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By *romleyM41 OP Man
over a year ago
orpington / surrounding |
All content is mine and mine alone, and cannot be published or shared without my permission. All characters are fictional and 18+
Divorced for 6 years now, 40 years old with 2 kids and a small string of not so serious relationships behind him, Chris wasn’t holding out a huge hope for finding love again but figured that he would give tinder one last shot before resigning himself to just staying single and enjoying the rare moment of intimacy with a woman when the opportunity arose. On a chilly December morning with snow on the ground outside he was casually swiping through countless profiles and reading the same generic cliche lines about walks, drinks, likes and dislikes when one caught his eye.
Her name was Anna, the same age and also a mum, kids that would always be her priority, just like his outlook and his kids would be, and a profile that just seemed to stand out a bit more than the others, what really caught his eye though was the profile picture. Beautiful mid back length straight brunette hair, big alluring looking eyes, and a beautiful face. Chris was a sucker for eyes, if asked he would always claim to be an eyes and a bum man over a boob man but he had long since realised that someone who can stimulate him mentally was infinitely more attractive than any physical aspect. Flicking through the next pictures made his pulse quicken a little, some sexy clothes pics of a truly sexy curvy figure, not a stick thin barbie doll love island wannabe which was definitely the sort of woman chris was looking for. Some in sexy lingerie, some less so but nothing remotely revealing. This alone told chris Anna had a bit of a naughty creative mind but also standards and not just someone who’d instantly reveal everything.
Chris swiped to show his interest and thought nothing more of it, he had swiped before on other seemingly real interesting profiles but never heard back so didn’t get his hopes up. Sipping his coffee he closed the app and went up to his home office to start work for the day.
A couple of hours later when the rest of the U.K. had woken up and started their days Chris saw his phone light up and a notification from tinder, and upon checking there was a match, low and behold Anna had swiped him too, rare to get a reply but also the sceptic in him thought, “probably a bot or too good to be true”.
He opened the app and sent Anna a message “good morning, thank you for swiping me, I really loved your profile. As mine says, I’m a divorced dad and open to taking this slow and see where it leads, no pressure or expectations”. And hit send.
A mintier later came a reply, Anna was on the same page and wavelength and after a few messages back and forth things actually seemed quite positive. Chris was quite excited by the events. For the rest of the day they casually messaged one another on tinder before agreeing to swap numbers and try WhatsApp where the conversation continued late into the night and again, all day the next day. The more he learned the more his interest was piqued.
Finally chris suggested a “date”, some drinks and maybe a bite to eat if things go well, and take it from there to which Anna agreed and a date was set for the upcoming weekend, fortunately both were child free that weekend so no worries about arranging childcare.
As Saturday rolled around and having continued daily message swapping over WhatsApp Chris found himself actually excited by the date this evening, and could feel the unfamiliar butterflies in his stomach as he was showering and getting ready.
Dressing in a jeans and a shirt with shoes and a semi smart jacket, it was a compromise between trying to impress and also keep warm, the snow hadn’t melted and the temperature barely got above freezing so it was chillier than a cold thing outside.
Chris drove to the local town where the bar was that they had arranged to meet, parked up in a side road where he could leave his car overnight if he decided to have more than one glass of wine and walked to the bar, arriving a few minutes early as he always liked to do he found a table and waited.
Only 5 minutes later and which Chris’s nerves on edge about whether she would show, in walked the real life version of the lady in the pictures, standing 5’5 but taller in her heels, tight black jeans showing off her beautiful curves of her hips and bum, a black smart vest top with shiny beads around the breast area, mid thigh length smart winter coat, bright red scarf and matching bobble hat to keep her warm, the first thing that struck Chris was, she looked even better in the flesh and was probably way out of his league. He was by no means ugly, 5’9 with very short blonde hair shaved to a number 1 and left to grow a little, with more than a tinge of ginge in his full beard, blue eyes, pretty average build, he was sure there was a 6 pack hiding somewhere beneath a bit of padding but he valued enjoying what he ate and relaxing rather than working out and starving himself.
He stood and greeted Anna with a very cordial hand shake before just going in for a hug and a very continental kiss on each cheek. Smelling a beautiful floral perfume attack his nostrils as he did so. “So she looks incredible, smells incredible and from our messages, can hold a conversation, well this is looking positive” thought Chris to himself
Taking off her hat and shaking her hair straight, using her hand as a makeshift brush to tame it before Chris helped her out of her coat and placed it I’ve the back of the chair opposite him, leaving one chair to the side which could be between them he watched as Anna whipped off her scarf, showing a very sexy pale upper chest and hint of cleavage disappearing down under the shiny black beads of her top. And a lovely roast tattoo sitting atop one shoulder. Along with eyes and bums Chris loved tattoos on women too, he had a full sleeve and a couple on his back so someone else into them was a sign that they had things in common.
To his surprise Anna ignored the chair with the coat on and plonked herself down on the west directly next to Chris with a big sigh, “these shoes were not the right choice for this weather, I nearly went arse over tit twice walking just across the pavement after the cab dropped me off and my feet aren’t used to heels any more… but they make my bum look good so I hope you appreciate the sacrifice I’ve made for you” she said in a very jokey tone with a twinkle in her eyes. “Well if it helps at all you look absolutely beautiful, better than your pics, and you are right, your bum does look good in those jeans with the heels on, but does that mean if you lost the shoes you have a saggy old woman bum” Chris replied in a jokey tone.
Anna immediately laughed and smacked Chris’s upper arm, “cheeky bugger I have a great arse with or without heels and in or out of jeans!!”
That set the tone for the rest of the date, lots of laughter and jokingly mocking one another, neither being serious and both enjoying the banter. Chris couldn’t help but feel a spark and thought he had finally found someone who he wanted to get to know better and had a bit of personality about her. Previous first dates had been very formal and dry, this felt natural and fun.
A few glasses of wine each helped relax the conversation even more and it was just easy, conversation was flowing, no awkward silences, lots of joking around and swapping horror stories of other tinder experiences. They decided to have that dinner and the same tone continued throughout the rest of their date before the time came to say their goodbyes, both feeling a bit tipsier than either had planned. Cabs were arranged but when the time came only one could turn up, the other was delayed on another job. Chris being a gentleman offered it to Anna but she just laughed and said “don’t be a fool it’s freezing, get in, you can drop me home then take my cab, we aren’t far from each other anyway”.
Chris agreed and off they went, sitting in the back, he felt Anna move over a little towards him and rest her shoulder against his, before turning to see those big beautiful eyes looking straight at him. The butterflies went into overdrive as he leant down and their lips finally met in the back of the cab. But just as they did the driver who was apparently training for a career in professional rally driving hit a speed bump at about 700 and eleventy billion miles an hour breaking their kiss and smooshing their faces into one another. This sent them both into first of giggles, the uncontrollable kind that the more you try to stop the worse it gets. Trying to stop snot flying out your nose kind of giggles.
They laughed the few minutes for the rest of the way back to Anna’s house, a nice 3 bed semi not far from Chris’s house, and Anna grabbed his hand, “come on we need to try that again, you can walk home later or order another one once the rush dies down”
Chris practically threw the cash at the driver has Anna dragged him from the back seat by his free arm and led him up to her front door, using Chris equally as stability as holding onto his arm in a more urgent “I need this kiss” way.
she fumbled through her clutch bag for her keys and let them in the door, and no sooner was the door shut behind Chris sdhe turned and pushed him back against it, leaning up and placing her lips once more against his, and finally sharing their first kiss. starting slowly and gently but increasingly becoming more passionate until their tongues danced across one another.
"I remember you said you like to give massages over text the other day, I could really do with one today" Anna said as their kiss broke. "come upstairs with me ?"
she led chris by the hand as they climbed the carpeted stairs and led him into a bedroom, a king size bed nicely made, some throw cushions near the pillows and a whole wall of build in wardrobes filled the nice size room. Anna discarded her hat and scarf in almost one movement and then undid her coat and threw it over the back of the chair by the vanity desk before turning round to face away from chris, "would you do the honours and undo the zip on the back of the vest top for me please. its a bugger to do"
Chris could barely believe this was happening but gladly obliged. slowly undoing the zip, being careful not to touch her skin with his cold hands. finally it was completely down and he stepped back and took the opportunity to discard his own coat and place it over the chair. before slipping off his shoes. and kicking them under it.
"right give me a second I need to go get ready.. wait here" Anna said as she almost danced out of the door. Chris sat on the comfy bed and rearranged the cushions so Anna could lay down on her tummy when she got back. hearing a couple of cupboard drawers open and close and the toilet flush in another room Chris waited and finally heard to soft patter of Anna's feet coming back. To his surprise she sauntered into the room holding a small bottle of massage oil, wearing a white bathrobe and clearly had discarded her own shoes and jeans while she was gone. With a twinkle in her eyes she said " i figured you would need this" holding out the bottle "and I didn't need them" kicking out her leg from the robe showing it was bare.
"absolutely !" Chris Exclaimed taking the bottle.. "right lose the gown young lady, and get your butt on the bed. Lets see how tight those muscles are" he said filled with innuendo.
Anna giggled and made a show of slowly un tying the belt around the robe, jokingly wriggling her hips as if pretending to do a slow strip before grabbing the front on each side and quickly whipping it open, holding it fully open giving Chris a first look at the incredibly sexy figure. Chris guessed at a d cup boob size wrapped in a lacy black bra and matching lacy fronted knickers with a nice floral pattern on them.
"yum" Chris said without a second thought... "how hot are you !"
Anna giggled again and discarded the robe over her shoulders and let it fall to the floor in a puddle of soft white material before climbing onto the bed, showing Chris that it was in-fact a thong she was wearing, and had a very sexy bum !
she laid out on her tummy and put her hands under her face to prop it up a little, her head facing towards the door and Chris put some oil ion his hands, rubbing it in to warm it up a little before slowly and firmly rubbing his hands flat across her shoulders. pushing from her spine out to the tops of her arms.
Slowly working across the shoulders and pushing firmly against the tight muscles in her back, feeling the soft smooth skin under his hands he worked all across the top her her back before moving stroke by stroke down her spine, still pushing the tension away to each side.
as he reached the soft curve of the bottom of her back he moved back up " put your arms down by your sides" he said as he started to work down the top of one arm. Anna's head was facing that direction and couldn't help but notice a bit of a bulge in the front of Chris's jeans, clearly he was enjoying it too. "That feels really good Chris, and I think you look like you are feeling it too, that must be uncomfortable" she said nodding at his crotch. "Hahah you are bad Anna... but yes it isnt particularly comfy, mind if I lose the jeans ?"
Without waiting for an answer Chris unbuckled his belt and button, then flies of his jeans and in one swift motion pulled them down to his ankles before kicking them off and over to join the discarded robe on the floor behind him.
Anna was staring at the front of his tight black boxers seeing the clear outline of a semi erect cock pressed against the front of the fabric.
"that looks better but maybe later those need to come off too" she said with a smile.
she heard a laugh from above her as Chris placed his hands back on her arm and slowly pulled all the way down until his hands slipped off of her finger tips by her sides. "Maybe" he said.
he repeated the action over again before climbing on the bed the opposite side to her, a soft "Oh, I was enjoying that sight" came from her as he started repeating the action again on the other arm. she could feel him move down the bed, the mattress bouncing as he climbed off the end of the bed.
Chris put more oil on his hands and started at her ankle, hand on either side of her leg, thumbs together on the back, and slowly pushed up wards and outwards, small circular motions pushing upwards towards her calf until he finally reached the back of her knee. He repeated the same on the opposite leg before working on the balls of Anna's feet, each one in turn.
repeating the same action from ankle up the back of her calf, this time one hand on each, Chris massaged and pushed as he worked up the back of her leg, this time over the backs of her knees to the soft skin on the back of her thighs. putting both hands on one leg he firmly pushed against the soft skin of the back of her thigh, working from inner to outer, and higher and higher. each firm stroke every so slightly pushing Anna's legs slightly further apart. repeating on the opposite leg by the tip he go to the top of her thigh her feet were shoulder width apart.
This wasnt lost on Anna, she knew he would now see the fabric of her thong between her curvy thighs which were no longer touching each other, but felt the familiar pang of excitement that he could see so much.
Chris let his hands work higher and further from inner to outer thigh .. his finger tips getting closer and closer to his goal. the sight of the black thong between her thighs was now fully in his sights, seeing it pulled tight across her vagina. finally as he stroked once more up Anna's Inner thigh he felt the soft fabric graze against his finger tip. Causing a sharp intake of breath he worried he had gone too far but Anna just said "cheeky... i felt that, but if you are going to give me such a nice massage I guess you should do everywhere" giving Chris the permission to continue.
his warm oily hands worked up onto her bottom cheeks, one on each, and firmly pressed against the wonderful soft skin, pushing circles across them, one in each direction, from the top of her bum and working downwards he stared intently as her cheeks ever so slightly parted with each stroke..
the further down her bum he went the more they spread until he could finally see the whole length of material of her thong all the way down and disappearing between her legs.
"how is that?" he said... to which Anna said, "you havent done the middle yet, just each cheek?"
Chris knew what she was getting at and with one hand gripped the fabric of her thong and pulled it gently up and away from Anna's lower back, and slightly over to one side as the other slid under it and rubbed down. Finger tips on one cheek and palm on the other and sliding it all the way down until his hand met the sexy crease where her thighs met the bottom of her bum.
Anna sighed a happy noise as Chris repeated it but was a little shocked as he puled the thong over to one side and placed both hands on each cheek once more, the fabric held under one palm as he he once more made firm circles and exposed her bum to him.
Chris was staring at the sexy sight of Anna's bum spread, and without the fabric in the way the beautiful sight of the smooth skin between her cheeks until the soft darker wrinkled skin came into view around her little rosebud of a bottom hole., that was the moment he definitely knew he had to have his tongue pressed firmly against that before the night was out.
Anna reached up and undid her bra while laying on her tummy and let it ping down by her sides "thats better, bloody thing was uncomfortable anyway and seeing as you are staring at my arsehole you might as well see my boobs too, don't think I didn't notice what you were doing, dirty bastard"
Chris laughed and replied "well if it helps its a very sexy arsehole and I I still need to massage you there"
Anna simply lifted her hips under his hands causing her cheeks to spread even further "go for it, but take off my panties so you can use both hands"
Chris put his hands on the elastic wasitband and slowly pulled the thing down, seeing it come away from her bum and down over her hips until it was finally free and working down her legs. He took it off of her legs, and brought it to his face as Anna watched through half closed eyes and watching inhale her scent from them. "ooh you are a kinky bugger..but get back up here I want the massage to finish first"
Chris climbed back on the bed and sat on the back of Annas legs, fully expecting her to close them once more but instead she parted them further and lifted her hips once more, this time far enough that Chris could see the shiny skin between her arsehole and finally the glistening lips that had come into view. a tiny hint of inner lips showing between them. the pale skin framing a beautiful pink slit.
Chris reached up and grabbed a spare cushion "here put this under your hips, it will be more comfortable" sliding under her.
this gave a perfect lift to give Chris a very explicit view of glistening lips and arsehole so this time he leant down and placed a kiss on the soft curve of her back. Anna groaned a happy noise as the kisses worked down until he reached the top of her bum crack.. kissing slightly down between them Anna lifted her hips once more as he pulled away. "Dont stop i am enjoying that"
He returned and kissed further down between her cheeks, knowing he was only an inch or so away from her arsehole, worried she was going to stop him but instead she groaned once more. finally he felt the wrinkled skin under his bottom kip as he placed small delicate kisses down her bum and she groaned again... with one hand on each cheek he parted them further as he placed a gentle kiss directly over her opening.
waiting for a reaction he could just hear the soft breathing coming from Anna so he let his tongue slide out between his lips and placed a firm lick across her hole. "mmmmmmm that feels good" she finally exclaimed as he repeated it over and over, before working down further. the scent was intoxicating, a sweet slightly musky scent as his tongue finally got its first taste of her arousal.,
the sweet slightly tangy taste of her wetness on her lips as his tongue, pressed flat and firmly against her smooth skin between her pussy and arse, slid down further. feeling her lips spread under the pressure and immediately the intense heat coming from between them hit his tongue
he continued with firm pressure and slow consistent movement as his tongue slipped into her opening, flooded by the most beautiful taste, and further down until the hard little nub of her clitoris was under it.
Anna groaned a more deep guttural noise as Chris moved back, re tracing his path all the way back to her arsehole again, repeating it over and over, firmly pushing against her and sliding inside her deliciously wet pussy with each pass, and flicking back and forth over her clit as he reached it each time.
as he stopped on her clit once more Chris let one finger tip slide off of one cheek and down between them until it rested against the firm ring of muscle of her arsehole. Anna responded by lifting her hips slightly again and Chris felt the firm ring relax a little... inviting the tip to slide inside.
pushing slowly but firmly he could watch as the top of his finger started to ease inside, fingernail disappearing, then up the first knuckle, then second while he greedily licked and sucked on Annas hard clit. Until finally his finger was pushed all the way inside her. the right of muscle gripping so tightly, he lifted his mouth away and moved his other hand down and between her legs. repeating the same action but into Anna's wonderfully wet pussy, it slid in easier, the smooth silky walls gripping it until his finger was completely inside her pussy too... adding a second to her pussy he turned his hand around so his palm was facing the mattress and gently curled his fingers inside so the tips we pressed against the top wall of her. slowly at first starting to move them in and out while curling and uncurling them, pressing against the top wall over and over, his hand quickly getting wetter and wetter while one finger was still pressed deep and held stationary in her bum.
Anna's breathing was getting quicker and louder as christ was pumping 2 fingers in and out of her pussy until he could feel it starting to grip, and relax, grip and relax. the spasms telling him he was doing something right and with a bit of contortion he managed to get his thumb to run the hard nub of her clit at the same time. This sent Anna over the edge. She could feel the orgasm building but the added feeling of clit stimulation along with pussy being fingered harder and harder with each stroke, and a finger pressed into her arse was too much and with a sudden moan "fuck im going to cum dont stop dont stop"
christ felt the spasms intensify and almost a gush of hot clear liquid flooded around his knuckles, the finger in her bum was being squeezed mercilessly by the tight ring of muscle as wave after wave of orgasm hit
finally as the climax subsided and with her body still twitching under the convulsions christ pulled his thumb off her now super sensitive clit, and 2 fingers from her soaking pussy... lastly slowly his finger from her arse..
Anna quickly turned and sat up, taking Chris by surprise and giving him the first look at her boobs, hanging naturally on her chest and topped with 2 very hard looking perfect light pink nipples, soft raised dimples surrounding them, she grabbed his wrist and taking the hand he had on her pussy, lifted it to her face, eagerly sucking the glistening juices from his fingers that were only a few seconds ago buried deep inside her.
" oh and i'm the dirty one am I?" Chris mocked, only to be topped once more when Anna replied "wait till you've had your cock in me, i'm going to suck that clean after you've cum in there too"
she pushed Chris back on the bed and pulled his jumper up over his head, discarding it onto the floor before shuffling down and grabbing the waistband of his boxers and roughly yanking them down his thighs. seeing his now fully erect cock spring free and lat flat against his bare pubic area.
a nice size, not to big, not to small and nice girth completely covered by a pale foreskin, she reached and held it in her hand as she looked up Chris's body into his eyes, and started to slowly pull back on the skin. seeing the dark purple head coming into view. very gently and stroke by stroke she pulled back and forth, each time exposing more and more of the head, seeing it was glistening with his own juices until he finally leant in and placed a firm lick from the base of his cock, all the way up the shaft and took the head into her mouth.
moving her head up and down and with a firm grip by her lips Anna started sucking Chris, tasting the slightly salty juices under the skin, letting her tongue explore the head fully while still keeping eye contact.
this felt incredible to Chris and he didnt want it to end but knew he wanted to fuck Anna and feel that incredible pussy wrapped around his cock
he pulled Anna up his body and kissed her passionately, his tongue sliding in her mouth and tasting himself on her. Anna reached down between them and grabbed his cock once more, holding it up towards the ceiling and straddling him, lowered herself down over it.. Chris could see the juices drip from her lips as they finally wrapped over his head and slid down over his shaft. the intense heat was something else, and the feeling of his foreskin being pulled back by the tight walls as they gripped and slid down over him was incredible.
knowing her juices were now covering his exposed cock head was such a turn on for him. Anna let her self lower down in one motion until their hips met and he was fully inside her, bare pubic mound to bare pubic mound. they both groaned at the feeling almost in unison before Anna started to rock her hips back and forth. Grinding his cock inside her and rubbing her sensitive clit against his pubic area.
Chris reached up and cupped each boob in his hands, roughly pinching and pulling at her rock hard nipples which got a sharp intake of breath but a "fuck yes" at the same time. this caused Anna to grind down harder once more as she started to ride him mercilessly.
Anna placed her hands over Chris's on her chest and was pushing his hands to grab harder and pinch her nipples again before without warning she knelt up and swung a leg over Chris's body, affording him a beautiful explicit view of her pussy , soaking, pink and puffy from excitement before she once again positioned her self over him but this time facing his feet, and pushed his cock back inside her eager pussy.
once fully in Anna leant forward, pulling his cock almost uncomfortably down from its natural position, but also affording him a sexy sight of her arsehole looking so inviting,
"finger my arse while I fuck you and maybe next time ill let you fuck me there"
Chris didnt take any second thoughts, and reached down between them, coating a finger in the juices pooling around his cock before firmly pushing against the hard ring of muscle. once again it was a little resistance but slowly the finger pushed deep inside her bum until it was as deep as he could go... Anna simply groaned and started to ride him again
one hand resting on his shin she let the other slide down between her legs and Chris could feel her rubbing her own clit as the smooth silky walls on her pussy worked their magic sliding up and down over his thick cock.sliding up until the head nearly popped free and then all the way down once more
her rubbing fingers moved down and started to cup and caress his now tightening balls. Both of their breathing were getting shorter and sharper as the sound of her thighs slapping against his filled the room. the sight Chris had of his cock sliding in and out of this perfect pussy from behind, her arse spread and finger buried deep, sliding in and out with each thrust she made, not as easily as his cock, and her caressing his balls was getting him very close but Anna Surprised him once more, letting her fingers slide off of his tight balls and down over the smooth skin between hie balls and own arse.
'Seems only fair as you are fingering my arse when I cum that I finger yours too" and almost without warning the tip of one perfectly manicured finger pushed hard against his own arsehole.
relaxing as much as he could he felt her firmly pushing it until it "popped" past the ring and pushed in one hard movement deep into his arse
"This feels like it isnt the first time you have had something up here, maybe ill fuck your arse with my dildo after you have fucked mine with your cock" she said
the dirty talk, sight, and having his own arse fingered was too much and Chris Exclaimed "fuck im close im going to cum... i want to cum inside your hot pussy Anna"
Anna simply started to ride harder and faster " im cumming too ... dont stop dont stop "
in unison Chris felt the spasms of his cock as he started to climax along with the spasm of her arse grip his finger impossibly tight. both of them climaxing together. Chris saw once more the hot thick liquid escape around the shaft of his cock as Anna came and felt his own cum exploding in spurt after spurt inside her while she was pushed down as hard as she could against his crotch.
both of them moaning expletives as they came together
As both climaxes subsided Anna removed her finger from Chris's bum and he did the same before watching as Anna lifted slowly off of him, as his cock sprang free a thick white dollop of cum followed and dropped onto his pubic area, his cock coated in shiny liquid from Anna and his own cum mixed.
True to her word Anna simply shuffled back up the bed, her arse working up Chris's tummy and Chest, leaving a sexy trail of mixed juices up his body and to his surprise she kept going until her knees were either side of his shoulders, she bent at the waist and Chris felt her hand grab his softening cock before the heat of her mouth envelope it
her position also meant her pussy was just at his chin height and he had the perfect sight of her lips spread and thick cum pooling at her opening... she nudged back a little further and pushed her pussy over Chris's mouth
"lick your cum from my pussy Chris" to which he gladly obliged, a long hard lick from clit to arsehole like earlier but this time the taste was intense, sweet tangy juices of her mixed with the not unpleasant taste of salty cum from him.
he could feel his tongue push deep inside her pussy with each lick and try as he did, couldn't get his tongue inside her arse but he was going to work on that.
finally he felt her mouth free his sensitive softening cock as she lifted her own leg over his head before turning round and laying on the bed next to him, coming for another passionate kiss, tongues dancing over one another.
"fuck you taste good Anna", "You arent so bad yourself" she replied..
"you might as well stay here, its late and there wont be any cabs now... if you want"
"I dont think I could move just yet even if I wanted to, other than to grab a shower if you want to join me"
...... tbc ?
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yes please to more!
