Author: cougarAlice

[Cougar][MILF][OlderF][MF] One hell of a ride

It was a warm sunny Sunday afternoon heading into evening when I was out of a bike ride, maybe 50 miles from home and then the chain broke. I started to walk to the nearest station hoping to make the last train home, but it was miles away and, being a Sunday, I didn’t have much time.

After walking for maybe 30 minutes, which is not easy in cycling shoes, I heard the clip-clop of a horse approaching from behind. A turn to see a woman approaching on horse back. She’s wearing knee high black leather riding boots and white jodhpurs – oh my she has terrific thighs. My eyes move up to her navy polo shirt and onto her head, with long red, slightly greying hair neatly tied up under her riding helmet. Our eyes meet and her wry smile tells me she knows I’ve just checked her out. I feel my face turn red as she exaggeratedly returns the favour. My lycra shorts and top leaving little to the imagination. She must be about 20 years older than me, maybe mid 40s. Read more »

Best Birthday Present Ever! [MF][OlderF][Cougar][MILF]

It’s a bright summer afternoon and I’m sunbathing with Liz by her pool, generally chilling out and chatting. Her son James arrives how from school and waves across the garden. James and I have known each other for years and he’s developed one hell of a crush on me.  

“Hey James, how it going” I shift onto my side, showing off the subtle curve of my hips. “Umm good thanks Alice” James replies somewhat distractedly as he blatantly checks me out, seemingly oblivious to his mum’s presence. It’s the first time he’s seen me in anything revealing at all, let alone the tiny black bikini I’m currently sporting. 

I smile and wait patiently as his eyes rove over my long, toned legs, flat stomach with just a hint of a six-pack and my pert breasts. We catch up and flirt a little, as we’ve grown so used to doing. I start to notice a bulge growing in James’ shorts and decide to have a lil fun. “Could you put some of this on my back James?” I ask, offering a bottle of sun lotion. “Sure Alice” he takes the bottle and I roll over, revealing that I’m wearing a thong – he almost audibly gasps as he sees my butt cheeks. Read more »

[MF][Fiction][OlderF]{Cougar][Milf] Cougar with daughter’s ex

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.  Read more »