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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