Photo by olegpmr.

A Very Bad Idea in Red Heels

Desire doesn’t ask permission — it locks the door.

Fuck, this is a bad idea.

I lean against the bedroom door as Mrs. Cavendish walks around my room. She coolly peruses my small bookcase, which holds my Carleton U. engineering textbooks, my championship trophies from my time as a field general on the football field, and a variety of Caribbean vacation pictures of my Mom and me, taken over the years. I watch her practically glide from one end of my room to the next, wearing a sultry red textured sheer floral lace corset that lifts and accentuates her naturally full, heavy breasts and a pair of form-fitting blue jeans that make it impossible to ignore her curves.

“Your Mom brags about you all the time at work. Almost like you’re too good to be true,” she says to me in a disarmingly feather-soft tone.

“Don’t all moms do that, Mrs. Cavendish?” I ask, subtly putting my hands in front of me to hide my awakening cock.

“Call me Nina. Please. And you’re right,” she says almost apologetically. “So much so, I was tempted to set you up with my daughter.”

“Really? What changed your mind?”

Nina smiles, like a wickedly sensual memory just crossed her mind and says, “Your Mom was really excited about celebrating her fiftieth and having everyone over tonight. So much so, she started reminiscing with all the other nurses yesterday near the end of her shift.”

“She’s been doing that a lot lately,” I say, thinking about the past few nights we spent flipping through old photo albums, recalling how young she was when she had me.

“People our age usually do,” Nina says with an introspective tone. “Anyway. She was talking about how quickly time flies, which then prompted her to show me pictures of her sweet boy, and how he’s grown into an even sweeter young man.”

A heat rises to my cheeks that I can’t stop. Nina smiles and slowly saunters up to me, her red 5-inch stiletto heels softly clicking on the hardwood floor. My body reacts almost instinctively by trying to move back, but there’s nowhere to go, as I’m already leaning against the bedroom door. My Mom’s colleague and friend stands close enough to me that I can feel her breasts pressing against my chest.

“The pictures of you playing football in the backyard, the pictures of you without a shirt, stirred something within me. Before I knew it, I was shamelessly thinking about you and me and no one else,” Nina says in a hushed and heated tone, caressing the side of my face with the back of her hand. “Tell me, Tobias. Do you have a girlfriend?”

I swallow hard and shake my head.

“Boyfriend?”

“No,” I say softly. “And I prefer women.”

“I can see that,” she whispers, licking her thin red lips while looking down at the bulge in my pants, which my hands can barely conceal.

“You know my mom is just sleeping down the hall, right?”

“I know,” she says, slowly unbuttoning my shirt. “But Vivian really tore it up tonight. I figure she had at least one bottle of wine and an edible tonight. I think she’s going to be sleeping soundly for a while.”

I grab Nina’s slim, perfectly manicured hands as she reaches the last button on my shirt, and ask, “What about your husband?”

She smiles, as though we’ve just shared an intimate inside joke, but the expression on my face clearly shows I’m not in on the punchline.

“I wouldn’t worry about him, sweetie. We have an understanding.”

“An understanding? What does that even mean?”

Nina looks at me with such intense desire that her blue eyes practically shimmer like a beam of sunlight reflecting off an ocean wave.

“It means you have a choice. One has me leaving. Quietly. The other has me kneeling. Trying to be quiet. Any idea which one I’m hoping you make?”

I nod, unbuttoning the last button on my shirt and taking it off, followed by my jeans and boxers. Nina’s breath catches as her eyes roam my lean, yet muscular body and settle on my cock. She bites the corner of her bottom lip and whispers, “Fuck.”

I hear something stir in the hallway like footsteps. I hold my breath, willing the sound to be nothing more than my imagination. I carefully reach behind me and lock the door, wincing when the mechanism clicks loudly into place. A few torturous seconds pass, and the footsteps recede to the back of the house. I start to relax, but only for a moment. The warmth of Nina’s mouth enveloping my cock makes me shudder with pleasure.

“Fuck,” I sigh, drawing out the word.

Nina moans with my cock firmly in her mouth, and my eyes roll back from the sensation. As she grips my thighs and leaves a trail of red lipstick on my shaft, I hesitantly reach out and place my hand on the back of her head. The temptation to grab a fistful of her long-layered ash-dark blonde hair is almost overwhelming. The urge to fuck her mouth, even more so. But I remain still and let her dictate the pace. I let her set the rhythm right up until I feel her tongue lapping at my balls and her manicured finger teasing my asshole.

“Hmm. That’s it. Take it all. Just like that,” I whisper, clutching Nina by the hair and pushing my cock to the back of her throat. She gags, and I pull back, letting her catch her breath, relishing how her breasts rise and fall under her corset.

“Do you want to see them, Tobias? Do you want to see my tits?” she asks, breathless and tenderly stroking my soaking shaft.

I nod and whisper, “I want to see all of you.”

Nina nods with a soft moan and a delicious smile. She stands up, turns around, and with one hand, draws her hair over one shoulder, revealing the back of her corset. For a few seconds, I do nothing but stare at her shapely ass in her tight jeans, prompting her to clear her throat and snap me out of my trance.

“Sorry,” I say with an embarrassed laugh.

“Don’t be,” she responds in such a way I can hear her smiling.

As I undo the last knot of the corset, Nina wraps her arms around herself, preventing the lacy garment from falling to the floor. She turns around and says, “Get on the bed.”

I nod and do as instructed. As I lie on my bed, stroking my cock from base to tip, I watch Nina make a show of letting the corset fall to the floor, revealing her beautiful breasts. She smiles at me, rolling her nipples between her fingers until they’re as firm as my cock, then slips out of her heels, then out of her jeans. I lick my lips and squeeze my shaft a little tighter at the sight of her slightly damp, lacy red thong.

“Do you want to see more?” she asks, teasing me by pulling at the hem of her thong until the meaty folds of her pussy dampen the lace even more.

I nod, feeling the tip of my cock slick with precum, and whisper, “God, yes.”

Nina slips out of her thong like she did the rest of her clothes: teasingly slow. I can feel my heart race, even as I hold my breath watching her. Staring at her curves, her breasts, her shaved, wet pussy, I realize I’m not holding my breath so much as she’s stealing it.

“Like what you see?”

I nod like a bobblehead caught in an earthquake, my brain wholly focused on her luscious body and unable to find three letters to make an affirmative word. Nina blushes and lightly laughs at my obvious desire for her. She steps toward the bed, and I snap in a low tone, “Wait.”

“What?” she asks, startled.

“Your shoes,” I whisper shyly, realizing what I’m about to ask might end the night before it begins. “Put them back on. Please?”

Nina flashes the most playful smile and asks, “Why?”

I don’t respond. The words are on the tip of my tongue, but I’m afraid to say them. I’m scared to sound childish.

“Why?” she asks a second time, more firmly

I swallow hard and say, “Because the thought of fucking you while you’re wearing them… makes me want to fuck you even more.”

Nina moans and whispers, “Say less, sweetie.”

I watch Nina put her heels back on and stand straight. Once again, words fail me. I’m absolutely captivated, gazing at her ash-dark blonde hair draped over her ample breasts and firm nipples surrounded by dark areolas. I’m burning with desire, staring at her bald pussy with pouty wet lips, and her thick thighs sporting red stilettos.

Nina approaches the bed, and I shift over to make room for her. She runs a hand over my chest to my stomach with a ravenous look in her eyes. She grips my cock and strokes it, leaning in and licking the slippery precum from the tip. She raises her leg and swings it over my head, straddling my chest, positioning her pussy mere inches from my lips. The scent of her arousal fills my lungs as she takes my cock into her mouth once again.

Fuck.

Raising my head, I brush my tongue up and down Nina’s slit until I can feel her hips moving to match my rhythm. Holding her still, I suck her clit until tiny tremors course through her voluptuous body, and I can feel her gripping my cock tighter.

“Oh my God, sweetie. I love the way your tongue feels.”

“I love the way you taste, Mrs. Cavendish,” I say with a bit of emphasis on her name.

“God, you’re going to make me cum.”

“Is that what you want, Mrs. Cavendish? Do you want to cum in my mouth?” I mumble against her pussy, savouring her juices and tightly squeezing her round, dimpled ass.

“Yes,” she gasps.

“And what if I want to cum in yours?” I ask, slipping two fingers inside her and curling them back and forth, finding that one spot that makes her legs buckle ever so slightly. “What if I want to fuck you raw and cum in your mouth? Will you let me?”

“God, yes,” she grunts, as her inner walls close around my fingers. “You can do whatever you want. Just let me cum. Please.”

I respond to Nina’s begging by wrapping my lips around her clit and sucking it hard, then fingering her even harder. Her pussy tightens, and my cock throbs in her mouth. Her warm, sweaty, thick thighs tremble against me as she lets out a deep, sensual moan, and her juices splash my lips. I lap at her cunt like a thirsty animal. Like a man hungry for more than a taste of sweet ecstasy.

“How do you want to fuck me, Tobias?” Nina asks while trying to catch her breath.

“From behind,” I say slowly, trying to ignore the urge to cum. “I want to fuck you from behind.”

Nina slowly licks the edge of the tip of my cock like the edge of a beer bottle, then gives it a light, sensual kiss. She gets off me just as I think I’m about to cum. I shimmy out of her way as she gets on her hands and knees with her feet slightly together. Taking a few measured deep breaths, I sit up and take a kneeling position behind her. The sight of her sumptuous ass teasingly bouncing up and down on her red heels makes me take a deep, measured breath and release it slowly.

Fuck.

I rub the tip of my cock against her entrance, and she squirms, softly moaning.

“Stop teasing. Let me feel you, Tobias.”

I slip the tip of my cock inside Nina, while gently pushing her hips down until her thighs and ass are kissing her red heels. I raise myself just enough that my cock is pointing downward and venture a little deeper. She gasps, feeling my girth, feeling her pussy being stretched. I grab her hips for leverage and pull her body back to meet mine, making her take more of my cock. She buries her face in my sheets, moaning even louder than when I was devouring her cunt. I slap her ass and shush her, and relish how quickly her plump bottom blushes. I hold her hips tighter and fuck her with slow, shallow strokes. Her pussy creams on my cock, driving me to fuck her faster and deeper.

“Oh my God. Don’t stop,” she begs. “Keep fucking me just like that. I’m going to cum again. Fuck. I’m going to cum again.”

I grab Nina by her hair and fuck her hard, no longer caring if the whole house can hear the unmistakable sound of my body slapping against her ass. The way her pussy feels tightening around my shaft, the way her big, beautiful, sweaty body practically glows under my bedroom light, pushes me to the edge of pleasure.

“Cum for me,” I say breathlessly. “I want to feel you cum with my cock buried inside you.”

“Fuck. Fuck. Fuck,” Nina grunts repeatedly, as I thrust my cock deep inside her one last time and hold still.

“That’s it. Cum for me just like that,” I whisper soothingly, as Nina trembles from the intensity of her orgasm, and I can feel her muscles pushing my sopping cock out of her pussy.

A few seconds pass, and all I can hear inside my room is our heavy breathing. Nina shifts her body forward, just enough to unsheathe my cock from her pussy. She then turns around to face me, her every movement deliberately slow and sensual. She looks at me with such satisfaction and desire, all I can do is smile. She then takes my cock into her mouth, licking and sucking at her own juices, and my breath hitches.

“Don’t hold back, Tobias,” she whispers, stroking my shaft. “Cum for me. I want to taste you. I want to savour you.”

Unable to hold back any longer, I shoot a stream of cum in Mrs. Cavendish’s mouth and over her red lips. I watch her greedily take it all and can’t help but wonder if I can fuck her a second time before my mother wakes up.

Morning light peeks through my window, and its warmth on my face stirs me awake. I open my eyes and find myself spooning with a slumbering, naked Mrs. Cavendish. My cock twitches, feeling the warmth of her skin pressed against mine and the pressure of her ass against my shaft. I lean down to kiss her shoulder and wake her gently, but stop when I hear footsteps in the hallway.

Oh fuck!

Scanning my room like a gridiron on the last play of a championship game, I make the only decision I can to ensure Nina and I don’t incur my mother’s wrath. I jump out of bed, covering Nina with a blanket. I grab a pillow and throw it on the floor. I grab my pants and zip them up, nearly catching my cock in the zipper. I carefully unlock the bedroom door, then quickly lie on the floor near the foot of the bed, grab a nearby beach towel, and lie under it. As I hear a soft knock on the door, I look up and see Nina’s red shoes, still on and peeking from under the blanket. As the bedroom door slowly opens, I pull Nina’s blanket down, covering the shoes.

“Toby?” whispers my mother.

“Shh. Hey, Mom,” I whisper back. “I’m down here.”

“What the fuck is going on here?”

“Shh,” I whisper again. “It’s not what you think. Mrs. Cavendish had too much to drink last night. I figured it was safer she sleep it off in here than drive home.”

My Mom looks from me to Nina, who seems to be sound asleep, then nods and says, “You’re such a good boy. You know that, right?”

“Well, you raised me,” I say with a smile. “What are you doing up so early?”

My Mom rolls her eyes and says, “The hospital called. They need me to come in.”

“Are you in any condition to go in?”

“I’ll be fine. The higher-ups don’t need me to deal with patients. It’s some administrative bullshit I have to resolve.”

“Sounds like fun.”

“Tell me about it. Listen, I need you to do me a favour. When Nina wakes up, I need you to drive her home. I’ll take a cab to the hospital, and you can take her in my car, then pick me up later. We’ll drive her car back to her place later tonight.”

“Okay. No problem.”

“One more thing,” she says with her hand on the doorknob, about to leave. “Give her a ride and then come home. That’s it.”

“Okay. Why?” I ask, unable to hide my curiosity at my Mom’s instructions.

My Mom sighs and whispers, “I saw the way Nina was looking at you last night at the party. And when I walked in here, I thought something might have happened. But I trust you enough to know you wouldn’t do anything… that would disappoint me.”

“But?”

“But Nina and her husband have an understanding, and I don’t want you to get caught up in it.”

“An understanding? What does that even mean?”

My Mom looks at Nina sleeping in my bed, a mixture of envy and worry on her face, and says, “Nina Cavendish always gets what she wants.”

Fifteen minutes pass, and I escort my Mom out of the house to her cab. I watch it drive away and sigh in relief when it turns a corner and disappears. I head back inside and approach my bedroom with soft steps, hoping not to wake Nina. I open the door and find her lying on my bed with her thighs spread wide, playing with her pussy.

“So. I didn’t hear everything your mother had to say, but I am open to you giving me a ride and cumming for me. I’ll even keep my shoes on while you do both.”

Fuck, this is a bad idea.

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