Going for a swim with her, but how exactly?
"Hey, Denis, would like to go for a swim? The weather right now is perfect, and the water is nice." she ask, smiling.
You immediately start to think, and after a few seconds, you reply, saying:
"I...I would love to, especially with you Emilia! However...I don't think I'm in the best condition to do it, sorry for that..."
"Don't worry about your size, Denis! Let me think how we could manage it..." Emilia replies, not at all disheartened by you being at simple looks unable to swim safely at the sea. She puts a finger on her cheek, thinking about how best to solve this tiny but important issue.

You blushed: besides her excellent looks, it was Emilia's quick thinking and energetic personality that drove you to like her, and despite how long it had been since the last time you interacted...it hadn't stopped being so alluring to you.

After a brief moment, Emilia once again smiled and said:
"I got it! Well actually, I got several things: it took me some effort, but I have devised several ways we could go together for a swim, and keep you safe in the process. Would you like to hear about them?"
"Yeah, as I said earlier, I would love to swim with you Emilia. What are the possible plans you thought of?" you replied, happy. Your energetic tone make Emilia giggle, and then she replied:
"Well, first off: I could simply swim at the surface on my back, while you stay in my chest, and could potentially swim a little before climbing back on..."
Immediately you blushed red as a tomato, utterly shocked by the proposal. You said while stuttering:
"Hold on...you would...allow me...to do...what? But...but...wouldn't I...be in...Direct contact with...?"
Emilia just gently laughed, before replying:
"You think I would have proposed this If I cared about you being there? Come on, Denis! I remember that you were a bit shy, but there's no trouble in blushing about such matters, especially since I'm the one proposing it! Besides, it is the safest spot you could be there: I could just gently squish you with my boobs to help you not to fall off if a big enough wave comes and threatens to push you off."

Her tone was as gentle as her smile: she wasn't judging or criticizing you, simply pointing out a detail that you should have remembered earlier. Yes, she's right: Emilia had always been an energetic and outspoken girl, who preferred to be direct and straight to the face, and had no issue when dealing with matters such as nudity or other mature topics other girls (and boys) of her age had issued to even mention them, and even before that, she had always talked about matters other people normally would prefer to speak in private, since they could be very embarrassing to talk on the public. Such frankness and lack of embarrassment was another thing you like, no, felt inspired to try to emulate her.

Also, she was right about her chest being the safest spot possible for a possible swim with her. Still blushing, you say:
"Well...you're right, it's the safest spot...I had forgotten a bit how outspoken you were Emilia, you could talk about matters I'd issue talking about...still have..."
"Don't worry Denis, not everyone is like me in that regard. Besides, that's not the most...daring proposal I have in mind for a swim with you..." she replied, blushing while smiling in a teasing way.
You blush red again: something told you that she had some...naughty ideas in mind if holding you in her chest was the "least daring" proposal...but you don't very troubled about this: Emilia had always been kinda naughty, proposing daring proposal from time to time, and with a face as she was proposing the most normal thing ever. You thought she sometimes did it to tease and enjoy your reactions: it was one quick of her that you didn't like as much, but you grew to mostly ignore.
"Hehe, it took me but one sentence, and you're again blushing: you're still so shy, Denis. Never mind, here goes my next ideas: I would love to dive into the water rather than merely swimming at the surface, but that could potentially threaten you with drowning in the water if I'm not careful so...I thought that for you to not drown if you fail to hold your breath for long enough, it would be better if you went inside me..."

Yeah, she was right again: being held in between her breast was indeed tame in comparison to what you think she was proposing. You asked, extremely nervous:
"Inside you? As in...Inside your body? But, but...where?"
"My pussy or butt, duh. Where else, my mouth? Sorry if you had hopes of the latter, but I would like to carry you in a place where you aren't in threat to fall into a pool of acids: I want to keep you safe and alive, thank you very much." she replied, in a teasing, yet at the same time sort of serious tone.
Oh boy, this...this has been the most daring proposal she had ever done to you. And with a completely straight face! You sigh and say:
"Honestly...I shouldn't be surprised at this point how untroubled you are: proposing to shove you inside your pussy or butt just to keep me safe from drowning while looking with a face like it was the most reasonable and normal proposal ever."
"Hehe, I know, but that the way I'm: with no issue when talking about daring things and topics. Besides...I can imagine how other guys would envy you and pray to be in the position you're in right now: a sexy and beautiful girl proposed to shove you inside her most private part as if was nothing, like helping a friend with an annoying yet relaxed matter." she replies, smiling.
"Yeah, I could imagine that...you're quite the good-looking girl after all Emilia, you sure are," you say, smiling. It takes you a few seconds before you realize what you had just done. You doubt you could be redder, and decide to cover your face with your hands: how embarrassing!

She giggles again, before surprisingly kissing you. She then says once it's over:
"Looks like my best friend has gotten a bit braver since the last time: you'd never complimented my looks, or those of any other girl for that matter: you were too shy to even try! I'm so happy that you have reached such a milestone! Keep it up, and soon you will get a girl, mark my words!"
"Really? Well...thanks, I guess..." you reply weakly, recovering from the surprise and gigantic kiss. Oh boy, this was not the way you dreamed would be getting your first kiss from Emilia...you consider it would be a small peck on the cheek, not a full body smush...although it was nice...really nice.
"You're welcome! Now, if that's what we end up doing, it would, unfortunately, mean that you wouldn't be able to swim in the water: I would need to keep you inside to avoid getting you flooded with water...but, I think that experiencing such a thing would more than compensate: imagine, getting inside my vagina, tight and warm, the most special place of my body. Or, my ass, perhaps smelly but just if not sexier, depending on what your preferences are. Tell me you wouldn't be able to enjoy the experience..." she says, blushing even more, not because she is feeling any shame about it: more because she finds any of those ideas alluring and exciting to try, to feel you...inside her.

You don't even reply, just turning around. She laughs again at your reaction and says:
"Well, there's still another idea: I could just carry on my hands, like I'm doing right now, and deposit on the water, allowing you full freedom of swimming, with me right behind you just in case. And finally, knowing that you might not accept any of these potential ideas, either because you find them too risky or too daring...you're free to tell me to return to the hotel where I'm staying. This final option would make the process of researching and potentially finding a cure for your condition start earlier, but it would mean that you would be losing to experience all these options...at least these time: I intend to visit this beach many times on my stay, and I think that I could propose these or some other idea next time we go to the beach."

You nod at her, thanking her for being so caring and proactive to leave you the option to not try any of her crazy ideas. This reminds you that, within that energetic, outspoken, and daring surface, laid a caring and compassionate girl. And after a brief silence, she asks you:
"Well, Denis: what proposal would you prefer me to try?"
Good question: what would you like to try? Swimming with her, and if so, in what way? Or, would you prefer not to deal with any of her daring ideas, and simply go to her hotel room? The choice is yours.
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May 29, 2023
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