In light of that, it’s really no surprise that upon seeing Deb’s mom for the first time I had smiled from ear to ear like a total dork. And it wasn’t simply because Amanda was hot, but because it got me thinking that if Debs is going to mature into a mouthwateringly hot MILF like her mom, well, let’s just say that growing old with her will be a lot of fun for me!
Unfortunately, ever since I was introduced to her, I was never able to fully hide my not-so-subtle admiration for Amanda’s shapely mommy-curves. After my first encounter, Deb playfully gave me a hard time about the fact that I had been checking out her mom like a drooling perv, which made me blush, and with good reason, since it was true! Luckily, Debs was giggly and kind of amused by it as she jokingly reproached me, plus I more or less managed to save myself by saying that I wasn’t really checking out her mom, but actually Deb herself, in her future version. It was a pretty lame move, I know, but it did work! At least it got a good laugh out of Deb, to which I sighed with relief behind a sheepish smile.
Indeed, comparing Deb to her mother was actually the best thing I could do, because, as I learned in the course of our relationship, Deb idolized and adored and loved her mom with all her heart, so being equated to her in any way was always a compliment as far as she was concerned.
Working with her mother at the gallery and spending time with her on a daily basis was always very important for Deb, just as important as keeping close with Dana, who, on the other hand, enjoyed her more outward-oriented role in the family business. That is no surprise, since Dana is restless and extroverted and thrives on dealing with new people and situations, while Amanda, like my adorable Deb, always struck me as an introvert at heart, a calm and reserved woman whose thin, knowing smiles hide unexplored depths of emotion and intelligence. She’s very smart and has great business instinct too, as demonstrated by the fact that she brought her dead husband’s art to international prominence and opened an art gallery that is considered among the most important in the country. It was always interesting to see Deb working alongside her mom, and to notice that, beside being mother and daughter, with all that it implies, they also have a tight mentor/disciple relationship going on and a genuine friendship too, which is great, because if there’s someone who is fit and eager to carry on Amanda’s work and keep alive the artistic legacy of the family, that’s my Debs.
Given Amanda’s dedication to the gallery, it was unusual for her to take a vacation, so the fact that she was already at the cabin as we drove up there was particularly rare. But, in that specific case, she had little choice in the matter.
The whole building where the gallery was located had to undergo some major renovations, something about structural stuff and safety regulations and all that sort of things, so the business had to close down for a few days, unavoidably. To make the best of that annoying situation, Amanda decided to spend that enforced time off at the lake. In fact, it was her idea to invite Deb and I to join her there, and she would have wanted Dana to come along as well, but Deb’s twin had to go out of town to visit a few private collectors who owned some rare paintings of their father’s. If Dana’s persuasion mission went well, Amanda planned on having a big retrospective of her husband’s work at the gallery in the near future, but, in the meantime, she would just have to wind down and relax for a few days with Deb and me at the lake.
Of course, as soon as we agreed to join her mom at the cabin, Deb started gleefully teasing me about the fact that I’d finally get to see her MILF of a mother in a bikini, with plenty of chances to feast my eyes on her curvy, semi-naked body. Of course she was right in her teasing accusations, because I was indeed very much looking forward to seeing Amanda’s massive tits spilling out of a bikini and I was certainly going to staring at her thong disappear between the plump cheeks of her big mommy-rump, but I did have to stand my ground when Deb suggested that I wouldn’t be able to get any writing done with all that MILF ass and tits on display. First of all, I argued, I can be laser-focused when I need to be; and second of all, Deb’s own majestic booty and juicy round tits would be plenty distracting already, without factoring in her mom at all. Luckily, Deb laughed at that cheesy excuse, but yes, I did have some concerns about being able to concentrate on my laptop screen if Deb and her mom were out by the lake sunbathing!
“I guess I’ll just have to wait and see…” I murmured as I drove on, lulled by Deb’s cute soft snoring.
*****
After we stopped for gas and coffee and snacks, Deb took over the driving so I could doze off for the last couple of hours of our road trip. As expected, I went out like a light. I just had to recline the passenger seat, close my eyes, and within moments I was asleep. That’s my super power: I can fall asleep pretty much at will, anywhere and at any time. It’s actually very reassuring to know that, no matter what may go wrong when I’m awake, I won’t lose a minute of sleep over it once I decide to shut my eyes and drift off.
In the present situation though, the best part of my nap was the pleasant feeling I got when I woke up.
It wasn’t an unfamiliar sensation, but it was still amazing to be brought back to consciousness by an intense feeling of warmth, wetness and suctioning pressure enveloping my dick. As I awoke, my ears registered the soft mewling sounds of my sweet Deb’s muffled voice and, even before I opened my eyes, I was smiling, because I could already envision what I was about to see.
Satisfyingly enough, my predictions were right: as soon as my eyelids blinked open, my smile widened while I drank in the sight of Deb’s cute face bobbing steadily on my fat boner.
She had pulled her light brown hair up in a ponytail, which was wobbling in time with the fluid cock-gobbling motions of her lips as they sucked and slurped their way up and down my mouth-stuffing shaft, which she was was inhaling balls-deep at every fluid pass. Sighing at the glorious pleasure of having my hard dick massaged from tip to root by my girlfriend’s talented oral cavity, I grinned as I noticed that Deb had taken off her hoodie, leaving her huge tits covered only by a small stretchy T-shirt, and, most importantly, she had removed her jeans. As she knelt on the driver’s seat with her beautifully plump ass up in the air and her gorgeous face down on my lap and stuffed full of my cock, Deb had her hand in her soaked panties and was languidly fingering herself, like she so often did when she blew me.
“Fuck, Debs, that’s amazing…” I murmured as I savored the shaft-caressing, steamy snugness of her gullet pulsating around my length during a particularly deep and intense immersion into her oral chute.
Looking up at me, Deb winked and grinned, her lips curling obscenely around the thick base of my cock, before she slowly pulled back, making sure to let me see how greedily the soft seal of her lips clung to my saliva-slick pole while she gave me one last noisy suction, which she concluded by lewdly nursing and slurping on my big purple cockhead, smooching it loudly and finally letting it pop out of her amazing mouth.
“Hey, baby!” Deb greeted me, a glistening string of spittle and precum linking her smiling lips to my throbbing pole. “Look, we’re here! Isn’t it great?”
Blinking and shaking off the last of my drowsiness, I looked around to notice that yes, indeed we had reached our destination. We were parked on the side of a dirt road in the woods, with tall dark green pines all around and the sun shining right above us in the bright blue sky. To our left, through the trees, I could see the shimmering surface of the lake. Before I could ask where we were exactly, Deb was already speaking again, her excitement clearly perceivable in her tone.
“The cabin is about half a mile down the road, just over that slope there,” Deb said, giggling as she gently stroked my spit-shiny dong. “I just thought we’d better stop so you can fuck my ass before we get there. You know, just in case! I don’t know if I can wait until tonight… So, yeah, better safe than sorry!”
“Yeah, absolutely! Good thinking, Debs!” I replied, grinning from ear to ear as I realized that I was going to get way more than a blowjob.
In truth, I shouldn’t have been surprised. After all, Debs hadn’t got her needy butthole stretched out and filled with cum that morning, since we had to leave quite early to beat the traffic and get going, and she had been suspiciously giggly when she had come back from the bathroom during our brief stop at the diner by the gas station. Naturally, my assumption had been that she must have slipped one of her many buttplugs up her sweet hineyhole while she was in the bathroom, but I hadn’t investigate much at the time.
As I pieced all those elements together and automatically reached for my girlfriend’s upturned booty, to caress and squeeze her big round asscheeks in anticipation of doing much more, Deb urgently said: “Come on, let’s do it outside! I never had buttsex in these woods, and it’s about time that I do!”
Tittering and brimming with arousal, Deb was out of the car before I could even say how much I agreed with her intended course of action and how much I loved her for suggesting it. Trying not to trip over my bunched up pants and boxers, I quickly followed my semi-naked girlfriend outside, my hugely erect and saliva-dripping cock swinging heavily before me as I did so.
If I hadn’t been so intensely horny and focused on tapping my amazing Deb’s naked bouncy ass, I probably would have spent a little time savoring the fresh scent of pine in the balmy mountain air, the chirping of birds and all the soothing sounds of nature around us, but as soon as my curvy babe planted her hands on the hood of the car and arched her back, offering me her big round bubble-butt in an unmistakable gesture of invitation to take her anally, everything faded in the background and I only had eyes for Deb’s epic ass. While I positioned myself behind her and idly stroked my stiff spit-shiny dong, Deb leaned down on the hood of the car, reached back with her hands and yanked her panties down her creamy thighs before parting her meaty buns for me while also pressing her huge tits, still cozily hugged within her tight T-shirt, against the shiny metal surface, so that her cloth-trapped jugs were pancaked to the hood and bulging out to the side of her chest, straining against the fabric of her T-shirt.