Blackmail works but fades as cougar lady takes charge
Jesse heard the elevator ding as he turned for the stairs and reversed course to hurry inside he knew the door closed harder than he had intended and feared Ted would be heading out to check the hall, as he hit the button to close the door he heard Ted call out “anyone there?” He heaved a sigh of relief as the elevator sprung into motion. His excitement level had his heart pounding and his mind reeling with anticipation this was going to be a very eventful week and only he knew why?
Ted crept back into the apartment not wanting to cause Jay any trouble with the phone call he figured with the look and shush that it must be her husband, a little guilt came on his mind as he knew though he had never met him he was probably a great man to have a Lady like Missy.
He listened as she was breathlessly telling the caller she hadn’t missed any calls or seen any text, she was sorry she hadn’t returned his call she had had a crazy morning with laundry and Ted the maintenance man had been a nuisance with his interruptions and turning the water off she had just been distracted all morning. He gathered from the silence the caller was carrying on about some new development as she hung up she said,
“Well, I hate it babe but I guess I can hold on for another week love you miss you too.”
His heart skipped a beat hearing he had a week before Missy would have a husband under foot and the guilt slipped away. “Ted,” he jumped when she called out, “you still here?” Ted walked back into the bedroom where Jay was sitting lady like albeit still nude on the edge of the bed, “was someone at the door?” Ted just shrugged “I heard the door but no one was there probably Jesse come to see if you got you laundry ok.”
“You think he was in here and saw what we were doing?” Jay gasped. Ted looked at the floor, “if I find out he did that I might go to jail for murder.” He could not stand the thought of her with Jesse he was young and arrogant and had no idea how to treat a lady like Missy. He sure did not like the idea of Jesse seeing what he had been doing to her all morning.
“Don’t fret Missy I will see to it he don’t bother us, just never you mind I can handle Jesse and his kind.”
Jay just grinned Ted’s protective jealousy was cute and flattering, but she knew she would have to have a one on one with Jesse sooner or later.
Ted shuffled , “well Missy I better get back to work if you like I could fix you some dinner later I have a couple steaks and some nice wine I been saving for a special occasion?” Jay smiled again “That’s so sweet Ted let me think about it I will ring you later OK.”
Ted just nodded and left quietly, Jay could tell he was hoping for that dinner but she had things to get done before work Monday and she still had Jesse to settle with at least repay him for the soap and quarters for laundry. But first she needed a shower! Between the sex and the sweat she feared she smelled like a well-used whore.
Jesse was ecstatic over his video/photo shots he spent an hour downloading and clipping and formatting and thought he was ready for the first step of his plan. Just as he was ready to ping Jay with a text photo invitation he heard a knock at his door. Ted was at the door leaning on the door-frame when he opened the door with the safety chain on, as he peered out he could see Ted was in a foul mood.
“Hey, Ted how’s it hanging?” he quipped. Ted refused to acknowledge the jab and stated softly and carefully,
“Jesse, Missy felt like you invaded her privacy by putting her laundry inside her apartment and then she thought you might have been watching her again latter this morning, I am warning you, if you go to her apartment uninvited again I will serve you with eviction papers, are we clear?”
“Wow, Ted I was just being nice to a lady in need I will be very careful not to abuse my access Scouts Honor.” Jesse saluted.
“That’s fine Jesse just keep away from her unless she specifically invites you to her unit and all will be forgotten,” Jesse fought back a chuckle Ted had no clue but he just saw no benefit to antagonize him. Jay would have to decide if Ted would continue to be a part of what was coming his plan was set now he would wait an hour to send his first message.
Jay was on her way to the elevator when Ted caught up to her again, “Missy, I just wanted to apologize again for giving out your apartment number this morning. I just thought you and Jesse had a connection and it was my mistake. It won’t happen again, I spoke with Jesse and he won’t make any uninvited visits to your apartment.” Jay smiled up at Ted nodding her comprehension, “Thank you Ted I appreciate your concern I can handle Jesse he seems to be a nice young man I am on my way to his unit now to offer my thanks and to pay for the laundry service, please don’t think any more about it.”
Ted studied his feet again finally grumbling, “Missy you just be careful with this one he is a little too slick for my taste and I don’t know much about him.”
Jay laughed nodding again, “he is a fresh one Ted I promise to be cautious if I have too I will break out my whip and chains.” Ted just shook his head not knowing quite what to make of the whip and chains comment. The elevator dinged and Jay left Ted staring after her as the doors closed and she made her ascent to the top floor.
Jesse was ready to launch operation Cougar Hunt, he was finishing his computer work ready to text Jay with a photo of Ted’s cock in her hands, he had cropped the photo all you could see of her was arms and hands, but she would know where the picture was taken.
His finger hovered over the send button as the door-bell chimed. He huffed in frustration heading to the door “I am coming”, he yelled as the knocking sounded. Jay stood trembling what was she thinking coming to a strangers apartment who had been so forward just hours earlier, she turned to go when the door flew open,
“Jay,” Jesse enthused, “what a pleasant surprise, I had no idea you knew where to find me.”
Jay just grinned up at him swaying from foot to foot like an impatient teacher waiting for a slow student to realize what to do next. “ Please,” Jesse motioned her in, “ come in have a seat can I get you a drink?”
“No”, Jay took control, “I just need to get square with you for the laundry, I had no intention for you to dry my things and certainly had no idea you would bring them to my unit. How much do I owe you?” Jesse was not sure how to answer he had no plan to collect the few dollars in quarters but he did like her feeling a need to repay the kindness. “Jay I ah, well I did not expect you to pay me I was just helping a nice Lady in need it was nothing really.”
“Jesse I insist, at least let me repay the cost of the dryers,” with that she reached into her blouse retrieving the money she had slyly placed in her bra, she watched as Jesse licked his lips watching closely as she settled her breast back into the bra and handed the money over. Jesse took the money and tossed it on the table “Thanks Jay really this is not necessary, drink?” he blinked back the nerves he felt knowing he had just sent her a picture she would faint over when she checked her phone.
“Jesse, I hate to run but I have been distracted all morning and I have work tomorrow I better not but rain check
OK?” “Count on it.” Jesse assured.
Jesse walked her to the door and said, “Please take my cell number call me anytime.” Jay just took it in stride and made a quick exit. Heading down the stairs not waiting for the elevator Jay felt relief to have escaped without doing what she had been thinking for the last hour. Girl how much sex can you have in one day she giggled thinking out loud “just a little more.”
Her phone vibrated as she entered her door she looked at the number on the text it was a strange number then she looked at Jesse’s number a match hmm she thought maybe he was just feeling intimidated by my surprise visit.
As she touched the screen opening the text screen she smiled at the attachment notice and hit download as the downloading message flashed her cell rang the number was Babe’s she hit ignore and waited for the download to appear, the blood drained from her face as she immediately recognized her hands choking Teds massive hard on. Her phone vibrated as the missed call message appeared followed by new voicemail chime sounded.
She hit call voicemail and listened entering her password and listened as her husband left a terse message call me.
Shit, shit, shit, the last thing she needed was a call from him now she needed to think what was this photo a game, a dare, a taunt, a warning?
She decided to get it over with she hit redial and waited “Hey babe I was in the elevator sorry what did you need?” her husband just grunted his forgiveness and gave her a list of several things he needed sent to his hotel the next day she took them down and assured him she would handle it immediately. That was what she needed a distraction to give her time to contemplate how to handle this text.
Jesse was not patient he had been planning all day so he sent the next photo Jay on the bed rabbit buried in her pussy Ted holding on with both hands this time he had left her intact except for her face.
She was in the Car and her phone vibrated another download she hit download and drove on to her first stop. A picture of her with Ted’s cock down her throat complete with full facial as it appeared she shut the phone and went into her friend’s dry-cleaners to retrieve Babe’s coat.
Jesse gave her 30 minutes still no reply now he sent a video clip from the laundry, Jay on her knees looking into the camera as Ted held onto her hips pumping into her pussy as she called for him to fill her with his hot cum.
Her phone beeped a new text she hit ignore she was in the bank and was not going to be embarrassed by her favorite teller seeing her phone screen fill with her infidelity. This was getting crazy what did this guy want from her why was he doing this?
Jay text back, “in a meeting I will call later.” Jesse just huffed texting again, He entered babe’s cell number with a question mark then, “Babe gets the next text with photos.”
Jay stopped at the curb quickly hitting download what had she ignored, the video took a few minutes when the audio kicked on she heard her voice begging for Ted to “Fuck me hard fill me with your hot cum.” Her face came into view as did Ted pounding her from behind, Jesse had videoed and photo’d her all morning and now he was threatening to share them with Babe.
She quickly texted back, “please don’t I will be home in an hour meet me at my apartment Please!”
Jesse waited a few minutes and texted back, “you have 58 minutes come to my unit, dress in the clothes from this morning.” Jay text back, “OK.”
As she entered her apartment Jay was anxious, but excited she had no way to know what Jesse had in mind but she was going to do her best to make him change his mind and let her make it worth his while. As she slipped off her panties and on the wrap and t from this morning she flashed back to the kiss this morning, she had 10 minutes hurried she opened the door and Ted was just about to knock.
Ted whistled “Missy you look good enough to eat!”
Jay blushed, “well Ted I was dressing for the evening I am calling it a night early, I have to work tomorrow,” she covered the lie with a truth.
Ted was speechless as he contemplated his next move, “I ah was well I thought we could eat a late dinner but I will leave you to your rest,” Jay grimaced she really wanted to make Ted feel good about himself but she had 5 minutes, “Tell you what Ted how about you make me breakfast in the morning, a gal needs a good meal to start her day!”
Ted beamed , “how early shall I have it ready?” Jay thought about her schedule she had to be out the door at 9 to make it in time, “Hmmm Lets make it a sunrise banquet say 630 am ?”
“See you at my place at 629 am Missy,” he cheered.
She watched as he skipped to the stairs hoping the elevator would hurry she had 3 minutes.
She stood almost breathless as she knock lightly at the door of a total stranger who she now realized was young enough to be her son, “its open” Jesse called from the couch of the living room.
Jay entered to the sound of her and Ted laughing about the lent traps. Jesse had decided to use shock and awe putting all his cards on the table up front.
Jesse motioned for her to sit by him on the couch as he hit the refresh button on his computer keypad starting the video from the beginning the HD big screen filled with the laundry room Jay laughing dressed just as she sat here now, she blushed knowing what she was about to endure Jesse watching her fuck in a public laundry a man old enough to be her dad just minutes after he had kissed her in that same laundry. She knew she was a trusted wife with a faithful 30 year record who had went temporarily insane and gave into the lust and desire in that setting but Jesse would just see her as a promiscuous woman. She was awed at the clarity of the video and could not help but get horny watching thinking about breakfast.
Jesse just watched in silence as Jay squirmed with each scene, as the video ended the screen went blank plunging them into darkness for a moment then the pictures appeared a parade of powerful sexy shots ending with the one shot with Jesse appearing in the mirrored image. Jay gasped “I knew you were there I knew I saw someone in that door window and heard you leave.” Jesse just nodded in silence, waiting for her to catch up with all the information coming at her.
“OK, Jesse, why am I here and what do you want?”
Jesse just chuckled “ah Missy I have many things planned for us the next few days.” Jay sat at attention now this was getting a little scary. “Jesse, I have been happily married for 30 years I can’t do anything to jeopardize that, I know I screwed up today literally” she laughed. “But I can only say this was a once in a lifetime thing you kissing me set me off on a lusting journey and well Ted just happened to be in the right place at the right time.
Help me out here?”
Jesse shushed her now, “I have no intention of hurting you or your family Jay I simply want control for the next week I know your husband is gone and you can take some time off from work for the next few days you are my pet Cougar. You are the first older woman I have ever been attracted too I have plans to make you happy while becoming your lover do you understand?” Jay sighed, “I understand I have obligations in the morning can we start say 4 pm tomorrow?” Jesse just cackled “we start now” he brushed her swollen nipple. “I have been waiting for almost twelve hours and watched you satisfy Ted twice, I will consider a break in the morning but for now your mine,” Jay shivered as he placed his hand on her thigh parting her wrap “can I make a quick call first?” Jay begged. Jesse raised an eyebrow as he repeated “quick.” Jay stepped to the foyer dialing babe answered on the first ring, “hey, lover miss me?”
“More than you will ever know, I just called to catch up I have all your list done and I am exhausted I am crashing putting phone on charge just wanted to say good-night.” She purred. “Ok pal thanks for being such a trooper see you in a week. Kiss, kiss.” babe hung up. Jay killed the phone and ambled into Jesse’s arms.
Jesse said, “let’s get comfortable,” as he reached behind her untying her wrap letting it fall to the floor, swiftly pulling her top over her head, Jay stood completely naked in the dim light looking like the Cougar he had dreamed of all day long.
He refused to rush he was going to relish his first time with her Jay would be his ultimate conquest and he would remember each detail for the rest of his life.
He led her to the spare room where he had candles burning on a side table, he had lotions, creams and all sorts of lubes, toys, and condoms, she just gazed at them wondering if he thought she could still become pregnant, finally she turned and saw her Emerald green teddy that she had just bought a few days earlier in anticipation of Babes return home.
It had a snap crotch with a lace midsection, topped with a under cup bra that was designed to lift her heavy breast causing cleavage while revealing her long taut nipples, she knew she would look inviting in it, and was taken aback by the fact he had removed it from her private nighty collection, she felt completely violated but could not stop the tingling between her legs as the wetness spread thinking of a week as this young studs lover with no choice but to comply.
He lifted the lid on a foot stool and brought out her green heels and a pair of matching thigh high panty hose and a garter belt to finish the look. He had been thorough in his snooping this was all new in a gift bag from Victoria’s Secret complete with a special strawberry lube for babe’s pleasure.
Jesse just grinned, “please forgive me but I just couldn’t resist please take your time I will be back in a few minutes,” he soothed waving over the outfit.
As he went out the door he paused to lean in and suckle each nipple leaving them damp and growing with a sigh. “What cologne would you most enjoy? I have most of the top fragrances.” Jay shrugged, “I like anything but Old Spice, surprise me.” “Wine, or Spirits?” Jesse offered. “Merlot chilled she asserted!”
He left her standing in the candle light trembling with the thrill of all the surprises and anticipating what he had planned for the evening, she had a seat on the foot stool and slowly massaged her pussy with the strawberry lube adding just a drop on each nipple, before sliding into the garter belt, the green fabric framed her ample red bush lightly trimmed and standing on edge, Jay had one foot into her hose when she felt his gaze, Jesse stood there with a challis of dark liquid chilled as directed, “thought you might be thirsty?” he cooed. “Thanks I am.”
She gulped a large swallow savoring the taste as it burned her throat. Jay had never drank much and she thought under the circumstances she might need some liquid courage.
“I will be back in a bit I will bring refills, enjoy.” Jesse encouraged. Jay nodded a thank you and went back to her chore of dressing in the outfit. The smooth stockings felt tight on her thighs but she knew they would not be on long if she had her way she hoped to save them for a repeat performance in about a week.
Fastening the garter proved a challenge it had been years since she had worn one. She stepped into the heels and turned to admire her new height in the full length mirrors as the candles flickered over pale freckled skin accenting all the ridges, curves and nipples, she had to smile in admiration it had been a wise choice in color and style she looked voluptuous and 10 years younger in this light.
Her bush looked a blaze and the wine was hitting her hard. She carefully stepped into the closet removing the teddy from the hanger and gasped as she saw the contents there were at least a dozen more outfits hanging in there but most surprising was the large tripod complete with a professional looking camera attached.
Jesse was a player and a voyeur besides her head was spinning now with all the possibilities. She pulled the teddy over her head and snapped it into place careful to lift and tuck her breast for the best display, she knew she was enjoying this way more than she should.
She took her wine and sat on the foot of the bed crossing her legs for effect sipping in her impatience she was ready for her new adventure to fast forward to the good stuff, “hope Jesse is hung like Ted,” she mused.
Jesse came in carrying a tray with cheese and crackers and a flask of the red wine as he sat it on the table he turned admiring the view whispering his approval, “beautiful Jay you are just gorgeous.” “You’re not so bad yourself young man” she patted the bed beside her. Jesse was in a fine silk robe cinched tight at the waist he was wearing a Polo cologne and he smelled divine. As he sat his robe parted revealing powerful thighs, and she caught a glimpse of his cock head it was red and swollen, he let her finish her drink and took her glass refilling it and setting on the table, as he took a cracker with some cheese and hand fed her a bite she mumbled around it “very nice,” reaching for the wine. They both enjoyed several crackers and more wine occasionally brushing against one another seductively really savoring the moment.
Jesse took her hand in his and started kissing up her arm one then the other pausing just before reaching her now aching nipples. He nibbled on her chin lightly air kissing her lips then her neck to her earlobes, he was determined to make love to every inch of her this first time wanting it to be special as well as long and memorable. He had watched the fierce rapid pace she and Ted had kept and thought it was like watching animals in heat rather than lovers.
Jay was warming to the idea and decided to kiss back and they were locked in the first French kiss she could remember in a long time and most definitely the first with another man in 30 years.
She remembered how her boy-friends could kiss for hours never leaving the couch but tonight she was ready to have a young lover do all they desired.
Jesse slowed again taking the wine and offering her a drink once more she gulped it down wanting the mellow buzz that had begun in her mind to reach her entire body.
Jay giggled, “young-man are you trying to get an old lady drunk?” Jesse smiled and leaned in to taste her lips once more, “ you are a passionate woman and I intend to pleasure you till you beg for mercy.”
Jay stood now towering over him in her heels, a little wobbly at first but steadying herself she put her fingers into his hair and pulled him to her nipples crushing his lips over one then the other, “suck them in and taste my nectar” she whispered, “I want you to fuck me all night long.” Jesse breathed into her cleavage and took her around the waist pulling her between his parting legs.
Her knees found his thighs as she spread her legs to give him a clear path to her snaps. Jesse pushed her back and kissed his way to her now wet pussy and used his teeth to pull the naps one by one relishing the taste of her love juices now mixed with the strawberry lube, he was about to pull her garter off but decide to leave it he had a plan for it later.
He stood now kissing her full and hard mixing there wine and strawberry taste, he paused and took one last sip of the wine turning her to the bed placing her large round ass against the mattress and gently lifting her up, now he stood between her stocking clad legs admiring the red bush parted by a very wet labia, he placed a kiss on her swollen clit and told her “just one minute my pet I need to get this on tape.”
He pulled the tripod out to the middle of the room pointing it between her legs and hit the record button. Jay sat up and played to the lens tucking the teddy flaps under the mid-section and adjusting her nipples to stand out for his pleasure. She adjusted the straps on the garter belt and abandoned any thought of saving the hose she was going to become the roaring Cougar tonight.
Jesse moaned a mournful growl as he approached her untying his robe and letting it fall to the floor. He was at full erection with a large drop of pre-cum oozing about to drip Jay grabbed the shaft and pulled him to her lips licking it up, she was so ready to be fucked but this was a beautiful thing to behold, he was at least and inch shorter than Ted but he made up for it in thickness and stiffness he was iron rod stiff and she knew she would never get her mouth open that big to take him in but she had to try. The head looked like a large mushroom and the clean circumcised member just needed to be sucked, she spent some time forcing her tongue into the huge crevice licking up and down his shaft sucking the underside then she found his balls they were huge and hung heavy full of hot semen she could hardly wait to have it splashing into her pussy. Her curiosity made her ask, “have you ever measured your cock? It looks like a coke bottle with a muffin on top; I have never seen anything nearly this big.
Jesse moaned into her ear, “ its 8 inches long and 6 and a half in circumfrance.” “Wow,” Jay asserted, 4 maybe 5 is the biggest I have been with I bet the girls all beg for seconds.” Jesse just grunted. “Actually I have only had a couple of girls come back I try to keep moving not wanting to get serious just yet.”
Jay raised her head and just laughed, “glad to hear it, I get a whole week?” “Yes mam you do, how would you like to start on top my little Cougar Lady?”
“I thought you would never ask young man, lay down let me get you all lubed up,” she demanded as she reached for the lube. Jesse lay down on his back watching her take control.
Jay made quite a show, stockings and heels with garter belt accentuating her perfect freckled ass as she straddled this mammoth cock slowly letting it stretch her vagina muscles to a new limit.
Her wetness with the lube she applied to him made for a smooth entry but she was going slow trying to let her cunt walls adjust to this new intrusion she was swollen and truthfully a little sore from Teds use of her rabbit, she felt a pang of anxiety thinking of standing Ted up after he had been so thoughtful all day. She shook her head chuckling she was now fucking her young stud after having intercourse with Ted and having her pussy worked over twice in one day with a rabbit. This was more sex than she had in the last three months in one day.
Jesse got her attention by pinching her nipples as she had begun to rock back and forth on his flag pole. Finally after several minutes she got comfortable and leaned over and kissed him deep and wet their tongue doing the tango as he slit her in half now pulling he ass cheeks apart squeezing the patting her ass with both hands, Jay was lit from the wine and she sad “Harder, spank that naughty ass mister.” Jesse was uncertain how hard to go till she took her hand and smashed herself with a loud whack.
He picked up the tempo alternating his hands slaps with his thrust upwards to meet her lunges. She seemed to be about to orgasm as she would lunge and then grind her clit into his shaft gritting her teeth she hissed “you are so hot I want you to pump me full of that hot young seed Jesse cum with me if you can.”
Jesse was not quite done so he grabbed her ass and helped her with her grinding pulling her onto his shaft with all the force of a young bucking stallion. She convulsed three times Cuming hard on his joy stick, before collapsing on top of him heaving from her exertion.
Jesse patted her ass and said, “nice Job Lady now it’s my turn.” She let his wiggle out from under her staying on her knees as he got behind her and spread her ass cheeks to watch his throbbing member enter her dripping cunt. She was a tight fuck from behind something about gravity at her age everything meeting at his entry closing onto his man tool what a view her ass is her best asset, it’s a full half size bigger than would be proportionate to her body she has booty. Covered in freckles from youthful sunbathing in bikini swimsuits it is a sight to behold. Covered to the top of her crack with green Garter split by two straps straining from the action, nylons to the mid-thigh, he is in heaven.
He takes her ass in both hands, lifting to get her to the proper angle, then takes a handful of garter using it like a hand rope on a wild bronco he pulls her into his thrust first slow and deep then hard and fast. He lets his frustration and impatience from the morning bleed off with each thrust it was worth..tha….wait!
Jay recovers her wind and begins to respond again, “oh yeah ride me cowboy don’t stop till you been up there at least eight minutes,” she chides. “That’s it fill me up let me have some of that young blood, try to fill me up to overflowing, I want that hot load to run down to my toes.”
Jesse gets into now he holds on with one hand and uses the other to reach for her hair pulling her up like a mare in heat he feels his balls contract and knows he is all but done so with a yelp heard by the neighbors he plunges as deep as he can his balls slamming against her swollen clit as he holds her against him and shoots a dozen streams of hot liquid deep into her womb. He flips her onto her back and enters her missionary style leaning in for a deep passionate kiss as he shoots one more stream deep into her wetness.
Jay kisses back pulling his head against her with both hands as she orgasms all over his softening manhood.
“Well young-man I have work tomorrow I hope I can walk, I need a shower can you come wash my back,” jay begged. “I was planning on walking you home mam it’s the right thing to do respecting my elders and all,” Jesse, dead panned. Jay slipped on her wrap over her teddy and just adjusted her tits heading for the elevator; Jesse had his robe cinched tight as they made their way to her shower. Ted just shook his head in the shadows he was afraid she was going to be in for a rough ride with this one.