My Stepmom Made Me Wear Her Panties

“You’re on three, right?” Jake called out, his voice carrying across the parking lot as he leaned against his beat-up sedan in the suburbs of Atlanta.

“Yeah, toward the back. My friends call me Lauren. You’re on two by the elevator, aren’t you?” she answered, brushing sweat from her forehead after her run.

“Well, I guess I used to be. Jake.” They both laughed nervously as she slid up on the hood of his car and leaned back against the windshield next to him.

Mesmerized or in shock, they just watched the scene unfolding before them, firetrucks and firefighters everywhere, the heat still radiating off the charred remains of their building.

Jake had gone to the library to study for a few hours while Lauren had gone for a jog, and while they were gone the apartment building they lived in had exploded, fully involved as the official term goes.

“You got someplace to go?” Jake asked, just making conversation, but it seemed like a pertinent question under the circumstances as sirens wailed around them.

“Maybe. I’ll need to make a call. You?” Lauren shifted on the hood, her running shorts riding up her toned thighs.

“Probably my car until I can figure things out. This is really going to suck. At least I have my computer with me,” he muttered, staring at the flames licking the night sky.

“Lucky you. I’m just glad I took my phone so I could listen to music on my run,” she said, her breath still quick from the jog.

After the Flames

We made idle chitchat, mostly about nothing, as we sat and watched the firefighters manage the fire until it burned itself out, both of our lives turned upside down in the surreal glow.

“Be right back.” Lauren slid off the hood of his car and trotted over to one of the firemen as they started packing their trucks, her ass swaying in those tight shorts.

“Not a hundred percent, but he said there are what look like remnants of a meth lab in the basement right by the damned furnace.” Lauren slipped back up onto the hood and laid her head on his shoulder, her body warm against his.

“Fucking hell! Shit, shit, shit. My car’s in the garage,” Jake growled, his arm wrapping around her as she started to cry.

I wrapped my arm around her and let her cry on my shoulder until she was done, the smell of smoke thick in the air while her tears soaked through his shirt.

“You hungry?” Jake let her wipe her eyes on his shirt, feeling the soft press of her tits against his side.

“Why aren’t you freaking out?” Lauren whispered, her hand resting on his thigh a little too high.

“I don’t know. It’s just so bizarre. This whole thing. Who could even make up a story like this? Besides, what can I do? I thought about pissing on the fire, but figured it wouldn’t really help, and would just singe what little hair I have off my balls,” he drawled, trying to lighten the mood.

Lauren started laughing, her god, she had the best laugh, and Jake felt his cock twitch at the sound of it.

We ended up at IHOP eating breakfast for dinner, the fluorescent lights harsh after the chaos, both of them picking at pancakes while the weight of everything settled in.

“I so don’t want to do this,” Lauren whispered to herself as she pulled out her phone and dialed, her voice shaky. “Mom? Yeah. It’s me. Listen…”

She laid out what had happened and then just listened for a few moments, her free hand gripping Jake’s under the table.

“Thanks, Mom, and I promise I’ll try to get along with Brittany this time. One more thing. A friend of mine lived upstairs. He’s a nice guy. Is that guest room maybe available until he can figure things out?” Lauren reached over and grabbed his arm, nodding at him with a hopeful smile.

“Thanks. You didn’t have to do that. I could have found something,” Jake said, his eyes dropping to the way her tank top clung to her sweat-dampened skin.

“Yeah. It just seemed like the right thing to do, but my stepmom can be a bit much. She’s why I moved out. She’s well, a little severe about some things,” Lauren admitted, biting her lip.

“But you called her mom?” Jake asked, confused but intrigued by the family dynamic.

“Yeah, Mom, stepmom. What can I say?” she replied with a shrug.

“Ah, not the same person. Stepmom is the Brittany you mentioned.” It slowly dawned on him what she was saying, the air between them thick with unspoken tension.

“It’s an interesting dynamic. But it’s better than the back seat of your car. I hope.” She gave him an awkward grin, her cheeks flushing.

“Beggars can’t be choosers, right?” Jake smiled and answered her grin with an awkward laugh, already imagining her body pressed against his in that tiny space.

The first thing that caught his attention was Lauren ringing the doorbell at her own house in the Atlanta suburbs, and Jake gave her a curious look as she shrugged with a weak smile.

The woman who answered the door was obviously her mom, Ashley, they looked more like sisters than mother and daughter, both fit with long blond hair and big brown eyes.

“I’m Ashley.” She smiled and offered him her hand, her grip firm and warm.

“Jake.” He shook it and returned the smile, noticing how her dress hugged her curves.

Lauren got an enormous hug, their bodies pressing together in a way that made Jake’s pulse quicken.

“Wait here and I’ll get Brittany.” Ashley scurried off to the back of the house, leaving them where they stood, the air heavy with anticipation.

“I told you it was an interesting dynamic. Just go along with whatever happens next, please, or I may need to share the back seat of your car with you,” Lauren whispered, her breath hot on his ear.

Ok, weirdness factor two, Lauren and her mom were both average height, fit, with long blond hair and big brown eyes, while Brittany was tall, maybe his height, just under six feet, and muscular, with raven black hair cut in a short bob and piercing ice-blue eyes.

“Lauren dear, welcome home. Run upstairs and change while James, is it?” Jake nodded, nobody called him James, that was his dad’s name. “While James and I have a little chat.”

Lauren didn’t hesitate, she fast-walked upstairs as quickly as she could, and Jake guessed running in the house struck her as something Brittany wouldn’t tolerate.

Brittany walked around him as if she were buying a used car, both she and Ashley had dressed nicely, Ashley in a simple knee-length dress while Brittany wore a tight pencil skirt with a simple blouse, her eyes sizing him up like she wanted to devour him.

“I understand your situation, James. But we have a dress code in this house. If you’re going to stay, we’ll need to do something about your clothes,” Brittany said, her voice low and commanding, making his cock stir in his jeans.

Ignoring any response he may have tried to make, she turned to Ashley. “Take him up to the guest room so he can take a shower. I’ll see what I can find that is,” she cocked her head and looked at him one more time like she was choosing produce, “more appropriate.”

“Yes, dear.” Ashley seemed almost submissive to Brittany, and Jake figured he could play along for a while if it meant a free room.

Jake followed Ashley upstairs to the end of the hall, Lauren cringing as she passed them in the hall, looking nice in a simple smock dress with sandals instead of her usual grunge band T-shirt and hiking boots.

The guest room was what he would have expected to find in a house occupied by three women, soft colors, lace and frills, and flowers everywhere, with an ensuite that was similarly accented.

“Go ahead and take your shower. Just put your clothes in the hamper. Brittany will leave some things for you on the bed. We’ll all be downstairs when you’re dressed. There are some rules Brittany will want to explain.” Ashley cocked her head from side to side as if sizing him up, smiled at him, and left him standing there, his body already reacting to the feminine surroundings.

Getting undressed, Jake realized he smelled of smoke from the fire, the shower felt good, and the hot water relieved the subtle tension he had been feeling since he got back from the library and saw his home engulfed in flames, his hand drifting down to stroke his hardening cock as he thought of Lauren’s body against his.

Putting his hair up in a towel, he used the toothbrush someone had left for him and went to see what options he had for something to wear, finding something silky neatly folded on the pillow of the bed.

The panties were maybe a size too small and very snug, as a result his package was almost unnoticeable, the T-shirt hanging about halfway to his knees, and when he came downstairs Brittany gave him an approving leer, Ashley a knowing smile, and Lauren a look of apologetic dread.

“I’m sorry,” Lauren mouthed the words and glanced at Brittany, her eyes flicking down to the way the fabric clung to his ass.

Over dinner they talked about the fire, Jake gave Brittany and Ashley a quick rundown of who he was and what he wanted to be when he grew up, in return getting an idea of why Lauren was so nervous about moving back home even for just a little while, where Ashley was sweet and kind Brittany was stern almost severe in just about everything, the tension making his cock throb under the silky panties.

Bedtime was ten, the alarm in his room went off at six, and when he went downstairs for breakfast he was the only one who had got dressed, Brittany in a matching sleep set of shorts and top while both Ashley and Lauren were in short nightgowns that barely covered their asses.

“We dress after breakfast.” Brittany gave him a dour look accompanied by an exasperated sigh, and Jake almost said something but she followed it with a cock of her head and a raise of her eyebrow, so he went back upstairs and changed into the lacey nightgown he’d opted out of last night, the fabric sliding over his skin like a lover’s touch.

“James, stay for a moment, please.” Brittany placed her hand on his arm as Ashley cleared the dishes, and Jake nodded and sat back down, his heart pounding.

“I thought Lauren might have explained a little. Ashley, um, requires a rather strict set of rules, you see. If I don’t apply those equally to everyone in my home, well, it’s not fair to her. You’re welcome to stay until you find someplace else, but I must insist. Do you understand?” Brittany’s voice was firm, her eyes dropping to the bulge forming under his nightgown.

“But…” Jake started to protest that he was a man and Ashley was a woman, but the look on Brittany’s face told him this wasn’t a discussion, so he nodded instead, his cock twitching at the control in her tone.

“Good. Now, stand up and let me get your measurements in case you decide to stay.” Brittany flipped her fingers up, and Jake shook his head and sighed as he pulled the nightgown off over his head, standing naked before her as she measured his chest, neck, shoulders, arms, waist, hips, and inseam, her fingers brushing his hardening dick.

“Now, go get dressed and off to school with you.” She actually swatted him on his ass as he turned to leave, the sting sending a jolt straight to his cock. “I’ll pick up some things for you for the next few days, and we can talk more this evening after dinner about your plans.”

Jake didn’t know whose they were, but the jeans and shirt Brittany had laid out fit well enough, though the jeans were tight and sat lower on his hips than he was used to, the shirt buttoned from the wrong side, and there was the whole purple thing, but they were his only option as he felt like he was six and his mommy was sending him off to first grade.

Ashley met him at the door as he was leaving. “It will be OK. She’s a good person. She’s just like that. Dinner is at six. Please don’t be late.” Her submissive smile made his pulse race.

Lauren was waiting for him next to his car, and it was only fair he gave her a ride after all, their class schedules weren’t that different, first class at nine, and he enjoyed spending time with her, especially the way her tits bounced when she climbed in.

“Sorry about the nightgown thing. Brittany asked me not to tell you. I guess she thinks it’s better to learn some things for yourself,” Lauren said, her hand brushing his thigh as he drove.

“But she said she was surprised you hadn’t told me,” Jake replied, his voice rough.

“She likes to play head games, too. It’s part of her control thing. As long as you follow her rules, it’s not too bad, actually,” Lauren admitted, her cheeks pink.

“And you can’t tell me the rules, or you’ll get in trouble?” he asked, gripping the wheel tighter.

She nodded. “Or worse. We just can’t be late for dinner. That’s her biggie.” The thought of punishment made his cock swell in the tight jeans.

We almost were late after his classes, when he suggested they go by the housing office and ask if there were any spots in any of the dorms and for a list of apartments available close to campus, laughing out loud when they showed the list, the only two apartments either of them could afford were at the complex they lived in, the one that just burned down.

Anyplace closer would cost twice what he had been paying for a one-bedroom, and that wouldn’t work for the two of them, that little complex he’d lucked into his freshman year had been an anomaly, and as they left the housing office Jake couldn’t help but think the fire had more to do with the condos they’d build to replace it than a suspected meth lab in the basement.

Brittany looked at her watch and gave him one of those looks when they came into the house, so Jake hurried upstairs, took a deep breath when he saw the floral print dress on his bed, closed his eyes, let out a massive sigh, and changed clothes as quickly as he could, the soft fabric making his skin tingle and his dick harden.

“I’m guessing you have a reason for almost being late for dinner?” There was a slightly accusatory tone in Brittany’s question, her eyes raking over his body in the dress.

“We went by the housing office. There was a line.” It was a simple question, why did he feel like she’d caught him hiding something, his erection pressing against the panties.

“Any luck?” Brittany asked, leaning forward so her blouse gaped open.

“No, ma’am.” Jake shook his head no. “Anyplace close to the university costs way more than I can afford. I’m going to call my dad after dinner and see if he can help.”

“Well, let me know. You’re welcome here as long as you follow my rules.” She smiled and went back to her dinner, the promise in her voice making him ache.

“Excuse me, please.” Lauren gave him a sad look and got up and took her plate to the kitchen, heading up to her room before anyone could object, leaving Jake hard and frustrated.

His dad was no help, not because he didn’t want to help, but he just couldn’t right now, that told Jake something was going on that he didn’t feel like talking about, so he’d try his mom tomorrow as he kicked his shoes off, flopped back on the bed, and stared up at the ceiling trying to figure out what the hell he was going to do.

“Hey.” Lauren cracked the door open just enough to stick her head in. “You decent?”

“Debatable.” Jake smiled and without thinking smoothed his dress out over his legs so his panties didn’t show, leaving the door about halfway open as she nervously crossed the room and sat on the edge of his bed, her thigh pressing against his.

“I didn’t think she would do this. I’m sorry,” Lauren whispered, her hand sliding up his leg under the dress.

“It’s not that bad. I mean, we’re close to school, the bed is super comfy, your mom is an awesome cook, and this,” he pointed at himself, “it’s only until I can go shopping, until I find something else,” he said, his voice husky as her fingers brushed his throbbing cock through the panties.

The way she shook her head worried him, her eyes dark with desire.

“You mean she’s going to want me to dress like this all the time?” This time she nodded, her hand cupping his balls gently.

“Brittany can be, um…” She paused, squeezing him. “Intimidating. You’re a nice guy. I just don’t want to see you get hurt.”

“The jeans are a little snug, but to be honest, this dress is kind of comfortable, free, sort of. Does that make sense?” Jake was intentionally making light of the situation to make her feel better while his dick leaked precum into the lace.

“Yeah, it does. The way the air moves under it, and it floats around your legs. Just watch out for the wind,” Lauren breathed, her fingers stroking him harder now.

We both laughed, and Jake sat next to her and put his hand on her thigh, feeling the heat of her pussy through her panties.

“Lauren, you know the rules.” Brittany’s stern voice ruined the moment, and Lauren got up and scurried past her, out of the room and down the hall, leaving Jake aching and exposed.

“We were just talking. She wanted to make sure I was okay.” Jake felt so small talking to Brittany like this, his erection tenting the dress.

“It’s alright this time, but if it happens again, I may have to do something about it.” No explanation of the line they’d just crossed or the retribution if they crossed it again, just a veiled threat of something that made his cock pulse.

Rules and Release

“Jamie, I need you to pull your dress up and let me see.” Soft, caring, the change in her voice was so dramatic Jake didn’t even notice she called him Jamie, he knew what she was looking for and he knew she’d find it, he’d thought Lauren was hot from the first time he’d seen her, sitting next to her on the bed, his hand on her thigh, in a dress, he closed his eyes and grimaced, slowly pulling the hem of his dress up, exposing his erection straining his panties, begging for release, the head slick with precum.

“Oh, dear. I was afraid of that.” Brittany slipped her hand down inside his panties and squeezed his cock as hard as she could, this time he grimaced in pain, the pressure making his balls ache. “None of that in this house, OK?”

With tears welling behind his eyes, Jake nodded and fell back onto the bed as soon as she released her grip, his cock throbbing from the mix of pain and denied pleasure.

“Now, I came up to see what your father said.” There was that disconcerting soft demeanor again, her hand lingering near his soaked panties.

“He said he couldn’t help but didn’t say why. I’ll call my mom tomorrow and see if I can find out something from her.” Jake shook his head no, his voice strained.

“Hmmm.” Brittany had this pensive look on her face, her eyes fixed on the wet spot spreading across his panties. “You seemed to handle the dress code today. Do you think you can continue to do that for a while? There are a few other rules, you know one of them now. I’ll expect you to obey those as well.”

“They’re just clothes and it’s only until I find something else, so I guess so. As for Lauren, yes ma’am, I’ll behave,” Jake gasped, his hips bucking slightly toward her hand.

“Good. What I’m suggesting is that if you can continue to do so, you can stay here with us. Lauren obviously cares for you. Ashley and I both like you. You’d have to pay a small amount of rent to cover my additional costs, but it would be less than what you were paying for your apartment,” Brittany said, her fingers tracing the outline of his dick.

“We can do it month to month, or you could sign a lease. It will be the same, except the lease would be a legal contract that we’d both have to follow. It’s up to you. The lease would be more binding, and month to month would give you more options if things didn’t go quite as you thought they would. I mean, I heard you tell Lauren you enjoyed wearing the dress, so…” Her voice trailed off as she squeezed him again, harder this time.

Jake sat there confused for the longest time, Brittany didn’t move, she just sat and looked at him with a look of anticipation on her face, fuck, she was putting him in dresses and had reached into his panties and squeezed the shit out of his cock, and they were both acting like it was almost normal, his body on fire with need.

“Tell you what. Go take your shower and get ready for bed. We can talk more later.” Brittany stood, leaving him hard and dripping on the bed.

Jake put “later” off for two weeks, more dresses appeared as did panties and cute socks to go with them, the nightgowns he found on his pillow got racier and more risqué, the dresser in what he was now calling his room filled with soft and frilly fabrics just like the closet, and every night he stroked his cock in secret, thinking of Lauren’s hand on him and Brittany’s firm grip.

The nightgowns got sheerer, the panties tighter, and Jake found himself leaking constantly, the fabric rubbing his sensitive head until he was desperate, but he held back, obeying the rules as his balls grew heavy with cum.

The dresser in what he was now calling his room filled with soft and frilly fabrics just like the closet, each piece making his skin tingle and his cock throb when he slipped them on, the lace teasing his asshole when he bent over.

Jake finally got ahold of his mom, and she had no issues throwing his dad under the bus, she’d caught him in his home office, his graduate assistant had his cock buried in her throat, Amber was his age, damn, dad, and the image made Jake’s own dick pulse as he imagined the wet sounds and the heat of it all.