The remainder of his day was uneventful, some schoolwork and a trip to the gym rounded out the day. Some of his friends invited him out for drinks on Friday. It was two guys and a girl he'd worked with on a group project the previous semester. A group project they all now referred to as The Unicorn. The one group project that any of them had been involved with, or even heard about, where everyone had pulled their weight and had a great time working together. They met at a Mexican restaurant they all liked, catching up over the chips and salsa.
After dinner they migrated to a pool hall that shared the parking lot. They arrived early enough to get a table, ordered a pitcher of beer and Jeremy started racking. The waitress appeared with their pitcher and 4 glasses, setting it down on the high-top by their pool table. She was 5ft 5in tall, raven black hair in a ponytail that came just down to her shoulder blades. A black skirt that was barely long enough to be decent was covered by the white waitress apron. The white T-shirt advertising the pool hall she was wearing had been cut off just below her breasts and tied in back pulling it tight. It was tough to tell with the lighting in the place, but Jeremy was pretty sure he could make out her nipples pressing against the fabric.
"Hi, I'm Jessica and I'll be taking care of you tonight, if there's anything else you need let me know." She fixed her eyes on Jeremy and repeated, "anything" before strolling off.
"Well, that's one way to fish for tips," his friend Brittney said as she walked off.
"Concentrate you two, we're playing pool," Britney gave Todd and Rich a little push, the two were staring at the waitress' shapely bottom as she headed back to the bar.
The two made an exaggerated show of snapping out of it and Jeremy finished the rack.
"Teams?" He enquired.
"Let's go boy's against girls," Todd announced looking at Jeremy. "You and Brittney against me and Rich."
"That's a bit offensive, and we're going to mop the floor with you for saying it," Britney retorted taking her pool cue out of it's case.
Rich joined the banter, "Well, you ladies are the experts on mopping I suppose."
Jeremy rolled his eyes and looked to Brittney, "My break."
"Absolutely."
He wasn't the best pool player, but he had a break like a sledgehammer and demonstrated it once again, pocketing two balls in the process. He added one more to the tally before a miss turned things over to the other team. Rich made a clean shot but missed the following one and Brittney took over.
Her grandparents had a pool table and she had grown up with some very competitive brothers. Pool was the one sport where her diminutive size wasn't much of a handicap, and she had spent countless hours practicing. She quickly ran the table, dropping the 8 ball and looked Todd dead in the eyes, "Rack em, loser."
Their waitress Jessica reappeared brushing against Jeremy as she approached the group.
"Are we doing all right over here, want anything from the kitchen? Or another pitcher?"
They ordered another pitcher of beer and some cheese sticks. Jeremy watched her as she walked away. He was sure he'd never seen her before, but somehow felt like he knew her. And the way she looked... if you'd asked him to describe the perfect woman the day before Halloween you would have wound up with someone that looked a lot like Jessica. A whole lot, he thought.
Brittney tapped him with her pool cue, snapping him back to the present, then gestured towards the table. He took the hint and broke again.
They won again, but it was a much nearer thing. Britney was clearly the best pool player of the group, but Jeremy was just as clearly the worst. Todd and Rich won a few, as they settled in, and they had a pleasant evening.
The waitress continued to stop by, never missing a chance to touch him on the arm or brush against him somehow. While being obviously flirtatious with him.
It was getting late, and they all agreed it was time to call it a night. Jeremy offered to cover the tab and the others called an Uber while he did. Todd and Rich shared an apartment not far from Britney and they could Uber to her place and walk the block or so to their place.
The waitress came back with his receipt and that walk sparked the sensation of familiarity all over again.
She handed him the receipt, "Thanks, come again". Running her fingers up his arm one last time.
He walked out to his truck; he'd stopped after 3 beers and that had been several hours ago. He looked down at the receipt as he crossed the parking lot. Down at the bottom was a big pink heart around the words, "Call me" a phone number and "Jessica".
His mind raced, this would have been one of his wildest dreams not long ago, but now...
Reaching the truck, he opened the door and reached into the center console, digging around he came out with a lighter.
It came to life with a flick, he watched the flame for a moment then applied it to the bottom of the receipt. He watched it burn, letting it go just as he really felt the heat on his fingers. The ashes fluttered to the ground. He ground his foot on them to make sure they were out, climbed into his truck and drove home.
He went and visited his parents on Saturday, watching college football with his Dad, Sunday he hung out with Todd and Rich watching the NFL. It was Tuesday before he knew it, standing in his living room at 1230, he willed himself to sit down and relax. He'd spent Monday night making sure his place was spotless. There was a knock on the door at 1250, and he hurried over. He opened it to find Esmerelda, wearing a yellow sundress, and carrying a pink backpack.
"Can I come in?" she said with a grin.
"Of course," he stepped aside, gesturing for her to enter.
She continued down the short entryway into the living room, setting the backpack down on the couch. He had finished locking the door and followed after. She stood next to the couch, smiling at him, he started to move closer, but she held out a hand. Once she was sure he wasn't coming any closer she reached up, sliding the dress off her shoulders with one smooth motion, it fell to the floor at her ankles.
He let out a gasp, she was wearing one of the outfits he had picked out. A black lace bustier, open in the bust, attached to the black stockings she was wearing, and a conspicuous absence of panties he noticed.
"Do you like it?" she asked, slowly spinning around.
"I love it, thank you."
"You are very welcome."
He closed the distance between them in 2 quick strides, wrapping his arms around her, bending down to kiss her. As their lips, then tongues met he slid his hands down, cupping her bottom, then lifting her off her feet. She quickly wrapped her legs around him, clinging tightly to him, still kissing as he carried her into the bedroom.
He laid her down on the bed, standing up, he quickly removed his shirt and shorts and moved to the foot of the bed. He climbed onto the bed, crawling up between her legs. He lowered his face to her waiting sex, planting gentle kisses all around her opening, then his tongue began to work on her. She arched her back, as the pleasure found her, pressing herself up into him. He settled into a rhythm, then she felt it, the tip of his finger pressing against her, slowly penetrating her. She let out a gasp as it entered her completely and he began moving it around inside her. The sensations soon overwhelmed her, and her orgasm arrived. She practically ground herself into his face as she felt it roll over her. She went limp, breathing heavily. He stopped, mouth still in position, looking up at her. She smiled down, extending her hand. He released her, and she felt a twinge of disappointment as his finger exited her. He crawled the rest of the way up to her. She pulled him down to kiss, tasting herself on him.
"I think I need to dress like this more often."
"Ok by me."
She could feel his hardness against her leg, and she reached up, running fingers through his hair.
"Now I want something a little bigger inside me."
"As you wish," he replied quickly positioning himself between her legs.
He moved up slightly, she could feel him pressing against her waiting pussy, She was so aroused, she wanted to grab his ass and force him into her, wanted to scream at him to take her, but she sensed something different in him, a different need, and she forced herself to lay still as he slowly entered her. He filled her, inch by inch, leaning down to kiss her, softly, passionately as he did so. Kissing her lips, her neck, her cheek, playfully nibbling on her ear. When he was completely insider her, he kissed her lips again gently, one hand moving up caressing her face softly, then he began to slowly move. In and out of her, with a steady rhythm that she couldn't describe, it was hard but gentle at the same time, it just felt...right. Her orgasm began building again, like fireworks going off all over her body, she lifted her legs, wrapping them around him, wanting him even deeper inside her. She pulled his face down to him whispering in his ear.
"I'm cumming, please... I want to feel you too."
He turned his face, their lips meeting again and she felt his body tense, then his hips thrust driving him deep into her and she felt him filling her, his body quivering with each jet. His whole body went almost limp, his head next to hers now, she wrapped her arms around him holding him close while they both savored the moment.
He gently moved off of her, his turn to lie on his side, head on hand as he looked at her.
"Thank you," he said, almost dreamily.
"You're very welcome."
"I mean it."
"I know."
They cuddled in silence for awhile, then began to chat and were still talking when the alarm on her phone went off. She untangled herself from his arms, walking back into the living room to retrieve her phone from the bag and silence it. She returned holding the dress in front of her, she dropped it theatrically and she smiled at him.
"Did you like that move?" I practiced for an hour to make sure it would slide right off.
"It was amazing."
She blushed a little then began removing the lingerie. Placing it on his dresser she disappeared into the bathroom.