They had been talking for a while online, sharing their most intimate thoughts and desires. Neither had imagined it would end up in an encounter like this.
Jess was a thirty year old professional, who could never find the time for dating around working and her friends. She had long brown hair with deep brown eyes. Her figure was the perfect 10, neither petite normal too big. She had curves, but never flaunted them. Her legs were slender and long, running up to an ass that felt good in a double handed squeeze. She didn’t rate it, but always found others commented on it. Her chest was small, only a b, but well proportioned and pert. She was never one to show off and often lacked the confidence such a body should command.
Dan, also in his thirties, was a manager who much like Jess never found the time for dating. He had short brown hair with blue eyes. Never one to take much care of his appearance he was happy with how he looked. Tall and slim, he knew he could hold his own. Dan was never one for being extrovert or discussing his desires, however through his connection with Jess he was learning.
Both of them found they could talk about anything with one another, even their dirtiest thoughts and wants. Whether this was being taken up the ass or cumming all over one they just clicked. They didn’t live near one another, but both had the same thought. What if we met up, even just for coffee. So when Jess suggested it, Dan couldn’t say no. They picked a date and a place, a little coffee shop on the outskirts of where Jess lived. She knew it well, big enough to get lost in, but small enough to be cute and intimate.
After the arrangement, they had their usual chat. Just the right amount of sexual tension and escapism from their lives. Dan liked to tell Jess how to get off and Jess liked to be told.
That night Jess was thinking about their meet and found as she lay in bed her hands drifted down. She was wearing loose cotton pyjamas with her comfy black cotton panties. Before long her index finger was tracing small circles over her firm clit through her panties. She lay on her back, still, calm and relaxed in the dark. She could feel the rush of excitement she always got when thinking of Dan, in that moment she could feel her wetness soaking through. She increased pace and pressure desperate to cum. After a short while her climax peaked, with a series of small gasps and a racing heart. Her back arched as she came, filling her panties with cum.
She loved the feeling of her wetness tight against her. With that feeling she text Dan to let him know what she had been up to. Dan couldn’t stop thinking about how wet she was and told her to wear those panties the day after. Jess wouldn’t normally, but thought what the hell as she wasn’t in work and only had a few errands to run.
The week of the meet up finally came. Dan gave a cursory thought as to what to wear. Being a typical guy, he settled on jeans and a shirt. Jess on the other hand had other ideas. She wanted to feel sexy for a change, but didn’t want to come across as slutty. She knew just the thing, smart on top sexy underneath. She often wore dresses to work, but one she found got a few comments and she didn’t wear it again. It was black, tight fitted with a plunging v line neck and a pencil skirt with a lace panel in the side.
The cut of the v showed a little more cleavage than she liked for work and the dress stopped just above her knees showing off her great legs. It was underneath where she could feel sexier still. She was going to wear it for her, never thinking Dan or anyone else would see. She decided to go with a lingerie set an ex had bought for her. It coupled a black lace bra with a thong. She liked it as the detailing was intricate with little red accents here and there that looked great against her skin. She also took the opportunity to wear suspenders, which she had never done before. Tights were always far more practical for the office, but these made her feel amazing.
Just the thought of wearing those clothes made her horny as she sat at her desk day dreaming. She could feel her heart rate pick up and her nipples start get hard through her clothes. She sat still, cross legged squeezing her thighs together, memorised by her own feelings. She knew she couldn’t cum there and then as there were at least another 5 people in her eye line. She was certain Dave from finance had noticed her flushed cheeks.
So at that moment she stood up and made a direct line for the toilets. Phew she thought, no one else was in there. She entered the furthest cubicle, unbuttoned her trousers (today was a suit wearing day) and slid her hand down over her pussy. She knew she was horny, but wasnt expecting to feel as wet as she was. Her panties were already soaked, so much so that she had to check her trousers for a wet patch!
Jess often came to the toilets for a “break”, usually with a swift message to Dan. She was well versed in getting off quickly and quietly. She took a quick photo to send to Dan of her hands in her panties (the plain seamless kind that look good under trousers) and then pulled them down to reveal her neatly kept pussy. She didn’t shape nor shave her bush, just kept it at a low level. The cold air of the room felt good against her glistening wetness. She pressed harder and faster until that familiar feeling of ecstasy. Just as she was cumming someone else walked in and she let out a muffled cough to hide her activity. And with that she quickly got dressed, hurried out and sat back to work at her desk feeling both high and worried that people knew what she was up to.
The day finally came, both Jess and Dan were nervous. This wasn’t a date, but two friends meeting for a drink. Dan got there first, making sure he could watch Jess walk in. He was rewarded as he sat there and saw her at the door. She looked amazing, just as she wanted. The epitome of smart, but sultry. She walked over to Dan beaming with a nervous smile, she recognised him as they had often shared photos (not always of their faces). Dan ordered and the drinks came as the conversation flowed.
It was easy going, but not their usual subjects as there were in public. Dan couldn’t help but notice Jess’ figure and it was just then that he was caught looking. Jess was sat opposite him on one of those big arm chairs, initially crossed legged, she relaxed and briefly opened her legs. She didn’t know if it was conscious or subconscious, but she wanted Dan to know she was wearing stockings. Dan caught a glimpse all the way up her legs onto her bare thighs. He was certain he could make out the lace of her panties, but not wishing to stare he looked away. She looked amazing, and she knew Dan had seen.
After more discussion about how their jobs, Dan half jokingly said how he wished he could have Jess right there and then. She smiled coyly as her mind drifted to thoughts of him inside her. It was then out of no where she suggested he meet her in the toilet in a few minutes. She was as shocked at the suggestion as Dan, but scurried away excited and embarrassed at the same time.
The toilets themselves were the unisex kind, a biggish room plenty big enough for two, just off from the main room of the shop. As Jess got in and closed the door, she saw Dan had messaged her, just checking if he had heard right. She simply messaged back yes with a winking face. Just then there was a soft knock on the door. Jess silently unlocked it and Dan slipped in unnoticed.
The moment he was in, he couldn’t help but kiss her hard against the wall. His hands traced the outline of her body contours over her dress arriving at her ass. He squeezed hard and pulled her close. Jess had never felt such exhilaration. Her hands ran over Dan and she could feel him rock hard through his jeans. She was a little rusty, but unbuttoned his fly and reached in to squeeze him firmly. He felt good, much better than her cold immobile toys she used at home. She let his jeans drop to the floor and pulled his cock out over the waist band of his tight boxers. Dan stood there for a second half naked taking in the situation. Jess immediately started rubbing him up and down, but he stopped her so he could focus on her.
Dan hands once again ran over the entirety of Jess’ fully clothed body. Stopping to squeeze her pretty pert tits and her amazing ass. This time on the way up her hooked the hem of her dress and slid it softly and smoothly upwards revealing the amazing sight of her stockings, thighs and panties. Dan turned Jess softly against the wall so he could check out her ass in that thong, it sure did look every bit as good as the photos, but felt even better to squeeze. Jess reached her arms backwards to grab Dan and pull him in. She could feel him hard and wet pressed against the crack of her ass. Just then he kissed her neck and slipped his hand into her panties. Jess let out a sigh and her ass bucked into Dan’s hard cock as he touched her. He caressed her pussy gently, firstly by tracing the outline before settling on her clit. As he rubbed she got wetter and continued to wiggle her ass against his cock, but she wanted him inside her.
Jess pushed Dan back with her ass, turned around, pulled her panties to side and told him in no uncertain terms in a whisper to enter her. Dan stepped forward, lifted her left leg with his right hand for access and slid his hard dripping cock inside. As he thrust, his right hand ran up and down the back of her left thigh right up to her ass and squeezed. Jess wrapped her hands around Dan and pulled him in with her hands clamped on his ass. There was silence in the room, only the sound of their breathing, kissing and wet fucking could be heard. Both Jess and Dan thought to themselves about how wet she was. In that moment Dan whispered to Jess he was about to cum, they had always talked about filling her with his hot cream, but now it was a reality he wanted to be sure.
Jess was on the pill from a previous relationship so didn’t mind from that aspect. She simply whispered back to Dan the instruction “fill me”. Their eyes locked in passion as they both came together. Jess could barely stay standing on one leg as her body bucked and bent in orgasmic pleasure. Her face and chest flushed and she came with Dan deep inside squeezing her ass hard. As she came Dan’s cock was already pumping cum inside her and he gasped with a jolt. They had never known pleasure like it.
Back in the room and immediately back into the real world they both realised their situation as Dan pulled out. Cum dripped from his cock and ran down Jess’ leg. It felt cold in the air, but so good. Jess pulled her panties back over her gaping and somewhat soaking pussy. It felt so good, but she hoped they would hold back the torrent of cum inside her. She quickly wiped the cum from her thighs before it reached her stockings, laughing to herself about the situation. Dan stuffed his still semi hard cock back into his boxers and pulled up his jeans. He helped Jess straighten her dress and hair. Before leaving Jess had Dan check to see if his load was leaking or if anyone could tell. She was safe for now.
They each slipped out silently and separately as before and met up again in the car park, they knew they couldn’t go and sit back down again after being gone for what felt like an eternity. They each said their goodbyes and parted with a hug and a passionate kiss. Jess didn’t have far to get home and just sat in her car for a while. Wondering if she had just dreamed up what had just happened. It was then she felt the soft flow of Dan’s cum, running from her pussy down on to her ass. She felt it soaking through her panties and her dress and knew she had to get home and avoid her housemate. Still she stayed day dreaming about their encounter, occasionally reminding herself by brushing her fingers up her leg and over her creamed panties. Before leaving she licked Dan’s cum from her finger tips and sent him a message to say he tasted good.
The drive home was fun, with every gear change the movement of her legs squeezed more cum out and helped her panties slip over her wet pussy. She arrived home horny, but dismayed that her housemates car was there. There was no hiding the dark wet cum stain on her dress so she quickly ran inside and straight into her room. She checked out her wet ass in the mirror before sending Dan a photo to show what he had done. He messaged back saying it was all her doing with a flirty tone. She unzipped her dress and stepped out, standing again in the mirror to admire her lingerie clad body. She sent Dan another photo to show him what was underneath that dress as she knew he was keen to know.
Jess then got her things ready for a shower. She took off her bra to reveal her tits, this time her nipples were soft. She carefully rolled down her stockings checking to see if there was anything from Dan on them. Then inched down her panties, at first the crotch wouldn’t move as it was soaked to her skin. As she pulled more strings of their combined cum formed, then broke to run down her legs. She had never felt so sensual. She turned to catch her ass in the mirror and could see two clear hand prints where Dan had squeezed. With a quick photo she threw on her gown and headed for the shower, satisfied, complete, but now wanting a repeat.