'So, do you have a big dick?' buzzed her message onto his screen.
Walter fumbled with his mobile phone as he read the message again. He needed to make sure he did not misread any of the words.
'Well, that was unexpected,' he thought to himself, 'now how do I respond?'
'Uhmm, I guess I'm average,' he typed his reply, but his finger hovered nervously above the send icon as he reconsidered what he was about to do.
'Fuck it!' Walter decided after the brief pause and hit 'send'.
Sending...
Sending...
Delivered.
''Shit!' was his next thought. Suddenly he was aware of his heartbeat, which he could feel pounding in his chest. An anxious wave swept through him and Walter immediately regretted responding to the said text message.
Walter was in his early forties, married with two children, and had not strayed from his wife during the more than fifteen years they had been together. They had, however, been separated for nearly four years and had a co-living agreement for their two children. Once the kids were in bed, Walter would spend a couple of hours in his office on work tasks, inevitably ending off his nights with some porn surfing and a wank before bed. He has always had an above-average sex drive and with zero fucks at home, this was a routine rub-out-release for him.
Walter recently downloaded the WeChat app and noticed the 'People Nearby' section where users' profile pictures were shown. He had received a couple of requests from this platform, but never replied to any as he did not feel comfortable chatting with random strangers.
'How could one know who is actually on the other side?' he used to reason with himself.
Then one evening, he was sent a 'Hello' message and immediately became intrigued by this girl's profile photo. She looked young and beautiful, from what he could distinguish from her low-res pic. But that just made him more suspicious.
And curious.
After weighing the options, he convinced himself it was worth the risk and accepted her invitation. They chatted online about this and that for nearly two hours.
It turned out, she told him, that she lived close by. She was nineteen ('Whaaat!?' flashed through his mind), had finished school the previous year, and was working as a receptionist at a workshop. And her name was Grace. Walter was totally taken in by her, and time flew by as they ended up chatting like, well yes, old friends.
So when the 'dick' message arrived, Walter was both thrown off track, but also immediately turned on by Grace's candour. His phone vibrated again with the delivery of another message.
'So will you show it to me, Daddy?'
'Fuck! What?' penetrated his thoughts.
Walter's mind grew fuzzy. His heart pounded loudly again, and he also felt his dick swelling against his pants. As he pushed it to the side, the mere touch sent a shiver through his body. He read the message again.
'Oh, oh,' his mind milled, 'is this for real?'
Walter had never done sexting or even sent a dick pic to anyone. Now he had to figure out what to do, or rather, how to do this. His thoughts swirled.
'Do I take a pic with a hard dick? Should I do a mirror shot? Should I hold it? Balls or no balls? Fuck, fuck!'
He was still staring blankly at the phone when it buzzed again...
'Please!! I need to see your cock now!' read the text.
And then another.
'My fingers are in my pussy right now.'
"Fuck fuck fuck!" Walter blurted out, loudly, shooting up from his chair as if struck by a whip. His cock throbbed achingly as he read the words on the screen again.
'Ok, this is actually happening,' he thought to himself, and greedily tugged at his swollen member through his pants, then flipped the belt open, and unzipped his jeans. His trousers fell to the floor. Walter stood there half naked in his office, took a moment to look down at his hardened cock, and switched his phone to camera mode. He needed to figure out how he was going to capture this throbbing erection.
He took a couple of shots, cropped, edited, and ended up with the one he felt looked most flattering. He attached the photo and tapped 'send'. When the WeChat messages loaded again, he noticed there was a new message from Grace. His throat closed as he gasped at the sight of the pic she sent him…
A relative close-up of a cleanly shaved pussy with her middle finger half inside and the index lifted, showing a trail of her wetness dangling from it. Walter's cock throbbed violently, a near convulsion as if he was about to cum. He reached down to clasp his hand around his trembling shaft and, with a couple of aggressive strokes, came so hard that a loud grunt escaped his mouth. "Aaaarrrghh!!!" echoed through the quiet house. Walter spurted his load right there on his office floor carpet, eyes wide open, and fixated on Grace's delicious-looking wet pussy as he kept on stroking the cum out of his throbbing cock until the knee-buckling aftermath shivered through his body.
It took a couple of seconds for his senses to return, after which he quickly stuffed his wet mess of a cock back into his pants and quickly pulled it back up. He opened his office door and popped his head out to hear if anyone had woken up. Silence. He closed the door again, flopped back down into his chair, and started typing.
'Fuck me!! I came so hard now that I nearly fell over! Lol! Your pussy looks soooo hot! Thank you, beautiful!'
No reply. Walter wondered if he had been duped. He had heard of scammers who blackmailed people and immediately felt anxious about what he had just done.
'Fuck, I sent a dick pic to a stranger! Someone I haven't met! What the fuck, Walter, are you stupid?' he scolded himself.
Wild thoughts ran through his mind, increasingly frazzled about what could happen. He stepped outside, lit a cigarette, and checked his phone again for messages. Nothing. He looked at the pussy pic again, taking a closer look to see if there was any hint of who this might be. He was busy enlarging the photo when the phone buzzed again.
It was Grace.
'Baby, your hard cock made me cum so long! Sorry, it took me a while to recover.'
Walter let out a sigh of relief.
'She must be for real,' he pondered to himself, 'but maybe I should be more careful now.'
'Well that is the most exciting news I've had in a while,' he typed in his reply.
Unable to help himself, he added, 'I would give anything to taste your wet pussy.'
'Oh, baby, I would love that too!' came the reply a moment later.
And then, 'It would be amazing.'
Walter's mind reeled, 'Wow! Is this too good to be true?'
'Yes! Yes, it would!' was the only message he could eventually muster after typing, deleting, and re-typing a couple of times.
He lit another cigarette and stared at the phone, eager for a reply. About five minutes ticked by, and then Grace messaged a one-liner that simply said she was dozing off and she would chat to him the next day.
Walter's mood dropped as he typed. 'Goodnight, beautiful, thank you for an amazing evening… and orgasm! Chat soon x'
He put out his cigarette, headed back into the house, and locked up. He readied himself to go to sleep on the couch in his office. As he lay there, his mind kept returning to the night's events… Grace's pussy pic, his dick pic, his unreal orgasm! He was about to drift off to sleep when he heard his phone vibrating and reached to check it. A message - from Grace!
There was a soft-core selfie pic that she took in a mirror. With her back to the mirror, she was holding the phone over her shoulder. A bulging side boob showed but was covered with her other arm. She was totally naked, but her long hair covered most of her back, bar the curves of her exposed buttocks. The unexpected image immediately sent another throb to Walter's wilted, sleepy cock.
'Sleep well, sexy man,' the message read.
'Already dreaming of you! You are amazing Grace (haha!) Sweet dreams hotness xxx,' he typed and tapped the screen to send.
By this time, Walter's cock was swelling again. Every heartbeat throbbed into his renewed erection as he inspected Grace's photo. He could, ever so slightly, make out more of her face.
"Damn she looks hot," he mumbled to himself as his free hand reached down into his briefs. This time, he stroked down to the base of his cock, where he clasped his hand around it to feel it grow harder. He slowly started masturbating to Grace’s photo.
She had stunning long, flowing auburn hair that hung down to the curve of her lower back, curling up at the edges that created a flow of luscious locks that covered her naked back. Her ass was tight and curvy, cheekily arched out towards the camera but not revealing much else. Walter closed his eyes and imagined his hands on Grace's body.
'My fingers tracing down her spine… all the way down to that sexy ass. Running my middle finger down into her crevice, feeling it slowly run over her ass before slipping inside her wet pussy.'
Walter climaxed for a second time that night.
The following day started as normal. Walter got the kids ready for school, dropped them off, and headed out to work. Walter's mind, however, was clogged up, and he found it difficult to focus on anything. Whatever he was doing, his mind kept wandering back to Grace. His heartbeat picked up whenever she entered his thoughts and several semi-erections were experienced throughout the day. He desperately wanted to message Grace, even considered calling her, but he would step back every time, overthinking it all way too much. Later that day, around mid-afternoon, he was busy driving and a message tone called his attention to his phone. It was Grace! He swerved his car to get back into his lane as he excitedly tried to open the message.
'Hey sexy man! Hope you are having a beautiful day.'
He pulled into a parking bay and typed a quick reply.
'Well hello gorgeous! All the better hearing from you. How is your day? Did you sleep well?'
'Slept like a baby, daddy,' came her quick reply, and another, 'Oh normal day at work, so over it. Did you sleep well too?'
And couple of seconds later: 'Did you like my selfie?'
A jolt rushed through Walter's cock as he read her last message. She made first contact AND she seemed legit. Relief washed over him, replaced by a tingling of excitement again.
During the next couple of days, Walter and Grace got to know each other a bit better, and a lot more intimately. Although she was quite young, only turning twenty in four months, she had an old soul and they could banter from sexual to spiritual and everywhere in between. Walter was open about his situation at home and Grace seemed understanding, supportive, and even caring in her responses, which got her under his skin. He found that he was increasingly more and more attracted to her. It was all immensely exciting, as it had been years since he had felt like this. Masturbation was at an all-time high and Walter's sexual desire for Grace grew by the day.
Eventually, one evening after they both experienced another solo-sexting-orgasm together, Walter flirted with the idea of them meeting up. There was a short lull before Grace's message simply said 'Ok' and then 'Could we meet at the mall or something like that?'
She was clearly cat-footed about this, but Walter picked up on her concern, and played it down with an 'Absolutely! Let's just grab a coffee? You choose the place'.
They arranged to meet the following Friday, as Grace would finish her work day early. When the day finally arrived, both Walter and Grace could barely contain their mutual excitement. They messaged each other all day and at the agreed time, Grace sent Walter a text to tell him where she was in the parking area. And that he should meet her there.
Walter arrived at the agreed location and soon spotted Grace standing next to her car, a white VW Caddie.
She looked even younger, with no makeup on and her long hair tied up behind her head. She wore tight black leggings with an oversized sweater and the shape of her large breasts pressed firmly against the fabric.
'She looks fucking amazing,' flashed through Walter's mind. Another jolt was sent to his groin; his heartbeat fluttered in anticipation. He parked next to her and got out of the car.
"Hello, beautiful! Fancy meeting you here," he announced with a big smile and walked straight up to her, holding out his arms.
Grace looked like a naughty schoolgirl. Tilted shoulder, with her hands behind her back, and one knee bent in front of the other. But when Walter got close to her, she leaped into his arms, and they held each other for the first time… firmly pressing their bodies against each other. Walter felt his cock stiffen against her, the heat at the point of contact burning into his groin. Grace acknowledged this by lightly grinding herself against his swelling anatomy.
"It feels near surreal holding you like this," Walter whispered in her ear, smelling her hair, which overwhelmed his senses and sent more stabbing pulses into his already throbbing cock.
"Yes. Yes, it does," was all Grace replied softly as she squeezed her arms around him.
She pulled away and stood back with her hands on her hips, looked Walter up and down, and pouted her lips.
"You're a real DILF aren't you?" she said and giggled naughtily.
"What's a DILF?" asked a bemused Walter.
"A Dad I'd Love to Fuck," she replied with a wicked laugh.
Walter burst out laughing too, but also blushed and quickly changed the conversation.
"Nice caddie you have," he diverted and pointed at her car.
Grace turned around, shrugged, and said something like, "Yeah, it is pretty cool yes," and then proceeded to tell Walter about all the scratches she had managed to get on it.
"Look at this one," she said and bent over to point at a small mark on the front bumper. She mischievously turned her back towards Walter, bending down at the hips to arch her ass up for Walter's full view. The lycra leggings were stretched thin, and Walter gazed hungrily at the now see-through view detailing the tiny G-string covering her pronounced pussy. Another skipped heartbeat. Another throb pounded into his cock. Staying bent down, Grace looked back at Walter and another big smile crossed her face when she saw his lustful stare.
"Oh, you like that, do you?" she teased and fluttered her eyelids.
"You are so fucking hot," was all that Walter could manage and uncomfortably adjusted his pants, to Grace's amusement.
"So, do you want to do a coffee?" she said as she walked back to him. She pushed up against him, slowly ran her index finger down his chest, and stopped on his stomach.
"Or do you want to do me?" Grace said softly and turned her hand to run across Walter's groin. His cock bulged against his pants as her hands softly caressed the outline of his hardness.
"Babe, I'll do you right here," he blurted out as his eyes closed and a groan escaped his mouth.
"Well, we can't do it right here, now can we?" She laughed and suggested they plan a night out somewhere.
"I can make that happen, absolutely," Walter exclaimed excitedly and quickly added, "Are you free tomorrow night?"
"Uhmm, yes I am," she answered, smiling, and leaned in to kiss Walter.
Their eager lips touched for the first time as they shared a passionate kiss, which only lasted a couple of seconds but felt like forever. As their sexual tension ignited, Grace pulled away first. Both of them looked around to see if anyone saw them. Walter had to dig into his pants, this time to reposition his fully erect cock. They took a moment and composed themselves.
"I must say, I am amazed how good that felt. Just so natural. Not weird, or uncomfortable, or awkward. Was it?" Walter exhaled softly.
Grace did not answer him. She looked him straight in the eye, took a step back against the bonnet of her car, arched backward, and pushed one hand into the front of her leggings. She loudly squished around a bit before she pulled it out and held her wet, sticky fingers in front of Walter's face. She stood still when Walter took her hand and sucked the two dripping fingers into his mouth. His eyes closed and a low moaning sound came from deep inside his chest.
When he opened his eyes, Grace's mouth was slightly open, and then bit down on her bottom lip, clearly aroused by Walter sucking off her pussy juice-soaked fingers.
"That... was perfect," she crooned softly, as if in a daze, and kissed Walter again. She could taste herself inside his mouth.
"I think you are perfect," Walter mused as their lips parted. He held on to her hand.
"So you'll pick me up tomorrow, right? What time should I be ready?" she asked after Walter dried her fingers on his shirt.
"Let's make it for about 5 pm, I'll book us a room at a hotel in town. We can go out for dinner and drinks? What do you think?" replied Walter confidently.
"Oh, I'll be ready," Grace giggled excitedly.
They said their goodbyes to each other, throbbing wet with anticipation and excitement about what was going to happen.
Present Day
The past twenty-four hours have been hell for Walter, who can't think of anything else but Grace's wet pussy-dipped fingers in his mouth; the taste of her cunt lingers continuously in his mind. He masturbated at least four times due to random full erections, as his mind fantasized about Grace. The thought of his tongue touching, and entering her wet pussy drives him over the edge each time, cumming with the thought of Grace's moaning as he slides into her warm snatch.
They have been texting all day, both expressing their excitement about the forthcoming evening together. When he fetches Grace, she's waiting outside the house address she sent him, and is dressed in a bright summer dress, her hair loose and with a little make-up on which he has not seen before.
'She looks fucking stunning,' he thinks to himself.
He gets out of the car and walks up to her where they embrace, kissing like old lovers.
"My mom is probably watching us," she giggles as she pulls away from Walter.
"Let's go then," he says and opens the car door for her.
The drive to town is about thirty minutes and they chat about this and that, both nervously avoiding any sexual innuendos. After arriving at their hotel, they book into their room, but not before the desk attendant's faux pas, by asking Walter if his daughter requires a separate room. Both Walter and Grace laugh off the mistake, but this also makes them both acutely aware that they're standing out as a couple.
When they finally arrive at their suite, they drop their bags and Walter opens a bottle of champagne he brought along. He lights a joint that they share on the balcony while looking out on the last sun rays shimmering over the city as it prepares for the nightlife to begin. Walter places his glass on the side table, gets up from his chair, and walks towards Grace, who is standing against the balcony railing, looking down at the streets. Her long silky hair is lightly blowing in the wind, and her dress seam dances up her legs to hint at what lies beneath. Walter comes up behind her, puts one arm around her waist, and pulls her against his body.
"Hmmm, this is what I have been looking forward to," he whispers into her neck, inhaling the scent of her hair and perfume.
Grace turns around, looks him in the eyes, and leans in slowly until her lips are right against Walter's. They can feel and taste the warm breath from each other as Walter pulls her head closer and passionately kisses her. The kiss lasts a while, becoming increasingly intense as their senses awaken and their hands move across each other's bodies.
Walter slips his hand under Grace's dress and first caresses her smooth ass before his strong hands start groping at Grace's firm buttocks, squeezing hard and then pulling his fingers up to lift her ass. She seems to like the attention on her booty and lifts herself to poke out her ass. Walter pulls his mouth away from hers and while looking into her half-closed eyes, runs his hand down her back with his middle finger, slowing down as he hits the top of her ass crevice, tracing down over her asshole and slips it into her now hot, wet pussy.
Grace throws her head back and lets out a groaning moan. Walter's cock twitches and he feels like he is about to cum looking at this gorgeous girl's facial reaction to his finger entering her pussy.
'Keep it together, don't cum now,' he thinks to himself.
"Why don't we go inside?" he whispers to Grace while still fingering her slowly. She opens her eyes and kisses him again.
"Yes, let's," she huskily replies. As they walk into the suite, she adds, "Could we have a shower? I would love to see your wet naked body," and smiles mischievously at him.
She proceeds to the bathroom, and Walter can hear the shower being turned on and the door closing. He downs the last of his champagne and walks into the bathroom. Grace is already in the shower and her naked body is blurred by the water on the glass door. Turning around, she wipes a section clear to see him. Walter can clearly make out her large breasts and he feels his cock twitch in excitement. While she is watching him, he pulls off his shirt and starts walking towards her, undoing his belt and letting his trousers drop to the floor, unveiling his erect manhood. He can see Grace stare at him and drop her gaze to view his package. A pouting smile appears on her face as she pushes the door open to let Walter in.