Ashley's Weekend Ch. 02

Story Info
Ashley's weekend takes a turn... MUCH for the better.
2.9k words
4.71
4.3k
3
1

Part 2 of the 2 part series

Updated 08/04/2023
Created 08/03/2023
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

(OK well thanks for sticking with me on this! Characters and scene set, we now begin to delve into Ashley's introduction into the BDSM lifestyle. read and enjoy!!!)

Ashley Brooke West was nothing if not an energetic girl, late twenties be damned. This was at the very start at least looking like fun, Time to see if this old guy could keep up. She then looked at him and said "Would you like to play with your new toy? I'm yours so take full advantage."

Johnathan grinned and got her to stand and twirl for him in her underwear. Her panties were high cut showing her ample ass and they cupped her pussy incredibly well. Johnathan was like a kid at Christmas as he removed her bra and panties, and had her sit her on the couch beside him. He began by playing with her perfectly pert breasts, her nipples stood like proud erasers, hardening to the touch, and liked it as she moved them towards his mouth. Johnathan started gently sucking on them, and her squirm showed it was much to her delight. They were like thick erasers and he told her they tasted great.

His hands wandered over her shapely behind and in between her legs. He rubbed his fingers over her bushy pussy and grinned BIG, seeing they were glistening with her juices. Ashley happily opened her legs for easier access and to give her new benefactor a better look. "Ashley that looks PERFECT" he said down low. It was obvious it was just the type he liked, and the thought of shaving her was quite erotic. Johnathan filed that away for later.

He started kissing in between her thighs and around her pussy, Ashley began breathing heavy, as he got to work on her now very aroused clit and it was her turn to squirm. Johnathan slipped a couple of fingers in her pussy and smiled, noticing she was very tight. Johnathan wanted her bad, but kept it up, continuing to play with her, knowing she must be close, because her pussy was now fully aroused and soaking wet.

"AH! I'm...I'm close to cumming!" Ashley shrieked.

Johnathan was about control, so he stopped, much to Ashley's chagrin. His cock was now solid again and Ashley appeared to be determined to get it in her mouth. He had to admit he loved how horny this young lady seemed and really seemed to want to have fun with him. He was worried things would be mechanical but not with Ashley. She was now in between his legs and really sucking his cock, changing from fast to slow, using her tongue all over his head, running it up and down his shaft, sucking his balls.

Suddenly Ashley stopped, and reaches over to her bag. She has a condom in hand now and tells him, "I want you inside me, and I mean RIGHT now." With deft skill she put the condom on her benefactor and eagerly straddled him. She teased him for a moment with the end of his cock, rubbing it back and forth on her soaking pussy, then slipped him in and very, very slowly, enjoying the sensation as she slipped down his solid shaft. They could each feel the other, he feeling every inch of her, her gasping as she felt herself being stretched.

"Ahhh...DAMN you're thick." Ashley said with that wicked smile.

All Johnathan could do is let out a long "fuuuucccckkkkkk," as she took him all in.

Ashley then began to grind on him all round, his cock fully inserted. Ashley placed her hands on his shoulders, and arching her back began pumping up and down on his shaft. "Ride it baby,"Johnathan began telling her, "Ride that cock." as he thrust up into her while tugging her nipples. Ashley's reaction was to roll her hips, speeding up. Her face went to a frown, and she tucked her chin. Her hips suddenly sped up dramatically.

"This time I'm...I'm...cumming...I-I-I c-c-can't sto-..AHHHH!" Ashley threw her head back and really picked up the pace. "Oh God Johnathan! Cum in me!"

As Ashley's fucking this man faster and faster, Johnathan's balls tighten and began to twitch. At that moment he released with a yelling moan of his own. They held each other, shuddering as they rode the shared orgasm out. Once finished they lay entwined on the couch, enjoyed watching the Gulf and the odd boat passing by.

****

Again they chat for a bit and Johnathan lets her know that he has had a vasectomy, so the condom isn't a necessity only she just really wants it. He was silent except for a smile as she shook her head no. He then told her he could pay her a Grand now as agreed. Ashley says not to worry, but does ask to actually see the cash, so Johnathan led her back to the Master bedroom. From a wall safe he pulled several stacks of $50 bills, making sure she saw more stacks in there as well, and let her hold them, which she clearly enjoyed. Handing them back, Ashley then starts playing with her benefactor's cock again and suggests it's time for the next round, as she looks over at the huge, gorgeous four-poster bed.

Ashley placed her hand on her lover's chest, and as she moves she says "I want to watch you fuck me from behind, so let's line up with that mirror." She likes the 'little-bad-boy' grin as she tells him, and lets out a long moan as she feels that fat cock push into her. Almost greedily she pushes back onto him as he thrusts into her. She likes the way he uses reaches around to play with her breasts whilst fucking her slowly, both looking watching the other's face via the mirror.

She gasps, grunts and smiles as he uses her hair to pull her head back. Gently at first, then she calls out as he begins thrusting harder. Ashley can feel herself getting close as she uses a free hand to play with her clit. It feels incredible and the wet smack-smack of sliding in and out of her is a symphony. It feels incredible and as he releases her hair she shoves her face into the sheets, moaning loudly to the heavy, rapid, constant thrusts.

Johnathan knew he was close, and he could she knew as well. Between grunts he manages to get out "Gir-rl...I wa-want to fini-finish on y-you face..." They both know what to do as he pulls out while she flips herself around. She has enough time to grab that fat cock, and wank one good time, her tongue just touching it, when a hot blast of semen hits her mouth, nose, and face. She then holds still as two more heavy ropes get her in the face and hair. This round, as the others, end with a mutual smile.

Ashley enjoyed that after this round, her benefactor gave her a willing kiss, then guided her to the large bath, which had a big shower equipped with an equally large rainfall type head. It might have been nice to get one last one in the shower, but the old guy was clearly slowed. She had to admit she was a bit tired herself. Something she as not used to was that her benefactor was even now focused on her, soaping, and washing his new toy (as she put it) She did the same for him and they chatted a bit more about the rest of the weekend, then with a sexy little Cami-PJ set she'd brought, settled back into the bed, spooning up to this old guy, who had so far surprised her in more than a few ways.

***

Johnathan liked that this new fuck-toy, which had given all he could take, was enjoying the simple Omlette and coffee breakfast he made. They were on the third floor screened porch that overlooked the Gulf and his own stretch of private sugar white beach in all its glory. He was just sitting there, with his morning wood (yes, he still got it, if not as intense as in younger days), really enjoying how this was all going, when Ashley 's question made him decide to press his luck.

I'm surprised you don't have me naked already" Ashley said, adding "and it makes me wonder about something...something I saw."

"You mean this?" he said as he grinned and gestured towards his tented boxers

"No goofball," she replied with a laugh, but when I got some towels out of that linen closet, I couldn't help but notice some umm.....rope. And I don't mean the type for your boat either."

Now it was his turn to laugh. Johnathan had forgotten about that, but forgetfulness is the price of familiarity. At least this time it could work to his advantage. "Ah," he replied, and with a wolf-smile Johnathan replied "That's part of my life before I became widow. I wasn't planning anything...but do I need to reconsider?" Seeing her reaction made him hold up a finger, and he added "You are obviously curious. Let's talk simple facts. Is there something I can answer?" The bait was out.

"We'll....yeah," Ashley replied, toying with the bait. "I mean, I know it's not like in a certain movie, but we'll, how's it umm..work?"

Johnathan nodded, knowing the bait had been taken. "Well first up, it really requires trust. That is the most important thing. Also your questions tell me you have considered it, correct?" Her slight nod told him she was taking the bait, so he continued. "It's name is Shibari. It uses natural fiber rope and no knots, just laces. Not unlike tying your shoes." he let that hang for a moment, then took the slack out of the bait. "Have you ever tried this? I'm betting so"

There was a long pause and Ashley answered "Well once, but neither of us knew what we were doing. Total disaster. But I do find the concept......"

"Intriguing?" he interrupted. Without waiting he continued. "Tell you what. Considering where we are we must have at least some trust. Get that bundle of rope. It's been a while, but I'll show you something super-basic I bet you'll like, and then we'll see where we are."

The silence was deafening, but after nearly a full minute, Ashley nodded, smiled, and slid off the barstool. The day was looking even better!

He was sure she noticed his raging hard on when she returned, rope in hand, but he could hardly be blamed for it. As she handed it to him he motioned for her to sit on the barstool, which she did. Not only was it just the right height for binding, but it swiveled, which would come in handy. Johnathan literally licked his lips as he found the center point of the rope, and could not help but note the slight, odd smile she offered as they began.

Ashley was both amazed and frightened. She had literally never told anyone of her desire to be helpless and bound, and here this man was doing that very thing! It was powerfully arousing, and the fact that this older man carried himself with such quiet confidence in his actions made it that much more erotic. Exuding confidence her benefactor removed her shirt, leaving her in nothing but panties. Normally she'd have run to the bedroom, but she remembered the polarizing on the windows. That along with his demeanor relaxed her. She Did trust him.

She liked the way that he placed two lines above her breasts, then two under. The rope was snug against her skin, holding her firmly, yet she could breathe. This Man made sure by inserting his fingers under the rope at certain points. She liked how He was totally focused on her, offering sweet whispers of praise, lightly stroking the skin of her back as he cinched the rope at her back, then kissed her shoulder as he brought the same two ropes over and cinched them at the front, working in the bottom pair. He carefully, caringly moved her hair out of the way, stopping to kiss her shoulder, then reversed the sequence for the other shoulder. Ashley Ashley West could feel her breathing deepen, her body relax into the rope, as this Man worked with skill. At last he turned her to face a simple, nearby door length mirror.

It had been awhile, but Johnathan managed to get the heart-shape chest harness tied with relative ease. It always was his favorite, the two lines working together to make a bold heart-shape middle of the chest. He felt his cock throb as he told her how beautiful she was. He then pressed his lips over hers and worked his tongue in her mouth kissing her passionately and she responded with her kiss and tongue. He felt her relax and melt into the rope. PERFECT. She moaned softly as she felt his hands move down her body to her firm little ass and lightly squeeze each cheek. He continued to kiss her as he brought her hands behind her back, securing them with the remaining rope. Guiding her to large couch that faced the Ocean, he then moved several pillows to support her properly, lay her on her back.

Ashley had to admit that she liked how he moved her with confidence. In fact he could have been even more aggressive, it would have suited her. On her back she started to lower her legs but this Man held them up, spreading them wide. He deftly stepped behind couch, and in moments had fashioned a simple pair of loops that held her ankles far apart and up high. The feeling of helplessness in front of this Man she trusted made her want him even more. She looked at him with a surprised look as he started moving his hands down the inside of each leg followed by his lips kissing and licking slowly from her ankles to her pussy. Each time his lips touched her skin she moaned and pushed her hips up seeking the intimate touch from Johnathan. His fingers brushed through the mound of pubic hair, juuuust brushing her pussy, sending an electric charge through her body. She was being taken and she loved it.

Suddenly Johnathan pushed two fingers in her pussy as his lips clamped on her clit. Ashley arched her back and screamed as he crooked his fingers fucking her pussy hitting her sensitive G-spot. Her body convulsed as she held her breath, then releases as she came. It hit her very suddenly and without warning. She moaned and breathed hard for a minute. Finally coming down, she looked up straight into his eyes.

She smiled then said "Will you please fuck me now.....please?"

Having a gorgeous woman, bound and helpless, asking with 'please' to be fucked was not lost upon Johnathan. With that evil little-boy grin he knew she liked he kept his eyes locked as he slid his shaft up and down her sex, making her moan. She was about to ask again when he 'spanked' her vagina with his cock. She made tiny, sexy yelps in response, and in one continuous, stead motion, he puuuuushed himself deeply into his new toy, going absolute full depth. It made his toy squirm and gasp. Hold himself there, perfectly still, he kept his eyes locked, and waited. In just a moment his fuck-toy understood, and with a whimper she started maneuvering her body to grind her pussy on him. The feeling was incredible.

Johnathan Roberts rode that pussy like he owned it, which in fact he did. He held her at her thighs, her ankles, and her was careful to tug and twist her nipples as he pumped away, going from super-slow and nipple play, to holding the ankles and stroking hard and fast. She was grunting and moaning an yelping under him, and while he wanted to do this all day, he felt she was closer, but he also knew that again he would soon go over the edge. To forestall that inevitability, he played his last card. When he had walked her over he had managed to conceal the 'bullet' mini-vibrator. Slowing to that grind again, he fished it out from under the pillow. His fuck-toy's eyes went super wide when she heard it flip on, and when it was applied to her clit, the result was almost explosive.

Ashley was certainly not used to this! First thing in the morning, and she not only getting pounded harder than she had ever been, she was rapidly approaching another orgasm. Being held so tightly, having no control was intoxicating. Knowing that she was about to go over the edge, Holding tight but unable to stop, she had begun tucking her chin and making puffing noises, along with a loud whimper. But when this Man produced and applied the vibrator? It was truly over the top, and her head thrashed back and forth as she screamed bloody murder. Her twitching, squeezing, pulsating cunt was suddenly filled with the hot warm blast of His ejaculate, and it filled her right up.

Again she allowed Him to give her care after the fact, untying her, telling her how great that was, and walking her back to shower. She wasn't sure what the rest of the day held, but she wondered if it could get literally any better

Please rate this story
The author would appreciate your feedback.
  • COMMENTS
1 Comments
mrBIGbmrBIGb9 months ago

Well, written. Thanks, Hope the series continues.

Share this Story

READ MORE OF THIS SERIES

Similar Stories

Gangbang for Carly Carly's mom thinks of the perfect birthday gift.in Group Sex
The Blackening Hanna gets pulled into the world of BBC and loves it.in Interracial Love
Seduced into Slavery A schoolgirl is overwhelmed by dark images.in BDSM
Tracy's Sex Adventures Pt. 01 Tracy loses her virginity unexpectedly...in Interracial Love
The Rent Agreement Ch. 01 Young couple strikes devious deal with cocky roommate.in NonConsent/Reluctance
More Stories