*57 #MaidenVoyage

Jon had pushed aside frustration at being shut out again by telling himself that the wait would be worth it.  Her real surrender to him would be sweet and complete, and in the meantime, he’d settle for some faux virginity.

 

Virgins weren’t really part of his regular “perversion” stash because, as Teddi noted, he’d had a few.  It wasn’t nearly as much fun as everybody made it out to be.  Fucking a mature, experienced woman came with a lot more perks, but the thought of fucking this mature woman while equipped with the knowledge that he had taken her virginity….   

 

It hit him in a deeply personal spot and called for a little roleplay that allowed Jon to consciously claim what he was given in Boston.

 

“Are you asking to reenact that night?”

 

Reliving what an asshole he was thirty years ago didn’t exactly get him in the mood for sex. 

 

“No.  Not beyond finding you in my bed, anyway.  What I want is to watch your innocence go to ashes so the Gypsy Phoenix can rise from them.  I want to claim responsibility for the transition.”

 

“You are responsible.”  The quiet decree was a short one, and she pressed her lips together before adding, “After that night, I made it my mission to learn everything there was to know about sex.  I swore to myself if a miracle happened and you crawled between my legs a second time, it wouldn’t be with laughter.  That you wouldn’t forget me again.”

 

Jon cocked his head quizzically to the side as he dodged a wave of guilt.  He’d been such a hedonistic son of a bitch that it was hard to believe he didn’t run into this kind of conversation with a former conquest at least once a month.  In many cases it would be a valid argument, but it didn’t apply here.

 

On the contrary.  Jon thought about the clear parts of their encounter for a long time afterward.  Particularly the blowjob whose sloppiness now made sense.  It was her mascara-streaked face behind his eyelids when he fucked a woman who didn’t particularly interest him.  Teddi – Meredith – was the one who got him past the boredom to orgasm.

 

“Forget you ‘again’?  What made you think I forgot at all?”

 

“I had decided not to tell you this, but since it’s come up, you walked past me the next day without a second glance,” she stated evenly.  “Granted, you were with the band and I was in a crowd of about ten girls, but I waved a bottle of wine at you.  Nothing.”

 

He wanted to tell her she was wrong.  He wanted to erase the tint of embarrassment that colored her cheeks, but the truth was he couldn’t.  It had probably happened exactly as she said.

 

“’I can promise you tomorrow, but I can’t buy back yesterday.’”

 

The flush of her cheeks didn’t fade, but full lips puckered and twisted into a smile.  “Are you quoting your lyrics to me?”

 

“Maybe,” he playfully shrugged off her teasing before getting serious.  “Look, I’m sorry you thought that.  Back in those days, I was more focused on getting to the show or soundcheck than random crowds that popped up here and there.  Factor in a hangover, and I’m sure I was that dick.  But I didn’t forget you.  I’ll never forget you.” 

 

He certainly owed her both the apology and assurance, but would she demand more?  Would she try to make him pay a heftier penance over some thoughtless shit from back in the day?  Did she expect him to grovel?  

 

Jon probably would – a little – if that’s what she really wanted, but he would lose respect for her in the process.  When she timidly withdrew from him, taking a backstep and darting furtive eyes around the room, he cursed silently.  Dammit if this wasn’t about to turn into a “thing”. 

 

Or so he thought.

 

Then she gradually tipped her face to his.  With knees and ankles fused together and hugging her waist, she locked their gazes to stutter, “W-will you be gentle with me?  Since I’ve never done this before?”

 

Rather than losing his respect, she multiplied it by ten with that mediocre acting job.  Jon was so into his girlfriend in that moment, it was almost embarrassing, and his dick bounced against the inside of his zipper.  This was going to be good. 

 

“Not especially,” he said with the same male arrogance he used to carry as religiously as his wallet.  The only difference was that it was now peppered with affection.  “But you’ll like it, anyway.  I guarantee it.”

 

The sound of that appealed to her.  He saw it with the explosion of heat that caused her eyelids to slit, but she stuck to her role with a slow shake of the head.  “I don’t know.  I’ve never even seen a man naked before.  What if I disappoint you?”

 

Fire flicked low in Jon’s belly as he reached to snag her elbow.  It took more than one try to coax Teddi into coming to him, and even then it was only a baby step.  He was the one who had to close the gap to dip a kiss against the graceful curve of her neck. 

 

“Not possible.”  He touched the tip of his tongue to her jumping pulse point.  “Just do what I say, and it will be incredible.”

 

Her tiny whimper grabbed him by the balls.  “C-can I touch you?”

 

“Fuck, yes.”

 

Hesitant fingers slid against the back of his head, cradling it before gently massaging his scalp.  The pressure invited him to continue the soft, open-mouthed kisses across her throat, and she dropped her head back to provide full access. 

 

“Give me a hickey so I can remember this tomorrow.”

 

Unsure whether she was playing or not, he still immediately sucked in a piece of tender skin and worked it in his mouth.  He could almost taste the vanilla in her pores.  Almond curled in his nostrils as he diligently abused the sweet spot, hell-bent on leaving behind the same indelible mark that her scent left on him.  If she’d smelled this way in nineteen eighty-nine, he would’ve noticed her in a crowd of thousands. 

 

“Hurts,” she whispered, fingers knotting in his hair to tug. 

 

With a wet pop, Jon released her and admired the bright red glow of his handiwork.  She’d be wearing that for a while, and he wasn’t the least fucking bit sorry about it when setting her away from him.  That blotch only fed his arrogance.

 

“Everybody’s gonna know you’ve been fucked.”

 

“D-do you think so?”

 

God, she was good at staying in character.  She looked as innocent as frigging Bambi, and anybody who hadn’t met the vixen inside her would swear she was the only fifty-year-old virgin alive. 

 

“Absolutely. If that strawberry doesn’t do it, the sway of your hips will.  You’ll walk with a swagger once that cherry is gone.  You’ll know what kinda power sits between your legs.”

 

“Power?”

 

“Every man goes a little crazy for pussy,” he explained, hands exploring the terrain of her body.  The swell of hips, the curve of her waist, the angle of her ribs as they led to another feminine swell.  That’s where he paused, dragging thumbs over the soft fabric that couldn’t conceal puckered nipples.  “Titties, too.”

 

“Y-you’re not an eloquent man, are you?”

 

“I’m an honest man, and I’m more interested in making you come than pretending to romance you.”

 

He wasn’t the only one exploring.  Jon would swear she was trying to absorb him with the slow, purposeful strokes over his back and sides.  She was memorizing every angle of his architecture as she worked up to palm both shoulder blades and dig in her fingers.

 

“Will I like it?”

 

“You’ve never come before?”

 

“Yes, but only alone under the covers at night.  With my fingers.”

 

Christ, the image of a curious, innocent Teddi fingering herself in the dark was a turn-on.  It made him impatient with the clothes that separated them.  Impatient with the game. 

 

“There’s nothing like it,” he explained while sliding down the zipper at her back.  “When a man takes possession of your body – when I take possession – it’ll feel like finding the missing piece to a puzzle.”

 

With his help and a graceful shrug, the dress dropped to the floor with a muted rustle.  The hands that had been mapping his back now moved to preserve her modesty.  One forearm folded over murky aureoles while the opposite hand shielded her mound.

 

“Don’t be shy, baby.”  Jon slowly peeled away the lower hand, replacing it with his.  “Let me see you.  Feel you.”

 

He cupped the coarse tuft of hair, his middle finger snaking into the seam beyond while nudging her arm out of the way.  With both hands adrift at her sides, she simply stood still for his tactile inspection.  When he simultaneously tugged a nipple and grazed her clit, Jon was rewarded with a whimper than shot straight to the base of his painfully hard dick.   

 

“That feels good,” she breathed.

 

Bypassing her pleasure button with a lazy flick, he sought the dripping pool beyond and circled it.  “You ain’t felt nothin’ yet, sweetheart,” he breathed into her face. 

 

It was tempting to steal a taste of pliant lips, but he found watching her too enjoyable to give up just yet.  There was a glaze building over the dusty blue of her eyes, making them appear darker than usual.  Or maybe it was the dilated pupils creating the illusion.  Neither could take credit for the lax muscles that wouldn’t quite hold her jaw closed, or the sweat beginning to bead on her forehead. 

 

That forehead wasn’t the only place she was damp.  Slick honey flowed from her very core, making it no chore to glide around the hole whose edges flexed under his investigative touch.

 

“It would be so easy to ream you right now,” he rumbled in her ear, unable to resist nuzzling the scent tucked behind it.  “Your pussy is begging for it.”

 

Her thighs immediately clenched, rendering him immobile between them.  “I don’t want to lose my virginity to your fingers.”

 

“Yeah?  What do you want?”

 

One of those idle hands delved between their bodies to grab his crotch.  “This.”

 

Jon almost lost his load right there.  The Gypsy Phoenix was smoldering just below the surface, ready to make an appearance, and he’d be damned if she didn’t get a more glorious introduction than this. 

 

“Get on the bed,” he growled, taking an abrupt step back and stripping away his shirt.  “Cross your ankles and pull your knees up to one shoulder.”

 

As she moved to do his bidding, Jon dropped his shorts and rubbed the heavy drop of pre-cum along the length of his shaft.  The head was almost purple with swollen enthusiasm, doubling it in size.  Part of him wished he had a monster dick swinging between his legs to finish out this illusion, but he long-ago learned how to make the most of his averageness.  They’d both come out the other side satisfied. 

 

With her peeking from behind squeezed thighs and pouty pink pussy lips on full display, the other side was looming close.

 

Jon crawled onto the mattress until his thighs were wedged under pale buttocks.  Flicking his gaze upward, he found Teddi watching raptly as he dredged his hard-on through saturated folds. 

 

“Still feel good?”

 

She nodded, blonde waves scraping the pillows.  Her eyes were filled with tight anticipation as she clung to their playacting.  The woman wiggling her ass against him was ready to get the show on the road but was doing her part to appease. 

 

Levering up on one hand, he continued the up and down glide with the other while leaning in to touch their lips together. 

 

“Tell me this is what you want,” he coaxed his virgin conquest. 

 

“This is what I want.”  Although Teddi just parroted the words, they carried the huskiness of sincerity when falling off her glistening lips.  “More than anything.”

 

It dually fueled and sated his desire, prompting him to grit out, “Hold your breath.”

 

“What?”

 

“Hold your breath,” he repeated, gliding the head of his dick along her sopping seam one final time.  “Clamp your pussy tight and hold your breath.  Okay?”

 

Again, she nodded, and her torso inflated with a slow gulp of air.  His eyes locked onto taut features as he drew into position.

 

“This is gonna hurt for just a second…”

 

With no more warning than that, he lunged into Teddi’s tight core with all his might, wrenching a gasp from the woman whose eyes flew wide with the abruptness.  It wasn’t the same kind of hurt as losing a cherry, but it was probably a little uncomfortable, so he stilled and petted her forehead with a thumb. 

 

“You okay?  Huh?”

 

There was another nod as she inhaled through her nose and out through her mouth.  Hips and chin both lifted to the ceiling, as all pretense of innocence slipped away.  There she was.  The Gypsy Phoenix. 

 

Smoldering embers burst into flame as she made the fiery ascent from chastity to passion until she lay before him as a wanton woman of the world.  The kind who knew how to flex her internal muscles in a way that drove a man wild 

 

“Fuck me, Cappy,” she murmured.  “Fuck me like you’ll die if you don’t.”

 

He had no choice, because that felt like a very real possibility.  He needed to finish this, and Jon used her words as permission to pound like a madman.  Over, and over, and over until sweat dripped, muscles cramped, and cries were nothing but ragged breaths.  Growling, gripping, clutching his way to the top of the highest mountain he’d ever climbed…

 

Only to throw himself off the other side.