Good instincts

Thursday, August 29, 2013
7:29am
Good morning kid! Off to run the last day of the big conference!   Remember how hot you made it 3 yrs ago?!  Have a productive Thursday!
9:08am
Oh… the nice guy I saw twice last week?  Told me yesterday he’s a submissive… asked me to “Clamp me, milk me, spank me, gag me, restrain me, control my orgasms, make me your bitch.”  Yeah?  No.  I said that’s not my kink and wished him best of luck finding the domme of his dreams.  *sigh 
Onward and upward!
12:33pm Phil
Yuck! WTF!  To each their own I guess but Yuck!
1:10pm
Strange thing is… I knew he had a secret, just not what.  He was going slow, checking me out before telling me… I’ve seen it before.  People said I was being cynical but after almost a year of dating online, my instincts are great.  Good thing I asked!
2:51pm Phil
No lie, my people instincts are fairly good I think.  I’ve had a few major misses though and in every case it was right there, I saw it but just didn’t want to see it. Good skill to have.

Glider’s Kink

Wednesday, August 28, 2013

From: Glider
To: Sassy
Sent: Wednesday, August 28, 2013 6:06 AM
Subject: Re: Tuesday tunes
And what does that look tell you? I’ll answer. You make me feel very submissive. Thinking about the wicked things you could do to me – clamp me, milk me, spank me, gag me, restrain me, control my orgasms, make me your bitch.
==========
From: Sassy
To: Glider
Sent: Wed, Aug 28, 2013 1:03 PM
Subject: Wednesday wistful
Hiya G!  Well, well well… I was wondering what your secret was.  Sadly, I can’t help you.  You are so hot you tempt me to try, but it is not my thing. I tried with a couple fellas – I don’t have it in me. I wish I knew someone local to help you out. *sigh 
Thank you for answering my questions, for being open with me.  Also, thank you very very much for the kisses and dirty talk.  You are the best kisser!  
Here are two parting gifts: 
1) a hot blog written by Susie, a pal of mine in Canada who is exploring her domme side.  
2) her super hot kinky tumblr full
http://princessstiletto.tumblr.com/
Enjoy!  Best of luck finding the domme of your dreams. 
 -S
==========

From: Glider
To: Sassy
Sent: Wednesday, August 28, 2013 1:38 PM
Re: Wednesday wistful

Thank you for the kind words.  Best of luck to you.

Pinched

Tuesday, August 27, 2013

From: Sassy 
To: Glider
Sent: Tuesday, August 27, 2013 7:34 AM
Subject: Tuesday tunes
I’m off to work early again, still thinking of you.  Have a great Tuesday! 
=======
From: Sassy
To: Glider
Sent: Tue, Aug 27, 2013 8:23 PM
Subject: re: Tuesday tunes
Hiya G!  You surviving?  I got thru Day 4… just…  everything aches!  Took a nap, still worn out.  Ah well… two more days!  Thinking of the look on your face when I pinched your nipple… mmm
-S

Memories get me through

Monday, August 26, 2013

From: Sassy 

To: Glider
Sent: Monday, August 26, 2013 12:22 PM
Subject: Monday memories
Hiya!  Work is nuts but I wanted to take a moment and 
tell you how fun yesterday was… those memories are 
getting me through all the crap today.   
I wish I wasn’t here… I wish… you know… anywhere with you!
Hope you’re having a marvelous Monday!
========
From: Glider
To: Sassy
Sent: Aug 26, 2013 3:58 PM 
Re: Monday memories

Long busy day as well but getting through

How is the sausage?

Sunday, August 25, 2013 
From: Gilder 
To: Sassy
Sent: Sunday, August 25, 2013 12:23 PM
Subject: Sausage
How is the sausage?
=========
From: Sassy 
To: Glider
Sent: Sunday, August 25, 2013 1:22 PM
Subject: re: Sausage
Superb.  Looked something like this.  It reminds me of you!  
Thanks again for a lovely morning.  If there was an Oscar for dirty talking, you’d win.  
========
From: Gilder 
To: Sassy
Sent: Sunday, August 25, 2013 1:31 PM
Subject: re:Sausage
Thanks for the trophy
========
From: Sassy 
To: Glider
Sent: Sunday, August 25, 2013 1:51 PM
Subject: re: Sausage
I can still smell you on my skin… swoon
========
From: Gilder 
To: Sassy
Sent: Sunday, August 25, 2013 2:19 PM
Subject: re:Sausage
I can still smell you on my fingers
==========
From: Sassy 
To: Glider
Sent: Sunday, August 25, 2013 3:03 PM
Subject: re: Sausage
If you were hoping to make me want you… it worked.  I am a huge bundle of want!  
========
From: Gilder 
To: Sassy
Sent: Sunday, August 25, 2013 3:26 PM
Subject: re:Sausage
Wait until I really start trying
=========
From: Sassy 
To: Glider
Sent: Sunday, August 25, 2013 3:45 PM
Subject: re: Sausage
What will make that happen?  
===========
From: Gilder 
To: Sassy
Sent: Sunday, August 25, 2013 5:00 PM
Subject: re:Sausage
Slip a cock ring on me

Kissing, Dirty Talk

Sunday, August 25, 2013
7:45 am
I got up and started my ablutions – face washed, teeth brushed, shower, legs shaved!  
=======
From: Glider 
To: Sassy
Sent; Aug 25, 2013 7:54 AM
Re: Training
Confirmed
===========
From: Sassy
To: Glider
Sent; Aug 25, 2013 8:00 AM
Re: Training
Yay!  *bounce bounce*
============
From: Glider
To: Sassy
Sent: Sunday, August 25, 2013 8:05 AM
Subject: Re: Training
Pucker up
========
From: Sassy
To: Glider
Sent; Aug 25, 2013 8:00 AM
Re: Training
You wanna kiss? 
=========
From: Glider
To: Sassy
Sent: Sunday, August 25, 2013 9:25 AM
Subject: Re: Training
Oh yes
========
From: Sassy
To: Glider
Sent; Aug 25, 2013 9:30 AM
Re: Training
See some skin?  
=========
From: Glider
To: Sassy
Sent: Sunday, August 25, 2013 9:31 AM
Subject: Re: Training
Mmmmmm
============
From: Sassy
To: Glider
Sent; Aug 25, 2013 9:40 AM
Re: Training
Here’s one of my all-time favorite kisses… great way to start the day.  With GROPING!
-S
=======
From: Glider
To: Sassy
Sent: Sunday, August 25, 2013 9:41 AM
Subject: Re: Training
Great start to the day
========
From: Sassy
To: Glider
Sent; Aug 25, 2013 9:42 AM
Re: Training
Leaving now… 
=======
From: Glider
To: Sassy
Sent: Sunday, August 25, 2013 9:44 AM
Subject: Re: Training
Ok
=======

From: Sassy
To: Glider
Sent; Aug 25, 2013 9:51 AM
Re: Training
Blue dodge grand caravan – look for it
========
From: Glider
To: Sassy
Sent: Sunday, August 25, 2013 9:54 AM
Subject: Re: Training
Will do
=========
If brevity is the soul of wit, he is the wittiest guy ever! 
So 7 emails later with teasing and details about my car and a sexy gif… I was out the door in my black dress with the white polka dots that unbuttons all the way down the front, a black bra, white panties with black polka dots, and black clogs driving my car driving west for meet #2 with Glider! 
10:30 am 
I got to the meeting place early, drove around looking for the perfect spot.  I parked aways from the restaurant, near some workers’ cars.  
10:40 am 
He pulled in one space over in the next row of spaces in a mostly empty lot.  He got in my car and I stared at him.  He is so gorgeous!  I thought my mind was playing tricks on me, making me think he looks like George Clooney, but he really does!  And do I dare say it?  Better, because of his blue eyes!  Just looking at this man drives me wild! 
George Clooney
I offered to sit with him in the back seat but he chose the front.  I told him I’d found a better spot in the parking lot next door, asked if it would be okay to drive him over there.  He said sure and we made our way over to the tree-lined back corner of the TGI Friday’s lot next to their storage container.  
He smiled at me and winked, then pulled me in for a kiss.  It went on and on… and on.  Yum.  I put my hand on his face, rubbed around to the back of his neck, felt the hair on his back.  He has very fine white hair back and front, nice to play in!  
He had on a cream cotton casual button-down shirt and khaki shorts with Teva sandals.  I played with his left nipple… he is very sensitive there, gets this look of ecstasy whenever I go anywhere near there.  I unbuttoned his shirt, tweaked the nipple with my finger.  I licked my finger and swirled the moisture around his bud.  He moaned.  I pressed and he said pinch it.  I did.  His eyes rolled back.  Twist it.  I did.  Pull it.  I did.  I leaned over and took it in my mouth, sucking loudly.  Bite it.  I did, sucking and biting until his hips popped toward me.  I asked if he’d tried clamps, he nodded, unsure of my reaction by smiling when I smiled and winked in response.  
We talked about vibrators and masturbation sleeves and cock rings and prostate massage and rimming.  He said I am a wild cat.  I said he could get behind me and spank me a couple of times for being so bad before he grabbed my hips to pull me onto his gorgeous cock.  
He pulled me up for another long kiss.  When he took a breath, I asked him to put his fingers in my hair, make a fist, and pull.  He complied perfectly, twisting my head and yanking my arm while he devoured my lips.  He had not shaved in a couple of days and the stubble felt amazing on my face.  
I asked if he had always been in Massachusetts – he shook his head.  I asked where before that?  He said upstate NY.  I smiled and said me too.  I asked where?  near Syracuse.  I told him about my town and we smiled. 
We talked about what we might do some day soon… alone in a bed in a room… undressing each other until we’re naked… lots of skin, more kissing, more touching, more dirty talk.  
I took his hand and placed it on my breast.  I unbuttoned the top two buttons of my dress, and he said, ‘Mmm… black is so sexy,” then plunged his finger into my cleavage, sliding slowly in and out.  “Going to put my cock there,”  he whispered.  I smiled.  I slipped my bra strap off so he could take my breast out of my bra.  He made a very appreciative gasp.  Then even deeper when he could see my nipple.  He sat back in his seat, stunned.  
“I told you I had the breasts thing going on,” I teased him.  He smiled over at me.  “Dream come true,” he whispered and leaned in to kiss me again.  
I ran my hand up under his shorts, asked if he’d worn them on purpose to give me access, “Nah… it’s summer,” he said but with an evil smile.  I finally found his cock with my finger and he gave me the hottest look.  It was hard and felt nice but I couldn’t get much leverage, petted it with my index finger.   I asked if I could lean over and suck it.  He gasped, looked around and replied “Not today… soon.  People starting to park too close.”  So I sucked on my finger, made loud slurping noises while he stared and smiled. 
I took his hand and put it on my knee.  He gathered up my dress until he was touching my skin above the knee.  “So soft… so white,” he sighed.  He trailed upwards, teasing with his finger along the side of my panties, crossing to the other side with a slight press in the middle that sent me spiraling upward.   
He began a delicious patter about what he would do… not today… soon… he was going to touch my swollen lips then slip a finger inside… then two fingers.. my eyes widened and so did his… then he rubbed his thumb and forefinger together in front of my face and said, “When I find your clit?  This.”  and I smiled.  He smiled an evil smile.  
“Do it now,” I begged.  “Please… help me cum,” I requested.  
“Soon… but not today,” he teased, pressing on my slit.  I squirmed and he slapped once.  
“Please… [his name]… slide your fingers under… touch me,” I asked.  He did it for about 3 seconds, then settled back into his seat.  Damn.  What does this mean?  I suppose when he writes, “Kissing, dirty talk” that is what he’ll do.  But it makes me wonder why he is going so slowly.  
I asked him what he wanted next.  He said he had to leave soon.  He asked if I would play when I got home.  He said he’d like to watch that someday.  I asked if he was going to play, and told him I’d like to watch that.  Maybe he should call me, let me listen.  He told me I was so hot emailing him about phone sex.  He recited the steps I had listed to prep…  Get yourself alone.. NAKED… tune up your vocal chords, flex that hand, grab your lube of choice and dial!  
He rolled his eyes and said “You are a very bad girl. And a very good kisser!”  
I said, “There is something about the word ‘lube’ eh?”  He grinned.  He kissed me again, pulled my hair again.  He said he really had to go.  I drove him back to his car.  He kissed me once more, said he wanted to hear me say, “Fuck me.  Fuck me now.”  
I smiled and replied,”…. soon!”  
I told him to be careful, not act too happy when he got home, or too skittish.  He joked about his wife asking him what he’d been up to while she was out, “WHY?  UH…NOTHING!” heh.  I told him about the three rules for extramarital relations… he nodded and said they made sense.  
12 noon 
He pecked me on the cheek and hopped out of the car.  I got out of the car and strolled toward Olive Garden.  
“Where are you going?” he asked. 
“To get sausages,” I answered.  
“Where?” he asked, puzzled. 
“In there…,” I replied, pointing to the Olive Garden restaurant.  
“For real?” He asked, chuckling.  
“Yup,” I answered.  “Gotta take something more than memories home.”  
He laughed and got into his car.  He drove past me and whistled.  I didn’t look back, just strutted my stuff into the restaurant and ordered sausages. 

Planning Meet #2 with Glider

Saturday, August 24, 2013
From: Glider
To: Sassy
Sent: Saturday, Aug 24, 2013 6:49 AM 
Re: Training
When can we kiss again?
==========
From: Sassy
To: Glider
Sent: Saturday, Aug 24, 2013 8:15 AM 
Re: Training
Hiya Hot Stuff! 
More kissing?  I have been wondering, wanting to know when… your blue eyes and silver hair and sexy smile haunt me in the best possible way.  I’ve never seen someone with such longing and fire in his eyes.  Anytime after Thursday.  I curse that you’ve wandered into my busiest week of the year but it will be over soon and I’m worth waiting for.  
Work is a total zoo… yesterday may have been the worst day of the year.  Total toast.  I’m running three two-day conferences back-to-back.  Survived the first one!  Two more to go!  
So phone sex… could that happen sooner?  Get yourself alone.. NAKED… tune up your vocal chords, flex that hand, grab your lube of choice and dial!  
Today is nutty… going to take care of my mom, then bra shopping at a fancy salon.  I haven’t bought a new bra in 7 years but seems like I might need something soon and a friend is going for a private fitting and asked me along and don’t you wish you could go?  
Late tonight?  Anytime tomorrow… if that’s not too tricky.  Or tell me when you can?  And we’ll have fun! 
Here’s a little something…it should move… mmmm… enjoy! 
Hugs with groping!  And an ear nibble. 
-S
============
From: Glider
To: Sassy
Sent: Saturday, Aug 24, 2013 3:24 PM 
Re: Training
What might you be available for tomorrow? I may have some free time
========
From: Sassy
To: Glider
Sent: Saturday, Aug 24, 2013 3:29 PM 
Re: Training
Whatever you want.  
=========
From: Glider
To: Sassy
Sent: Saturday, Aug 24, 2013 3:31 PM 
Re: Training
Can you get out of the house?
=========
From: Sassy
To: Glider
Sent: Saturday, Aug 24, 2013 3:43 PM
Re: Training
Sure thing.  What are you dreaming up? 
=======
From: Glider
To: Sassy
Sent: Saturday, Aug 24, 2013 3:46 PM 
Re: Training
Kissing. Dirty talk
==========
From: Sassy
To: Glider
Sent: Saturday, Aug 24, 2013 3:47 PM
Re: Training
Mmmm… I like how you think! 
=======
From: Glider
To: Sassy
Sent: Saturday, Aug 24, 2013 3:57 PM 
Re: Training
I don’t have the secret love nest so that will take some planning
===========
From: Sassy
To: Glider
Sent: Saturday, Aug 24, 2013 4:35 PM 
Re: Training
If I can help, let me know.  I control my time and the finances… 
If you want to tell me where to be, that’s fine.  
If not, tell me some parameters and I can help.  I feel like a hussy, but gentlemen have shown me some places… 
Are you thinking morning?  afternoon?  Evening? 
Thinking in your car?  A quiet parking lot?  Outside in a park?  A hotel?  
Be frank… it’s okay.  
-S
==========
From: Glider
To: Sassy
Sent: Saturday, Aug 24, 2013 5:11 PM 
Re: Training
I was thinking late morning. Don’t know that many spots so I’m open to suggestion. 
You blow me away.
=========
From: Glider
To: Sassy
Sent: Saturday, Aug 24, 2013 7:07 PM 
Re: Training
How’s the bra shopping going?
========
From: Sassy
To: Glider
Sent: Saturday, Aug 24, 2013 9:23 PM 
Re: Training
Hiya!  It was fun!  We had great appetizers and chowder at Legal Seafood, then went to Intimacy in Copley Place.  My pal bought a $131 number like the dark blue one here (4th in the series) in purple!  
Not my sort of place, but fun to see how the other 1% lives! 
How are you this fine summer evening? 
-S
========
From: Glider
To: Sassy
Sent: Saturday, Aug 24, 2013 9:27 PM 
Re: Training
I’m just relaxing this evening. Feels good
=======
From: Glider
To: Sassy
Sent: Saturday, Aug 24, 2013 9:32 PM 
Re: Training
I look forward to kissing you soon
========
From: Sassy
To: Glider
Sent: Saturday, Aug 24, 2013 9:47 PM  
Re: Training
Any clues on where?  I’ve been puzzling over it… how long will you have, approximately?   I was thinking maybe somewhere like Burlington?  Natick?  Watertown?  Woburn?  Think of someplace quiet but not deserted, where you can park head on into woods or a building without windows on the side… like The 99 Restaurants or the back side of a mall or office park.  No surveillance cameras!  
-S
========
From: Glider
To: Sassy
Sent: Saturday, Aug 24, 2013 9:51 PM 
Re: Training
Natick would be good.  Should have more than an hour
========
From: Glider
To: Sassy
Sent: Saturday, Aug 24, 2013 9:55 PM 
Re: Training
I’m open to suggestion if you know of a good spot
========
From: Sassy
To: Glider
Sent: Saturday, Aug 24, 2013 10:18 PM 
Re: Training
What time?   Maybe the far end of the Olive Garden parking lot at Shoppers World might work, if it’s before they open… I don’t have a magic spot out that way.  But could meet there and cruise looking for better?  
Why does it have to be so tricky?  *sigh   I don’t want you to have to drive far, where you’re time is short.  
==========
From: Glider
To: Sassy
Sent: Saturday, Aug 24, 2013 10:19 PM 
Re: Training
How does 10:30 AM work?
========
From: Glider
To: Sassy
Sent: Saturday, Aug 24, 2013 10:28 PM 
Re: Training
I may be able to work some more time in
=========
From: Sassy
To: Glider
Sent: Saturday, Aug 24, 2013 10:34 PM
Re: Training
Be careful.  Safety first, you know.  🙂 
-S
=========
From: Glider
To: Sassy
Sent: Saturday, Aug 24, 2013 10:35 PM 
Re: Training
I will but thank you
=========
From: Sassy
To: Glider
Sent: Saturday, Aug 24, 2013 10:41 PM
Re: Training
You okay with meeting? You don’t have to do this… if it’s too freaky.  No rush…  or any particular thing if we get together.  I would adore seeing you… touching you… but don’t want to be pushy, you know? 
============
From: Glider
To: Sassy
Sent: Saturday, Aug 24, 2013 10:43 PM 
Re: Training
Totally okay
========
From: Sassy
To: Glider
Sent: Saturday, Aug 24, 2013 10:49 PM
Re: Training
Yay!  Just checking… Maybe I’ll be evil and wear a dress. That unbuttons… 
-S
==========
From: Glider
To: Sassy
Sent: Saturday, Aug 24, 2013 10:51 PM
Re: Training
Evil is good
=========
From: Sassy
To: Glider
Sent: Saturday, Aug 24, 2013 11:01 PM
Re: Training
Hee hee… thinking of what you might do with easy access.  Explore…mmmm
So… okay?  10:30 am?  Confirm in the morning?  It’s about 30-40 min from here, so I’d leave about 9:45 am if you say yes.  Damn… I am starting to tingle at the thought!
=========
From: Glider
To: Sassy
Sent: Saturday, Aug 24, 2013 11:03 PM
Re: Training
Yes and will confirm in the a.m.
===========
From: Glider
To: Sassy
Sent: Saturday, Aug 24, 2013 11:03 PM
Re: Training
There may be some exploring

Amazing lips

Friday, August 23, 2103
From: Sassy
To: Glider 
Sent: Fri, Aug 23, 2013 8:01 AM 
Subject: re: Training
Good morning!  I got thru day 1 of craziness…didn’t strangle anyone!  Off to Day 2.  Happy Friday!
-S
=========
From: Glider
To: Sassy
Sent: Aug 23, 2013 7:39 PM
Re: Training
I’m wet
========
From: Sassy
To: Glider 
Sent: Fri, Aug 23, 2013 10:52 PM 
Subject: re: Training
How did that happen?!  🙂 
I survived day 2… barely.  
When it got bad I thought of your amazing lips.

Phone sex cherry

Thursday, August 21, 2013 
From: Gilder 
To: Sassy
Sent: Wednesday, August 21, 2013 5:08 PM
Subject: Re: Rookie Blue
I want to taste my finger after sliding it in your pussy
=============
From: Sassy
To: Glider
Sent: Thursday, August 22, 2013 3:44 AM
Subject: Re: Rookie Blue
I have read this over and over… mmmm… 
I want to feel that… see the look in your eyes.  
=========
From: Gilder 
To: Sassy
Sent: Thursday, August 22, 2013 11:14 AM
Subject: Re: Rookie Blue
I want to see the look in your eyes when I do
=========
From: Sassy
To: Glider
Sent: Thursday, August 22, 2013 3:35 AM
Subject: Re: Rookie Blue
Wow… we should definitely pop your phone sex cherry!  
Of course you get to cum!  I adore hearing that… and after you get used to it, perhaps you will hear the same from me.  🙂 
It can be such fun… talking, listening… you hear my sultry voice tell you what I’d do if we were together… to hear your reactions… to hear what you’re doing, thinking… perhaps you tell me what to do with my hands and hear what it does to me.  You can think of me sitting close to you, whispering in your ear.  I hope my voice wraps around you like a warm blanket, with my hand reaching underneath to tantalize you.  If you have a good imagination it can be very very hot.  And it gets hotter as we have experience with each other.  Not as good as being there, but a damn site better than nothing!
==========
From: Gilder 
To: Sassy
Sent: Thursday, August 22, 2013 11:16 AM
Subject: Re: Rookie Blue
I look forward to you taking my phone sex cherry and hearing you moan over the phone
==========
From: Sassy
To: Glider
Sent: Thursday, August 22, 2013 4:39 AM
Subject: Training
Here’s a fun short video that could give you visuals for what we might talk about. Be sure to watch thru the end for the interesting finish.  Enjoy! 
(1 minute)
==========
From: Gilder 
To: Sassy
Sent: Thursday, August 22, 2013 4:24 PM
Subject: Re: Training
Love it. You are amazing

Tempting Glider

From: Glider 
To: Sassy
Sent: Aug 21, 2013 10:34 AM
Smother me with your wetness
==========
From: Sassy
To: Glider
Sent: Wednesday, August 21, 2013 3:51 PM
Here’s a thought for today… 
NSFW!  How about some hot dogging? Enjoy!
=========
From: Glider 
To: Sassy
Sent: Aug 21, 2013 4:18 PM
I love how her tits are bouncing. That is so hot
==========
From: Sassy
To: Glider 
Sent: Wed, Aug 21, 2013 5:07 PM 
Re: Rookie Blue
Oh yes… and the look on her face!  I wish I could see his.  🙂 
Sometimes it’s not a p0rn vid that gets me going but a random clip from Rookie Blue, a show I don’t even watch.  Look at the fire in this woman’s eyes… 
The way you tasted your finger after touching my cleavage?  Made me melt. 
-S
===========
From: Glider
To: Sassy
Sent: Aug 21, 2013 5:08 PM
Re: Rookie Blue
I want to taste my finger after sliding it in your pussy
============
From: Glider
To: Sassy
Sent: Aug 21, 2013 5:11 PM
Re: Rookie Blue
I liked when you said you might call and direct my masturbation
===========
From: Sassy
To: Glider 
Sent: Wed, Aug 21, 2013 7:17 PM 
Re: Rookie Blue
Done that before?  It’s fun. 🙂
===========
From: Glider
To: Sassy
Sent: Aug 21, 2013 7:40 PM
Re: Rookie Blue
No I haven’t. Teach me. Do I get to cum?