Meet #1 Randy Time

October 5, 2016 Wednesday

5:02 AM

Sassy
Good morning! 
I fell asleep at 7:30…oops. probably the flu shot…
Only about 12 hours now until Randy time! Woot!
6:56AM

Randy
Hey good morning
Hope you feel okay after your shot
8:07AM 

Sassy
I’m feeling fine! 
Sleeping was great for me. 
How are you this fine morning?
Randy
Good 
a little crazy at work
Looking forward to meeting you
Miss Sassy
Sassy
I’m so excited! Hope this day goes by quickly
Randy
I am too. 
have meetings most of the day so it should
Sassy
So you’ll be at the bar area?
Randy
Yes or we could meet in the parking lot whichever works for you
Sassy
Inside is good
Sassy
All clean, heading to work
Randy
Ok see you later very excited

1:46 PM
Randy
A day buried in meetings and paperwork for me… sheer drudgery. How about you?
Sassy
Rolling along… pretty quiet. 
Getting more and more nervous. 
tell me it will be fine? 
Randy
Not too bad
It is a pretty nice day outside today
Sassy
What color do you have on today? 
Randy
[photo of his shirt front – blue dress shirt]
And a blue sweater if it’s cool

You?
Oh I won’t be wearing the headphones
Sassy
[photo of my “Sassy goes to a meet” outfit – blue top with silk scarf]
Randy
Nice!
Sassy
There are buttons under there… 
And a certain lucky black bra 
so you will know it’s really me. 
If you want to check
Randy
Well played miss sassy… get my mind wandering all day
Sassy
That’s one of my tasks, right?  
Lead your mind to um… greener pastures? 
Naughtier pastures? 
Randy
Indeed
I like it
Sassy
Let you escape from that desk into a fantasy 
Randy
Sounds lovely…. and warm
Looking forward to meeting you
Sassy
It is going to be fun!

Randy
Yes do you have a rough idea when you’ll get there?
Sassy
Planning to leave around 4:30 pm… 
depends on the traffic but I would guess in the 5:15 – 5:30 timeframe
Randy
Ok see you in a bit
Randy
Like the color we will match well
Sassy
I’m happiest in dark blue.
Your shirt looks touchable.
Randy
Thx it is
Dear miss sassy there appears to be a bulge in my pants but I’m not sure why
Sassy
I will need to verify tactilly
Tactfully
Tactically?
Mmmm
Randy
Nice!
Randy
I’m leaving in about 5 mins
Randy
I just got to summer shack
Sassy
I’m here. Let me know when you make it inside and I’ll dash inside too!
Randy
Where are you at 
sorry didn’t see you
I’m at a round table in front of the door

=====

REPORT ON MEETING RANDY

I left work early and traffic wasn’t too bad, so I made it to the Summer Shack near the Alewife T Station right on time.  They have a big parking lot.  I picked a spot toward the back near the fence, away from other cars, in case we wanted to sit out in my car later.  
We were chatting online right up until the moment I walked into the restaurant.  Heh.  This guy can really chat!  
He got there before me – I adore that!  He was sitting in the center of the bar area at a high table. There was no one else around.  He got down of the high chair and gave me a long hug.  Mmm… he is solid and cuddly!  We parted and I situated myself on the high chair.  
He took my hand and smiled at me, staring.  I smiled and waited for him to get his eyeful.  He is a big burly guy with lots of sandy blond hair and glasses.  He asked me about my community project and I regaled with some funny stories about it.  He got this odd look on his face and glanced nervously around.  I asked him what was up?  He said one of his co-workers had just walked in.  He suggested we move around to a table on the other side of the bar against wall where that person could not see us.  I agreed and we migrated to the new table.  
He asked me about my work and told me about his.  The waiter came around and I got an iced tea. He said that sounded good and got one too!  That doesn’t happen very often.  
He told me a story about an old flame getting in touch and he asked me questions about my adventures in that direction.  We agreed it is very exciting and fraught with peril.  He’s good at balancing listening and talking – an art.  
We talked for nearly two hours!  He mentioned that he probably should leave soon.  I was starting to think he wasn’t really interested in me when he suddenly said we should go to his car!  He asked me what kind of car I drive, decided mine was bigger than his, so we went to mine.  Thankfully no one had parked around me so we had some privacy.  We sat in the front seat. 
The moment I closed my door, he leaned over and grabbed my face and started nibbling on my lips!  Mmm… he is a good kisser.  I caressed his face and he moaned nicely.  He kep trying different angles, kissing faster and slower.  Yum. 
He unbuttoned my top and massaged my breast, groping my bra and trailing his fingers over my cleavage.  That got me tingling!   I alternated between giving him my “stare of fire” directly into his eyes and watching what his hands were doing.  
He wiggled his right hand down my tummy and inside my slacks.  He watched me, checking to be sure I was not going to stop him.  I shifted lower in my seat and spread my legs open to make it clear stopping was the furthest thing from my mind!  
His hand made it’s way inside my panties and found my clit on the first try.  Nice!  He rubbed back and forth across my clit.  My hips popped toward him and he smiled.  He pressed and flicked… wow… this guy knows what to do!  I was so wet.  
I tried to relax… I tried to focus… I even tried fantasizing, but there was no way I was going to be able to finish the first time with a new man in the front seat of my car.  *sigh  So I had as much fun as I could…  moaning and breathing funny and shaking until he thought I had cum.  He smiled and crowed about his prowess and sat back. 
He pulled his cock out of his slacks and I stared at it, making appreciative noises.  It was about average size in length but quite wide around.  Yummy.  I spread his pre-cum around the crown and did some work with my hand… a little hungry octopus squeeze and pull with all my fingers, then some barber pole twists.  I leaned over and tasted it, licking slowly up and down.  A car parked right next to us!  I froze.  Argh.  The guy got out and walked away without lingering… I hoped he had not seen me.   And that he had gone in for dinner and not picking up take-out!  

I took a couple of deep breathes, then kissed Randy’s hard cock and his hips shifted, while his hand pressed my head closer.  I sucked his cock deep into my throat for just a moment… then sat back up.  I really can’t do a full blow job at that angle in the front seat of my car with people parking around us.  I promised to do much more the next time!  He said he understood.  
He leaned over and sucked on my left nipple, doing some sexy little nips with his teeth that got me shivering.  He kissed me more.  He sighed and said he really had to be getting home to make sure his kids got to bed.  
He anguished that we had met when he was about to disappear for 2.5 weeks on business trips.  I assured him we could keep chatting and it would be worth waiting for!  He smiled and nodded.  
He gave me a fierce last kiss, stroked my cheek and was gone at about 8:15 pm.  
I went back inside to order take-out and mulled over his words and his actions, hoping I would continue to hear from him.  I didn’t have long to wait. 
=====

10:03 PM
Randy
Hello miss sassy 
it was meeting you tonight
Sassy
Hiya hot stuff 
It was what? 
Randy
Sorry premature message sending
It was terrific to meet you this evening!
Sassy
Yay!  You are very special.  
Get home okay? 
Thanks for the tea and company! 
Randy
Thx
There was construction on the freeway so a bit slow
Oh yes
Sassy
Got the kids to bed? 
Randy
Yes did you get dinner?
Sassy
Yes – it was very fast! 
Jerk off? 
Randy
Oh good hope it was good
Sassy
Tasty
Randy
Yes I did and thx
Sassy
Not as good as the pre-cum I ate earlier… 😉
Randy
Nice 
I taste ok?
Sassy
Yummy
Randy
Nice 
your mouth felt nice
I’m going to jerk off again later
Sassy
Really? 
Randy
Yes why 
I used to jerk off 3x per day
Sassy
At what times?  Morning, lunch and evening? 
Randy
2x morning 1x night
I cum more with fucking
Sassy
Wowzers…. 
Randy
I’m a hornet bastard
Sassy
🙂 
Randy
Or horny
Luv to kiss 
fuck and 
eat pussy
Sassy
Was I as advertised? 
Randy
Yes liked you
Sassy
You were sexier than I expected.  
When I look into your eyes… mmmm
Randy
Like the way you kiss and cum
Really?
I don’t think of myself as sexy
Sassy
There’s this.. impish grin that seems to say “Hubba hubba” 
Randy
Ic
I am very passionate
I’ll warn you that if you go down on me the first time I cum a lot
Sassy
Sounds good to me! 
I ain’t fraid a no cum 
Randy
Mmmmn yes
Sassy
(hum to the tune of Ghostbusters) 
Randy
I am sorry miss sassy but I am a bit tired and must retire
Sassy
Sleep well! 
Randy
Thx you too hope to chat tomorrow sexy
10:37PM 
Sassy
Yes please!  Mwah! 


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Meet #1 Jester groping

September 30, 2016 Friday

from: Sassy
to: Jester
date: Fri, Sep 30, 2016 at 7:44 AM
subject: Meeting day

Good morning! Hope you had a great evening. I fell asleep at 7 pm. Oops.

Still looking like lunch can happen? I’ll see you there. 

Hope it’s okay if I greet you with a hug like an old friend?

=====

from: Jester
to: Sassy
date: Fri, Sep 30, 2016 at 9:08 AM
subject: Re: Meeting day

Can I grope you like an old friend with benefits?

=====
from: Sassy
to: Jester
date: Fri, Sep 30, 2016 at 9:47 AM
subject: Meeting day
Absolutely!  Looking forward to it!  

=====
Meet #1 

This morning went so slowly!  I was so excited to get out for lunch and meet this funny man.

I left work just in time to make it to the restaurant.  I turned the corner and there was construction everywhere!  The sidewalk was closed, so I had to cross the street, walk up past the place then cross over and walk back.  Ugh… would not have picked this place if I knew it was going to be construction central! I had told Hubby I was having lunch out today but forgot to tell him where, I stopped to text him.  Always good to have him know where to start the search if I disappear.  Heh.  
I went down the stairs and there he was!  He was sitting at the bar and turned and smiled up at me!  I adore it when the man is there first!! 
I hugged him and he let go quickly.  We found a table in a back corner and started right in talking.  I took his hands and smiled and he smiled back.  He had on a dark red dress shirt and khakis.  He is quite nice looking and has dark hair!  He looks sort of like Dean Martin.  Yum.  I wonder if he dyes his hair?  So black – that’s unusual in older men these days!  

Dean Martin

He said, “It is so nice to see you.  I realized we don’t even know each other’s names!  My name is Dan.”  I hate this part… I told him my first name but then explained I don’t want to be called that.  It is too tied to my responsibilities and work and… I’d rather be Sassy!  He smiled and seemed to get it. 
I asked him if he had any trouble finding the place.  He admitted he had never been to this area before!  He got there early and wandered around taking in the sights.  I am surprised he didn’t ask me for any help – great that he can find his way in the heart of the city. 
I asked him about his work – he is retired!  He still works part time on projects he chooses, but is very flexible.  He asked me about my work.  I admitted the name of my employer but kept the specifics vague. 
I ordered an iced tea and he got a lemonade.  He got the chicken BLTA and I got the bratwurst with fries. 
I asked him what brings him to AM now – does he get nothing and want something?  Or get something and want something else?  He said the former.  I told him I am the same.  He said he is not interested in changing his situation but needs some sex somehow.  He said he had some luck once on AM, but the woman moved away and they couldn’t keep up.  He has also met some crazies and elected not to meet others.  He told me about women picking fights over odd things, like getting hassled by a woman who wanted him to post his photo on AM and refused to open a mischief email.  He even offered to open a special Facebook for her… she was mad at him.  Weird.  I assured him I am not a fighter and completely sane! 
I told him about my old flame finding me and how he resurrected me.  And about chat and how much I learned there.  He told me he has no one to talk to about it, but read stuff online and knows to use gift cards and another email and meet in public the first time.  

He got the check and insisted on paying.  I thanked him but explained that I am not looking for a sugar daddy, how my life has changed since my mom died, and I don’t expect him to pay for everything.  He nodded but said he is flush and can do it.  I told him I don’t want him to take me shopping or whatnot…he has seen those profiles and ignored them! 
I asked him about places he’s traveled.  He said his wife teaches, so they are limited in when they can go and then everyone else with kids is traveling then, so they don’t go as much as he’d like.  They do get the summers free and spend most of it down on the Cape.  I told him about Hubby not wanting to travel so we do day trips, and about going to Mexico with my sister. 
We talked about the Red Sox winning the division.  He said he’s not much of a sports person.  I talked about figure skating for a bit. 
He excused himself to use the men’s room and was gone longer than I’d expect.  I checked my phone.  He returned and said sorry he was delayed – it’s tough to pee when you’re hard!  Ha!  I held his hand and played with his thumb and he said I wasn’t helping.  I said sorry… not sorry!  And he winked!  He is fun! 
He said he would like to be alone.  I said I’d like to know how he kisses.  I suggested we try out the handicap bathroom.  He looked shocked!  He asked me where it was.  I pointed and told him to follow me.  I grabbed my stuff and went there.  Eventually he joined me. I forgot my purse in the rush… he went back to grab it for me.  Awww… 
I leaned against the wall and he flattened me to it, kissing gently and groping my breasts. I squeezed his ass with one hand and caressed his face with the other.  I reached around and rubbed his hard cock.  Mmmm… he thrust against me… wow.. Push, push push… so sexy! 
He broke off way too quickly, saying he had to get back to his car at a parking meter.  He left and told me he’d wait for me outside.  The construction people were gone, thank goodness!  I thanked him for lunch and “dessert.”  He said that was not really “dessert” that he would show me a real one later!  He promised.  I asked him to write to me.  He walked off in one direction and I went the other.  
I went around the corner and texted Hubby to let him know I was done and heading back to my office.  
Not sure why, but I had the distinct feeling I will not hear from this guy.  It went well, he was fun but… ah well… time will tell! 

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Meet #1 Usual Man – The Back Seat

September 12, 2016 Monday
From: Usual Man
To: Sassy
Sent: Monday, September 12, 2016 6:20 AM
Re: Speechless

Good morning,
      I hope you’re not up this early! I realized after I went to bed that you had Asian food this weekend so if you want to do the Cheesecake Factory, I like that place as well! I think I can feel you hugging me already!
=====

From: Usual Man
To: Sassy
Sent: Monday, September 12, 2016 9:32 AM
Re: Speechless
Good morning again,
     I’m back at my desk and my regular keyboard!  Thank you for caring for me with my phone typing.  It’s not really a hardship but it gets tedious when you’re doing it for four days!  I’m really, really looking forward to lunch today!  
     I’ll wait outside the Starbucks.  I’m wearing a gray shirt with tan pants. 2 hours to go!

=====

I took off work. I thought I’d sleep in but I was so keyed up I woke up early and did about 90 minutes worth of reading emails and taking care of various tasks online for the office. I took a serious shower, then put on my “Sassy go to meeting” outfit – blue slacks, blue top that buttons (or unbuttons) all the way up the front, a silk scarf.

I went down to the car at 11:10 am and sent him a quick email.

=====
From: Sassy
To: Usual Man
Sent: Monday, September 12, 2016 11:13 AM
Subject: On my way
Dressed in blue with a white & blue silk scarf and a big smile! Mwah!
-S
Sent from Yahoo Mail on Android

====
Bruce Willis

I parked the car on the upper level of the mall, shushed my phone then made my way down and out through TJ Maxx. I was on the second floor and looked over the railing to see if he was standing outside Starbucks! There he was! Yay! I don’t have to wait for him to appear!

I took the escalator down and about 2/3rds of the way, I smiled at him and waved, and he smiled back!

11:30 am

The first hug

We hugged. He held on tight and sighed. Our lips got very close but he kissed me politely on the cheek, trying to behave. He had on a lovely dark gray golf shirt – felt wonderful under my fingers, and khaki slacks that made his back side look hot. He is mostly bald and shaves the rest.  He reminds me of Bruce Willis – completely ordinary-looking fit older man until he smiles and then?  Wow.

He asked me if I wanted a coffee or lunch? I raised an eyebrow and shrugged, leaving it up to him.  He said, “Let’s make it lunch!” A very good sign!  We made our way out of the mall into the sunshine and both commented on what a perfect day it was!

The first kiss

We went in to PF Chang’s and there was no one around… no host, no bartender. That’s odd. Finally the host came out and I asked for a quiet corner. She gave us a banquet, which was good so we could slide together on the leather bench. There was no one around, so I was a total hussy and leaned over toward him to offer my lips and he took them, weaving his hand into my hair and rubbing my nipple! Oh my… I am in trouble. This guy is so sexy!

Lunch

The hostess very quickly seated a couple of men directly opposite us, facing us! Argh! We had to behave a little more. He put his hand behind my back and slipped it inside my slacks to rub my ass and then my lower back. Oh my…

We looked at the menu and I told him about their great non-alcoholic options. I asked what he usually drinks. He said he is mostly a beer guy, with an occasional glass of wine with food. But he over-indulged over the weekend, so he was going to be good today. The waitress came over and took our drink order. I got their spectacular strawberry cucumber limeade and he got their housemade ginger beer. He toasted me “to new friends!” Oh yeah…

I ordered the hot & sour soup and a side order of spicy green beans; he ordered the sesame chicken lunch special with rice. He played with my leg, and I rubbed his knee. He asked about my community project so I told him how we got started and what we’ve done (in general terms so he can’t google us!)

We talked about his weekend in NYC. We talked about our siblings.

Our soups came. I told him it was one of my favorites because it’s so beefy there. He agreed, told me about his days on the beat in Beacon Hill when he’d be outside in the winter, then duck into the Thai place, The King & I, for hot soup and it would warm him up so well. I said I thought it was still there.

Our meals arrived. He offered to let me try the sesame chicken. I took a little piece – it is yummy. It’s not coated like most places, just grilled meat with spicing. My green beans were a delight – he demurred on trying them.

I told him about my mom dying in June and all the estate and probate info I was learning. He told me about how his family was trying to make it easier – his mom sold them her house years ago so they won’t have to deal with that after she’s gone. Very smart!

We talked about STDs and I shared that I was tested in 2014 and haven’t done much since. He said he has never had an STD and has not done anything in years. I talked about losing so many friends to AIDS in early 90s. He said it had been awful but seems better now. I agreed, except in Africa. I apologized for being serious… I am never serious!

The men at the table across from us left, leaving us alone in that entire half of the dining room. He pulled me in for another kiss right away. I put my hand between his legs and found the bulge, pressed and rubbed it. He winked at me.

The waitress asked if we wanted dessert. I said I’d look at the menu. I did but he said he was done and he wanted to go somewhere else with me. I was full so I told the waitress no and she brought the bill. I offered to split it with him but he insisted on paying and pulled out cash to do it. It was only $28 so I didn’t feel too bad about it. I am a cheap date!

He opened the fortune cookies. The first said, “You will be contacted by a relative with news.” I told him he got mine, that I expected a call any minute from my cousins telling me my uncle was dead – he’d been taken to hospice last week and stopped eating. He offered condolences. He opened the other cookie – no fortune! Wow!

We kissed a bit more and then he suggested we go to his car. We wandered down into the garage. He wasn’t sure where he’d left it! We meandered around one level, then backtracked and went down a level! He had found a terrific spot in a back corner! Smart man!

He said, “I think we’d be more comfortable in the back seat.” Ha! Wow! He opened the car, pulled the front seats forward, handed me into the back right passenger seat, raced around and hopped into the back left passenger seat and grabbed me! Whee!

The Back Seat 

We kissed a little… mmm… he knows how to do that! Then he kissed his way down the side of my neck and across my collarbone and down to my cleavage. Mmmm… I slipped my bra strap off my shoulder and told him to do some magic on the buttons of my top. He undid them slowly, then pulled my breast out of my bra and sucked on my right nipple! Oh yes… I leaned back and held his head and focused. He has great hands and a very hot mouth! He pulled my left breast free and sucked on that nipple. Mmm…

It was really warm so he opened the windows, which made us a little cooler but made me not want to make much noise. When I had to get loud, I pressed my face against his shoulder so he could feel it but not hear it much. He slipped his hand down the front of my slacks and found my clit. He said he liked how wet I was already. He played me right on up to an almost orgasm. I made him think I did… I know that’s tacky, but there’s no way I can relax enough in a car in a parking lot on a first date to cum! He took some of my juices, rubbed them on my right nipple then licked them off and went “yum!”

He sat back, dripping in sweat. He jumped out to get a towel out of the trunk. He wiped off his face. I said welcome to the Sassy workout. He laughed. He got out again and turned on the a/c, shut the windows. Said he should’ve thought of that right off. I shrugged.. Eh… live and learn!

I sucked on his thumb, then his index finger. I told him it tasted like me! He smiled.

I asked if I could return the favor. He raised an eyebrow. I told him I’d like to suck on him. He drew a deep breath and admitted he’d like that. I rubbed the front of his pants. I asked if he had a name for his cock? He said no. I asked again – no? Not junior? Not Johnson? Not… Fred? Nope. That’s different. I asked if he could let it out to play. He agreed heartily. I helped with his belt and held the zipper so he could lower it and there was a beautiful cock! I leaned over. And lovely dark plaid silk boxers! Very nice, I told him.

I devoured him, sucking him down my throat and got a wonderful deep gasp from him. I pulled with my hand, licked around from bottom to top, around the crown, made appreciative noises. He leaned back, put his hand in my hair. I bobbed up and down, squeezing him up into my mouth. He sounded a little worried, asked it was okay if he came, said if I kept doing that he was going to… I couldn’t talk so I tried an “mmm… hmmm” and he held my head and moved his hips and I sucked him very deep and he came! There wasn’t much but I swallowed hard and he sighed and I hummed around him and then he let go of my head and I sat up. Hooray! He had the biggest smile on his face. He told me I am very talented! I told him I can be even better when I am not in a car!

He said we need to work on that, that he is free on Friday and he wants to get a hotel! Wow! I adore it when a man asks for the second meet before the first one is over! Hooray! I drooled at the thought of being alone with him and a bed!

He stared at me and asked, “May I know your name now?” I stared back then looked away. He said, “Just your first name…please?” I asked, “I have to go first?!” He nodded. I looked away. He pulled my chin until I was looking at him. I whispered my name.   I rarely tell a new man my real name… I can imagine he learned these persuasive skills on the job.  Or he’s just so charming naturally! 

He asked if that was real and I said it is, but it reminds me of too many real things so if we can stick to Sassy that is the best. I said, “Your turn!” and he whispered his first name. Ah… nice. I feel so close to this guy… sets off all my “DANGER” bells. MUST NOT GET EMO! 
I asked how we were doing for time.., it was about 1:30 pm by then. He said he hated to go but he really had to. I pulled myself together. He asked if he could drive me to my car. I told him no – getting around there inside the garage would be a chore, and I was pretty close, I’d be fine. I really didn’t want him to see what I drive and run the plate!  I got out and he hugged me hard one more time. Then I walked off to the elevator. He pulled out and drove, slowly following me in his car until I got to the elevator bay.  I waved and disappeared into the elevator. 
I slumped against the side of the box… wowzers.  What a first meet!  I want more!  SOON!

It was easy to get to my car – 3 floors up – it was basically in the same space where he’d parked!

I checked my messages – my cousin had emailed asking me to call her. I called my sister to see if she had the scoop and she filled me in.  It was what I had expected – my uncle died in the night. *sigh  Before I hung up, I saw an email from the cop. He is a classy fellow! 
I took off for home smiling.
=====
From: Usual Man
To: Sassy
Sent: Monday, September 12, 2016 2:13 PM
Subject: Back Seat
Hi Sassy,
     I’m still shaking from our “lunch.”  It was marvelous meeting you and connecting with you.  I’m free all day Friday.  I’d really like to do something where we have more time and we can plan a bit better.  Let me know how your schedule is.
=====

From: Sassy
To: Usual Man
Sent: Monday, September 12, 2016 2:21 PM
Re: Back Seat
Hiya hot stuff,
Thank you again for lunch.  And dessert was delicious!   I’ll try my best to get free on Friday.  My mind is racing with what that can be like.  The phone was hot, the car was hotter… hotel room will be…wow!!!
My cousin called…my uncle died about midnight.  Luckily they are planning a memorial for mid-October so we don’t have to go right away.  
Thank you for writing right away!  You are a class act.  Mwah!
Sent from Yahoo Mail on Android
=====

From: Usual Man
To: Sassy
Sent: Monday, September 12, 2016 2:35 PM
Subject: Back Seat
Damn,
   I’m sorry about your uncle.  I’m glad they gave you time to plan!  
Take care of yourself.
=====
From: Sassy
To: Usual Man
Sent: Monday, September 12, 2016 11:34 PM
Re: Back Seat
Hiya hot stuff.  As I head to bed, I’m thinking back over today and how special you made it, and grinning.  Thank you!  
I looked around at hotel rates.  Expensive time of year,  may have to go further out.  Any particular places you like?  Not sure where the travel time/price trade-off sweet spot is. I can poke around more tomorrow and send options.  If it helps you stay safe, I can make the reservation and pay and work it out with you there.
Sleep well!


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Meet #2 Thad for Lunch

September 2, 2016 Friday

From: Sassy 
To: Thad
Sent: Friday, September 2, 2016 10:41 AM
Subject: Re: Friday
Good morning T!  Happy Friday.  It’s a beautiful day!  And it’s cool!  
New thought… maybe I could be your Lyft driver?  🙂 
-S
=====
From: Thad
To: Sassy
Sent: Friday, September 2, 2016 11:36 AM
Re: Friday
See you soon!
=====
From: Sassy 
To: Thad
Sent: Friday, September 2, 2016 12:15 PM
Subject: Re: Friday
On my way! Mwah!!

Sent from Yahoo Mail on Android
=====

Meet #2 Thad for Lunch

It was a beautiful, warm afternoon.  I raced up to Arlington, anticipating filling all my senses with Thad – seeing Thad.  Listening to Thad. Touching Thad.  Tasting Thad!  I parked and dashed into the Menotomy Tavern right at 12:30 pm.  


He was already there!  He was seated at a rather public table at a booth, but the place was empty so I hoped for ways to indulge in touching him.  (the first booth on the right side of this photo, with the bar on the other side of low wall)  

He rose to hug me and held me for 5 seconds longer than most people would… mmmm.  He is so cuddly!  He smiled his sweet smile and watched as I settled in to sit opposite him.  He seemed rather nervous.  I reached out for his hand and held it.  The waiter appeared to take our order.  I knew time would be short, so I asked about the soup of the day – chilled white gazpacho – and ordered that along with an iced tea.  He asked for a burger and a beer, then asked if I wanted to share some fried dill pickles.  Sure!

We had a wonderful conversation, sharing about our families, our work, our summer trips.  It was a conversation any strangers could have had.  I kept trying to get a little more intimate, but he kept things on the safe side.

I began to wonder if he was having second thoughts.  But then he’d tell me another charming story and I smiled and relaxed and enjoyed his company.  One of the big lessons I’ve learned in my adventures is to not let worries about the future ruin the present!  I can noodle about those issues later!

Too soon it was time to head out.  I ran to the bathroom and back, needing to heed nature’s call but not wanting to be away from him.  While I was gone, he paid the bill, so he stood up ready to go when he saw me.  I thanked him, told him he wouldn’t always have to pay.  He insisted he likes doing it, feels old-fashioned and right to him.

He walked me out to my car.  I was worried that he was nervous enough not to do much, but he pressed me against the far side and kissed me fiercely, groping my breast with his hand.  I put my hands on his face, played with his beard.  He put his forehead on mine and whispered, “I shouldn’t do that out here but you… mmm… I have to… just for a little while.”  I smiled at him and nodded.  He pressed his hips against me, nestled between my legs so I could tell exactly how excited he was, and kissed me again, slipping his hand under my top to caress my breast through my bra!  I want to be alone with him!!

Too soon, he broke away.  “I have to go back to work.  It’s not what I want to do now but…” he sighed.

“I know… we’ll figure out more soon,” I assured him.  He grinned and winked at me!  He hopped into his car a few spaces away and I watched him drive away.  I sat in my car for a few minutes with my eyes closed, savoring the memory of his lips, his hands, his body on mine… mmm mmm mmm.  Then I snapped back to reality and went off to runs errands with head filled with thoughts of Thad!

=====
From: Sassy 
To: Thad
Sent: Friday, September 2, 2016 5:56 PM
Subject: Re: Friday
Hiya T!  Thank you for a special lunch and for sharing your stories.  It was a lovely addition to my day off. 
Hope your afternoon rolled along.  I jousted with two banks, closed three credit cards, and pestered Verizon for my mother’s estate…I know how to live it up!
I fantasized about being with you in the shower, singing silly songs, washing your back, playing with your front…mmmm. So many senses stimulated…
Have s lovely evening! Mwah!
-S

Sent from Yahoo Mail on Android
=====
From: Thad
To: Sassy
Sent: Friday, September 2, 2016 6:57 PM
Re: Friday
Nice fantasies!
Mwah!
=====
From: Thad
To: Sassy
Sent: Friday, September 2, 2016 11:44 PM
Re: Night owl
Hi Sassie
Lunch was very nice, and it was very special to have a chance to talk about our families.  I felt even closer than I have before!
Kissing you in the parking lot was fun.  (I think I hear you growl when we kiss — very sexy and arousing!!!)
So how do we get to another level?  
I feel a little bit like an idiot kissing you in a parking lot, or massaging hands while a waiter looks on.  I guess I am a pretty private person (like you, I think) so I would like to kiss, feel, grope behind closed doors (at least sometimes!)
How will we figure out how to do that.  
I’d like to do some more face to face (that is, tongue to tongue — as well as hand to breasts) interaction before getting a hotel room.  I want to get to know you better in several senses before I throw you down on a bed and . . .
But where and when can we find a venue for seriously making out?
Any ideas?
By the way, my wife just told me that she will be going to a conference in a few weeks.  I don’t yet know exactly the dates, but this could be some quality play time, but I hope we don’t have to wait until then.
Regarding your mother’s estate, you said you might buy some socks and bras.  I’m not much interested in your socks (but be sure to practice safe socks), however if you need any help feeling — er, fitting — bras, let me know!  I’ll be happy to lend a hand or two!
MWAH, MWAH, MWAH
T

Meet #1 The Restaurant Bathroom

August 29, 2016 Monday
From: Sassy
To: Thad
Sent: Monday, August 29, 2016 8:07 AM
Subject: Monday musing
Good morning T!  Hope your Monday is off to a marvelous start.  Mwah!
Sent from Yahoo Mail on Android
=====
From: Thad
To: Sassy
Sent: Monday, August 29, 2016 10:37 AM
Re: Monday musing
Nervous!
=====
From: Sassy
To: Thad
Sent: Monday, August 29, 2016 11:50 AM
Subject: Monday musing
Aww… it’s just me.  I hope this day flies and you can put your arms around me and it will be great!  

Sent from Yahoo Mail on Android
=====
From: Sassy
To: Thad
Sent: Monday, August 29, 2016 2:20 PM
Subject: Re: Monday musing
Hiya T!  
Look around at the bar for a lady with purple glasses, a blue and white silk scarf, blue top and slacks!  I’ll be smiling. 
-S
=====
From: Thad
To: Sassy
Sent: Monday, August 29, 2016 2:47 PM
Re: Monday musing
Hiya S!
I was just going to write!  Why don’t we see about a booth, rather than the bar?  I recall there are some booths along the back wall.
I’ll be the guy with a beard, glasses, and muted flowered shirt (last gasps of summer) and a nervous look!  (I know, I know, but remember you’ve done this before, I haven’t exactly . . . )
Soon!
T
=====
From: Sassy
To: Thad
Sent: Monday, August 29, 2016 3:54 PM
Subject: Re: Monday musing
Hiya!  We can meet at the bar, then ask for a quiet table.  There’s an alcove on the side that is cozy…
Oof…I feel like such a hussy for knowing all this.  Can’t say it gets much easier…but it’s worth it!
So excited to see your flowered shirt!  
-S

Sent from Yahoo Mail on Android
=====
From: Thad
To: Sassy
Sent: Monday, August 29, 2016 4:04 PM
Re: Monday musing
mmmmmm
=====

Meeting Thad
I got to the bar first, right at 4:30 pm, and saw a man sitting alone there, but he didn’t have on a floral shirt, so I stood in the entryway waiting at the bottom of the stairs.  Two minutes later a cute older guy wandered in, looked down and smiled.  I opened my arms to him and we had a lovely hug.  He is a cuddly teddy bear!  He reminds me of Emeril LaGasse… a solid, dark-haired, jovial, smiling man!

Emeril LaGasse
We headed into the restaurant and the bartender told us to sit anywhere on the lefthand side.  It was deserted. He picked a booth at the back.  I sat across from him and we stared at each other, smiling like loons.  He had on a muted floral shirt and khakis, with black framed glasses. I wore my usual “Sassy goes to a meet” outfit of silk scarf, blue button up top, blue slacks and my lucky black bra!  
We talked about our pets, shared photos.  He ordered a beer, I got an iced tea.  He asked a lot of questions he didn’t want to put in email.  I answered.  It’s wonderful to have someone who is curious about me!  I reached out for his hand and he squeezed mine.  We had no privacy so I tried to be subtle… touch his arm and let go. Brush my hand on his. Run a finger down his fingers…  mmmm.  He winked at me and grinned… he knew exactly what I was doing.  
He was easy to talk with.  We went from one topic to the next.  He was interested in my adventures but I tried to keep it brief.  He came across as smart, funny, yet so sad and lonely with his wife not wanting him in bed anymore.  You know I am a sucker for that!  I can help! 
I went to check out the bathroom situation – there is a huge one-holer!  I returned to the table and asked if he’d like me meet me in there in a couple of minutes?  His smile was so bright!  
He paid the bill.  I thanked him and disappeared to the bathroom. I held the door open.  He came toddling over, looking over his shoulder.  I smiled and he relaxed, joined me and locked the door.  We had a long, simple hug, finding out how we fit together.  
He pressed me against the wall and kissed me, tentatively at first… testing, trying various angles, then he went a little wild, devouring my lips, pressing his tongue inside me while angling his hips to let me feel exactly how excited he was!  I grabbed handfuls of his back side.  Mmm mmm mmm! 
He groped my left breast, squeezing, pressing… teasing the nipple with one finger through my shirt.  He pulled away a little and smiled.  I unbuttoned my shirt, gave him a good look at my cleavage and black bra.  He giggled, said, “Ah… now I know it’s really you!”  
He asked if I would touch him.  I winked at him, reached down and pressed between his legs, shifting my hand around the hardness, pressing, pulling a little.  I told him I am the woman who will do what he wants.  He got this puzzled look as he processed that but then grinned from ear to ear!  
He kneaded my back side while I played with his front.  He kissed me again…long, slow, sensual.  Oh my!  
He pulled away and looked at his watch.  His face saddened and he said, “How can it be 6 o’clock  already?!  I’m so sorry to say I have to go… and we can’t stay in here forever!  I want to… more… soon!” He pressed his forehead against mine.  
I straightened my clothes and buttoned my top while he adjusted his.  He pressed me back against the wall for one more long kiss.  He looked at me wistfully, then opened the door and escorted me to the street.  We stopped in the entry alcove and he repeated… “More… soon!”  Then a heartfelt, “It was SO NICE to meet you!” 
I nodded and smiled, replied, “Oh yes…soon.”  He headed off down the street and I went the other way on purpose, so as not to be seen on the street with him.  I turned and watched him until he went around the corner.  
What a first meet!  Wow!  Please, please let him want more!!! 


=====

From: Thad
To: Sassy
Sent: Monday, August 29, 2016 7:20 PM
Subject: Mwah

mwah!
mwah!
mwah!
mwah!
mwah!
mwah!
mwah!
and
mwah!
I’ll write some mwah later!
T
=====
From: Sassy
To: Thad
Sent: Monday, August 29, 2016 9:07 PM
Subject: Re: Mwah
72.5 mwahs to you!  Mmmm….you…mmm…more! soon!
My meeting is going well.  So many talented people.  

Lots of time to remember.  Mmm

Sent from Yahoo Mail on Android
=====
From: Thad
To: Sassy
Sent: Monday, August 29, 2016 9:36 PM
Re: Mwah
But did I meet well?!?
I can clear Friday afternoon if you can!
Mwah again and again!
T
=====
From: Thad
To: Sassy
Sent: Monday, August 29, 2016 9:51 PM
Re: Mwah
Hey, what was wrong with the last .5 kiss?
Personally, I really REALLY liked them all.
If I messed up on the last .5, will you let me have another chance?
:>)
xxx
T
=====
From: Sassy
To: Thad
Sent: Monday, August 29, 2016 10:53 PM
Subject: Re: Mwah
Friday sounds good. 
I’m collapsing into bed.  But I can’t go without telling you how wonderful it was to meet you, and thank you for the tea and “dessert.”.  I had such fun canoodling with you! 
More tomorrow.  
Sleep well T.
Sent from Yahoo Mail on Android
=====
From: Thad
To: Sassy
Sent: Monday, August 29, 2016 9:51 PM
Re: Mwah
Sleep well, my Sassy!
I love the term canoodling!  You can canoodle with me ANYTIME!
I don’t think we had an adequate dessert!  I want to plan for many more helpings, as soon as possible!
Mwah, mwah, mwah!
T
=====
From: Thad
To: Sassy
Sent: Monday, August 29, 2016 11:58 PM
Re: Mwah
How can I sleep?
My hands on your spectacular breasts, squeezing, fondling, groping!
Our lips (and tongues) probing!
Hands roaming!  You unbuttoning your blouse so I could explore further and lick your cleavage!  No time for my hands to get into your black bra, alas!  Next time!!!
Pressed against the bathroom wall, you offer yourself up as “a woman who will do anything you want.”
Really?  (I will sleep on that thought!)
If we had had time, I would have fucked you then and there, held up against the bathroom wall!
A very hot scene.
So, we will have to find another time and place, SOON!
T


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Meet #11 The Northerner: A New Position

August 5, 2016 Friday

I got to see Brett today!  

I got out of the office a little late, the the parking lot was disorganized finding my keys, there was a long line to pay, and the traffic was awful! All that combined to make me late. Ugh. I hate being late!

I made it to the Doubletree Hotel in Bedford about 10 minutes late. It was quiet there – no line to check-in! I felt my luck turning around. The desk clerk said, “You look hungry!” and gave me two cookies and two waters! And it turned out that I got there before he did! When I turned away from the front desk, Brett was standing right by the brochures rack! So good not to have to search the bar and wonder where he was. He touched my back in the most wonderful way to guide me down the hall. He always smiles so sweetly when he first sees me! Yay!

He took the map with directions to room from me and navigated to Room 3011. It was our first time on the second floor. We took the elevator. He got this twinkle in his eye, and we had a sexy hug and kiss in there. I wondered if there were security cameras… hmmm… whatever!

We had an inside room overlooking the garden about halfway down the hall.

We hugged and kissed the second we got into the room. I unbuttoned his plaid cotton shirt. He turned me around and snuggled up against my ass – he had definitely been thinking about me… I could feel his hard cock! He helped me take off my top and black bra. I sat down on the ottoman to take off my shoes and socks, then he helped me take off my slacks and panties. He shed his khakis and went to the bathroom to get a small towel. I ogled his black boxer briefs. There was a definite bulge in the front. So sexy!

We hugged and kissed some more, then he shed his underwear. I backed him up onto the bed. He leaned back and I took a long look at his naked body. Mmm mmm mmm…

I flattened out on my back and he was on his side beside me. He leaned over to worship my right breast with his mouth while he played with my left breast with his fingers. I held his head and messed up his hair. I stroked his back and luxuriated in having a man’s skin to touch.

His hand went down between my legs and teased my clit on and on as I got wetter and wetter. I was squirming like crazy! I decided to try a new position – I put my left leg over his hips and shimmied down until he could fit his cock inside me. He reached to the nightstand for a condom and I helped him roll it on. He moaned, then slipped inside me in one big shove. Oh my oh my. He said he liked this new angle. This is my favorite position because I can see his face, he can see mine, and he can play with my breast or my clit with his hand while he pumps up inside me. Oh yeah…

Something like this

He lies on his right side. I’m mostly flat on my back, with my right leg over his hip. He bends at the waist until his midsection is under me and…. Boom! It’s sort of like reverse cowgirl on its side!

We carried on quite a while like that… it felt so so good! He finally could not wait anymore and pumped furiously, then came hard and collapsed. We stayed intertwined for a long time, each lost in our thoughts. He rubbed my shoulder, my arm, my hip while he rested. I felt like I had talked way too much last time, so I resolved not to talk until he did and to mostly ask him questions and listen to the answers.

He finally started talking after about 20 minutes, saying how relaxed and satisfied he felt. I asked how a concert he attended had gone. He told me a great story about his adventure – the awful traffic, the long line to eat, the marvelous light show and then the awful traffic getting out!

I asked how his work in his garden was going and he told me about the awful drought, having to hand water the plants.

He had emailed that he had a scare after our last meet, so I asked for details on that. He said he had gone home, showered and had dinner with his wife. As he was eating, he realized he had not gotten all the smell of me off his hands and smiled. At that moment, his wife asked him, “What is that smell?” He stared at her as she sniffed around the dining room, trying to think of something to say, when she focused on something on the sideboard and said, “Aha! It’s that dessert you brought home from the office!” Phew. We laughed over it but a good lesson in being thorough in his ablutions! And not over-reacting.

I asked if he was going to watch the Olympics Opening Ceremonies on TV tonight. He said he usually does. I expressed my hope that the Olympics news would give us a respite from all the nasty political coverage. We shared our favorite outrageous campaign stories from the past week. I told him about my progress on settling my mother’s estate. He is a good listener.

He started to play with my breast again. I asked if he wanted me to do something, reminded him that he can get what he wants. He said he just wanted to play with me again. So he put his hand between my legs again and made me squirm flicking my clit!

He moved over me and spread my legs, entering me missionary style. I thought I couldn’t handle his weight but he shifted and it was delightful! He pumped and pumped but could not come, so I suggested changing to doggy style. He agreed, so I rolled over and presented my ass for him to grab. He sighed and slipped inside again. He grabbed my ass and pulled me closer. I slammed back against him… mmm… that sent him so so deep inside me! He got very excited very fast and was cumming again! I adore helping him do that.

We collapsed on the bed and grinned at each other. It was time for him to get moving, so he went to take a shower. I went with him, pulled back the curtain a little to watch him… spooked him! Ooops!

He dressed and checked around for his stuff as I watched. He gave me the money for the room. He’s so good about that! He kissed me once more, “until next time!” and was gone.

I wanted to get home time to see the Olympics Opening Ceremony, so I tossed on my clothes, ate the cookie Doubletree gives you when you check in. This may be the best chocolate chip cookie ever! I gathered my stuff, left a $20 tip for the maid and headed to my car. I made it home easily, my head full of a wonderful afternoon with a sweet man. Today seemed especially good to me!
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Meet RI Don

July 22, 2016 Friday

From: Don
To: Sassy
Date: Fri 07/22/16 8:18 AM
Re: Connection

Shouldn’t be a problem getting there. I’ll go business casual. See you on the inside.

Don

Sent from Yahoo Mail on Android

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From: Don
To: Sassy
Date: Fri 07/22/16 11:25 AM
Re: The View

What are you wearing?

Sent from Yahoo Mail on Android

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From: Sassy
To: Don
Date: Fri 07/22/16 11:30 AM
Re: The View

Good morning! Happy Friday! Purple glasses, silk scarf with blue and roses, blue top and slacks. And a bright smile!

Sent from Yahoo Mail on Android

=====

I have a meet today with a new man!  
I was antsy all morning… working but thinking about meeting Don from Rhode Island. Half-excited, half-nervous.  I took a face photo in the bathroom and stared at it, thinking about how he’d see me.  I had a moment of feeling fat and ugly and wondering how I can do this… but luckily it passed!  I did not send it to him, just wrote to tell him what I was wearing.  
I left the office with plenty of time and strolled over to The Red House for lunch.  He was sitting at the bar!  Yay!  I adore it when the man is there before I am!  I hugged him.  He smiled and asked how I was.  Wow!  He is tall and good-looking in that way that men are who are outside a lot, looking sort of weathered and rugged.  Yum.  He reminds me of Craig T. Nelson, TV’s Coach.  
He had on a white golf shirt and white summer khakis.  I wore my usual dark blue slacks, dark blue top that buttons all the way up the front, and a silk scarf, with my lucky black bra underneath! 
The restaurant
Things went a little wonky – I asked on my reservation for a booth or quiet table, and for them not to ask for my name or say it aloud.  I got neither, which is odd – they are usually good to me there!  I told the hostess I’d made an OpenTable reservation for two and she asked for my last name with him standing beside me.  I gave her a pleading look and she finally clued in to who I was (that odd woman who didn’t want to say her name!) I need to find a better way to do that.  Then she took me to a 4-top in the middle of the restaurant!  Argh.  We settled in a right angle to each other and sat close together for privacy.  It worked okay.  
The waiter came over and started with, ‘I just want to let you know we don’t have any oysters.”  Argh!  That was why I went there.  He said they might come in any time.  So Don asked him every time he appeared if they had arrived yet?  Heh.  
We ordered – I got an iced tea and he had a beer – Stella Artois!  That’s one of Philip’s favorites so I took it as a good sign. He got the half-sandwich (Salmon BLT) with a small lobster chowder, and I got a bowl of lobster chowder.  It’s odd to eat soup on a hot day, but it’s so tasty, I can’t resist!  
We had a great conversation.  I found out what he did for a living, that he has grown children who are out of the house and doing well, that he enjoys cooking breakfast and dinner, gardening, tennis, golf, kayaking.  We talked about baseball, where we were raised, travels we’ve enjoyed.  He asked good questions, seemed interested in my answers.  He tried to dig a bit into where I work and what I do.  I answered without giving too much away. 
We looked at the dessert menu but decided not to get anything.  He paid for lunch.  I thanked him.  It seemed like no big deal.  I was surprised to see him use a credit card.  I tried to look to see his name but couldn’t quite make it out. 
Walking and talking 
He asked if he could walk me back to my office.  I demurred but said I could walk him back to his car.  As we made our way through the heat to the Charles Hotel, he asked if I like to smoke weed.  No one has asked me that before.  I replied that I don’t.  He said he likes to smoke every day.  Wow.  Not sure what I think about that, between the smoking aspect and the illegal aspect.  Have to think about that.  
He had taken my suggestion to park in the hotel garage underground.  It was beastly hot outside – why did it have to be the hottest day of the year?!  
He hopped into the same part of the revolving door as we entered the hotel, and groped my ass big time!  Ha!  That was fun!  
We wandered around the lobby looking around for the garage entrance – I asked the doorman, who pointed us at the stairs.  
Groping in the garage 
He walked down the stairs ahead of me.  I noticed that it was empty, looked for a security camera, then decided not to worry about it.  When we got to the bottom, I tapped him on the shoulder to turn him around, and he got the drift very quickly, hugging me and kissing me.  We are a good fit!  He moaned slightly.  We kissed and groped and mmm…. It got too hot very quickly!  I broke it off and took his hand to lead him out into the garage.  

We found his car and leaned against it.  He grabbed me again, kissing… I put my hands on his face, then played with his hair.  I groped his back muscles and he moaned nicely. Then I moved my hand between his legs… nice hard bulge there!  
He was not a great kisser, and didn’t make much progress on touching me… was he nervous?  There was no one around and we were relatively hidden in between cars.  But first times can be odd.  I don’t judge by that.  
He asked when we could get together again for some “real fun.” I apologized for getting him revved up and not being able to finish.  He said he was going to be away for a couple of weeks,  but he would stay in touch and hope to see me soon when he returns.  Now I see why he was in such a hurry to meet today!  
I told him I’d send him some interesting reading, maybe a video or photos.  He liked the sound of that.  He wanted to drive me back to my office but that was pointless and I didn’t want him to know where I work…. So I told him I’d better be on my way.  
I asked him to let me know when he made it home and he said he would.  There was one more long hug and then he got into his car and I strolled back to my office. 
 

=====

I hoped for a note as soon as he got home.  That didn’t happen.  GUYS!  PLEASE DO THAT!  

Then I hoped for an email after dinner.  Nope.  I began to get nervous that he was going to be another “never another word” type.  *sigh  

He finally wrote later in the evening.  Hooray! 
=====
From: Don
To: Sassy
Date: Friday, July 22, 2016 9:20 PM
Subject: Re: Connection

Hi Sass,

I made it home and found my friends waiting to go into the pool. Wish you had joined them and me.

I can see you and me in the pool, late at night, and floating around the shallow end. I’ll tell you the rest later.

Enjoyed the afternoon. Wondering where we go from here. Its up to you obviously.

Where would we meet? Especially if you won’t tell me anything about you. Up to you.

Don

=====

From: Sassy
To: Don
Date: Fri 07/22/16 11:14 PM
Re: Connection

Hiya Don,

Thanks again for lunch and “dessert.” Glad to hear you made it home and thought of me around the pool!

Where do I want to go? TO BED! 😉

Let’s work on what’s possible…where… when… what would you consider ideal?

Hey… I told you lots! And I will tell you more. Does the mundane stuff matter? Tough for me to know what you want to know. Ask me anything that is important and I will answer. What matters other than the feel of my skin next to yours? The taste of my neck where it meets my shoulder? The sight of my mouth on your body? How tight and wet and hot I am? mmmm… where was I? Oh yeah…

Today gave me hope that we could be great together. Let’s make it happen!

-Sassy

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Meet #10 The Northerner Smiles

July 1, 2016 Friday
I had the perfect start to the holiday weekend! 
I drove myself to work and parked near the office – a rare luxury.  

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From: Brett
To: Sassy 
Date: Fri July 1, 2016 12:39 PM
Sassie, 
Just a heads up…our corporate network is now very slow…it may go down completely, who knows…so email may be out.
Phone is the backup.
Bar at 2:30ish is the backup to that.
can’t wait…

brett

=====

Aww… he is so sweet!  

I planned to leave work and be on my way by 1:30 pm so I could check in early and be waiting.  Work conspired to keep me busy until 1:45 pm then I dashed to my car and looked at the map on my phone… traffic everywhere!  Ugh! I listened to the Google Maps directions for once and took the big highways it recommended.  I pulled into the hotel right at 2:30 pm and The Canadian crossed right in front of me and waved as I turned into the parking lot!  

There was a line to check in – a big group of wedding guests.  Argh.  He went to the bar.  I finally got the keys and fresh warm chocolate chips cookies they give out to guests and went to find him.  We navigated our way to the room – this is the most labyrinthine hotel ever!  
The Hotel Lobby
We had a very similar room to last time with a king size bed overlooking an inner courtyard filled with grass and trees.  
Our hotel room  
I put my stuff down on the desk and he was behind me, hugging me, kissing my neck, massaging my breast and sighing in my ear.  This is how he starts every meet and I adore it.  
He turned me and kissed me deeply as he turned me, like he couldn’t wait for me to get turned completely to him… ah.  He let me go and I sat on the bed to take off my shoes and socks.  He undressed.. I leered at his black boxer briefs. So sexy!  I told him he has a great butt.  He looked in the mirror to see what I was looking at and scoffed.  He helped me take off my clothes.  So sweet… 

He grabbed a towel from the bathroom and condoms from his pants pocket and set them on the night stand.  He’s so prepared!  
We landed on the bed and as we were getting adjusted, there was a very stiff cock in my face.  So I licked it, and sucked it… hmmm… pre-cum already!  Yum!  
He pulled me up to face him and kissed me deeply.  He moved down my body, worshipping my breasts.  He is so good at that.  
He kept moving down my body, nibbling at my belly button, then spreading my legs and focusing on my clit with his tongue.  Mmm…. mmm… mmm…. I can not sit still when he does that!  There was squirming and moaning!  He added a finger… yowza.  
He reached over to the nightstand for a condom and I helped him roll it on.  He smiled.  
He rolled back to me and pressed his weight on top of me, wiggling his hips and slid into me missionary style.  He pounded me… in and out… concentrating, sighing… oh my.  I talked dirty to him and got him to say a couple naughty words too!  He exploded and kept moving!  Wow.  He went still but stayed inside for awhile.  Mmm…
He finally rolled over beside me and pulled me onto his chest to cuddle. 
I was so relieved that I was not sore, what with my shenanigans with Kris yesterday and this meet today.  I am such a hussy!!
He fell asleep.  I watched him, listened to his breathing, so relaxed.  In about 5 minutes he opened his eyes and smiled.  Said he worried he’d been dreaming and would wake up alone and was so pleased to see me there!  
We had a long talk.  He told me about the status of his various projects in his yard, his plans for the long weekend at home, his dad having some health issues, and I finally told him that my mom died.  He asked good questions, showed more interest than anyone I have told!  
I finally asked him what his AM profile name means.  He said it’s the name of his high school English teacher!  I asked why and he said he taught him grammar in a way he could remember.  Okay.
We kissed for a while, exploring tongues, biting lips, sucking tongues… mmm.  He played with my breasts some more.  He can’t get enough of that.  I started to give him a very Sassy blow job but he quickly pulled me off and rolled on top again.  I asked if he wanted me to turn over and he said yes… so I put my face into the pillow and got on my hands and knees and he entered from behind and went deep…. Mmmm.  He pulled me on and off for a bit, then I started pushing back into him.  He held my ass and moaned so sweetly.  He came again! 
I cuddled back against him to enjoy the afterglow.  I pulled away a little to look up and down his body.  He has a way of lying on his side that is so sexy… I could stare and stare!  He had the most blissful smile on his face!  I played with his chest hair and told him how beautiful he is.  He blushed!  
The time came for him to leave.  He showered and dressed quickly and gave me one last kiss.  It was so tough not to grab him for a big hug but I know I should not get my scent all over him.  *sigh He gave me money for the room and was gone. 
I took my time getting dressed, hoping the traffic would subside, eating a cookie.  I put the room back in a way that looked like one person had slept there, double-checked that I had my stuff and strolled back to my car.  I drove home easily in less than 30 minutes!   What a great afternoon!  

What an incredible two days!  Whee!

=====

From: Sassy
To: Brett
Date: Fri July 1, 2016 11:09 PM
Hope you had an easy trip home.  I made it in record time – sailed up 128 and down 93 almost alone.  Freaky!  
Thanks again for a lovely afternoon.

-S



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Meeting Kris again

June 30, 2016 Thursday
4:43 pm Kris      On my way to you.  Now that I can just talk to my phone and it texts for me I can send people really long and annoying text messages.  I’ve been struggling all day with whether to actually meet up with you tonight.  I have no idea what I’m doing… or why.  It was highly impulsive and maybe premature to pull the trigger last night on booking a room, but it’s done now.  We’ll see how it goes.  If nothing else… I know I can talk to you freely and you can do the same with me.  Whatever else happens… or doesn’t… I know you’ll just roll with it like you always do.  Oh… and btw… I shaved my beard a while ago so I probably will look quite different!  See u soon! 
4:45 pm Sassy   Don’t fret – we’ll be fine.  I made a list of questions.  Hee hee… 
5:42 pm Kris      Here!  Out front
5:45 pm Sassy  In the elevator
=====
He was late… same old Kris!  I dashed downstairs and found him smiling in the entryway.  It was so good to see him!  I forgot how jolly his smile is!  He looked strange without his beard!  I gave him a big hug.  We went to his car and drove to a Court House Seafood, a cheap, fast and good spot across the river.  We cruised around the streets nearby looking for parking.  Nothing.  Grrr… so I found a parking lot.  We strolled to the restaurant, sharing info about our jobs, then ordered at the front and got a window table!  Since he paid for the hotel, I paid for supper.  
The food was delightful as usual – he got the baked haddock with fries, I got the fisherman’s platter (scallops, shrimp, clams and fish) with a baked potato, and we each had a stuffed clam.  
We caught up.  It was so easy to talk… that “picked right up where we left off” feeling.  
He answered most of my questions in the course of the conversation!
Stayed sober? Yup
Ex-wife – finally got divorced after months of haggling over their meager assets
Circumstances of job change – fired for goofing up his billing, out two months
The other woman – didn’t last.  Has only been with two since then.
The house – still have renters? Yup.  Lives with his mom now.  
Motorcycle – sold it on Craigslist!
Boat – motor died, couldn’t afford to fix it, sold it cheap
His mom – still going strong (Told him about my mom’s death.) 
His kids – some talking to him, some still not
Earring (hole still there, doesn’t wear one much)
Hair (still in a pony tail)
Shaved his beard because his former gf said it helped him look younger
So it seems like his mid-life crisis is over.  He is trying to settle down and find a wife.  He hates being alone.  I was so relieved that he had not married the woman he was with when he stopped seeing me!  
We drove to the hotel – the fancy Courtyard by Marriott on the river, near Trader Joe’s.  I sat in the lobby while he checked in and charmed the desk clerk.  Heh.  We went up to the second floor.  I didn’t notice much about the room except the king size bed.  
I went to the bathroom and left the door open.  He always closed it and locked it so I kidded him about it.  He said he has gotten better about leaving it unlocked.  Heh.  He asked if he needed a condom – said he’d bought some right before he picked me up (that was what made him a little late).  I asked him how many women he had been with… he said two.  I said he should use them.
I sat on the edge of the bed to take off my shoes and socks. He sat behind me and rubbed my shoulders and back… mmmm.   I looked back and he had already taken off his pants, socks and shoes… he put his legs on either side of me and leaned me back against him to play with my breasts.  
He flattened me out, pulled my legs apart with his foot and slipped his hand inside my pants!  He went right for my clit!  No wavering tonight!  I squirmed and shuddered… he is a bit too rough so I slowed him down and then savored his touch.  
Very quickly he helped me take off the rest of my clothes.  He tossed off his plaid cotton shorts, grabbed a condom off the nightstand and rolled it on, then rolled me slightly onto my side, pulled my leg over his hip and pushed up underneath me lying on his side, slipping his totally hard cock inside me.  He pounded me on and on, flicking my clit with his finger.  Wowzers. 
He came hard then flopped down beside me and fell asleep.  I stayed beside him… listening to him breathe, recovering from the intense activity.   
After about 20 minutes I slid out to go to the bathroom and he woke up.  We talked, and I asked what had made him contact me the night before.  He explained that his girlfriend (of 8 months)  had dumped him yesterday morning.  He had told her about his one time cheating on his wife and how she left him without ever talking to him.  That was two days earlier.  She had called him and said they were done.  He figured if he was going to be branded a cheater, he was going to do it!  Though it’s not exactly cheating for him anymore… 
I asked if he had seen my birthday greetings last year.  He said he had and meant to respond but just… didn’t.  He thanked me for not pestering him after he asked me to stop contacting him.  
We talked and talked… he told me stories of his changes in his life, continuing conversations with his ex-wife, struggling to face the loss of this latest lady and having to date again.  I was surprised how interesting I found it, but only from a curiosity standpoint, not in terms of having any relationship with him.  It is rather freeing to know that if he calls me, it’s fine.  And if he doesn’t, it’s fine.  I don’t particularly want to jump back on the roller coaster with him but it was so wonderful to catch up and feel useful to him and have his hands on me!    
He asked me to get out my favorite toy.  He said he wanted to watch me play with my bullet.  I’ve never done that.  I told him there’s not much to see.  He said he wanted to try it.  So I was flat on my back, with the bullet pressed just below my clit, eyes closed.  He asked me what I was thinking about.  I told him about my fantasy of an office where the women are clothed and the men are not.  I disappeared into that in my mind, but couldn’t really focus.  I reached out for his hand and kept going.  I could tell he was bored, so I faked finishing.  What was I supposed to do?  He said it was like watching paint dry and then the wall explodes!  Heh.  
I used the bullet on his cock, pulling on him with my other hand and sucking the tip.  He got very hard again. I thought he might let me take him over the edge with my mouth, but as things got really hot, he stopped me.  He said he wanted to me inside me again.  He slid inside me again and pumped in and out.  His stamina was certainly on form tonight!   He could not come again but didn’t let it bug him.  He stopped eventually and pulled me onto his chest to cuddle.   He had on the most wonderful Henley t-shirt.. Lovely gray and so soft!  He gets cold easily, so he rarely gets completely nude. He covered us up with sheet.  
We talked a little more.  It was getting past midnight.  He had promised to take me home but I didn’t see any reason for both of us to have to get dressed so I told him to stay in bed, let me hop a Lyft home.  He was very resistant, but I convinced him. 
He got up to give me one last hug.  I struggled not to gauge his mood or ask about his plans. He said, “Take care of yourself” and I walked out the door.  I got into the elevator, went down to the lobby and summoned a Lyft.  
I got a Lyft quickly, got home easily and texted him. 
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12:49 am Sassy      Made it home easily.  Thanks for a lovely evening! 


Meet #9 A new hotel

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May 27, 2016 Friday

I had the day off, so I slept late and started getting ready about 11:30 am. I was a symphony in dark blue – put on my navy blue shorts and a navy blue t-shirt, navy blue panties and a blue patterned bra with flowers and butterflies! I don’t usually wear shorts out of the house but I can’t find my summer pants! And it’s a beastly hot day!

I checked Google Maps… the big roads were already starting to fill up with Memorial Day holiday weekend traffic, so I decided to take the back roads out through the suburbs. I knew my way to within about 2 miles of the restaurant he suggested, so it would be an easy navigation.

I gassed up the car and headed northwest to Bedford. I “went off the edge” of my personal map at Third Avenue in Burlington and continued on to the Bamboo restaurant. I was early so I sat in my car reading Facebook on my phone, then stood at the corner where he could see me from the front or the side parking lots.

At 1:15 pm I started to wonder… and he tapped me on the shoulder! He had that “I want to grab you but I won’t do it out here in the open!” look on his face. He motioned for me to proceed and we strolled into the restaurant. It was quite fancy with beautiful fresh flowers at the entrance. The hostess seated us a booth. He sat where he could see the door.

The waitress came over and asked if we wanted the buffet. I looked to him to answer and he looked at me to confirm, then he told her yes. She said we could go up. I walked around to check out the options. There were two rows of Chinese appetizers and entrees and rice, then another row of sushi and desserts. Wow. I filled a plate with a little of everything! It was the best buffet I’ve seen in a long time.

We returned to the table and I took a photo of my plate, explaining about how I started posting photos of food while I was sick to let people know I was out and eating well, and give us something else to talk about. Now everyone expects it and asks after me if I don’t post food photos! I enjoyed the crab rangoon, the Peking ravioli, the spicy green beans with pork, the General Gao’s chicken, half an egg roll, a boneless sparerib, veggie lo mein and a sampling of sushi! He was being good and didn’t go back but I had to try the shumai that had been out the first time, and a tiny square of chocolate cake. I took photos of the buffet. It was all so tasty!

We chatted about what I did on my vacation. I showed him photos of the beach in RI and my baked stuffed lobster. I screwed up and said something that gave away where I work. Oops. He looked pleased and assured me my secrets are safe with him. At least I did it in person and not via email where a suspicious wife or offspring could see it! He told me about working in his garden.

At 2:15 pm we decided it was time to see if we could check in early at the hotel. They’re not supposed to let us in until 3 pm but usually bend the rules.  I paid the lunch bill. It was inexpensive and I thought it was a good time to prove he doesn’t always have to cover everything.

I drove up the road to the Doubletree Hilton at Bedford Glen. It’s a big step up from the places we’ve been!

I got a deal through Google so it was about the same price. I checked in and got their trademark chocolate chip cookie. I went back to my car and he was there, parked two spaces over. We strolled around and down and over to room 2040. It’s a big place! He held my hand. He knows I crave being touched… he listens and takes care to do that for me. So sweet!

The moment we were in the room with the door closed, he grabbed me from behind, nibbled on my neck, squeezed my breasts and sighed. Ah… I sighed too. So wonderful to be wanted! 

The room was lovely!  He closed the drapes and took off his clothes. He turned up the air conditioning and helped me get my clothes off. I adore that! He stood behind me some more and I rubbed my ass against his very hard cock. Mmmm…. He turned me for a long kiss. My knees started to go weak so I pulled away and collapsed across the middle of the bed on my stomach.

He rubbed my back and played with my ass. I turned slightly and he worshipped my left breast. I played with his hair and moaned a lot.

He made his way down my body, flattened me and pulled up my legs, put a pillow under my ass and startling nibbling my lower lips. He is very talented with his tongue! I went a little crazy when he added a finger inside me to the mix. I pulled on my nipples while he licked and sucked on my clit. Oh my oh my! I started shaking and talking dirty to him.

He looked up and the fire in his eyes? Wow. He moved up over me, grabbed a condom from the bedside table, rolled it on and sank his cock into me. Oh yes… so good. So so good. He moved back and forth, his face a study in concentration. I was sassy… asked if that felt good… called him a naughty man. Told him how much I like his bad boy self… he smiled and pushed harder, kissed me hard and went even deeper. He carried on much longer than usual. His face was bright red… I began to wonder if he’d gotten his hands on some little pills but it doesn’t matter. He finally made a different face and said he was about to finish. I ramped up my chatter… DO IT! Fill me up… and he did! He stayed inside for a long while, staring at my face… looking blissful. Then collapsed and rolled over next to me.

He started asking me questions about my mom, my work, my community projects. I adore how he remembers and asks the right questions and listens. I talked too much, then noticed it and started asking him questions. He rubbed on me the entire time… stroking my shoulder, trailing a hand over my breast… filling up my touching quota to last a long time!

About 4 pm I got up to pee and splashed cold water on my face. I came back with a cold towel. I put it on his face for a few seconds, then down his arms and hands. I blew on his skin to cool him off.

When I returned to the bed, I aimed directly for his midsection with my hands and mouth. He was hard as a rock again and very red. I unsheathed his crown and sucked it down my throat. He moaned. I squeezed his balls gently while I licked him up and down, then sucked on the crown again, sticking my tongue into the opening. I looked up and he opened his eyes, smiled at me with that little twinkle I adore. I sucked him, bobbing up and down. His hips moved and he put his hand in my hair. I licked his balls and cupped them while I sucked on him some more. I tasted pre-cum. Yum. I had hopes of him finally letting me take him over the edge but he pulled me up for a kiss.

I asked if he wanted to go inside me again. He nodded vehemently! I suggested he roll me over and go in doggy style. He thought that sounded great! He was very quick, pulling me onto my knees, pulling my ass up, putting on another condom and going deep inside me in about 3 seconds! Bam! Bam! Bam! Oh yeah…

I talked to him… told him how much I adore how he feels inside me, how fantastic it sounds when his skin slaps against mine. I asked if he likes watching himself go in… and he moaned. He pulled me on and pushed me away, then pulled me closer. Oof… that is so good! I couldn’t talk anymore as he sped up… he came again! Yay!

He collapsed next to me and tucked me in next to him with his arm around me and my head on his chest. I asked if he came again hard and he smiled and nodded.

He talked about plans for the summer – his garden, a concert, and his hopes to see me again soon. He told me to be sure and tell him when I have time off, in case he can get away from work too.

I told him about a funny adventure I had with kissing a rock star years ago… screwed up again and said my first name. I don’t think he heard me or understood what I said. My brain must have been really addled!

He said today seemed especially awesome. I agreed. I was touched that he said so.

I looked at the clock and mentioned the time… he said he should get going. I want to keep him safe. He took a quick shower. I checked my phone. It rung and I ignored it while we were having sex but I began to worry that something had happened to my mom… strangely there was no sign of a missed call. Odd.

He put on his sexy black boxer briefs. He has a great ass! I stayed naked and let him get an eyeful of my backside and my front side and my side side. Heh. He leaned over to give me a goodbye kiss. I was careful not to touch him. I try not to transfer any scent to a man post-shower. He took off at 5:20 pm.

I read Facebook on my phone and took my time dressing and taming my hair and tidying up the room, waiting for the worst of the traffic to be over. I made sure I had everything, left the keycard on the desk and took off about 6 pm with a big smile on my face.