Randy hours

December 30, 2016 Friday
9:04 PM Randy
Hey Miss Sassy, I hope all is well with you.
Sassy
Did you survive the party? 
Randy
was a big success but we didn’t finish until about 1 AM 
so long day
Sassy
Wowzers
Randy
Yeah a long night but the kids had a ton of fun!
Sassy
Did you dance? 
Randy
No time between putting together the food and taking care of various things.  Also the kids kind of wanted to be left alone
Sassy
Sure 
What did you make to eat? 
Randy
We had pizza, pigs in a blanket, quiche a ton of veggies
How was your day?
Sassy
Pretty quiet.  
Stuck around home except for a quick trip to Woburn for Chinese dinner out 
9:15 PM Randy
Yeah a lot of places are shut down this week
Was the food good?
Sassy
You get to sleep in this morning? 
Food was awesome!  
Ever been to Sichuan Garden?  
They get a lot of press for their bar and champion bartender but the food is top shelf. 
Randy
I slept in a bit
Never been there.  Sounds good
Is Woburn a long drive?
Sassy
Only about 20 minutes tonight 
Randy
Not back
Not bad that is
Might be close enough for a hotel?
Sassy
There are a couple reasonable ones out there right off 93 
Randy
Yeah might be fun
And if they have good chinese a bunus
or bonus
Sassy
You partying for new year’s eve? 
Randy
No quiet evening here.  How about you?
Sassy
SIster hosts a party for about 100 people so I’ll be over there helping 
Randy
Sounds fun
Sassy
Not my scene really 
Randy
Long night for you then?
Oh what would you rather do?
Sassy
Be home, watch the ball drop… 
Randy
Sounds okay
Sassy
Play with a nice man 
Randy
Even better
Sassy
I usually hide in the kitchen, make sure the ice gets refilled, point people to the drinks
Randy
IC too many people?
Sassy
Waaay too many
and they are… mostly drunk
Randy
Yea I agree not my scene either unless the people are nice
I agree with you would rather make love the whole night
Sassy
They’re pretty good and the food is always fantastic 
Last year I got into big trouble for letting in a couple of young handsome crashers 
So I have to behave this year.  
Randy
Ut oh
What did you do with them?
Sassy
Just chatted, introduced them to some single women… 
9:30 PM Randy
Oh good but could have been fun
Sassy
I thought so!  But SIs got all mad, tossed them out 
Randy
Oh well. Could have been a nice evening for you
Sassy
Eh… not my types… but eye candy and funny
Randy
Oh ok
Sassy
Luckily I was with another woman and she mostly blamed her for bringing them inside 
Randy
FUnny
Sassy
Because I would never do such a thing.  🙂 
Randy
Party crashers can be rough
And of course not
Sassy
I kept an eye on them… they weren’t trying to steal the silver 
Randy
Good for you
Sassy
I’ll know better this time 
Randy
Hey for a date are there some days that are better than others?
Sassy
varies… I try to stay flexible because I know I have it easier schedule-wise 
Randy
Ok Mondays and Wednesdays are generally better for me
Maybe the 9th or 11th?
Sassy
Could work… I need to get back to the office and see my calendar there 
What timing are you thinking? 
Randy
OK… I hope you like foreplay
Afternoon like 4? how is that
Is earlier better, later?
Sassy
That sounds fine. 
Randy
Can we take it slow?
Sassy
Absolutely 
Randy
I haven’t done this much
Should I bring condoms?
Sassy
That would be perfect 
Randy
Okay.   Do you date regularly?
Sassy
No
9:45 PM Randy
So we’re in the same situation
Nervous that is
Do you like kissing
Sassy
Oh yes
Randy
Touching and cuddling?
Sassy
It will be fine… and if it’s not, we’ll fix it.  🙂 
Randy
Okay sounds great.
What time do you usually get off work?
Sassy
5 pm but I can “have a doctor’s appointment” 
Randy
Sounds good, I was thinking 4 
because I can’t stay too late without arousing suspicion
Sassy
Of course 
Randy
So how is your community project doing?
Sassy
It’s great.  Quiet this week but starts up again next week 
Randy
What are they doing?
Sassy
I’d better not say until I know you better.  🙂 
Randy
Oh okay, you try and keep quiet?
Sassy
I try not to say too much that you could google.  🙂 
Randy
Got it.
And get it
Okay you should know I like to cum several times.  
I hope you can handle that
Sassy
Looking forward to it! 
Randy
Nice.
You seem very sexual
Sassy
Making up for lost time 
Randy
Me too
Been ignored for many years
Do you like long love making sessions?
Sassy
They are the best 
But rare 
Randy
I guess I should ask what is long to you?
10:01 PM Sassy
12 hours? 
2-3 is usual 
Randy
Oh that is long.  2-3 hours is long?
Sassy
2-3 is about average
Randy
ok
That I can do… no problem.
Sassy
Are you used to the 10 minute type? 
Randy
I should warn you that I can keep it up for several hours.
Yes it takes me about 10 mins to cum the first time
But I am ready to go right afterwards and I can control a bit when I cum
I have fucked for almost an hour before
What do you like?
Sassy
A long hug 
Kissing 
undressing 
touching 
exploring 
you do things 
I do things 
we do things! 
Randy
Sounds great and Like a plan
Yes I like that to take hours
Fucking for hours gets boring sometimes
Sassy
We rest… we talk… touch… then start again 
Randy
….and tiring.
Yes please
Okay I think we are on the same page
Sassy
Hope that helps you be calmer about it 
Randy
Yes it does
And you saw my cock isn’t the longest but it is pretty thick and usually gets the job done so to speak
Sassy
This should be fun… passionate… 
Randy
If I lose a bit of weight he should be back to fighting weight er length
Sassy
relax, release… 
Randy
I am very very passionate
Yep just getting out all my angst ahead of time
Sassy
🙂 
Randy
I want to please you baby
Ok all my selections are done
that should be skeletons
Sassy
Ha ha
10:15 PM Randy
Oh 1 last thing I am little OCD about hygiene I usually shower beforehand
Sassy
Showers are good
Randy
I love to kiss and have been told I am a great kisser.. and have a magical tongue for other things
Like shower together?
Sassy
Haven’t in a long time… could be fun 
Randy
Yes could be
You have made love for 12 hours?
Sassy
Welll… in a hotel room with a man for 12 hours… playing, resting, eating, playing some more… 
Randy
Wow never done  that
Sounds fun
Longest for me was about 8 hours
Sassy
That’s a good long run! 
Randy
Fun and not too much?
And yes it was 
Sassy
Tough for most men to carve out that much time 
Randy
Yes
I can probably free up 6 hours with some notice
Sassy
Wow… could have a lot of fun! 
Randy
Yes but for our first date I haven’t had enough time to set the stage so probably will have around 4 hours.
Still enough time to get to know each other
Sassy
Yes indeed 
Randy
The way you touched the head of my cock just makes me wonder how magical your mouth might feel
Sassy
I’ve been told I have mad skills 
Randy
Nice 
haven’t had a good BJ in a very long time
Take me all the way to my balls?
10:30 PM Sassy
That’s my goal 
Randy
Nice
Sassy
to help you burn 
Randy
Yes, tease my balls and between my legs?
Sassy
oh yes 
I’ve watched a lot of videos
Randy
Worship my cock?
Please
Sassy
You will know how much I like it 
Randy
I’ll worship your pussy
Make me explode
Sassy
Eventually 
Randy
Oh you like to tease?
Sassy
Not tease… extend the pleasure 
Randy
Nice
Sassy
push you… pull you higher and higher 
edge you 
Randy
Very nice
Sassy
take my time 
Randy
Very very nice
Sassy
trick this and that, see what makes you feel best 
You will give me feedback? 
Until you can’t think anymore…. 
Randy
Absolutely
Grab my ass to thrust my cock deeper into your mouth
Sassy
Mmmm
Randy
Want me to cum in you mouth, face, tits?
Sassy
Sure
Randy
All of the above?
What do you prefer.
I like mouth 
I cum very hard if getting sucked when I explode
Sassy
I’m used to swallowing 
Randy
Nice
Please share?
Would that be hot?
Sassy
Never done it… worth a try! 
I may forget and swallow it all… 
Randy
Thats okay I will have unloaded
Do you like being slutty?
Sassy
What do you mean? 
Randy
Just very naughty
Do you have a g spot?
and have you ever squirted
Sassy
I get wild sometimes 
Randy
Nice wild how?
Sassy
Talking dirty 
Randy
Oh I like that
Sassy
trying different things 
Randy
Such as?
Sassy
Hard to say what you’d find “out there” 
Some men think leaving the lights on is kinky.
Randy
I like the lights on
Sassy
Me too! 
Randy
Want to see all the parts of your body
Sassy
Oh yes
10:45 PM Randy
Love seeing tits
and pussy
Love watching a woman face when she climaxes
Sassy
I was just going to say… I want to see your face when you cum! 
Randy
or as I bury my cock in your pussy
or tease your slit with the head of my cock until you beg me to fuck you
Or when the head of my cock hits your g-spot just right and then I gyrate back and forth teasing you g-spot until you explode
Sassy
Ooof….. that sounds so so fantastic! 
Randy
And after we cum leave my cock in you slowly fucking you and exploring you body with my hands rubbing you ass and kissing your feet
And then after I pull out gently kiss up your legs
kissing around your pussy and ass
Sassy
Be careful… ticklish toes! 
Randy
Ok
And need to consume your tits
Sassy
There’s more than a mouthful mister! 
Randy
yep 2 hands and my mouth on your nipples
Sassy
Mmmm
Randy
pinch you nipples so they’re nice and hard
Put you on top of me cowgirl style so I can watch your tits which I fuck you
Sassy
Your mind is quite something Randy
Randy
why do you say that baby
Sassy
All this… thinking it, sharing it… yummy 
Randy
I am a kinky bastard
Sassy
Nah.. 
Randy
and hyper sexual
Sassy
It all sounds quite normal to me
Randy
Well I’m happy to share
Sassy
I am usually quite relieved if a man is not a dom or a sub or into ropes or wax or whatnot 
Randy
No I’m pretty normal just love to fuck again and again
Sassy
That is wonderful 
Randy
I guess where i’m not normal is I can keep it up for hours and can cum multiple times
Sassy
That is very special 
And I will appreciate it 
Randy
Usually I’m good for at least 3x
Sassy
If I can get in the BJ and some fucking, that is fantastic 
Randy
Oh I can fuck for at least 1/2 and hour
I can keep it up after cumming
Sassy
You’re going to wear me out!  
Randy
I hope so baby
Sassy
Hee hee
11:00 PM Randy
I love a good BJ been years
Sassy
I enjoy fixing that 
Randy
That will be spectacular. It seemed like you like my cock
your touch was wonderful
Sassy
That was a bit agonizing… not being able to finish what I started! 
Randy
I finished it later thinking about you
Sassy
🙂 
Randy
yes he was very worked up
would have loved to cum in your mouth
Sassy
Next time! 
Randy
Yes yes yes please
anything off limits?
It’s okay baby I cantata anything
Sassy
Not much pain 
Randy
Oh I’m not into pain.
Sassy
Phew
Randy
Just like pinching or biting nipples
Sassy
You have any no-nos? 
Randy
Pain and leaving marks.
Sassy
Right 
Randy
Just have your way with me
Sassy
no marks, no scents 
Randy
Oh yes please
no scents 
that could be bad
Sassy
I’m not a perfume person at all 
Randy
great
Sassy
And I try very hard not to touch you after you’ve showered and are headed home 
Randy
OK
Sassy
That part is tough but important 
Randy
Yes
Kissing is okay then
Sassy
You may think… geez… she’s pushing me out the door but it’s to keep you safe 
If you puzzle over things like that, ask me 
Randy
OK no problem
Sassy
I sat in a cheaters’ chat room for a long while and heard about all the things that can be problematic 
Randy
I am very careful
Lots to lose
Sassy
Forewarned is forearmed, ya know? 
Randy
Yep
Sassy
I think I told you the old flame who got me started down this road was military… so we had to be super careful 
Randy
Okay babe I am falling asleep I should d head t bed
head to bed that is
Sassy
Sleep well!  Mwah! 
Randy
I’ll be dreaming of you
Thx baby
God I need to strip you slowly kissing every inch of your body 
and then make passionate love to you until you have the biggest orgasm ever
Sassy
🙂 
11:13 PM Randy
good night baby


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Sharing with Randy

December 28, 2016 Wednesday
 
9:05 PM Randy
HI sexy
Sassy
Hiya!  How goes hot stuff? 
Randy
Good prepping for a party
How are you?
Sassy
I’m wonderful… had a fun day, now relaxing.  
Randy
What’d you do?
Sassy
Took a gal pal out to a German deli for lunch in Peabody.  
Randy
Oh nice.  No work this week?
Sassy
Nope
Randy
Fun.. Doing anything special tomorrow?
Sassy
Maybe… weather is supposed to be gross. 
Trying to think of something indoors, close by
Maybe a movie
Randy
Oh could be fun.
We’re hosting a party – I’m spending all day setting up
Sassy
Lots of folks at your house? 
Randy
only 2 now but will be 30 tomorrow
Having it at a local hall
Sassy
Nifty! 
Catered? 
 
9:15 PM Randy
No we’re prepping all the food and stuff.
Hired a DJ and Photo booth
Sassy
Wowzers
Oh my… 
Randy
Yeah I have a long to do list
Sassy
WIsh I could help… I adore event planning stuff and make parties happen 
I hope everything goes like you want it 
Randy
So do I
But they’re kids 
no matter what happens it’s usually fine
It’s going to be a long day
Sassy
You thrive on that though, right? 
Randy
Yes a bit.  Want to make sure it goes well
Sassy
You have to get up early? 
Randy
Yes around 5 to get started.
Are you a late morning person?
Sassy
Not usually but during vacation, I get up and then go back to bed… so glorious 
Randy
Getting older is fun isn’t it?
Sassy
I lie there and fantasize
Cuddle with my kitties 
Randy
Nice
Sassy
look at Tumblr 
Randy
Oh there’s some fun stuff there
Sassy
Oh yes
Randy
I like the big tits.
Not sure why but fun
Sassy
I let it spur my imagination 
Check out bralessonly
 
9:30 PM Randy
Me too
Sassy
that’s braless only 
so it’s bralessonly.tumblr.com
easy to remember. 🙂 
A nice range of sizes, ages, situations 
but no bras.  🙂 
And they put up new stuff a lot 
Randy
Very nice
I like it
Would love to see the real thing
What do you like?
Sassy
In terms of what? 
Tumblrs? 
Randy
Yes and otherwise
But what picture really get you going
Sassy
A man being nice to a woman
could be him worshipping her breast
or oral
or buried deep
balls deep
Randy
Balls slapping ass
Love to worship at the temple of woman and be rewarded with the glorious sounds of climax
You like being fucked deep?
Have you had bad luck with your sexual encounters?
Sounds like you’re missing something
Sassy
Only once 
I’ve been looking at exhibitionists lately
A little bit of exhibitionism is so naughty and sexy 
[sent a video but sadly it’s gone now]
Randy
Yes nice.
Randy
I like this
Love how she sounds
You like getting off in public?
Sassy
No… but I like to watch stuff about it 
 
9:45PM Randy
The video you sent she has a nice clit
Sassy
I had a little purple friend like that for a while 
wore it out.  🙂 
Randy
I’ve been told I have a magical tongue
Doesn’t wear out
Sassy
😉
She sounds like Betty Boop
Randy
Yes
Like the squirting
She goes from casual to intense orgasm very quickly
Sassy
wow… 
Randy
You like?
Sassy
Thanks for sharing!  That was fun! 
Randy
I like the one you sent
Wouldn’t want to be that showy but at a restaurant with long tablecloths might be fun
Sassy
Mmm
Could undo a zipper, slip a finger inside your slacks
Randy
Like you feeling to find out what type of underwear I was wearing
Yes could be fun fondle me until I get off ?
Or maybe I slide my hand up your skirt and finger your clit
Sassy
So bad… so good! 
Randy
Yep
I am very sexual
Very very sexual
And I very much love to please
Love foreplay
Sassy
That sounds so good! 
 
10:00 PM Randy
Love giving oral
Love love love it
Love cowgirl to so I can watch as you cum and watch your tits shake
Sassy
OMG… Hubby just told me Debbie Reynolds died 
WTF? 
Randy
Yes I wonder if Carrie Fisher dying broke her heart
Sassy
That is so bizarre
Randy
Yes 3 at once
Tough week for celebs
Sassy
Such an odd year
Randy
Yes
Sassy
Sorry… I am just… wow 
Randy
Yes being an actor can be a tough life. 
The very public life
Sassy
Wow… 
I should let you sleep
I’ll think good thoughts for your party 
Don’t think of my boobs… too much. 🙂 
10:15 PM Randy
Love your boobs
Love the connection and intimacy of sex more
 
10:25 PM Randy
Good night sexy
Forgot to say thank you for chatting, it’s always nice chatting with you
I look forward to chatting again soon
 
 

Wild and wonderful

December 27, 2016 Tuesday

8:49 PM Randy
Hey there sexy
10:24PM Sassy
Hiya Hot Stuff!  You still awake? 
Thanks for pinging me… 
I was out for dinner in Essex with Hubby at CK Pearl.  So good there!  
Randy
Never been 
where is it at?
Sassy
Across from Woodman’s, overlooking the river 
Do you like oysters? 
Randy
Ok, no not a fan.  Actually not much of a fan of seafood 
Hopefully that’s not a deal breaker
Sassy
They also have the best steak tips around
Randy
Steak is good.
Sassy
🙂 
You have a good day? 
Randy
Salmon and tuna is okay too
Sassy
Think about my breasts? 
Randy
Yes been busy cleaning and getting ready for a party
Yes, your lips and your pussy
Sassy
Nice! 
Randy
Thinking about how you might respond to me wrapping my mouth around your clit
Sassy
Been awhile since you got to do that? 
Randy
yes wife doesn’t like oral at all
Sassy
Oh how sad!  
Such fun… 
Randy
Yes
Sassy
Sometimes oral plus a finger or two… can be more explosive that anything! 
Randy
Yes love that if you squirt you will make a fantasy of mine come true… cum true?
Sassy
ha ha 
Randy
Yep 2 fingers in your g spot and your clit in my mouth
straddling me on my lap  my two hands on your tits and nips in my mouth
Sassy
mmmmm…. that got me thinking… and tingling! 
Randy
You like eh?
I love tits
and sucking nipples
Sassy
Oh man… 

10:45 PM Randy
Sorry had to pee
You like?
Having your nipples sucked that is
Sassy
Oh yes… 
It pulls on nerves… lower down 
Randy
How about nipples being sucked and getting fingered?
Sassy
Oh!  Mmm
Randy
You like sucking cock?
Sassy
I do!  
Randy
Nice
Sassy
If the man will let me control it 
Randy
Fondle my balls and tease between my legs and tease my head
and control it how
I liked how you stroked my cock in the car
Where’d you go baby
Sassy
Control means you relax and let me do it 
Maybe weave your fingers in my hair to help me set the pace 
Randy
nice
grab my ass to drive my cock deep into your mouth?
Sassy
My goal is to get my nose onto your stomach
and you balls on my chin 
Randy
Very nice baby
Suck me hard when I cum
Then snowball with me
Sassy
Oh yes… swallow all around you
Randy
Can you handle long orgasms?
Sassy
What do you mean?
Randy
Continual for several seconds like me sucking your clit into my mouths and sucking and stroking with my tongue until you climax but then hold you there by continuing to stroke your clit
Sassy
Sometimes I can keep right on going. 
Sometimes it gets really sensitive and I need a break 
Randy
Ok let the situation drive it
How about while fucking
Like my cock driving into your g spot over and over again
Sassy
Sounds fine to me! 

11:00 PM Randy
I do like to fuck for hours and won’t fall asleep on you
I love to cum again and again.
Sassy
Gonna test that out
Randy
I love foreplay and kissing too
Sassy
Mmmm
Randy
What gets you off the most?
Sassy
A man who is paying attention!
Randy
Hmmm I guess you can tell I do that
Sassy
You do seem to have great potential! 
Randy
TY
Do you like ass play?
Sassy
Haven’t done much 
In theory yes… 
Randy
Well do you like your ass played with?
Like your ass fingered
Sassy
It depends
Have to trust the guy a lot 
Randy
Ok
Sassy
I got torn up long ago 
Want to avoid that.  Lots of lube! 
Randy
Oh then no ass fucking
Sassy
You like it? 
Randy
Yes lots of lube of course
Sassy
Could be great with someone who is gentle… 
patient
Randy
I’ll try a very lubed finger
Sassy
also need to be careful, not transfer back to vagina, you know? 
Randy
But I have read that for some it can really heighten an orgasm
Oh yes
I’ll bring wipes
Sassy
I’ve done it for men… prostate massage 
Lovely to hear “that’s the hardest I’ve ever cum in my life!” 
Randy
Had someone try that once was a bit odd
But am willing to try 
I wasn’t expecting it when it happened
Sassy
He said he felt like he was cumming the entire time but he didn’t… I was sucking and fingering at the same pace 
I’ve read a lot about it 
Randy
I’m game
Sassy
Not on the first meet… 
Randy
No of course not
It will be to emotional anyway
I can be sexually intense
Sassy
Would try to make it very special 
Randy
Yes please
Lights on?
Sassy
Fun to try different things! 
Sure
Randy
And yes
Sassy
I like to see! 
Randy
So do I
Love watching tits shake while fucking
If you suck me off please share?
Sassy
Share? 
Randy
If you would enjoy that
Snowball
Sassy
Aha
Never done that, glad to try
Randy
If you don’t mind the taste
I’ve been told I taste okay BTW
Sassy
I like it, usually

11:15 PM Randy
Nice
I love eating pussy
I mean love
like LOVE it
Sassy
*giggle*
That’s is fantastic! 
Randy
MY PERSONAL BEST IS 22 ORGASMS IN A EVENING
sorry didn’t see that the caps lock was on
Sassy
You personally or you and the lady? 
Randy
The lady 
me personally 6 times
Sassy
I did 7 times in 2 hours once… 
I think I’ve done more but I lose track 
My brain kinda fries 
Randy
Good I love that
would you let me undress you slowly?
Sassy
Yes please! 
Randy
Kissing you as the clothes fall away
Sassy
I adore that 
Randy
exploring every inch of your body
with my tongue 
Sassy
Mirror can be fun to start that
Randy
Yes I love to watch in the mirror as the clothes fall away to watch your body slowly unveiled
maybe once you’re undressed but standing 
finger you to get a break the ice orgasm in
Sassy
Not sure if I can stay standing! 
Randy
then push you back on the bed bringing your knees to your chest and burying my cock in you
Sassy
Wow… 
Randy
and then go down on you to keep the orgasm going
Sassy
That sounds wild and wonderful! 
Randy
Then once you’ve calmed down get you on all fours and grab your ass while i pound you from behind
Then clean up a bit and watch you take my cock in your mouth down to my balls
Sassy
Mmmm
Randy
Well baby I hope you masturbate tonight with some of the thoughts I’ve given you.
I have a very early morning tomorrow and need to head off to bed
Sassy
Sleep well!  
Randy
TY and you too
Sassy
Mwah!
11:25 PM Randy
Good night


Such a hussy

Monday, December 26, 2016
7:26 AM Randy

Good morning sexy

12:11 PM Sassy
Good afternoon hot stuff!

4:04 PM Randy
Hey sexy sorry I just saw your message it doesn’t seem to be alerting me
How are you

10:26 PM Randy
Hey sexy how was your day

10:50 PM Sassy
Hiya! I napped a lot. You?

Randy
Took my daughter clothes shopping
oh and shoes

Sassy
Oh my
I despise shopping. But that sounds fun.

Randy
Wasn’t too bad
She found nice stuff
Do anything fun today?

Sassy
Just helped a nice man in Atlanta cum but pretty quiet otherwise. Never got dressed

Randy
Nice 

by Skype or something?

I like your nonchalant approach

Sassy
Phone. He was in his mother’s guest room

Randy
Nice, fun?

Sassy
I like to be helpful

Randy
And did he take care of you?

Sassy
Nope. Fell asleep

Randy
Bad guy
Hmm I’ve been working on my stamina 

trying to go back to when I was good for 5x

Sassy
I probably should not tell you these things.

Randy
can only manage 3x lately with my hand
why?

11:00 PM Sassy
Makes me sound like such a hussy

Randy
It’s only over the phone and i like it
I like that you’re very sexual

Sassy
It’s odd this year… Holidays are usually quiet, men busy with family stuff

Randy
Do you do that a lot?

Sassy
But they’re popping up from every direction today

Randy
I like the metaphor
Are you getting what you need?

Sassy
Ha ha
It’s something…

Randy
Ok-
I did like seeing you and loved getting you to climax
Can’t imagine what you would do with your clit in my mouth

Sassy
Fun to imagine

Randy
Have you been dating a bunch?

Sassy
No
You?

Randy
No I took down my profile because I wanted to see where this was going and was very busy with work

Work has been a drag was very busy with travel 

was away for 3 weeks in Nov

I finally hired 1 person and will be hiring another person shortly

Let me ask this 

is it too late for us or should I keep trying?

Sassy
Do you have a plan? What you’d like to do?

Randy
You mean for us or for work and freeing up time?

Sassy
For us…next step…

11:15 pm Randy
Not sure figured I would see what you want
And go from there
I did like you teasing my cock and would like more

Sassy
Mmm

Randy
Wonder if you have a g spot and if my cock can find it
am wondering if you squirt and can cum multiple times
What would you like for a next step?

Sassy
See you. 

Alone. 
With a bed.  🙂

Randy
Nice…. can you cum multiple times?

Sassy
Depends

Randy
I need to be drained baby 

I need to cum at least 3x 
I would need you to drain me

Sassy
I can do that.

Randy
Would you suck me off 

make me cum hard
Let me cum on you tits

Sassy
Sure

Randy
What do you like
Do you like anal?
Too much?
And I would be up for meeting
Would like it very much
Did I scare you off baby?

11:30 PM Sassy
No no…

Randy
So in your fantasy world what is the ultimate sexual experience

Sassy
Tough to say. 

I miss the basics so I tend to focus on them and not get to fancy acts

A back rub…a long hug…kisses, exploring slowly

Randy
I like it
Love exploring and teasing
Love slowly removing clothes
I am very very oral

Sassy
Doggy style pounding.
Learning what helps you feel good
Figuring out how you are at helping me

Randy
Do you need a big cock to get off?

Like doggy style

Sassy
No… Prefer average… Easier to deep throat

Randy
Nice

Sassy
Most large men have been lazy…

Randy
I usually shower beforehand 

I am very smell sensitive

Yes that’s what I hear

I can keep it up for hours

And as you’ve seen I try to be a pleaser

Sassy
We could have fun

Randy
Yep
Do you like 69?
I do like kissing… a lot

Sassy
Oddly no…

Randy
Not odd too much going on for some

Sassy
I have trouble on where to focus

Randy
Are your nipples sensitive?

Sassy
Also not so keen on the whole cumming together thing

Want to be able to focus, savor

Oh yes

Randy
So sucking nipples = good/great?

I love nipples
Love exploring with my tongue

Love how you sound when you cum

Sassy
Just remember there’s an entire breast there

11:45 PM Randy
Oh yes two hands 1 mouth
while fucking

What about cumming together while fucking?
and are you loud ?

Sassy
Not so much… But it depends

Yes.. squeaky

Randy
Ok.
My cock is pretty sensitive so I am pretty good at finding a g spot

Sassy
First time can be odd.

Randy
You already came with me baby in a car no less

When do you typically have free time to get together

Sassy
Try not to judge too much by it… Usually gets much better

Randy
OK

Sassy
Pretty flexible

Randy
Alright would you want to meet at a hotel?

Sassy
Sure

Randy
Perhaps outside of the city (less expensive)

Sassy
You have ones you like?

Randy
Baby I’m sorry 

I fading fast and need to get up early so will need to head off to bed soon

And no I haven’t done this in a long while

I can look

Sassy
No worries. Ping tomorrow?

Randy
Yes please

Sassy
Sleep well

Randy
You too baby and am glad we could reconnect

Sassy
Mwah!

Randy
You’re awesome

11:53 PM Sassy
You betcha!

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Randy resurfaces

December 25, 2016 Sunday

9:41 PM Randy
Hey miss sassy. I hope you had a terrific Christmas and a tremendous new year!
Sorry I have been MIA, I have been engrossed in work
I hope all is well with you

Sassy
Merry Christmas to you!

Randy
Thx how are you?

Sassy
I’m great. Santa was kind to me, I’m in the midst of 11 days off and finished a big chunk of settling my mom’s estate last week.

Randy
Nice to have the time off especially with the emotional challenge you must have with closing out her estate

Sassy
It’s glorious!
You still with the same company?

Randy
Yes my boss is being an ass
Been very busy
We are shut done this week

Been thinking about you

Sassy
Hope that’s fun

Randy
It is … wondering what a longer date would be like

Had a few naughty dreams about you

Sassy
Ah…glad I could inspire you

10:00 PM Randy
Well I liked our date

Sassy
It was fun?

Randy
Yes I liked spending time with you both talking and otherwise
Did you like our date?

Sassy
I did.

Randy
Sorry work has taken over my life the last few weeks 

very long days

Sassy
I figured that might be the case

Randy
Been traveling a bunch too

I figure if I could get you to climax in a car what things might be like in private

Sassy
Fun to ponder

Randy
Yes
Indeed
Well as long as you can handle multiple orgasms
Sorry too much?

10:14PM Sassy
No, just dealing with family all around

Randy
Oh in sorry baby I know it can be hard

Sassy
Tricky

Randy
Yes money and emotion can be a tough combo, add in family then very rough
And if you would be up for a second date I’d love it

Sassy
Wow… Interesting idea.

Randy
Maybe more intimate?

Sassy
I dunno…if work eats your life it doesn’t seem wise

Randy
I hired 2 people to help at work so things are slowing down
But I understand you’re hesitation

Sassy
Sorry, hubby keeps popping in.

Can you ping me tomorrow?

Randy
No worries
Yes
Great reconnecting with you

Sassy
Yes! A nice surprise!

Randy
I look forward to chatting tomorrow

Sassy
Sweet sexy dreams Randy

10:30 PM Randy
Ty you too
I’ll dream of you
Kissing you was wonderful

Halloween hello

October 31, 2016 Monday

5:59 PM
Randy
Hey there Miss Sassy,  
I am sorry that I haven;t been around much.  
Work has been kicking my butt!  
I hope you’re having a very Happy Halloween!
Sassy
Hiya! 
Hope you’re getting more treats than tricks!
Randy
Thanks 
work has been full of tricks…  
I will get some treats tonight with the Daddy Tax.  
Sassy
Do you get kids at the door?
Randy
Yes  
a lot of new families moved in this year.  
What about you?
Sassy
Nada
Randy
No kids in the building?
Sassy
Not really…. 
A few babies but most folks move by the time the kids grow
Randy
Oh IC.  That’s too bad.  
My dog is going crazy she wants to chase the kids!
Sassy
Your kids dressing up?
Randy
Yes they still do it 

Sassy
Cool!
Randy
I’ve got to run and take them out.  
I’ll try and be on later
Sassy
Have fun! Mwah!
6:08PM
Randy
Thx you too

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Sassy secret

October 26, 2016 Wednesday

10:49 AM
Sassy
Good morning!  
Guess what the Word of the Day from wordsmith.org iis? 
Hee! 
Hope you’re having a great one! 
Randy
Hey it’s great to hear from you. 
Funny about the word of the day, how are you?
Work has been insane 
so a bunch of stuff going on
Sassy
I’m great!  
Off work for the rest of the week.  
It’s my 20th wedding anniversary.  🙂 
Randy
Congratulations ?
Sassy
Indeed.  
To the outside world, I have a long and happy marriage! 
You know the secret. 
Randy
Oh well done then miss sassy
Sassy
We’re going to Helmand.  Ever been? 
Randy
No I haven’t is it nice
Sassy
Fantastic… Afghan place, sort of a cross between Greek and Indian
Randy
Sounds nice 
good view?
Sassy
Pretty place, painted yellow with fireplaces
12:06 PM 

Randy
Sounds lovely


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Get close

October 23, 2016 Sunday

9:27 PM

Randy
Hey I think I finally recovered from my trip
I have been very tired and lots going on at work.
How have you been?
Sassy
Great!  I had an adventure to RI today
German lunch in Bristol, beach in Little Compton, had a divine dinner on the bay in Tiverton. 
Randy
Oh sounds tremendous.  
I had a burger for dinner.
Sassy
Yum
Randy
Spent most of the weekend sleeping
Sassy
Good! 
Randy
Almost feel normal again
Sassy
Hooray! 
Randy
Yeah work has gone crazy though
Sassy
OH? 
Randy
Yeah you know how people are. 
Love to power grab
Sassy
Ewww
Randy
Exactly
Sassy
Can you escape?  
Or grab something yourself? 
Randy
No I am in charge in a way.  
I am looking for a new gig… way too strange of a place
Sassy
Hard to tell when you interviewed there? 
Randy
I am looking at startups where there is a very small group
That way there is less politics
Sassy
Have a little beach moment
[photo of the beach in RI]

Randy
Looks lovely
Sassy
It’s glorious 
It was so clear… 
I swear I could see Martha’s Vineyard 
Randy
Nice 
is that today?
Sassy
Yes, about 4 pm 
My dinner
[photo of baked stuffed lobster]
Randy
Nice 
mine was;t so well presented
How was your weekend
Sassy
Busy. Took snacks to a project work day yesterday, then went to a surprise birthday party
Randy
Sounds fun
Sassy
It had its moments
Randy
I mowed the lawn and worked around outside… I
 would argue a bit less fun
Sassy
Maybe so… 
but productive!  
Randy
Yes true… not so fun
Sassy
Get close to me… I will help you have some fun! 
Randy
I like your thinking
Sassy
Depends on what you think is fun, I suppose 
Randy
Many things are fun.
Sorry I guess I’m still tired
Sassy
No worries… good to hear from you no matter how you’re doing. 
Get some more sleep? 
I’m headed that way 
Randy
Yea I’m off to bed myself.  
Sorry  
I’m not much fun tonight …still tired
Sassy
Take care of yourself.  
Hope tomorrow is better! 
Randy
Thx 
chat tomorrow?
Sassy
Yes please! 
Randy
Ok tty soon
10:04 PM 
Sassy
Mwah! 


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Randy heading home

October 21, 2016 Friday 

1:46 PM

Randy
Hey sexy 
wow what a crazy week. 
Sorry I haven’t been around much 
i have been very busy with meetings
Sassy
No worries. 
I smile when I see you and try not to worry otherwise. 
You hanging in?
Randy
On my way back to Boston
Sassy
Hooray! 
Gonna stay awhile this time?
Randy
Gosh I hope so 
I am very tired


9:17 PM
Sassy
You back in MA?


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Yes it is!

October 20, 2016 Thursday

12:32 AM

Randy
Yes it is!
5:09 AM
Sassy
Good morning hot stuff! 
Hope you have a wonderful Thursday!


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