First step: nipple licking and boob squishing
As you think about the two alternative paths ahead presented to you, one very quickly convinces you that it is the better one: to be guided by Emma. Two are the main reasons: it's the most cautious one since you both lack the experience to know how exactly to best please sexually a girl, and attempting to try it despite this could lead to disaster (you could end up hurting or at the very least bothering Emma) and you don't want the worst to happen; the second reason is that you're curious as to how and what exactly were the exercises Emma was taught. They could be both very pleasant and interesting to learn about.

With your decision clear, you tell Emma:
"I would prefer that you guide the process. I don't want to mess things up due to my inexperience, and I'm also curious as to what exactly you were taught."

Emma smiles and says:
"Very well then, prepare for a guided tour as to how best to have sex with your caretaker, Denis, hehe."
She then gently lowers you down, right on top on one of her breasts. She leaves you there, and says:
"The first area: boobs. Since this is our first time, and in your case Denis, our first time having any kind of sex with a girl, I was told that getting both partners stimulated and their sensitive spots caressed is the recommended course of action. And for us girls and women, one of the standard ways to get stimulated and "in the mood" is for the man to suck on one's breasts and nipples. And that's what you're going to do now..."
With those words, you focus your attention on the bulging and fleshy protuberance directly in front of you: Emma just left you laying at the very top of her right breast, with your entire body laying on her aureola area. And in direct reach for your hands, and close to your face, was her nipple. You don't leave her waiting for long, as you grab it, and start to make round moves on it. At the same time, you get closer still, allowing you to start licking it.

The happy moans of pleasure, which makes the entire boob tremble beneath you, are loud and clear to you. And hearing that, you start to speed things up a tiny bit, while also trying to see what kind of actions could be felt by Emma, and if so, which ones provoked the loudest and most pleased sounded moans. In between moans, you can hear her saying:
"Mmm, yeah...your tiny hands...and your tongue...they feel wonderful...yeah, keep it on...keep experimenting, just like that...find how best to stimulate me...ohhh..."
You obey her request, and keep experimenting, making several ways of moving your hands around the nipple, while also starting to suck and gently bite at it. A job which starts to get a bit harder as the sensitive organ starts to rise and get harder, while the ups and downs she makes with every one of her breaths, combined with how jelly-like the boob flesh you're lying on top of threatens to disrupt and even toss you down the "mountain". But you hold on, and keep pleasing her. Not only that, you start to get hard simply because of how exciting the notion of actually making a gorgeous girl several times your size moan in pleasure.

Then, her fingers grab you, taking you by surprise. But soon enough, the small panic you felt subsided once she lays you down on her other boob. Emma says:
"Sorry for the...surprise fright, but I want you to please my other nipple...I want both to be equally stimulated and hard. And please...I hope you don't mind the finger I'm going to keep on top of you: I don't want to frighten you in the same manner as before."
Not only you don't mind, you even thank her for it: not only having it on top of you will allow you to not be surprised when it helps grab you, but the pressure on your back ensures that you are going to remain on your spot no matter the movements of your caretaker's chest, which allows you to fully focus on best doing your job.

Soon enough, the left nipple gets equally hard and stimulated as the other one, and Emma grabs you gently with her fingers again. She then brings you close to her face and says:
"Mmm, that was lovely...and what's best, I'm not the only one...who got "more on the mood"; I can see how large and hard your dick has become, Denis. It's only fair that now is your time to get stimulated. Come here."
She then lowers you down, right in the middle of her cleavage. And once she leaves you there, she grabs both of her breasts, and brings them closer, pressing you in between them. Following this, she starts to move them up and down, getting your entire body to gently twist around as the jelly boobs adapt around you. The pressure is just right, and the movement speed is slowly speeding up, which turns you even more. It doesn't take you long to start moaning in pleasure. And despite being muffled due to being surrounded by breast flesh on all sides, Emma can still hear you. She giggles and says:
"Yeah...those were the sounds I wanted...to hear...Does it feel good...to be squished...while I gently toy with my breasts?... yeah, I think so...and I can feel...how hard your member is getting...mmm, to be able to hold a boy like this...it feels lovely..."
As she continues, your moans get louder, while Emma herself starts to pant a little as well: seems like she's enjoying stimulating you in this manner.
You never thought you would find in a situation like this: she's in essence massaging your dick and by extension your whole body with her boobs. And it feels very good...so good that you start to pant, as you get closer and closer to climaxing from the pleasure. Emma notices this and says:
"Oh my, it seems...mmm, yeah...that you're getting close...but unfortunately, this time...I'm not going...to allow you...to cum there...I want to leave another place...for that..."
She then suddenly presses you more, to then stop. The shock of the sudden increase in the pressure, combined with the stop, was enough to disorient you a little and get you away from climaxing.
However, it wouldn't be long for that. Your caretaker was keen on you having the climax you and your body were cravings for. She just wants to use another organ of hers for the job.
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May 29, 2023