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Callisto was not ignorant about sex.
Having lived his life amidst both court intrigue and war, it would have been impossible to remain naive. The nobles were constantly tangled in scandals, to the point they seemed to try and one-up each other on purpose.
The malicious gossip - sometimes true, sometimes not - was filled with affairs, night time visitations, unsolicited attentions and bastard children. As tedious and boring as it all was, Callisto needed to be up to speed about who was doing whom, as personal entanglements were key components of loyalty - or lack of it.
A completely separate stream of information was on the battlefield, where men bragged loudly about their prowess in bed and newest conquests. The less adorned and accomplished a man was in battle the louder he tended to be around a campfire, insisting on his ability to catch the other sort of booty.
It was like a game to separate the hot air from real casanovas. The former tended to give themselves away being absurdly detailed, recalling every mole and birthmark on the body of the unlucky lady whose reputation was being torn to shreds behind her back.
Callisto had no time for such games. He had nothing to compensate for, and no one he needed to get ahead of there. His mission was to stay alive among the assassins and enemies, not to be known as the playboy among his peers.
He needed to uphold his image if he were to become an emperor. He needed to stay focused on his work and tasks. For each and every one of his goals, amassing practical knowledge on how to please a woman was not simply unimportant, it was detrimental.
Until it suddenly became crucial.
Penelope was laid on her back, completely nude. She eyed Callisto suspiciously. “You look like you are about to cut me open and study me, not pleasure me.”
“It will be a dissection of pleasure, princess,” Callisto muttered, not lifting his gaze off of Penelope’s body. “Any general can assure you that the knowledge of the terrain is crucial to victory.” He rested his palms on her knees, urging them gently to open.
“So I am either a corpse or a battlefield,” she grumbled, but still spread her legs for better access.
“Remember the rules,” he reminded sternly as he took off his shirt. Mainly for Penelope’s benefit, so she wouldn’t feel too strange for being completely naked.
“Yes, I remember.”
“Give me the rundown.”
Penelope rolled her eyes. Still, she had agreed to this, so she humored him. “This is first and foremost, a tactical rehearsal. I will tell you if something hurts or feels uncomfortable. I am encouraged to tell you if something feels especially good. I will answer any direct question with a yes, no or undecided.”
“And?”
“We will not have penetrative sex, because we are not yet formally wed, and pregnancy at this stage would be very, very inadvisable.”
“Good. And?”
Penelope clenched her teeth and stared crossly at the ceiling, trying to will away the blush on her face. “I will not move and let you do what you want with my body.”
Callisto grinned. “What a good girl.” He kissed the side of her knee. “Lets proceed with the interrogation, then.”
“Your metaphors are all over the placessss.”
The end of her sentence transmuted into a hiss as Callisto lunged forward and lifted her upper body off the mattress. The sudden movement made her neck bend backwards, giving the blond the full access to it. He gave it a small, reproachful nip to deal with the grumbling, before continuing with more languid motions, kissing the underside of her jaw and following the beating pulse of her artery with his lips.
This was a familiar make out routine. Penelope’s neck was a sensitive zone that Callisto had already had a pleasure to explore. Even the slightest touch, or a breath of hor air, could make her shiver if done right.
“That feels good,” she murmured, “but you are not going to learn anything new from it.”
“A cautionary approach is the best approach when taming a wild horse,” Callisto advised seriously. “You familiarize them with their new role and duty one step at a time.”
He moved his hands to her breasts, massaging firmly. “Who knows when you will try to buck me off?”
Penelope opened her mouth to retort but whatever witticism she was about to dish out died on her lips as Callisto’s rough thumbs pressed against her nipples. Her mouth snapped shut, unwilling to make any other noise than a little huff.
Quite adorable.
Callisto lazily circled his fingers, squeezing the supple flesh. Her nipples hardened under his touch, turning from rosy to a slightly darker hue.
The prince leaned back to admire his handiwork. Not only the breasts, but the entire woman. Penelope’s mouth was open, her breath escaping in deep, sighing exhales.
He had opted to stay in his pants to minimize additional temptation to focus on something else than Penelope, but they were becoming uncomfortably tight. He couldn’t help rubbing the growing bulge to her thigh, and judging from the small hitch of her breath, she didn’t hate that.
“Does this feel good?” He asked, and pressed a little harder.
“Yes,” came the curt reply. Penelope wasn’t looking at him but somewhere past him, blush colouring her cheeks. She cleared her throat. “That feels good.”
Callisto gave a noncommitted hum and leaned back down again, taking a nipple in his mouth and flicking it with his tongue.
“Don’t you have somewhere else to be?” Penelope squirmed under him. “You sure are taking your sweet time.”
Callisto huffed, giving a final suck to the nipple and releasing it. He ran his fingers down her sides, feeling each individual rib as she arched her back. “What, am I paid by the hour here? What’s the rush?”
Penelope smirked smugly. “Or perhaps you got cold feet and decided to stall,” she quipped.
Callisto stopped tormenting her chest and moved his focus lower. “I know exactly what you are doing, wench… even when it’s working.”
He may act brash and confident, sure, but Callisto liked to think that to at least to himself, he could admit when he was feeling out of his depth. And touching a woman so intimately - and not just any woman, the one and only woman he had ever loved - was a little bit intimidating.
Luckily, he had a pretty clear indication that Penelope was very into this - the outer lips were shining wet, and from this angle Callisto could clearly see her chest rise and fall in time with rapid breaths.
His cock throbbed, in vain demanding his attention.
Unsure what the proper first step would be, he placed his tongue to the entrance and gave a slow, testing lick upwards.
“Ah.” Penelope’s thighs twitched. “Good. That’s good.”
Really? This wasn’t so hard, then. “Just good? Then I have to up my game a bit.”
He repeated the movement, this time faster. He gripped Penelope’s thighs for better purchase, and found them quivering under his fingers.
Penelope was still being good to her promise not to move, but her fingers were grabbing the sheets, her heels digging into the mattress. It felt like she was fighting against an impulse, even if Callisto could not tell what kind. Maybe grab his head or buck against his mouth.
“My… my… lick the part near the top. It feels good there.”
Callisto obeyed. He mimed the actions of kissing, closing his lips around the nub, licking and sucking gently.
“Oh… oh…” Penelope was tossing her head from side to side on the pillow. Callisto supposed that meant she was close to an orgasm.
And there were still things he wanted to do.
He pushed one finger inside. It entered easily, without any resistance. Still, Penelope’s body stilled.
Callisto raised his head to look at her face. “Doing okay, princess?”
“Yes… yes.” Penelope was not frozen still, but rather taut with tension. “Another one. Put another one in.”
“So bossy,” the crown prince tutted, but obeyed. The second finger didn’t go in as easily as the first, he felt the opening stretch to accommodate the intrusion.
He glanced at Penelope’s face but found no sign of pain or distress, only tension, someone teetering on the edge. She was worrying her lip between her teeth.
All good, then.
Callisto focused on the feeling of her insides. It was warm, tight, and for the most part, smooth. The upper part at the back of the cavern seemed different, somehow, more uneven. He pressed his fingers against it, feeling the texture.
“Yes… yes.. faster. More. Callisto, please.”
Against the wishes of his lady, his fingers stopped for a second just from shock. A distraught whine made him resume the movements. He got back to his exploration with gusto, moving his finger with more speed, just as instructed.
Penelope never begged. She rarely said please, and when she did it was eighty percent pure calculation and twenty percent sarcasm.
He wondered how his fingers, thick and calloused with years of sword practice, felt against the quivering walls. If they were sensitive, and whether she felt like being caressed, or simply thrust into.
And how that warm, hot wetness squeezing and releasing and squeezing again, would feel clamping on his cock.
Callisto ground his teeth. His pants were so tight it hurt. He had not anticipated getting this worked up without even a single touch to his own body.
Penelope let out a strange noise, somewhere between a small shriek and a startled gasp. Muscles around Callisto’s fingers clamped harder than before. The new, sudden tightness made him instinctively more careful, keeping up with his movements but gentler, slowly faltering into full stop.
Penelope’s body had lost all of its tension and collapsed against the mattress. “Thank you?” She said, sounding a little bewildered. She was blinking at the ceiling, trying to center herself again.
“You are welcome, princess.” Callisto’s voice was a little hoarse, even to his own ears. “And while I’d love to lay down and join you for a post orgasmic nap, I have my own issue to take care of before it becomes a problem.”
The erection straining his pants was starting to become painful. Penelope seemed to catch on, her eyes drifting to the notable bulge.
“Take off your pants,” she instructed and, to Callisto’s disbelief, dab her fingers inside of herself to gather some of the shlick. She spread it over her inner thighs. “Here, you can fuck my thighs.”
“What kind of virginal noble lady even are you?” Callisto grumbled but discarded his remaining garments as instructed. Relieved of its confinements, his cock sprung upwards.
“Out of all things you’ve called me today,” Penelope deadpanned, “that one is the least accurate.”
Callisto raised his eyebrows. “Including the corpse?”
Penelope didn’t answer, as her attention had drifted into something else. Callisto grinned and decided to give her a little show. Slowly, he stroked himself, leaning back to give Penelope the best possible view of his full mast cock. “Like what you see?” He teased.
“Yes.” Penelope said, characteristically direct. Callisto loved it. Penelope was deliciously unpredictable, sometimes coy and sometimes jawdroppingly frank. She remained true to herself and was so different from anyone Callisto had ever known that she might as well be of a different species.
He grabbed her legs and threw them over his shoulder. sliding his member between her thighs. His foreskin dragged along her wet folds, stimulating Penelope as well as himself. They locked eyes, and Penelope looked lax and languid laying there on the sheets, her hair messy halo around her head, eyes half-lid with lazy pleasure, her chest moving back and forward in time with his thrusts-
Callisto grunted and released over her stomach in long, thick spurts. He collapsed rather gracelessly beside her.
Penelope purred. “And now I can have my post-coital cuddles.” She tangled one hand to his hair, pulling his head closer to her neck. The crown prince took it as an invitation to lay down a string of kisses to her neck, making her shiver with delight.
“Consider your evil ploy a success,” he murmured. “Although I call that a nap is in order.”
Penelope blew in his ear. He did not react in the slightest. “We are going to be very gross when we wake up if we don’t clean up now.”
“Most of it is on you, so who cares.”
“Hey!”
His highness crown prince Callisto silenced the opposition by laying on top of it, effectively trapping it to the bed.
And sharing the mess in full solidarity. They were, in fact, quite gross when they woke up.