An adult stories – Backseat Step-Family by silkstockingslover,silkstockingslover Summary: Stepsister finds creative ways to distract stepbrother on road trip.
Note 1: Thanks to Breezy for yet another wicked idea… and a fun new twist on the basic backseat trope.
Note 2: This is a Summer Lovin’ Story Contest 2023 story so please vote.
Note 3: Thanks to Tex Beethoven for editing.
Note 4: Tex would like to thank Breezy for teaching him the endearment ‘boo’. (And so would LeAnn.)
Backseat Step-Family
“Aaron, we just have to take this trip together,” Dad said to me desperately. But also tentatively, since he was well aware of what a painful emotional struggle it would be for me.
“I know, I know,” I said, but just thinking about it was sending me into a tailspin of anxieties, and was bringing back memories and negative associations I’d been struggling with for years.
“I know it won’t be easy, boo,” my stepmom LeAnn added, “but Nicki and I can sit with you for the entire drive if you wish.”
“I’d like that, thanks,” I said, admiring my black stepmom in a dress that didn’t… or actually couldn’t possibly minimize her 40DD breasts. (I’d once snuck into her room and peeked at her bra size… I know… a bit perverted, but I just had to know.)
“Would that help?” Dad asked.
“Maybe,” I replied dubiously, as I also admired her great legs in her nylons. Both my stepmom and my stepsister wore nylons almost every day. In truth, I didn’t even know I had a thing for nylons, since almost nobody wore them that I was aware of, until they moved in. And now they always walked around in their nylon-clad feet, with their toenails always painted, and for reasons I didn’t understand, their legs and feet in pantyhose kept making my dick go hard.
“I’m sure we can find ways to keep our boy distracted,” my stepmom said with her usual sly smile.
“So you’ll go?” Dad asked, this time sounding a bit hopeful.
I looked at my stepmom, checked out her huge breasts, glanced down at her toenails (they were painted purple this time, and covered in sheer mocha-coloured nylons), and I wondered if she’d wear them on our long drive. Even though she wore them every day, even during a recent heatwave, I couldn’t fathom her wearing them throughout a long drive from Albuquerque, New Mexico to Destin, Florida. And I certainly couldn’t ask her to… but endless opportunities to slyly perv on her legs in nylons throughout the trip would likely keep me distracted.
“I promise I’ll be there for you,” LeAnn promised, coming towards me… her voluptuous cleavage leading the way. “And this is our last chance as a new family to go on a road trip together, before you and Nicki go off to college in the fall.”
“I know,” I admitted. She was now standing right in front of me.
Nicki, who’d been silent so far, swung one leg over the other as she played on her phone, unknowingly distracting me with her black nylons and red painted toenails. My stepsister of six months was unbelievably hot. Like an eleven out of ten hot! She said, “I’ll do whatever I can to help, as well.”
I glanced over to her, and she wiggled her perfectly manicured toes, as if she knew my eyes would be drawn to them… which they were.
“See, son? We’ll all pitch in throughout the entire trip to keep you from getting too anxious,” Dad said.
“Aaron,” my stepmother said, taking my hands, her cleavage now all I could look at, but she didn’t seem to mind. She had to know it was impossible for me to keep my eyes off of her seemingly bottomless valley of dark flesh. “I promise that Nicki and I will make sure you’re comfortable for the entire drive. And one or the other of us will sit with you for the entire time.”
“Or we can even both sit with you,” Nicki added. “Stepdad will need to pay attention to the highway, so he won’t be much fun.”
“Okay,” I said, the idea of sitting between these ebony beauties was making my already hard dick… it was often hard ever since they’d moved in… flinch.
“That’s great!” LeAnn said excitedly, and she wrapped her arms around me and gave me one of her patented hugs, where her huge breasts squished against me… making my hard dick flinch again… and this time… embarrassingly… right against her leg! I prayed she wouldn’t notice my erection.
“Son, that is great,” Dad agreed.
“Sweet,” Nicki added.
“So we have a plan,” my stepmother affirmed, with her perfume enveloping me and enhancing the sexy stimulation she was inadvertently giving me.
“I guess,” I said, with a lot less confidence and excitement than everyone else was showing. My stepmom released me from her strong, cushiony clutches.
“Aaron,” she said, looking me in the eyes, “trust me. You need this trip. I promise it will be therapeutic for you. And we’ll all be on hand to help you to overcome your PTSD.”
“I just know I’ll have some anxiety attacks,” I said honestly. In fact I was starting to have one right now just from thinking about getting one.
“Come here,” LeAnn said, wrapping me back up in her motherly arms. She always reacted quickly whenever I had one of these anxiety attacks.
Being wrapped in her comforting cocoon always managed to calm me down… and it wasn’t just because of her voluptuous breasts and sexy legs… no, she just had a magical way about her of disarming my anxieties almost as soon as they emerged.
“Just breathe,” she coaxed, with my face almost planting itself in her valley of flesh. Her perfume was stronger now. Was it possible that she sprayed perfume between her breasts?
I did breathe, inhaling her sensual perfume, and my panic attack faded away swiftly.
“Thanks. I feel better now,” I said after about forty seconds.
“Anytime, boo,” she said softly. She gave me one more squeeze before releasing me again.
“Thanks,” I repeated, glancing down to see her pretty toes in the sheer nylon, before looking at my Dad. “Okay, I’ll come along.”
“Okay, son,” Dad grinned happily.
We celebrated my momentous decision by Dad and LeAnn going and getting us some ice cream from Dairy Queen… now called DQ… my favourite.
I sat down on the couch at the opposite end from Nicki, and started watching Jeopardy, which had begun a few minutes ago.
I answered some of the questions quickly and correctly, since being a contestant on Jeopardy was one of my dream goals. I also contemplated our upcoming trip. Why had I agreed to come along? There was no way I could possibly go through with that without falling prey to my panic attacks, and then I’d start acting crazy! But I had great difficulty in refusing my curvy, sexy stepmom anything she asked of me.
Now you’re probably thinking how pathetic I must be to get anxiety attacks just from the thought of riding in a car for countless hours. Well, seven years ago, when I was eleven, I was riding in our car while my mother was driving, and we got into a terrible accident and my mother didn’t survive. I actually watched my mother dying, while I was lying helplessly in the backseat with a broken leg, a concussion, and some minor injuries. Ever since then I’ve struggled to be inside a car without freaking out… especially on a highway… where she had lost control of the car on an invisible patch of black ice, and we had rolled completely over, three full times.
Oddly, I can take a bus comfortably, which is how I’d gotten to and from school for the past seven years. I could also ride in an airplane (I think, I haven’t tried). But just getting into a car always got me flashing back to seven years ago… flashbacks with the image of my Mom looking into my eyes as she took her last breath… flashbacks to the day everything had changed.
Nicki interrupted my musings by sliding closer to me on the couch and asking sympathetically, “Do you think you actually can endure this trip without having those panic attacks?”
“I don’t know,” I said. My anxiety was rising again.
“Is one starting up right now?” she asked, noticing me starting to tremble.
“I think so,” I said.
“I’m so sorry! Here, rub my feet,” she said, swinging her nylon-clad feet into my lap.
“What? Why?” I asked. Her amazing legs had suddenly appeared on top of mine, and her skirt was hiked up so high that I could see she wasn’t wearing pantyhose, but thigh-high stockings. I could even see the lace tops!
“Try distracting yourself by massaging my feet,” she said, wiggling her toes right in front of me… my dick hardening underneath her feet.
“Um, okay,” I said, surprised by her suggestion, but excited to be touching those sheer nylons.
“Don’t pretend you don’t want to do this, bro,” she said, as I started massaging her left foot.
“Pardon?” I asked. The nylons were super silky sheer and soft.
“As if you’re not obsessed with Mom’s and my nylon-clad legs and feet,” she accused.
“I am not,” I said, likely too quickly to be credible.
“Riiiiiiight,” she drawled at length, and she settled her other foot down onto my hard dick. “And if you don’t have a nylon obsession, then why are you so hard right now?”
“I’m always hard,” I said with a groan. Shocked by this very unexpected sexual touching. I defended, “I’m an eighteen-year-old guy.”
“But touching me through my stocking seems to have distracted you from the panic attack you were starting to have,” Nicki pointed out, as I greedily massaged her entire sole.
“I guess it did,” I admitted, realizing that massaging her silky sheer foot had indeed calmed down the anxiety that had been rising inside me.
“Yeah! Lurking behind your borderline psychosis is just a horny pervert,” she teased… like she found it amusing.
“Says the gal rubbing her stepbrother’s dick with her foot,” I pointed out, as she moved her free foot ever so slowly up and down my raging hard-on.
“Says the guy with a hard-on from checking out his stepmom and stepsister’s tits, legs, and feet,” she countered.
“Like I said, I’m always hard,” I defended. I kept massaging her foot, and her free foot kept rubbing my dick.
“And my mother and I always wear nylons,” she shot back. “Coincidence? I think not.”
“Fine. I like nylons,” I shrugged. “I didn’t even know I did before you and your Mom moved into the house.”
“There it is, then,” she grinned. She entrusted her other foot to my hands, and I happily grasped it and began massaging.
“Your feet… in nylons… actually do distract me,” I admitted.
“Then having my very own live-in foot fetish masseur will be nice.”
“Really?” I asked, this intimate interaction was definitely inappropriate for a stepbrother and stepsister. But whatever… I’d take her up on this any time she offered… with or without her foot rubbing my dick.
“Yes, really,” she said. She began rubbing my dick a bit more aggressively.
“W-w-what are you doing?” I stammered.
“Just helping my baby brother out,” she said in a sexy, seductive tone.
I was about to come in my pants! Her foot rubbing my dick and her tone were making my balls bubble. I always hated when she called me her baby brother… just because she was six weeks older than I was.
“Oh, God,” I groaned. I tried to hold it in, but it was no use… and I spewed a load in my underwear!
“That was quick,” she chuckled. She continued rubbing my dick, while I continued coming and coming!
“I’m so sorry!” I apologized, although I wasn’t certain what I was apologizing for, even while I kept oozing more cum into my underwear.
“Don’t be sorry. I’m sure you can reload quickly,” she smiled companionably.
Just then, the front door opened. She quickly swung her feet away, gave my dick a quick squeeze (with her hand this time), and whispered, assessing my seven-inch dick, “Maybe you’re really my big brother.” She then quickly returned to where she’d been sitting before the surreal foot job I’d just received.
It wasn’t even five seconds later, when our parents came in with the ice cream. My stepmom came over and handed me my hot chocolate sundae, glancing down at my crotch. I assumed she noticed the quarter-sized wet spot… which I was now noticing for the first time.
She didn’t say anything, but she gave me just the slightest smirk, before she sauntered away… giving me a great look at her legs from behind… and I noticed for the first time that her nylons had a seam up the back… which for some reason enhanced their sexiness.
During the next three weeks, nothing like that ever happened again, and I assumed it wouldn’t ever happen again… even though I unloaded quite a few loads from replaying our encounter in my head over and over again.
Not to mention, I was able to listen to my Dad having sex with LeAnn on multiple occasions, while my sweet and motherly stepmom morphed into a nasty, verbal slut. The filth that flew out of her mouth was hotter than any porn flick I’d ever watched, like: “Oh, yes! Give me that big white dick! Pound my black pussy! Fill me up with that fucking huge white dick! Shoot that load all over my face! Pound my asshole!” and, “Oh, fuck yes! Fill my asshole with your creamy cum!”
Faced with all this evidence that my stepmom was a nasty three-hole slut behind her pretty, sexy, sweet exterior enhanced my utter fascination and obsession with her… leading to my spewing many loads while I imagined giving my virginity to my Dad’s wife! I knew it was sick… very, very sick… but every time my dick got hard, or I listened to them fucking, that was the fantasy that always popped into my head. Although sometimes it was my stepsister instead… which was still sick, but not as sick as fantasizing about fucking my Dad’s wife!
Which led us all to the long, two-day drive that forever changed our lives….
…..
Wanting to get an early start, it was 7:00 in the morning as we headed out to the car to begin our road trip… two long days on various highways… my anxiety was already peaking at a new high. There was no way I could handle this trip! Just looking at the Range Rover from the outside, was sending anxiety shooting through me.
Dad asked, as he stacked three suitcases in the backseat, “You okay?”
“I don’t know,” I answered, staring at the car as if it was a cobra ready to strike, and I was a terrified, spellbound mouse.
“He’ll be okay,” Nicki said, arriving in a short plaid skirt, tan nylons, and a white blouse. “I’ll make sure of it.”
Magically, my dick hardened in my shorts.
My stepmother followed Nicki out of the house a moment later, wearing a poppy-covered sundress and her trademark mocha-coloured nylons. Her dress, just like all her dresses, didn’t do much to de-emphasize her voluptuous tits.
“Ready, Aaron?” LeAnn asked, coming up to me.
“As ready as I’ll ever be,” I replied, my anxiety dissipating as I admired my stepsister and my stepmom… two perfect distractions… and both of them were… insanely?… wearing nylons on a day when it was already a hundred degrees. And since we lived in Albuquerque, we’d be heading through half of Texas today, and into the Deep South tomorrow!
“That’s good, boo,” she said, giving me a big hug. “Nicki will make sure to keep you relaxed.”
“Okay,” I said.
“Like she did that evening a few weeks ago,” she added, before letting go of me.
What did she mean by that? What did she know? My eyes went wide at the possibility that she knew how I’d gotten that wet spot in my pants. And if she meant what I thought she did, she was implying that her daughter was about to distract me by playing with my dick! Again!
“You’re rather overdressed for a road trip, honey,” Dad observed.
“You don’t like?” LeAnn asked.
“No, no, no! I certainly don’t mean that! You know how much I love your fashion sense,” he said. “It’s just really hot today.”
“And I like to look hot,” she said, doing a 360º twirl, her dress sailing up just far enough to reveal a quick flash of her pantyhose-clad ass.
“You definitely do, honey,” Dad said, wrapping his arms around her. “Always.”
“Enough, you two,” Nicki complained. “It’s way too hot out here… let’s get in the car and crank up the air conditioner!”
“Your chariot awaits, milady,” Dad said gallantly. He went around to the passenger door and opened it for his bride of six months.
“Why, thank you, gentle sir,” she said with a gracious smile as she stepped inside.
Nicki climbed into the backseat. She was stuck in the middle, since those three suitcases were hogging the right third of the bench seat in the back. She patted the seat beside her, right behind my Dad… which was rather inconvenient for my long legs, even though our Range Rover was considered a luxury SUV. Fortunately, my stockbroker Dad could afford to buy just about anything he wanted.
I took a deep breath… admiring my stepsister’s sexy legs in their tan nylons with a shiny glean… and… quickly, before I could change my mind… I got into a car for the first time in years!
“There you go,” LeAnn said with her usual buoyant outlook, looking at me approvingly.
Dad got into the car, fastened his seat belt, which made me hurriedly do mine too, and he pulled away from the curb without saying a word… giving me nary a chance to change my mind.
I took a deep breath, and as the car started moving, I found my anxiety zooming from zero to sixty in a heartbeat… I could actually feel my pounding heartbeat!
Nicki took my hand, placed it on her nylon-clad leg, and whispered, “Relax, big brother.”
She then moved my hand up and down her left leg slowly and smoothly. The sheer, silky nylon… the softness… the warmth of her thigh… her hand on mine… had my anxiety calming back down in another heartbeat.
LeAnn looked back… glanced down to see my hand on her daughter’s leg… smiled… nodded… and asked, “How you doing, boo?”
“O…kay,” I said, taking a deep, shuddery breath between the two syllables, as I enjoyed the sensations my hand was capturing from Nicki’s soft, silken legs.
“That’s good,” my stepmother said, continuing to look into my eyes, and also at my hand slowly moving up and down her daughter’s nylon-clad leg. And she seemed to approve of my caressing her daughter’s nylon-clad legs, “Just let yourself relax, boo.”
“Okay,” I repeated. My stepmom’s words and her support, mixed with the silky sensations of my stepsister’s silky sheer stockings, had me calming right down.
“You’re being so brave, boo,” LeAnn said, continuing to talk soothingly to me while the car started up after stopping for a red light.
“Yes, so brave,” Nicki purred into my ear, her hot breath making a chill go up my spine… a wicked contrast between hot and cold.
“You doing okay back there, son?” Dad asked as he drove. It was then, as my hand strayed slightly beneath my stepsister’s skirt, that I decided I was happy to be sitting behind him… so he couldn’t see precisely what was keeping me calm.
“I am, actually,” I said, rather surprised. Although I was still tightly controlling my breathing, my stepsister indicated with a smile and a nod that it was perfectly okay for me to reach my hand under her dress… and she actually guided my hand further up… while my stepmother watched… obviously continuing to approve.
“That’s great, son,” he said, his tone filled with relief and happiness. “It’s so great.”
“Yes, he’s a very brave man,” LeAnn agreed, as she watched my hand wandering higher and higher up her daughter’s leg.
“So brave,” Nicki added. Her hot breath made me tremble as she stopped my hand just a couple of inches away from her pussy… and my entire hand was now hidden beneath her skirt.
LeAnn gave me another smile… then she finally turned around to face the front.
“You can keep your hand there for as long as you like, big brother,” my stepsister whispered, and she pulled out her phone.
So, for the next hour, my hand never left my stepsister’s leg. I never risked venturing any closer to her pussy… but I did move my hand around a bit, to feel her silky sheer stockings. I’d always been chronically antsy, even before the accident (I loved when fidget spinners came on the market), and having something tactile to keep me preoccupied was definitely helpful… and that something being the nylons this hot girl was wearing, made it even better.
It wasn’t until LeAnn said, “I need to pee,” and soon afterwards we pulled into a rundown gas station and diner in the middle of nowhere, that I reluctantly removed my hand from under my stepsister’s dress, and off of her leg.
We came to a stop, and we all got out of the car. And then I realized that I too needed to urinate. I went into the building, found the bathroom, and took a piss… with difficulty, since my dick was still hard. My piss actually sprayed out in two split streams… which I don’t recall ever happening before or since… although I didn’t often take a piss while I was hard.
When I was done, I tapped, wrangled my still mostly erect dick away, washed my hands, and returned outside.
Then as I was approaching the car, LeAnn asked softly in my ear, “Did caressing my daughter’s nylons help you stay calm?”
“It did,” I admitted. “And you’re okay with it?”
“Very much so,” she said. “I promised you that we’d do anything it takes to help you to overcome your past trauma, boo. And I meant it.”
“I never knew how amazing nylons could feel,” I said.
“Yes, the high quality ones can be life-changing,” she said.
“So I’m learning,” I said, glancing down at her amazing legs.
“She and I will wear them for the entire trip to help keep you fixated, and thus relaxed.”
“Thanks,” I said, and meant it.
“And I appreciate your constant glances at my old legs.”
“You’re not old!”
“You’re so sweet,” she said, smiling warmly.
However, as I looked at the car, even after all we’d discussed, I could feel my anxiety rising again.
“You’re getting nervous again, aren’t you?” she noticed.
“A little,” I admitted.
She took my hand and led me around to the side of the building. Once we were in a secluded area, she said, as she carried my left hand under her skirt and directly onto her pantyhose-clad pussy, “Mommy is here for you, Aaron.”
“Oh my!” I gasped… the first pussy I’d ever touched was my stepmother’s!
“Just rub slowly,” she instructed.
I did, rubbing my stepmom’s pussy, and realizing she wasn’t wearing panties.
“Nicki isn’t wearing any panties either,” she said, as I felt her wetness ever so slightly seeping through her pantyhose.
My eyes were wide as I kept rubbing her pussy through the silky sheer pantyhose. I was in utter awe about this: my first sexual experience with a woman.
“Now hold your fingers under your nostrils,” she instructed, after just thirty seconds or so of my touching her pussy through the silky sheer hosiery.
I did.
“Inhale,” she ordered.
I did.
“Let Mommy’s scent relax you,” she said.
“Okay,” I said, her intoxicating scent smelling so good. It made me want to drop to my knees and lick her pussy… one of my many fantasies about her. But of course I couldn’t do that.
“Is this helping?” she asked, a concerned look on her face.
“A lot,” I said honestly. I continued inhaling her scent.
“Good,” she said with a nod. “There’s always more of that whenever you need it.”
“Wow,” I said, in a bit of a daze at my stepmom not only letting me, but encouraging me to rub her pussy.
“We’d better get back,” she said. She leaned forward and kissed me on the cheek.
“Okay,” I repeated. She turned and walked away, and I followed behind her, admiring the seam down the back of her nylons.
“Come,” she said when she turned and saw me staring at her.
“I just might,” I joked.
“Mmmmmmmm,” she said in such a sensual tone that my cock flinched in my pants. She then resumed strolling back to the car.
I arrived back at the car and Dad asked, “Still doing okay?”
“So far, so good,” I replied, as I saw my stepsister blowing me a kiss from behind my Dad, and I looked back at her as I brought my wet finger to my nose, as if I was scratching an itch.
“Great,” Dad said, “I knew you could do it,”
“Thanks, Dad,” I said, as Nicki got into the car. She said, “We’d better get going.”
“All right,” he said, patting me on the back as we returned to the car.
Once I was in my seat, I placed my fingers under my nose again, and smelled my stepmother.
LeAnn turned and saw me doing it, and she smiled.
Nicki took my other hand and put it back under her skirt as if competing with her mother, and I began slowly caressing her silky legs again… loving the soothing sensations of the silky sheer nylons… feeling so lucky, and completely distracted.
“On the road again,” Dad sang off key and sounding nothing like Willie Nelson, as he shifted the vehicle into Drive.
As soon as we were back on the highway, Nicki pulled out her phone.
A moment later I received a text. It was from Nicki: Check the pouch in front of you.
I looked at her perplexed, and she pointed at the pouch on the back of Dad’s seat.
I stuck my free hand into it, and pulled out a sexy, lace bra.
My eyes went wide!
I checked out her breasts, and I saw her nipples poking against her blouse.
She grabbed my hand that wasn’t under her dress, and carried it to her braless breast.
My already hard cock flinched, as LeAnn turned around and asked, as she witnessed me feeling up her daughter, “Are you doing okay, Aaron?”
“G-g-great,” I stammered. Both of my hands were intimately touching her daughter!
“Good. You’re doing very well,” she grinned.
“Yeah, thanks,” I said. I was still in awe of what my stepmother was willingly allowing me to do to her daughter, to keep me stress free.
She turned away, and a couple minutes later, while I continued rubbing my hand over Nicki’s nylons and squeezing her large breast, LeAnn stuck her stocking-clad feet up on the dashboard… and within my view… were all ten of her perfectly manicured, freshly pink-painted toenails.
“Honey, that’s a little distracting,” Dad whispered, while I was now getting rather overstimulated by these multiple visual and tactile distractions.
“Oh, honey,” LeAnn said, “I think you can drive and admire me safely. It’s a divided four-lane interstate.”
“LeAnn,” Dad whispered, sounding a little embarrassed.
“What?” Leann asked, while Nicki grabbed my hand and squeezed, signalling that she wanted more attention. “I think both of our children know about your nylon foot fetish.”
“Yes we do,” Nicki chirped in from the backseat, and I snatched my hand away from her tit when he looked into the rear view mirror.
“Is it hereditary?” LeAnn asked, turning back to look at me, as I stared at her sexy nylon-clad toes.
“P-p-pardon?” I stammered, feeling my cheeks going red.
“Do you obsess about our nylons too, Aaron?” LeAnn asked, as she observed my right hand under her daughter’s dress. Then feeling brazen, my other hand returned to pinch her daughter’s hard nipple.
“I didn’t know I did until you and Nicki moved in,” I admitted honestly.
“Hear that honey?” LeAnn teased my Dad, “two hot gals move in, and boom! Like father, like son.”
“I guess it was inevitable,” Dad chuckled, “the way you two walk around wearing them all the time.”
“Do you want us to stop?” LeAnn asked.
“No, no, no!” Dad replied. “I definitely don’t want that!”
“Good,” my stepmother said, winking at me as she turned back around, “because you know that they’re essential accessories to my everyday attire.”
“That’s just one of the things I love about you,” Dad said.
Nicki took my head and pulled my face towards her breasts. Unfortunately her blouse kept me from placing my lips directly on her skin, but nonetheless, I now found myself sucking on her nipple through the thin fabric.
“What else do you love about me?” LeAnn asked playfully.
“That’s a loaded question,” Dad joked.
“Is this loaded too?” LeAnn asked, and I assumed she’d just reached for Dad’s dick.
“LeAnn!” Dad gasp-groaned, as I sucked on my stepsister’s hard nipple.
“I’m only teasing,” LeAnn purred, “but you know you’re hard to resist.”
“You’re impossible to resist,” Dad said, while I thought the same thing.
“And don’t you forget it,” LeAnn said, as I moved my lips to Nicki’s other nipple.
For about ten minutes give or take, Dad and LeAnn discussed their plans for when we arrived in Destin, while I switched back and forth between my stepsister’s two hard nipples like a pleasure yo-yo.
LeAnn drew me out of my nipple-worshipping coma when she said, “Honey, I hate to mention it, but I need to go pee again.”
“Already?” Dad asked.
“What can I say?” she shrugged. “Most of me is big, but my bladder is petite.”
Dad laughed, “All right then.”
I leaned away, and I noticed wet spots around my stepsister’s nipples. They were pretty obvious… while my hand remained under her dress… a hand that had been rather dormant for quite a while, just resting contentedly under her dress, while I focused on her nipples and tits.
“I can pee too,” Nicki said.
“I could use a drink,” I added, my mouth feeling a little dry.
“Next stop is just a couple miles away.” Dad said.
When we arrived at a plaza with a gas station, restaurant and convenience store, we all got out. Dad mentioned, as the ladies sauntered towards the store, and we admired their shapes from behind, “LeAnn can get a bit wild.”
“I know, Dad,” I said. “I can hear her most nights.”
“Oh?” Dad said, as we continued admiring their cabooses. I wondered whether he knew I was admiring his wife’s amazing legs and big booty.
“Yeah, she gets quite animated,” I added.
“That she does,” he agreed a little awkwardly.
“I mean I’m surprised the neighbours don’t come knocking,” I joked, deciding to be totally frank with my father. We both were, after all, adults.
“She isn’t that loud,” Dad said, looking at me for the first time.
“Oh yes, give me that big white dick! Pound my black pussy! Fill me up with that fucking huge white dick!” I rambled, all things I’d heard her crying out while I jerked off in bed, listening.
“Oh my God, you really heard all that?”
“Hard not to.”
“Sorry.”
“Don’t be sorry,” I said, “you’re a lucky man to have such a beautiful… vibrant… enthusiastic wife!”
“Yeah, I really am,” he agreed. Then after a pause, he added, shifting back into his fatherly mode, “You know that doesn’t mean I don’t still miss your mother every single day.”
“I know, Dad,” I said. “But I know Mom would be happy to know you’ve moved on, and found another love in your life.”
“You think so?” he asked unsurely.
“I know so,” I asserted. “Mom would never have wanted you to be miserable. And sharing your bed with a wild woman like LeAnn, doesn’t make your love for Mom any less real.”
“Son, you really are a great man!”
“I’ve been learning from a great man for my entire life,” I responded, and Dad gave me a big shoulder hug.
“I love you, son,” Dad said.
“I love you too, Dad,” I replied.
“Do you still need that drink?” he asked, setting aside our touching father and son moment.
“Yeah, I do,” I nodded… realizing it was really fucking hot out here.
He pulled out his wallet and said, as he handed me a twenty, “Grab me a Coke and a bag of barbecue chips.”
“You got it,” I said, taking his money and heading into the store, just as LeAnn was coming out with a couple of Cokes and some chips.
“Is one of those for Dad?” I asked.
“It is,” she nodded.
“You know him so well,” I laughed, seeing she also had some barbecue chips.
“Oh, I sure do, honey,” she smiled. “Just see what Nicki wants.”
“Will do,” I said as I went into the store.
I was grabbing a Coke, when Nicki came over and asked, “Grab me a Diet Coke?”
“How can you drink that stuff?” I asked, as I handed her one.
“It’s how I keep this figure so shapely and slim,” she said, striking a pose for me, with her back arched and her sexy chest thrust forward.
“It seems to be working, so who am I to question your diet?” I replied, still able to see the slight wetness I’d left around her nipples.
“Exactly, big brother,” she grinned. Then she turned and walked away… allowing me once again to admire her shapely rear end.
I grabbed some chips for myself, Nicki grabbed a Kit Kat, I paid for it all, and we headed back to the car.
But even after all the crazy I’d been enjoying today, my anxiety returned as I neared the car.
I stopped walking.
Nicki noticed I was no longer accompanying her. She turned around and came back to me, just as Dad and LeAnn also started coming towards me.
She said, “Come on, big brother, I’ll have a very nice surprise for you during the next leg of the drive.”
“You will?”
“Oh, yeah. Mom told me how she relaxed you at our last stop,” she said. “So just get back into the car, and you can have as much more of that as you want!”
“I can?” I asked, hearing her words, but still struggling to process them.
“You okay, son?” Dad asked.
“Yes, boo. Are you okay?” LeAnn asked.
“Yeah, yeah, I guess,” I replied, “I just needed to take a breath for a moment.”
“Great,” Dad said, patting me on the back, and heading back to the car.
“You may finger my daughter all you like,” LeAnn whispered in my ear. Her breath felt warm and exciting.
“Yeah, big brother, finger fuck me,” Nicki chimed in, her words sounding so hot and nasty!
“Nicki, language,” LeAnn said, oddly in a serious tone.
“Sorry, Finger bang me then,” Nicki rephrased.
“Better,” Leeann said, and she too returned to the car.
“She’s okay with you fingering both of us, but God forbid I say fuck,” Nicki mumbled for my ears only, shaking her head in frustration.
“Have you heard the language she uses every time she and Dad are fucking?” I asked. “There’s lots of creative language coming out of her!”
“I know, right?” she said. “But whatever,” she shrugged. “Let’s get back inside the car, and you can finger fuck me until I come.” She turned and began walking away.
I asked, “Really?”
“Yeah, your nipple sucking got me horny as fuck,” she said. “And please don’t tell my Mom I’m still speaking French.”
“Wow,” I said as we reached the car.
“You get in first this time,” she told me. “I don’t know how your Dad didn’t notice you sucking on my titties.”
“Or the wet spots I left on your blouse,” I added, having wondered that myself. Then once I got my head focussed, I forgot we were even inside a car, while all I thought about was going back and forth between her two big tits and her hard nipples… I even tuned out the conversation in the front seat.
I got in, sat down, quickly adjusted my very hard penis, and Nicki slid in beside me, on my left this time, her hand going immediately to my erection. “Mmmmmmmm, nice,” she said, sounding impressed, before she gave me one more firm squeeze, and took her hand away.
“Are you two all settled in back there?” Dad asked, looking at me in the rear view mirror.
“Almost,” Nicki said, as she lifted her ass to hike up her skirt all the way up to her waist, giving me a spectacular view of her pantyhose-clad lower half, spread her legs as wide as she could behind Dad’s seat back, revealing a rip in her pantyhose right at the crotch. “There, that’s much better,” she said, reaching for her seatbelt.
“Comfortable?” LeAnn asked, smiling at us and glancing down at her daughter’s spread legs, and her fully exposed vulva.
“Almost,” Nicki said, before… she grabbed my hand and placed it directly onto her slightly wet, uncovered pussy!… while she looked her Mom straight in the eye. “There! That’s perfect!”
“You two snuggle bugs look very comfortable back there,” my wicked stepmother approved, although she was the complete opposite of the wicked stepmother in Cinderella. (Emphasis on how one defines ‘wicked’.) Nervously and excitedly, I began tracing my fingers along her pussy lips… touching my second pussy of the day, which was also the second pussy of my life.
“Okay, we’re off,” Dad declared, starting to pull out of the parking lot and giving me a wink via the mirror… what was that about?!
“Yes, or at least getting there,” Nicki agreed. She tapped my hand to get me focused back on her instead of my Dad.
I turned all my attention to the first pussy I’d ever touched without the hindrance of pantyhose…and taking a closer look at it. I’d watched a lot of porn. I’d admired thousands of pictures of pussies. I’d read a plethora of articles and watched quite a few how-to videos about how to please a woman, including fingering, cunnilingus (not a very sexy word, really) and of course, fucking. But that was all just on a computer screen. This was real! Tactile! Olfactory, even!
While I was learning about fingering and going down on a woman, I paid lots of attention to gaining an understanding about the various regions of a woman’s pussy, inside and out, hoping to become a great lover with both my tongue and my dick, whenever the time came.
LeAnn said, indirectly assisting me in penetrating her daughter’s pussy with my finger, “Just breathe and relax, Aaron.”
“Yes ma’am,” I said, not looking up, but keeping all my attention on the shaved pink pussy at hand. The bright, glistening pink was such a lovely contrast to her beautiful dark brown skin as I probed my index finger deeper between her pussy lips… and felt more wetness.
“You okay back there, son?” Dad asked.
I sat back up straight and said, “Yeah, I’m good.”
“Your cheeks are red,” he noticed.
“Just focus on the road, Steven,” LeAnn ordered brusquely, as I felt Nicki’s hand on mine, guiding me deeper into her wetness.
“Sorry,” he said sheepishly.
I returned my full attention to my stepsister’s pretty pink pussy, the most beautiful triple crown alliteration ever.
“Yes. And you focus on me, so you don’t freak out,” Nicki ordered, loud enough for everyone, including my father, to hear.
“Yes, son. Whatever Nicki’s doing, let her keep your attention occupied,” Dad said, unknowingly encouraging our stepbrother/stepsister foreplay.
“Yes, Aaron. Just focus on Nicki. She knows exactly how to keep you distracted,” LeAnn concurred, far more knowledgeably.
“Okay, I will,” I said dutifully (only on the outside), in awe of not only the encouragement coming to me from the front seat, but the sight and feel of my finger inside my hot, black stepsister’s box. This was more unbelievable and hotter than any erotic story I’d ever read, or any porn scene I’d ever watched… so indeed, sometimes truth is stranger than fiction.
“Yes, keep all your attention on me,” Nicki whispered, biting her lip as I began slowly moving my finger in and out of her pussy… ever so slowly… both in awe of watching my finger do its repetitive disappearing act inside her, but also because the first girl I’d ever fingered was my stepsister!
“That’s it,” LeAnn said soothingly, “there you go.”
A moment later, the music playing on the radio was turned up significantly, assumedly by my stepmother as I fingered her daughter, to drown out the wet sounds escaping the backseat.
The first song that played (following a commercial for time shares) was ironically appropriate: the 1980’s Scorpions classic, ‘Rock you Like a Hurricane.’
“Mmmmmmm,” Nicki moaned, ever so softly, which made my entrapped hard dick flinch inside its uncomfortable confined space, as I continued reaching over to finger my stepsister a bit awkwardly. Hearing her moaning because of my finger was a major turn-on. Sure, the avowed purpose of this exercise was to keep me distracted and thus control my anxiety… unorthodox but effective… but if she was enjoying it too, that made it all the better.
“Taste me,” she whispered into my ear, about seven or eight minutes into my lengthy, slow fingering.
I looked a question at her.
“Taste me on your finger,” she whispered directly into my ear, her words and her hot breath… and an unexpected lick… making my hard dick rage!
I nodded my willingness.
I pulled my finger out and moved it under my nostrils… inhaling her exotic, addicting scent… similar, but slightly different from her mother’s.
I then brought it to my lips, and sucked her wetness off my finger.
Heavenly!
She tasted better than I could ever have imagined!
Many guys give a less than flattering description of a woman’s pussy scent and taste. But judging from my brief experience today, they were all wrong, wrong, wrong!
The taste was tantalizing, albeit gone almost as quickly as it appeared… I wished I could bend down and dive between her legs to get a taste directly from her pussy!
I brought my finger back to her pussy…fingered her for a few seconds… pulled out, and tasted her again.
“Mmmmmmm,” she purred, watching me behaving like a kid in an all-you-can-eat candy store.
“So good,” I whispered.
“What’s so good?” Dad asked. Apparently I hadn’t whispered as softly as I’d thought!
“My Coke,” I lied. I sat back up, my other hand going to Nicki’s pussy to rub her outer lips. So now both of my hands were touching her… one on the outside, the other still moving back and forth inside her.
“Does it taste really good?” LeAnn asked.
I knew what she was really asking.
“Yes, and it’s very refreshing,” I answered, as I took my right hand away from inside her daughter’s pussy, and stuck it between my lips.
“I bet it is,” my stepmother smiled, taking a sip of her own Coke.
“Is it too hot in here?” Dad asked.
“It is a little hot back here,” Nicki agreed, grabbing my right hand and placing it back in her pussy.
“Yeah, they do look a little hot back there,” LeAnn said, smiling widely… watching me rubbing her daughter’s pussy.
“I’ll turn the air up,” Dad said.
“Thanks,” I replied, taking a sip of my Coke in one hand while still rubbing Nicki’s pussy with the other.
“Keep him distracted,” LeAnn said.
“I’m doing my best,” Nicki said, pursing her lovely full lips.
LeAnn placed her pretty feet onto the dashboard again, this time sans shoes… and wiggled her delicious toes… well, assumedly at least. “Do you think you can drive and drool simultaneously, honey?”
“I think I can manage,” Dad said. I could tell by the back of his head that he was now taking frequent glances at his wife’s beautiful nylon-clad toes, just like I was doing steadily… although only for a minute, before Nicki tugged on my free hand.
“Focus on me!” she whispered harshly, annoyed by my attention on her mother.
“Sorry!” I apologized, sticking the Coke back in its holder, then bringing my right hand back to her pussy, and sliding two fingers inside this time.
“Ooooooooh,” Nicki moaned, as my additional finger spread her tight pussy a little wider.
“You okay back there?” Dad asked.
“They’re fine,” LeAnn said. “Focus on my gorgeous feet.”
“Yes, honey, they really are,” Dad agreed, as I began finger fucking my stepsister with two fingers… and this time, every ten strokes pulling out and sucking her pussy juices off my fingers.
Then repeat.
I kept up this routine for a long time.
For miles and miles.
Finger fucking… eight, nine, ten.
Sucking.
It was obvious after a couple dozen miles, I was driving her wild… a constant tease. I’d read that teasing a woman until she can’t take it anymore was a great way to get her off. I was admittedly getting her very frustrated, but the payoff would be well worth it! I was definitely testing the limits of that theory.
Then… I got up to the ten pumps and pulled out… but now with my left hand, I rubbed her swollen clit.
“Oh Jesus,” Nicki moaned into my ear.
“You like that?” I whispered back, this time making sure that I actually was at a low decibel level.
“Don’t stop,” she answered, as I began a new pattern of pleasing her inside and out, while still taking my frequent tastes of her pussy.
“Not on your life,” I replied. This sexual activity was the most surreal but effective way to remain distracted while I was inside a vehicle!
I don’t know how long I kept this up… definitely for lots of miles… when Dad announced, “We’ll be stopping for lunch in nine miles.”
Nicki’s eyes went wide with dismay.
“Sounds good,” I said. I needed to say something positive!
“You guys hungry?” LeAnn asked, looking back at us with a teasing smirk.
“Starving,” Nicki said, before whispering into my ear with a soft moan, “Only nine more miles? Finger bang me faster!”
I nodded, as I continued teasing her clit while pumping my two fingers in and out of her pussy a lot faster!
“I’m starving too,” LeAnn said. “How about you, Steven?”
“I can always eat,” Dad said.
“I know you can,” LeAnn responded, which sounded harmless, but having heard her yell things like: “Eat my black pussy! Suck on my fat clit!” and, “I’m coming on your face!” told me it was innuendo.
“Oh, always,” Dad responded, taking it ‘the wrong way’ as well.
With LeAnn helpfully distracting my father, I now focused on the task at hand… literally… as I fingered Nicki furiously, and also began tapping on her clit… making her legs twitch constantly.
She tugged on my ear with her teeth… gently… and whispered, “Faster, baby, faster!”
I pumped my fingers in and out of her pussy as fast as I could, while stimulating her clit. Her moans got louder, and she bit down on her lip to keep herself from erupting with a scream… and maybe some squeals… and thus alerting my oblivious father to the debauchery occurring directly behind him.
“Oh, Aaron,” she moaned into my ear a few seconds later, just before she squeezed her legs together and came, pressing her open lips against my neck, and moaning against my skin.
I felt her wetness all over my fingers, as her body quaked and trembled against me.
About a minute later, while I watched in voyeuristic awe and pride in my accomplishment, she opened her legs again.
I pulled my fingers out, and rushed those soaking wet digits to my lips… slurping a generous amount of her tasty, intensified cum into my mouth.
Then, while she kept her legs spread wide, I brought my fingers back to her leaking pussy and retrieved some more of her cum and stuck it in my mouth, while she licked and kissed my neck some more.
I did that a couple more times, savouring my stepsister’s pussy cum, before Nicki asked in a normal voice, “How much further? I really need to pee!”
“Three more miles, I think,” Dad responded.
“Then hurry, Daddy,” Nicki said, sounding so cute by addressing him as ‘Daddy’ for the first time I could recall… which was surprisingly hot.
I sat back up and saw LeAnn watching us.
I grinned.
She grinned back… like a she-wolf.
Nicki took my hand and placed it on her leg again. I slowly moved it up and down, still enjoying the soothing sensations of the sheer silk, even after the two exhilarating sexual encounters of sucking on Nicki’s breasts through her blouse, and then fingering her to a powerful orgasm.
I was… oddly… becoming a man in a new fashion, in the backseat of the family Range Rover.
A few minutes later, we were parked in front of a TGI Friday restaurant (recently rebranded Fridays), and Nicki leapt out of the car and began scurrying towards the bathroom, the moment we came to a stop.
I got out, adjusted my dick, and stretched.
“Hungry?” Dad asked.
“Yeah, a little,” I said, although what I really wanted was some more tastes of Nicki’s pussy. I knew it wouldn’t fill me up, but it sure was delicious. Easily the best appetizer I’d ever had!
“Good. Let’s eat,” Dad said. “Except I need to hit the can too.”
“Then go,” LeAnn said. “Aaron and I will snag us a table.”
“Okay,” he said, and headed for the restaurant.
“So… did finger fucking my daughter help to alleviate your anxiety?” she asked, the moment we were alone.
“Language,” I teased.
“I just say things like that to keep my baby girl off balance,” she grinned wickedly. “I know that you know I have a very wicked tongue.”
“You do?” I asked, surprised.
“Your bedroom is adjacent to ours, and the wall is quite thin,” she pointed out.
“I may have occasionally heard the odd spicy word or phrase,” I shrugged.
“And do you jerk off while you listen to your Dad fucking me?”
“I plead the Fifth,” I said, as we reached the restaurant. Now I was hard again because of her questioning!
“It’s okay if you do,” she reassured me. “Actually, I hope you do.”
“Ohhh! If you’re in favour of it, then yes, I do it all the time.”
“May I ask you a personal question?” she asked, while we lingered outside the entrance.
“You mean more personal than that last one?” I joked.
Touché,” she said with a smile. Then asked, “Are you still a virgin?”
I stared at the ground and answered, “Yes ma’am.”
“That’s a shame,”
“Yeah. Well, I don’t go to parties or anything, so my opportunities to meet girls are pretty much nonexistent.”
“Blow jobs?”
“No.”
“Hand jobs?” she asked, looking more and more concerned.
“Besides my own hand?” I asked trying to make light of this awkward conversation. It felt more than a little humiliating.
“Oh, boo,” she said lovingly, touching my heartstrings while she pulled me into one of her motherly, all-enveloping hugs.
“It is what it is,” I demurred, having hoped that when I got to college and lived on a dorm where I’d never have to drive anywhere, I could meet a girl, and so forth.
“No, it isn’t just what it is,” she denied like my champion, leaning back with her arms still around my waist and gazing into my eyes.
“The opportunity just hasn’t presented itself yet,” I said, still trying to downplay my lack of experience.
“Then we’ll just have to change the nature of your opportunities,” she said, reaching down to my dick and giving it a squeeze. “This bad boy needs to come out and play. Real soon.”
Feeling brazen after everything that had happened today, including her hand on my cock just now, I asked, “You mean this bad boy big white cock?”
“Mmmmmm. You naughty boy, flirting with your mother like that,” she rebuked me, but in a playful, sensual way.
“Except that two sizzling hot babes are inspiring me to get out of my head and come out of my shell,” I replied, that statement being completely true. No way in a million years would I have agreed to this road trip if only my Dad had been trying to coax me into doing it!
In fact I’d been so adamant against it, that he’d cobbled together a way where I could take a bus from a stop only six blocks from our house to the Albuquerque International Sunport, then I could take a courtesy shuttle from the airport to a hotel a mile and a half away, then after staying the night in the hotel, I could shuttle back to the airport very early the next morning, and my flight to the Florida Panhandle (with no less than three layovers!) would arrive at midnight. Then no way I’d walk very far in a strange city in the dark, so I’d catnap in the Destin-Fort Walden airport until morning, and then I’d walk to a bus station in Valparaiso and catch a bus the sixteen miles to Destin, which was our final destination. I’d then check into the hotel Dad would have booked in Destin, and wait for the rest of my family to arrive. Dad would also have arranged for FedEx to deliver the stuff I’d be shipping to myself. The trip would have been a complete hassle, but it was doable.
“Well, boo,” she smiled warmly, “that’s our plan. To get you out of your head and into a much more enjoyable lifestyle.”
“Well, although you and Nicki have a very unusual way of accomplishing that,” I smiled back gratefully, ” so far it’s working like a charm.”
“And what we’ve done so far is only the beginning,” she foreshadowed intriguingly, as she reached for the door.
“Sounds great!” I said, excited to learn what else she and her hot daughter still had in store for me.
“By the way, we black folks call a penis a dick, not a cock,” she said.
“Really?” I asked, as she went into the restaurant.
“Really,” she confirmed, and I accompanied her in. Nicki was already waiting for us in the foyer.
“What took you so long?” she asked, her arms crossed and looking a little annoyed. I wasn’t sure if it was because she was hangry, or perhaps a bit jealous.
“I was chatting with my favourite son,” LeAnn smiled warmly at me.
“About?” Nicki asked tersely.
“That’s enough of that attitude, young lady,” LeAnn scolded firmly, impressively shifting from sensual to ruling the roost in a heartbeat.
“Fine,” Nicki snapped, making it clear it wasn’t fine.
“A table for four, honey,” LeAnn asked the male Matre’d, again shifting into a third tone and persona in a heartbeat. This time the earthily charming Pearl Bailey.