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Jessie Ch. 01

By: waltermittyjr



I woke up with a start. There was a noise. The bedroom is dark now except for the moonlight streaming in through the open windows. Light and shadow hold one another in the warm breeze from the window. Curtains moving gently in and out. Traffic noise muted ten stories below.

"Jessie?" I ask the pitch black hallway. 

Remembering now; meeting over drinks. Jessie and me, flirting, talking, a throaty laugh from smiling ruby lips, hazel eyes, smooth, dimpled face framed in dark hair. Tall, tan dancer's body--long legs, bare perfection in stiletto heels, wrapped in a cream silk blouse and a black mid-thigh skirt. Drinks finished. A long, silent gaze rich with promise cutting through the noise of the bar. Caressing the question? Squeezing the answer. The cab ride to the apartment; teasing and teased over clothes growing damp and tight. In the elevator; holding each other, thudding hearts, hands cradling faces. That first kiss--eyes closed, soft lips--a deep base note in my heart. Inside the apartment, pressed up against the closed door. More kisses, lush tongues, curious, bold--eyes open, soft moans. The base note a rhythm now. Eager now. Urgent Now. NOW! Clothes pulled and peeling; trailing down the dimly lit hallway to the bedroom. 

Tumbling backwards onto the bed. Jessie in the soft glow of the lamp above me. Straddling me. Grinding down on me...grinding up at her. Both of us half-naked, hungry eyes devouring as we finish--slowly--with what's left. Her hair breaking over her shoulders. My hands cupping firm breasts. Her fingers curled into my hair pulling. My lips and tongue at her nipples. Her back arching and with a gasp as my teeth catch and tug on the studs there. My fingers curl into her thong and begin to pull it down.

"Wait!" Jessie says, pulling me away and looking into my eyes. "Not yet, Glen."

"Jessie" My voice almost breaking with needing and wanting for us both.

"Lay back lover, you first." She croons to me as she steps back, kneels and pulls my briefs off, releasing my straining prick. 

Her eyes never leave mine as her head slowly descends, rubied lips parting, warm breath and then...wet heat low and tight...up...then lower and tighter still...again. This time to the base. Her eyes close and...her throat! Sweet Jesus, her throat! Back up again, sucking air, sucking me. Down again. Up again. Groaning, my hands find her hair pulling. She grunts and grabs my fingers pulling my hands away. I let go and grip the sheets. She begins her decent again and my head falls back. I'm all cock now, can't think, just--nothing else. Her saliva trails back down to cover my balls as her mouth comes up. Her hand clamps around the base of the shaft. Pulsing. Her tongue at the head in slow, lazy circles. Sweet, delicious agony. I spasm briefly, trying to hold On, Hold Out, HOLD. She drops back down the shaft only this time fast and hard. Bruising those soft lips on my groin--a hair-trigger now.

Gasping. "God! Jessie, I'm..."

She doesn't stop. I can't. But time does. My hips buck once, twice. She rides it. Comes up a little for a breath and then a spit-slick finger finds my asshole and pushes in, crooking and uncrooking. Pulling the trigger. I go off.

"Aaaaaahhhhha!" Yelling as I'm firing into her hot, tight, sweet mouth again and again. 

"Suck it, Jessie. Yeah!! Yeeeaahhh!! Fuck!!! Cu...unnh...Cumming!! OH FUCK! Aaaaaagghhhh!"

She hangs on. Her ruby lips a seal now as she keeps sucking and swallowing jet after jet of my cum. I pass out...

"Jessie?" 

She comes from the dark of the hallway gazing at me. Moonlight and shadow chase each other along her body as she moves. The thong is still there.

"I'm right here, Glen." Her voice is smoky, rich like my single malt earlier. "Back among the living?" 

I come off the bed in answer and pull her into my arms kissing her. Tasting the remnants of myself, inhaling her scent, savoring...us. Feeling a throb at my belly as we hold each other. 

"Wow! God, baby, that was..."

"Not bad?" She finishes with a sly smile.

"Try...Incredible!" 

"Why thank you kind sir!" She steps back and curtsies.

Oh, you are very welcome kind miss!" Bowing to her in return, I take her hand and pull her back to me,,,towards the bed.

"And how can I ever repay you?" I ask grinning.

Ohh, I may have an idea...or two." She stops by the side of the bed and puts both hands on my shoulders. 

"Anything." I tell her. 

She gazes into my eyes, assessing, mischievous. 

"Kneel." She commands.

"Yes, lover." I obey.

Her thong, half in shadow is inches from my face. I reach for the sides and and curling my fingers into the snug fabric slowly pull it down her long, toned legs to her high-heel clad feet. Balancing herself on my shoulder, she steps out of them and sits back on the bed. Her legs spreading wide, one stilletoed foot on the floor and the other on the bed. I raise my head slowly and look upon her smooth, bare crotch, luminous in the moonlight. Gazing in rapture as her long, thick, semi-hard cock begins to rise.

"Like what you see, Glen?" Her voice a rough silk whisper above me.

"No." I answer, grasping the base in my hand, stroking lightly. I look up into her eyes and lean forward slowly, my lips parted, letting her feel my breath now. 

"I Love what I see, Jesse."

*

to be continued...

Copyright 2007 waltermittyjr

Jessie Ch. 01



Jesse walked out of the service entrance into the patio area with the long broom to clean the pool. It was a task done twice a day, and he was the early man today. He liked the morning freshness before the day heated up. As he arrived at the pool to start, a taller, heavy-set society matron in a one-piece bathing suit climbed out of the deep end, having finished her laps, maybe. She toweled herself off without focusing on it too much, and walked toward where Jesse was poised with the broom. She carried the towel rather loosely, and stopped and regarded Jesse from several yards as he started his routine. She was truly a heavy woman, and her bathing suit, a pale one-piece floral print with a thin strap tied behind her neck, looked strained across her midsection. Her hair, now out from under her bathing cap, was medium length, graying, and a little frizzy. 

She walked toward Jesse a few more steps and stopped at one of the pool chaises. She labored at flattening it for a few seconds as Jesse focused on the pool wall, but she called to him. "Young man, could you help me with this?" Jesse looked around to see her standing by the chaise, which had not changed configuration. Jesse was in his third week as summer help at the hotel, and so far, it had been a good gig. The money was about average, which would be adequate for him to put enough away for the fall semester, the working conditions were excellent – the posh hotel and all – and he got to show off in his swim trunks for the assorted women who frequented it. He'd been lifting and doing his crunches pretty consistently over the winter and it showed. His body appealed to women, and he knew it. In fact, he would have been tempted to wear a Speedo if the hotel policy allowed, but generally he didn't mind. He wanted to do good work, and never put his job in jeopardy.

So, when asked for help, he hustled over to where the woman stood and asked, "What do you need, ma'am?" She smiled at him, appreciating his quick reaction, and said, "I'd like this flattened out. I can't seem to get the hang of it."

The mechanism was really very simple and Jesse flattened it out immediately. "Could you do the honors?" she said before he could go back to work. "I can't reach my back." She handed him a bottle of moisturizer, pulled out the knot in her bathing suit strap, and lay face down on the chaise. Her bathing suit left a good portion of her broad back exposed. Jesse could see the creases of flesh in her back and took a deep breath. Doing a rapid calculation, he decided the rules he was trying to remember said nothing about applying lotion to a guest, although it almost certainly was in a gray area. He glanced quickly around, and saw that they were at least alone at the pool, and he also knew the management staff didn't arrive for another hour and a half. Besides, he'd been asked directly for help from a prosperous-looking guest. Finally, he thought of how weenie he would have felt turning her down, so he opened up the bottle of lotion and rubbed some out in his hands.

With the first stokes of his hands across her bare shoulders, she gave a little nod and a short humming noise of pleasure. "Pool water is so drying, don't you think?" she said. He rubbed the lotion across her shoulders and down her arms a short distance. He squeezed out more lotion, warmed it in his hands, and started on her back; she sighed at this and writhed against the mattress a little. He applied the moisturizer so that his fingers ran under the edges of her suit, trying to get all of her covered. As he was slowly finishing her back, she said, "Could you get my legs too, please – you've done such a nice job on my back, and I don't want to get up."

As he started on her feet and ankles, she said, "Do the job thoroughly now; take your time." Now he experienced his first butterflies. "Um," he said, "we have … uh, a wide variety of massages available in the spa." His hands were now attending to the back of her thigh and here she slowly turned over and raised her knees. She smiled at him.

"Massage? Is that what this is? Keep working, now, you're not finished." At this she grabbed his hand and put it high up on the inside of her thigh. "I think you might need some more lotion." Now Jesse's hands were trembling as he held the bottle of moisturizer. He felt as if he were falling headlong; he felt it in an odd physical way, and took a deep quivery breath. "Come on, now. Finish up that leg and get started on the other. Don't keep a girl waiting." Now stuck, the only thing for Jesse was to continue. He warmed up some more lotion between his hands, more nervously now. 

He worked on her legs as if at a distance – he knew exactly what was going on, felt powerless to stop, and he seemed to be observing himself as he went.

"Okay, make sure you get my arms." The woman had become used to directing Jesse's work, and Jesse to following her direction. He started on the heavy near-side arm, and as he did so, she peeled down the top of her bathing suit slightly, revealing the tops of the creases under her heavy, pendulous breasts. She sighed, eyes closed, making it ever more clear how much she was enjoying Jesse's hands on her. "Put some on my chest, too." Jesse obeyed, and as his hands went across the top of her chest, she pushed his hand beneath the top of the bathing suit to her breast. "Mmm. Make sure you get in here, too…" She was very blatantly enjoying his touch, daring him to quit. "You mentioned massage … I think I need a bit of a different service."

She sat up suddenly and caught Jesse's neck in the crook of her arm. She brought his face quickly to hers and kissed him long and hard. She broke it off and immediately kissed him again, and he felt her tongue thrust deep into his mouth. She was breathing heavily while kissing him; she worked her mouth on him devouring him.

She pushed him back, got up, and took him by the arm toward the hotel entrance. When they got inside to the deserted pool lobby, she pushed him against the shaded Plexiglas and, pressing her body against him, kissed him again. She said, "By the way, I'm Phyllis," and put her mouth breathlessly on his. After two more anxious, almost violent kisses she pulled away, her face and inch from his, and stared at him. "Jesse," he breathed.

She grabbed his rear end and crowded him roughly against her crotch. Jesse knew she could feel his hardening. She held him tightly by the ass and the back of his head, and put her mouth by his ear. "You're a good boy, Jesse," she whispered heavily. He could feel the air against his ear. She leaned away from him slightly and tilted her heavy hips against him, putting her sex quite accurately against his. "Mm!" she growled. "Let's see just how good!"

She took him by the elbow again to a set of seldom-used private stairs off the lobby, and Jesse noticed the carpeting was suddenly much deeper. At the top of the stairs, she opened the first door on the right with a rapid touch of the combination. Any thought Jesse had of his pool duties was very far in the background at this point. He still wasn't sure if he wanted this, but he WAS pretty sure that by now he didn't really have a say in what happened.

The suite was large, three spacious rooms at least. She swung Jesse around and backed him up to the bed, looking him in the eye the whole time. She gathered him up in her arms and kissed him deeply again – Jesse was beginning to feel like the main course on a platter. "Get out of those trunks, and get me out of this suit," she demanded, her voice deep and breathy.

After he slipped off his trunks, exposing his semi-erection, Phyllis pushed him to a seated position on the bed and pushed down the top of her one-piece, exposing her pendulous breasts. "You finish," she commanded. Jesse reached up tentatively to the sides of her suit, and as he did so she bent over him, took his face in her hands, bent his face to hers and began kissing again. This was a fury of continuous deep kisses. She felt his hands rolling her suit down and she began to moan and make guttural noises during this progress. This was slow progress, though, because the fit was so tight. Finally Phyllis took the suit herself and pushed it all the way off and stepped out. Jesse became aware of just how tight the fit must have been; directly in front of him, he could see the rolls of her abdominal flesh. And suddenly she had her hand around the base of his cock and her mouth over it. She lubed and lengthened and hardened him expertly, and he felt her warm mouth on him. Jesse was now very erect and Phyllis held his hardness tight and rubbed the base of the tip with her thumb. "Lie on the bed – head on the pillow." She was nearly out of breath.

Jesse slid backward toward the headboard and Phyllis crawled on all fours over the top of him. He settled, and Phyllis gave his cock a lingering suck and then moved above him. Straddling him, she expertly positioned herself above him and quickly slid him inside. She let out a sound as she did this – a growl that turned into a surprised "Oh!" and finished in a little scream. Her flesh quivered as she ground down on him – her movements lost their coordination and he felt how tight she held him inside. It occurred to him that she had come on his first entry, and as soon as this thought hit him, he knew it was so. Phyllis leaned a little forward after the first throes, her breathing a little less ragged now, although she still heaved air in and out. Her initial rocking and quivering had slowed. She leaned over Jesse, he still hard inside her. Her size wouldn't allow holding each other more closely. 

On top of him, Phyllis became more focused. She began a slow rhythm, grinding her clitoris hard on the base of his hard penis, and watched Jesse's eyes. She accompanied each of her thrusts with a determined "Mm!" And as Jesse arched his back into her, she opened her mouth to breathe harder. He held her hips, or got his hands actually on the outside of her thighs now, as she began again to ride him. For a time she moved slowly on him, enjoying each grinding thrust; Jesse tried to pace himself, to stay hard and not approach his own climax. Phyllis's groans and exclamations came more quickly in a few minutes and Jesse timed his thrusts to maximize Phyllis's pleasure. Soon Phyllis was riding and breathing more quickly; she leaned forward on her hands and dropped her head. She let out a series of little screams as her body took over – her thighs, her heavy abdomen, her sagging tits all bouncing in the rhythm. She suddenly fell forward on top of Jesse, her body enveloping his, as he felt her vagina work on him. He forced himself up into her, and came, a shuddering, out-of-body orgasm. She lay on top, still holding him with all parts of her body, her breath a noisy wheezing, she swallowing and trying to calm it.

Phyllis's breathing slowed even as Jesse felt her vagina squeezing and moving slightly on his penis. This kept him from going completely soft, and the two moved to the next phase of lovemaking. Phyllis stayed on top, her face to one side as she worked her vagina on Jesse's consistent hardness.

With each flex, Phyllis breathed, and Jesse worried that he might not stay hard enough for her. She sure seemed to enjoy herself, and Jesse – he'd just as soon get back out and finish the pool. "You feel so good inside me," Phyllis said as she worked her muscles again. She lifted herself and placed her hands on his shoulders, pinning him. The satisfaction was evident on her face – the half-closed eyes, the lips forming a small grin as she looked at him.

"Mm, I had a feeling about you when I saw you in those swim trunks," Phyllis told him, and then finally slid off with a small mournful sound and stood beside the bed. Jesse didn't rise immediately but said, "Um, I think maybe I should get back to work."

Phyllis said, "We might want to clean you up a little. Come on – the bathroom's over here." She pulled him up by the arm and led him. He watched her flesh again as she turned on the water – there really was quite a bit of her. He did see the logic, however, of rinsing off a bit before getting back into his trunks. 

Phyllis opened the door to the roomy shower. Jesse admired the slate-colored tiles and the shower head on its flexible line. Phyllis reached with her fat fingers under the water, and after a moment, said, "Okay, hop in."

Jesse stepped across the threshold and received a solid swat on the backside for his trouble – "Hey!" He looked back at her as she followed him in, forcing him back. Well, the shower was large, but Phyllis's bulk made it just a little on the snug side. She reached up and took the shower head down and started spraying Jesse's torso. She spun him around so his back was facing her and sprayed his shapely rear end. "Oh, this ass is gorgeous!" She gave it a resounding swat. "Hold this," she said as she handed him the shower head. Jesse wanted to object, to just go out now and get his trunks and go back to his pool duties. But he still didn't know exactly who Phyllis was – she sure had the combination to an excellent suite; he thought maybe the quickest way to get out of this was to wait and submit. 

Phyllis was lathering up some body soap in her hands, and started to rub Jesse's ass cheeks. "Wow, I really love these. I love the way they feel with the soap." She massaged them, one hand on each, for a few moments. "Okay, turn around," she told him. She got more soap from the bottle, and started in on Jesse's pubic area. "Ah, there's my little friend! Maybe he can grow again!" she said with an excess of cuteness.

Jesse let go of the shower head to spray their lower legs and grabbed the wall as Phyllis deliberated over lathering up his cock and balls. His penis did indeed start to respond. "Um, Phyllis, I am on the clock, you know?" He let out a deep sigh as she stroked him with her soapy hands. 

She looked into his face. She said, "I know. It's not even 7:15 yet, silly. You can give a girl a little more of your precious time, can't you? Hm?" She pushed closer into Jesse, still holding his privates in her hands, backing him into a corner of the shower. Having her hands on his stiffening cock generated warmth and tingling in Phyllis's center. She let go of Jesse, put her hands around behind him, and kissed him. She drank him in, moving her mouth sensually on his, moaning into his mouth. He had little choice but to give in; he put his hands on her shoulders, and she just pressed in closer. Jesse's kiss, his cock sliding against her lower abdomen, the feel of his mouth on hers – everything aroused her. She picked up the shower head and quickly rinsed him off and turned the water off. She led him by the hand back to the bed; she kissed him again and sat down on the edge of the bed. She said, "Eat me – use your mouth on me. I want to feel that!"

He knelt beside the bed and she positioned herself on the edge and held his head. He was taken aback by her urgent desires, and was still trying to figure the quickest exit. She held the back of his head so forcefully he knew it would be a very disruptive effort to free himself. So he put his hands on her thighs – her legs were already wide apart – and started to spread her coarse pubic hairs. He touched her clitoris, which was already rather exposed, and this met with a loud cry.

He started by tongue-kissing the clit directly, a lasting, gentle caress with his lips and tongue. She bucked at this, her flesh quivering and her breathing already ragged. He continued his ministrations, rolling his tongue over her, kissing, and sucking, and varying his rhythm – a quick sliding of the clitoris in and out of his mouth followed a slow, teasingly gentle kiss. A few repetitions of this and Phyllis cried out. She bucked hard against his mouth and her legs crossed behind his back, pulling him against the bed tightly. He felt her clitoris convulsing in his mouth, and he kept his tight contact with it, sucking it in and out during her orgasm.

Quite short of breath, she let her legs rest, feet back on the floor. Jesse straightened up in his kneeling position. She sat up suddenly and put a hand to his shoulder. She shifted back and onto the bed, her legs split apart and said, "Come on – come up." So much for a quick escape, Jesse thought. "Um …" he said, standing up.

"God, that was fantastic! Oh, honey, that was the best head anybody ever gave me. Come here, lay on me." By now, Jesse had just given up any resistance with this willful partner. He lay gently on top of Phyllis, onto her hefty abdomen, into her flabby welcoming arms. Her bulk prevented much sexual contact, so she shifted her hips upward, and after he raised himself up on his elbows, and then up to arms' height, he could feel her wet sex against him. "Oh, you got a little soft, didn't you?" she said. She began to tilt her hips against him, rubbing herself against his cock, and he closed his eyes and started to breathe deeper. She could feel his hardening length as she ran herself along the top side of his shaft. One tiny shift at the ultimate moment and suddenly he slid inside her and she gasped. She continued shifting her hips against him, her arms outstretched side to side where she grasped at sheets, pillow. Jesse was now up on his arms above her, following her rhythm, thrusting into her. They were locked in this way for a minute or two, until Phyllis's thrusting and breathing came faster. She turned her head from one side to another, then felt the sweet inevitability sweep over her. She held Jesse's arms as her rhythm suddenly stopped at the top of her tilt; Jesse held himself hard against her for that instant, then thrust in and out very fast, as Phyllis responded with her hips. She was emitting little screams with each ragged breath; her face contorted, lost in sensation and just as she started to slow, Jesse pushed hard against her one last time, and lost himself in climax – his cock jerking again and again inside her. This brought a heightened "Oh!" from Phyllis's lips. Jesse eased himself down to his elbows, and slowly, they began to catch their breath. Phyllis caressed Jesse to her chest, her boobs lank and out to the sides, although the nipples were still dark and hard. She ran her fingers lazily through Jesse's hair.

Finally, Jesse eased himself out of her and lay beside her in bed. She turned her head toward him. "Well, listen, Sugar," she said languorously, "that was a little bit of heaven on earth. Bet you didn't know older gals got it on so, did you?"

Jesse swung his feet out of bed, his back toward Phyllis. "I guess I'll go back to work and leave you to your suite."

"Oh, this isn't my suite exactly," she told him. "This is booked to Mrs. Norland – you know, the major minority owner of the hotel chain? I work for her."

Jesse turned and looked at her. "Oh, yeah," she said, "I've been scouting for likely candidates to be her escort while she's staying. And darling," she laid her hand on his thigh, "you're about as likely as it gets. So, meet us at the Brasserie on Palm Boulevard at 7:30. Wear something casual but spiffy – a polo shirt and slacks, maybe?

"It'd be best to be there, Sweetness," she said, seeing his look, "or I'll have to run to management here, and well, we wouldn't want them to hear about the help fraternizing with paying guests, now, would we?"



Jessie Ch. 01



It's nearing the end of winter and the weather is getting warmer. Jessie isn't sure what to think about that. On the one hand she loves the warmer weather and green grass and everything else about the spring. On the other hand that means she's going to have to start shaving her legs again which she hates. She wants to wear her cute new skirt to school tomorrow though so she's going to have to suck it up and shave tomorrow morning when she showers.

She should probably do some landscaping too while she's at it. She hasn't touched a razor in about 3 months and her bush is starting to grow wild. She doesn't actually plan on letting see it anytime soon but she might as well start getting bikini safe. Her friend usually has a pool party around this time and she might as well shave everything at once rather than spread it out. She sets her alarm to wake her up a little earlier than usual so she'll have time to shave in the morning then goes to bed.

Jessie gets a good night's sleep full of pleasant, but odd, dreams. She wakes up refreshed and a little horny. She decides to just play with herself in the shower before shaving to take care of that. She walks down the hall to the bathroom and turns on the water to heat up while she pulls her razor and shaving cream from the medicine cabinet.

As the water heats up and the bathroom starts to fill with steam Jessie pulls off her top and looks in the mirror. She's a little disappointed in her small B-cup breasts but has long since accepted that they aren't going to grow anytime soon. Stupid genetics she thought Melissa is 3 years younger than me and she gets double D's while I'm stuck with B's. Why'd she inherit mom's tits while I got dad's?

Jessie hooked her thumbs in the waistband of her sweatpants and tugged them down...to reveal her perfectly shaved legs and vag. Jessie did a double take...then wiped the steam off the mirror and looked again...then had to rub her hands all up and down her legs and crotch before she finally started to believe what she was seeing. Her legs really were completely smooth, no stubble, no razor bumps, nothing.

What the fuck? Am I going crazy or something? My legs were definitely a hairy mess last night. Weren't they? And my bush...I've never shaved it completely in my whole life, only trimmed it. what the Hell is going on? All these thoughts chased each other around in Jessie's head as she stared at her reflection in the rapidly fogging mirror. Then she had one more thought...but damn it looks good like this. Might as well keep it smooth for a while.

Jessie carefully looked over the rest of her body looking for anything else different. She found her armpits silky smooth just like her legs but nothing else. As far as she could tell she was completely normal except for all her missing hair. 

But why was her hair missing? Not all of her hair was missing, only in the places where she didn't really want hair anyway. Could it be some sort of disease? No she felt fine; anything that would make her hair fall out would probably make her feel horrible first. Maybe something she ate; weird pesticides or something? No, that doesn't make sense either; if that was it she'd be bald. What could it be?

Jessie was confused and more than a little bit scared as she stepped into her warm shower. This weird situation was more than enough to distract her from her earlier horniness. She was just glad when her hair didn't start falling out in clumps when it got wet.

Once Jessie gets all squeaky clean she gets out of the shower and towels off. She looks in the mirror again half expecting something else to be different. She wraps herself in the towel and hurries back to her room.

As soon as she get in her room and closes the door she hears her phone chirp from receiving a text. Still wrapped in a towel she checks it hoping her class has been canceled or something. Instead she sees that it's from an unknown number...

Unknown: "Hey there sexy legs."

Jessie: "Who is this?"

Unknown: "We'll get to that later. 4 now just call me God. Coz that's what I am 2 you"

Jessie: "LOL fat chance of that happening creep."

Unknown: "Well that was rude. And after I gave you such a nice gift"

Jessie: "???what r u talking about?"

Unknown: "UR legs of course. I'm sure you noticed by now. And of course your now-bald cunt ;)"

Jessie: "OMG you creep!!! WHAT DID U DO TO ME?"

Unknown: "Do you like it? How about showing me? I'd love to see my work. If you're good maybe I'll do more for you..."

Jessie: "NO I WILL NOT FUCKING SHOW YOU!!!LEAVE ME ALONE!!!"

Unknown: "OK sweetie you're shy I understand. How about just a picture of your sexy smooth legs then?"

Jessie: "NO"

Unknown: "OK make you a deal sweetie show me your legs and I'll leave you alone for a while"

Jessie knew it was a terrible deal but somehow that thought got pushed to the back of her mind and instead found herself agreeing to his terms automatically. She used her phone to snap a quick picture of herself in the mirror wrapped in a towel with her long sexy legs exposed and sent it to her unknown caller

Jessie: "Happy now?"

Unknown: "For now sweetie. I'll talk to you again after my next gift..."

What the Fuck? What was that all about? Who the Hell was that freak? And how did he...FUCK!! She almost yelled aloud when she saw her alarm clock out of the corner of her eye. She was running late. She'd even woken up half an hour early this morning but apparently between her staring contest with her mirror and her weird little text conversation she'd wasted so much time that now she was running late.

Jessie quickly threw on some clothes, including her cute new skirt that she'd wanted to shave her legs for in the first place. Then she ran downstairs, yelled bye to her mom on her way out, and rushed to her car. By the time she got to campus 15 minutes later she had calmed down enough that she thought she was thinking rationally or semi-rationally anyway.

The only possible explanation she could come up with was that this creep must have broken into her room and shaved her in her sleep. It was the only explanation, right? As terrifying as it was it made sense, more sense than thinking her really had powers anyway. Once she came to that conclusion she spent the rest of her drive berating herself for sending him a picture. It was a stupid thing to do after all. She hadn't even really thought about it, just done it. She'll have to be a lot more careful from now on...and start locking her bedroom door and window.

She finally gets to campus and rushes to her classroom to start her first class. It was undoubtedly the most boring subject she'd ever taken and probably the worst teacher as well. 5 minutes into the lecture her mind was already wondering. The suddenly her phone chirped again.

The noise startled her out of her reverie and she quickly silenced her phone. Only then did she look to see who texted her. It was the creep again.

Unknown: "You hate Molly Smith right?"

Jessie: "WTF you said you would stop texting me"

Unknown: "I said I'd stop til your next gift..."

Jessie: "What R U talking about?"

Unknown: "Just watch Molly and enjoy"

Jessie: "???"

Jessie started watching Molly; and noticed that she was starting to squirm in her seat. It kinda looked like Molly really had to pee but couldn't get up to go. Jessie hadn't seen anyone looking like that since middle school when people stopped asking to go to the bathroom. But that couldn't possibly be it. Most of the class didn't bother showing up to class anyway and no one would care if she walked out to pee. And it's not like Molly was some super devoted student either. 

Maybe she has a wedgie or something...or maybe this freak has gotten in my head and I'm just reading into it when there's nothing going on at all. Damn it this freak has gotten inside my head. I actually believed he really could do something for a second. Get ahold of yourself Jessie.

But as she watched Molly really did seem to be acting strange. She was squirming more and more and Jessie even thought she heard Molly whimper a little. She seemed to be acting really desperate.

Then suddenly Molly started shaking as if she were sobbing even though Jessie couldn't hear her and Jessie noticed a thin trickle dripping from her chair. Molly sat for a few more seconds before her composure broke and she ran out of the classroom sobbing loudly and dripping piss the whole way.

Jessie along with the rest of the class were laughing hysterically as soon as they realized what was going on. Molly was not well liked by any means and she'd never missed an opportunity to mock or humiliate them so they didn't hold back now. Only Jessie knew what had really happened. That little demonstration made her reconsider her creeper's story. She wasn't fully convinced yet but she was willing to hear him out now.

Jessie: "OMG how the fuck did you do that???"

Unknown: "Simple. I have powers. And if you do as I say I'll use them to help you."

Jessie: "Like how?"

Unknown: "Well take your legs for example. You'll never have to shave them again. I can do almost anything I want."

Jessie: "I don't believe you. Prove it"

Unknown: "I just made Molly piss her pants in front of a roomful of people"

Jessie: "So? Do something else."

Unknown: "Fine..."

Jessie sat there waiting for something else to happen. If this creep could shave her and make Molly piss herself, she was sure he could do something else to prove he really had powers. She fully expected him to do something spectacular. Maybe he'll do something to the teacher next...something that'll actually make him interesting. But all that happened over the next few minutes was that the class calmed down from laughing at Molly and the teacher resumed his boring lesson. After about 10 minutes most of the class was daydreaming again and Jessie was disappointed in the complete lack of cool stuff happening.

Jessie: "Well? I'm waiting..."

Unknown: "Go to the bathroom and you'll see."

Jessie: "Why what did you do?!?!?!"

Jessie goes from disappointed to terrified in a heartbeat. What did he do to her? She looked down at herself but couldn't see anything obviously wrong yet. But she couldn't really make a full inspection while sitting at her desk.

Unknown: "Just trust me ok? Go to the bathroom, in the handicap stall with its own sink and mirror then lift the back of your shirt." 

Jessie: "WHAT?!?!? No fucking way!!!"

Unknown: "Then I guess you won't get your gift..."

She didn't know why but suddenly found the thought of not seeing what he'd done unbearable. It was something more than just thinking he'd done something to her that she needed to know about but she wasn't sure what. A few minutes ago she'd wanted nothing more than for this creep to never text her again but now she was practically jumping through hoops for him.

Jessie: "OK fine I'll go. Hang on"

Jessie grabbed her bag and got up to leave class early. No one batted an eye as she did so. This class was so boring half of the class left early most days. As soon as she stepped out into the hall her phone vibrated again.

Unknown: "Oh and send me a picture of it"

Jessie didn't know how to respond to that so she didn't respond at all. She practically ran to the bathroom and hurried into the handicap stall. Then she hesitated, she was scared to see what he might have done to her. She faced the mirror searching her face for anything wrong. There was nothing. But then again he'd told her where to look. She turned around so her back was to the mirror, took a deep breath, and lifted the back of her shirt.

She had to stifle a scream as she saw what he'd done. She now had the words "Cum Dumpster" tattooed across the top of her ass. She rubbed at it vigorously hoping it would just rub off. No such luck. It was a real tattoo.

Jessie: "WTF DID U DO TO ME?!?!?!??"

Unknown: "What's wrong? Don't like it?"

Jessie: "NO I DON'T!! I'M NOT A FUCKING CUM DUMPSTER!!! GET RID OF IT!!!! MY MOM WILL KILL ME IF SHE SEES!!!!"

Unknown: "Hmm that could be a problem...I guess next time you shouldn't question me when I tell you something now should you?"

Jessie: "Fine I believe you. You have powers. Now will you please get rid of this before I have to go home???"

Unknown: "No little girl you're going to keep that there for at least a few days as punishment. But don't worry about your mom I'll deal with her."

Jessie: "Wait what are you going to do to her?"

Unknown: "Nothing too bad...you'll see..."

Jessie realized she wasn't going to get any more answers from him and decided to just drop that line of questioning. She'd find out pretty soon anyway and it's not like she could just not go home again.

Unknown: "Oh and I'm still waiting for that picture. Be sure to smile."

Jessie really didn't want to send this guy another picture. Things were getting way too weird way too fast and she just wanted to ignore this guy and never have any contact with him again. But she knew that was a bad idea. He could give her a tattoo without ever getting near her just to prove he could. What might he do to her if she decided to ignore him? She might just wake up tomorrow as a hideous troll or something.

She really didn't have much choice. Holding up the back of her shirt Jessie snapped a quick picture of her new tramp stamp making sure her face did not show. After all who knows what he'd do with the picture. She didn't want her face in it. Then she sent him the picture.

Unknown: "Jessie I told you to smile. It should have been clear I wanted to see your face in the picture. Try again."

Jessie pouted about that for a second but ultimately she didn't really have a choice anymore. So instead of complaining she put on her best fake smile and snapped a new picture to send to him.

Unknown: "Much better Jessie. Bye for now"

Jessie returned to class confused and frightened about what she was getting herself into. Once class was finally over she bolted back to her car having decided to skip the rest of her classes. But then as she started her car Jessie realized that the creep might not have done his magic stuff to distract her mom yet. Could she just hide the tattoo? No better play it safe and let him know she was heading home so he could do...whatever it was he was going to do...to her mom.

Jessie: "Hey um, I'm going home now and my mom is there. Did you do your stuff yet? Am I going to get in trouble?"

Unknown: "Jessie you're going to need to start trusting me. Yes you'll get into some trouble from this but not from your mom. She has bigger things to worry about."

Still afraid of what would happen but knowing better than to try asking him again, Jessie started her car and drove home.

End of Part 1 



Jessie Ch. 02



Jesse stood outside the restaurant, hands in his pockets, pacing a bit back and forth. He'd cleaned up and was wearing a salmon-colored polo shirt, which went really well with his sandy-blond hair, now very cute and disheveled in the breeze. He had pale Docker slacks on also, and a pair of sandals. Other than a general idea, he was not sure what to expect after his morning with Phyllis, but he knew that the woman or women he was about to meet were rich; they were important owners of the corporation that owned the hotel where he worked. He'd arrived early.

Then he saw them approaching on foot. Phyllis was wearing a fuchsia top over a paler knit shirt that could have been a tank-top. The outside top had sleeves down past the elbow, covering her fleshy upper arms. The inside shirt was out over the top of her dark slacks, which looked a little wrinkled and did little to hide her over-ample flesh. Her curly hair had been pulled off one side with a clip or barrette, and Jesse saw again her fat neck and chin. The other woman was older, but also quite heavy – only slightly less so than Phyllis. She wore a blood-red top with a deep v-neck, a set of ruffles accenting the neckline, and short sleeves. This was tucked into a jeans skirt which extended past her knees, and he could see her thick lower legs and ankles and beige sandals below the skirt. The skirt spread tightly over the expanse of her hips.

Phyllis caught sight of Jesse and smiled broadly. She pointed Jesse out to the other woman – Mrs. Norland, was it? – who fixed him with a squint. "Carole, this is Jesse, Jesse, meet Carole Norland." Jesse smiled tightly. "Hi," he said, and extended his hand. Mrs. Norland held it and gave him a frank, up-and-down assessment. "This is the young man you interviewed, then?"

For being a large woman, Mrs. Norland had a small face. Her neck and jowls were full and her hair was died a conservative red and cut short. She frowned at Jesse, a seemingly characteristic face for her, taking her time with her gaze. Phyllis said, "Yes, he and I talked this morning. I'm very pleased to see you here, Jesse, quite on time."

Jesse looked into Phyllis's face. 'Interviewed'? 'Talked'? Phyllis smiled at him. "Take Mrs. Norland's arm, then, Jesse, let's go in."

With Carole Norland's hand on his one arm – cool, soft – Jesse received a furtive and very definite pinch on the rear from Phyllis. As they reached the table, and got the ladies settled, Jesse felt yet another attack of nerves, and so started a slow, deep breathing pattern hoping to calm them. He begged pardon, and asked Phyllis if she knew where the restroom was.

She popped up and extended a solicitous hand. "Here, I'll take you to them. They're kind of hidden away."

They went to a dim corridor off the main dining room where Phyllis pushed him against the wall. "God, baby, you look fantastic! Mm!" – she gave him an urgent kiss – "I can hardly stand it! This outfit is gorgeous on you – Carole is very pleased."

Jesse frowned and wondered if this really was where the bathroom was. "She is?" he asked. "How can you tell?"

"Oh, she gave me a look that you didn't see. I could tell she would be fine with you, though, I know her tastes."

"Oh, you do." A hint of indignation.

"Look, I want to show you something." She pressed even a bit closer to Jesse. This conspiratorial mode was starting to bug him.

"Look at this," she whispered. She threw her top off one shoulder and pushed off the strap of tank-top, revealing a beige bra strap. She pulled her top away so Jesse could see the large, lacy cup that held her breast. "Look, I thought you might like this – a sneak peek. I bought it today just so I could show it to you." Jesse gazed at the proffered delights. She touched a point on her chest next to the strap. "Here, kiss me right here," she said. Jesse looked at her. "Come on," she cajoled, and put her hand behind his head. He bent his head to the indicated spot, and then brought his hand to her breast and placed a soft, brief kiss on her chest. At this Phyllis gasped deeply. "Oh, you sweet honey, you naughty thing!" she breathed. "I don't know what I'm going to do tonight, you'll be with Carole." She gave him two more hungry kisses in quick succession, and with an "Mm!" she strode away.

Drinks and dinner proceeded apace, although Jesse thought his hostesses focused on the drinks a little much. They were well into the second round before placing their order. Jesse was grateful, in fact. He relaxed in the booth and let the warmth fill his face as he sat between Phyllis and Carole. A few times, Phyllis fondled his leg surreptitiously and having resigned himself to his situation, he gave her accepting, even favorable glances. At length, Mrs. Norland thanked Phyllis for all her help and told her she would see her in the morning. She turned to him and said, "Jesse," – thank goodness that "young man" stuff was apparently gone – "be a dear and get Phyllis a cab. I'll wait here."

On the sidewalk, Phyllis held Jesse in a tight hug. "Oh, you have a good evening, lover. I'll see you real soon." And she gave Jesse yet another deep, dominant kiss. Jesse was becoming accustomed to them. He held her and returned her kiss, even getting a little stir in his penis from it.

The limousine ride with Carole passed amiably enough, each making small talk. Jesse hoped he didn't sound too drunk. Maybe Carole didn't mind, either way. They stopped at a small out-of-the-way club in a light industrial area, and Jesse was curious – what could this be? He made sure to help her out of the car again after the driver opened the door, and then took her arm. The front of the club looked like an office or small business, but inside it was nicely appointed, and fairly crowded. A piano trio played in a far corner, and Carole took Jesse past them, through a door at the rear. They went through a small unlit hallway, and emerged in a reception area with an oddly high ceiling. A taller woman, severe-looking, with dark hair pulled back jumped out from behind a desk and greeted Mrs. Norland. 

This woman was younger and not as heavy as Phyllis or Carole, but she had a hard look that put Jesse off a little. She wore a formless black sweat outfit with white trim. At least it looked black in the subdued light. It could have been navy. "Meredith," Carole said, "this is Jesse. Jesse, Meredith Barry." Meredith gave Jesse and actual smile, and shook his hand. "I think," Carole went on, "Phyllis found us a likely subject, don't you?"

"Absolutely."

"Jesse," Carole said as she went to a low cabinet against the wall, "in one of my businesses I sell a line of products on the internet." She'd poured herself another drink of whiskey, and poured one for Meredith. She handed one to Jesse, who decided to carry it for a bit. 

"They're specialized products, meant for a specific market," Carole said. "We're always on the lookout for models. You have to show products off on attractive models for them to sell. We think you might fit the bill."

Jesse made a sheepish face as acknowledgment. 

Carole led the way through the next door, into a room that looked part warehouse, part workout room, and part studio. He could see the unadorned rafters and roof maybe fifteen feet above them. There were many items sitting on shelves that lined the walls – Jesse saw handcuffs, dildoes, masks, and outfits of several kinds. On the wall to the right, professional light stands and a camera were set up with some background drapes. In addition to some anchoring hooks and rings, a vault horse, and a couple of plain black sofas, there was a unique piece of furniture: it was a low fainting couch, but the level end of it had been altered. It was cut away, shortening the couch, and an odd arrangement of parallel bars and pads had been added. 

It was no longer a mystery to Jesse what Carole's business was. He took a swallow of his drink.

"So, Jesse," Carole started, "I'd like to get right to work. Strip out of your clothes, please." 

Jesse hesitated only a moment, put his drink on a shelf, and pulled his shirt up and off. The rest followed quickly until Jesse stood, a little cold and self-conscious, completely naked. He was aware that he might not present the most flattering image, but the women seemed pleased enough. They ran their hands over him, leaving nothing out. They spoke about him as though he weren't there. 

"His chest hair is nice," running hands over his chest. "Nice color, too."

"Oh, I definitely agree with Phyllis. This ass is very nice."

"I bet he's nice-sized when he's erect." "Mm-hm."

"Well," Carole finally said to Jesse. "Come on over here and – oh, you know what? Merrie, I think this is a perfect setup for the CFNM site, what do you think?"

"Oh, sure, that would work," Meredith said, "but let's get the modeling shots done first, we need those sooner." Carole assented, and the two began to look around at items on the shelves. The two women found a few items; one looked like a leather jock strap with studs along the front, one was a pair of pale pink latex shorts, there was a short cut-off t-shirt, and Meredith found a set of chains that Jesse didn't know what to think of. 

The two started to dress him in the latex shorts, and Jesse, who thought he'd be happy to get some clothes on him, thought may have been imagining it, but he thought their hands wandered over him a little unnecessarily. While they were pulling the shorts up, someone's hands stayed on his rear, and when they pulled the pants up to his waist, Carole held his penis down so that it pointed down when the – unbelievably tight – shorts were finally on. Then there were a couple of more rubs frontside and backside as they looked him over. Then came the gratuitous spanking. Each woman had to take a turn giving him a couple each, and they evidently enjoyed themselves immensely. "Okay, okay!" Jesse had to say, "Wasn't there something about some pictures?"

Carol said, "You know, Jesse," rubbing her hand on the front of his crotch, "don't get too uppity. Our mood is liable to turn sour." She was patently not fooling.

"Okay, okay, I'm the plaything, I get it. I've been in worse situations," Jesse said.

"That's better," and for the first time Carole kissed him. Jesse thought she wanted another but stopped herself.

They snapped a few pictures and took a few sips from their drinks. The talk, the hands, the freedoms Carole and Meredith took, all got a little freer. Once, while ogling and shooting Jesse in a leather jock strap-type affair, Meredith gave Jesse the most outrageous goose he'd ever had.

Through all this, Jesse knew his own options were more limited than those of his companions. He couldn't start grabbing Carole (not that that would have been his first choice anyway), and he couldn't start fondling Meredith's tits (and given his druthers, he would have passed on that, too).

When the women began to slow down from taking these pictures, and in a momentary lull, Meredith bit Jesse on the ass, provoking another little cry. Carole indicated the odd fainting couch with the added structure. "Have a seat, Jesse. You've help up pretty well."

Jesse flopped his butt on the couch and let out a sigh. Any hope of calling it a night evaporated when Carole made him scoot over and sat next to him. She took his hand and placed it on her breast – when it had been freed from its bra, Jesse didn't know – and said, "Kiss me, Jesse." Carole drew him closer, pressing herself against him as she consumed his kisses. Meredith had knelt in front of the low couch and began stroking the inside of Jesse's thigh while he and Carole stayed locked together. Carole's kisses revealed a surprising passion – she had impressed Jesse as a bit of a cold fish, in addition to having looks that plainly didn't appeal to him. 

In a few moments, her breathing rather heavy, she said, "Okay, Meredith, show him where to go."

They all stood, and Meredith give him a little smile, and pulled him by his erection to the curious construction at the end of the couch. "Kneel here," she held by the shoulder. "Put your knees down on that pad."

Jesse knelt down and Carole, having removed her skirt and panties, reclined on the couch and made her vulva available to Jesse's face. The kneeling pad was just high enough, so that when using his mouth on Carole, Jesse's rear end was the highest point of his body. When combined with the distance between the knee rests, this exposed all of Jesse's privates in a very vulnerable position. Without a word, Carole put a hand behind his head and pulled him toward her crotch. He engaged it, putting his mouth tentatively on her hooded clitoris. He began to move his mouth and lips sensually on Carole, who moaned and breathed harder, and pushed herself tighter against him.

Jesse felt a spank on his rear and made a small sound, but did not disengage from Carole. After the second spank, the surprise was gone and Jesse settled into the activity, kissing, gently pulling, and sucking on Carole's fill clit. "Oh! Mm. Mm. Oh! OH!" Carole was riding Jesse's mouth now and clearly enjoying it. Jesse then felt Meredith's hand on his ass, but this time she had something cold on it, something wet. She began to smear the substance around his anus, moving also around on his ass and down to his balls. Jesse began to move his ass a little against Meredith's hand, and she slid a finger slightly inside him. Jesse's breathing began to come faster now, too. Jesse wasn't sure, but thought Meredith slid a second finger inside him. With her other hand she would slap his ass, and guide him rhythmically, impaling him on her fingers.

Jesse outdid himself on Carole's clit. He kissed and tongue-bathed it, he massaged it with his lips, he thrust his tongue inside her, and sucked and moved his mouth with his innate sense of Carole's rhythm. Suddenly Carole let out a series desperate little screaming sounds, and Jesse kept his lips fully on it as he felt Carole's clit jump and spasm in his mouth. His tongue rhythmically accompanied her orgasm, trying to make the sensations last, milking it.

Finally, Carole relaxed her grip on Jesse's head and Meredith removed her fingers from him. She reached around and grabbed Jesse's large erection. She said, "Stand up," and pulled him over to another couch nearby. She sat him down and stripped out of her sweatpants. She knelt above him and slid herself quickly down on top of him. Her thrusts on him were rapid and jerky, and Jesse guided her hips up and down. She moved very quickly, almost violently, and with a small cry tightened herself on him and shuddered, and squeezed him, his head to her chest, her knees bestride him, her hot sex full of him.

After a moment in this position, she rose up and off of him and went to put her sweats back on. Jesse sat with his easing erection, watching the two women. 

Carole, back in her skirt came over to Jesse, and stood him up in front of her. Her took his balls and his now fairly-soft cock and quickly fitted a double ring over them. Jesse, a little groggy, tried to step away from her, and as Meredith held him in place, Carole said, "Wait! It's just a temporary arrangement." Her tone wouldn't brook dissent. A second little sleeve went over Jesse's cock, and he felt annoying ridges in this piece, although as he softened it wasn't bad. A hard plastic cover attached to some chains with small padlocks fitted over the whole thing and attached around his waist. There was no way to get out of this. 

"It's stainless steel, and the outside is hard plastic," Carole told him. "You don't even have to take it off to urinate."

"What?!" Jesse was horrified. "What are you doing?"

"Don't worry, sport," Carole said, knocking the helmet-like cover a couple of times. "I'm sure you'll be out of it soon enough," she said cryptically.

It didn't fit under his pants very easily, and the women took Jesse to the car the back way, without giving him any time to object.

He sat mutely objecting to his new harness, or chastity belt, or whatever you want to call it, knowing anything he said or asked would probably rile Carole. He was driven back to the hotel, and the driver escorted him back to the suite where he had started his day. Phyllis sat up in bed, the falling covers exposing the tits that lay flat against her chubby torso. "Sweetheart!" she said, and opened her arms to receive him to her bed.



Jessie Ch. 03



Jesse stared at Phyllis. This day had been about as long and weird as any he'd ever had. He was tired, headachy, and in a foul mood about the contraption around his cock and balls. It held him out front uncomfortably, and he couldn't take it off even to pee. He said, "Look!" He undid his pants – he was surprised to see his undershorts were missing – and dropped them to his ankles. There was the offending apparatus – chains around his waist and between his legs, burgundy-colored plastic cup covering his out-thrust organs.

Phyllis clicked her tongue and said, "Aw … did they put you into a chastity cup? Come here, baby, let me look at it." Jesse pushed his sandals off, stepped out of his pants and approached her. Phyllis threw the covers off, and knelt on the bed, the folds of her torso quivering as she did so. At least she sounds sympathetic, Jesse thought. Phyllis reached out and touched the helmet-like cup, and fooled with the chain for a second. "Turn around," she said. "Let me see. … Oh, you know, it's mean and everything, but you really look hot in it."

"Come on!" Jesse complained. "Carole told me if I get hard in this, it will cause pain."

"I know," Phyllis said. "They're really insidious. Take your shirt off."

"Take my shirt off, why?"

"You can't really go anywhere in that, can you? Let me see all of you while I think about how to help," Phyllis said.

Jesse glowered at her, then took off the shirt and dropped it on the floor. Buck naked again in front of a fat woman who has me over a barrel, Jesse thought. Phyllis came heavily off the bed – she was naked, too - and started running her hands up and down Jesse's chest and shoulders. She told him, "This is really too much fun, you have to indulge me just a little." She stroked his hips, his ass, back to his shoulders. Jesse stood with his eyes closed, annoyed and impatient as she rubbed her pendulous tits back and forth on his back. "Geez, seeing you like this just makes me want to fuck your brains out!" After that statement, Jesse just sighed.

"Okay, Jesse, what will you give me if I can get you out of this?" she tugged on the chain around his back. "Remember, it has to be pretty good, considering I can pretty much make you do anything I want."

He turned to her. "Can you get this off?"

"Maybe I can, I'm not sure." She sat on the bed again and looked at the little padlocks on either side of the cup. She ran a hand meanwhile up and down the back of his thigh, and up to his rear end, and played with the hairs near his anus. She smiled up at him, then brought both her hands to his ass. She began kissing around his lower abdomen, hips, and next to the cup. This apparently annoyed Jesse enough to keep him from becoming erect. Finally Phyllis ran her fingers together at the crease of his ass and spread his cheeks apart and began kneading him.

"Jesse," she said as she slid her bulk back on the bed, "maybe – give me a little incentive, sweet thing." She leaned forward and held his hand. "Come on, bring that gorgeous mouth here again, hm?" She rubbed her crotch once, down and up. She lay back, sighing, and spread her vast legs apart and lifted one knee. "You created a need, baby. I love the way you feel on me."

Once again, Phyllis was dictating to Jesse, and he could see no way around it. He was so tired the only emotion he could feel was a dogged determination to get out of the chastity cup, and maybe the driver had taken him back to Phyllis for a reason. Or maybe Phyllis or Carole has simply told him to.

He climbed onto the bed and ran his fingers up Phyllis's legs. This produced a satisfied "Mmmmm …" from her, and she spread her legs even farther and lifted her second knee. She began to undulate her hips just a little as Jesse got into position to serve her.

Jesse put his hands under her thighs and gently took her in his mouth. Her fleshy torso quivered at his first touch, and Phyllis immediately began to moan loudly. Jesse moved his mouth on her, kissing the surface of her vulva, burrowing in with his mouth where he knew her clitoris to be. Phyllis's thrusts became stronger, insisting he find her and take her with his mouth. He did finally and began his skillful treatment. She moved steadily against his mouth and tongue and made Jesse work. They locked into a rhythm, Phyllis's breathing and hips in synch. He ran his fingers through her pubic hair, giving her clit a little attention with his thumb. He reached under her, massaging her ass, squeezing it. Phyllis breathed and moaned, moved her hips against him, breathed and moaned. She held his head lightly with one hand – more like a fondle. He held her thighs tightly, then released, then moved two fingers inside her, and reached up and massaged the spot in the roof of her vaginal canal. Her breathing and motions suddenly grew more intense when he did this, and now he pressed his lips and tongue more tightly, paying special attention to her clitoris, varying his pressure and rhythm to keep her stimulation growing. He tried to be careful to keep just the right pressure with his mouth and fingers, tuning himself in to her pleasure; he had a pride in giving his partner all his effort and concentration, even Phyllis. His penis in its sheath started to get hard, and he hoped he could relax soon, because his erection would was going to cause him a heck of lot of pain.

Phyllis suddenly squeezed him between his legs, her abdomen quivering again – with her loud "Oh – Oh – OH!!" – with a little screaming sound she turned one hip off the bed for an instant and raised her foot involuntarily. Jesse furiously worked his lips and tongue on her clitoris and thrust his fingers rhythmically, pressing the point inside her. She convulsed under this treatment, her whole body shaking, her flesh a shuddering mass. She held his head hard against her sex, moving her hips up and down as Jesse kept tongue-kissing her clit while it was in his mouth. Phyllis finally took a deep, deep breath among her ragged breaths and slowed her thrusts. She kept Jesse's mouth on her, but when he started to lick her again she let out a little yell and held his head off of her. He rested his head on her thigh and breathed. After a moment he raised up slightly and turned on his side. He moved his shoulder up against her wet crotch and lay his head on her soft lower abdomen. At this she let out an "Mm," and nestled herself tightly against him. Jesse, his free arm thrown over her thigh, had an overpowering urge to sleep; he rested his head on her and closed his eyes.

He woke with a strong urge to pee. He looked at Phyllis, asleep and very contented. He slowly got up, pulling himself off of her gently, trying not to wake her. He was finally standing, and shook his head, wondering why he should be so careful. Then he remembered, with a sinking feeling, that he needed to do what Phyllis and Carole wanted him to do. He felt his job, the plumb of the summer, was hanging in the balance.

He looked balefully at the cup. It wasn't uncomfortable, it just felt different – a little awkward, like getting used to new glasses, or new shoes. He walked now, scared, to the bathroom. He really had to go. He sat on the toilet, and after a moment, he closed his eyes and relaxed. His stream went neatly down the cup and into the toilet. He had to tilt pretty far forward to accomplish this, and it would take some cleaning up afterward, but it wasn't really all that awful.

"Well, look what you've mastered!" Phyllis was in the doorway, a hand on the door jamb, smiling at him. "That is so cool, honey! I was hoping you'd get past that milestone."

"Uh … I didn't see you there. I can do this, but it's pretty gross," Jesse said.

"Oh, it isn't that bad. Just takes a little cleaning up," she said. "Finished?"

"Um … yeah …"

"Okay." Phyllis opened the shower door and turned on the stream. "Come on, lover, let's get you cleaned up."

"Can't you get this thing off of me?" 

"Now, Jesse, sweet meat, whining isn't an attractive trait, especially on someone as totally stunning as you." She tested the water temperature, and guided Jesse in by the arm. She waited by the shower with a towel. Jesse did a thorough job, rinsing all around his privates and his strong-looking legs. He looked at Phyllis, who watched with pleasure. "Every time you move," she said, "each angle, is gorgeous, my love. You must know how truly drop-dead you are. Now come on out."

Jesse shut off the shower and stepped out to Phyllis's waiting towel. She patted him off with care, enjoying her closeness to and possession of him. "Okay, you look like you need some more sleep. We'll deal with this little wardrobe issue, don't worry. Although now, you can go to the bathroom, no problem. There'd be no big reason to take it off, huh?"

"You seem to like use of my equipment," Jesse said. "This kind of limits it, doesn't it?"

"True, there is that." She led him by the hand back to bed, her pear-shape body wobbling along, her tits flat against her abdomen. "Now lie down. Relax."

Jesse truly was tired, and complied. He dropped onto his back, and Phyllis quickly dropped herself astride his belly, facing his feet. She giggled. "Now I gotcha!" She sat on him, her wide back facing toward his face, her knees bent alongside him. He started to buck, trying playfully to throw her off. "Hey, quit that. Don't blow any chance you have that I'll do something nice for you," she said.

Jesse relented, and relaxed beneath her weight. Breathing was a little difficult, but certainly not a struggle. Phyllis began to rub her hands down Jesse's legs, saying, "Mmm, I love the hair on your legs. It's so soft." She leaned forward, covering his groin with her bulk, and began to kiss and lick his calves. He said, "Um … if I begin to get hard …" She paid no attention. She began to rub herself on his abdomen, and he could feel her pubic hair against him as she slid up and back. Now she began a slow rhythm with her hips and Jesse felt a little moisture from inside her. She shifted her body toward his face, lengthening the stroke of her vulva against his chest and abdomen. Her very large rear end was swinging near his face now, and then she shifted upward again and rubbed her ass lightly against his face. He held his breath. Finally she settled herself fully on his face, wiggling side to side a little bit so her anus fit on his face directly. She moved very slightly and said, "Kiss me, sweet darling. Give us a long, loving French kiss, mm?"

Not feeling anything, she lifted her ass slightly off him, she said, "Give me a kiss, sugar, and I'll let you breathe." She settled back down to his now-willing lips and tongue. She moved over him and felt his mouth on her anus, and hummed with pleasure. Jesse tasted her acrid flavor and tried his best to give her what she wanted. He kissed and gave her his tongue and tried to make the best of the situation. Every so often in her hip action she would lift up and give him a chance to breathe. And every time, she placed herself back on his face. He wondered how long this would go on. Her odor there was unappealing, the hair on her ass was rough, and she weighed a ton. At length, after a few more pleasing penetrations from him, she lifted herself and slid down off his face. He realized suddenly that she'd freed his genitals, because she had her mouth on him, licking him up and down, sucking on him and stroking him to hardness. 

He was so glad that he just lay back, not that he had any choice, and gave in to her treatment. Soon he was quite hard and Phyllis moved farther down his body, raised up over him, and slid him neatly inside her vagina. Now his lower body was completely engulfed in her bulk, her rolls of fat shaking with her motion. Her hips rose and fell as she drove herself up and down on him. He tried to maintain a position without too much stimulation so he could keep his hard erection as long as Phyllis needed it. He felt her vaginal muscles on him, working tightly, and her rhythm became faster, her quivering massive body shaking everywhere. "Oh oh oh oh oh! Mm-mm-oh!" Finally she stopped making noise, her breathing ragged, wheezing. She moved her ass up and down quickly now, piston-like, and breathing nearly stopping, she slid once slowly down his hard cock and ground against him, and let out a yell. And started to move quickly again, crying out, "Ah-ah-ah-ah, ohhhhh!"

She slowly reduced her pace until arriving at a steady speed and motion, and breathed to Jesse, "Come on, baby. Mm, come for your sweet honey … Come on, I want to feel you come inside me." Jesse held her hips and starting thrusting into her as she moaned her pleasure. "Ohh, that's right, drive inside me, shoot yourself deep inside me …" A few strokes with heightened pleasure, and Jesse came convulsively, jumping and pulsing deep inside Phyllis, who again moaned her pleasure.

Jesse didn't want to, but admitted to himself that Phyllis, big and soft and unappealing as she was, was a highly active and demanding piece of ass. He liked to think he'd maintained his part in pleasing her. He even remembered how responsive her asshole was to his mouth and tongue. He shook his head at that thought. I hope she doesn't do that again, he thought. And yet … here he was, out of that damn chastity device, but still under her power. It occurred to him that he didn't know how long he would be. He tried to avoid that thought, too.

She finally heaved a big sigh, and let out a complaining sound as she slipped him out of her. She flipped over and lay next to him. "Oh, sweetie," she said in a dream state, "go and rinse your mouth out with the mouthwash, and come back to bed and get some sleep."

The way she said it, it held such an appeal for Jesse, that he obeyed instantly. He climbed back into bed with her; he couldn't think what else to do. To leave now would get him into untold types of trouble, he knew. She threw an arm and a leg over him, nearly covering him with her body, and they fell asleep.

In the morning light, she stood near the bed and shook him gently by the shoulder. "Wake up, sunshine! You're not on early pool duty this morning, I hope?" Jesse sat up panicked, but suddenly remembered: "No – I'm off today." He fell back on the pillow.

"Good!" cried Phyllis. "Let's have breakfast. It just came." She was wearing a light-colored lightweight robe, but Jesse was already so familiar with what her body looked like that it seeing her silhouette when she was backlit didn't mean much to him. He shivered a little, thinking that Phyllis was turning into a sex object to him, one that he was becoming molded to, accustomed to.

He was, however, deeply grateful for breakfast. A time or two, Phyllis tried playfully to feed him like a child, but gave it up when she saw how hungry he was. 

When the scrambled eggs and toast were nearly finished, the door opened without a knock and Carole and Meredith came in. "What, are you two just finishing breakfast? It's nearly ten." Carole sounded pretty serious.

Phyllis said, "Busy night," with a smirk.

"Geez, you're going to wear him out, Phyllis," Carole said.

Phyllis made a non-committal sound. "He seems to have stood up to it so far."

Carole said, "Well, good." She addressed Jesse, who hadn't seen the point of covering up, "I see you got out of the chastity cup we fitted you with."

He looked wary. "Phyllis helped me with that."

"I know, Jesse." Carole was wearing dark slacks and a long square-neck white blouse that extended beyond her rear end. Jesse thought, Altar boy on steroids, then smiled to himself, shaking the naughty thought. "Phyllis says how you managed with it. That's very good."

Now Jesse looked around at the women, trying to read their intent. Meredith simply slipped off her sweatpants - this time clearly navy - to reveal a full patch of hair, and got on the bed behind where Jesse was sitting. "Jesse," Carole said, "you've given oral pleasure to Phyllis and me, and now it's Meredith's turn." Meredith spread her sneakered feet wide apart and looked at Jesse expectantly. While she wasn't as heavy as Phyllis or Carole, she didn't have a great shape, either, and there was something about her authoritative look that put Jesse off, even frightened him. My God, when is this going stop, and where is it going between now and then, Jesse thought. So, he turned around on his hands and knees and faced Meredith, who watched him. He started by running his fingers up her legs from her ankles, lightly, slowly, knowing that it could take some time to get a woman ready for his ministrations. He lay down on his stomach after a few strokes, but Carole said, "Stay up on your knees, Jesse."

Jesse raised his ass into the air, and figured he knew what was coming next. He began to run his lips up Meredith's thighs toward her mound and she finally closed her eyes and raised her knees. He was kissing her very upper thigh, where his head would rub against her vulva, and massaged her with a very light touch. He felt the cold wetness against his ass, being rubbed in and around his anus, and from the rough, perfunctory touch, figured it had to be Carole applying it. He gasped at the first application, and Meredith seemed to notice and more spring came immediately into her hips. He discovered to his surprise that she was already wet to the touch. He settled into position to pleasure her and took her hooded clitoris lightly in his mouth. At that moment, as he kissed and sucked on Meredith, drawing forth her willing clit, he felt the head of something pushing against his asshole. His breathing quickened from nerves and some excitement, and Meredith quivered and jumped in his mouth; she let out an "Oh-oh!" that sounded surprised.

His ass was now being penetrated rhythmically and somehow Meredith matched it with her hips. He concentrated as well as he could; he noticed that whatever was penetrating him had a ribbed surface, but he tried to put that from his mind, and minister to Meredith's engorged sex. Her hips pumped and pumped more quickly. Her breathing became quite ragged and some of her pumps had a sort of secondary, or additional quiver. Meanwhile his own erection grew as the stimulation from the rear grew deeper. Suddenly Meredith cried out and grabbed Jesse's head almost viciously, moving herself vigorously against his mouth – clearly she was coming. As Jesse kissed and licked, each stroke brought a new gasp or moan. As she came back down from her peak, she held Jesse's head against her, and Jesse kept his mouth on her clitoris. Jesse lay there, penetrated from the rear – that pushing had stopped, but the penetration remained – and Meredith's breathing came a little more slowly, his head still held in place. After only a moment, Meredith started pumping her hips again, slowly and sensually, still holding Jesse's head in place. Jesse began again to use his mouth on her gently and Meredith let out a slow "Ohhhhh …" and the object in his ass began to move again. Suddenly Meredith starting moving quickly again and with a series of gasps – "Oh! Oh! Ah! OH!" she came again suddenly – or maybe she was still grooving on the previous orgasm, Jesse wasn't sure. 

Meredith suddenly sat up and pulled at Jesse, bringing him on top of her. The dildo or whatever it was came with him – someone held it there. Meredith grabbed for Jesse's very hard cock and guided it to her. It slid in very easily, and with the start of their rhythm, Jesse suddenly felt the dildo to be quite tight in his ass. 

"Come on," came Carole's voice, "pump it into her." Meredith was out of control – all loud moans and thrashing her head. Her legs wrapped around Jesse, and crossed behind him. Jesse sensed he was in for a long haul, and tried to pace himself, but the stimulation from his ass was definitely distracting. His sense was wrong this once, because Meredith convulsed, holding Jesse tight to her, and growled and hissed between her teeth. Her hot sex ground and ground against him and suddenly Jesse's orgasm exploded and he called out as the dildo pushed and moved deeply inside him. Jesse's exclamation repeated itself at the length and intensity of his climax.




Jessie Ch. 03



Finally consciousness returned, and he rested in Meredith's arms, breathless, the plug still in his butt, Meredith's legs raised around him, the two of them an exhausted, out-of-breath tangle.

Jesse thought he heard Carole say to Phyllis, "Pretty good rehearsal, don't you think?"



Jessie Ch. 04



Jesse rested inside Meredith as he softened, his breath coming slower and more controlled. He wasn't sure if he'd heard Carole right -- something about a rehearsal. Meredith caressed his ass lightly as they came down from their intense orgasms. She pushed on his butt plug and Jesse grunted, though not from discomfort. He was surprised about having something in his ass ... never did he think it would add to his orgasms the way it did.

He pulled out of Meredith finally, and felt a hand on his rear end, stopping him. Phyllis pulled the plug out of him with a little plopping sound. He felt free, but also lacking -- free from Meredith and the butt plug, but it gave him a small letdown, a lonely feeling, almost. He turned around to look at it and was surprised at its small size: not quite five inches long, and the lead end no bigger around than a wine cork. It flared out toward the trail end, which in its way resembled the top of a railroad spike. Black and medium-hard plastic, Jesse had imagined it to be bigger. It certainly felt bigger inside him.

Phyllis held it so he could look at it. He felt no desire to hold it. She said, "Like your new accessory? It seems to like you." She smiled.

Carole interrupted. "While you get acquainted with you newest lover, Jesse, you might want to check the time." He jerked around, trying to find the clock radio, his cock flailing as he twisted about. It was almost 11:00. He was due at the pool maintenance area in just a few minutes. He pulled on his pants and sandals, and Phyllis tossed his polo shirt so it landed on his head.

He charged out of the suite frantically donning his shirt, and shook his head as he walked along. What on earth had he gotten himself into? He'd had more sex in the last two days than in the last two months combined. It was true he'd only recently moved here, and the club life, while it had its appeal, left him wanting something more, and to tell the truth, he'd felt used by women -- girls - he'd met in nightclubs before, too. At least these older ladies were up front about using him; they weren't hypocritical like some of the younger, more athletic types he wound up with -- Phyllis and Carole didn't try to couch things in terms of "relationship" and "commitment," like these younger (and skinnier) girls did, while really only treating him like a bright new toy, a trophy they could show off. Of course, he had no choice being committed to Carole, Phyllis, and Meredith, as he was about to find out in even clearer terms.

He got to the pool maintenance shed barely on time, and found his supervisor Tom there. "Jesse!" he said. "There you are. Listen, I got this email this morning from regional HR." He handed Jesse the printed email. "You're supposed to report to Valerie Schuler in guest relations when you get in today."

Jesse knocked and showed his head at Valerie's office which was on one of the lower levels. He found a bespectacled, overweight woman in her 40s, dressed cheaply but professionally. She had medium-length dark hair that looked like she hadn't done much with it that day -- bits kept falling forward on either side of her face. It left her heavy cheeks and neck exposed. "Excuse me, Valerie?"

The woman glanced up from her monitor and gaped at Jesse for a second. She pulled off her glasses and looked for a second more. She shifted in her chair. "Yes?" 

"I'm Jesse. I was supposed to come and see you."

"Oh, right! You're Jesse. Come on in, have a seat." Valerie got up, took his hand, and led him to a chair. Then she closed her door.

"So how are you this morning, Jesse?"

"Okay, I guess ..." Jesse was cautious instinctively. He didn't want to let on anything about what had been happening with Phyllis and everybody. He knew he might be out on the street as a result.

"Jesse, I have some interesting news for you." She looked through a few papers on her desk. "Here we go. This comes from the HR office at corporate in New York. Pretty high up, too. You apparently have been selected for a special intensive training program by the parent company."

Jesse stared.

Valerie went on: "You're supposed to report to Suite 112 here at the hotel, to a Phyllis Breck ... she's apparently a consultant on staff to the board of directors."

Half to himself, Jesse said, "Wow."

"Yes, it's all very strange -- something new to me. I haven't even heard of the program, and I keep up with all the staff enrichment programs, or try to."

They buzzed through some paperwork, the import of which Jesse took a leave of absence from the hotel and sign as a temporary contractor to the parent company. Valerie kept saying what a great opportunity it seemed like, and that the pay was potentially going to be a whole lot higher. Jesse quietly complied with all of it; he shook his head a few times and sighed. When it all was tidied up and put away, she came around and sat on the desk facing Jesse. She crossed her ankles and leaned toward him as Jesse tried to keep his eyes above the gaps that opened between the buttons in her blouse. "Jesse, sometimes changes like this can happen quite suddenly and leave us very confused. If you feel the need to talk about it, or if you have any questions at all, I want you to feel free to come by or call me, any time. Or we could get together and talk over a drink, now that you're not hotel staff any more." She looked earnestly into Jesse's eyes.

Jesse stood up and she said, "If you prefer. I'm available, is all I'm saying, if you want to talk." She reached out and held Jesse's upper arm for a second.

"Well, thanks." Jesse reached up and covered her hand with his, and patted it a couple of times. "I appreciate it."

She reached down to the little tray on her desk and handed Jesse her card. "Here. This has my number on it, in case." She opened the door slightly, waiting for Jesse to approach, then pulled it farther open, rubbing her generous breasts against his chest and arm as she did so.

The three women were still at the suite, and let Jesse in. Phyllis and especially Carole looked at him, expecting a report. He said, "Well, I'm on a leave of absence from the hotel. Indefinite. I'm supposed to report to you, Phyllis."

"Well, sweetheart, long time no see!" Phyllis said.

"Jesse, you signed all the paperwork?" It wasn't really a question. "Good. Now, I want to impress on you the great potential for you in this company that will result from your participation. It could be a great leap forward for your career. And the flip side, things will go very badly here, and maybe at other hotel companies, maybe even at your university, if your -- participation -- is found lacking for any reason. Okay. Phyllis, you and Jesse have some work to do," Carole said. "Meet us at the studio at 3:00."

After Carole and Meredith left, Phyllis said, "We have some stuff we have to do, my love, but first," she pulled him over to the unmade bed and sat him down. She stood above him and kissed him deeply, holding his face in her hands. Jesse moaned a note of resignation. She gave him a long, deep second kiss, and a third, and breathed, "Touch me." He caressed her breast and her quickened breathing forced her to break off her kiss. She made him lie back on the bed and hitched her robe over her hips and kneeled up on the bed astride him. She moved her heavy flesh on her thick thighs until positioned to lower her vulva to his face. He reached around and held her ass and applied himself to her clit. He held it in a greeting kiss and, already soaking, she gasped and shuddered. Her hips began to move and buck against him, and spread her knees apart to lower herself more .She let out a series of high-pitched cries as he loved her with his lips and tongue. He sucked and kissed, trying very hard to keep his contact and keep her rhythm. Less than a minute into this she let out a long whine and ground her sex against his mouth tightly; Jesse felt her clit jump once and then a second time as he held it in his lips and gave it a long, stiff stroke with his tongue. Then he held for dear life as she pumped and ground her hips frantically in her all-encompassing orgasm. This sensual height -- where Phyllis lost consciousness of everything but her convulsing climax -- kept up for a longer time than usual, as did Phyllis's little heedless screams and ragged breathing. She finally slowed her hips, keeping her clitoris on Jesse's mouth, and every time Jesse would stoke it with his tongue, or kiss it, she let out another moan and shuddered. This kept up for a few minutes as Phyllis extended the moment. Finally she stopped and raised her bulk off Jesse's face. She fell in a languid heap beside him. "Oh sweet thing," she said, flat on her back, as she flung a beefy arm across him.

"Oh, unfortunately, we have things to do," she said.

Jesse rested his mouth for a moment, tried to get it coordinated. He took a breath. Being under Phyllis, no matter which way she faced, was hazardous to breathing; the folds of her flesh would just envelop you. "I keep hearing about things to do. What do we have to do?"

"Well," Phyllis said, "we have to go shopping, for one thing, and get a bite to eat, for another. And we have to go to your place and pick up a few things. I haven't figured out the order."

"I need to change my clothes; I don't really need much for lunch, and the shopping -- I have no idea ..." Jesse said.

The two lay side-by-side on the bed, Jesse's erection having ebbed, leaving him with a wet spot in his pants.

Phyllis sat up. "First thing, I'll freshen up a bit. You call Wren's deli and order me a small chicken caesar sandwich and a Sprite and something for yourself. We'll go down and pick it up, and go over to your place so you can get cleaned up. You need a shave, for one thing." 

"I definitely need a shower, too. Okay."

Jesse lived at a relatively recent apartment complex far enough from the hotel to be out of the high-rent area. As they climbed the stairs in the sunshine they encountered a slender young brunette in shorts, flip-flops, and a tight pink tank top (and no bra) who was headed downstairs. Her singsong "Hi, Jesse!" indicated her ill-concealed excitement at seeing him. "Haven't seen you in a little while!"

"Oh, hi, Brianna ... I've been kind of busy."

After a second he indicated Phyllis, a step or two below. "This is Phyllis, Phyllis, Brianna."

After the murmured greetings where the two women looked at each other, Brianna said, "So ... Sharon was going to have some drinks and hors d'oevres by the pool later, if you wanted to come by ..."

Phyllis said, "Jesse has plans for later. In fact, he's kind of in a hurry just now."

"Oh!" Brianna had to step aside as Phyllis escorted Jesse upstairs. 

"Nice looking girl," Phyllis said as they entered Jesse's apartment. "Do you know her very well?"

"No, I see her around. We got together once at Pepe's -- that's a bar on Meridian - but it was in a crowd." He added, "She's kind of an airhead." He didn't want to tell Phyllis that he knew about Brianna's odd comedown where sex was concerned. All excitement and heavy flirtation during the chase, but a real lack of enthusiasm once they got private together.

She came into the bedroom and watched Jesse strip. It was getting to be old hat, her watching him, seeing him naked -- it happened real regularly and Jesse was used to it. 

She shook her head slightly and said, "You're distracting me, cut that out." She gave him a spank as he walked toward the bathroom, but then he turned around as she went to follow him. She reached around behind him and rubbed his ass, and gave him some little whacks. "Hello, lover," she said. "You're right, we don't have time for much right now." She went back to his room and packed a few things so he could stay away for a few days. 

As he lathered up and shaved, she called from his bedroom, "You don't have very much stuff, do you -- that's clean, anyway?" Then: "Okay, I know one stop we'll have to make," and she named a high-end men's shop that Jesse wouldn't have dreamed of going into. He was sure they had nice stuff, he just couldn't afford it.

A quick visit to the men's store, of which the highlight was a new suit off the rack -- with just the pant length to alter. "Every man needs to be able to dress up. Period," Phyllis had said. A couple of dress shirts and a few mix-and-matchable ties went with the nice casual wear Phyllis had picked out. 

They drove over to the studio, and were there with about twenty minutes to spare. The club was closed at this hour, and they went around to the back door. Carole and Meredith were there with a few young women who may have been models or dancers. "Ah!" Carole said. "You're here. Excellent!" She took Jesse by the arm and they approached the other women. "Ladies, ladies: this is Jesse. He's in our shoot this afternoon." This was followed by a quiet murmur and one or two of the women approached Jesse and shook hands.

Meredith took over. "Okay, everybody, let's get into wardrobe! Five minutes."

Carole told Jesse, "This is for our CFNM site. You'll be naked, and we'll take a few pictures with you and the women. All the women will be clothed."

"I'm a little confused about how this is going to help my career," Jesse said.

"Listen, honey," Carole said without affection, "these sites come and go. I maintain this one to sell toys and advertising. It's nothing like what might happen to a woman if she did the same thing, and that's a damning statement. Besides, Phyllis and I control the direction you're taking. Everything's going really well for you right now, you're in capable hands."

"It's okay, sweetie, let's get ready," Phyllis was by his side, her arm around his waist. Jesse got out of his clothes, not really pleased with the prospect of being naked with all these strange women. Phyllis held his hand and walked him to the studio where there was a rudimentary set with a desk and a filing cabinet. There were a couple of young women already there, one in check-patterned miniskirt and white thigh-highs, the other in a black leather miniskirt and stiletto-heeled boots. Oh my, Jesse thought. Then Meredith came in in a proper business suit, appropriate for the supervisor role, apparently. 

Phyllis turned him around and suddenly started kissing him. She held him tightly and began to rub and stroke his penis. She continued this for a few moments, saying, "We need to get you ready to be photographed, don't we?" Jesse's organ was slow to react in this situation, and somehow they all could tell, and suddenly Jesse felt hands stroking his back and legs, rubbing and kneading his ass, teasing his anus. Phyllis said, "Ah, there we go!" So many hands on him, surrounded by women -- his cock began to fill our and relax into a more photogenic length.

Then a woman with a camera started directing everyone. She lined them up in front of the desk, Jesse in the middle. "Now you're making fun of him. Jesse, is it? Look at Meredith, like you'd really like out of this situation. That's it! Good. Look at the other girls, good." The flash kept going. Jesse looked around, down at the floor, back at the women. After going around at several different angles, she paused, and Jesse thought maybe she had the shots she needed. 

"Okay, Jesse," Carole said, "nice work." She sat up on the desk, and turned Jesse around to face her. "Now let's relax a little." She drew Jesse to her and started kissing him. These were again demanding kisses, imposing her desire on Jesse. He held him around the neck and with one hand unbuttoned her blouse to reveal the space between her sagging breasts. She picked up his hand and held it to the skin of one of her breasts, holding him in a kiss. Jesse felt other hands moving all over him, and a couple of girls hummed or cooed their pleasure. 

Carole hiked up her long skirt and moved back on the desk. She brought her feet up to the desk, exposing her sex, and brought Jesse's face to her. As he leaned toward her, someone pulled his hips away from the desk and he felt hands spreading his feet. He hesitated only a second while this happened, but Carole brought his head into her crotch and he began to kiss her there. She pumped her hips slightly as he began his service, and began to hum little singsong notes. He found her wet, and began to drink her juices with her tongue, sliding it up and down, and giving her clitoris special strokes.

As he began to concentrate on Carole's pleasure, kissing and stroking her, he felt a cold lubricant on his rear end. Someone's fingers rubbed it around his hole and into it, working in a good supply. Then he felt something blunt pushing against his anus, and he bucked and his legs quivered a little. Then the plug, or dildo, pushed inside him, slowly penetrating him. It progressed as before, but then kept going deeper, and Jesse tried to relax and accept it. Meanwhile someone now had his cock in her mouth -- she had squatted down between him and the desk and was sucking him. Jesse was aware that camera flashes were going off -- he tried to keep his mouth on Carole, and concentrate on her, but whatever was filling his butt was bigger and deeper than he recalled, and it was sliding in and out of him. He could feel hands on either hip and someone was grunting behind him with each thrust. 

Just as it flashed in Jesse's mind what a mind-blowing orgasm he would have being sucked and fucked at the same time, the sucking stopped. Whoever it was, Phyllis from the feel of her, but he couldn't be sure, left his penis wet and erect and getting just a little chilly. The reaming in his behind continued, however, and he concentrated on Carole, doing his best to bring her off. Finally Carole's breathing became very shallow and her thighs tensed up around Jesse's head. She let out a long "Ohhhhh!" and lifted her ass up off the desk as Jesse worked hard kissing and sucking on her clitoris as it jerked in his mouth. 

The thrusting in his ass slowed and Jesse's cock remained quite stiff when Carole moved off the desk and Phyllis replaced her there. She'd removed her slacks -- Jesse doubted if she ever wore panties -- and placed herself on the desk in the same position as Carole's. "All right, sweet love, mm, you know the drill ..." She lay back and brought Jesse's face to her sex. The thrusting began again in his behind as he looked down at Phyllis's massive thighs and engorged vulva. He spread his legs again and lowered his mouth to her. He took her clitoris again in his mouth and prepared to service her in spite of his sore jaw and neck muscles. Now, however, someone had grabbed his penis from the side, and started stroking it. A hand came from the other side and began to fondle him, too, and held his balls lightly, and stroked his ass and thigh. All the time, the rhythmic penetration of his ass kept going. Some of the handling was a little rough on his penis, some of it light as a feather. Just as his pleasure at this handling would mount, they would let go to rub his thighs and ass. He felt one of the women rub herself on his leg, pushing her wet sex against him to go along with whoever was taking him from behind -- who was Meredith, he'd concluded.

These distractions took away from his effort on behalf of Phyllis, and she held his head against her sex to get his attention. He refocused and devoted himself to Phyllis's pleasure, trying to put the ass-reaming out of his mind. He licked and labored, kissed and sucked, and finally put two fingers inside Phyllis, knowing how much she enjoyed it. It might bring her off a little more quickly, too. Phyllis's climax was slow in coming in spite of Jesse's best efforts, but just as the pain in his upper back went from worrying to excruciating, Phyllis came suddenly and loudly, and she held Jesse's head in her hands, convulsing against him, vast thighs and torso shaking as she shuddered and shivered. 




Jessie Ch. 04



As Phyllis came, hands from either side held Jesse's hard cock tightly and the dildo shoved and stayed deep inside him. Phyllis finally let out a final moan and lifted Jesse's head off of her. The two girls who had held on to Jesse let go, and the strap-on finally and slowly slid out of him. Jesse leaned on the desk and didn't move as Phyllis slowly shifted herself off the desk. His neck hurt, his jaw was sore, and wanted to clean his rear end up. He still had his erection as he turned around and sat on the desk, breathing deeply. He glanced around the room to see the women looking at him, a couple of them just watching his prominent organ. He did note that Carole was already gone.

For a moment, Jesse and his now semi-hard cock was the focus, but the photographer went into another room and the two young women left as well. Phyllis was languidly pulling on her slacks, but Meredith, standing a few feet away, had fixed Jesse with a stare and she seemed to lean a little back so that the dildo stood out prominently. Again, Jesse was surprised that the thing wasn't bigger. It was pinkish, flesh-colored he guessed, but not as big around as he thought. It was about the size of a man's average penis, and it had two testicles at the base. Jesse didn't look at Meredith; he felt a mix of embarrassment and resentment and remembered pleasure that he would never admit to.

Phyllis got up from her couch, dressed finally, and said, "Hey, you doing okay there, love muffin?" She took his arm and he finally shivered all over. 

"I'm quite the, uh ..." Jesse didn't know how he wanted to finish the thought. 

"That was fun, wasn't it?" Phyllis asked. "I know it was for Carole and me," she said. "Oh, and obviously for Meredith as well. She's taken quite a liking to you, it's unusual for her. Oh, and Carole! You have totally won her over. She told me she's very pleased."

"I just want to clean up," Jesse said. 

"Okay, of course." Phyllis brought a damp cloth and worked first on his penis and then on his rear end. She held him close to her as she bent him over and cleaned him up. The two young models walked out while Phyllis and Jesse were thus engaged. Jesse could sense Phyllis's care for him; he sensed she had, in addition to a lot of lust for him, a mothering instinct. Maybe.

"Come on, let's get you dressed. We've got a big night coming up," she told him. "More women to meet, believe it or not!"