This is part 13 of my continuing story and I recommend you read the prior stories before this one.
All characters are well over the age of consent.
Enjoy!
* * * * *
My new housekeeper Ann and I fell into a routine which was quite nice.
She'd arrive at my condo at about 6pm on Monday night, having stopped by the grocery store, picking up all she'd need for the meals she would prepare for me.
After an initial kiss and hug, Ann would put away the groceries, then she quickly undressed and got into my kitchen wearing only an apron.
The apron barely contained her large tits, and there was plenty of side boob which I enjoyed.
The garment left her ass uncovered when I untied the back ties and she liked it when I came up behind her and placed my hard erection into her crack.
She would laugh when I kissed her tender neck from behind and my hands came up under the sides to caress those magnificent breasts.
I also loved to rub her taut belly, and while it may seem weird to some, Ann explained that I had a breeding fetish, meaning, I was interested in rubbing a swelling belly.
With a laugh, Ann said "I won't be the lucky one who bears your children but until you meet that someone, let's practice making a baby, so you'll be really good at it."
Her meals were always different but healthy and tasty, and we'd retire to the hot tub on my back patio with a chilled bottle of chardonnay while dinner baked in the oven.
You'd think we'd immediately start fucking, but Ann used the time to de-stress, and she also wanted to catch up on all that I had going on at work. Most of my side businesses were just dreams at this point but I was a focused young man and Ann encouraged me to keep making forward progress.
One of things that I liked about her was that she asked a lot of questions, but she wasn't drilling me for anything, the questions were framed to help me deepen my thinking and helping me to frame where I was going and how I was going to get there.
A few years later when I looked back on what I had achieved, I had Ann to thank for her coaching and mentoring. She's long since left my life and had a new life in Washington DC but we did stay in touch via email from time to time. As I suspected, she had some money behind her, and more importantly, she was well connected.
So, that old saying about not judging a book by its cover is very true. If I had not been as opened minded as I was, I might have dismissed Ann as just another Asian lady who cleaned a small chain of nail and massage salons and liked blowing, swallowing and fucking bareback with total strangers. I learned later that while she did clean the salons, and got paid for it, she was also the majority owner in all three units and owned the shopping centers where they were located.
After she remarried and relocated, I learned how she came into some wealth. About 20 years prior to me meeting her, her husband was killed in what was called an industrial accident. He had been working on a ship sailing in rough waters in the North Pacific and was killed instantly when a container fell on him while at sea. There were investigations, and lawsuits and Ann, while devastated, became a very wealthy woman. She moved from the Bay Area to live with her parents in the Sacramento area and never remarried. She invested her newly found wealth in real estate while working part time in low stress jobs, taking care of her parents. When I met her, her parents had passed, and she was finally getting out of her shell.
* * * * *
Another thing I liked about Ann was that she was smart. She did her homework.
In my hot tub that first Monday evening when she came over, while she alternated sipping her wine in between sucks of my cock, she said with a smile on her face "I've had my eyes on you for months Rick Valencia."
With that her tongue did a little ice cream cone swirl on the tip of my already hard cock.
I groaned, Good Lord she gave the best head (!) then I responded with "Have you been stalking me?"
Ann took her mouth off my cock, and I instantly regretted responding to her.
I loved her cock on me. Inside of her mouth, where her tongue and lips could work their magic. And she knew it.
"I wouldn't say stalking Rick. But I've been checking you out while you were checking me out."
"How could that be, I met you for the first-time last week!"
"Rick, you've been drooling over my ass and tits for months" and then she returned to sucking my cock, her eyes looking up at me as I digested what she just said.
Ann took me deeper into her mouth, her tongue swirling all along the bottom of my erection, and I groaned and thrust my hips to meet the source of this pleasure.
She worked on cleaning my cock for a few minutes, stopping only for a quick gulp of wine every so often.
Not that I was complaining, I wasn't.
I closed my eyes and just lived in the moment while this beautiful lady with a fantastic body and a mouth, tongue, lips, teeth, and throat simply pleasured me.
She continued to tease and talk for a few minutes but when her wine glass was empty, she went to town on my dick, and unable to hold back, I quickly exploded into her mouth.
* * * * *
While we enjoyed dinner, Ann explained how she knew about me.
It seems that she was a member of the same gym, and her yoga class was at the same time as my working out or when I was playing basketball.
That very early morning class was filled with hot babes, all of them wearing skin-tight leggings and cropped top, breast hugging shirts.
Whatever the temperature was in that yoga room, hot or cold or in between, it didn't matter because friends, the high beams were on.
Pokies galore.
And, as the class went on, not that I was looking, those tight tops, many of them white or soft pastel colors, got wet via sweat.
They might have all been in a wet tee shirt competition!
So, while I had seen her, ass up and head down as she was in the downward facing dog pose, I had never met her.
But I had admired her form.
She used her knowledge of yoga to offer me her pussy in more positions than I knew existed.
The bareback sex was plentiful and only got better with time.
* * * * *
We ended up in a fun relationship, having great sex and she taught me a lot about love, women and making love versus fucking.
I never knew how old she was. I never asked and she never said.
But she had a great body and she sure appreciated mine.
She became my life coach, helping me to set big hairy audacious goals (BHAG) and took it one step further by having me create a vision board for my adult life and I created an impressive Bucket List to work on adding to and checking things off as I accomplished them.
Ann gave me permission, and encouraged me to date other women, with only one caveat: that if I had sex with any woman, I needed to have a blood test for STD and if the results came back positive or they the results didn't come back before Ann arrived, I could only have sex with her using a condom and no BJs!
Since Ann drained my pipes Monday night, and on Tuesdays until she left my condo, I didn't feel the need to lay some hard pink pipe until Thursday or Friday nights. Which allowed me time to get my blood test taken care of but landing girls was still hard for me.
* * * * *
Ann was a great friend, but she found someone who whisked her away to the glamour of Washington DC. where her new husband was an Under Secretary of Something. We had a final fling before she moved away. She recommended someone to take her place as my new housekeeper with a wink. That lady only did hand jobs, but it was better than me taking care of myself.
* * * * *
So, life went on for a couple of years and now I am back to where I left you as Part 8, A Bounty of Booty, ended.
(Be sure and read Parts 1 through 7 before reading Part 8).
As you recall I was bouncing around beds with several beautiful women, taking advantage for the first time in my life, of available and most important to me, willing pussy.
I wasn't sure where I was going with any of them, and I didn't want to drop any of them because, well, I might end up with no pussy and I wasn't going back that road.
There would be no more whacking off for me!
Every year in the Spring my buddies and I took a trip somewhere warm to play golf, drink and if we were lucky, get laid.
This year we were headed to Puerto Vallarta, on the Pacific Coast, a 5-hour plus airplane ride. Because I made up my mind to go later than my friends, the closest room I could get to my buddies was down the beach a couple of hotels.
I had a two-bedroom, 2 bath hotel suite overlooking the ocean.
It worked out fine, it just gave us two hotels to check out the women.
One of the reasons the five us went in the Spring is because a lot of hot women from Chicago, Detroit, and Minneapolis hop on planes and head for the surf, sand and sun. Those ladies were looking for the same thing we were -- to get laid and have some fun. Those ladies need a lot of suntan oil rubbed on their backs, butts and legs.
We landed early afternoon and were on the golf course 2 hours later.
Before I go any further with my story, let me share with you that the average wage in Mexico at these resort locales is about $4,800 US a year. The people that make the most of this situation work hard for any tips they come their way. $400 a month doesn't go too far and if you play the game right, as I intended to do, I was going to be a very happy guy when I got on the plane to go home.
I had money to burn for getting ass. And I wasn't going to waste a lot of time waiting to get my dick wet.
* * * * *
Each suite at my resort hotel was assigned a housekeeper, three of them in fact. One worked from 6pm to 2am. One worked from 2am to 10am and the last one worked from 10am to 6pm. They were in the suite working, cleaning, if the guest was out or just down the hall on call if the guest was in the room.
I met the 10am to 6pm housekeeper when I arrived at my room after checking in.
She was not wearing a wedding ring. Nor was one hanging around her neck on a chain.
Her name was Aurora and while she was somewhat older, maybe early 40's, she had shoulder length reddish strawberry blonde hair and blue eyes.
There had to be some English or Irish in her DNA. Her pretty face and eyes made up for her figure: she was short and a little stubby. That is not to say she was fat, she was not, and her skin was incredibly smooth.
She had a mouth that was almost a bit too big for her face but not for sucking my cock.
I looked at her like a spider does to the fly: she'd be able to handle my girth quite well.
How deep she could take me, well, we'd have to see about that.
Despite her housekeeping uniform hiding her figure, I could see that she had some serious curves that I wanted to see and explore.
That ass of hers was nice, round, and those tits of hers were large and they looked like more than a handful.
I wanted to find out.
Aurora had a good command of the English language and a nice smile. Turned out she worked in El Paso for a few years. During the last recession she moved back to the Pacific Coast to her family and stayed.
She showed me around my suite, pointing out this and that, how to adjust the A/C, how the shower worked, the coffee maker, where the room safe was. Her English had only a slight Hispanic US accent.
Plus, she smelled nice, she had a hint of a fragrance. Visions of fucking her in every room of my suite got my motor running.
All these factors started Mister Johnson stirring in my pants and being just 28, I got hard, very hard, in a hurry.
Before I left Sacramento, I had decided to spread some of my limited wealth around on this once-a-year vacation.
