You contemplated your life and the series of events that led you to this very moment right now. The funniest part was that at the root of it, this was a mess that you truly got into on your very own, at least in a way. On the one hand it wasn't really your fault that out of your mom's entire friend group, you were the only son, as everyone else only had daughters. But you learned how to do massages of your own volition.
You were just a kid, and this was born out of a simple, innocent but maybe naive desire to help make your mom happy. She did a lot of things in and out of the house and sometimes she was tired and her body ached, you noticed that your dad could make her feel better by skillfully massaging her and your childish mind figured that'd be a way to help since you were too little to do most things.
You still remember how your dad chuckled as he jokingly, or maybe-not-so-much-so, warned you that there would be no going back from this but you agreed nonetheless. That was how you learned, he taught you and to say your mom was delighted when you offered would've been the understatement of the century. You never imagined you'd hone these newfound skills to the point that your mom, Ariadne and even your dad himself agreed that you'd surpassed him.
Ariadne with her frequent workouts also came to appreciate your massaging skills and together with your mom she was one of your more frequent "customers" but it wouldn't be long before word got out and you had to deal with your grandmas, Dolores and Sheila. Even Zuleima on a few occasions, and she praised your great apparent knowledge of anatomy, even telling you that you could do physical therapy professionally if you so wished, provided that you studied the appropriate major for it.
Yet... you couldn't complain too much. Dolores definitely played a big hand in helping raise you and she was as proud of you as she'd be if you were her own child, plus there was no way you could refuse a request from such a sweet lady. It's only that her body is quite overwhelming but looking at the likes of grandma Xóchitl or Mayor Patricia, you could hardly fault her. Your mom and Zuleima were the only ones who were relatively slim in their group, and that was being very generous, your mom's physique was pretty much like Lillian's, who had no issue acknowledging that she was rather chubby but you'd die before you told your mom such a thing outright.
Taking a deep breath, you grabbed the bottle of sunscreen and got a generous amount on your hands, then began applying it on Dolores' back and shoulders, throwing a massage in even if it wasn't entirely necessary, you knew that was what she loved and what she looked forwards the most. The back of her shoulders and neck had some built-up tension, probably from her work as a lunch lady, feeding about 800 students on the daily with her doing most of the work would take a toll on anyone and on the other hand her twin daughters remained quite the headache even to this day, as you'd heard angry yelling in Spanish along with the resonating THWACKs that her chancla made as it struck her daughters' ample posteriors. You felt a bit of secondhand pain but also couldn't help but find it hilarious, as a boy that never had to be punished like that himself and also knowing that those twins did plenty to earn ire of that caliber.
Dolores sighed in pleasure as you diligently undid all that tension in the back of her neck and shoulders. Your mom's joking claims of you having magic hands seemed all the more true when in action, it was as if any aching or stiffness she had simply melted at the touch of your hands. Even at spas with professional massage staff she couldn't get this quality. You thoroughly undid any knots you could find and practically massaged every individual muscle group in her back, feeling some tickles as your hands passed a few times by her ribs, pushing and kneading the generous amounts of flesh that surrounded them.
Maybe in other times she would've been more concerned with those love handles of hers but with the current beauty trends and knowing that neither her friends nor you minded, she simply relaxed further and let you do your job, still finding it amusing that such a young man wasn't complaining about doing this for a woman her age.
'How curious that Miri was the only one who had a boy' She thought.
'Then again, she's always wanted to have a baby son since friggin Elementary. Guess the Blue Fairy granted her wish or something' She chuckled, fondly reminiscing of when she first heard the news.
When Miriam got pregnant, she refused to have her child's gender revealed but she was convinced that it'd be a boy, something she could feel but not explain. In any case, she was looking forwards to finding out for sure when the time came but in the mean time, she was as excited as a little girl on Christmas morning upon getting the exact dolls she wanted.
Dolores couldn't help but be happy for her friend knowing she'd waited a lifetime for that wish to be granted. And now that same child who was lovingly formed and carried within her womb had grown into a fine young man that she and all of her friends adored. Even though all parents make mistakes as they learn too, no one could ever say that Miriam and Raphael were bad parents, not even remotely, with you being by far the one who gave less trouble. If anyone really wanted to point any flaws in their parenting it was that you were a tad more innocent and naive than you should be for your age and for the current times but that was the most tame flaw anyone could think of.
Meanwhile, you eventually exhausted your options, you massaged everything on Dolores' upper back and now, the next obvious step was the one thing you were most concerned about, her gigantic booty. You gulped quietly and took a few deep breaths, knowing that there was no way out. The moment you put your hands on those massive glutes they sank effortlessly, showing just how incredibly squishy and soft those meaty masses were, though they'd still be heavy if that weight were upon you.
To be fair, massaging Dolores' humongous asscheeks didn't really feel bad, they were like beachball-sized doughy globes, other than their sheer size they didn't feel that much different from a ball of dough, something you were quite experienced with making bread or pizza. But that warmth that they gave off as subtle as it was, was more than enough to remind you that these plump spheres were very much alive. Most confusingly, you were embarrassed that in a way, it felt good to feel these enormous things with your hands. Taking a few more deep breaths, you gave it your all, kneading and massaging these large amounts of fatty flesh while rubbing sunscreen all over their vast surface. Her smooth skin greedily absorbed the cream and forced you to keep reapplying.
"Don't be surprised if it takes the whole bottle, hun" Dolores said with a playful giggle as well as a slight shake of her wide hips, treating you to a very first-row show of her gargantuan booty wobbling and jiggling. Unknown to you, a few of the women like Zuleima and Bertha had been watching you very intently, the latter smiling, seeing that all the things she heard about you seemed to be true while Zuleima dug into her purse and retrieved a shiny, futuristic-looking gun-shaped device, pushing some buttons while seemingly adjusting settings on the device's screen.
The minutes passed and massaging Dolores' titan of an ass, with its whole 90 inches' worth of blubbery circumference, was proving to be quite the workout. Then again, even much smaller balls of dough were quite the exercise, that being one of the reason your dad was so strong since he did a lot of that in his youth, now you see that it was no exaggeration. You took a few small breaks but didn't quit, just as you'd done with her upper back, you'd massage Dolores' enormous butt thoroughly until she was completely satisfied, or the sunscreen ran out, whichever came first. You weren't keeping track of time but you felt that it must've been at least close to half an hour, and that is her booty alone.
"He seems pretty committed" Zuleima said, now lazily laying on a pool chair some distance away from where you were, enjoying the sun. Next to her on each side, Miriam and Sheila also were getting some sunbathing in.
"Yeah, he doesn't half-ass anything he's asked to do" Miriam said, feeling still a bit envious of Dolores yet feeling proud of you.
"In this case in particular, even half-assing it is still a hell of a lot of work!" Sheila giggled.
"The pot calling the kettle black" Miriam replied with a cheeky smile.
"Hey, I didn't say it was a bad thing. I just hope he's as thorough when my turn comes" Sheila shrugged. The larger Brazilian beauty then noticed that Zuleima had one of her hands in her purse, not-so-subtly keeping whatever was inside at the ready.
"So... did you really bring that thing, Zu?" She asked.
"Of course, it's charged and everything!" Zuleima replied with a smile. Miriam's eyes lit up in curiosity as well.
"Now, the real question is, should we let Dolores get a booty massage like never before, or should another one be the lucky lady to get the first time?"
Miriam paused and gave that question some serious thought. On the one hand, letting Dolores or any other of the ladies experience Zuleima's "surprise" would be cute and hilarious but on the other, she also really wanted to get dibs, you were hers after all. In the end, upon thinking it over for a couple of minutes, Miriam decided that...
