Fingers exploring

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March 10, 2017 Friday
From: TimmyTim
To: Sassy
Date: Fri Mar 10, 2017 at 6:08 AM
Subject: FRIDAY!
Sassy,

It’s finally Friday! No more waking up early! Not snowing yet at 6:00, but the air smelled like weather and glorious! So get your caffeinated beverage and attack your day!
Look at your schedule and see what works for you next week! I’ll check to see what our plans are around the potential snow storm. I just so want to put my arms around you and make you squirm with pleasure! 

Do you think we could talk on the phone Sunday night?! We could catch up on our lives and have a real sassy time. Oh I just want to intertwine my body with your beautiful body! I want to give you the pleasure you give me every time we meet! You are such an erotic, sexy soul! We can talk about our next phase of the syllabus! John Henry misses you!
Hugs with fingers exploring our most intimate, sensitive parts!
Take care,
T
=====
From: Sassy
To: TimmyTim
Date: Fri Mar 10, 2017 at 8:09 AM
Re: FRIDAY!
Happy Friday T!  
It’s snowing!  I’m rolling to work!  I’m thinking of you!  
I’ll look at my work calendar and let you know.  Boss is out today so it should be a calm day.  
Talking to you Sunday sounds awesome!  What time Sunday?  I have a meeting at 5 pm but nothing else planned.
I got Gigi going big time last night, thinking of you and all the fun we’ll have!  Mmm mmm mmm.  
Be careful in the snow.  Imagine us clandestinly kissing in a doorway with the snow swirling!
-S
Sent from Yahoo Mail on Android

Always amazing

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March 9, 2017 Thursday

From: TimmyTim
To: Sassy
Date: Thu Mar 9, 2017 at 6:01 AM
Subject: Thursday already!
Sassy,
It’s Thursday, or the day of the Germanic god Thor! In Latin it was Mars day! So this is a day to do battle! But on the peaceful side, only one more day to wake up early!
Now, for a “triste”, would Thursday, weather pending be an option? I just have to see you, hold you, feel you, taste you!
Let me know!
Hugs with deep penetration!
Take care,
T
Sent from Yahoo Mail for iPhone
=====
From: Sassy
To: TimmyTim
Date: Thu Mar 9, 2017 at 8:29 AM
Re: Thursday already!
Hiya T,
Hope you’re having a terrific Thursday!  I am off work, going to see the tax accountant first thing.  Whee!  It will be so good to take anothet step to finish tasks for Mom and my annual chore.  I hope I have all the right papers.  For the past few years, I’d go to H&R Block, sit there for over an hour, then be told to go find a bunch of other papers!  Ugh.  
Do you follow the Iditarod?  I had fun looking at doggies and beautiful Alaskan scenery last night as the leaders crossed on to the Yukon River.  
Not sure what we’ll do the rest of the day…hope for a nice lunch and a nap.  I got Gigi out last night and can report she’s back in fine form!  Maybe I can use her again today!  And think of you.  Mmmm
Next Thursday sounds fantastic!  But let me get back to my calendar at the office tomorrow to be sure.  Do you want to come here or have another idea?  I’m so excited to be with you again!  I want you to feel so amazing!
Gotta roll.  More later!
-S
Sent from Yahoo Mail on Android
=====
From: TimmyTim
To: Sassy
Date: Thu Mar 9, 2017 at 2:29 PM
Re: Thursday already!
sassy,
for me with you, it is always amazing!
Hugs witha huge erection!
Take care,
T


wet, wet, wet

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March 8, 2017 Wednesday
From: TimmyTim
To: Sassy
Date: Wed Mar 8, 2017 at 6:01 AM
Subject: Humping day
Sassy,
It’s hump day again! How is my hump partner?! We got to celebrate hump day soon! But once up the weekend is practically here. You’ll be happy that it is warm outside, but it is wet, wet, wet! We need the rain though. Talking about wet, how is Gigi?
I have my thoughts about our next meeting which should be next week! But what are you thinking? After watching tumblr videos, I would love to lick you while using your long toy! Then the thought of us bent over in front of the mirror just turns me so on. I love how deep I can go in you from behind and it’s like John Henry was just made for you. Maybe we can try the “headboard” position again!
I have a million questions for you but I will write later when my brain is more focused. Right now John Henry is in charge!
Hugs while making passionate love!
Take care,
T
Sent from Yahoo Mail for iPhone
=====
From: Sassy
To: TimmyTim
Date: Wed Mar 8, 2017 at 7:37 AM
Re: Humping day
Good morning T!  Hope you have a wonderful Wednesday!  Even if it’s wet…
I’m under the covers indulging in the fantasy of rolling over and waking you up in a sexy way.  Mmm…
Your fantasies have me nodding…yes, yes, oh yes!!
I fell asleep at 7 pm last night so no Gigi.  But she’s charged up and ready when I get time!  
Put your hand on your knee and rub…imagine my hand there and where it will go next.  😉
-S

Sent from Yahoo Mail on Android

Imagine whichever

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March 7. 2017 Tuesday
From: TimmyTim
To: Sassy
Date: Tue Mar 7, 2017 at 6:10 AM
Subject: Tuesday!
Sassy,
Good morning! Hope you slept well! Today is Tuesday, the hardest day of the week is behind us! Should be smooth sailing for the rest of the week!
Woke up with a sore throat, hope I don’t have what is going around. The one big draw back to teaching so many different people from all over!
Two more years of FASFA. Our accountant has our stuff. I usually just drop it all off and he does the rest. Don’t use him for FASFA because he charges too much and he will probably make me look richer. Thus ignorance is bliss! Your mom’s stuff should only be a one time issue. Did you talk to a financial planner about what to do with the money? That is truly the hard stuff. I think they make it complicated to keep the small investor from getting too big. Now with Trump, god only knows how much he’ll screw everything up. Read an article that contract prisons donated large amounts to his campaign and that explains his “round them up policy”! Makes me feel sad to be a citizen now!
Have been having many ideas and fantasies about what we can do! John Henry has such an imagination! Still waiting for our schedule.
Hugs with erotic, sexy thoughts for a sexy woman!
Take care,
T

Sent from Yahoo Mail for iPhone
=====
From: Sassy
To: TimmyTim
Date: Tue Mar 7, 2017 at 3:41 PM
Re: Tuesday!
Hiya T!  How did your Tuesday turn out? Hope it was smooth.  
Work was actually fun today!  I got to send out good news to over 700 people!  I adore days like this.  
So sorry to hear about the icky sore throat!  Noooo!  Several of my co-workers have lost time to that the past week.  Hope it’s gone soon.  
I haven’t done the financial planner thing.  I inherited Mom’s broker at Edward Jones, who also has retirement planning training, so I am seeing how he does for awhile.  I know he has a conflict of interest to sell me certain things, but so far I have not seen him steer me to the high fee things, in fact, quite the opposite.  
Tell me one thing you’ve thought about that we can do?  As it gets to be longer since our last meet, I tend to focus more on the basics… need a jump start into more fun stuff!  It is so wonderful that you are willing to try different things and talk about them!  
Hugs with my hands on your cheeks.  You can imagine whichever cheeks you like… 
-S


Deep penetration

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March 6, 2017 Monday
From: TimmyTim
To: Sassy
Date: Mon Mar 6, 2017 at 6:12 AM
Subject: Monday again!
Sassy,
It’s Monday! Time to get up this brisk, freezing morning and attack the world! Once up, the hard part is over and it’s practically Tuesday (and warmer)!
I did FASFA for kids financial aid. Hate doing that and it took hours! We use an accountant for taxes, thank goodness.  
John Henry and I were playing last night, thinking of bending you over the bed in front of your mirror! It was so erotic and you are so beautiful! I was remembering how tight and wet you are and how perfectly I fit in you! Can’t wait until the day it is not just a fantasy!
Hugs with deep penetration and many orgasms!
Take care,
T
Sent from Yahoo Mail for iPhone
=====
From: Sassy
To: TimmyTim
Date: Mon Mar 6, 2017 at 9:45 PM
Re: Monday again!
Hiya T!  Hope your Monday sailed along smoothly.
I’ve heard the financial aid stuff is a bear.  Never had to do that.  My dad, bless his heart, did mine when I was in college.  How many more years of that for you?  
I finished up the tax prep and made an appointment to see my new tax accountant on Thursday morning.  I uploaded 13 files to her secure server.  I’ll take the papers to her in a take-out sushi bag.  Heh.  Hope she doesn’t find a bunch more stuff I need to dig up! 
I finished the big data project at work today!  My days should be calmer now so I can take lunch and write to you!  
Good news!  Gigi’s new power cord arrived today! After a few hours of charging, I will be able to buzz again with my purple friend.  😉 
Mmmm… hot fantasy… a bed… a mirror… JH and me… whee!  So glad I can inspire fun times in your mind that excite your body!  The word “deep?” A good one! 
Keep misbehaving! 
-S


Straight not narrow

March 5. 2017 Sunday

From: Sassy 

To: TimmyTim

Date: Sun Mar 5, 2017 at 12:47 PM
Subject: But it’s cold outside…
Sassy,
Hope you are relaxing and keeping warm this cold Sunday morning! I can think of a few ways to warm you up! Just thinking about them is already making me warm (and John Henry stand at attention)!
Hope you had fun celebrating hubby’s B-day yesterday. I like going to the beach on my B-day. How about you? What do you like for your B-day? Anything special?
I am going to a fitness club because the doctor said my blood pressure is boarder line and if I don’t work out, eat better and watch it, he would put me on a beta blocker. Did my research and found they can cause erectile dysfunction, so I started this health thing! Yes, I’m going to use you as a cardiac exercise when we meet! Today will be my third time and I am feeling better. Didn’t realize I was so out of shape!
Now I should be prepping for work, but you make it so easy to procrastinate!
So you have your first trans-gender worker. I had my first transgendered student about 16 years ago when the world was not yet enlightened. Lost a few co-worker friends while advocating for him. Learned so much. Figured I didn’t need those narrow minded “friends.”  I have always maintained I am straight but not narrow. At least our company is rejecting that Trump garbage about not hiring transgendered people. I have one now who is confused. The present Idiot In Chief is not helping!  
Hope to hear how you are keeping warm and I hope (work promises but has not said anything) to have our training schedule early this week so we can have some heart healthy fun!
Hugs with a good romp in bed!
Take care,
T
Sent from Yahoo Mail for iPhone
=====
From: Sassy
To: TimmyTim
Date: Sun Mar 5, 2017 at 4:45 PM
Re: But it’s cold outside…
Hiya T!  
How’s your Sunday going?  Hope you are warm and happy.  
I am tackling triple tax prep for my mom, her estate and myself, getting things ready for the new accountant.  It is one of my least favorite chores!  Luckily I make up a series of folders and toss things in all year, so I only have to organize them and total up the medical expenses etc.  I finished Mom’s stuff and am taking a break before doing mine.  I puzzled over whether expenses incurred before death but paid after count as mom or her estate… noted the details so the accountant can do what’s right.   
When you were writing, I was playing!  Hubby was out getting breakfast, so I had fun with the silver bullet and tumblr and thoughts of John Henry and BOOM!  Hee hee… I wish you were here to warm me up… make me burn.  Mmm… I’d do the same for you!  
It is lovely when Hubby has a birthday and I get to tag along on his food adventures.  And he is unusually nice to me, noticing me in ways he does not most of the year. I get that treatment on Valentine’s, my birthday, his birthday and our anniversary.  Of course it’s a double-edged sword because it makes me aware he is capable of doing it, just…doesn’t the rest of the year.  *sigh
The beach is great for my birthday!  I try to get up to Gloucester to Lobsta Land for lobster, and find a beautiful ocean view at Good Harbor.  Or go down to Rhode Island to my favorite restaurant, The Boat House on Mount Hope Bay in Tiverton RI.   
Glad that you can do the gym thing if that’s what they say will help.  I went to a gym while I was unemployed for 4 months in 2003.  I lost 30 pounds but hated every moment of it.  Hope it isn’t like that for you! 
I have a button that says “Straight but not narrow!”  I am so glad you help people who need advocates and understanding and support.  That can make such a difference.  You would have smiled at the Oscars when several of the winners thanked their teachers!  No one ever thanks the office administrator.  Heh.
We’re headed out for sushi with another of Hubby’s lady friends and her beau.  She is a lot of fun – won big bucks on “Jeopardy!” a year ago and puts some of her winnings to good use doing social stuff with friends. 
Hugs with John Henry deep down my throat. 
-S
 
 

Basking

March 4, 2017 Saturday

From: Sassy
To: Brett
Date: Sat Mar 4, 2017 at 6:48 PM
Subject: Saturday memories
Hiya Brett!  
Hope you had a super Saturday and didn’t have to be outside much!  
I’m still basking in the afterglow.  Mmm…
Thought of you tonight – Hubby chose dinner at PF Chang for his birthday, at a table with a view of the Royal Sonesta.  What an amazing start we had there!   I was such a hussy and you made it totally worth it!  Those memories are keeping me warm this evening!!
Hugs with groping and slow kisses! 
-S
Sent from Yahoo Mail on Android


Love your letters

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March 4, 2017 Saturday
From: Sassy 
To: TimmyTim
Date: Sat, Mar 4, 2017 12:35 AM 
Subject: Re: Friday! 
Hiya T!  Hope you had a Happy Friday!  And stayed warm… I wore the wrong coat to work, was not prepared for the sudden shift in temperature!  Brrr…. 
What possessed you to go to the gym and overdo it?  Hope the pain goes away!  
No Gigi still waiting on the cord.  Silver bullet fills in nicely.  
Today was wacky…  had a new worker show up at 9:15 am.  First trans person that I know of that we’ve hired.  Nifty!  Then an hour with the boss, who as usual, loaded me down with four more projects on top of the 15 I told her about.  *sigh 
It’s been a lovely evening… quiet… Chinese food… thinking of you and smiling! 
Take care! 

-S
=====
From: TimmyTim
To: Sassy
Date: Sat Mar 4, 2017 at 6:23 PM
Re: Friday!
Sassy,
Have not forgotten you! Had to be with family today… one was having issues and needed my help, so no time alone. I will have more time to write tomorrow and we can start planning our next “date”.
Even though I did not write, I still love your letters! I will write tomorrow and I can’t wait to see you and hold you in my arms!
Hugs with a huge erection!
Take care,
T
Sent from Yahoo Mail for iPhone
=====
From: Sassy 
To: TimmyTim
Date: Sat, Mar 4, 2017 6:43 PM 
Re: Friday!
T!  Thanks for your note!  Sorry to hear a family member is having trouble.  Good that you can be there. Hope tomorrow is better. Sadly, I know way too much about people having bad days thanks to Hubby. 
Did you have to be outside?  I’m an experienced winter person, but today hit my “Nope nope noooo!’ threshold regarding being out.  
Today is Hubby’s birthday so I did my best to make it special.  I ordered steak & eggs and his favorite cream of wheat delivered for breakfast, took him to PF Chang and Mike’s Pastry, was patient and stayed out of the way while he scoped out a Dell tablet at Microcenter!  
Hoping for a quiet evening.  Oddly tired.  
Seeing you again sounds wonderful to me!  Anything I can do to make it easier and fun, let me know!  
Mwah!
Sent from Yahoo Mail on Android

Meet #15 Brett’s Back

March 3, 2017 Friday

From: Brett
To: Sassy
Date: Mar 3, 2017 at 8:00 AM
Re: Feeling better
Your theatre proclivities are showing.  Soon….
=====
Report #15 
The Northerner
3/3/17

I drove to work, tossed the car in the expensive outdoor parking lot, then had a frantic morning at work pushing to get done the minimum I needed to do before taking off around lunch time. I helped a new person fill out their forms, met with my boss for an hour, then finished the payroll and a few more little chores and I was out of there at 12:45 pm!

The parking lot was busy with people arriving and departing. I watched the attendant move my car, then block it in with another car! I decided to intervene at that moment. He handed me my keys and moved the car behind me. I inched out between a bunch of cars then paid and took off!

It always seems like I am headed way out of town, and in a way I am, but I pulled in to my favorite Chinese restaurant near the hotel at 1:35 pm. Whee! I got a table for one near the sushi bar – Brett was not able to make it but I had the time and couldn’t pass up a great lunch if I was out there.

I went up to the buffet, filled one plate with Chinese appetizers and tastes of entrees, then a second plate with sauces and a few pieces of sushi. There was no one at the other tables near me, so I could relax and eat and text on Kik with The Pup! He is so curious, asked me lots of questions about what I’ve done and planned to do and made suggestions about things to try with Brett. It made the time fly! I went back to the buffet to grab a few more of my favorites, and a little scoop of ginger ice cream. I paid the bill and took off to the hotel. I arrived just before 2:30 pm.

There was no one in the lobby! They let me check in early and it didn’t take long. They gave me a chocolate chip cookie and two bottles of water! I then turned to the bar area and Brett was walking toward me! He makes it so easy!

He put his hand on my back and we smiled at each other. I handed him the map and keys to the room. I groped his backside… amazingly sexy dress pants! He winked at me. We strolled down one hallway and up another until we found Room #2030. He opened the door and I went in to see the usual king size bed. I took a big drink of water while he took of his leather bomber jacket. I smiled at him. He smiled back. It was so good to be alone with him!

He wrapped his arms around me from behind and nuzzled my neck. It felt so wonderful to be in his arms, and feel his breath on my skin and his body pressed against my back. He was hard, pressed against my ass. Mmm…

He kissed my neck then raised his hands to my chest. He sighed when he got his hands full of my boobs and whispered about how he dreams of them! He turned to kiss me. We merged together, tongues swirling, but I was too tall… had to take off my shoes! I pulled away and sat on the ottoman to get my shoes and socks off. He took off his shoes, shirt and pants, then sat behind me on the chair and kissed my neck and played with my boobs some more. I grabbed the water bottle for another drink… it was quite dry in that room. When I turned back, he helped me take off my shirt, then played with my chest and bra, finally dispensing with it. He pressed his body against my naked back… he had taken off his underwear! There was skin! Mmmm…

He finally let me stand and helped me take off my jeans and panties. He led me over to the bed and tossed back the comforter and sheet. I sprawled across the middle of the bed. I turned on my side and he joined me, facing me, stretching out so we could have a naked full-length hug.

Aaaahhhh….

There was a little more kissing, then he moved down to suck on my left nipple. He squeezed the breast and twisted a little… that feels amazing! I played with my right nipple and messed up his hair with my other hand. I let the feelings flow over me as he sucked and massaged my chest. He ran his fingers down my torso, then buried them in my slit and found my most sensitive spot to tease. Oh yes.

I squirmed and shook as he did his magic on my clit. He is quite good at that! He reached over to the nightstand to grab a condom, slid it on and pulled up my legs and was inside me so quickly! He had done a good job getting me wet! He slid in and out, going deeper each time. We looked into each other’s eyes, then he closed his eyes and concentrated. He leaned against me and I wasn’t sure my lunch would stay down, but right when I considered saying something, he asked if we could switch to doggy!

I rolled over and went up on all fours, and he was inside me again! He went very deep and moaned, then started to move faster and faster. He said he couldn’t wait and came hard inside me! Wow! He held my ass and stroked it as he faded, then collapsed next to me.

He offered me a pillow but I put my cheek on his shoulder and cuddled up next to him. I looked at the alarm clock – it was 3:34 pm. He relaxed and rested. He took a tissue from the nightstand, rolled off the condom and set it back on the nightstand.

He stroked my arm, my hip, my tummy. He is so good at making physical contact, remembering how deprived I am. I returned the favor…stroking, patting gently. He dozed for awhile. I listened to him breathe and stared at the ceiling.

After awhile, I put my hand down to play with his cock, see if I could get round 2 going. But he was completely flaccid and didn’t stir so I went back to staring at the ceiling. I turned so we could spoon and I could get even closer. I pulled to covers over us and he made a nice sound.

Finally he whispered in my ear, “So… how are you liking the Trump presidency so far?” Ugh. I chuckled and told him we’d better not talk about it. He said he was not happy but figured the other candidate would not have been doing what he wanted either. I knew better than to reply to that.

I asked how his family was and he told me stories about what had happened since Christmas. I told him about Hubby breaking his leg, which had curtailed our doing much. We talked about the Super Bowl and the Oscars. I told him about the one movie I had seen that was nominated for Best Picture – Hidden Figures. We talked about our work, ranted about my boss a little and he told me a new coworker who was making work harder. I told him about the seemingly never-ending process of taking care of paperwork for my mother’s estate.

I looked at the clock – it was 5 pm. I asked him what time he had to go, and he sighed and replied, “Not yet!” He kissed my shoulder and pulled my leg over his hip. He put a finger on my clit… very politely checking my wetness, then put on another condom and was inside me! I was lying flat on him at the waist and he moved in and out from underneath. He could play with my clit, squeeze my breast and kiss me now and then. Such a great position! He took a leisurely pace, then I began to tremble and he sped up and was coming again. He moaned so sweetly!

He hugged me and told me I am so good for him… get him so excited and then let him relax and he enjoys our time together!

He said he had to go and hopped up to head to the shower. I followed up, groping his cute ass then using the toilet as he showered. I adore sharing a bathroom with a man!

I hurried to get dressed and be ready to leave with him. He gave me $100 to cover the room. I left $20 for the maid. The room was only $85 today so I came out pretty close to even!

I kissed him one last time, then we made our way back to lobby and out to the parking lot. He split off toward his car and I said a serious, “Thank you very much!” He replied, “And thank YOU!” and was gone.

I checked my phone, texted Hubby to tell him I was on my way. I looked at the traffic on the highways and decided to take the backroads home. It was an easy drive. I noticed that it was still light at 6 pm! The worst of the long dark days are over! I listened to the radio news and rolled along home with ease, smiling and satisfied.

=====

From: Sassy
To: Brett
Date: Fri Mar 3, 2017 at 9:29 PM
Subject: Feeling fine
Hiya Brett!
I made it home easily, stuck to the back roads.  Hope the same for you. 
Today was magical… again.  Thank you ever so much for each moment!  I will treasure them.  And pull them out when I get out a toy to get me over the edge!  Mwah! 
-S


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Hugs with toys

March 3, 2017 Friday

From: TimmyTim
To: Sassy
Date: Fri Mar 3, 2017 at 6:02 AM
Subject: Friday!

Sassy,
It’s Friday! You made it, once you are up, it’s just a downhill slide to the weekend!
Worked out yesterday for the first time in the 21 century, and I am in pain and over slept! So I will write more after workl! So much to talk about!
Can I pull a rabbit out of your hat! Is John Henry’s friend Gigi going yet?!
Hugs with toys!
Take care,
T
Sent from Yahoo Mail for iPhone
=====
From: Sassy
To: TimmyTim
Date: Fri Mar 3, 2017 at 10:35 PM
Re: Friday!
Hiya T!  Hope you had a Happy Friday!  And stayed warm… I was not prepared for the sudden shift in temperature!  Brrr…. 
What possessed you to go to the gym and overdo it?  Hope the pain goes away!  
No Gigi – still waiting on the cord.  Silver bullet fills in nicely.  
Today was wacky…  had a new worker show up at 9:15 am.  First trans person that I know of that we’ve hired.  Nifty!  Then an hour with the boss, who as usual, loaded me down with four more projects on top of the 15 I told her about.  *sigh 
It’s been a lovely evening… quiet… Chinese food… thinking of you and smiling! 
Take care! 
-S


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