Dildos / Anal / Teasing



Pickles looked around Missy’s apartment after she let him inside.  His arms were in front of his chest as his eyes scanned the room.

 “It’s… quaint,” he said after a long minute.  “Y’know, like… cozy.”

“So… small?” Missy chimed in.

“I didn’t say that,” he quickly replied.

“No, but it’s what you meant.”

He scratched his neck, glancing away from Missy.

“Exactly.”

“Sorry, I just didn’t figure you’d live like a regular jackoff,” Pickles said.  “I thought you woulda… I dunno, bought something bigger with all those sweet royalties.  Treat yourself, y’know?”

“… This is my something bigger,” she said.  “You should have seen the dump I was living in before.”

“Oh…”

His voice trailed off as he took in his surroundings again.  He stepped towards the window, looking down at the city below.

“Sorry you have to slum it with me,” said Missy.  “We can’t all be krillionaires.”

“Hey, hey.  No offense!” Pickles spun around to say, hands shooting up in defense.

“None taken,” she said.  She was too amused by his idea of a “regular jackoff’s” lifestyle to be offended.  Here she had one of the nicest penthouses in the south and he was turning his noses up at it.  Sometimes she forgot how spoiled he could be.  She knew he meant nothing by it.  Shrugging it off, she walked in the direction of her kitchen.  “Want a drink?”

He followed her into the next room, leaning on the island as she opened up a cabinet to reveal bottles of top shelf liquor.

“Whatcha want?”

“You musta known I was comin’ over,” he laughed.  Eyes scanned the labels, then he pointed at a bottle of scotch.  She grabbed it, then two glasses and began to pour.  “So, uh… Where’s the bedroom?”

She passed a glass to him.

“Right this way.”

Grabbing her own, she started walking further into the apartment.  Pickles followed her up the stairs to a gorgeous, yet gaudy bedroom.  With the neon lights and plenty of mirrored surfaces, it looked more like a night club.

“Okay, yeah.  This is more your speed,” he said with a huge grin. 

“Yeah.”  She walked in, sitting on the bed before sipping her drink.  “This is where most of my time is spent.”

She watched as he wandered around, soaking everything in.  When beside her bed, he peeked inside of the nightstand before Missy could tell him not to plunder.  He promptly closed it with a small “oop.”  Knowing exactly what he saw, she couldn’t help but tease.  She stood and walked up behind him, pulling it back open.

“See something you like in there?” she asked.  His cheeks were as red as his dreads as he looked inside again, confirming what he thought he saw.

“That’s… a lot of dildos.”

Missy beamed.  “Damn right, it is.”

“Goddamn.  What d’ya even need that many for?”

Grinning, she leaned against him, wrapping her arms around his waist.

“Y’know, it gets so lonely when we’re apart,” she said.

“So, ya need 20 dicks to fill the void?” he joked.  “Didn’t know I was that impressive.”

“C’mon.”  She let him go with a chuckle, straightening up.  “I don’t have that many.”

“Yeah, sure,” he said. 

She laughed again, taking a sip of her drink before sitting it down.

“Have you ever, uh… used ‘em on anyone?” he asked.  “Or are they all for yourself?”

Her grin grew wider at the question.

“I mean, I’m more than happy to share if you’re interested.”

Pickles paused, looking at the drawer, then to the empty glass in his hands.

“Gimme some more of this and I’ll let ya do whatever you want.”

 ~

A few drinks and roughly an hour or so later, Pickles was bent over the bed, jeans around his ankles and a rabbit vibrator in his ass.  It was one of the smaller ones, but it was powerful.  The vibrations were battering at his poor prostate, and it was only at medium speed.  Missy drawing it in and out of him just added to the sensation.  His knees knocked together and his cock smeared gobs of pre-cum against her bedding with every involuntary jerk of his hips.

Fh-…” He groaned before biting his lip to keep it in.  His eyes were crossed and drooping, barely able to stay open. 

“Good?” Missy asked, and he bobbed his head in response.  “Ready for more?”  Another bob of his head.  She pressed a button, and the vibrations grew stronger.

“Mmm!”  His back arched as a full body shudder of pleasure claimed him.  He could no longer keep his mouth shut.  His eyes screwed shut, his jaw fell slack, and moans poured out.  “Oh-ohhh, gahhhd...”

Missy smiled in triumph, loving to hear his accent grow more prominent as he lost control.  

She’d missed this.  She’d missed him.  Though she didn’t anticipate their night going like this, she wouldn’t have it any other way.  Feeling like she had tortured him long enough, she brought her free hand to his throbbing member and gave it a tug.  His hips snapped forward to thrust into her fist. 

Once…

Twice… 

On the third thrust, she pressed the button again.  He couldn’t even get the next moan out of his mouth before he erupted in her grip.  She continued stroking, milking his cock to the very last spurt.