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[M]eeting [F]or Dinner (long) | 2016

Winston tossed his keys on the ottoman as he walked through his door. It had been a long day at work, but hey, at least Winston loved his new job. It had been way too long since he had left his last VFX studio and the relief of steady work was really starting to rebuild the man’s confidence.

In fact, Winston’s sense of self had been so good lately that he had even managed to get his ex girlfriend to agree to have dinner with him over the weekend. The duo hadn’t parted on bad terms, but the passion between the two waned when Winston lost his job. He had gotten down on himself. He wasn’t keeping himself up, or acting like the man he knew he could have been.

Now, however, Winston had been riding high. He had gotten his power back. He had cleaned himself up, was taking care of his life, and going out whenever he got the chance. At 5’11”, 160lbs, dark hair, blue green eyes and his relatively slim build, he was back to being the gregarious guy all his friends knew. He was a man his former girlfriend would recognize come this weekend.

He walked into his kitchen and scooped a handful of dry cat food into his cat’s food dish. Pail, had been nipping at his heels to feed her since Winston had walked through the door. She was about as bratty as a teenage girl, but he loved her very much.

“There ya go sweetie. Sorry I’m late,” he said idly to his cat as he wandered back to the living room. He plopped himself down onto the couch in a heap and let out a relaxing sigh.

“Deirdre said she’d have dinner with me on Monday. I hope she doesn’t cancel,” Winston stated plainly. He could hear Pail munching away in the next room. It’s not like she ever really responded to him when he talked to her anyway. It was just nice having another living thing in the house that he knew loved him.

Deirdre was a busy woman. She danced, she acted, she had an office job. She was a girl of many hats. Maybe that was why she did actually wear a lot of hats.

He closed his eyes as he lay back and melted into the soft embrace of his couch.

“I really hope she doesn’t cancel….” he said listlessly as he drifted off into a nap.


He couldn’t believe how well dinner had gone. The two had takens a trip to a random place they found on Living Social and it had been great and here she was, coming up for one last drink with him in his apt. Did he even have anything to serve her, he wondered as he led Deirdre through the front door of the apt she used to have a key to.

Deirdre set down her clutch and inspected the room as she walked in. Winston knew he was being inspected. He knew she was judging the state of the spt against the high and low points of their time together. He had made sure it was impecable the day before. He knew it had to be.

Her lithe body moved with her unique sense of grace across the room. At 5’7 and 115 lbs she was a marvel. Her long brown hair cascaded down to the middle of her back and as she sat down she shook the bangs from her eyes. Deirdre would never be considered busty. She was slender but her hips and bottom were a sight to behold.Her neck and shoulders had a grace about them that made even the most lovely of swans stir with jealousy. Her body had the most perfect lines he’d ever seen. The black dress she wore that night only accentuated that. He remembered that dress. It was the short black dress she had worn for him when he requested she “Slut it up” and meet him somewhere.

She slid onto the couch and watched him as he walked into the kitchen to fix her a drink. Pail jumped up on the arm of the couch, purring, and sniffed at her. It was obvious that the cat remembered the girl fondly.

“It looks like she missed you, D,” Winston called across the room as he poured some vodka into a glass.

“I missed her too!” She said with a slight smile as she scratched the little black cat behind the ears.

Winston walked back into the room with two glasses of a pinkish vodka mixture. He handed one to the beauty on his couch and set the other one down for himself. He shrugged off the sports coat he was wearing and sat down beside her.

They chatted idly for a bit and sipped on their drinks. Deirdre got up to use the restroom. Shortly after she sat back down on the couch. She pulled her knees up under her and sat a bit closer to him talking. He couldn’t help but drink her in with his eyes. Her hair, her neck her shoulders, her flat stomach, her slender perfectly fit thigh, her … wait.

He paused for just a moment as she shifted. Did he see what he thought he had just seen. As she shifted her weight Winston could of swore he saw a flash of bare flesh between her legs. He must have been imagining it. He had noticed a faint panty line earlier that night since the dress hugged her hips so perfectly.

No… there it was again. he was sure of it that time. Had she taken off her panties at some point, Winston wondered to himself. He looked up at her, and it was obvious she had noticed him realize her tight little pussy was no longer covered. She had that lustful look he had such fond memories of. That look that he’d stroked himself off thinking about so many times.

Winston knew her well enough to know what to do. He reached behind her and laced his fingers through her hair and gripped hard as he twisted slightly. He pulled her face into his and kissed her hard. They fell backward onto the couch. She moaned into his mouth and when he pulled away from her she drew in a quick, sharp breath, and whimpered slightly. Her dress had ridden up so her ass and pussy were exposed to the cool air of the apt. The blinds had not been drawn so if Winston’s neighbors were to peer over they’d see this girl in full view.

She reached down and groped Winston through his pants.

“I didn't intend for this tonight, Winston,” she muttered through ragged breaths.

“I didn't intend to ever lose this, D,” He replied with a coy little smirk. “Have you missed being my good little girl? Have you missed how i can make you feel?” He slid his hand down her body and curled two fingers deep into her soaked pussy. It was smooth, and hot, and she gasped as his hand dragged across her clit on the way to it’s coveted destination.

She let out a little yelp as his fingers pressed into her, filling her wet little hole.

“God yes…” she managed to let out as she collapsed her body onto him and let her hips take over. She ground back onto his fingers. She tried to get them deeper and deeper into her.

“Good girl,” He whispered in her ear as he nibbled on it. He slipped her onto her back and pushed her dress up entirely to her waist. He worked his fingers into her with intent. He was going to make her cum. He was going to remind her why she loved being in his bed. He curled his fingers inside of her and started massaging the roof of her pussy as he lowered his mouth to her clit.

Winston took pride in his ability to go down on a girl, and Deirdre always loved it. She began to pant and grind back onto him as he sucked on her clit. His fingers never stopped working the inside of her pussy. With his free hand he slowly played with her little asshole. Her wetness had it all slick and after a momentary break from her clit to dip his tongue inside her little rosebud he was able to get his free hand busy too.

As he slid a finger into her ass she moaned hard and deep. he could tell she was close.

“Fuck, Winston….. I’m gonna cum … oh fuck i’m gonna cum!” She said in the same low husky voice that only came out just before climax. And there she was, moments from cumming.

Winston stopped moving. Deirdre groaned then whimpered.

“Do you deserve to cum? Do you deserve to feel that way after a year of not letting me have this?” Winston queried coyly. He knew he was going to make her cum, but he wanted her to beg. He wanted to edge her like he knew she liked. He wasn’t going to make her cum. He was going to make her EXPLODE.

She begged and pleaded her case with him, but he just kept his coy calm cool demeanor. “Please, Winston, Please make me cum. i want cu…” She was cut off as he dove back into her feverishly. He could feel her building again. Her hand on the back of his head trying desperately to hold him on her hard sensitive clit. To no avail however as He edged her again and pulled off of her.

For a third time he attacked her dripping wet little pussy. His face now covered in her sweet taste and his fingers slick with the juice from her eager pussy. He fingered her hard and fast and deep. He sucked rhythmicly and methodicly on ehr clit. Lapping at her. Her back arched off the bed.

“Please don’t stop, please let me cum … oh god…. oh fuck… oh fuck Winston. Make me cum. Make me cum. I’m cumming baby. FUCK!”

He finally let her crest. He didn’t stop just because she came either he fingered and licked her through two more consecutive orgasms. She didn’t seem to want to stop but he pulled off her and pulled her back on top of him.

“My turn?” He asked sweetly.

“Your turn..” she said as she slid down his body.


He could feel his cat’s whiskers tickling his nose. Winston groaned as he realized he had fallen asleep. He couldn’t remember the last time he had a sex dream about Deirdre. He would have sworn it had been real. The firmness of her ass. The heat from her cunt. The way she wounded as she came. He smiled to himself as he realized that his brain had stored all that information for him. That even after a year it was still all there.

He got up and sat at his computer with a defeated little smile on his face. He sighed longingly to himself. Only a few days ‘til dinner he thought. Maybe …… just maybe.