Sorry for the long break, life kept getting in the way! Anyway this chapter is where the comedy aspect starts to come into play, as Leo and Calypso continue their night together, hopefully you like it a bit. Also, I realized just how many chapters are gonna be in this series, with what I have planned next, so Chapters from here on out will be much, much longer. Sad truth is however, longer chapters along as well as life getting in the way, means uploads will take more time, so be patient. Anyway I'll shut up now, enjoy!
After what felt like hours, Leo had finally finished spanking Calypso's perfect, round booty. The two now stood together in the middle of the room, their arms wrapped around each other in a tight embrace. Calypso's round tits pressed flat up against Leo's boney chest, while his hard cock poked through his pants and rubbed up by her, still soaking wet, pussy.
As Calypso held him close around his neck, she buried her head in his shoulder, and cried softly into it. Leo, who had to listen to it, was feeling a sudden rush of guilt. To make it up to her, he let his hands roam down to her bottom, where he gently held both of her still blistering red booty cheeks, in his palms. He then began to smoothly rub his hands along her massive, round butt, in an effort to cool her juicy, burning ass down a bit, so it didn't sting so bad.
"Sorry, sorry, sorry," Leo mumbled repeatedly, "I'm so sorry Babe. I just got carried away, and… I-I didn't mean to hurt you this bad I swear… are you okay?"
Calypso sniffled, a few more tears rolling down her face. But there was a small semblance of a smile there too.
"No I'm not okay," she whimpered gratefully, her massive butt still blistering, "And don't you lie to me Leo, you did mean to hurt me like this?"
Leo felt Like slapping himself for being such an idiot, he just wasn't used to having such an inflated ego before. Guess it just got to his head, but still, that wasn't an excuse for bringing the hottest-baddest girl in the world to tears. Not to mention, that ego had also made him damage the finest piece of art in all of Greece. That being Calypso's voluptuous, ghetto booty, leaving it just a burning-red mess now. He hoped he didn't leave any bruises, or if he did, he hopped that it could be fixed with magic.
"Calypso I… okay," he sighed, "You caught me, I… I did mean too, I'm sorry…"
That's not the only thing he'd admit to himself. He was even more ashamed of the fact that If given the chance, he would have gladly done it all over again the same way. He would have beaten her round, juicy ass just as fucking hard again, if not more. He couldn't deny it to himself, and that made him feel even more guilty.
"I knew it," Calypso sighed, a very thin smile now on her face, that Leo couldn't see, "Oh god Leo, you scared the shit out of me."
Leo at that moment, knew the fun was over. After that, why would any girl want to continue anymore? He was now expecting a very long, very awkward trip on Fetus in a bit.
"And it was," Calypso swooned, "So, fucking, hot."
Leo stopped, dumbfounded, wondering if he had heard that right. Calypso then suddenly pulled her head out of his shoulder, she had a big grin on her face, and a single tear on her cheek. She then gave him a massive, wet, kiss on the lips, only breaking it to look him deep in the eyes, making it clear she was insanely aroused by him through her gaze alone.
"Oh Leo, don't dare apologize for a performance like that, you were one spicy little animal. It was fantastic," she giggled, pinching his cheeks and showering him with kisses, "I never thought you had that kind of fire in you, not until now at least."
Calypso then began to rub her own hand along her red hot bubble butt, feeling a sudden spike of pain.
"Oh that was the best spanking ever! My massive booty cheeks have never stung this bad before, oh gods I just love it."
"Really…? It was the best?" Leo asked, in shock as to what he was hearing.
"Definitely!"
"Even better than, say… Odysseus?" He asked, stretching.
"Oh him, please you put him to shame," she laughed.
Leo's ego and confidence suddenly had another boost. Did she really just say that he, Leo Valdez, was even better at something than Odysseus?
"He was okay, a pretty good daddy by all means. But you, you were an amazing god, striking down your vengeance all over these juicy, round cheeks."
She then began laughing joyfully while holding him tightly. Leo, after processing it all, joined her in a good chuckle and cuddle. He really did feel like the luckiest guy in the world right now, spending the night with a girl just as sexually fucked up as he was. He felt, at that moment, they were meant for each other. He did make a mental note though, to tone back his inner alpha-male tell it was really needed again.
"That was really fun, but let's keep this session going, we're running outta moonlight here. What do you want to do next, my little Hot Tamale," she asked, eager to find out, "Come on, lay it on me, whatever you want, we'll do it."
Leo, being put on the spot, began thinking. It only took him a second though, for another, rather devious idea to pop into his perverted little mind.
"Really, Well, first I have to ask," he smirked, a little nervous to say this, "You wouldn't happen to know what twerking is by any chance?"
Leo watched as Calypso razed up her eyebrows, looking slightly offended.
"Does the pope wear a funny hat, of course I know how to twerk," She said, "I mean what use is a round, juicy ass like this, If i don"t know how to shake it right?"
"Fair point," Leo said, breathing easier. "Wait, hold on. I only asked if you knew what twerking was, I never asked if you could actually twerk?"
"I know, but I had a feeling that question was next?" she laughed.
"Aw.. you know me so well" Leo grinned, "But I wonder, if you know what I'll say next?"
"Of course I do, and the answer is yes, I'll twerk for you."
Again, he felt like the luckiest man in the world.
Leo, with a bottle of oil in his hands, was now resting on his knees directly behind Calypso. His head perfectly lined up and facing her massive, round, ghetto booty. He didn't think it was possible, but this close, and only a few inches away, her voluptuous, juicy ass somehow looked even sexier.
He began drooling again, as he stared deeply into her slightly pink, bubble butt. He felt like sliding off that thong that was peeking out of her canyon deep crack slightly, and just going to town on her.
"Babe focus, come on" Calypso said, snapping her fingers again.
"Crap," Leo realized, shaking his head, "I did it again, didn't I?"
"Oh Leo," She rolled her eyes, "Man you're just so addicted aren't you, it's kind of pathetic" she teased, playful flexing her cheeks right in front of his eyes.
Leo began blushing slightly as he continued to admire that perfect ass. She was right, that massive butt was a drug, and he was an addict.
"So are you gonna apply that oil or what, cause I don't twerk dry," she chuckled.
Right, Leo thought, he had to be patient, for-play now sex later. So without any further delay, He quickly opened the bottle, and raised it in the air. He then began to spray long strands of clear oil all over her planet sized ass, watching eagerly as oil began landing and dripping down those round, booty cheeks.
"Oh god that's cold," Calypso yelped, "But it cools down my burning bottom at east."
"Its looks fucking nice too," Leo sighed happily.
He then began sliding his hands all over her meaty booty cheeks, groping and rubbing the oil into every nook and cranny of that perfect ass. From her canyon deep butt crack, to under the folds of where her ass meat met her thighs. It felt great to finally to get his hands on her round bubble butt, and by the end of it, both her juicy booty cheeks, shined like two suns. Fitting considering she was his sunshine.
"There you go," Leo said, drunk with lust as his face was now only an inch away from it, "All oiled up babe."
"Perfect, and I can tell, you were pretty thorough" She chuckled, "Now, sit back, I was you to enjoy the show."
She then, without warning, shot her massive baseball sided ass back, smacking Leo in the face. He wasn't hurt, her butt cheeks were so fat and soft, it cushioned the blow, but he was still pushed over from the immense force. His back now rested up against the side of her bed.
"Hey," Leo laughed, "Careful where you swing that thing, that ass can kill."
"What, don't tell me you're actually complaining about that," she said, pretending to be offended.
"No, no, no, not at all," he smirked, still feeling her soft, round cheeks on his face, "If anything, I'd die happy. But anyway, could you please, continue."
"Okay, since you're begging," Calypso giggled.
With that out of the way, Calypso readied her ass. She first bent her knees and then pushed out her massive, round ghetto booty. Getting it ever so closer to Leo's, very pleased looking, face. She then placed her hands on her knees and arched her back, before finally starting to sway and jerk her hip, letting her monster's ghetto booty out of the cage.
