Jess and Dan’s third meet was to be in a hotel when Jess was traveling for work. This had been planned for months and both were excited at the prospect of a filthy night together. Dan was to drive down and meet Jess one Thursday after work. Jess often travelled round for work, so usually stayed in a hotel room on hey own. To fight the boredom, she always took her toy collection and enjoyed making herself cum in new places.
For this meet up, Jess had meticulously planned her outfit. She was wearing a tight fitted mini dress with a zip all the way up the front. She had teased Dan with the idea of being able to unzip her from it. Her hair was loose over her bare shoulders shoulders. Underneath, she wore a see through black lace strapless bra with a matching black thong. She loved how the thong held her ass and made it look great through her dress. She coupled this with shear black stockings and her highest heels.
She felt hot and knew Dan would love it. As a surprise for him, she had also recently bought a remote vibrator. As she got dressed, she slipped the egg into her already wet pussy and put the remote in her purse to give to Dan later. She loved the thought of Dan controlling it in the bar downstairs.
Dan arrived straight from work, wearing a blue suit and white shirt. He parked up and let Jess know he was there. The plan was to meet in the bar before getting something to eat. However when Dan got there, the bar was full. He text Jess and she agreed to meet him in the lobby, drop his stuff off and head out. The moment the lift doors opened, Dan’s heart was set racing at the sight of Jess. She looked stunning stood there bathed in the bright lights. He walked over and stood next to her in the lift, waiting for the door to close.
The moment it did, he pushed her to the wall and kissed her firmly, his hands grasping gently at her waist. Jess pushed him away just as they reached her floor. Dan hung back, letting Jess leave before him. He loved watching her walk and the view of her ass was sublime. He thought he could make out the subtle shape of her thong pressing through the tight material of her skirt. Whilst this wasn’t the first time they had met, Jess was a little nervous. The meet was about quantity and well as quality of their fun. They had all night after all! As she neared her room, she fumbled the key card dropping it to the floor. Dan laughed and made a quick remark. As he did, Jess innocently bent over in front of him giving him an amazing view all the way up her legs and confirming his suspicions about her wearing a thong and he was sure she was plugged. Dan stepped forward and spanked her hard then grabbed her ass firmly. Jess felt a wave of pleasure run through her, this was going to be a good night.
As they entered the room, they both kind of laughed as Dan dropped his bags to the floor. Jess stood with her back to the wall, with one leg bent at knee and her heel against the wall. Dan couldn’t believe how hot she was, the dress with the zip up the front looked so good, but he thought to himself, it wouldn’t be on for long. Dan walked over to Jess and kissed her on her neck, Jess shivered at his touch. He gradually worked his way up her neck to softly kissing her lips. Jess felt so good, she couldn’t move. Every touch from Dan sent waves coursing round her body.
She could feel her nipples pressing against the lace beneath her tight dress as well as her pussy fluttering and throbbing. Dan then took the initiative, as he was kissing Jess, with one hand at her side he used the other to slowly pull the zip down on her dress. Jess giggled as her lace clad tits became free and the zip tickled over her chest.
All the way down, Dan stood back to take in all of Jess’ beauty. She stood there in her lacy and very see through bra and thong with her dress dropped to the floor. Dan loved how she looked in her black lingerie, stockings and heels. He stepped back into their embrace. This time with one hand on her ass and another rubbing softly over the exterior of her panties. As he did this Jess sighed with pleasure and Dan could feel her juices soaking through. He pressed harder, rubbed faster and gave her ass one last squeeze as she came falling into him panting. He could feel her ass clench with every shudder of pleasure and he loved it. That was to be the first of many!
Jess picked her dress up and zipped it back up as she stepped away from the wall. “Hello to you too” she said coyly to Dan. It was then Jess remembered about the remote controlled vibe in her pussy. She walked over to her purse, pulled out the remote and handed it to Dan. It was meant for the bar, but she knew it would feel good wherever. Dan knew exactly what he was being handed and immediately turned it on. Jess stood bolt upright suddenly and smiled.
Dan pushed Jess backwards into the corner of the room, and pressed the button again to take the vibe to the next level. He wasn’t finished with her yet. He kissed her yet again and as he kissed down her body he unzipped her once more. They both knew that dress wouldn’t stay on for long! Dan kissed down her neck and onto her chest. He lingered there sucking her nipples through the lace before kneeling down in front of her and burying his face into her lacy mound. He used his hands, now clasping her ass, to pull her tight as he licked and sucked her wetness through her panties. After a few short minutes and several deep breathy moans from Jess, Dan slowly slid off her panties letting them drop around her ankles.
With that he leaned in once more and plunged his tongue as deep as he could in her cum filled pussy. Jess tasted so good and let out a little squeal as Dan slowly licked her out. Jess didn’t know how much of this she could take, stood all but naked in the corner with Dan’s hands tight on her ass, his stubble tickling and scratching her inner thighs and his tongue vigorously working her clit and labia, not to mention the vibe pulsing fast and hard inside her. With every clasp of his hands Dan deliberately pressed Jess’ plug further into her ass making her weak each time. Dan knew immediately that Jess was coming, he could feel her weight increase on his arms as her legs grew weaker. The telltale sighs increased in vigor and her pussy clenched around his tongue sending streams of her sweet cum into his mouth. As she came, Jess nearly fell over in the pleasure of the moment. The two of them collapsed into a heap on the floor. Number two was even better than the first!
Unable to take anymore, Jess grabbed the remote from Dan and pulled the dripping toy from her pussy. She pulled up her thong and lay down on the bed in awe of her pleasure. After a few minutes of chat, Jess made it clear that it was Dan’s turn now and in no uncertain terms she told him how she wanted his cum in her mouth. She had longed to taste his cock, ever since they hooked up in the coffee shop and he left his load inside her. Jess walked over the Dan in the middle of the room, unbuckled his belt, unzipped his fly and pulled both his trousers and boxers down together. Dan’s rock hard cock stood tall Infront of her, dripping in pre cum from what he had just done to Jess. As soon as she saw it, she took the entire length of his shaft into her throat.
Dan had been set the challenge of not cumming for a week before this meet by Jess and as such his balls were overflowing. It didn’t take much from Jess to make Dan cum taking her by surprise. Dan emptied his entire load straight down her throat causing her to gag. After apologising and a quick drink they both laughed at their situation.
Jess then stated she wanted Dan’s cum all over her. Jess knelt Infront of Dan and grabbed his cuumy cock. Stroking it up and down she urged him to squirt his load over her face and tits. She had always wanted to be covered, but had never had such an obliging lover. Dan came again showering Jess in his load. It covered her face, glasses, chin and ran down her cleavage only to be halted by the now shiny lace of her bra. Jess loved the taste and feel of his warm salty cum running down into her mouth and dripping from her glasses. It was her kind of perfectly dirty intimacy.
There was no way they could go out now as she was absolutely covered. Dan grabbed his boxers, pulled them on and sat on the bed to watch Jess clean up. Stood there in her cum covered bra, panties and stockings, she wiped her glasses and face and lay down next to Dan. They both were still, thinking about what next.
Jess was a bit of a sex toy addict. You name it, she had it and Dan couldn’t help but notice the bag she had left on the bed. Aside from the remote vibrator, there was a further two larger bullets, a medium sized dildo, a large clear vibrating dildo, a glass dildo and a series of butt plus. Dan didn’t know where to begin and Jess somehow a little embarrassed of her collection didn’t either.
Jess picked up a vibrator, which she admitted was one of her favourites, and started to use it. Dan loving the show was only distracted by the array of plugs and anal toys. Dan had never tried anal before and Jess had only ever used toys. She often wore plugs to work under her clothes to both turn her on and to stretch her tight little ass. Dan picked up the set of beads and gestured to Jess to roll over. Jess slipped the bullet vibrator into the front of her panties so it was held between her wet lips and rolled over. Dan took a moment to admire the view of her firm ass split in half with her skimpy thong and the bejeweled end of her plug poking around the side. Dan firmly pulled it out, Jess’ tight virgin asshole put up some resistance gripping firmly. He then lubed up the beads with Jess’ favourite silicone gel and started feeding them into her tight hole.
Jess had used only plugs before, so the sensation of the ever increasing balls popping into her ass felt insane, especially as Dan started to pull them in and out fucking her ass with her toy. Jess meanwhile was grinding her pussy down hard into the vibrator whilst burying her face into the pillow to prevent her from screaming. With one hand controlling the beads in Jess’ ass, Dan used his other hand to lift Jess’ foot up and bend her leg. This exerted yet more pressure on her clit and tightened the grip her asshole held on the beads. The sensation of vibration and stretching was too much to take and she started to cum. Her hips bucked pushing yet harder into the vibe, as she came Dan pulled the beads out slowly allowing her ass to pop around each one. It was intense prolonging the ecstasy for Jess and creating a large wet patch on the bed from her convulsing pussy.
Jess thought that it felt amazing, but Dan assured her that it was only the warm-up. Number 3 was out the way as Jess removed the slippery vibe from between her swollen lips. She peeled down the now soaked panties which clung tight to the outline of her pussy. As Dan lay on the bed next to her, she gently ran them up his chest and on to his mouth. Lingering for him to taste her sweet juice once again. She cheekily popped them into Dan’s mouth, climbed onto all fours and demanded that he enter her.
Dan mesmerised by the taste of pussy, the sight of Jess’ awesome ass and the array of toys laid out in front of him paused. After a second he selected the glass dildo, about 7″ long with a bulbous top and ribs all the way down. He covered the glass in lube and ran it down Jess’ back. The firm cool glass shaft felt good against her hot skin. Beads of sweat had formed and made her skin sparkle in the lights. Her ass was also shiny from the cum she had exuded, Dan ran the toy between her glistening ass cheeks and pushed the head firmly into her beckoning little asshole. Jess yelped in delight at being filled. The cold firm shaft of the dildo stretched her like nothing before. With every thrust of the toy, the ribs stretched her ass even more.
She loved the feeling of being filled ever since she started experimenting with plugs. She wasn’t filled enough though and reached around to Dan’s once again erect cock, still wet from his last eruption. She pulled him close so he knew she wanted him inside her. Jess pulled her now dripping slit apart between her fingers to let Dan slide in. It was easy as she was so full of cum.
As he pounded her from behind her could feel the hard glass cock pushing and tightening her pussy inside. Every movement of the glass he could feel too, it was a crazy sensation. Jess had never been double stuffed before and couldn’t believe the feelings that were going on inside her body. She wanted more! Dan withdrew causing a wave of Jess’ creamy cum to gush out down her legs with a groan. He picked the biggest dildo from the pile and thrust it deep inside Jess. She moaned loudly at the deep stretch from both her holes as she lost her balance falling flat onto her chest. As she recovered Dan told her how he wanted to cum in her ass.
He pulled out the glass toy, gleaming with lube and pushed his enlarged cock into Jess’ gaping asshole. The sensation was one he couldn’t compare, her virgin ass gripped him so tight he knew it wouldn’t be long. Still fucking her pussy with the toy, he plunged ever deeper into her ass until Jess’ moans melted away into a series of screams. Jess and Dan came together, bodies writhing entwined. Dan could feel his balls unload deep inside Jess and as he pulled out he smiled and remarked about the dripping messy cream pie he had left in her ass. Cum ran down her ass crack and down her legs. It flowed out of her in waves as her convulsions calmed, pumping wave after wave of pleasure within.
They both agreed that was the best fuck they had ever had. After number 4, Jess could barely move, her holes gaped from the filling and pounding they had just received. Her face and chest flushed red and her back ran with sweat. Time for a bath they both agreed.
Dan drew a hot bath and climbed in first. He turned to watch Jess rolling down her stockings and removing her suspender belt. Her holes still gaped and her body glistened with their combined sweat and cum. She climbed in between his legs and sat down. She lay backwards against his chest. He wrapped his hands around her in a warm and soft embrace. Jess closed her eyes and lay there content. She could feel her heart rate subside and her breathing slow. That was until she felt Dan’s hands softly cupping her breasts. He had gathered handfuls of bubbles and was gently massaging them, claiming to be cleaning his cum of them. Jess knew his game, but didn’t mind. His gentle squeezes and occasional nipple pinching raised deep sighs from Jess. Dan continued to trace Jess’ nipples until one hand ran down her chest, onto her neatly trimmed mound. Dan stroked the short hair of Jess’ landing strip, signalling his intentions.
His fingers slipped below the water line and softly caressed her outer lips. He could feel the slippery mix of cum and lube on her skin. This gentle affectionate rubbing was just the subtle love that Jess needed. So slow and soft, she lay between Dan’s legs, feeling close, affectionate and horny. With one last squeeze of her breast, Jess let out a low muffled sigh as she came softly in Dan’s arms. No writhing, screaming or drama, just the muted intensity of an intimate moment shared.
Number 5 thought Jess, what a night. As the bath grew cold, they each climbed out and slipped into a robe and returned to the bed. Jess pulled on a fresh pair of black panties and Dan his boxers.
Jess could see the bath had left Dan turned on, his erect cock couldn’t be hidden by his robe. As they let side by side, scrolling through Jess’ porn account laughing at the messages she got sent she reached over and started to wank Dan off through his boxers. When he was rock hard, Jess asked if he would put his cock between her pert tits. She had never given a tit job before and wanted to try something else new. Dan obliged laying his shaft between her cleavage. Jess pressed her breasts together, clamping them around Dan as he slid up and down her chest.
Jess loved the view of Dan fucking her tits, his cock slid softly over her skin, occasionally dripping pre cum around her neck. Dan longed to feel the warmth of Jess’ skin up close once more and got her to roll onto her side. He spooned in from behind, pulled her panties to the side and entered her. Jess pushed her soft ass back into Dan’s body, she knew he loved her ass and it drove him wild. The pair lay entwined in one another, gently and rhythmically thrusting their hips into each other. Dan’s hands pulled Jess tight into him and Jess reached round to spank Dan and pull him in to her tune.
They were both in sync, with his hand tight on her chest Dan could feel her heart beating. He could feel every beat and the rise and fall of the pace as she neared orgasm. At the third rise, Jess took a deep breath, pushed her ass out backwards to take as much of Dan a she could and with a low sigh she came for number 6. Her hips bucked back and forth, milking yet more cum from Dan’s cock. He pulled out and made sure her panties soaked up his mess. The pair fell asleep, in an affectionate embrace.
Dan woke early, around 5:30, he was always used to being up early for work and was a creature of habit. Fighting his usual morning hard on he rolled over. Jess was sound asleep next to him, so he reached his arm over and tucked it between her legs pressing his naked body and hard cock against her ass. His fingers fiddled with the edge of her panties, eventually finding their way up onto her mound. He could feel her trimmed hairs beneath and loved how each and every one felt through the fabric.
He pulled his fingers back to slide them beneath the waist band once again settling to play with Jess’ trimmed hairs. Her landing strip led invitingly down to her soft lips. Still clammy from the night before. He gently ran his index finger down her slot, separating her lips and letting her wetness leak from inside. He used her juices to lubricate his finger as he gently and softy rubbed her swelling clit. Jess stirred at his touch, but didn’t wake. Dan wondered what she must be dreaming of at this point. He continued running his fingers up and down and either side of her now hardened clit. At that moment Jess woke to a familiar feeling as a wave of orgasmic pleasure swept over her body. She came softly and sweetly in Dan’s arms with the slightest of whimpers realising it was her 7th orgasm of the encounter.
Now fully awake and aware of the cock pressed firmly against her ass, Jess slid down the bed and took Dan in her mouth. She didn’t say anything or make a noise, just tenderly licked and sucked his shaft. Her hair fell softly onto Dan’s crotch as her head bobbed up and down. This felt awesome and Dan was putty in her hands.
Jess sucked Dan with vigor, occasionally pausing her work on his shaft to suck his balls. Dan loved the feeling of her tongue on his sack and her teeth softly biting his skin. She knew he was about to cum as he thrust his cock deeper into her mouth taking her by surprise. He filled her mouth with yet another load of his hot cum which she duly swallowed as much as she could. The rest dripped from her mouth over Dan’s chest.
The one thing Jess had wanted to do was to ride Dan. Dan loved the thought of Jess doing her cow girl on him. Either he wanted her tits bouncing in his face, or he wanted to see her ass bounce right in front of him where he could slap and squeeze it. After Dan had just cum, Jess continued to rub his cock, determined to get him hard again. She told Dan how much she wanted to fuck him and it didn’t take long.
She climbed up the bed, slipped out of her wet panties and straddled him, sitting down she expertly guided his now firm cock into her warm wet pussy. She was dripping wet as usual, so Dan slid in easily. Dan sat up to meet her, kissing her hard, tongues intertwining. He then kissed down her neck and buried his face in her tits as they bounced in front of him. His hands cupped her ass squeezing and lifting as she rose and fell onto him. He sucked her nipples which drove her wild.
Jess spun round to give Dan the view of her ass he craved, it looked so good bouncing up and down. Just awesome, her ass was one of Dan’s favourite things about her. It was just the right amount of curvaceous, firm but soft, big but not too big, perfect in every way. Jess was getting breathless from her physical activity, with every lift off her body her thighs ached, she couldn’t stop. Dan told her how hot she was riding him reverse.
He met every drop of her ass with a thrust of his own, her ass slapped against his thighs, his cock squelched in her wet pussy. Every thrust was met with a grunt from Dan and one of Jess’ sexy little moans. It wasn’t long before Dan’s body went rigid as he came hard inside Jess. Pumping her deep and full of more cum, Jess determined to cum for an eighth time carried on riding him as it poured out of her all over him. She came hard, letting out a scream and calling Dan’s name.
Sweat ran down her back and Dan scratched his nails down her spine, sending yet more tingles within her body. Jess turned to face Dan, pulling him out as she did resulting in a gush of their combined cum pooling in Dan’s chest. Jess lay face down on Dan, pressing the cummy pool between them. She loved the feel of it on her as Dan continued to affectionately tickled her back.
Dan realised he was late for work and hoped in the shower. When he got out he was met with the scene of Jess wearing his boxers and grinding her self against the arm of the chair. This was a scene familiar to Dan as he had seen her do it plenty of times on their video calls. No sooner had he appeared did she cum seeking her 9th orgasm aided by her favourite bullet vibe, leaving Dan a nice wet patch of her cum to sit tightly against him all day. Dan was in awe of her beauty and ingenuity. The wet boxers really did feel good against him. Would anyone know?
Dan waited for Jess to get dressed before he left. She didn’t shower as she wanted to feel his cum on her all day, through her meetings. After she came in his boxers, Dan couldn’t help but get hard at the wet sensation against his cock and balls. Just as Jess pulled on her smart work top and a pair of very tight trousers he told her he needed to get his own back.
Pulling his cock from his fly he wanked himself off Infront of Jess, hands rubbing as quick as he could. He only paused to unbutton Jess’ trousers and pull them outwards along with her panties. He guided his cock in-between and shot yet another load against her mound. His cum dripped down both her shaven skin and also got tangled in her manicured hairs. He let go of her panties and with a snap they pressed firmly against her body, quickly becoming soaked in his load. Now Jess would have even more of him against her all day.
Dan fastened her trousers again and gently rubbed her crotch, knowingly smearing his contents around inside. After a short embrace, they parted ways until their next encounter. Jess longed for a tenth, but that would have to wait for now.