This is something I used to roleplay, but due to a lack of decent partners, I thought I’d write up an ideal version of it. I posted a version a month or so ago, but deleted it.
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So it’s another night working at the hotel bar, while I try to work out my true purpose in life or something like that. It’s getting late, but surprisingly busy for a Tuesday evening. The clientele is mostly middle-aged white guys in suits from this week’s conference.
There’s a noticeable lull in the general background hubbub – I look up to an elegant woman entering the bar, turning more than a few heads as she does. She’s wearing stilettos, a few inches of heel making her well over 6 foot tall, and a figure hugging black dress, which shows off her sexy hour-glass figure and her pert breasts. She has slightly greying red, shoulder length hair and… OMG it’s Alice, my ex-girlfriend from high-school’s mum!
Our eyes meet as she walks up to the bar “Ben is that you?” she asks smiling and slides up onto a barstool. She crosses her legs, revealing a deep slit in her dress and showing an awful lot of thigh.
“Umm yes, how are you Mrs Greene?” I reply, trying to keep my eyes of her gorgeous legs “What can I get you?”
She looks at me and then down at her thigh, grinning at me. She then adjust her dress, revealing the top of her stockings and the bottom of her suspenders. “Well it’s Ms Wright again now..” she flashes her ringless fingers “…, but call me Alice and a glass of red wine please”
“Umm sure” I pour the drink and then return, thankful to find the stockings and suspenders still on display. “Here you go Alice” handing over the drink.
“It’s been years since I last saw you Ben, but I can remember it vividly” Alice grins and then sips her wine. I feel myself turning bright red as I remember the last time I saw her – she’d walked in on her daughter, Jane, giving me head. Jane been kneeling with her back to the door and hadn’t seen her mum. Alice had held her finger to her lips, meaning she’d keep quiet, but it was just the wrong time – I tried to hold on, while pulling back a little, which resulted in me shooting my load across Jane’s face and into her hair. Alice had backed out of the room, trying not to laugh and giving me a wink as I looked down at Jane, who clearly wasn’t happy with her facial. “Umm yeah…” is all I can manage in reply.
Between me serving other customers, we chat for a while, catching up with a healthy dose of flirtation. Alice continued to toy with her dress and suspenders, almost as though she was deliberately drawing my attention, which she was clearly enjoying.
It was getting late and the bar was empty out, Alice leaned forward on the bar and the plunging neckline of her dress gave me a glimpse of cleavage. I obliged in having a good look, trying to figure out if she had a bra on or not, when Alice asked “Ben, would you give me some room service when you’re done down here? Perhaps you could start by bringing the rest of that bottle of wine and two glasses up to my room?” I freeze, like a deer in headlights, trying to work out exactly what she means, but realising it can’t be bad, I agree. She gives me her room number and then saunters out of the bar.
Half an hour or so later I’m done in the bar and head up to Alice’s room with a fresh bottle of wine and two glasses, which I almost drop when the door opens. Alice, now wearing just panties and a short black silk robe, undone at the front, says “Hey Ben, I hope you don’t mind that I slipped into something more comfortable” and waits for me to have a good look. The robe covers her nips, but I get a great view of her perky boobs and toned abs. The panties are sheer and her neatly trimmed fiery red landing strip is clearly visible.
“Come on in Ben.” She hooks the “do not disturb” sign over the door handle and then closes it. She pours two glasses of wine, hands me one and then flops back on the couch. The robe falls aside, revealing one breast completely. She looks up at me “You’re looking at little overdressed there Ben”. I start to fumble with my shirt buttons. Seeing me making little progress, Alice comes up to me and soon has my shirt off, before moving onto my belt and trousers. I’m soon down to my boxer shorts, at which point she drops to her knees and tugs my boxers down to my ankles. She looks up at me “Kinda where we left off eh Ben?”. I look down at her to she her grinning before she takes my already rock hard cock and starts to go down on me without a hint of the hesitation her daughter had always shown. Her head bobs up and down as the tip of my cock slides from her lips all the way to the back of her throat, pausing now and then to tease my head with the tip of her tongue. She expertly brings me to the brink of orgasm repeatedly, but backs off just before I lose it each time.
Next Alice gets up, lets the robe slide off her arms, slips off her panties and goes over to the bed, sitting on the edge, legs wide open, her fiery red landing strip inviting me to her pussy. My face is soon buried in it, my tongue lapping up her juices and I go to work on her clit. Alice wraps her legs around me head, her toned thighs firmly clamping my face against her pussy. She starts to scoot back further onto the bed, dragging me with her. Once we’re booth on the bed, she rolls me over onto my back before lowering her pussy gently into my face. Getting even harder than before, I continue lapping at her clit as she starts to grind gently against my face. As she works away, getting wetter and wetter, her breathing quickening, she reaches behind her back to toy with my still rock hard cock.
I feel the pressure removed from my face and look across to see Alice getting onto her knees, bending over leaving her face-down, ass-up. She looks back up at me, her pussy presented to me. I don’t hesitate and move in behind her, slipping insider before starting to pound her pussy. She braces against each thrust, her body tensing and moaning ever more loudly. I fuck her slow and hard as she moans with pleasure. I can tell she’s getting close as her resistance to my thrusts lessens and with one last thrust she collapses into orgasm on the bed. My heart pounds as I watch the orgasm rip through her body. After a moment of recovery, Alice turns around and takes my cock in her mouth once again. This time she doesn’t hold back and soon takes me past the point of no return. She pulls back a little, opens her mouth and closes her eyes. I shoot my load all over her face and hair – a broad smile immediately appears. She wipes the cum out of her eyes and licks her fingers clean. She cleans up her face, lapping up every drop of spunk, before moving onto my cock. We kiss and cuddle, before drifting off to sleep together.
Source: reddit.com/r/sexystories/comments/cnymku/mffictionolderfcougarmilf_cougar_with_daughters_ex
This is so hot and perfect! Just her description dressed and undressed got hard.
Very nice