Monthly Archives: November 2014

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Sassy’s new bra and more

Monday, November 18, 2013
         
10:09am Phil
Good morning! Have a great week!

[photo of him coming out of the gym, with chin stubble]
10:24am Phil 
[photo of him just out of the shower]
3:22pm
Happy Monday!  Wow!  Look at that stubble!  SEXAY!  I can’t help but wonder how that would feel between my legs.  mmmm…. What’s new today?

3:45pm Phil 

Probably be scratchy, the tongue not so much.

Got another job offer, and lined up two more interviews next week.

Going well! I’d like to do DC for two or three years, and then shift to Fla. go to Mardi Gras and Flash my chest

       
3:47pm
That’s the fun part of this new part of your life.  You get to decide when you move!

Tongue?  Swoon.

7:02pm

Beignets — at Highland Kitchen.

10:40pm

You watching football? 
11:20pm Phil
Yeah! Loving it! Great game

Ha ha ha, this is great! Yes!

Bah Fucking Receiver

Geez, I can’t stand that QB but what a freaking competitor

He drives me crazy
         

11:35pm Phil
What a game, loved it
         
11:38pm
: )     
11:54pm
New dark blue bra

  
11:59pm Phil
I like it, like what’s under it better
         
12:02am
Rascal.
it’s cotton…smooth…
you could feel my reactions thru it…before you see what’s under it!

12:03am Phil

Like to shove this between them
[photo of his gorgeous cock]
12:04am
You always have the best ideas!
Let me get it nice and wet first?
       
12:05am Phil
Oh yeah, you could swallow it or take it deep and hard
Or both

12:06am

Mmmm… lick… suck… swallow… first.  then ride you?

12:07am Phil
Mmm, I do love that tight pussy

Loved yanking your pants down and shoving my tongue inside you when you got to Washington that first time. Set the tone for the visit

12:10am
I adored that.  Hottest moment of my life!
         
12:11am Phil
It was such fun and I knew you weren’t expecting that. That’s what we should have done at your house after camp, foolish to waste that opportunity as teenagers
12:12am
Was actually thinking of that tonight… watching p0rn and the guy was munching on the woman… very similar style to you!
       
12:12am Phil
Ahhhh, I have much to learn but I’m enthusiastic
Got lots of energy too
Loved going out to eat with your pussy wet
Been in your mouth and pussy. Got a few places left
Just saying

12:16am
Yes please!  I’ve learned a lot… hope it makes you soar.

12:17am Phil
Hand job under the table, tit fuck, love to gently pound your ass and have you return the favor

Still remember licking my fingers in the school bus. Yummy!

12:18am

We can make all those fantasies real…
       
12:18am Phil
I’m game
         
12:19am
I want to test your stamina.

12:20am Phil
I have lots of stamina,
Love to see what you’ve learned
       
12:21am
Learned a lot about blow jobs.
       
12:21am Phil
You already knew how to take a cock down your throat, hot as hell
Can’t wait to experience what you learned

12:22am
Not just sucking… licking… blowing… touching… looking into your eyes.

12:23am Phil

All important. I want you to look at me as you suck and lick and stroke my cock.

I want to cum between your tits, on your face, in your mouth, in your pussy and in your ass, think that covers it, maybe in your hand

       
12:27am
I definitely want to see you cum.  Still haven’t seen that ever… feel it on my skin… watch it spurt spurt spurt!
        
12:27am Phil
Mmmm,
I like that
I like to eat you while you chat,
Get that pussy so wet
    
12:29am
You stroking?

12:30am Phil

Oh fuck yeah

12:31am Phil

[photo of him lying on the bed with his cock in his hand]
12:31am
I am so wet… dripping.
You get to me every damn time!
       
12:32am Phil
Love it
Like to be licking that up

12:32am
I want to be right there… between your legs, your hands in my hair, my mouth on you!

12:33am Phil
Mmmmm suck my cock

12:34am
Here’s something for you to suck

[photo of my left nipple in my hand]
12:34am Phil
Rub that wet pussy
Mmmmm, love to be sucking that nipple
Rub your juices on it make it glisten

12:36am
Bite it… twist it… mmmm

12:36am Phil

Oh yeah
Rub that pussy baby
Get it ready for my cock
       
12:38am
It… itches… tingles… aches for you.
        
12:39am Phil
Show me baby            
12:41am
I’m going to put it right in your face!
Move back and forth over that beard…

12:41am Phil

Mmmmm yeah, rub it in my face

12:43am

Mmmm… slide over that face…
then slide over your gorgeous cock… back and forth… teasing, tantalizing…
then I’m going to bounce until my cunt is full of it!
12:45am Phil
[photo of his hand with a white sticky substance on his fingers]
Mmmmmm

12:47am

Oh my dear man… I want to lick that!  Rawr…

12:48am Phil
What a nice end to a day

12:48am

Agreed.  Sleep well sweet man!
It is so fun playing with you!
12:49am Phil
Fun playing with you too!

12:49am

[a hot black and white photo of a couple having sex doggie style]
12:50am Phil
Nice

12:51am
G’night kid.  Hope you have sexy dreams.

1:02am Phil
Nite Sass

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NH Moon Rising

November 17, 2013 Sunday
From: Sassy
To: NH Man
Sent: Sunday, Nov 17, 2013, at 12:25 PM
Subject: Connection 
Hiya Tom!  Thanks for your email address.  This is so much better than the strange AM interface. 
You are intriguing me… so many things you wrote stuck a positive note with me! A text to make your day?  I’d like to be the one to do that.  I like knowing about your life, sharing mine, sending smiles and salacious suggestions!  Visiting me, the beach, nights, weekends, Fridays… Yes!  I work 9-5, but get lots of time off, and I can do nights or weekends easily.  I know your “real life” comes first, but if there a little time for fun, food and passion… let’s take a chance.  
I go by Sassy.  That’s the fun part of me!  
-S
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From: NH Man
To: Sassy
Sent: Sunday, Nov 17, 2013, at 12:33 PM
Subject: re: Connection 
Ok Sassy it is. I am pleased that you are intrigued and that I’ve struck a chord with you. You have with me also. You seem like a “make lemonade with lemons” kind of person. We should try to meet before we get all caught up in the holiday chaos. Feel free to write any time. Yahoo is on my phone so it easily accessible for me. Where would you like to meet? Can’t wait to start working on that list!!!
Sent from my iPhone
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From: NH Man
To: Sassy
Sent: Sunday, Nov 17, 2013, at 1:08 PM
Subject: My little beach near sunset

[This is not the photo he sent but a similar one]
Rye NH Full Moon Rising Over the Ocean 
By Jay McGillicuddy
http://www.nhviewfinders.com/tag/full-moon-in-nh/
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From: Sassy 
To: NH Man
Sent: Sunday, November 17, 2013 2:43 PM
Subject: Re: Connection
Hiya Tom, 
Oh my!  What a beautiful beach photo!  Thank you for sharing.  I want to pull a “Mary Poppins” and step right into that scene.  There is something about the waves and the sand that restores my soul.  I often escape to Gloucester to stroll on Good Harbor Beach or Wingaersheek, then eat lobster.  🙂 
Were you raised in MA?  I started life in upstate NY but came here for school and never left.  I have traveled a lot but am never tempted to move anywhere else!  
I’m sorry to say I’ve had some bad experiences meeting AM men, so it makes me a little slow in agreeing to meet.  Let me poke around in your head for a day or two first?  I’ve run into everything – doms, subs, men who wanted to hear me um… in the bathroom, and even a man wearing ladies underwear!  More power to them, just… not my scene.  I’m not vanilla. Let’s say… butter pecan!  Whatever… just not into a lot of kink.  
Since you were so kind to share photos, here is one of me.  It’s from 2012 but I look almost the same except my hair is much longer.  After I lost it all to cancer, I have the urge never to cut it again!  
-S
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From: NH Man
To: Sassy
Sent: Sunday, Nov 17, 2013, at 8:15 PM
Subject: Re: Connection
Hi Sassy,
That beach is across the street from the house I’m renting.  Very quiet there because it is mostly private parking.  There is public access but most people go to further north instead.  I love Good Harbor Beach.  Have spent some wonderful days and nights there.
I did grow up in MA.  I had a Vespa scooter when I was 15 and would often ride into Boston and Cambridge with my buddy.  Spent my wayward youth in the Kenmore area.  Knew lots of student nurses hospitals in the area.  It was a great place to grow up in the 70’s.  Lots of clubs and fun.  I left to go to college and ended up living in New Hampshire on the Seacoast.  It is a great place to be.  I love to visit Boston but not sure I could put up with constant stream of traffic and people.  I like in small doses.
I have met some nice people at AM and a couple of losers too.  There do seem to be lots of people here with too much baggage.  We all have baggage to carry but some don’t seem to be able to leave some of the excess baggage behind.  I do try to remain upbeat.  I am a very regular guy so you need not worry too much about me chaining you up in the bathroom- unless you really wanted me to.  But you have to talk me into it.  Butter Pecan is fine with me.  I have my little kinks to but nothing too over the top.  I try not to be judgmental about what people are into but of course I have limits that I can’t cross.  I think sex is more mental than physical if you are doing it right.  You can poke around my head all you need to.  You may hear a little bit of an echo at times…
Thanks for sharing also.  Feel free to share more!
Take care,
Tom
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Three mgs and two pix

November 16, 2013 Saturday
I woke up to THREE messages from the NH Man!  And the key to his photos.  I was a good girl – I read his messages first. 
===============
Date:  Nov 16th – 1:29am
From:  biker2013
Message:
Hi Sassy, I started to reply this morning from my phone but the AM mobile app is kind of klunky. I will try again now from my laptop…. The nicest woman ever… what else could I want???? I am happy to hear that you are healthy and whole after your ordeal. I can’t even imagine how difficult your treatment was. Stay well. I would love to come down to see you. We could meet for coffee or whatever. What kind of availability do you have? I work during most week days but usually have Fridays off. I have availability on evenings and weekends. I plan on retiring this summer which opens up lots of free time for me. Wifey lives in Boston most of the time but comes up to NH on some weekends. I come down to see her from time to time. My daughter and her children live with me so hosting here is not an option but I do have a beach condo which is nice and quiet for private getaways…. and strolls on the beach. My email is [redacted]@yahoo.com which works better for me on my phone than AM site so feel free to contact me there. Or we could use text on the phones. I look forward to getting texts. They are like nice little surprises to brighten our day. You seek a confidant. I love that. It sounds so classy. It is nice to have a confidant. I am a good listener and you will not find me to be judgmental so you can feel at ease to confide in me. Time to get to bed now. BTW what is your first name? Take care, Tom
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Date:  Nov 16th – 1:36am
From:  biker2013
Message:
LOL so much for no typos- confidante. My eyes are even worse than my spelling. Oh well, we all have some flaws 😉
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Date:  Nov 16th – 9:34am
From:  biker2013
Message:
Good morning Sassie, I suppose what I am looking for most is a really great friend friend. A really great friend who is tall and cuddly and open to passionate sex is even better. We all need enough cuddling and skin to skin time to keep us on an even keel. The sex part for me is the icing on the cake. It can’t always be the main goal. Sometimes just a text or phone call is enough to really brighten my day! However, if you happened to call and say “Please come right down and ravish me…. I really need it” of course that would make my day too. Have a good day Tom
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Interesting…. writes well.  Nice sense of humor.  I want what he wants and I like how he describes it.  Sounds down-to-earth. 
So I click open his photos.  There’s the web cam shot of his face, taken with him sitting peering into the computer.  He has white hair (Hair!) and a white beard.  A nice face.  Then there’s one of him on his motorcycle.  Hmm…. they scare me.  He should find someone who wants to ride with him.  But it is November, so with any luck, I won’t have to face that until April!   He looks good in a leather jacket and jeans… has a nice body… burly.  Yum.  
But still… do I want to go through all this again?  I decided to think about it.  Go off to Mom’s for lunch.  Look at his messages and photos again later… then decide.  I feel a little evil making him wait but… I need a little time.
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Pasta and lobsta

Saturday, November 16, 2013
1:05 pm
Seafood enchiladas with Mom — at Ixtapa Mexican Restaurant & Cantina.

11:28pm Phil

Linguini with lobster
11:28pm
Photo?
11:29pm Phil

[photo of beautiful plate of pasta and lobsta]
[photo of downtown]

11:30pm
Drool
Play good?
11:42pm Phil
It was awesome! Scrooge was so good!

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Truck Massage Threesome

Friday, November 15, 2013
From: Mr Truck
To: Sassy
Sent: Friday, November 15, 2013 10:33 AM
Subject: Moments
Morning hot stuff:
13 minutes
Thought you might find this interesting. The guy has a great body and is VERY turned on and horny, dominating the young girl with his instructions. She’s kind of passive and at first not really expressing pleasure. She has a perfect set of young tits and exquisite nipples (that I’d actually like to see with 10 years sag on them). I absolutely LOVE her delicious cunt queefs, you don’t hear that in porn anymore, it’s so hot.  She takes his load like it’s a rude squirt on her mouth, which is kind of hot in itself. Not a great clip but has its moments
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From: Sassy
To: Mr Truck
Sent: Friday, November 15, 2013 12:41 PM
Subject: Re: Moments
Good morning sexy! 
Thanks!  I’ll take a look when I get home.  You are so good to send me sexy things to watch!  I’ve been meaning to write… spent Wednesday watching porn and found one I want to share with you:
Gentle threesome on a massage table
15 minutes
Enjoy!
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From: Mr Truck
To: Sassy
Sent: Friday, November 15, 2013 3:23 PM
Subject: Re: Moments

WOWOW! Some VERY high quality stuff! That massage video, amazingly sensual. Love the oil massage on her cute little feet. And was very (and pleasantly) surprised at the cream pie finish. Loved that you watched porn all day, you and I were made for each other!
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No rules

Friday, November 15, 2013
1:50pm
I can’t imagine you doing nothing.  But it must be great to choose what you do!  Can you be out of uniform from now on?  Grow you hair?  or a beard?
4:51pm Phil
I’m not doing nothing, but am enjoying doing what I like. Spent the morning on the beach with the pups picking up sea glass. No uniform, no shave, no rules

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A NH man writes!

November 14, 2013

So… I’m twitchy.  It’s been over two months since my meet with The Lawyer in early September.  And I am getting really twitchy.   Sure, I’ve kept busy with some delightful men online and a couple of delicious blow jobs in my car, but damn it – I need more!

I am doubting whether I can find what I want on Ashley Madison… so far I’ve had 14 first meets, and one second meet a year later!  And a bunch of email kings.  Guilt kings.  Doms, subs, the guy in ladies underwear, and the one who wanted to listen to me take a shit!  Whee!  And I haven’t heard from anyone lately anyway.  I need to do something different but I don’t know what.   Where can I find a man to have sex with long-term??

So of course, after weeks of silence on AM, I got a short note on a Thursday afternoon.  I read it on my phone during a late lunch.

Date:  Nov 14th – 2:10pm
From:  biker2013
Message:
Hello Sassy! Interested in the “finding what’s missing” part you talked about. The search is half the fun but I will know what’s missing when I find it. Interested in searching together? You might like it. I’m a cuddly touchy feelee kinda guy. No stress or drama from me. Just FWB but the friend part is imortant to me. Take care, Tom
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Hunh… another guy named Tom.  Not a free wink or a favorite… a real message!  And he read my profile – quoted from it.  A couple of typos.  What does “biker” mean?  Trail bike?  Motorcycle?

But it’s enough to make me go look at his profile.  If he spent money, I should at least read his profile. 

  • He says 59… probably 62 or so.  Whatever.  Fine. 
  • He’s says New Hampshire.  Hunh.  I haven’t met an AM man from there.  And along the seacoast!  Nice.  It’s not that far from Boston.  Maybe an hour?  
  • 6″ 240 pounds.  “Full sized.”  Sounds great! 
  • Limits: Anything Goes.  Okay… much better than all those “Undecided” dudes. 
  • He clicked 6 checkboxes.  None of them about sex.   No text.  Huh.  Well… as Riff Dog would say, “Nothing to object to!” 
It certainly made me curious to learn more.  I thought about him all afternoon, then wrote him back just before I left work.  

=========
Date:  Nov 14th – 5:02pm
From:  Sassy
Message:
Hiya Tom! How are you this fine evening? Thanks for your message!  I’d adore exploring with you. I’ve been told I’m the nicest woman ever, a great communicator, very discreet, no drama… looking for fun and passion and a confidante. Is that you? If you’re ready to hug a big, tall woman, here I am! Would you pop down here to see me? I’m an office manager. I help run a community project in my spare time.  I’ve been married 17 years, no kids, two cats. We’re great friends, but no sex for years, so cuddly sounds really good to me. I beat cancer two years ago. I’m whole and healthy now, but want to live life to the fullest! What else can I tell you that would make you want to join in the fun? Tell me more about you? What sort of fun do you have in mind? Let’s figure out if we can find something great together. -Sassy
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Date:  Nov 14th – 5:09pm
From:  biker2013
Message:
Thanks for writing back. On the road now will get back to you over the weekend. Interested in getting to know you soon.
==========
He wrote right back!  I adore that!  Yay!  I was riding in the car when it arrived… read it sitting at a stoplight while Hubby talked about what to pick up for supper.

But he doesn’t have time to reply properly?  What? Why did you message me if you’re on the road?  I am hot to trot and…. grrr… now I have to wait until the weekend?!  Ugh.  I decided this called for a polite answer and nothing more.  Harrumph.

==========

Date:  Nov 14th – 5:53pm
From:  Sassy
Message:
Great! Safe travels!

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Your hands on me

Wednesday, November 13, 2013
From: Sassy 
To: The Lawyer
Sent: Wednesday, November 13, 2013 1:49 PM
Subject: Re: Monday musing
Amazing how one sentence from you sends my mind racing off to a beautiful place with your hands on me… and more!  Hope you’re having a wonderful Wednesday!  
=============
From: The Lawyer
To: Sassy 
Sent: Wednesday, November 13, 2013 11:38 PM
Subject: Re: Monday musing

would be wonderful– we need to make it happen!!