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EROTIC COUPLINGS

From Bad Night To Best Night

From Bad Night To Best Night

by thedusty1
19 min read
4.53 (13100 views)
adultfiction
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"Being a good friend is annoying," I grumble when we finally get to Mark's after leaving the party early-ish. With his arm over my back I delicately unlock the backdoor shushing my best friend as he spouts drunk 'musings' from the night. I help him stumble to his room then let him fall in bed.

"Sur-sur *burp* sur-iously, Christy was like...aaaall up on my shaft and muuh testies like..." He reenacts his 'glorious' blowjob with his pillow, of course sounds included.

"Shut up," I whisper through clenched teeth reminding him what's on the line. "Your parents catch you and me drinking again no cars, no grad parties, no pre-college road trip, no anything. Since we're 18 now and 'responsible' they are trying to get us to college and moved out."

"Though, c'mon Chrishty was back frrrrom vacation ...she was all like 'fuck my face - cum in my throat..." He says while struggling to stay awake. I begrudgingly agree I wouldn't have turned that down either though the tequila he should have avoided. While taking his shoes off and pulling the blanket over him he gives one last nugget of 'wisdom.' "B'sides... Jakey- poo our mommies are best fwiends," he chuckles and then like a pouting child, "my mom and siiiister think you're hot it's gr ...groooss..."then Mark is out cold.

I can't help but smile knowing the Wollman women talk about me and think I'm hot. I picture Jenni, his perfect brunette sister, when we were on the swim team: her heart shaped lips, firm stomach, those thick thighs leading to a deceivingly succulent ass and those beautiful b-cups. My cock stirs at her image, then throbs knowing she and her friends will be home from college soon, maybe next week - I cross my fingers and look up to heaven while mouthing "sooner."

Giddiness strikes as my hormonal 18 (almost 19) year old brain spins. 'Holy shit, I can't wait to ask what she thinks of me now since I've been working out with prospective rugby teams.' Peering into the mirror I realize the buttons of my shirt do seem to be straining more than before she left for school. I shake my head accounting this sudden confidence to being tipsy. Smiling I remember Mrs. Wollman is just down the hall and I'll see her in the morning.

The joy of seeing Mrs. Wollman crosses my mind, especially her sexy nervous blushing. I feel my heart race recalling when I last saw her blush - the busty 11.7 out of 10 Goddess among other 'mortal milfs' stunning face turns a shade of red nearly as scarlet as her hair even down to her alluring chest. Though she always turns or hides when she notices me and Mark's other friends admiring her, I bet she likes it.

As I pull on basketball shorts (struggling to position my growing chub) and finish stripping off my "party" shirt disappointment hits. A sigh escapes my lips remembering Mrs. Wollman is on a business trip until tomorrow night.

"Well, it's only 12:30 something," I sigh, wishing I wasn't so awake "- home much earlier than expected Mark," I fling my socks at his face. He swats 8 seconds after while muttering "waffles." I think 'fuck it' since his dad sleeps like the dead and won't care if I occupy the "go be annoying out there" room aka apartment above the garage. Maybe TV or video games out there will help me relax.

Stealthily as I can, I move down the hall clinging to a sliver of hope that Mark's sister Jenni is home. Though, as I approach her door I realize her car wasn't out front. Another sigh of disappointment as I walk by, no longer sneaking. Though my curiosity and nose cause me to still peer inside. While the room is empty, I notice a hint of lotion in the air - the lotion she put on after swim practice. The smell is nothing special, but it reminds me of her amazing body. As I adjust myself again, I notice the bed is unmade and looks slept in. My eyes notice open luggage, I shake my head in shame after high-fiving myself. The discarded bags confirm Jenni is home early - though who knows where.

As I move through the house I see more signs, like packages of cookies left out and a PINK phone charging. When I get to the garage I notice a light under the door atop the stairs where I thought I'd find solitude. I smile and put it together, Jenni must have been dropped off by friend's because she partied too hard much like her brother. My mind slips to chaos remembering the many times she woke us up with cold water when I slept over.

Quietly opening the garage fridge I take a bottle of water out. At the top of the stairs I gently close the door behind me. My mischievous smile grows as I hear her rather deep breathing while she lounges on her family's famously huge couch with ottomans that make it like a giant bed - guaranteed that couch has stories. With no plan I quickly run and jump over the high back of the couch already spraying water where I expect her to be laying.

"What's up sluuu..." I trail off mid jump stumbling upon seeing flowing red hair and shocked wide hazel eyes. Mrs. Wollman's wide eyes watch an unknown body soaring over her spraying water. Rather than "smoothly" landing next to Jenni I awkwardly land on most of Mrs. Wollman.

For a brief stunned moment my body rests on her perfect body, her wet shirt clinging to her immaculate tits and my face awkwardly planted against her left breast. Our wide eyes meet and as she begins to yell I panic and cover her mouth. Words flow from my mouth as panic strikes.

"I thought you were Jenni...Mark said the thing; just wanting to ask Jenni about why she and her mom -er ugh that's you - think I'm hot."

My risings panic leads to spouting off unfiltered thoughts like I wanted to make her blush, the 11.7 out of 10 Goddess thought, with every 4

th

word being "sorry." Then, her eyes look down and I realize my groin is against her succulent thigh. 'Stop' I plead looking at my shorts think baseball...baseball I tell myself as I nervously move away and release her beautiful face.

"What were you thinking Jake?" She quickly crosses her arms to hide her erect nipples. "You boys - so ridiculous. What the hell? Trying to scare my daughter and getting me all wet...wait. You said 10 out of 10 Goddess?" I smile as I see her try to restrain a smile. That sexy blush starts to spread across her face...and chest.

"Well, 11.7 out of 10 ... like a Goddess amongst 'mortal milfs'" I correct her with a wry smile and cross my legs...baseball, baseball. Then I feel that stupid confidence again... "Also, how I think you're extra gorgeous when you blush from your perfect face," I reach over and caress her cheek, to her neck, then dance my fingers across her upper chest, "to your stunning chest." I casually reach for 1 of her hands trying to stop her from hiding her chest. She swats at me then moves the other away too. She nervously bites her lip knowing I can see the damp shirt cling to her round breasts and hard nipples

"Seriously? This is very inappropriate. You-you shouldn't say or do things... " She gulps... "like that. Just...let's calm down," her eyes desperately try to avoid me, especially my crotch. "I'm too old anyway...you were hoping for Jenni."

I'm shocked that she sounds jealous. Sure, I'd love to pound Jenni's pussy and split her ass wide... though Mrs. Wollman doesn't need to know. Actually, if it was Jenni I was only hoping to talk and annoy her like the old days. Now, seeing Mrs. Wollman I can't help but desire the stunning red head.

"Really? Mrs. W the water was payback for Jenni doing that to me" true statement. "I was just hoping to catch up and ask about how you BOTH think I'm hot," mostly true statement. I slide closer signaling I'm about to whisper. She leans in curiously, even putting a hand on my chest subtly feeling my muscles. "Never doubt yourself. You are obscenely gorgeous...irresistible even." My hand moves before I realize it.

I grab the back of her head and pull her to my lips for a deep kiss. Her nails hungrily grip my shirt. Her hand shakes with nerves, or is it hunger? Unexpectedly, we kiss passionately for a few hot moments her hand hesitantly slides down towards my groin. She pushes me away just before her hand reached the waistband of my shorts.

"We can't," she says gently biting her lower lip, "this is...wrong." She shakes her head, "I knew I shouldn't have come home early. I should have just gone to bed with Mike, my husband-who I love dearly." Her hands nervously rub her thighs. "But...I knew you'd be here...so I tried sleeping in Jens room, but I just couldn't stop..."

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"What couldn't you stop?" I ask earnestly - while silently praying she says what I hope.

"Doing things..." her reply is quiet and I just look on 'confused,' "...to my self..." then she whispers "...masturbating." Shocked she covers her own mouth and I notice an odd ring on her right middle finger - a mini-vibrator.

"With that?" I ask, pointing to the device on her finger.

She quickly puts her hands in her lap and shrugs her shoulders.

As she reaches for a blanket I realize her wet shirt must be making her cold. Without thinking I take my shirt off and silently offer it to her. As I smile at her with my shirt in hand - her eyes widen and her mouth opens in amazement. Sheepishly, I now cross my arms and blush. I guess I have bulked up.

As if hypnotized her hand nervously reaches for my chest. I scoot closer to her, allowing her nervous fingers to gently glide along my thick chest and shoulders. Abruptly she stops to press on my chest. When she feels my racing heart, she smiles and pushes me back playfully.

"Nervous?" She asks seductively while turning then carefully crawling away. My eyes watch her thick behind slink away - the couch is genuinely huge. On her knees with her back to me I admire every inch of her glorious backside. As she dries her red locks with a blanket - I continue my "game."

"So, you slept in Jenni's room because you knew I'd be here?" I inch closer. She fails to hide a smile as she watches me from the corner of her eye.

"Yes, I didn't want to wake Mike while I..."

"While you masturbated...what were you thinking of?" I ask, now only inches from her beckoning body. Never has a female back been so captivating. With her arms up drying her hair I can barely keep myself from caressing her back - kissing every vertebrae, feeling her toned muscles - she must exercise a lot. Her warm voice brings me back from my reverie.

"I - I don't want to say...It's so wrong." She sighs with embarrassment. My shoulders sink and I consider letting this go...but I can't.

I lean forward to delicately drag my lips across the back of her neck and up to her ear. Her body shudders then tenses.

"Say it," I softly whisper in her ear.

"Mmm, I ca- can't...oh, Go...od," she moans, then bites the blanket as I begin nibbling her ear. Her hand now glides along her side and atop the waistband of her shorts. Occasionally her shaking hand reaches back towards me though quickly withdraws.

My lips move from her ear, now gently kissing her neck and shoulders. Another shudder when she feels my nose nuzzle her and breathe her scent in. Upon reaching her other ear, I gently kiss it. Feeling her body tremble and subconsciously search for mine is all I can take.

"Say it," I demand then firmly suck her earlobe. I hear her moan just as her body pushes back against mine. Upon laying her head back on my shoulder I feel her hand grip my hair to greedily pull my face to her neck. I devour her... desperately wrapping my fingers in her red hair to better kiss her neck before firmly pulling it...

"Say it," I growl pulling her hair and bringing our bodies closer. My other hand desperately grips her damp shirt. Our bodies now clash against each other. Her hand not pulling my hair reaches back clinging to my thigh.

"You..." she begins rubbing her butt against me. "I thought of you when I touched myself," she moans into my ear before playfully biting it. When her tongue explores my neck I release her hair, now both hands grip her damp shirt hungry to finally feel her large breasts.

Her lips pause. "Do it," she moans.

Grasping the collar of her shirt I passionately tear it down the center. Her beautiful breasts now free, I gaze at them from over her shoulder. Astounded, my hands slowly reach for them. As I firmly grasp her glorious large tits and squeeze I hear her moan. Gingerly, I rub the dampness from them while also teasingly grazing her nipples.

"Wait," I whisper our thrusting yearning bodies slow. My hands gently grasp her shoulders to turn her around. "I want to fully appreciate this gift from God." Her eyes roll as she quickly sheds her tattered shirt and begins peeling her tiny shorts off. I can merely stare as I take in the masterpiece of her body. Her perfect nipples crown her full D tits that still hang high on her chest as if she was only a new mother rather than of 2 teens.

While admiring her flat stomach I realize she is a natural red head - a small beautiful bush adorns the top of her pussy. She blushes upon seeing my reaction. Her smile beams in the darkened room. Her nude body, like a dream, crawls to me.

"You seem excited..." she purs staring at my bulge. I begin running my hand through her hair. She nervously bites her lip as she reaches to touch it through my (thankfully) thick shorts. I smile as her hand finds my shaft and her eyes widen.

"Your thoughts Mrs. Wollman?"

"B-big..." rubbing my cock through my shorts she begins kissing my lower stomach while untying my shorts. "Call me Caroline," she whispers before leaning back slightly "...show me."

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"I've had dreams like this -" I take my hands and slowly slide my shorts down allowing my rigid cock to spring forward. "But this...and you are so much hotter."

Her hand slowly rises to grasp it and asses her prize. A deep gasp escapes me when her fingers delicately explore my throbbing cock.

"This night is not what I was expecting...or for your cock to be...this much." She chuckles then begins to move her hand. She looks up at me smiling while biting her lip watching me react to her slow sensual strokes.

"Mrs. Car - Wollm..." I can't think straight as I stare at her beautiful face, steal glances of her back, and thick ass. "So...fu-fucking sexy." My hand finds the back of her head and just as I urge her forward she swats my hand away.

"Slow and steady wins the cock," she teases then places gentle kisses on the tip of my cock and down my shaft. "I'm going to make you cum," she starts licking my balls and stroking faster. "Then with this young cock..." her mouth envelopes my cock as far as she can over and over only stopping to say "...your young cock is going to make me cum," when she gets all of me in her mouth - her beautiful full lips stretch as far as possible. Her gorgeous hazel eyes begin to glisten as she gags herself. When she stops to catch her breath... "Repeatedly. You're going to make my," sniff, "pussy orgasm over and over." I shudder when her mouth returns to expertly worshipping my cock.

I have forgotten how to speak. I've had quite a few BJs in my limited years and watched countless hours of porn - never did I think a blowjob would be this amazing.

My hands finally explore her perfect back and my fingers sink into her meaty ass while she devours my cock. Her warm mouth races up and down my girthy shaft, pausing occasionally to suck and lick the tip. Occasionally I see her look up - I won't last long and she knows this.

(She has made time stand still - I question if it's been 5 minutes or 13 hours of heaven on earth).

Her silky mouth and spasming throat stir a powerful orgasm. Pleasure erupts as I cum when she deep throats me the 7

th

time (yes I counted). Instinct and experience take over as I begin to pull my still rigid cock from her mouth. I'm shocked when she grabs my hips to continue sucking.

My legs weaken - I finally sit back, but her mouth remains attached. Now laying on my back I better see her stunning hazel eyes hungrily watch me react. She moans while watching me swim in the erotic sensations. Desperately draining me her mouth slowly rises and sinks upon my gushing cock. She finishes swallowing every single drop before ending with a kiss on my tip. With a satisfied "yum" she shows me her empty mouth.

"Delicious," she says with a wink, "...but I'm parched." I'm silent as she reaches for her metal water jug.

While she takes several long swigs, my cock begins to slowly regain life. Again her perfect body beckons me. In a flash I crawl to her, then turn her body to me, she's shocked and spits water on me - we smile at one another. I firmly grab her perfect ass and the back of her head and pull her to me giving her the passionate kiss I started earlier. Our lips and tongues dance sweetly, but I need to taste every inch of her.

Though my cock is nearly ready, I want to commit every inch of her body to memory. 'God, I want to just fuck her brains out' I think while beginning to kiss and nibble her neck, shoulders, down to her spectacular tits. 'We're not going to fall in love and run away together - it's just sex and probably just tonight.' My hands eagerly explore her sides and back while I tease her nipples with my mouth, tongue, and teeth. She must like the gentle bites because she grasps my hair with both hands pushing me further into her tits. 'OK, I need to impress her and drive her wild.'

My right hand slowly glides down her hip and teases her pubic area and bush - just above her welcoming pussy. Her moans increase and crescendo when I gently bite her nipple and my finger tips begin to glide over her wet pussy lips and precious pearl.

"Didn't think you would be so...mmm, sensual," she whispers.

"Didn't think I'd ever see my best friend's hot mom gag herself on my cock," she shudders as my fingers tease her wet pussy "I want this to last since I only have tonight with you."

"Agreed," she gently lifts my face to hers then kisses me deeply "...just tonight." She begins to lay back, anxious to feel my cock inside her. I can't resist her body, I smile at her and lean over her while I grasp her tits then kiss and lick her stomach.

"God, stop teasing me," she grabs my face and looks me in the eye. "I hate how bad I want your cock inside me."

"Teasing you is so fun though." I lean back and grasp my rigid cock to teasingly rub it along her pussy and clit. My mischievous smile gives her concern. "I'm going to make you scream." I stare before quickly moving my hands. She gasps as I quickly grab her behind her knees and push them to her chest in order to better expose her wet pussy and tight asshole. I smile looking at sexy holes now jutting upward while I have her held down. "My cock's not going in your pussy." She begins to nervously squirm.

"Wait...please...I've never done anal," she begs watching me get her holes positioned. "What are yyy...aaahhh!" she screams when I plunge my tongue deep in her ass then licking the way to her clit. I then devour her - sucking and licking her like a mad man. "Mmm...not what...uuh...I was expecting. Ooooh, right there," she cries arching her back desperately pushing her pussy into my face.

I move my hands from pushing her legs back to pulling her hips up to steady her thrusting and continue lifting her pussy up. My arms firmly hold her thighs while I consume her pussy. Only her upper back and head rest on the couch, her arms flat and hands gripping the cushion.

Here we stay for several minutes with her legs on my shoulders and my face buried deep in her pussy as I hold her in place. Shocked moans escape her mouth as my tongue aggressively explores her pussy and tight star. Suddenly her hands desperately grasp my hair and her body quivers as she begins to orgasm.

"Mmm, yeesss...yeees..." she bites the blanket next to her to stifle her primal scream. Her hips writhe against my face while her hands still desperately pull me closer.

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