I posted a previous encounter with a maid that I work with. Here is that story:
https://old.reddit.com/r/gonewildstories/comments/axmv47/mf_head_from_housekeeping/
For those that don’t want to read, I got head from a housekeeper after giving her a ride back to her house. We continued to flirt and I finally sealed the deal this past weekend. “Maria” is a milf housekeeper — late 30’s/early 40’s, barely over 5’0″, and has a pudgy little ass that I’ve gotten quite used to grabbing lately. She may not be a perfect 10, but she’s rather flawless if you have a kink for Mexican housekeepers (something I discovered after getting my job).
EDIT: Maria is divorced or separated from her husband. I’ve heard stories he’s a POS so I don’t feel quite as bad about these sexual encounters we’ve had.
“Maria” decided to stay at our hotel for the weekend so her young kids could swim at the pool (not an uncommon thing amongst the staff who have kids). They checked in and since it was a slow weekend, and since I wanted that ass, I upgraded her to a suite.
“Gracias, chico!” she exclaimed. I smiled at her as she corralled her kids and loaded them onto the elevator. She had a teenager who gave me a nasty look before he sauntered over to join them. I can’t blame the kid — I was eye-fucking his mom and planning on real-fucking her later.
I didn’t see them again for a few hours. They made their way to the pool and I caught a glimpse of Maria in her one-piece. She was in pretty good shape for her age. She didn’t have a smoking hot body but god damn that ass was just magnificent. It was 100% pure Churro-filled jigglyness.
I’d yet to see her bare ass, but this was pretty close. That swimming suit was having a hell of a time trying to contain her butt.
If her teenage son had an inkling I was coming onto his mom earlier, he was dead fucking sure of it this time. He stared me down as I gazed at his mom’s ass without risking a blink.
After briefly letting her kids in the pool room, she came to the front desk and asked if we had any goggles or pool toys (we often have left behind items from the pool area that never get claimed). Being alone on my shift, I invited her to come in the back office to take a look.
It might have looked weird to a hotel guest for me letting a woman in a bathing suit into our back office, but her devilish grin left me resorting to primal instincts. I knew there were cameras in the back office, but I couldn’t have cared less at that moment. I would have fucked her in the hotel lobby if that’s what it took.
Luckily for me, she shared similar thoughts. Before the door had fully closed behind us, I was palming her ass while she was reaching down my pants to grab my dick. We embraced in a deep kiss as she lifted her legs off the ground and wrapped them around me. I supported her by cupping her cheeks.
“I’m gonna fuck you,” I romantically blurted out in between kisses. She responded with some Spanish I was wholly unfamiliar with, but I think I got the gist of it. She unwrapped her legs and stood upright momentarily before dropping to her knees, the universal sign of a blow job soon commencing.
“But your kids…” I stammered as she unzipped my pants. She either didn’t hear me, understand me, or chose to ignore me. She feverishly pulled my boxers down and took every inch of my hardened cock down her throat. Maria meant business.
I was so horny and she was so aggressive with her mouth, I almost insta-came. I pulled away sheepishly and pushed down on my dick, which seems to do the trick of stopping an impending orgasm. She laughed and tried to maneuver around my arm-shield — she kept trying to grab my cock!
I had to wave her off like an excited puppy. After a slight pause to collect myself, I motioned for her to stand up. My cock was still stiff as a board and she grabbed it as I walked behind her. She tried to turn to face me, but I grabbed her hips and straightened her back out.
I rested my dick in between her cheeks with the tip pointing up towards her back. I shuffled us both forward, grabbed her arms and placed her hands so they were pressing against the wall. Giving her ass a nice spank, I then slowly rubbed my cock up and down in the space between her cheeks.
“Chico,” she whispered as I put one hand on her shoulder and used the other to grip her waist. I dry humped her like this for about 30 seconds before realizing that I needed to wrap this up quick. Although it was a slow night, I was the only one there and I couldn’t be away from the desk for more than 5 minutes without risking trouble. She also had to watch her kids in the pool (her teenage son was helping in that aspect luckily).
But alas, I was behind Maria, still wearing her bathing suit, and I knew my penis needed to be inside of her. I reached into my pocket and retrieved a condom. She looked back over her shoulder to see what I was doing — Maria gave quite the look of surprise when she saw the Trojan in my hand.
It must have been a look of surprise *and* excitement, because she became giddy almost instantly. “Si, si!” she blurted out, and then she fucking grabbed her cheeks with each hand and spread them! Maria was giving me an open invitation to her pussy from the back and I almost fainted from excitement right then.
“Let’s get that swimming suit off you,” I mumbled while undressing her. Looking over her shoulder, I saw her tits for the first time. Not bad — they had lost some of their perkiness over the years but not a bad set of breasts. I grabbed her right boob and tickled her tit for a split second.
But the real prize was her ass, and oh what a trophy it was. As her bathing suit hit the floor, her enormous Mexican booty was revealed in all its glory.
Each cheek was a nice oval shape and contained a few stretch marks and blemishes, which somehow made it even sexier. Every slight movement she made resulted in her ass reverberating in a breathtaking undulating jiggle.
(Sidenote: I promise I’ll get a picture of it soon and post it here.)
I unwrapped the condom and applied it to my throbbing dick. Pushing her up against the wall again, I reached between her legs and felt her pussy for the first time. To be honest I was scared she would have a bush down there, which isn’t really my thing. Thankfully she was pretty recently shaven.
And even at her age, she was as wet as an Amazonian downpour. Juices were already damn near spilling down her legs as I opened her pussy up to slide a few fingers in.
“Chico, chico, chico,” she said as I nibbled on her ear and kissed her neck. I positioned my dick in the right angle and pressed it right up against her pussy lips. She moaned as I let out a grunt.
Due to her being nearly a foot shorter than me, the angle was awkward. I had to bend my knees a little bit and had her arch her back so I could be in the proper position to annihilate her pussy.
Grabbing the bottom of my shaft, I firmly pressed in and gained entrance. She exhaled as I held my breath. I slowly inched deeper inside her while letting go of my dick with my hand. I stuck about half of my 6.5″ cock in her before gently sliding back out.
“You want this cock?” I asked with my mouth just millimeters away from ear.
“Si,Si,Si!” she demanded as she reached down between her legs and stuffed my dick right back inside her. She couldn’t be without me inside her and that thought really did it for me. Without warning, I grabbed both her hips and sunk down an inch or two further. I was about to ravage her.
Gentle fucking soon gave way to full-on power thrusts as I made her ass clap like a rousing ovation. She alternated between moans and whimpers as I took deep breaths through my nose. I only slowed when she started to have an orgasm, and then I slid in and out slowly, just like how it started.
She looked back at me like she wanted to continue the verbal play, but I think she saw my blank neanderthal expression and thought better of it. I wanted to acknowledge her but at the moment I had larger concerns. Her ass primarily.
After a few minutes of relentless fucking, I was ready to bust. I’m terrible at telling when I’m going to cum, and when it’s time, it’s time. I pulled my dick out and hastily rolled the condom off.
Maria started to turn around but I calmly put her back into her position facing the wall. Maybe she wanted it on her face like last time, but I wanted to cum on her ass. I’d never really wanted to do that before, but then again I’d never been behind an ass like Maria’s.
Letting out a big groan, I shot a monstrous load onto her ass that projectiled up her back as my dick pulsated upwards. Pushing my dick back down her cheek, I sprayed a few more giant ropes across her butt. The cumming had to lave lasted nearly 10 seconds from start to finish. It’s like her Mexican booty kept tapping into some hidden reservoir of seed I had stored away in my balls. I chanced a glance at Maria and she gave me a look of pure disbelief.
Finally, with the last drop oozing out of my cock, I rubbed my cum-soaked penis head all around the real estate of her backside. We both smiled at each other as I gave her a big kiss on the cheek. She rubbed her ass, muttered “Chico” for the hundredth time, and got her hands all sticky from my hot load.
“Sorry, I made a mess,” I said while shrugging. “Let me grab some tissues to clean you off.” I found a box of tissues and wiped her down as best I could. She still had outlines of my dried cum on her as she pulled up her bathing suit.
With one last smile and a final peck on the lips, I ushered her out the side door from the back office. Off she went to the swimming pool to be a mother while I returned to my station at the front desk, where there were a few unhappy guests in line waiting to be helped. Unperturbed, and with a nice sense of accomplishment, I finished my shift with a wide grin on my face.
I cannot wait until my next episode with Maria. Will be sure to share if/when it happens!
Source: reddit.com/r/gonewildstories/comments/bf1y5i/mf_finally_banged_the_housekeeper
Did you grow half an inch?