The sequences of stories leading to this one are:
I Enjoy Two Threesomes in Two Days
I Take a Short Trip to Mexico
I Travel from Mexico to Las Vegas
I Celebrate Turning 35 in Las Vegas
My 35th Birthday Weekend Continues
Please enjoy my stories and thanks for your views and your votes; they are appreciated.
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So, here it was, Sunday morning in Las Vegas.
It was mid-September, and the days were still warm but no longer hot.
I had turned 35 officially on Friday, but we had been here since Wednesday night, staying in a two bedroom suite just off The Strip in a hotel I was part owner of.
"We" is me and Catherine Morrison, my fiancΓ©e.
You can read about her in "I'm Ambushed by a Very Hot MILF!"
Following the death of my wife in January, through the year, I had bedded a number of women, starting with Monica (the Maid), and about 20 or so other women along the way up to and including when and after I met Catherine. Or I should say, was re-introduced to her.
Catherine was divorced, a single mom, with two girls, Marie and Natalie, and had been the room mother in my wife's 4th grade class when her girls had my wife for a teacher.
She was a knockout, smart, sassy, and was a good partner for me. She knew when to take charge and when to lay back.
Her French Canadian accented English and beautiful smile had me in a perpetual state of arousal.
Catherine did not often wear perfume but she had one particular fragrance that she knew I loved.
She would put some between her breasts, behind her ears and down near her pussy and man, I loved it.
Out on the lake on the houseboat, she quickly had us nude and as soon as we anchored, steered me into the master bedroom where we played for a long afternoon.
It was there that she gave me her anal cherry, after months of knowing I wanted it.
She got me big, hard and dripping and then she asked me to massage her and so I gave her my Grand Canyon rub.
If you don't know what kind of massage this is, let me tell you, as a licensed massage therapist, if I did this on a paying client, my license would be revoked and I'd probably end up in jail, unless the client was willing. Like Lisa, my first girlfriend after my wife died.
Lisa loved my hands on every inch of her body. So did Catherine.
Catherine was a more than willing client, she was my lover and she loved my massage techniques.
The Grand Canyon Massage was essentially a big long sensual rub of the ass.
Every part of it.
Nothing was spared from my probing fingers.
The rim (top of the cracks, both sides), the walls (self explanatory) and the floor (the bottom of the crack) plus the drain (the rosebud).
I used lots of lotion during this, and I started doing this particular rub because I discovered there are some real stresses located on the asses of many women.
Some women enjoy having their ass massaged.
Some don't.
Anyway, I always end up with my clients' ass in the air as I massage their rosebud.
I lift them up so that they are up on their knees, heads on the bed, tits hanging down; their vaginal and anal cavities wide open for anything.
I have found that massaging all around the forbidden zone, a woman's rosebud, it a big turn on.
It's naughty and nice at the same time.
At this point the client is so pliant, cooing, moaning, sometimes begging, I often penetrate their rosebud with my fingers, one at a time, of course, which first shocks them and then drives them nuts with new feelings in a never been touched before area.
Its forbidden territory and I have found that many women relish having their sexual boundaries pushed.
Of course, I keep things balanced: I am also massaging their pussies at the same time.
This rubbing leads straight to orgasms and pleasures that they did not know existed.
Or maybe had read about in a paperback novel that they thought maybe someday they'd like to try ... it.
Many times this leads to me entering their no longer quite as tight rosebuds with my hard cock for a combined session of pain and pleasure: anal sex.
Out on the houseboat on Lake Mead, after getting my bride to be hot and bothered with this special massage, I asked her to reach back with both hands and spread her cheeks as wide as she could for me.
Catherine wanted to really enjoy her ass so she had me take her while she lay on the bed with a pillow under her tummy.
I dripped some more lubricant on her rosebud (this time it was Astroglide), rubbing it in and then I slicked my now aching cock from base to tip, and got up behind her on one knee, sighted in on her winking hole and pushed in, slowly pushed the tip so that it gently touched her slightly open hole.
Catherine flinched and then laughed.
I told her "Honey, just relax, please. It'll go so much easier if you do."
She said "Just do it Jack, I don't want you to wait any longer than you already have. You've been overly patient with me."
With that I pushed in, slowly, firmly and deliberately.
Catherine tensed at the intrusion as I pushed my tip past her tight ring.
I stopped and waited.
I was now about a quarter of the way in and she took a breath and said "Keep going Jack."
With that clearance, I pushed in further until I was buried about half way in.
Catherine's left hand grabbed my ankle and she said "Wait."
I did as she asked and my left hand went down and rubbed her butt.
Something interesting happened.
I could feel Catherine starting to fuck me back.
Small, slight movements, but she was slowly, oh so slowly, fucking my cock as it lay wedged in her ass.
I asked her "Do you like my cock in your ass?"
Catherine whispered back "Yes, I like it. I like your cock in my ass. I only want your cock in my ass."
With that I pushed forward again, slowly, but I stayed on course and in about two minutes I was fully buried between her cheeks, my balls up against her wet pussy.
And, slowly, oh so slowly, oh so gently, we started fucking.
After a few minutes of this I pulled out and had Catherine roll over on her back.
She lay back on the bed and pulled her legs up and apart so I could retarget her back passage.
She played with her very hard clit and wet pussy as I pumped.
Catherine wanted to watch my face as I came deep into her slick, hot cavern.
I was ecstasy, my cock buried deep between those firm cheeks, encased in the tightest of caverns.
We soon came together and I collapsed on top of her.
****
Lying there in the hotel bed, the next morning in the hotel, I figured out that little 18 year old Lourdes had learned some new massage tricks.
Before we left Mexico Catherine had enrolled Lourdes in a quick three day massage class and I could feel the difference as she worked my neck, shoulders, arms and back.
There was new strength and professionalism in her hands and fingers which I appreciated.
Next to me, Catherine was being massaged by a nude Susan.
If you read back the story "I Travel from Mexico to Las Vegas" you will recall that just a few days prior, Catherine had a "Come to Jesus" conversation with Susan and what ended up happening was that Catherine basically told Susan "If you want to stay in Jack's good graces, you're giving him your virgin ass as a birthday present."
Which she did. It was great fucking and coming into Susan's ass, and I followed that by fucking Kayla in the ass. You can read about my first encounter with Kayla in my story "I'm Rewarded for a Job Well Done."
Despite my telling Catherine to back off punishing Susan, I could see she still wanted to keep her in her place and I let her do it. There was no need to start a disagreement.
So, when Susan had finished massaging Catherine's neck, shoulders, back, butt, legs and feet, when Catherine rolled over, she told Susan, "Make love to me Susan."
In other words, lick my pussy Susan.
Susan blushed, hoping that Lourdes wouldn't notice, but Lourdes spouted a shit eating grin, knowing that Susan wasn't all that high and mighty anymore, at least not with around Catherine and by default, me.
Susan whispered "Of course Mistress" and started by spreading my soon to be bride's tanned and toned thighs.
I rolled over on my back spouting a redwood and Lourdes got between my thighs, looked over at Catherine who nodded her approval for Lourdes to orally please me.
Lourdes must have spent some time with Monica and the Canadian Consul in Puerto Vallarta because her oral skills had also improved in the few days since she last blew me. Maybe Monica had tutored her in the fine art of sword swallowing.
Kayla stuck her head in the door, getting back from her morning run and said "Mistress, how can I help?"
Catherine smiled and replied "Good morning sunshine, please go grab the big butt plug and prepare Susan for Jack. Can you do that honey?"
With a smile that couldn't be dynamited off her face, Kayla soon reappeared with Astroglide in one hand and the plug in the other.
Kayla and Susan had a love hate relationship. They liked each other but never missed the opportunity to one up the other in terms of getting into Catherine's good graces.
"Mistress, how much lube should I use?" Kayla asked with a gleam in her eye.
"Oh, just enough to do the job" replied Catherine "but actually a little less because Jack needs more friction this morning."
Susan groaned in protest at this news and Catherine patted her head and said "It's all about pleasing Jack this weekend Susan, remember?"
And with that, Kayla quickly and very lightly lubed Susan's rosebud and pushed, against Susan's clenching and moaning, the large plastic plug until it was fully encased in Susan's still very tight but no longer virgin ass.
"Thank you Kayla. Maybe you can help Lourdes out now. I think she needs her pussy rubbed this morning."
"Yes Mistress."