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It was another night of drinking at the bar.
F/N had recently gotten a divorce after three years of marriage - turns out her husband was already married with a family!
The whole situation was messy and heartbreaking, which led to F/N ending up at her favourite bar, sulking to the bartender while nursing a glass of gin.
"I just don't get it, Bree," F/N groaned, slumping down slightly, "did he just get sick of me? We were dating for like five years before then…" the woman took another swig of her drink and sighed, face in her hands.
"He's just a dick," Bree replied, smiling at her empathetically, "he'll see what he missed out on soon I'm sure."
While the two friends were chatting, a new man had entered the bar, sitting just near F/N and giving the bartender a smile. "Well, hello there," The man greeted - God, he looked so young.
Bree looked over at the man and smiled, "Hello to you to, what can I get for you?" she had asked.
"Just a whisky on the rocks for now, thank you, dear," The man winked at Bree as she poured his drink. F/N looked over at the man and snorted a little.
"She is… She is a married woman - how old are you anyway, kid?" She asked, looking over at him as she leaned her head on her hand.
The man looked up and down F/N for a moment, "Oh, I'm twenty-three, ma'am," he teased, "the name's Dean." He held his hand out for F/N to shake, to which she did.
"F/N," She replied, "you're new around here, aren't ya?" F/N asked as Dean took a sip of the drink that Bree had passed to him.
"A bit obvious?" He asked with a small chuckle, circling the rim of his cup.
F/N nodded, taking another sip, "What brings you here? You got a girlfriend you're seeing?" she teased, chuckling at the thought.
Dean had snorted a little, shaking his head, "Oh no, I'm just visiting with my father and brother - we're taking a little road trip and I wanted to stop by for a drink."
The woman hummed, "Better reason being here than me - I just got divorced, stupid ex was cheating on me…" she sighed, running a hand through his hair, "it's alright though - I threw all his stuff on the curb and spray painted 'cheater' on his car."
Dean had this impressed look on his face as he hummed, "Shit, ma'am, that's pretty badass of you." F/N swiped her hand near him, grimacing.
"Oh God, stop with the ma'am shit, makes me feel old."
"Old? How old are you?"
F/N cleared her throat, looking away from Dean with an embarrassed face, "I just turned thirty one," she sheepishly replied, "I'm basically a grandma."
"Thirty one?" Dean repeated, slightly flabbergasted, "Honest to God, I thought you were twenty five."
The woman laughed at Dean, covering her mouth, "Twenty five!? Oh, that's gold!" F/N snorted as she looked at Bree, "Do I look twenty five?"
Bree just shrugged, cleaning out a glass, "Don't be so harsh, you do look young, F/N."
Dean made a 'see' face and smiled at her, "C'mon, let me pay for your next drink, dear, you deserve it," he offered, as he gestured for a drink for the both of them.
"Oh that's- that's too nice, thank you," F/N gave the man a small smile, leaning in closer towards him.
The next half an hour was filled with laughter and chatting as Dean and F/N got closer.
She knew it was bad, he was eight years younger than her, but God did he make her feel young again.
F/N looked down at her watch - 2 am - she was here longer than usual.
"Shit, Dean, I really gotta get home - my old woman body needs its sleep," F/N interrupted while they were in the middle of pool, "I have a taxi to catch."
Dean looked over at F/N with a pleading looking on his face, his green eyes looking up at hers with desperation.
"Hey, at least let me drive you home, sweetheart," Dean offered as he helped her clean up the pool table.
F/N hummed for a moment, "Are you sure? I hope it isn't too much of a fuss." Dean snorted and shook his head.
"Never for you."
F/N ended up in the passenger seat of his car, hand out of the window to enjoy the cool breeze, "This… This is so sweet of you, Dean, thank you."
The younger man shot her a small smile, the radio playing Dirty Diana quietly. "Nonsense, I couldn't let a lovely woman like you get into a random taxi at night."
"Oh? Like letting a young man I met at a bar a few hours ago is any better?" She teased back, grinning at him. The man smiled a little and shook his head.
"Hmm… touché," Dean replied as he slowed to park in her driveway, "lovely house you have here."
F/N thanked him as she hopped out of Dean's car, "I can't thank you enough Dean, seriously, you're a very kind young man," she told him as they walked to her front door.
"You're most certainly welcome, sweetheart," Dean replied, hands in his pockets as they stood at her front door while she unlocked it, "it would feel wrong to let you go home in a taxi."
When F/N opened the door she paused for a moment before turning back to Dean, "I have some pudding that I made this morning that I was going to eat after the bar and cry about my divorce, but I feel like I should share some with you as a thanks."
Dean perked up at the mention of food, as well as being alone in her house he supposed. "That- That sounds good - as long as you don't try and kill me," He pleaded as they walked in the house together.
"Oh trust me, if I were to kill any man it wouldn't be you," F/N chuckled as she leaned down to take off her wedges, "it'd be my bitch of a ex-husband."
The two walked together to F/N's kitchen, Dean admiring how the kitchen was decorated as she cut a slice out for the both of them.
"Wow, this looks really delicious," Dean drooled, his stomach grumbling a little as she passed the bowl and spoon to him.
"It's better than crying by myself and watching some shitty sappy movie," F/N chuckled as they made their way to her couch, "thank you again, Dean."
F/N looked over at Dean as she took a bite and saw the happy expression he had on his face while eating, "Ist all good," Dean replied with a mouthful of pudding.
After the two had finished eating, Dean had leaned back on the couch, listening intently with his arm draped over F/N's shoulder as she talked.
"I just cannot believe him!" F/N groaned, frown on her face as she curled up next to Dean, "Oh! And did I tell you, he also babysat her? Isn't that fucking disgusting!"
Dean hummed at her question and nodded, thumb lazily circling her shoulder, "It's such a shame, sweetheart, he truly fumbled the most gorgeous woman," he drew out, looking over at her slightly with lidded eyes.
F/N's face went red as she realised what she said and what position they were in, "O- Oh I-" she sat up, "sorry this is- that was inappropriate."
He pouted a little, but moved her hand away, "I didn't mind at all, darling - I think it's good that you have a shoulder to lean on," he replied, smiling at her politely, "let a young man help you forgot that old shit?"
F/N hummed, taking into consideration of her request, "I- I don't know… I'm much older than you, Dean, it'd feel… weird."
Dean tilted his head and smirked, "Aw, c'mon F/N," Dean's hand moved to her shoulder again, rubbing it with his thumb, "we could… Send him a video, show him how much of a good time you and I are having," he whispered in a low tone.
That got F/N excited.
"I like the sound of that actually," She grinned at Dean, leaning closer towards him. Dean's hands moved towards her face, cupping it in his hands as their lips met.
Their eyes closed when their lips met, Dean moaning into the kiss as he tugged her sleeve slightly, pulling her onto his lip.
"Fuck…" Dean moaned, hands running up and down F/N's sides as he took in the sight of the older woman on his lap, "you're… you're so pretty."
F/N chuckled softly and shook her head, "God, not me, I'm basically wrinkly and old," she replied, giving him a sad look.
"Nonsense," Dean whispered, leaning forward to kiss her neck gently, "you are a very gorgeous, mature woman - you're my first older woman actually."
F/N giggled slightly at the feeling of Dean's lips moving over her neck, tickling it. "If- If you say so," F/N stuttered, her hands going through his short hair. "C'mon, let's take this to my bed," She mumbled, moving off of his lip and holding his hand to guide him upstairs to her bedroom.
Dean could feel the air in his lungs leave as she led him to her bedroom - he was about the fuck the hottest women ever.
"Fuck…" Dean muttered under his breath as she led him to her bed, climbing on top of him.
"Let an old woman thank you?" F/N asked Dean, holding his face in her hand, stroking it gently with lustful eyes. Dean gulped and nodded, erection already begging to escape its containment.
F/N's hands moved down helping Dean undress his jacket and top, "You're so buff," F/N's face flushed as her hands trailed from Dean's biceps and to his abs.
"Never had a man so ripped," F/N muttered as she placed kisses all over his chest, "my ex was such a skinny dick."
Dean nodded his head gently, eyes straight focused on F/N as she moved down to hover over his crotch, "Oh shit-" Dean moaned, gripping the bedsheets with white knuckles as she unbuttoned his jeans, pulling them off and throwing them somewhere on the floor.
"You liking this a lot?" F/N teased, smiling up at him as she rubbed her hand over his clothed cock, "My ex-husband never got this hard for me near the end of our marriage - it's refreshing seeing such a young face again get excited over me."
"Oh baby… I was- I was hard from the first time I saw you sitting at the bar," Dean groaned quietly, breathing ragged as she pulled his boxers down slowly. "Fuck… I need this- I need you now, F/N," Dean whimpered.
F/N looked back up at Dean now as she undressed him fully, "Did you want me to get the video camera now, Dean? I have one on my desk," F/N asked as she kneeled up in front of him. Dean nodded desperately, mouthing a silent please.
The older woman got up and to her desk where her camcorder was - she then handed Dean the camcorder and turned it on when F/N was back between his legs.
"You ready?" F/N had asked Dean in a sweet voice, looking up at the camera lens. Dean nodded his head again as he pointed the camera down at his dick, which F/N was holding gently.
She looked back down at his cock and held the base gently but with a firm grip; she gave the tip of his cock a kitten lick, focusing on the pre-cum that was dripping down.
"Shit- Oh fuck, baby," Dean hissed quietly, making sure to zoom in as she took the tip of his cock now in her mouth, sucking on it. Dean's eyes closed shut, focusing so hard on not completely blowing his load from such a small action.
F/N's mouth moved faster now, her cheeks were sucked in as her head bobbed almost straight down to the base of his cock, gagging on it.
Dean let out another moan, hissing at the feeling of her wet throat around his cock. "You're so good," Dean whimpered, toes curling as he used his other hand to slightly tug her away.
"I don't- don't wanna cum yet," he muttered, looking down at the camera and how his cock glistened in the light.
F/N nodded and wiped her mouth, "You want a show, kid?" F/N asked Dean as she moved to stand up on the floor - Dean nodded.
She gave a small wink at the camera before starting to slowly strip for him. Dean could feel his cock twitching at the very arousing sight, his eyes glued to her body as she stripped everything off for the camera.
"Like what you see?" F/N teased, walking back towards Dean now to straddle his lap.
"Fucking hell," Dean muttered, his free hand rubbing her hips, "now this- this is a beautiful woman." He moved the camera to the bedside table, facing it towards the both of them so that he had a free hand now.
"Can I eat you out? Pretty please?" Dean begged as he turned them so that F/N was laid on her back now. The older woman gave him a confident nod which led to him moving between her legs.
Dean was drooling at the sight - F/N's cunt was glistening and dripping down onto her bedsheets. "She's so pretty…" Dean muttered as he moved himself on his chest, face close to her cunt.
His thumbs helped him open her cunt up more, admiring the wetness of her cunt, "May I?…" F/N nodded at Dean's request. He licked his lips and muttered a 'thank you God' before licking a long stripe up to her clit.
"Oh- Oh fuck," F/N groaned, her hands slithering their way to Dean's hair, "it's- it's been too long since somebody ate me out," she confessed.
Dean clicked his tongue before pressing a gentle kiss to her clit, "Oh, sweetheart, I'll remind you how good it feels," and with that, Dean's mouth latched back onto F/N's pussy, moaning into it as his tongue pleasured her.
F/N let out a high moaned, thighs squishing Dean's head as she basically ground herself against his face. She couldn't see it, but Dean's body had started to move by itself - his cock was grinding against the bed, smearing his pre-cum all over it.
Her heart was racing fast, she knew she was going to cum real soon despite Dean only going down on her for about two minutes. "De- Dean I can't- shit- it feels so good," F/N sobbed out, thrashing against his face as she got overstimulated.
Dean however didn't move away, he just grabbed F/N's thighs and opened her legs wider for better access. F/N couldn't take it anymore, her head was spinning and she couldn't think.
"I'mgonnacumDeanshitshitshitshit!" F/N let out one final loud moan, gushing cum all over Dean's face. His hips stopped moving against the bed momentarily as he felt her cum all over his face.
The man's eyes widened a little but he moved away from her cunt, admiring it's dripping state and wiped his mouth. "Feels so good, doesn't it?" Dean asked with a small grin on his face, rubbing the inner side of her thigh with his thumb.
"Fuck… You make me feel twenty again," F/N panted, rubbing Deans face with her hands.
"Yeah?" Dean asked quietly, leaning his head on her thigh.
She nodded and moved Dean to her face, holding it as she kissed him again - not caring about the taste of her own cum on her mouth.
Dean loved her boldness, everything about her really. His eyes closed as he kissed her back, tongue basically cleaning the inside of her mouth.
He pulled away from the kiss and immediately went down to kissing and nipping at her neck, "Fuck- Fuck please, F/N, let me fuck you already. I'll be so good, I promise," Dean moaned, touching her everywhere, desperate to fill her with his cock.
"Mm okay okay!" F/N giggled at the sensation of Dean's lips across her neck, "I got condoms in my bedside table." Dean nodded and pulled away to grab a condom packet from the drawer.
He immediately ripped it open - wasting no time at all - and slid it down his cock, "Fuck F/N, you make me so hard," he moaned, jerking off his cock for a second before slowly pushing in F/N's cunt.
"Oh- Oh fuck- Dean, you're so huge!" F/N groaned, gripping his biceps tightly as she adjusted to him, "haven't fucked in ages… Oh it feels so good."
Dean was getting the biggest ego boost of his life.
"Yeah? My cock splitting you apart?" Dean teased, right next to F/N's ear as he slowly started to move his hips. F/N nodded at his question but he clicked his tongue, "C'mon baby, say it for the camera."
Dean grabbed the camera from the bedside and held it up and pointed towards F/N's face, "D- Dean your- your cock is fucking- shit- it's fucking ripping me apart!" She cried out, looking right at the camera "better- better than anything you could have done, George!"
The man chuckled and rubbed her thigh, "Good girl," he whispered before slowing his pace a bit, but fucking much harder against her.
F/N let out moan after moans, brain barely functioning as she felt another orgasm incoming. "That's it baby, just cum for me," Dean moaned out, eyes stuck between looking at her face and looking at her tits bouncing.
The older woman nodded, thanking Dean under her breath as she finally came, cunt gripping Dean's cock. Dean let out another loud moan, pace moving faster - he could feel his own orgasm catching up.
"You're so pretty- fuck I- I love it!" Dean leaned down, his head in her neck as he came in the condom, whimpering in her neck as he came back to reality.
After a minute he stood up and turned the camera, grinning at it charmingly, "That, George, is how you make a woman happy."
Dean turned the camera off and placed it on the bedside table. "You okay, sweetheart?" Dean asked, slight worry on his face as he took the condom of, tying it up before throwing it in the bin next to her bed.
F/N was laid on her side, panting softly as she looked up at Dean with a fucked-out look, "I'm okay, Dean, thank you," she replied, leaning into the man's touch as he laid behind her, spooning her close to him.
"I got you, baby, don't worry."
He kissed the top of her head and rubbed her arm softly, falling asleep with her in his arms.
stella856 Mon 05 Jan 2026 06:17PM UTC
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