Category Archives: Sassy Photo

by

Nice to be wanted

June 17, 2017 Saturday

4:13 PM Phil
[photo of his cock with pre-cum on the tip, sitting at his desk]

I was just thinking of you

4:15 PM Sassy
Oh my. What about me?

4:25 PM Phil
Well all of you but you were naked

4:25 PM Sassy
What was I doing?

4:28 PM Phil
You were on your hands and knees being fucked hard

4:32 PM Sassy
Mmmm. Sounds fantastic

4:32 PM Phil
There were toys involved

4:35 PM Sassy
Very good

I used my Gigi on Hubby this morning
he has a pinched nerve in his shoulder!

He didn’t see what it was

4:36 PM Phil
Ha!
You were using it lower on me in my fantasy

4:37 PM Sassy
Oh… between your legs?

4:38 PM Phil
Oh my!
Yes indeed

4:41 PM Sassy
I have been wishing I could explore your lower regions with a toy… learn what makes you moan.

You relaxed on my bed… the vibe buzzing… mmmm

4:49 PM Sassy
Tall ships are in Boston Harbor! A friend posted 20 photos of the US Coast Guard Eagle.

4:52 PM Phil
Wouldn’t take much.
Beautiful!

4:57 PM Sassy
I so need some of that… been 6 weeks!

I was fantasizing about you disappearing for an afternoon when you’re in the old hometown…. meeting me at the mall… FUCKING

5:09 PM Phil
Well damn!

Six weeks, you need some cock

5:11 PM Sassy
Gonna go play right now!

Look at some nasty tumblrs and rock

5:12 PM Phil
Mmmm, I like nasty tumblrs

5:13 PM Sassy
If I see something hot, I’ll be sure to send it along

Been rather paltry lately…

5:13 PM Phil
Feel free to send a pic of you too

5:14 PM Sassy
[photo of me in bed on my side with my kitty cat in my arms, rubbing his tummy]

5:20 PM Phil
Ahh rubbing the pussy

5:20 PM Sassy
[photo of my legs spread in bed with my hand between them]

5:21 PM Phil
Mm, like that pussy better

5:21 PM Sassy
Thought you would

[photo of my naked breast, tummy and legs with a toy between my legs]

5:25 PM Phil
Mmmmm

5:25 PM Sassy
[photo of my legs with a toy between them]

5:25 PM Phil
[photos of him lying in bed stroking his cock]

5:26 PM Sassy
Oooh yum

5:26 PM Phil
Take good care of that sweet pussy

Fits right where that toy is

5:27 PM Sassy
[photo of my legs spread with a toy on my clit]

5:28 PM Phil
There we go, spread those legs, mmm

[photo of his cock in his hand lying on his bed]

5:29 PM Sassy
My hands could be there

5:29 PM Phil

Oh yes

5:29 PM Sassy
Pump it.

5:30 PM Phil
Like to pump it in you
Hope that’s helping moisten things up
Feels good

5:33 PM Sassy

5:34 PM Phil
Mmm, nice!

5:43 PM Phil
You need a tongue to go with that toy, lapping up those sweet juices

5:43 PM Sassy

5:44 PM Phil
Oooh there we go!

5:44 PM Sassy
Target for your tongue

5:46 PM Phil

Or for that

5:47 PM Sassy
One then the other.

5:47 PM Phil
Or both! One will spray your burning hot pussy with cream

I remember being the first to cum in your sweet pussy is some time. Felt so good cumming inside you and you seemed to enjoy it as much as I did

5:51 PM Sassy
10 years without

5:52 PM Phil
Still very fresh in my memory

5:52 PM Sassy
Hottest night of my life

5:54 PM Phil
Oh just cause I tore your pants off and stuck my tongue inside you followed very soon by my cock, I’m sure it happens all the time

😛 it was spectacular

5:57 PM Sassy
You were so good to me

5:59 PM Phil
It was hot and sexy and fun and you were pretty good to me too
And we found some good food too

6:00 PM Sassy
Perfect night
And I played the old a cappella tunes

6:02 PM Phil
Wonderful. Those were good times.

I can’t see a girl in overalls without thinking about having a handful of your ass and tits

Mmmm

I smile every time I go by that Thai place

6:03 PM Sassy
I know so much more now…tough to believe but it could be even better

6:04 PM Phil
You are a bit more experienced and adventurous.
I’m intrigued by the toys too

6:07 PM Sassy
I want you

6:09 PM Phil
Nice to be wanted XXoo

6:09 PM Sassy
Oh yes

by

Essex and Gloucester glories

June 1, 2017 Thursday

11:38 AM Sassy
Nothing like a warm ham and cheese croissant!  Chilling at Au Bon Pain while Hubby is at the doctor.

2:57 PM Sassy
A delightful lunch out on the covered deck at CK Pearl in Essex

The Essex River
The marina
The covered deck
Fresh raw oysters and shrimp cocktail
The river at low tide
Clam chowder with a fried clam and pork belly
Beet salad with glazed pears, carrots and goat cheese
Hubby’s steak tips
The specials board
My dessert

3:52 PM Sassy

Spring flowers at Marshall’s Farm stand in Gloucester

4:27 PM Sassy

Beautiful afternoon at Wingaersheek Beach in Gloucester

 

4:37 PM Sassy

Your 10 seconds of zen from Wingaersheek Beach in Gloucester
by

Meet #16 Brett day

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May 5, 2017 Friday
From: Brett
To: Sassy
Sent: Fri, May 5, 2017 at 8:09 AM
Re: Catching up
tic toc, these Friday mornings seem to go so slow.

=====

From: Sassy
To: Brett
Sent: Fri, May 5, 2017 at 8:16 AM
Re: Catching up

I know! But soon…soon you can put your arms around me and have fun!

Sent from Yahoo Mail on Android

=====

From: Sassy

To: Brett
Sent: Fri, May 5, 2017 at 12:36 PM
Re: Catching up

Hiya! I am heading out! See you soon! Mwah mwah mwah mwah mwah.

Here’s a little preview to get you going. 🙂


=====

Report #16 The Northerner Tries New Things


It was pouring rain and cold – only in the 50s – the kind of day that can be really depressing.  But I had the most wonderful antidote!  Chinese food and alone time with Brett!  
I wore my usual business outfit – dark blue slacks, dark blue sweater with a silk scarf.  I tucked a fun floral bra underneath!  I could not resist showing it to him.  
I went to work and got done what I had to do, then took off at 12:30 pm heading west!  I rolled into the lot a little early, had time to check my email and Facebook.  I got out of the car right at 1:30 pm and he was walking up the sidewalk from the other direction!  He had the most beautiful grin!  We dashed inside.  
A. Lunch at Bamboo

We got a great table right near the buffet.  

I ate my way through two plates – one full, one half-full as it was late and the food was running out and I didn’t want to be too stuffed. I do adore their shumai! I talked about upcoming project events and a big meeting at work, a person getting laid off, another promoted.  He ran into a former co-worker who stopped by the table and chatted but didn’t even look my way.  Strange but good so he didn’t have to introduce me.  He said he enjoys the risk.  Hmmm… 

He told me about the diet competition at work, said he’s lost 6 pounds!  He talked about a recent trip north and sneaking off to visit relatives who have been shunned by the rest of the family.  He fantasized about finding a way to come home early while he wife stayed so he could spend time with me.  Nice to know he thinks of me.  We talked about concerts we’d attended.  I told him about movies I wanted to see and new restaurants I tried. He made a rare comment about his wife, said all she wants to is garden – no movies, no dinners out and no sex!  
B. Dessert at Bedford Glen Doubletree Hilton 
We split up and drove to meet at the hotel nearby.  The tulips were blooming!  They were my favorite – Lucky Stripe – so I had to stop and take a photo. 

I checked in.  They gave me Room 3059.  I turned and he was around the corner smiling at me! He took the key and the map and we walked to the elevator, had a very sexy smooch in there, then walked some more and he opened the door with the keycard.  I set down my stuff on the desk and he grabbed me from behind for a long hug!  It’s so fun to get that “he can’t wait a second” feeling that helps me feel so wanted! 
He rubbed his front back and forth against my back so I felt the big bulge in the middle!  I leaned my head back and his kissed my neck.  He massaged my breasts as he nibbled my neck.  Mmm…. He stepped back to take off his shirt then helped me out of my sweater and bra.  He hugged me again, skin on skin. 
I sat on the ottoman and took off my shoes and socks.  He took off all his clothes, shoes and socks!  I stopped to watch.  He stood me up for a long kiss, grabbing my ass to rub me back and forth against his body.  We moved over to the bed and he pulled down the comforter and sheets, then took off my slacks and panties and pressed me back against the sheet.  
He tried the position i sent him a photo of, sitting behind me, nibbling my neck, hand on my breast, other hand between my legs.  I got so wet!  Oh my!  He’s not usually that creative.  It was lovely to send him a suggestion and have him run with it!  Wow!  
I turned to face him and put a leg on either side of his hips, tried to sit on top, but we just couldn’t make it work.  I need to look at more photos online!  We had fun sliding around skin-to-skin and giggled a bit.

He rolled me over and grabbed a condom from the nightstand to roll on for some doggy style action.  I went up on my hands and knees – he slid inside and pounded me!  He had quite some stamina!  (I wondered if he had taken a little blue pill somewhere along the way).  He held my hips and went inside and out, over and over.  I felt so full, so hot.  He told me he was going to lose control and I encouraged him!  He held me tight and shuddered and moaned.  

He collapsed to me left and I rolled to my right.  He fell asleep!  He doesn’t usually do that.  I stayed still, listening to him breathe and admiring his body while I rested.  After about 10 minutes he startled awake and apologized.  I assured him it was fine.  
I turned at a right angle to him and cuddled up so he could go back inside me.  He grabbed another condom, rolled it on and slid inside me.  We talked while he casually moved in and out and played with my right breast!  
He asked me how I am dealing with Trump.  I whined. 

I asked him what his favoite porn is?  He said his top 3 are regular sex, two women, massage with a happy ending!  

He told me more about how the dieting competition at work is structured. 

He asked me to bring my toys next time so he can see them and what I do with them, maybe add them to our activities.  I was surprised at that, as he rarely wants to do anything different, but today marked a change! 
He went silent and breathed a bit heavier, then pressed a finger against my clit and pumped faster and faster.  I squirmed and squeaked!  I felt him tremble then stop.  He had cum a second time!  
He pulled out and rolled closer to me for a long kiss, then bolted out of bed and went off to shower.  I went in to heed nature’s call and got dressed.  He joined me and we chatted as we threw on clothes.  He gave me $120 to cover the hotel room, and I left the $20 for the maid. He looked around to be sure we had everything and gave me one more kiss!  
We walked back to the elevator, had another quick kiss in there, then made our way out through the lobby, saying good bye at the door and running to our cars in the rain! 
I smiled all the way home, which took quite awhile as everyone seems to forget how to drive when it’s raining. storing away all the memories I could use to tide me over until he contacts me again! 
=====

From: Sassy

To: Brett
Sent: Fri, May 5, 2017 at 8:33 PM
Subject: Thanks and info

Hiya Brett!

Thanks again for lunch and dessert! Such a lovely afternoon!!

I made it home in about an hour… beastly traffic everywhere so I took the back roads through Lexington and Arlington and Somerville to the city but it was still slow going. Hope you made it easily.

Here’s the sites we talked about today that might entertain you:

Source for bargain tickets to concerts, attractions etc.
https://www.goldstar.com/feed

Softer videos
https://www.redtube.com/

Massage video – MMF
https://www.redtube.com/515266

Couple in bed

1) http://theinfiniteache.tumblr.com/post/23802054634/via-isforporn

2) https://xhamster.com/movies/1856352/mom_husband_and_wife_make_love_in_the_morning.html

Enjoy!

-S

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by

Gloucester Monday

April 17, 2017 Monday

12:51 PM Sassy
Beautiful afternoon at Niles Beach in Gloucester.  If my camera was better, you could see the skyscrapers of Boston 30 miles to the south!

2:31 PM Sassy
Beach day!  Traveling along Bass Rocks Road to Atlantic Avenue to Good Harbor!

3:22 PM Sassy
Lobsta Land lunch in Gloucester

View of the salt marsh out of the window of the dining room
Hubby’s ahi tuna with seaweed salad
Lobster chowder
Crispy coconut shrimp with cucumber onion sesame salad
Paella with mussels, clams, shrimp, fish, chorizo, peas, 
saffron risotto and lobster!
Hubby’s panko encrusted fish sandwich and fries


3:48 PM
Easter candy half-price sale at Nichols Candy House in Gloucester

The inlet
Room full of treats
Peanut butter egg


by

Tits and cum

March 2, 2017 Thursday

7:47 PM Phil
Hope your week has been good. Been so busy. Watching what I eat and drink, back in the gym. 14lbs down and enjoying the feeling of sore muscles.
7:48 PM Sassy
Hiya!  Been wacky busy at work too!  Yay for your new weight!  Sore muscles are no good… moderation!  

Wanna see a sexy pic?
7:50 PM Phil
No, sore muscles are very good. I’m going slow but running upstairs again, knocking out sit-ups. I remember my age but feel good. 

Hell yes! Always!
7:52 PM Sassy


[photo of my left breast]
7:52 PM Phil
Well damn! I love it! <3
Beautiful 
Sassy


[tumblr photo of kneeling woman licking a man’s cock while others dance around them]
7:55 PM Phil
Mmmm
I like!
7:56 PM Sassy
Just a little snippet to get you thinking in a certain direction. ; ) 
7:57 PM Phil
Made my muscle leap to attention!
Hope you are giving your sweet pussy a little attention
8:02 PM Sassy
Hubby is out so I am!
8:03 PM Phil
So someone else is giving you attention? Good for you : ) 
Enjoy!
Appreciate the pic always
8:05 PM Sassy
No… just me and my imagination.
I do have a meet tomorrow the Northerner!
8:05 PM Phil
That’s pretty good too!
Ah, excellent
8:06 PM Sassy
Not sure what’s going on… heard from him and 3 other guys in the past two days that I have not heard from in ages!  One reappeared after 2.5 years!
8:06 PM Phil
Wow!
8:06 PM Sassy
No one beats your record of 35 years though.  : ) 
8:06 PM Phil
Ha! It was worth the wait
8:07 PM Sassy
Awww… you are such a sweet man.
8:08 PM Phil
Well it’s true.
It’s amazing when there’s a connection of the heart <3
Our dinner at Legal was full of romance as were our evenings in DC
8:12 PM Sassy
It stuns me sometimes how much fun we’ve had, and how we’ve gotten each other through some awful times.
8:13 PM Phil
Pretty cool
8:15 PM Sassy
And you inspired me to learn all sorts of sexy stuff!
And eat oysters!
8:16 PM Phil
Ah oysters
Yay for sexy stuff!
Makes life much more fun
Had amazing sweet steamed clams for supper
8:24 PM Sassy
I breezed through McDonald’s
Wish you were here… I’d eat you!
8:28 PM Phil
Mmmm, that would be fun, love that hot mouth
8:29 PM Phil


[tumblr photo of a kneeling woman with a man’s cock between her breasts]
8:30 PM Sassy
Your meat is my favorite!
8:30 PM Phil
My meat cums with special sauce
8:30 PM Sassy
Oh my… Tits and cum!  Great combo!
8:30 PM Phil
Absolutely
That’s a fun way to cum
Got excited looking at your tits
I’ve had those in my mouth
8:35 PM Sassy
I am rather wet thanks to you
8:36 PM Phil
Lovely, much easier for my throbbing cock to slide in that way
Nothing better than hot wet pussy
Even better with a hot load of cum
8:38 PM Sassy
Mmm hmmm
8:39 PM Phil
I loved watching you quiver as I shot deep inside you
I assume it was as good for you as it was me
8:42 PM Sassy
Probably better for me since it had been 10 years!
8:42 PM Phil
Oh wow! Happy it was me
So you didn’t have guys dropping to their knees yanking your pants down and shoving their tongue inside you on a regular basis?
I know you weren’t expecting that
8:46 PM Sassy
I was expecting nothing
Thought we’d have dinner and you’d go away
8:46 PM Phil
Yeah well, no. I had you for dinner  ; P
Thought we had a great time
8:48 PM Sassy
Fantastic!
8:49 PM Phil
I smile every time I walk past any of those places
Off to the shower for me. Early morning. 
Play and think of me and send me a sexy pic
8:51 PM Sassy
And get a little hard?
Night dear man!
8:52 PM Phil
Oh yeah, that always happens xxoo
Nite babe
Sassy
; )

by

Tits and toes

February 28, 2017 Tuesday

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

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

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by

Bucket list item crossed off

January 29, 2017 Sunday


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

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

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

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

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


by

Meet #2 Randy in my bed

January 15, 2017 Sunday

5:57 AM
Randy
Good morning sexy

7:01 AM
Sassy
Good morning hot stuff

Randy
How are you this morning my beautiful lover?

Sassy
I’m super! You?

Randy
Great
Super horny
Thinking about you all night

Sassy
Oh my

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

Sassy
Yay! See you soon!

Randy
Just going over the Tobin bridge

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

Randy
Ok
Will be a little bit

Just parking now
Found a spot around the corner

Sassy
Hooray! I’m ready!

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

Sassy
Yay. So ready! 

Randy
Ok on my way

Sassy
Goody goody goody goody

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

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

8:10 AM
Randy
Ok

========

Report #2 Randy
in my bed

Background

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

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

 Swallowing

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

Pounding

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

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

Bucket List Item – CHECK

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

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

 Farewell

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

========

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

Son’s nebulizer worked
Feeling better now

[Bless him for writing so quickly!]

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

Randy
Very nice I like it

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

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

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

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

Sassy boob day

January 12, 2017 Thursday

9:18 AM
Randy
How are you this morning

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

Randy
Ok work is craasaaaazy this week

Sassy
Crazier than usual?

Randy
Yes unfortunately lots of government forms and stuff

Randy
How are things with you?

Sassy
Rolling along. 

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

Randy
Sounds fun to have some time off

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

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

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

Randy
I love how you think

Randy
Hopefully it went well

9:37 PM
Randy
I hope your visit went okay

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

Randy
Oh I guess I got the days confused

Sassy
You relaxing?

Randy
yes watching tv and doing some work

Sassy
I’ve been playing…very mellow

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

Sassy
With myself and a toy and tumblr
Just came hard

Randy
Oh I wish I could have helped

Sassy
Aaah

Randy
better?

Sassy
So Mellow

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

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

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

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

Randy
Decent sized dicks
pretty ripped too

Sassy
Lots of different scenarios
Sheersgreat.tumblr.com

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

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

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

Sassy
Make your fingers twitch to touch?

Randy
Absolutely

Sassy
Tongue tingling?

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

Sassy
Imagining
Spread open on a bed

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

Sassy
Oh yes

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

Sassy
Mmm mmm mmm

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

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

Randy
Nice
Tickle my head with your tongue
Fondle my balls

Sassy

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

Sassy
🙂

Randy
I need some quality fuck time
Scare you off?

Sassy
I hear you

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

Sassy
Sleep well!

Randy
You too baby

Sassy
Dream naughty

Randy
Oh yes and you too
Good night

10:30 PM
Sassy
Mwah!

by

Munch on me

January 12, 2017 Thursday

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

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

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


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

8:58 PM Phil
Hey there! Mom is here!

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

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

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

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

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

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

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

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

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

9:35 PM Sassy
Let’s do that again.

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

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

9:38 PM Phil
Oh yum!

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

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

9:40 PM Sassy
Munch on me.

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

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

9:45 PM Phil
Hopefully in pleasure

9:45 PM Sassy
The best!

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

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

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

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

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

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

9:52 PM Sassy
You betcha
You know I can

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

9:54 PM Sassy
Whatever you want

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

9:57 PM Sassy
Perfect

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

9:59 PM Sassy
You could get squirted on!

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

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

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

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

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

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

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

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

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

10:10 PM Sassy
Talking dirty

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

10:12 PMSassy
Let it buzz

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

10:14 PM Sassy
I definitely want to

10:14 PM Phil
Throbbing now

10:15 PM Sassy
Watching your face

Can you play?

10:16 PM Phil
Eyes Rolled back, breathing hard

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

Like that?

10:17 PM Sassy
Oh yeah…

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

[photo of his cock in his hand]

10:18 PM Sassy
So happy to know that

10:17 PM Phil
Licking pre cum off my fingers

10:20 PM Sassy
Damn…so so hot!

10:21 PM Phil
Hope it aids your play

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

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

10:23 PM Sassy

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

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

10:24 PM Sassy
Yum

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

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

10:26 PM Phil
Damn baby, feels so good

10:28 PM Sassy
Swallow around you

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

10:32 PM Sassy

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

10:34 PM Phil
Play

[15 second video of him pumping his cock]

10:34 PM Sassy
Mmm
Want
You
Inside

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

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

10:38 PMSassy
Mmmm

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

10:40 PM Sassy
It does get juicy

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

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

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

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

Damn

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

You ready to sleep?

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

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

Times have changed for the better

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

Sassy
[gif of a minion kissing the screen]

GIPHY

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

10:55 PM Sassy
Mwah!

10:59 PM Phil
<3 XXoo

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