with his erect cock]
Speaking of bad
10:05 PM Sassy
That’s the best sight I’ve seen today!
I could lean over and
lick
10:06 PM Phil
Wish you were getting a closer view
10:08 PM Sassy
Me too…
10:13 PM Phil
Would love to ease my cock inside you slowly moving as you hit your clit with a toy. Building up speed, hard and fast, then slow and easy building and backing off until be both explode, your cum coating my cock and balls, mine shooting deep inside you.
10:23 PM Phil
Loved cumming inside you, so hot, sweet, tight, wet pussy
10:24 PM Sassy
Mmmm


A Poem, Cartoon and Toy

January 25, 2017 Wednesday
From: TimmyTim
To: Sassy
Date: Wednesday, January 25, 2017 6:57 AM
Subject: It’s Hump Day!
Sassy,
Happy Hump day! After you wake up, then the week is practically behind you! I don’t celebrate hump day myself because I don’t have a hump partner!
Have a great, exciting day! Lots of exclamation marks because it goin’ to be that good!
One day closer to Friday! Can’t wait! Looking forward to hearing from you!
Hugs with humps for Hump Day!!
Take care,
Tim
Sent from Yahoo Mail for iPhone
=====
From: TimmyTim
To: Sassy
Date: Wednesday, January 25, 2017 8:39 AM
Subject: Catullus
Sassy,
A poem for a lady.
da mi basia, deinde centum,
Deinde mille altera, dein secunda centum/ 
deinde usque altera mille, deinde centum.
Give me a thousand kisses, then a hundred/ 
then another thousand, then a second hundred/ 
then immediately a thousand then a hundred.
This stanza of a poem of Catullus made me think of you.
Take care,
Tim
(Never quote Latin with English spell check on)
Sent from Yahoo Mail for iPhone
=====
From: Sassy
To: TimmyTim
Date: Wed Jan 25, 2017 at 2:20 PM
Re: It’s Hump Day!
Hiya Tim!  
You are made of awesome!  Thank for starting my day off with your wonderful words.  And I got completely verklempt over the Catullus!  Human sexual longing lends itself to poetry so well.  That and the sunshine got me rolling along in a good direction!  
I am just now getting to lunch… two meetings and endless emails today.  I have been thinking of you and trying to write and someone stops in, or someone emails… argh!  
Can you please remind me what your timing is for Friday?  I think we said meet at 1 pm but I can’t recall if you said when you have to leave.  A friend nearby may meet me afterwards if the timing works.  She is flexible but if I can give her some idea, it would be helpful.  
Argh… my phone is ringing again… must dash.  But know that I am with you, seriously considering what it would be like to be your hump partner and so so eager for Friday!  Mwah!  
-S
=====
From: TimmyTim
To: Sassy
Date: Wednesday, January 25, 2017 2:57 PM
Subject: Re: It’s Hump Day!
Sassy,
Any email from you makes my heart beat faster! I know you have a very different day, so do not worry. Know they are precious to me! I’ll be working tonight, so I probably will not write back until you are safely tucked into bed! But feel free to send me one!
I thought 1:00 PM was the appointed time. Just one question, but do not take it as a negative, is your friend a level of security? Will she be there the whole time? I am in no way questioning the meeting, just like to know to see what is up and be mentally prepared. We can chat about it tomorrow at 6:00. But again, do not read too deep into my question, just curious. I don’t know the end time, it’s either like 4:00 to get home (usually go out for drinks after work on Friday) or I say I’m held up at work, which would let me be with you until 9:00. No pressure, just options and if our chat was any sort of a time marker, not sure that would be enough time to even just talk! I will be on my best behavior and have no expectations, except that we are good friends. I do not want you to feel nervous, threatened, or uncomfortable. So just let me know where your mind is. 
So much I want to say, but I’ll save it for Friday or tomorrow’s chat.
Please know, friends first!
Hugs with appropriate groping and I hope I can read one more missive from my favorite pen pal! I just want to make this work. (And not call you a pen pal).
Take care,
Tim
Sent from Yahoo Mail for iPhone
=====
From: Sassy
To: TimmyTim
Date: Wed Jan 25, 2017 at 8:28 PM
Re: It’s Hump Day!
Hiya Tom! 
Isn’t it lovely to have someone to write to?  And get emails back?!  I hope your work is going along well.  
Today was brutal at work, but it’s over.  I am home, have eaten and am so glad I have something else to think about and can “be with you” in email.  
Hooray for 1 pm Friday!  Looks like the weather will be good!  I am so psyched!  Can you make it be that time soon?!  
Sorry to put strange scenarios into your head.  Now I’m wondering if you’ve had meets with wacky women!  Hope not!  My friend is not going to be around! And I don’t have to see her if we decide to keep talking or whatever.  I warned her that might happen.  She doesn’t know the details of who I am seeing for what, just told her I was going to be out there. I don’t want any time pressure on us!  
My mind is quite calm about meeting you. We’ve set it up in a reassuring way.  I’m focused on the possibilities for good stuff – chai latte, conversation, looking into your eyes, laughing, touching. I’ve tucked my “likes and dislikes” list into my wallet.  I’m going to go lie down with a toy and think of you and Friday!  
Mwah!  
-S
=====
From: TimmyTim
To: Sassy
Datet: Wednesday, January 25, 2017 8:59 PM
Subject: Re: It’s Hump Day!
Sassy, 
So glad I checked my emails between stacks of work! 
No, it was my mis-reading of your email coupled with that story of that abusive man! I guess I was being protective and was misplacing some of my worries about the bad meetings. I just want to have a fun, relaxing time with you and whatever that may entail! I am strangely calm about our getting together. In some ways I feel we are like two old friends getting together to talk about our lives since we last met. I know it sounds crazy, but you drive me (good) crazy!
I have thought of a good outfit to wear to work Friday so you will know it’s me when you enter Starbucks. But I want to keep you in suspense until we chat tomorrow night. Have you thought about what you are wearing? An old tee-shirt with cotton panties? 😜
Now John Henry has a question for you – what toy have you chosen for tonight? 
Well enough procrastinating for the time being! Hope you can write back tonight and I will check my phone periodically. I look forward to our chat tomorrow.
Keep calm and get a good night sleep!
Take care,
Tim
Sent from Yahoo Mail for iPhone
=====
From: Sassy
To: TimmyTim
Date: Wed Jan 25, 2017 at 9:32 PM
Subject: Grammar Groping
Hiya T! 
A lot of my pals on my FB feed are moaning about having to work tonight, so you are in good company.   
I know what you mean about this meet.  I feel like I already have a lot of pieces of the Tim puzzle, just need to pop in a few more to see the big picture!  I am going to wear my “Sassy-go-to-meeting” outfit.  
Here’s a photo of tonight’s toy, which I didn’t get to use yet – the Gigi 2.  Hubby came home early.  But I may get to sneak off later.  


Here’s a little grammar humor.  
-S
=====
From: TimmyTIm
To: Sassy
Date: Wed Jan 25, 2017 at 9:55 PM
RE: Grammar Groping
Sassy,
Quick reply: loved the grammar joke! Maybe Friday, I can preposition you a bit, especially the under, over, next to and on top!
Hope you can get away and use that toy of yours, looks like fun! Someday you will have to show me how it works, never used a Gigi 2 on a partner. Not sure when that happens on the syllabus! But I must warn you, I am a fast learner!
Will Friday ever come?
Hugs with a big smile!
Take care,
Tim

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Sent from Yahoo Mail for iPhone


Chat #3 Trainer

January 21, 2017 Saturday
Tim 9:52 AM
HI, GOOD MORNING!!
Sassy 9:52 AM
Good morning hot stuff!
Tim 9:53 AM
Thank you!
So glad we have the time for a nice relaxed morning chat
Sassy 9:55 AM
I’m smiling.
Are you dressed?
Had your tea?
Tim 9:55 AM
I liked the pictures you sent, one was like your last story. Sassy story brought that picture to life
I am dressed and I have my tea.
what are you wearing?
Sassy 9:55 AM
I saw it and thought… He will get this.
Tim 9:55 AM
Oh yes
Sassy 9:55 AM
What kind of tea?
Tim 9:56 AM
Will we be able to wait? I wonder aloud
I am having Irish breakfast tea straight up
Sassy 9:58 AM
Did I tell you I went to afternoon tea at the Taj last Saturday? So civilized… rooibus was my tea that day.
I haven’t gotten around to any food or drinks this morning…
Tim 9:59 AM
That sounds like it must have been fun. I do have tea with my trainees sometimes. Trying to civilize them
Sassy 9:59 AM
Get your wife off to the march?
Tim 9:59 AM
But What are you wearing
Sassy 9:59 AM
The usual… big old t-shirt and cotton panties. You?
Tim 10:00 AM
yes she is off with my “bonus” daughter, I hate the term “step”
Sassy 10:00 AM
nice
Tim 10:00 AM
is it a thong? I am in my undies
Sassy 10:01 AM
My sister is going with their UU church group
What color undies today?
Tim 10:02 AM
boring white!
This whole Trump thing has me depressed and worried
Sassy 10:03 AM
Sad
Hope I can perk you up!
Tim 10:04 AM
Is there anything on your mind you would like to talk about?
Are you demure Sassy, or Brassy Sassy?
I just want to talk
Sassy 10:04 AM
Hmmm… about 1100 things.
Tim 10:04 AM
pick one and lets have a heart to heart
Sassy 10:05 AM
Hang on one sec… giving Hubby my breakfast order
Tim 10:06 AM
That’s OK, you are worth the wait
Sassy 10:08 AM
Awww… you are such a charmer!
What time did you wake up today?
Tim 10:09 AM
With anyone else, but with you it’s what I want to do!
I got up at 8. I normally get up at 5, so sleeping in a bit
Sassy 10:09 AM
Nice!
Tim 10:09 AM
how about you
Sassy 10:09 AM
I usually get up about 8:45 on weekends but I woke up at 5:30 am today… not sure why
Tim 10:10 AM
you were waiting to chat!
Sassy 10:10 AM
Exactly
Tim 10:10 AM
What are you having for breakfast
Sassy 10:10 AM
Chicken bacon ranch sandwich and a coffee roll from Dunkin
Tim 10:11 AM
That sound good!
Sassy 10:11 AM
Not my faves but Hubby has to have his hazelnut iced coffee so I let him grab me something
Tim 10:12 AM
maybe someday we could have each other for breakfast!
Sassy 10:12 AM
I’m more of a McDonald’s breakfast person… like their burritos, egg McMuffin… hashed browns!
Tim 10:12 AM
so what is on your mind this morning?
Sassy 10:12 AM
I would adore having you for breakfast!
Tim 10:12 AM
I hogged our last chat and today it’s about you
Sassy 10:12 AM
Nothing like an extra shot of protein first thing…. 😉
Tim 10:13 AM
and a special breakfast sandwich
Sassy 10:14 AM
I wish you were here
Tim 10:14 AM
me too
Sassy10:14 AM
This is when I usually play…
Hubby takes about 30 minutes to go and come back…
So I grab a toy and tumblr and indulge
Tim 10:15 AM
When I had a partner who wanted me intimately, this was our time
but I am glad I have you to talk to know
Sassy 10:15 AM
Saturday mornings?
Tim 10:16 AM
yup
so I now take a longer shower
Sassy 10:16 AM
I was thinking of you in the shower
with me
Being silly
and sexy
Tim 10:17 AM
I was thinking of you too.
then John Henry might let me have some talking time
but it’s not working
Sassy 10:17 AM
Oh?
Tim 10:17 AM
which tumblr
Sassy 10:19 AM
I usually start with skincast.tumblr.com
exhibitionists
little videos
so naughty
Tim 10:19 AM
do you like exhibitionists
Sassy 10:19 AM
In videos
Tim 10:19 AM
have you ever been one?
Sassy 10:19 AM
Not exactly
Tim 10:20 AM
I have never either
Sassy 10:20 AM
There have been a couple of times I got frisky in public places
But I tried to keep it under wraps
Tim 10:20 AM
but what does exactly mean, and what type of places
Sassy 10:20 AM
A busy parking garage at a mall
leaning against a car
Tim 10:20 AM
I would be so nervous, but that must be the thrill
Sassy 10:21 AM
that was totally Sassy
Tim 10:21 AM
yes it was
how about the back of a red mini van
Sassy 10:21 AM
and… um… in a cemetery
Tim 10:21 AM
that is so funny, I did that in college
Sassy 10:21 AM
on a rainy day
on a bench in a copse of tree
Tim 10:22 AM
it was a full moonlight
over a bench
Sassy 10:22 AM
I may have given someone a bj amongst the dead
Bad bad Sassy
Tim 10:23 AM
guess there were more “stiffies”
Sassy 10:23 AM
Har har
Tim 10:24 AM
depends on how you define bad
i do like that tumblr, just opened it
you are wicked
Sassy 10:25 AM
You betcha!
So I am not the “hey, let me show off my tits in public!” type…
more of the “they couldn’t wait” type
Tim 10:26 AM
I get it, but having some fun with the spectre of getting caught
You said you have taken pictures in the past, have you ever recorded yourself
Sassy 10:28 AM
I have taken exactly one video and it was awful
Someone wanted to see me playing…
He said it was like watching paint dry
and then the wall explodes.
Tim 10:28 AM
someone once said the worst way to change a good self body image was to video your self
Sassy 10:28 AM
Heh
Tim 10:29 AM
that is an interesting metaphor
you were brave to send it to someone
Sassy 10:29 AM
I have done sexy things on the web cam a couple of times, but usually technical difficulties and the performance pressure make it very odd
Tim 10:30 AM
I could imagine they would
Sassy 10:30 AM
Have you?
Tim 10:30 AM
I have never, but
with the right person, it is on my bucket list
Sassy 10:31 AM
With someone I know really well, it’s not 100% bad
Tim 10:31 AM
Well, lets get to know each other 100%
Sassy 10:32 AM
Sorry… I only go to about 96%
Gal has got to have some secrets!
Tim 10:32 AM
Yes, not having some mystery will make us boring
Sassy 10:33 AM
I have a feeling you are going to go all the way there though
and it will be a good thing
Tim 10:33 AM
I am trying, because you are very special and unique
Sassy 10:33 AM
Really?
Tim 10:34 AM
I went back to your profile on AM the other day, and you are who you said in that short bit
The only one ever
Sassy 10:35 AM
Wow
I wrote that in about 15 minutes on a rainy night when both Hubby and old flame forgot my birthday
I was whining in the chat room and my pals there egged me on
Tim 10:35 AM
When is your birthday, so I never forget
Sassy 10:35 AM
Oh you are too good!
September
Tim 10:36 AM
I am not good, but respectful and try to think of others
my sister’s was in september, can I ask the date
Sassy 10:37 AM
That will take you a long way!
8th
Tim 10:37 AM
why
Sassy 10:37 AM
When is yours?
Tim 10:38 AM
Mine is [redacted],
my gift to myself when I made a wish was to find a good person! My wish seems to be coming true
Sassy 10:39 AM
A lot of men’s New Year’s resolution was to get laid
Glad you have slightly higher goals!
Tim 10:40 AM
Mine was not a get laid, but if I found that person, then let it happen
but I really needed to find a person who wants more
Sassy 10:42 AM
When you write about what you want… I could have written it. Freaks me out a little…
We can do it!
Tim 10:43 AM
me too! but when you look and are honest, great things can happen.
BE honest
you get me so hot that I can’t type
Sassy 10:43 AM
I do?
Are your hands busy elsewhere? Or your mind addled?
Tim 10:44 AM
mind addled at this point, how about you
Sassy 10:45 AM
My mind keeps wandering off to the possibilities
Tim 10:45 AM
mine too
Sassy 10:46 AM

You know in Star Wars when Luke is flying down the trench and the other pilot says, “STAY ON TARGET! STAY ON TARGET!”
Repeating that to myself. Heh.
Tim 10:46 AM
me too!
Sassy 10:47 AM
How can I wait until Thursday?!
I want to get in my car
Tim 10:47 AM
I don’t want to get too far ahead in my mind, but you have definitely made those possibilities cum to life
could you with you party
Sassy
  10:49 AM
I am used to demanding my brain have no expectations of any man… so I can be pleasantly surprised if anything happens… but it is straying
It’s better to wait… *sigh… know more…
Doesn’t keep me from daydreaming about seeing you today!
Tim 10:52 AM
me too! The wait will make all the more better
but I do day dream about seeing you too
That first hug will be magical
God, sometimes I curse that calendar
Sassy 10:53 AM
why?
Tim 10:55 AM
When I am being romantic me, it gets in the way of seeing you
but level head me knows its better
“but”
it is the battle of the minds
Sassy 10:56 AM
I can’t believe it’s only been just over a week since you wrote to me
Tim 10:57 AM
On the one hand it seems such a little time, on the other I feel I’ve know you for a long time
Sassy 10:57 AM
Yes… very true.
Tim 10:58 AM
That is how I know we clicked
I am I going to fast?
Sassy 10:58 AM
Interesting
No… I marvel at how you suggest each step just as I feel ready for it
Tim 10:59 AM
don’t want to freak you out, but I have this third sense that it is right
Sassy 10:59 AM
What is right?
Tim 11:00 AM
You! you are a different person from the rest I have talked to. You are indeed a special soul. One I want to know, be with
Sassy 11:00 AM
Gives me hope that you will good in bed…
 pay attention to my reactions. 🙂
Tim 11:02 AM
Yes, and you also. As I said, I am a giver, I want you to feel as special as I do
I want to learn those reactions, anticipate them, feel with you
Sassy 11:02 AM
Mmmm
Tim 11:03 AM
That’s why John Henry has been talking 🙂 but I also want something out of bed too
Sassy 11:04 AM
I aim to make you smile every day… whether we can see each or I am miles away.
Tim 11:05 AM
i want to peer into your eyes when we just talk, woo you when I know it might not happen that time
Make you smile when you open an email
Sassy 11:05 AM
As you have seen, I like to send stuff… to help you smile, make you think… get you hard!
Tim 11:10 AM
Yes I am smiling and hard
But on a higher level
more of me than just John Henry is writing to you
I want to capture your mind, know your soul
I don’t think I ever could have written that to anybody I have “met” on
“AM”
should type with my penis
he might do a better job than my fingers
I hope I haven’t written too much here?
Sassy 11:11 AM
It’s beautiful…
hope I can be worthy of all that!
Tim 11:11 AM
thank you
you are
that was heavy, want to change gears
Sassy 11:13 AM
Shift at will!
Are there litmus test questions you ask to gauge women?
deal breakers?
Tim 11:14 AM
While waiting for you to respond, I was looking at that tumblr. There is a lot of female masturbation movies. Have you ever done that for your partner?
sorry, missed that question of yours, lets explore that first
Sassy 11:14 AM
Let him watch me?
Tim 11:14 AM
yes
Sassy 11:16 AM
Men talk about it a lot but rarely want to do it
Kind of like jam in Alice in Wonderland
or is it tarts? Hmmmm
anyway…. there’s jam every other day… but there’s never jam…
Tim 11:17 AM
I’ve always wanted to watch, bucket list thing I guess.
My wife is very funny about that
I make a “special” jam 🙂
Would you
Sassy 11:17 AM
Let you watch me?
Tim 11:18 AM
When we are at that stage of comfort
Sassy 11:18 AM
Of course
I’m up for almost anything
Tim 11:18 AM
I always told my wife it was a way I could learn about what you really want
Sassy 11:19 AM
Hmmmm
Tim 11:19 AM
You asked about a “litmus” test?
Sassy 11:19 AM
I dunno… seems like a different thing to me. But worth a try
Tim 11:20 AM
you asked before I went down that avenue
Sassy 11:20 AM
Yes
Tim 11:20 AM
but you had passed my test in the first few emails
Sassy 11:20 AM
Like what?
Tim 11:22 AM
I want someone who needs more, not just out to cheat
someone who wants to share their life, fill a void, not use people and discard saying they notched another
have i passed yours
Sassy 11:22 AM
Yes
Though it is always tough to tell
Tim 11:22 AM
and what was yours
Sassy 11:23 AM
Men with a big kink won’t admit it up front
I saw a very nice man twice and the third time he told me he was sub
I wanted to help him… but I can’t
Tim 11:24 AM
Yes, I can see that.
That is a dynamic that both must be into.
Sassy 11:24 AM
There are a lot of things…
don’t push to meet right away.
Don’t ask for photos right away
Being curious about me beyond what sex positions I like
Tim 11:25 AM
I am also turned off by that photo right away thing, there is so much more you will miss that is so much more beautiful
Sassy 11:26 AM
I had to laugh (in horror) when one man said to me he broke up with his AM lady because she wanted to hear from him EVERY DAY!
*sigh
I know it takes times but gosh… I adore hearing from someone, even if it’s just “Good morning!”
Tim 11:28 AM
Yes, the conversation has to be deeper than, “what’s your next free date” my heart jumps when I see your email, and yes, I love to email, even to say just “hi”
Sassy 11:31 AM
Thank goodness!
Tim 11:31 AM
what else is on your mind?
Sassy 11:32 AM
Do you know how to keep yourself safe from detection?
Tim 11:33 AM
yes
It will be something we discuss when we get to that point
I take each step as it goes
I will take any advice as it comes
Sassy 11:34 AM
Do you like your balls stroked? Squeezed
Tim 11:35 AM
YES, both
and suckled too
are you into balls
Sassy 11:36 AM
Oh yes
Paying attention there adds a lot, I find
Tim 11:37 AM
right now, even taling about it adds a lot!
“TALKING” wow I’m bad typing this morning
Sassy 11:37 AM
Excellent!
Tim 11:38 AM
how about you, do you like finger, tongue or both
Sassy 11:40 AM
Tease me…
make me wonder when you will ever touch my clit…
Long, slow licks…
some munching…
a finger or two may send me right over the edge
Tim 11:42 AM
Do you lick it when a man sucks on your inner and outer lips in the teasing phase
Sassy 11:43 AM
Yes please
nibbling…
pulling, pressing
Okay… breathing funny now!
Tim 11:43 AM
Do you like your clit sucked on or licked?
Sassy 11:44 AM
yes
both
you are making me tingle
and drip!
Tim 11:44 AM
After a man goes down, and kisses you, do you mind that he still has your taste on his lips
and I am glad I can make you drip from the computer! 😉
Sassy 11:45 AM
I do not mind
I like it
I know it’s a thing
Tim 11:45 AM
good, that can be an awkward moment
Sassy 11:46 AM
Many women won’t so I do!
Don’t know if it’s true right now, but there are a whole class of questions where I want to say “I am NOT your wife”
Tim 11:46 AM
there are some men who don’t, and I can’t figure that one out
Sassy 11:47 AM
I want the lights on,
I want to give you a bj,
I want to swallow, I
 want you to take your time…
Tim 11:47 AM
God. I am sooo sorry, but these last few were not that.
Sassy 11:47 AM
Usually the more things I find out their wife won’t do, the more I want to do them!
It’s okay either way
Tim 11:47 AM
oh, that is interesting
Sassy 11:48 AM
If they’ve been dealing with lights-off only for years, I want to fix that right away!
Tim 11:48 AM
me too
Sassy 11:48 AM
If they’ve been dealing with “I never get to see her naked” I want to lie naked in the middle of the bed with my legs open and let him STARE!
Tim 11:48 AM
But I wanted to know what you want, I want to please you and avoid that awkward moment
Sassy 11:49 AM
I got that too… and I so appreciate it!
Tim 11:49 AM
now you got me over the edge
Sassy 11:49 AM
I hope we won’t be awkward…
I hope you can say Oh, wow.. not like that!
Tim 11:49 AM
And I want to do the same for you
Sassy 11:50 AM
Or “slower…”
“move to right a little”
It’s not criticism… just… fine-tuning… being totally allowed to ask for what you want
And I will do the same
Tim 11:51 AM
that exploring each other should never go away
Sassy 11:51 AM
I also like different things on different days…
will try to say, “Can you pound me into next week today?”
or “take it slow… I need to chill out”
Tim 11:51 AM
And I am glad you can ask, so many women can’t
Sassy 11:52 AM
I had way too many years of lying there taking it… not going back there!
Tim 11:53 AM
I too have days where I want slow languid love and other I can’t wait
I am so glad you got to that point so lets get to the next level, in our own time, step by step
Sassy 11:55 AM
First times can be weird… I try not to judge, just plan a second time soon
One of my best guys was a disaster the first time… couldn’t stay hard…
the second time I helped him cum twice for the first time in 20 years
Tim 11:55 AM
that is a great attitude.
But the more we honestly talk, the more likely we will come into it with the right frame of mind
Sassy 11:55 AM
Absolutely!
Tim 11:55 AM
And that is the beauty of it all, the mind
Sassy 11:57 AM
I hope it’s not too weird that I share my experiences
the demure lady is bashing me about the head for mentioning the cemetery!
Tim 11:57 AM
not at all, I seem to be asking to learn about you, and the past is relevant.
hey, don’t get mad at the demure lady
I hope I am giving you the opportunity at ask enough about me
Sassy 11:58 AM
I want to lock her in a closet
Tim 11:58 AM
does the demure lady want to branch out into other topics?
Sassy 11:58 AM
I feel like I am asking way too much!
Funny that you think I’m not
Tim 11:59 AM
Funny, I feel that I am asking too much too.
That shows that we do have a mutual respect going on
Sassy 12:00 PM
That part of me is so… eh. I want to escape the dull, responsible, good girl
But I am a whole person… just like the Trainer and John Henry!
Tim 12:01 PM
I know!
I just got up to let the dog out to chase some birds
Sassy 12:01 PM
What was the hottest night in your life?
So you’re the one who let the dogs out!
Woof woof woof woof woof
Tim 12:03 PM
Wow, let me think about that one
that was a good joke
The first woman after my first wife passed away!
I think I came in every orifice that night
Sassy 12:04 PM
Oh my!
A little pent up were you?
Tim 12:04 PM
I went around the world so to speak
yes, and she was too
Sassy 12:04 PM
Lovely
Tim 12:04 PM
but it never got past that carnal animal stage
Sassy 12:04 PM
Who was she?
Tim 12:05 PM
but had fun while there
she was an old friend from college that I had lusted after
Sassy 12:05 PM
Oh… I adore reconnections
Tim 12:06 PM
I know. learned a lot from her
Sassy 12:07 PM
Do you pull out nights like that to enjoy again from the memories?
Tim 12:09 PM
yes
and i learn from them for future
also to help sleep on lonely nights  😉
Sassy 12:10 PM
Sounds very healthy
Tim 12:13 PM
how is that demure lady
knock, knock…. still there
Sassy 12:13 PM
We are pondering
whether you can possibly be as fantastic as you seem!
Tim 12:14 PM
good, I think the awkward silence hit me
Sassy 12:14 PM
Sorry!
Tim 12:15 PM
I am what I have said, and I have pondered much on what you have said
you are so unique and special
Sassy 12:15 PM
I want you
Tim 12:15 PM
I pinch myself now and then
and I want you
Sassy 12:16 PM
that is incredibly alluring
Tim 12:16 PM
Thursday cannot cum quick enough for me
Sassy 12:17 PM
Do you have time to cheat?
Tim 12:17 PM
yes
Sassy 12:17 PM
I run into so many men who work too much and have younger children and really have not thought out when they could get away and the truth is they can’t
Tim 12:19 PM
Yes, my youngest kids are in college, I have done it before and if there is a will there is a way
This might sound very corny, but I feel this is meant to be
But this is a partnership and we must always promise to be open and honest at all times
Sassy 12:20 PM
Yes. I feel like I can deal with almost anything if I know what’s going on
Tim 12:20 PM
me too
Sassy 12:21 PM
I am used to being very open
Tim 12:21 PM
so are you ready for the next level?
if I am going 100 mph and you want 99mph, tell me
Sassy 12:21 PM
It was so tough for me to learn to keep my adventures to myself
Sure!
Tim 12:22 PM
now we can share our new adventures with each other
Sassy 12:24 PM
People used to ask me questions and I would answer
Now it’s like “How was your weekend?”
Um…niece’s birthday
DO NOT ADMIT HOT CHAT WITH NICE MAN!
Having you to talk with will help a lot
Tim 12:24 PM
well, if you are in open relationship, can’t you share a little
hey, who is that hot man
Sassy 12:24 PM
You are making me burn…
Tim 12:25 PM
yes, that fuse is burning in me too.
I am trying my hardest not to jump in my car
Sassy 12:26 PM
Oh we are so sensible
it sucks. 🙂
Tim 12:27 PM
So glad you have demure and I have the corporate trainer
But John Henry keeps grabbing the keys
I thank god he can’t drive without me
Sassy 12:28 PM
Hee hee
Do you collect anything?
Tim 12:32 PM
yes
I started collecting stamps with my grandpa and my son and i now share that hobby
It’s fun, don’t think it has anything more than bounding value, which make it priceless
do you
Sassy 12:33 PM
When you attend a figure skating event, they sell these little pins specific to the event… I have those to remind me of trips
Tim 12:33 PM
That is cool
do you miss the doing that with your sis
Sassy 12:35 PM
Most of the merchandise at events is stupid expensive but the pins are usually $5 or $7 so an economical way to get a souvenir
And when you wear them to competitions, other serious fans know you’re not a random
In some ways… but we went to Worlds in Boston recently so I got a big slug of it
It’s a brutal way to vacation though… sitting in a cold arena from 7 am to 11 pm
Tim 12:35 PM
if the pin brings back great memories, then it is worth a million
Sassy 12:35 PM
watching people fall down and smash their dreams
Tim 12:36 PM
how about the ones that had the magical win?
Sassy 12:36 PM
Those are priceless
Tim 12:37 PM
I had a dream smashing event in my life
would not trade it for anything in the world
Sassy 12:37 PM
You got back up
dreamed new dreams
Tim 12:38 PM
made me realize that doing it was something not many could have done, not many will ever experience
Sassy 12:38 PM
The first Nationals I went to there was a young woman who came in last in the figures competition. She sat in the stands bawling… because that was the last figures competition ever. She kept whispering… I will never get a chance to do better.
I hope she found other ways.
It made you special
Tim 12:39 PM
but the chance to dream is magic, and you must be able to say, “being there was the dream”
i ran cross country as a kid and I just wanted to make senior nationals
Sassy 12:39 PM
It reminds me of the broken Japanese pots that are mended with gold and even stronger and more beautiful
Tim 12:40 PM
I qualified my jr year in high school and was 4 seconds off the world record
Sassy 12:40 PM
Wow!
Tim 12:41 PM
but when I got there, 50 other people were just 4 seconds away
Sassy 12:42 PM
That is quite something though, to be part of the top eschelon
and get to go
What was your race?
Tim 12:43 PM
I ran my heart out, was winning for 2/3rds of the way, then it was like a piano hit me. The winner set the world record and I ended up 50th
but for one brief second, I was the man
Sassy 12:44 PM
Are there photos of runner you?
Tim 12:45 PM
Dad just sat there with me for a long time silent, and finally said, “no one will ever have that story.”
he was right and I will never trade that.
Yes, I have a sexy one of me bald in tiny shorts, I’ll bring it Thursday
Sassy 12:45 PM
Wow!
Tim 12:45 PM
wish I still fit into those shorts
Sassy 12:45 PM
Nah
Tim 12:46 PM
maybe we can try together
it would be a sexy failure
Sassy 12:46 PM
try both fitting in the shorts?
Tim 12:46 PM
no, you put it on me
Sassy 12:47 PM
Aha
I can put it on your head?
Tim 12:47 PM
I’ll settle for both of us fitting under the blankets
Sassy 12:47 PM
I won’t settle until you fit inside me. 🙂
Tim 12:47 PM
you can put yourself on my head
Sassy 12:48 PM
Which one?
Tim 12:49 PM
BOTH
talking about shorts, do you like to wear lingerie
Sassy 12:49 PM
I don’t own any
Tim 12:50 PM
may I ask why
not that I expect, but you seem so Sassy
Sassy 12:51 PM
Some combination of lack of money, tough to find any my size, and not much occasion for it
But that could all change
Tim 12:51 PM
yeah, they come off so quickly
Sassy 12:52 PM
My friends are always trying to get me into a corset
Tim 12:52 PM
my angle here, was what makes you feel sexy
a corset sounds good
Sassy 12:53 PM
I have a great photo I’ll show you sometime four of my friends, all in corsets.  BOOBAGE!
Tim 12:53 PM
Love boobage
Sassy 12:53 PM
Have you ever worn a kilt?
Tim 12:54 PM
no, but I would only with no underwear
Sassy 12:54 PM
They make these great utili-kilts
very sexy
Tim 12:54 PM
never saw one
Sassy 12:54 PM
Most of our guys where biker shorts too
Tim 12:55 PM
otherwise I would wear it Thursday
but with you I’d rather be commando
Sassy 12:56 PM


Mmmm… makes my fingers twitch
Tim 12:57 PM
in reality, i want you to feel sexy, unjudged
Sassy 12:57 PM
unbutton a button…slide down a zipper…slip a finger in there and press…
Tim 12:59 PM
still looking at the link
couldn’t you just reach up from under
buttons seem like they wouldn’t be needed
but i won’t complain
Sassy 1:00 PM
You will make it tough for me to behave
Tim 1:01 PM
hey, it takes two to tango
and I have to hide the keys from John Henry
Sassy 1:02 PM
Have you sat on a woman’s face?
Tim 1:02 PM
yes,
have you sat on a man’s face?
Sassy 1:02 PM
suddenly had this vision of you above me, holding on to a headboard, buried deep in my throat
Tim 1:04 PM
that is an image I crave
sometime a blow job is what i want, sometime when the beast is unleached i love that
Sassy 1:05 PM
mmmm

Tim 1:06 PM
i have a vision of you standing next to the bed, me on my back, head hanging over and…
that position is on that crazy animated positions site
Sassy 1:06 PM


Tim 1:07 PM
that is such a turn on
i could play with your breasts
Sassy 1:08 PM
Yeah… so many of those have both the man and woman’s hands idle
I’m like NO!
touch her! touch him!

This one is mis-named
It’s mostly blow jobs. But that’s okay.
Tim 1:10 PM
idle hands are the puritans boredom,
or is that the devils workshop
: )
Sassy 1:10 PM
Have you heard of the porn star Camille Crimson?
Tim 1:11 PM
no
But I’m sure I will now
Sassy 1:11 PM
Here’s my favorite blow job video from her. It’s under 5 minutes.  She is such an artist! 

https://www.redtube.com/41790

Tim 1:12 PM
ok
god we have so long until thursday
Sassy 1:15 PM



A lick you might like.
Tim 1:15 PM
is that liki[
Sassy 1:15 PM
Are you typing one-handed?
Tim 1:15 PM
is that link the same as the one u emailed
Sassy 1:15 PM
no
Tim 1:15 PM
yup
Sassy 1:16 PM
ha ha ha
I’m so glad
Tim 1:17 PM
I will watch the video later.
I rather talk to you while I have you
Sassy 1:17 PM
Yes… good to watch when you are alone
and have both hands. 🙂
Tim 1:17 PM
you are so evil
Sassy 1:18 PM
You betcha
Sassy is full thrall today!
Tim 1:18 PM
you never said if you like to sit on a man’s face
glad to have sassy
Sassy 1:18 PM
Oh… I tried to think if I’ve ever done it
Not for a long time, if I did
Tim 1:19 PM
put it on the list
Sassy 1:19 PM
I have been on my hands and knees with the guy under me licking upwards
Tim 1:19 PM
but when a woman orgasms that way, it is such an erotic moment
like that too.
Sassy 1:20 PM
all of my orgasms are erotic moments!
Tim 1:20 PM
have you been on your hands and knees and he approaches from behind
Sassy 1:20 PM
Oh yeah…
Tim 1:21 PM
i can get my tongue so deep
Sassy 1:21 PM
adore hands on my ass
squeezing, pulling, pushing
Tim 1:21 PM
yes all orgasms are erotic, but when you are on top, it envelops my face
Sassy 1:22 PM
Mmmm
that caused a big twinge!
Tim 1:22 PM
good
Sassy 1:22 PM
Dear John Henry, cum here please!
Tim 1:22 PM
are you typing one handed yet
Sassy 1:22 PM
Ha ha… no.
Hubby is sitting 4 feet from me
Tim 1:23 PM
He’s trying to get the keys
john henry, not hubby
Sassy 1:23 PM
*giggle
Tim 1:23 PM
wish we got in our cars
Sassy 1:24 PM
Too cold at the cemetery today
Tim 1:25 PM
but there was that one woman on skincast masturbating in the snow
Sassy 1:25 PM
Wacky
Tim 1:26 PM
The Trainer agrees
Sassy 1:26 PM
Should I let you go? eat? do things?
Tim 1:27 PM
unless you to i have an hour
but don’t make me keep you on
Sassy 1:28 PM


Tim 1:28 PM
i am just addicted to talking to you
that was a picture
Sassy 1:28 PM
I just looked at the clock for the first time… couldn’t believe we’ve kept going so long!
Tim 1:31 PM
me too. I thought it would be noon
Only big thing for me is to finish some work and working out details for thursday
Is there anything I can do to make sure you feel safe
I recognize that this is more dangerous for you
Sassy 1:32 PM
The current plan is good
Tim 1:33 PM
do you need to go. no guilt
do you know where you would like to meet
Sassy 1:33 PM
I can list off restaurants if you like
Tim 1:34 PM
send them in an email
Sassy 1:34 PM
Okay
Tim 1:34 PM
then i can find them at my leisure
you still good to chat
Sassy 1:34 PM
Yes
Tim 1:35 PM
I will understand
what else is on that beautiful mind of yours
Sassy 1:35 PM
Do you go to the movies?
Tim 1:38 PM
yes. tonight we are going to manchester on the sea
we alternate movie picks
I choose hacksaw ridge last time
you still there?
Sassy 1:39 PM
Yes
What did she pick?
Tim 1:39 PM
manchester one for tonight
Sassy 1:39 PM
Have you seen Rogue One?
Tim 1:41 PM
not yet, but i teach nerds and they kind of told me everything
i think that’s next
how about you
Sassy 1:41 PM
We had to go the first weekend…
Hubby would’ve preferred first day but I couldn’t find seats
He also picked Doctor Strange
Tim 1:42 PM
It’s great when you share movie likes
we have a mutual likes in theater
Sassy 1:42 PM
I couldn’t follow it but drooled over Benedict Cumberbatch
Tim 1:42 PM
That’s what the secretaries at work said
Sassy 1:43 PM
I saw Hidden Figures with Sis last weekend
I seem to be the only person who had problems with it
Tim 1:43 PM
how was it. i want that to be my next
Sassy 1:44 PM
It definitely has its moments and it’s important to know about those women
Have you seen the movie A Room With A View?
Tim 1:45 PM
i know, especially with our new Groper in Chief
no did not see that
Sassy 1:45 PM
It’s my all-time favorite
Tim 1:45 PM
You said you like to travel
Sassy 1:45 PM
Yes!
Tim 1:46 PM
can I unfold, or peal back a layer of mystery
Sassy 1:46 PM
Sure!
Tim 1:47 PM
I live to travel, used to go to many countries
Sassy 1:47 PM
Where?
Awesome!
Tim 1:49 PM
I have been to all western European countries, Scandinavia, Egypt –
but terrorism is killing me and I had to mostly stop
Sassy 1:50 PM
Wow
Tim 1:50 PM
I don’t think I told you why I left teaching first time, did I
Sassy 1:50 PM
no
Tim 1:54 PM
It is a sad story and you could google it, but since we are meeting, I feel comfortable sharing
it comes from that life event question I asked earlier
but it is something that has made me the person I now want to be
[story redacted.  Sorry – it’s too specific to risk]
Tim 1:58 PM
so I have made an effort in my life to always just remember to realize what I have, realize that just one smile, nice thing can be the difference each day
I had my first affair in the wake of that
Sassy 1:59 PM
Best way to affirm life
Tim 1:59 PM
sorry if I became too heavy, but it is part of me
Sassy 1:59 PM
Thank you very much for sharing that…
I like to understand those moments …
can make other things you do make more sense
Tim 2:01 PM
i never dealt with PTSD at first, and found I just forgot how to live.  A lot of stuff triggered me
Sassy 2:01 PM
I’m amazed you could go on
Tim 2:02 PM
I had to! I can’t let that win. That’s why I have such trouble with Trump
Sassy 2:02 PM
I hear that!
Tim 2:04 PM
what a jerk
sorry, but it is what it is
I would like to lie in your arms and tell you what it is like, safe and hugged
and be there for you
Sassy 2:04 PM
We will…

Tim 2:04 PM
that is why I find you so special
Sassy 2:05 PM
I can so easily see us…
my head on your shoulder… sharing all those stories
Sassy will be drawing circles around your nipples while the demure lady listens. 🙂
Tim 2:06 PM
I don’t know why, but as we talked, I knew you are a person who would understand
that is that special thing I feel
you asked me once, and I didn’t want to tell, but I did.
Sassy 2:07 PM
I asked you what?
Tim 2:07 PM
never had this on AM
why I thought you were extra special
Sassy 2:08 PM
ah
I am honored to be let in to the inner circle
Tim 2:08 PM
that is half the reason I so want to meet you and talk, the other….
y’all have to ask John Henry
Sassy 2:08 PM
He wants to get wet
Tim 2:08 PM
Can we both be inner circle members?
Sassy 2:09 PM
yes. we make our own circle
Tim 2:09 PM
yes, he wants to get very wet
Sassy 2:09 PM
and warm
Tim 2:09 PM
yup
Sassy 2:09 PM
and be squeezed
and pulled
Tim 2:09 PM
how did you know?
Does he email when I am sleeping?
Sassy 2:10 PM
Now that would be something….
Hee hee
Tim 2:11 PM
Can we try to always keep that communication piece?
Sassy 2:11 PM
It’s essential
Tim 2:11 PM
Corporate trainer with demure working girl and John Henry with the brassy broad
Sassy 2:12 PM
It’s how you will get the best of me
Tim 2:12 PM
Let’s go to a happier topic
Sassy 2:12 PM
that and Sassy bjs
CHEESECAKE!
Tim 2:13 PM
only if I get to go down on you
Sassy 2:13 PM
Plain? With strawberries? Turtle?
Tim 2:13 PM
put strawberries, since I get my cherry later
Sassy 2:14 PM
I lost my cherry awhile back
but you can have the box it came in. : P
Tim 2:14 PM
That’s a deal!
Sassy 2:15 PM
Heard that before?
I like it.
Tim 2:20 PM
:b
so want to talk brassy or demure
or do you have to get ready for tonight
you still around
Sassy 2:20 PM
Hmmm
Pondering
Tim 2:20 PM
pondering is good
Sassy 2:21 PM
I think of stories but then decide to tell that one in person
Tim 2:21 PM
that is fine
Sassy 2:21 PM
Who is your favorite classical writer?
Tim 2:23 PM
oh, you asked that because I studied Classics?
That perve Catullus
his poems are about his intellectual love and his intimate love of her body
He is so torn, tortured
Sassy 2:24 PM
I told my friend the Classics major I was talking to a guy who had studied Classics.
She told me to ask, that she can tell a lot by who you pick. 🙂
Tim 2:24 PM
Then tell her Vergil
Sassy 2:24 PM
She read a Greek poem at my wedding
Ha ha
Tim 2:26 PM
that is so cool. I’ve read at weddings… such an honor
you can throw in St Augustan and throw her into confusion
I’d love to hear you read to me some time, your voice is so beautiful
Sassy 2:27 PM
Glad to.
She read Sappho
Our wedding was a great showcase of our friends
Tim 2:27 PM
that is so cool
Sassy 2:31 PM
I didn’t marry until I was 37
Tim 2:32 PM
I married young but did not start kids for awhile
HOW did no one catch you earlier!
Sassy 2:33 PM
I worked 70 hrs a week at a law firm, had no life
Tim 2:33 PM
neither did those lawyers
Sassy 2:34 PM
and many men don’t look twice at the big tall gal,
especially when they find out how smart she is
The internet had to come along to get me a man!
Tim 2:34 PM
yes, men are threatened by smart women, but why i can’t fathom
Sassy 2:34 PM
I am not militant about it
Tim 2:35 PM
Did I say I am turned on by big tall gals
Sassy 2:35 PM
My sisters are the deep, intellectual, philopshy debater types
Tim 2:35 PM
and you are too
Sassy 2:35 PM
Not really… I am the practical, administrative one
Tim 2:36 PM
but you wax so poetic on these chats
Sassy 2:36 PM
I’m so glad you can deal with a big tall gal!
Tim 2:37 PM
deal is not the word I would use.
It would be cherish
Sassy 2:37 PM
Mmmm
Worship? 🙂
Tim 2:39 PM
but it’s the inside I look to first, the rest is pure fantasy
yes, I think the word worship will come out of my lips at some point
I can’t wait to explore your curves
do you like a sensual massage?
Sassy 2:40 PM
Oh yes
I am so starved for touch
I will luxuriate in everything from a pat on the arm to the deepest sex
Tim 2:40 PM
I will give you one under one condition
Sassy 2:41 PM
I am not wearing a bunny tale ass plug
Tim 2:42 PM
no – that it comes with a very happy ending!
but now that you raised the stakes
Sassy 2:42 PM
ha ha
Did you giggle?
Tim 2:43 PM
I would never have you humiliate yourself
Sassy 2:43 PM
Oh they look great on some women!
Just not my thing!
Tim 2:43 PM
but yes it made me giggle
Sassy 2:43 PM
Good
Tim 2:43 PM
have you ever tried a butt plug?
Sassy 2:44 PM
I used to have a little one, about the size of half my pinkie
it was fun
Tim 2:44 PM
what happened to it
Sassy 2:44 PM
Of course, it broke pretty quickly
Tim 2:44 PM
over use!
Sassy 2:44 PM
So I bought another one
and I didn’t pay attention
Tim 2:44 PM
have you tried anal sex
Sassy 2:45 PM
So I have this plug the size of my fist sitting at the back of my desk drawer
I did it long ago
Got ripped to shreds
Tim 2:45 PM
try with a man
Sassy 2:45 PM
I am looking for someone I trust
who wants to … with lots of lube
Tim 2:46 PM
there is a lot that goes into the whole process
doesn’t always happen first time
Sassy 2:46 PM
The day after my first colonoscopy I was dying to have someone do it
You do it?
Tim 2:46 PM
that would be the time
Sassy 2:47 PM
🙂
Tim 2:47 PM
yes I have, but she must enjoy to make it work
Sassy 2:48 PM
I’ve had men press fingers or tongues in there
Tim 2:48 PM
usually spooning is the best way to start after all the forepay
Sassy 2:48 PM
mmmm
Tim 2:48 PM
I love to tongue too
Sassy 2:49 PM
We are going to have so much fun!
Tim 2:49 PM
also there’s that area
between the pussy and ass that is fun to include
Sassy 2:49 PM
taint!
Tim 2:50 PM
include in oral
you got it, rimming
Sassy 2:50 PM
Give JH the keys. 🙂
Tim 2:51 PM
now there is not enough time for John Henry to drive out!
Sassy 2:51 PM
I am tempted to write a syllabus
Tim 2:51 PM
boy is he hot and bothered
Sassy 2:51 PM
Month 1… kissing, touching, massage, oral, doggy style
Month 2 – toys!
Tim 2:51 PM
where would you start
Sassy 2:52 PM
Month 3 – anal
Month 4 – outside
Tim 2:52 PM
yes warm weather
Sassy 2:53 PM
I should probably go soon
🙁
Tim 2:53 PM
It is now pushing three!
do you want to take a breather
and get ready for your night
and I can finish my work
so I am free for thursday
I had the best time
three words
WOW
Sassy 2:54 PM
5 hours! This may be a record
Wow… mmmm
I concur on that
Tim 2:54 PM
I’M HOOKED
I WANT MORE
Sassy 2:55 PM
Hooray!
Prosaic but… I DO TOO!
Tim 2:55 PM
not sure how time will play out for chat,
but I do want to write you an email at the least
Sassy 2:55 PM
Okay. I will stay tuned.
Tim 2:55 PM
and let’s get our plans tuned
Sassy 2:56 PM
okay. I will try to send a list of ideas when I get home
Tim 2:56 PM
I just don’t want to meet you, I need to!
you are not home?
Sassy 2:56 PM
I mean after dinner tonight
Tim 2:56 PM
are your cotton panties a little damp
Sassy 2:57 PM
Is there pre-cum?
Tim 2:57 PM
YUP
Sassy 2:57 PM
a bulge?
Tim 2:57 PM
big
Sassy 2:57 PM
I feel quite flushed and drippy
Tim 2:58 PM
till we chat again
Sassy 2:58 PM
Mwah!
Tim 2:58 PM
hugs and blown kisses with tongue
Sassy 2:58 PM
mmmm
going now!
Tim 2:58 PM
and share with your vjayja


Meet #2 Randy in my bed

January 15, 2017 Sunday

5:57 AM
Randy
Good morning sexy

7:01 AM
Sassy
Good morning hot stuff

Randy
How are you this morning my beautiful lover?

Sassy
I’m super! You?

Randy
Great
Super horny
Thinking about you all night

Sassy
Oh my

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

Sassy
Yay! See you soon!

Randy
Just going over the Tobin bridge

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

Randy
Ok
Will be a little bit

Just parking now
Found a spot around the corner

Sassy
Hooray! I’m ready!

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

Sassy
Yay. So ready! 

Randy
Ok on my way

Sassy
Goody goody goody goody

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

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

8:10 AM
Randy
Ok

========

Report #2 Randy
in my bed

Background

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

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

Swallowing

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

Pounding

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

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

Bucket List Item – CHECK

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

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

Farewell

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

========

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

Son’s nebulizer worked
Feeling better now

[Bless him for writing so quickly!]

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

Randy
Very nice I like it

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

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

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

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

Sassy boob day

January 12, 2017 Thursday

9:18 AM
Randy
How are you this morning

Sassy
Good morning hot stuff! How’re you this fine Thursday morning?

Randy
Ok work is craasaaaazy this week

Sassy
Crazier than usual?

Randy
Yes unfortunately lots of government forms and stuff

Randy
How are things with you?

Sassy
Rolling along. 

Just finished the payroll. 
I’m off tomorrow so pressing two days work into one.

Randy
Sounds fun to have some time off

Sassy
Eh… Going to MGH for annual mammogram
Wish you could play with my chest instead!

Randy
I would be happy to give you my evaluation
Good luck

Sassy
Thanks!
I always plan a special lunch afterwards, so I have something to look forward to

Randy
I love how you think

Randy
Hopefully it went well

9:37 PM
Randy
I hope your visit went okay

Sassy
Oh! It’s tomorrow, why I have the day off.

Randy
Oh I guess I got the days confused

Sassy
You relaxing?

Randy
yes watching tv and doing some work

Sassy
I’ve been playing…very mellow

Randy
With yourself, online?
playing now?
Gone away?
Jeopardy music playing

Sassy
With myself and a toy and tumblr
Just came hard

Randy
Oh I wish I could have helped

Sassy
Aaah

Randy
better?

Sassy
So Mellow

Randy
What kind of pictures do you like?
Very mellow and asleep?

Sassy
Varies…tonight I was looking at women in sheer clothes and men showing off their equipment

Randy
Nice
Anything a particular with the men?
Asleep now?

Sassy
Hunks-showing-their-junk.tumblr.com

Randy
Decent sized dicks
pretty ripped too

Sassy
Lots of different scenarios
Sheersgreat.tumblr.com

Randy
Hmmm small kitties, little asses and skinny chicks… not my thing
You like?

Sassy
Just appreciate the confidence, the naughty fun
Carelessnaked.tumblr.com

Randy
IC a few with big areoles … I like those
Like your tits

Sassy
Make your fingers twitch to touch?

Randy
Absolutely

Sassy
Tongue tingling?

Randy
And my mound hunger
or mouth
and tongue
Love sucking clit
Suck the whole thing in my mouth then explore with my tongue
gone away?
Scare you off?
Looking at porn?

Sassy
Imagining
Spread open on a bed

Randy
I like it
Just let me explore
Go down on you and finger you until you explode

Sassy
Oh yes

Randy
Explore you lips and pussy with my tongue
Kiss you head to toe

Sassy
Mmm mmm mmm

Randy
Push your head down in my lap so you can take my cock up to my balls

Sassy
You won’t have to push… I’ll be heading there!

Randy
Nice
Tickle my head with your tongue
Fondle my balls

Sassy

Randy
Very nice baby
Give me something to think of in a little bit when I have some private time

Sassy
🙂

Randy
I need some quality fuck time
Scare you off?

Sassy
I hear you

Randy
OK time for me to turn in baby
Early day tomorrow
Good night

Sassy
Sleep well!

Randy
You too baby

Sassy
Dream naughty

Randy
Oh yes and you too
Good night

10:30 PM
Sassy
Mwah!

Munch on me

January 12, 2017 Thursday

7:48 AM Sassy
Good morning kid!  Happy Mom Visit day!

1:49 PM Sassy
Lunch with Sis at a new restaurant – The Hourly Oyster House in Harvard Square Cambridge

Raw bar sampler with oysters and lobster tail
lam chowder with sourdough croutons
Sis had a Banker’s lunch – clam chowder 
and grilled cheese with bacon and tomato on rye
Lobster spaghetti
Berry crumble for dessert


7:04 PM Sassy
It’s oven night! Scalloped potatoes with ham and green bean casserole!

8:58 PM Phil
Hey there! Mom is here!

8:59 PM Sassy
Yay!  You doing fun stuff with her?

9:00 PM Phil
I worked this afternoon but maybe tomorrow

9:01 PM Sassy
I’m playing  : )
9:20 PM Phil
Mmmm nice.
That’s a wonderful image. Lick your fingers for me

9:26 PM Sassy
Oh!  You are so hot.  Makes me wet!

9:30 PM Phil
Well, I’d lick them myself but I’m not there. 

Of course if I was there I could have my tongue buried in your pussy while you buzzed your clit with your favorite toy

9:30 PM Sassy
Mmm…you are in fine form.  I like the way you think!

9:34 PM Phil
Mmmm, I’m glad.  I like your sweet pussy. Wasn’t that long ago, I was licking your sweet juices from my fingers at the airport

I like being naked in your bed better, watching you suck my cock

9:35 PM Sassy
Let’s do that again.

9:35 PM Phil
That was fun
And very hot, took you to dinner still flushed, very sexy

9:37 PM Sassy
Thought of you at lunch today… Oysters and lobster

9:38 PM Phil
Oh yum!

9:38 PM Sassy
So fresh and tasty!  Like you!  : )

9:39 PM Phil
You are pretty tasty yourself  : P

9:40 PM Sassy
Munch on me.

9:43 PM Phil
Mmmm, be happy to eat you from your clit to deep inside, get your juices flowing and work my tongue lower to catch what runs down over your ass and then back up. Back and forth probing both places

9:45 PM Sassy
Mmmm…
Would squirm and shriek!

9:45 PM Phil
Hopefully in pleasure

9:45 PM Sassy
The best!

9:46 PM Phil
Makes my cock hard thinking about it

9:46 PM Sassy
I need chocolate
I like your cock.

9:46 PM Phil
You could drizzle a little chocolate on my cock

9:47 PM Sassy
Ooh!
Might put some on my breast
Need help getting it off
9:48 PM Phil
Mmmmm, be happy to lick and suck it off of your nipples
As my fingers occupy themselves on your clit

9:49 PM Sassy
Mmm mmmm mmm
I need to lick you…for a long time

9:51 PM Phil
Lick, suck, poke, probe, take me

9:52 PM Sassy
You betcha
You know I can

9:53 PM Phil
Replace my hand on my cock with…..

9:54 PM Sassy
Whatever you want

9:55 PM Phil
Hand first, then mouth, breast, pussy

9:57 PM Sassy
Perfect

9:58 PM Phil
You could end up with a mouth or pussy full of cum that way

9:59 PM Sassy
You could get squirted on!

10:00 PM Phil
Ooooh, damn baby, squirt on me, shoot that delightful juice in my mouth, I love it!
Let’s get slippery and sticky

10:01 PM Sassy
Yes please
Slip, slide, mess

10:02 PM Phil
That’s the best, entire room filled with the smell of cum.
Maybe slide a couple of those slippery fingers up my ass.  Mmmm, damn

10:05 PM Sassy
Loan you my big black butt plug?
10:06 PM Phil
You have a black butt plug?  I love it! 
Slide that baby into my ass, mmm that’s fucking hot

10:07 PM Sassy
Never opened it…sits in the draw waiting for the right moment
Or right man

10:07 PM Phil
Mmmm, I’ll give it a try

10:08 PM Sassy
You are made of awesome!
And fun too

Sassy
[photo of woman in a cafe crawling across the table to kiss the guy]

10:10 PM Phil
I can imagine you lubing my ass, getting me ready, fingers sliding the lube in, my cock jerking as you do, so hard

10:10 PM Sassy
Talking dirty

10:11 PM Phil
Fuck me Sass, slide that fat plug up my ass

10:12 PMSassy
Let it buzz

10:13 PM Phil
Oh hell yeah, grab my cock baby, stroke it, feel it throb

10:14 PM Sassy
I definitely want to

10:14 PM Phil
Throbbing now

10:15 PM Sassy
Watching your face

Can you play?

10:16 PM Phil
Eyes Rolled back, breathing hard

[photo looking down at his hard cock and balls sticking out of his shorts]

Like that?

10:17 PM Sassy
Oh yeah…

10:17 PM Phil
My cock has been in my hand the entire time

[photo of his cock in his hand]

10:18 PM Sassy
So happy to know that

10:17 PM Phil
Licking pre cum off my fingers

10:20 PM Sassy
Damn…so so hot!

10:21 PM Phil
Hope it aids your play

Let me shove that inside you and fuck you hard and deep, balls slapping against your ass

Oh yeah, hot tight pussy, um babe, feels so good

10:23 PM Sassy

[photo of my right breast with my hand holding it]

10:23 PM Phil
Ohhh there we go, like to rub that drop over that nipple and lick it off

10:24 PM Sassy
Yum

10:25 PM Phil
Wanna slide my cock in your hot mouth, suck me, oh yeah, suck that cock Sass

10:26 PM Sassy
Suck it deep
Milk it
Hot, wet, tight around you

10:26 PM Phil
Damn baby, feels so good

10:28 PM Sassy
Swallow around you

10:29 PM Phil
Take it back in your throat. Feels so good, fucking your hot mouth

10:32 PM Sassy

[photo of my new toy in my hand – the Lelo Gigi 2]

10:34 PM Phil
Play

[15 second video of him pumping his cock]

10:34 PM Sassy
Mmm
Want
You
Inside

10:36 PMPhil
Yeah babe pounding your pussy, hard deep strokes followed by slow easy ones

Like that toy. Would love to watch and just slowly stroke watching you squirt and using your juices as lube

10:38 PMSassy
Mmmm

10:34 PM Phil
Would love to lick that toy clean

10:40 PM Sassy
It does get juicy

10:41 PM Phil
Mmmmmmm, love that
Coated in your sweet juices

10:47 PM Sassy
Remember the old Ronco commercial – it slices, it dices?

This thing buzzes and pulses…8 different speeds! Ha ha

10:48 PM Phil
[photo of… something. It’s completely dark]

Damn

10:50 PM Sassy
I just turn it up and press!

You ready to sleep?

10:53 PM Phil
I like that! That dark thing was the cum shot  : P

8 speeds. I remember when they were made of hard plastic and had one speed

Times have changed for the better

10:54 PM Sassy
Nice! We’re living in the future.
Sweet sexy dreams Philip

Sassy
[gif of a minion kissing the screen]

GIPHY

10:55 PM Phil
Ha! Gotta get up and make breakfast tomorrow. Nite sweet girl

10:55 PM Sassy
Mwah!

10:59 PM Phil
<3 XXoo

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Ready to cum

September 20, 2016 Tuesday

8:06AM Sassy
Good morning kid
8:07AM Phil
Good morning, very busy at work.  Great to be back!
8:08AM Sassy
You are unusual.
8:09AM Phil
I love the churn! Probably work 12 hour days all week to catch up!  It’s all good!
9:05PM Sassy
Hope you got lots done today!  I finished a big project.  So relieved.
Here’s a fun little thought for tonight.

advizortoall.tumblr.com
Bad Advice, Questionable Tactics
I love this position My co-worker says it makes it tough for conference calls
9:35PM Phil
Mmmm, with that in mind , I believe I’ll get off
9:43PM Sassy
Sounds good!

9:48PM Phil
[photo of his erect cock]
Thanks baby
9:49PM Sassy
Mmmm… that is a sexy sight!  Thank you!
Tempted to lick my screen again..
9:49PM Phil
Ha! Come get some
9:51PM Sassy
If I do, I will get it all and you will come!
9:51PM Phil
I’m ready to cum
9:55PM Sassy
You’re a fast worker!  Takes me at least 20 minutes most nights.
I think I’ll go do that now… think of sucking on you!
9:56PM Phil
But I can come several times so why not and it feels so good
9:56PM Sassy
Sounds great to me!
9:56PM Phil
Mmmmm, play with that hot pussy

9:57PM Sassy
A toy buzzing… naughty photos to spark a fantasy… disappear into my head…
9:57PM Phil
A tongue in your pussy while the toy buzzes your clit
Licking sweet pre cum off my fingers
9:59PM Sassy
Mmmm – I remember…
10:00PM Phil
Cum take my cock deep baby
10:01PM Sassy
Shove it in kid
10:02PM Phil
Oh yeah so tight so hot
10:05PM Sassy
Wet…
10:05PM Phil
Oh yeah.  That did it.

Unusual positions

September 18, 2016 Sunday

7:24AM Sassy
Ooh… Halloween wreaths!



11:07AM Sassy
Ah… I adore a cappella!

Pentatonix & Dolly Parton – Jolene

[youtube=https://www.youtube.com/watch?v=oYCoyUxY2HY&w=320&h=266]

1:39PM Sassy
Delicious sushi lunch at Genki Ya in Fresh Pond Cambridge – saying farewell to a friend moving to the midwest

 Eel and egg nigiri sushi

Soft-shell crab tempura


10:03PM Sassy
[Hubby’s dad’s obituary]

10:37PM Phil
You doing ok?
10:39PM Sassy
Yes, oddly so.  Life rolls on.  You?
10:39PM Phil
Good, glad to hear. 
Doing good, watching the Emmys
10:40PM Sassy
I watch so little TV these days, couldn’t really get into it.  
Fun to see Maggie Smith win!
10:40PM Phil
I still watch a lot of different shows
10:41PM Sassy
What are your current favorites? 
Have you seen any of the winning ones?
10:41PM Phil
Blue bloods, NCIS, Chicago PD and Fire
Like your new couch?
Looks like you could have some fun on there
10:43PM Sassy
It is very comfortable but I don’t sit over there much… it’s Hubby’s domain.
10:43PM Phil
Ahh
10:43PM Sassy
I would like to try it out with someone else!
10:43PM Phil
Those recliners could be fun
10:44PM Sassy
You heading off again soon?
10:44PM Phil
Not for awhile
10:49PM Phil
Lot of very nice breasts on this show
10:49PM Sassy
Heh
10:50PM Phil
Just saying
Tea plat lols very young and trim
Travolta
10:51 PM Sassy
Been good having the Yankees in town this weekend.
10:52PM Phil
That’s always a fun series
10:52PM Sassy
Been good games.  A co-worker was there Thursday night, said it was one of the best games she’s ever seen.
10:53PM Phil
Always is.
10:55PM Phil
Got any good links that would umm motivate me?
10:57PM Sassy
Hmmm. let me look
10:57 PM Phil
[photo of his erect cock and legs]
Need help with this
10:57PM Sassy
Wow!  That’s motivating!
10:58PM Phil
Mmm, was just looking at your tits
10:59PM Sassy
Company of The Courtesan
 “Tigre75isback ”
companyofthecourtesan.tumblr.com

11:01PM Phil
Umm I like that
11:02PM Sassy
Unusual position…
11:02PM Phil
I like it, got his tongue in that hot ass and pussy
11:04PM Sassy
The way her head tilts back… looks happy.
11:04PM Phil
Oh yeah, both happy
11:04PM Sassy

http://chupo-vc.tumblr.com/post/149672592489/uowwww
Me Chupa Gostoso — uowwww
Here’s a fun little suck
11:05PM Phil
Mmm, rather watch you suck
11:05PM Sassy
I would be glad to…
You know I know how!
11:07PM Phil
Oh yeah
11:08PM Sassy

11:08PM Sassy
Found a new version of this position… it moves!  Yum…
11:08PM Phil
Oh fuck I remember that position
That started the pre cum flowing
11:09PM Sassy
Five years ago this week.  : )
11:09PM Phil
I loved fucking your hot mouth
11:10PM Sassy
I adored tasting you that way
11:11PM Phil
Was so hot!
[photo of his cock in his hand with a big drop of pre-cum at the tip]
Loved seeing you naked, tasting your pussy, sliding my cock inside you, feeling your pussy clench as you came and then filling you with my cum
Loved your tight wet pussy
Glad I got to taste it at the airport
Licked my fingers clean
11:17PM Sassy
One of our magic moments.
11:17PM Phil
Loved how wet you were
11:17PM Sassy
Felt radical then but seems much more “part of the repertoire” now
11:18PM Phil
Wish we had coordinated better. 
Would much rather have rolling around naked on your bed
11:19PM Sassy
I am ready for that any time!
11:20PM Phil
Would you have fucked me?
Sucked me?
I’m guessing yes.
11:21PM Sassy
Maybe so.
You touch me and… boom
11:22PM Phil
Well ok, maybe just coffee
11:23PM Sassy
I would like to be alone with you… and a bed.
11:23PM Phil
I would have liked to take advantage of the opportunity. 
Did not take me long to get your nipple in my mouth
With plenty of time
To slide my cock between your tits,
To make you cum with my tongue
To feel your hands, tongue and mouth all over my body
To play with your toys
To kiss you deeply over and over
11:26PM Sassy
Whatever you want… I’m the gal
11:28PM Phil
Ummm, I’d like to do everything we can think of
11:28PM Sassy
I can think of a lot!
11:29PM Phil
I’d do it all
11:29PM Sassy
Keep me in mind… I can travel.  ; )
And bring my toys.
11:30PM Phil
I always keep you in mind
And your toys. I can think of many uses for those
11:32PM Sassy
Awww… you make me melt

11:32PM Phil
I like to make you quiver
11:32PM Sassy
Easy… I don’t know what it is but your touch…mmmm
11:32PM Phil
[photo too dark to tell what it is]
11:33PM Sassy
Did you like those overalls?
11:34PM Phil
Love that. I did, reminded me of yours
11:34PM Sassy
I can feel your hands inside them on my ass
11:34PM Phil
Unbutton the sides and made it easy to slide my hands around your naked ass
11:35PM Sassy
Pulling me close to you

11:35PM Phil
Oh yeah, was so hot

11:35PM Sassy
Wedging me against your hard cock
11:36PM Phil
Sucking your tits smelling the powder you used. I’ll never forget
Wondered if you could feel it
11:36PM Sassy
I didn’t know much about men then, but I knew about that!
11:37PM Phil
And that first kiss
Gonna cum thinking about holding your ass
11:39PM Sassy
Mmm… wish I was there to swallow it
Wish I had known to do that back then…
11:39PM Phil
[another photo in the dark]
[Yet another photo in the dark]
11:39PM Sassy
Would’ve blown your mind.  
I feel so lucky you gave me those memories back… and helped make new ones!
11:42PM Phil
That’s an understatement 
11:42PM Sassy
There’s still room for many more.
11:43PM Phil
I never forgot that kiss by the fire. 
Never experienced anything like it until I found you again
That there is!
11:45PM Phil
Bed time pretty lady. Sweet dreams Sass
11:46PM Sassy
Sweet sexy dreams kid
11:46PM Phil

[Kissing emoji]