Milfception

"I broke my cucumber already." Pam was looking playfully sullen behind her horn-rimmed glasses. The simulation had me at work again, but given how the last time had gone, I wasn't questioning why this time. She was wearing a cropped biker jacket with a Mercyful Fate t shirt cut up and pinned to the back, a spaghetti strapped tank top a size or two too small under it, cutoff jeans with the top button undone, and cowboy boots. It was clear she didn't have a bra on, and when she lifted her arms the jacket would shift open, showing the top was thin enough you could practically make out individual freckles on her skin through it, and her nipples strained against it. Not exactly normal going to the grocery store clothes, but just an extra slutty version of how she had dressed in real life.

Distracted by imaging how she may have broken the cucumber, I just said, "Oh."

She checked over her shoulder for anyone eavesdropping before saying, "I had it up my ass, and came so hard I completely crushed it."

Stunned, I repeated my earlier statement. "Oh." My cock was raging hard in my pants.

Her tone remained factual. "I had to get my whole hand up there to get it sorted."

"You uh," I took a deep breath, looking at the ceiling, "looking for help finding another?"

"No, I don't think they can really take the kind of use it's going to get, and I wanted to ask for something," she paused, "else."

"Something

else

? You said we weren't doing that."

"Still aren't, but I was hoping," her eyes tried to burn a hole in me, "you would let me cast it."

"Cast it?"

"Yeah. In plaster, so I can make my own." She had one of those grins she couldn't have hidden behind a brick wall.

The only woman in the simulation I had wanted an actual relationship with when I was a teen didn't want that relationship, but did want to hang out. She wanted to fuck me but wouldn't, and now she wanted to make dildos out of my cock so she could masturbate with them. For the first time I felt like the simulation was fucking with me.

"Please Johnny?" She pressed her palms together. "None of the ones at the porn shop were right, but they had these kits, and, just please?"

"Pam..."

Both her hands on the counter, leaning over it with urgency, she interrupted, blurting out, "When it's done, I'll let you watch me use it."

My cock throbbed. I scratched at the back of my head and said, "Yeah. Okay."

"Thank you, Johnny." She leaned further over the counter and gave me a kiss on the cheek. With a smile that was all teeth, she asked, "You work tomorrow?"

"I don't."

"Come over at ten."

"In the morning?"

"Ten in the morning. No more passing out on my couch." A short line was forming behind her.

"I'll be there."

She pointed at me and loud enough the people behind her could absolutely hear, she said, "Bring your dick." She turned to leave and saw the shocked face of the guy in line behind her and flashed me a faux embarrassed grimace as she left.

The night before Ms. June, my high school English teacher, confronted me about what had been happening over the last two days in the simulation. She had caught me in a few compromising situations and even watched me and my neighbor fucking through a window. It was clear to me she was getting some voyeuristic kick out of hearing about it, and I spared her few details. Recounting everything that had happened, I was tempted to confide in her that this was a simulation, and talk about my growing concern with the parts of it that didn't fit the pattern, but I did not. Ginny specifically was eating at the back of my mind, our encounter didn't fit my understanding of what the simulation was designed to do at all. All the other women I had been with in the last two days (and even Ms. June) I had some level regret for not acting on a crush or had felt rejected by when I was a teenager, and the simulation was trying to, "fix," that. I didn't feel any of those ways about Ginny, I barely remembered her from when I was a teen. She seemed inserted into the simulation just to fuck. I had no complaints about that but given that the message from the lab that I got while Ginny and I were having sex was the most alarmed one by far, the conclusion I came to was that breaking that pattern was bad.

After Pam left, the rest of my workday was uneventful, right until the end. I was working on shelving some returned videos when the squeaky wheels of a cart behind me suddenly stopped, and someone said, "Oh Johnny, I'm so glad you're here."

I turned to look, and it was Rhonda, my high school girlfriend's mother. She and I hadn't crossed paths since my first few hours in the simulation. "Oh hey Ms. Carter. How's it going?" She was wearing a not-too short black sundress with a floral design that clung to her thick curves. Her cart had six bottles of wine, and a meat/cheese/veggie party tray from the deli counter. I still had a half erection from talking to Pam, and knew already I was going to be that much more aggressive with Rhonda because of the frustration.

"I talked to Ginny." Her eyes sparked, and she ran a hand through the thick black waves of her hair, the grey streak in the front settling back in front of her eye. "On what she told me, I'm starting to worry that the twice a week you and I agreed on might not be enough." Her face flushed with lust. Although she was keeping up the pretense of blowing me occasionally to keep me away from her daughter, it was clear she meant twice a week wasn't enough for her. This wasn't her playing it cool, it was the same desperation she had the first time coming out a different way.

I played along anyway. "Well, with Ginny's help, I think it should be."

Her face showed a flash of annoyance. "I get that Ginny is... practiced, but this is my responsibility, Johnny."

Another shopper's cart rolled past behind her. When we were alone again, I took a step closer to her, and asked, "What all did Ginny tell you?"

She looked up at me, flushed again. "Enough."

Not breaking eye contact, I softly said, "You think you can compete?"

She nodded softly. "I can try."

"Okay. I get off in an hour. I'll come right over."

She looked surprised, gestured into the cart and said, "I have a..." I cut her off.

"A cock to suck." Her lips parted and her eyes glazed with lust.

"Johnny, I..." she bit into her lip, and after a second frantically dug into her purse. "Come in an hour." She produced a key ring and started twisting it around to remove a silver one with a red plastic marker on it. "Don't knock." She handed me the key. "Come in the side, wait in the garage." I took the key. She repeated, pointing a stern finger at me, "Don't knock, don't make a sound. It might take a minute for me to get away." She turned the cart sharply toward the front, stopping about ten feet away to throw a bottle of lube in with her party supplies.

There were three other cars parked in her driveway an hour later, and I all but sneaked through them to the garage's side door. I had been in their garage once as a kid and it seemed like an accurate representation of that memory. There was a ski boat on a trailer under a tarp, some scrap plywood propped neatly against a wall, some cabinets and boxes, and a washer and dryer near the door into the house. I leaned against the washer, and waited for several minutes.

The door squeaked when it opened, Ms. Carter dashed through it, softly slamming it behind her. She whispered, "Thank god you're already here." Her hands went straight to my belt as she breathed into my ear adding, "they would get suspicious if I had to come back out here." She dropped to her knees, and put my cock directly into her mouth, already sucking my dick within ten seconds of finding me in her garage. She paused to say, "the things I do for my daughter," as an aside.

"You know, your daughter and I never did more than kiss."

"What?"

"Really."

"You took her to PROM." She went back to sucking, but stopped to add, "PROM. I would beat her ass red for that, but I'd have to tell her why." After licking at a drip of precum her tone changed from annoyed to sweet, and she said, "I'll make it up to."

I smirked, and playing along said, "I'm sure you will."

Once I was fully hard she took to stroking it with both hands, sucking at the head. She looked up at me again, and without stopping her frantic stroking said, "I wish we had time to fuck but I have to get back to the party quick. If I suck you off good enough, can we fuck next time?"

"We'll see."

"Johnny, I need this dick in my pussy again."

"Well, that's up to you." She huffed at me the way she had at her husband on the phone before and went back to sucking my cock like a madwoman.

We probably shouldn't have been surprised when the door squeaked open next to us, but we were. With my dick still in her mouth, Ms. Carter turned to look. A tall ash blonde woman had walked in on us. "Rhonda!!" Her eyes bugged, and she held her left hand to cover her agape mouth. The rock in her wedding ring was almost the size of a dime. She was wearing a nice linen dress, plain, but clearly expensive, and had the deep, even, tan of a leisurely life.

I had no idea who this woman was. With Ginny, I had at least known her as a teen, but this woman was a total fabrication of the simulation. Quiet alarm built in the back of my head.

"Jenny, it's not what it looks like."

Jenny discreetly closed the door behind her, and said, "It looks like you're sucking a teenager's cock."

"Well..."

"Is that your daughter's boyfriend?"

"Ex. Ex boyfriend. See, we decided he's too old to date her, so..."

"So you're sucking his cock?"

"So he leaves her alone. Yeah."

Jenny gasped again, and said, "Rhonda!"

"What?" Ms. Carter put the head of my dick back in her mouth like it was the most normal thing in the world to do in that moment. She made eye contact with her friend and shrugged.

Breathlessly, Jenny said, "I never."

Ronda's mouth popped when she took my dick out to reply. "Please, Jenny. I can tell you're jealous or else you would have ran off already." Jenny flushed as her friend licked at my frenulum. "You want to give it a shot?" I briefly imagined panic in the lab.

"I have only ever touched my husbands..."

"And when was the last time that happened?" Ms. Carter stroked my dick in both hands, pointing it generally in the direction of her friend. "When's the last time he even let you touch his tiny, pathetic prick?"

Jenny's hand had gone from covering her shocked mouth out of politeness to doing it to absently play at her clearly swelling lips. Still staring at my slick cock in her friend's hands she factually said, "Four years and seven months."

"Come on. I won't tell anyone." Rhonda stood up, waving her friend over. Jenny stared at it like she was the cobra in a snake charmer's act and my dick was the flute. She took one step toward me and reached out with the hand that wasn't covering her mouth. Her fingers wrapped around it, unable to close the full circumference. Ms. Carter said, "There you go," and took a half step back.

Jenny's face turned to a grin so wide her hand had no chance to hide it. She giggled around saying, "so big." I stopped being concerned about what this would cause in the lab.

"You should suck it." Ms. Carter turned into the garage, walking toward the cabinets, "It's fun until the jaw pain starts."

Jenny took the invitation, dropping to her knees. The head slid between her lips, and she groaned hard, making the whole thing vibrate. After a moment of adjusting to the idea, she was sucking it proper. She was clearly not as experienced as Pam or even Ginny, but like Rhonda, made up for it in eagerness.

There was a quick strobe of light, paired with a quick succession of the unmistakable sound of a Polaroid camera fired off three times in a row. Jenny stopped with my dick still in her mouth, and half turned, wide eyed to her friend. Even mumbling with a mouth full of cock her shocked tone was the same as when she walked in on us. "RHONDA!!"

Ms. Carter was picking up the Polaroids off the garage floor, "I'm just going to hang onto these in case you get any ideas about telling my husband about this arrangement."

My cock slipped from Jenny's agape mouth. "I assumed he knew. That it was like Ginny's thing or something."

Rhonda moved behind her friend, waving the photos in the air. "He doesn't know," she put her hand on the top of her friend's head, "and he won't." She pushed Jenny's face back toward my cock. "Now shut up and suck." Jenny did what she was told, and the spark in her eyes told me she didn't mind being told what to do at all. Ms. Carter looked at me and said, "I'm sorry we're always getting interrupted, Johnny. Is this making up for it?"

"I don't know. She might need some help."

She winked at me, and after setting the photos on the washer lowered to a squat next to her friend, immediately taking to licking up and down my shaft as her friend swirled her tongue around the head.

Jenny took it out of her mouth and pointed it toward Rhonda, "Want some of this?"

Rhonda didn't answer, just quickly took it as deep as she could into her throat. Gagging, her eyes sprouted a few black tears. She backed off, and hoarsely said, "your turn."

Jenny put my dick back in her mouth more slowly, inching down on it with a worried expression until she gagged, shooting spit out of her nose and the corners of her mouth simultaneously. Pulling it out of her throat, she tried to catch her drool in the palm of her hand and chuckling, said, "My husbands doesn't even fill my mouth." On one side her lipstick was seared up into her cheekbone.

"I told you it was fun." Rhonda speared her face on it again, gagging hard and shedding a few more mascara tears. She pulled back, keeping the tip of the head at her lips and pulling Jenny closer to her. Their mouths nearly kissing, they both ran their tongues over the head of my cock, taking turns sucking it into their mouths, and each of them occasionally trying to throat the whole thing. Spit ran down my thighs, and coated the lower parts of my abs. It had turned from the rushed blowjob while Rhonda sneaked off from whatever gathering she was having, into 15 minutes of slow cock worship. The alarm that it was only a matter of time before someone else came looking for them both slowly raised in my head the whole time.

When it finally happened, it was almost a relief.

The door squeaked open and clicked shut again. The two women didn't even acknowledge it at first, but I looked over and there was another of their middle-aged friends standing there shocked. She was thicker than the other two women, and clearly a natural redhead. She wore a long green silk dress with deep cleavage. I caught that her wedding ring was smaller than Jenny's, but not by a lot. She stammered out a single syllable, "o...oh," and Jenny giggled a reply. "Is this part of the party?" She was slurring enough that it was clear she was a little day drunk.

Rhonda said, "I guess it is now," and tugged at the hem of redhead's dress.

She chuckled as she got to her knees with the other two women, "Here I thought one of you was hurt or something and you're just in here sucking some guy's dick."

Jenny asked, "Just?" in a half-shocked deadpan.

The redhead devoured my cock like she was worried I might run out of it. In no time a mix of the three women's drool gleamed on her face, and her makeup was starting to smear and run. Jenny watched, mouth agape in awe of the other woman's performance.

Ms. Carter had stepped into the background, light flashed out a rhythm as the camera snapped off another two shots.

The redhead looked annoyed, and said, "What the fuck, Rhonda?"

While waving the photos in the air, she explained, "I just want to keep these, so nobody feels like telling on me later."

"Yeah right." She stroked my cock at her face while she talked. "You're just going to wack off to them later."

"I mean," she set the photos with the others, "It can be both." She watched her friend go back to attacking my dick as her hand slid down her abdomen and ground into her crotch through her dress. "Hey, Erica is in there all by herself. That's weird right? We should go in."

Jenny said, "We should get cleaned up a little or she'll notice."

The redhead stopped sucking and said to Rhonda, "She might feel left out. We should take him in too." Jenny's eyes bugged at the suggestion, clearly thinking this was the logical end of the adventure.

Ms. Carter said, "You're right. Lets go in."

The redhead, who's name I still didn't know stood up, leaving a hand on my cock. Rhonda placed a hand next to hers, and together they led me into the house by my dick. Jenny followed, hands over her face to hide her embarrassment.

Stepping through the door into the house, I had a flash of vertigo sharp enough I had to stop and hold the frame for a moment. It passed quickly, and if not for what came after I would have forgotten it happened at all.

In a low voice, the redhead said, "Hi Erica. We found this in the garage." My cock was a sloppy mess of spit and lipstick smears, and all three women were disheveled. Erica gave the four of us a playfully shocked look. She sat in the corner of a sectional sofa, Avon catalogues, makeup samples, and some housewares spread out on the coffee table in front of her. Petite and slim, she wore a peasant top, and flared jeans that were still tight above the knee. Her hair was a greying auburn that reminded me of tools left out in the elements. Like Jenny, her wedding ring was massive and gaudy. When she looked over at us, she had been applying one of the sample lipsticks in a compact mirror, her mouth stayed agape as her eyes widened staring at my dick, her hand absently straying a little below her lip. Deadpan, she said, "Well, alright then."

Like the other two women, I had no idea who she was. She was a total creation of the simulation.

Rhonda asked her, "You want some?"

She flashed her eyes at Rhonda and abruptly scrambled to the end of the sectional. The redhead guided my dick into Erica's mouth while Jenny giggled uncomfortably. She went slowly, groping at her own chest as she went. The peasant top she wore slipped off one shoulder, exposing an entire cup of her satin bra. Rhonda's camera clicked off a few more pictures, and Erica didn't even seem to notice. Jenny sat on the other side of the sectional and watched while the redhead gave her friend subtle encouragement.

Erica made eye contact with me, and said, "Before you came in, I had this strangest feeling of wondering why the fuck am I even here right now."

I wanted to tell her I had the same thought about her.

She swirled her tongue on my cock for a moment then added, "But as soon as I saw you, knew I was here to suck your cock."

A light flashed in her eyes. At first, I thought it was the camera again, but it was not. Another wave of vertigo came over me, and this time when it passed, I found myself seated in a dining room chair, naked, Jenny, fresh face of makeup, slowly sucking my cock and looking up at me. The lights were down and all seemed the wrong color. The room felt like it was full of fog, but it was not, the low haze was entirely in my perception. Instinctively I tried to rub my eyes, but found my hands were restrained behind the chair. The walls and furniture seemed to kilter at all the wrong angles, in shapes nobody would ever make something intentionally. The house no longer resembled the house of my memory, but more a set piece from a cheaply made movie dream sequence of that house. I had the sensation of text flashing in my face, but there was no text. I could not read it but was aware of what it said.

ESCAPE ATTEMPT DETECTED. COUNTERMEASURES ENGAGED.

Jenny stopped long enough to say, "he's back," leaving my overstimulated dick throbbing in the air.