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Author: Omalicha
last update Last Updated: 2025-10-23 22:09:54

Okay, I'm ready... but how will I decide?" I ask as I close the door behind me.

"Easy," she says over her shoulder. "Just pick your step sister!" Laughing, she sashays down the hall towards the living room, her sexy ass causing more blood to pump into my hardening cock.

"Yay! He's going to do it!" Alex says, clapping her hands as she bounces on the couch, causing her woman-sized boobs to jiggle tantalizingly. My mind is already racing to see how far I can take these festivities. These girls are all over 20 and apparently not virgins, which means there really are no limits tonight.

Do you guys have a plan in mind for how we're going to do this?" I ask, noticing the girls have gone through a few wine coolers this evening.

"The judges always figure that out," Kristina says. I swear I remember her as just a shy little kid and now she's almost batting her eyes at me as she adds, "you're the judge." I wait a minute to see if anyone else wants to chime in and when they don't I start to put my plan into action.

"Okay, why don't the four of you line up and let me take a look at you," I say, moving the coffee table so they can stand in front of the couch. I take a seat in the center of the couch as they dutifully line up facing me. Fuck! They're all sexy!

"I think we should divide the competition into four categories: your breasts, your asses, your legs and your, um... pussies." When I mention pussies, Kristina and Lauren glance away but Kyle and Alex just smile.

I stand up and walk in front of them like a commanding general inspecting the troops. "Hmm. This is going to be hard," I say.

"I certainly hope so," Alex says as she shifts her eyes to my crotch.

"Quiet," I command, teasingly. "No distracting the judges or you'll be disqualified."

"Sorry," she whispers, dropping her chin to her chest in a mock pout. "Do I really distract you, Brandon?" Damn straight she does! They all do.

In a nice way," I answer, as I walk past each girl staring intently at her chest. When I get to the end, next to Alex, I stare down the line looking at the variation of protrusions from each girl.

"Look, this shouldn't just be about size," I say, once again taking a seat on the couch. "I can't be expected to adequately compare your breasts without seeing your nipples." This is where we find out how much fun this is going to be.

"What!" Lauren is the first to react. "That's not the deal!" she exclaims, looking to her friends for support.

"I think he's right," Kylie says, reaching for the front fastener of her nightie.

"Wait!" Lauren shouts, batting Kylie's hands away from her top. "Would you want your brother staring at your boobs?" she asks.

"Fine," Alex jumps in. "You can stay dressed, such as it is, and help Brandon judge the rest of us." Lauren looks down at her nighty, seemingly just realizing how much of her body is already exposed.

"But then I can't win," Lauren says, clearly weighing her options.

"Which do you choose Lauren?" I ask like the idea of the other three taking their nighties off has already been decided. This is shaping up nicely.

Kylie is the first to unfasten the clasp between her breasts and slide the thin straps off her shoulders. My cock springs to life as her nightie hits the floor and her eyes meet mine. Her medium sized breasts with their pink, puffy nipples are on full display, awaiting my inspection.

Lauren is staring open-mouthed at her friends as one by one they follow Kylie's lead and drop their nightie to the floor.

Alex is next, taking her time sliding the straps down her arms one at a time. Smiling broadly she adds a bit of theatrics to the unveiling of her gorgeous, dark skinned breasts with their thick black nipples. The surrounding areolas are smaller than expected but by no means less appealing. Mouthwatering is the only adjective that comes to mind.

Kristina seems a little more reserved, possibly because her breasts are quite small in comparison to the other girls. "I'm not going to win this round," she smiles. She needn't worry, what she lacks in size, is more than made up for by her thick protruding nipples. Damn! She has grown up. I really want to suck on those babies. My cock is rock hard as I turn my attention to my sister.

"What's it going to be, Lauren?" I ask. "You're welcome to join me on the couch and help me judge these beautiful ladies' attributes.

"Not a chance, Big Brother," Lauren says defiantly as she unclasps her top and shrugs it off her shoulders. Holy fuck! Her tits are perfect. Slightly smaller than Alex's but still quite full with wide, pink areolas and gumdrop shaped nipples.

"Line up," I say as if none of this is bothering me in the slightest. Shit! Who wouldn't give his left nut to have four teenage beauties lined up in front of him ready for inspection? I stand up, adjusting my cock as I do, which doesn't go unnoticed by any of the girls.

"Why do you get to stay dressed while we're naked?" Alex asks, generating a glaring look from my sister.

You're not naked... yet," I retort. "Do you want me to take off my shirt?"

"Yes," three girls respond in unison. This is too easy. I slip off my shirt to the appreciative nods from the girls. I don't have washboard abs but I stay in shape.

"Okay, let's get started," I say, stepping in front of Alex and making a show of inspecting her tits from all angles. I take a chance and cup my hands under the dark flesh and heft her large tits like I'm weighing melons.

"Nobody said anything about touching," Lauren objects from the other end of the line.

"I don't mind," Alex says quietly, biting her lip as my thumbs lightly brush across her taut nipples. Lauren steps back in line but she is clearly more nervous than she was before.

Wanting to give each girl some accolades and esteem builders, I start talking to Alex about my perception of her tits.

"These are heavy little monsters aren't they," I ask, still fondling her milk chocolate mounds. Alex just nods, catching her breath as my hands glide around the sides and gently caress her sensitive tits. "A guy would be crazy not to want to bury his face in these babies and get lost in there like a big soft pillow." Reluctantly, I lower her breasts back down and move over in front of Kristina.

Kristina smiles shyly as I scrutinize her almost non-existent mounds. While the breasts themselves are rather small the nipples are not. They are mature, long, thick nipples that jut out from her teen sized tits. With nothing to heft, I grip her breasts from the front, pressing my palms against those lovely nipples.

I love your nipples," I say, just above a whisper. "A guy could feast on them forever. They're so wonderfully sensitive." I add, gently increasing the pressure from my palms and eliciting another quiet murmur from Kristina. "I bet it doesn't take much sucking and nibbling to send erotic pulses directly to your pussy. You can probably have an orgasm induced solely from those beautiful nipples." She emits a noticeable shiver as I pull my hands away and turn to face Kylie and her puffy nipples.

Kylie is smiling as I study her convex areolas that cap her medium sized tits and reshape them into conical protrusions unlike anything I've ever seen. I bypass the fleshy part of her breasts and go straight for the nipples, running my finger around the areola and exploring the tiny bud-like nipples almost completely recessed into the areola. I watch her face as I pinch the very tips and try to coax them out of their protective surroundings. Her expression doesn't change until I put my fingers on either side of the puffy areolas and tweak them gently in a half circle. She bites her lip and sucks air in through her teeth.

"What are you going to say about mine?" she asks seductively as I continue to play with her unique tits.

"I'm going to say that I have never seen anything like them, "I tell her. "I could imagine how erotic it would be to rub against them. You know, as you do the horizontal love dance..."

"Seriously!" Alex laughs. "The horizontal love dance? Why don't you just say fucking?"

"Because horizontal love dance more poetic," Kylie answers for me. "Go on," she nods towards me encouragingly. "What were you going to say?"

"I was going to say that when you were in that particular position, rocking back and forth, a guy could enhance his pleasure by rubbing his chest against these potent little puppies."

"Like this?" she asks pulling me against her and rubbing her nipples up and down my bare chest. Fuck! I thought I was just blowing smoke but her nipples feel incredible against my chest.

"Kylie!" Lauren cries. "What the fuck?"

"Afraid you'll miss your turn, Lauren?" Kylie asks as she releases me, and steps back in line. Her nipples seem to have popped out of their cocoons, anxiously awaiting more attention.

"Thanks," she says, kissing me on the cheek and pushing me towards my sister.

Now what?

I stand looking at my step sister for the longest time, just staring at her perfect tits. Her wide areolas are just a shade darker than the surrounding skin and her taut nipples seem to be more aroused than when she first exposed them. I know I shouldn't be touching my sister but I can't very well leave her out either. Lauren is blushing as she looks at me expectantly.

"Well?" she says, nodding her head towards her tits.

"Well..." I answer. "They're beautiful, Sis." I say, hesitantly raising my hands and putting them on her shoulders. "Lovely shaped," I add while I trail my fingers around her collarbone and glide them down her chest. "Perfectly round areolas," I add while my fingers brush the outside of her breasts. Instead of hefting them like I did with Alex, I bring my hands down around the sides and lift them gently. "Soft and pliable," I whisper, gently caressing all around her areolas. "Sensitive nipples." Her breath catches as my thumbs lightly explore the distended tips. Our eyes lock on each other as my hands move around her breasts like they have a mind of their own.

"Ahem..." Alex clears her throat to keep me from getting lost in my sister's luscious breasts. I drop my hands and step back, surprised by the disappointment I see in Lauren's eyes.

"And the winner is..." I announce, trying to regain my composure. "By a very small margin, I might add..." I look from one topless girl to the next. "You all have gorgeous breasts but the winner is..." I pause for dramatic affect and then turn and point my arm. "My sister, Lauren!”

They are each gracious and offer such wonderful comments about Lauren's tits that I almost expect her to make an acceptance speech.

"Okay, take five!" I tell everyone. "I need a beer." The girls all start chatting at once as I go to the kitchen for a beer. Leaning against the counter I take a minute to catch my breath as I twist the cap off the bottle. Damn! The look on Lauren's face... if I didn't know better I would swear she looked just like she wanted me to kiss her. Nah.

"Okay girls, on to the next event." I call as I walk back into the living room. Maybe I should tone this down a little. "Turn around! We're ready to look at your lovely asses." The girls line up with their backs to me. Okay, maybe I won't tone it down. What a lovely lineup of teenage flesh!

I go through a similar routine, running my hands over their bare cheeks and telling each one what I think of their ass.

"You have an amazing ass, Alex," I say quietly. As my hand glides over her smooth, dark skin I can feel the firm muscles tensing in her ass cheeks. "With your well toned muscles and fully developed curves a guy would want to do you from behind just for the view.”

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  • My Stepbrother’s Secret Obsessions:A Taboo Desire Collection   NST 17

    "How do you get it so smooth?" I ask, running my fingers back and forth where her pubic hair would have been. "I don't feel a stubble anywhere!" "Waxing, silly." She answers. "You don't just shave it, you wax it." She states. "Mmmmm." She moans, clearly enjoying my fingers roaming her bald pussy mound. "Do you do it yourself or have it done, like at a salon?" I ask, really curious. "Neither." She says shyly. "Sherrie and I wax each others. That's how we... um... got started with... um... you know." My cock stirs thinking about her and Sherrie, their heads buried in each other's hairless pussies. I casually run my finger up and down her slushy pussy lips. She spreads her legs to give me better access. "How long are you staying?" I ask, sucking one of her nipples into my mouth and flicking my tongue over it. "Until Monday. Sherrie is visiting her Grandma. She's going to get someone to drop her off here tomorrow, spend the night and the

  • My Stepbrother’s Secret Obsessions:A Taboo Desire Collection   NST 16

    "Let me try." I tell her. "If I don't make you cum in two minutes, you can go back to what you're doing, okay." She looks at me. I still haven't taken my rigid cock out of my pants and it's throbbing like crazy, straining to bust through my zipper. "Okay." She sighs. "I just need to cum so fucking badly." I get off the bed and kneel on the floor positioning my face even with her pussy and run my hand over her hairless mound; it feels as smooth as porcelain. I gently pinch her clit between my thumb and index finger and roll it back and forth. Goddamn! I'm touching my sister's pussy! I savor the look of her bald, saturated pussy and then, breathing in her intoxicating aroma, I flatten my tongue and start lapping up her creamy nectar. I lick and suck on her pussy lips, push my tongue inside her sopping hole and roll her clit between my thumb and finger. I can't believe I'm eating my sister's pussy! She is so fucking delicious that I never want

  • My Stepbrother’s Secret Obsessions:A Taboo Desire Collection   NST 15

    "Yeah, she's really nice." I say keeping up my end of the conversation. "That's only because I don't have a bi-sexual roommate who'll lick my bald pussy for me." I whisper. "What!" She yells, turning red in the face and staring at me. "Now, kids." Mom says, "We agreed you two are going to be on your best behavior and try to get along." "We will, mom." I say, smiling at my sister who is fuming, but not sure what to say. "Where did that come from?" She whispers, once she finally calms down. "Your vivid high school imagination." "We'll see." I tell her. "We'll see." We ride the rest of the way home in silence, me being very obvious about checking out her tits and staring at the tight crotch of her jeans. She doesn't seem so smug about her affect on me anymore. After we get home and settled, I use the transmitter to give mom a post transmission suggestion that no matter what she hears, Susan and I are getting along fi

  • My Stepbrother’s Secret Obsessions:A Taboo Desire Collection   NST 14

    "Wouldn't you like to do this all the time?" She asks, rubbing her slick, sudsy body up and down against me as she squeezes my ass cheeks. "You know I do, Nicole. I've never had another girl who made me feel this good." I lean my face down and our lips meet in a long, passionate kiss. I begin soaping Nicole's back, shoulders and ass. I slide my hands up and down her back pulling her tighter against me. Her slippery tits are crushed against my chest and my cock is sliding all over her pussy mound as we grind our soapy bodies together. I grab her ass checks, massaging them as we rub up and down against each other. I turn her around and press my soapy hands against her tits from behind, kneading her small mounds as I pull her back against me. My cock glides up and down between her ass cheeks, slick with soap. I tease her nipples, pinching and pulling them as I continue to slide my cock up and down against her ass. "God, I love your tits, Nicole." I tell he

  • My Stepbrother’s Secret Obsessions:A Taboo Desire Collection   NST 13

    "You weren't in your bedroom and I thought maybe you'd gone with your mother." She says, setting all the way down, burying my rigid cock completely inside her sweltering, tight pussy. "Then I looked in here, saw you sleeping naked and I couldn't resist getting naked and joining you." She's starting to rock up and back, sliding my cock in and out of her torrid pussy. "I realized I've never had your cock in my mouth and figured it was a good way to wake you up." "The best, Nicole." I say, picking up her rhythm and pumping my cock up into her fiery chasm. "What an incredible way to wake up!" We're rocking steadily now and I reach up to massage her tits, running my thumbs across her taut, pink nipples. "What were you doing in here, anyway?" She asks, rocking faster and panting for breath. "Wait a minute! You were sleeping with your mother, weren't you?" She abruptly stops moving, staring at me in shock. "You used the transmi

  • My Stepbrother’s Secret Obsessions:A Taboo Desire Collection   NST 12

    "You bet!" I answer, anxious to feel her naked body against mine again. "Why don't you go ahead and I'll finish the dishes." "Okay." She laughs, heading down to the basement. I finish the dishes and go to the library to watch the video of mom and uncle Harry again. Maybe it will help me decide what to do about my relationship with mom. When I open the safe to get the discs I remember there's a fourth DVD-Rom that I haven't even looked at yet. I put that one in the computer first and open the picture file. Holy shit! Sitting in the same position on uncle Harry's bed is my sister Susan! Susan is two years older than I am and is currently attending college out of state. When Susan was in high school, I used to jack off fantasizing about her sexy body. She was the sexiest girl I knew and I tried everything to catch a glimpse of her naked body but never could. The last time she was home from college, I remember her walking around with no br

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