Truth or dare sans dare with Jen
"Thank you!" Jen said with a warm smile as well as a noticeable blush, carefully picking you up with two fingers and easily rubbing what little sunscreen remained onto the minuscule spots that had been missed because you were standing there. She raised you to her face's level, giving you a sweet smile. Her gorgeous gaze felt more intense than usual though, with an extra sparkle to it that you hadn't detected before.

"N-No problem" You said trying to hide how much you were flustered. You couldn't believe that she had essentially asked you to rub her huge boobs for as long as it took you to spread sunscreen all over their tremendous surface.

What happened next caught you completely off guard as she lowered you slightly and gave you a quick kiss that felt as if everything went into slow motion for a moment, with you getting pressed into a plump, moist and soft but kinda rubbery surface. Something in the air that you breathed at that moment felt as if it had some intoxicating effect despite not sensing any scents out of the ordinary.

"You did a really good job" Jen said softly, still holding you close to her lips "That wasn't so bad, was it?" She asked. Despite multiple reassurances, and even getting proof on her own, some insecurities still lingered in her heart.

In a very similar manner to Lillian, Jen was rather chubby growing up, which made her feel awkward many times, and got made fun of many others. Despite her looks she had proved that she could be the most athletic person in her class but that didn't help matters much. As soon as puberty hit, which was quite early for her, all that chub her body stubbornly held onto as she grew up gave way to the prodigious curves she has to this day, but even then she didn't have much peace, as her figure earned her the ire and envy of nearly every other girl around her, with many calling her names and comparing her to a cow in a most disdainful way.

Once she moved to the US her troubles diminished, but still caused many girls to envy her while also having somewhat of a stigma for being "the new girl". Being a year older than almost everyone in her grade didn't help matters, since her voluptuous body was even farther ahead in maturing than the rest. At least over the years she had learned and accepted that her large bust could be attractive, but she worried that it might be too much. Funnily enough, Cindy and especially Lillian pointed out that it was a great advantage and that you were very clearly attracted to it, this took her a while to confirm for herself. It's been a bunch of years since, and for some reason those insecurities resurfaced again...

"Not at all!" You said quickly and without missing a beat, but then you realized that it could easily be taken the wrong way "W-Wait, I meant that it was really no trouble" You tried to correct yourself, panicking on the inside since this could've been a critical moment and you might have messed up badly. Jen giggled cutely and cooed at you.

"Awww" She gently touched your head with her fingertip, in a way still amazed at how small you were, you were tinier than some ants and you could easily fit on one of her fingertips alone with plenty of room to spare.

She knew you well enough to be able to read you although not to the same extent as Lillian, but it was more than enough to figure out your intentions and feelings so that she pretty much always knew what you really were trying to say, and this is what made her feel warm and fuzzy, she found it sweet that you were really trying not to hurt her feelings.

'But this would be a whole lot easier if you just were a lil bit pervy' She thought while giggling quietly, knowing that she'd have to be even bolder and expose some of her own if she wanted to get anywhere farther with you.

"It's okay... I know that they're pretty huge" She said as she playfully made her chest bounce and it took every once of willpower in her not to break out in incessant giggling when she saw the whole of your tiny body turn red as a tomato after hearing that. However, she pouted when she saw you looked away, once again trying not to be too much of a perv.
"I mean, I wouldn't have gotten this bikini if I minded you looking~" She said, teasingly readjusting the ill-fitting cups that barely covered the absolutely most essential and otherwise got strained to their structural limit as they tried to contain the large, bulging mass of her breasts.

"Wait, what?" Your blush concentrated around your face and intensified further.

"You heard me" Jen smiled "But I've got something even better~" She said in possibly her flirtiest, most seductive tone yet. She laid on a large towel, stomach-first and before you could even ask what was going on, she brought you behind her back and presented you with a view that technically you had seen already, but not like this: Her big ass.

A pair of enormous expanses of smooth, near porcelain white flesh that jiggled hypnotically. It might not be as outrageously huge as Lillian's, but it was still tremendously massive, easily the size of a mountain to you. Her red bikini thong was almost completely hidden from view, voraciously devoured between those titanic cheeks. Soon, this otherworldly landscape appeared to grow as you had been dropped right onto it, landing on the middle of Jen's left cheek with a squishy bounce.

'Please tell me that this is not a fever dream. Hell! Please tell me that this is not some weird hallucination' You thought as you laid face-first on the ample, meaty "ground", sinking slightly into it despite your negligible weight. Your brain desperately tried to make sense of this as you struggled to stand up, maintaining proper footing on such squishy ground was no joke, but soon more of her cute giggling snapped you back to reality.

"How's it back there?" Jen asked and you felt as if your heart got squeezed like an empty soda can. Almost every alarm went off inside your mind as this seemed to be a very loaded question and if you screwed up you might ruin your chances with her forever. Amidst your panic, you sensed that you had remained silent for a bit and without thinking much, you blurted out what came first to mind, which in your case it meant the truth.

"It's really soft" You said, but as soon as the words left your mouth, you bit your tongue hard and slapped yourself in the face.
'Great! You just told her she has a flabby, fat ass! Amazing going Blaise! 10/10 response you dumb motherf-'
"Sorry! I didn't mean that, I swear!" You frantically apologized while your heart pounded harder and harder "Umm..." You wracked your brain pretty hard to come up with an answer that was guaranteed not to offend.
"Uh... what I was trying to say is that it's, um, firm! Y-yeah, very firm and, err... healthy" You gripped your head, feeling a headache from literally thinking too hard, cursing your own apparent stupidity at handling these situations, when they were the ones you needed to be prepared for the most.

All that panicking chaos and excess adrenaline flowing through your veins seemingly came to a crashing halt as Jen burst out laughing. Somehow, it didn't feel like she was laughing at you but that only made it 10% less confusing. You were very afraid to ask what she found so funny, but in the end it wasn't even necessary to ask.

"God, you're so sweet" She then said and when she looked at you from over her shoulder, her eye seemed o have gained a new gleam to it, one that you didn't recognize.
"We've been friends for how long? 5 years?" She said "And you're still this afraid"

"Huh?" You tilted your head, feeling even more confused now.

Jen answered by reaching with her index finger and poking her hefty glute, far enough that the indent into her generously fatty layered cheek wouldn't make you tumble down.
"Would you really call that firm?" She teased, pushing her finger even deeper, and it easily sank about an inch into the sheer marshmallowy softness of her titanic cheek.

You stared dumbfounded and while you just understood what she said, it made little to no sense. Anticipating such a reaction, she spoke again.

"Lillian's not the only one that wants to have a fat booty~" She said, blushing as she said something surprisingly bold, but by this point she knew that she had to spell things out for you and she didn't mind too much. She wiggled her hips for emphasis, prompting said fat booty to jiggle and bounce a little, knocking you off your feet and making you land face-first onto that squishy surface.

"I'm sure you've noticed it's been getting bigger" She giggled, making you blush harder but also you froze in place, had you been caught staring?
"What I mean is, I don't mind if you call it big. It's quite a bit bigger than my boobs" Jen said with a pleased sigh "One question though"

"Y-Yes?" You were about to relax but when she said those words you tensed up with all your might.

"Do you like it... like this?" Jen blushed harder, this had been her boldest move yet.

'Okay, you can NOT screw this one up! Just give it straight!' You thought 'But if this is some sort of test, you'll have failed spectacularly' You shook your head and tried to shake those thoughts off.
"Yeah" It felt like it took nearly all the courage in your soul to utter that single word. Jen exhaled in a way that somehow felt like she had been pleased by that answer.

"Okay, sorry, just a few more questions" She chuckled "What about my bikini though? Did you like it?" She asked sweetly.

"Of course! I mean, yeah" You laughed awkwardly "The real beauty is what's insid-wait" You caught yourself thinking aloud again, you got too jittery from the sheer overdose of adrenaline that you gave yourself with these panic spikes "What the fuck kind of answer was that, goddammit!" You angrily muttered, then tried to slap some sense... into yourself.

While you were busy doing that, Jen actually blushed nearly as red as you had gotten earlier, but she was smiling...
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May 12, 2023