After a couple of failed marriages and a lot of money and pain spent to end them both, Steve was done with falling in love. He had a good job with an investment firm, making good money and lived a quiet life in his small, but classy and modern one-bedroom apartment.
Every morning he started his day at the Starbucks located right off the freeway between home and his office. Most of his work he could actually do remotely, but he usually went into the office for a few hours every day. He needed to stay in touch with all the people there as well as feel the sense of belonging to something bigger than just himself. But he spent an hour or two everyday sitting at the Starbucks, reading, answering- emails and watching people. Watching people was what he liked most, especially women.
He did long for a woman’s companionship and a little nookie every once in a while would be welcome, but he was hesitant to strike up any kind of relationship, so he mostly kept his contact with women as friendly but distant. He had been divorced for a few years and while well into his forties was still a vibrant, in shape, handsome man.
But he did watch and noted all the ones he’d love to have a fling with. He’d never before had a fling, one of those vaunted one-night stands, with wild sex and base primal debauchery, but he imagined it often at night, home alone aiding his masturbation. But he never pursued it, not even once.
Steve had quit drinking years before. He still smoked a bit of herb here and there, but mostly his evenings were filled with reading and playing his guitar. And dreaming of a sex life, which he sorely missed. His hand worked fine, but he desired more.
In Starbucks, he had established an “eye contact and ‘hi, how you doing?” relationship with a few regulars. There was Julie, who always dressed sharp and looked like a model and was obviously well acquainted with the gym, she had the perfect and stunning body, big breasts, not overly, but well-rounded and supple. Sometimes he thought maybe she didn’t wear a bra, he could see a hint of nipple through her expensive blouses.
Simone, who came in every day to pick up her coffee order, had another perfect hard body. She also had electric blue hair that over time would fade as her hair grew out. Then she would get it re-done and it would be electric blue again. She was super friendly with Steve and always came by to talk for a minute before heading off to whatever important job she had. Steve could tell she liked him, but he never advanced the desire he had, but she and Julie were prominent in Steve’s ministrations every night.
The Starbucks girls all really liked Steve. He tipped well and he was always pleasant. But they were all young. Some of them were gorgeous and they, too, added spice to his night time. Naughty. Most were in their early twenties and Steve’s moral guidelines kept him as just an admirer and fantasy dreamer.
He especially liked Chloe. She a had a outstanding chest and she made her Starbucks uniform sparkle, with an extra button undone at the top for a hint of her treasures. And Marla, who was mixed race, had the best smile, all perfectly lined white teeth and a stellar ass. But between those two their age was maybe Steve’s own. But they were nighttime fodder for Steves’ fantasies and that’s all.
There was a new girl, named Heather. She was blonde, a little older, maybe in her mid to late thirties. She had a nice face, but she didn’t go for any tight clothing, so Steve could never tell much about her body. Steve could tell she was not very comfortable with the new job with all the kids, but she worked hard.
After Heather had been working for a few weeks, she started to open up a bit and say hi to Steve when he came in. Steve noticed she always looked when he came in. It was never overt, so Steve didn’t know if there was an attraction for him or not, but the mystery woman started making appearances in his nightly fantasies. He thought she might be the one he could at long last have a real fantasy, and it became an idea with a plan.
He decided the next day he would turn on the charm with Heather, maybe start a real conversation with her. When he walked in the next morning, dressed in his best and all shiny, she turned around to look and see who came in. She smiled and said, “good morning, Steve.” She was standing in profile and Steve finally saw what he wondered: She had big tits. Her blouse was stretched, and he could see the roundness and fullness. It gave him a twinge in his groin. He also saw something he hadn’t seen before. She wore a wedding band on her left hand third finger. The elation turned to disappointment. He couldn’t even have fantasies about married woman. It just didn’t work for him. It was back to the drawing board for Steve.
He went back to his standby fantasies for a few days. He noticed, though, that every day, Heather always went out of her way to notice him and say hi. It was baffling and he didn’t know how to react, but one night he saw her face in his fantasy and relished the extra danger of the married woman as she went down on him in his dream.
Steve had one client who owned a couple of wineries and a huge vineyard. He had a sizable portfolio with Steve, who managed his money and investments. Tom always brought two bottles of his best wine to give to Steve when he would visit to brainstorm his money goals. Steve had told him he didn’t drink, but Tom told him to give them to a beautiful woman. Steve usually gave them to a co-worker who loved good wine, but every once in a while, he would give a bottle to Simone when he’d see her. He gave one to Chloe once two, but it seemed taboo to Steve. She was so young.
One day he had a bottle to give and Simone came in. He called her over and told her he had a bottle for her to take with her. She smiled and said thanks like always, but then she said, “You should come over for dinner tonight. I know you don’t drink, but I’ll fix some of my special spaghetti and we can watch a movie or something, and I’ll drink the wine.” She gave a little embarrassed giggle and blushed.
Steve was flabbergasted inside and stammered for a moment before he accepted, and she gave him her number and address. She said, “About six would be great, if you can.”
It was like a huge percentage of his fantasies went. A beautiful woman invites him for dinner and from there the party begins. But this time it was real and fraught with warning signs. In Steve’s experience women were not into one-night stands and he was a sucker for falling in love. And that was strictly a no-no for him. But she left to go to work before he could back out.
All day, Steve, was worried about his date. He weighed the possibilities, he examined his feelings and tried to assuage his fears of the relationship quandary. He took out his phone at least five times ready to call her and cancel, but he never did. The twinge in the groin told him to follow through. It had been a long time since he had spent any time with a woman and he told himself she had never mentioned having sex or anything even close to that. He started to feel better about the date as he convinced himself it was a harmless dinner date of no consequence.
He left work a bit early and went home to shower and get ready and he showed up at Simone’s right at six, his usual promptness as always in evidence. He had to ring the doorbell twice, and still no answer. As he was pulling out his phone to call, wondering if she had chickened out, he heard her yell, “Just a sec!” When she opened the door, she was wearing a long robe and her hair was wet. She said, “Come in, Steve, sorry I’m running late as always. Have a seat and I’ll go get dressed.”
That was a play right out of Steve’s fantasy play list and usually it ended with the woman coming back out in a semi long t-shirt just covering her ass and boobs full on poking the cotton fabric.
But when she appeared a few minutes later she was fully dressed in slacks and a sensible not over-revealing top. She had a hint of the swell of her breasts showing with one button undone, but conservatively revealing at best. Steve had been worried about what to do if she followed his script. He was relieved and disappointed all at once.
She told him to relax, dinner would be ready in just a few minutes and she went into the kitchen. He watched her ass as she walked away. Usually in his fantasy the woman would bend over the stove or sink giving him a glimpse of the fine roundness beneath the t-shirt showing no panties, just skin. And he imagined Simone doing that and couldn’t help the excitement bringing up his cock in his pants. And while he wondered how he was going to walk to the table and hide that, it made it worse. He was engorged and fully hard.
He read a magazine and when she called him to the table, he had successfully brought his excitement under control. He was sure the bulge was still visible, but it wasn’t blowing out the crotch of his pants anymore. He sat down at the table wondering if she had noticed. He imagined she had stolen a glance at his crotch as he crossed the room. And maybe she did. She was wearing a big smile as he sat down.
They ate dinner and talked small talk about jobs and activities they enjoyed. He noticed she had undone another button on her blouse, a move directly out of his fantasy playlist. She cleared that table and Steve picked up some plates and followed her into the kitchen. As he set the plates on the counter she turned around and she was close to him and she asked him if he had any girlfriends. She was looking up into his eyes and he thought he could see hunger there.
He told her he hadn’t had a real woman friend since his marriage ended a few years before. She told him he should take up women again. She told him that she knew a few women who were very attracted to him. And she said, “Including me.” It was almost a whisper.
She had an expectant look and he could see her lips poise for a kiss. Steve was stymied. It had been so long he wasn’t sure how to respond. So, she took the bull by the horns and reached her lips to his and kissed him open mouth. She lightly stuck her tongue in his mouth and barley touched his tongue. She pulled away slowly and said, “ I have wanted to kiss you since I first saw you.”
And then he kissed her again, longer, and more insistent, tongues entwined and tasting, reaching, and exploring. She moaned as he reached around and pulled her ass to him. He could feel his hardness stretching and bulging in his pants and could feel her up against his glory. She moved her crotch to his and began to grind slowly in a circle against him.
Finally, they pulled away from the kiss and he reached his hand to her tit. He could feel the nipple get hard and her breathing became deep and she moaned again, slightly, almost embarrassed with the involuntary gasps.
He unbuttoned her blouse slowly one button, then the next. Then he reached in to feel the cotton covered mound, nipple hard enough to poke a hole in the fabric almost. The clasp on her bra was right there in front and he released it. She gasped and he watched as the bra separated in the middle and fell away from the fullness of both tits. Steve sighed as he witnessed the beauty and held them both in his open palms.
She reached down to his pants, unbuckled his belt, and undid the button and unzipped his fly. She reached in with her hand and grabbed his dick through his underwear and began to slowly stroke as he kissed her again. She pushed his pants down until they fell to his ankles and she pulled his underwear down. And grabbed his rock-hard erection, throbbing and hot.
He kicked off his pants with out breaking the seal of their lips as she was exploring his tongue and teeth with her tongue. She pulled away and slid down his body until her mouth reached his cock. She licked the tip around and around slowly, teasing with her lips just touching his head. He was straining to go inside her mouth, but she just kissed the head, still swirling her tongue around. He was almost frantic and finally she opened her mouth and took him in, filling her mouth. She started going up and down on him slowly but going faster as she took him deeper. He could feel her teeth, but the pain was worth every second of the pleasure as he began to pump her mouth. He exploded. He came harder that he had ever come before, holding the sides of her head to him as he pumped his come into to her. She sucked every drop and when she pulled away he could see a drop of his come leak out of the side of her mouth.
“You do me.” She said to him and grabbed his hand and led him to the dining room table. She unbuttoned her slacks and together they pulled them down and she kicked them off. He set her on the table and went down on his knees in front of her, her legs draped over his shoulders and pulled her hot pussy to his mouth. He teased her cunt with his tongue in and out and then found her button. His tongue was almost as hard as his dick had been, (and was growing again), and he licked her clit, feeling it on his tongue, rolling it around pushing and releasing.
She came, moaning loudly, and came some more. Steve kept going and soon she was at the brink again, and her moans got louder as she came the second time. He massaged her clit and stuck his tongue right into her pussy stroking and tasting until the spasms subsided. She squeezed his head with her legs and laid back on the table. He looked up and could see she was holding her tits in her hands and she let out a satisfied sigh.
Steve stood up with her legs still draped around his shoulders and could feel his hardness again and he slid his cock into her wet, hot pussy. He slowly started fucking her, getting faster and faster until he was slamming her. Her legs were still on his shoulders and he was deep inside pumping faster and faster. It went on and on and finally he released as she yelled his name. He collapsed on top of her and they laid there completely spent for a long time, his head between her tits her legs still on his shoulders.
When they stirred again, Steve stood up, his cock dripping the remnants of his come mixed with her juices. He bent down and kissed her lightly on the mouth. She got up and said she would be right back and she walked out just her blouse and her hanging bra, her fine ass poking out beneath as she walked away to the bathroom or bedroom, wherever she was going. As she went in the hallway she turned and said, “Don’t put your pants on, I have more good ideas.”
Steve knew he was in for a long haul and great night. He decided he could wait to worry about tomorrow later.