Family Holidays

Steph and Jess had always been close, being mother and daughter, but now Jess was 18, they were more like best friends or sisters. Steph was 40, although most of her friends said she didn't look old enough to have an 18 year old daughter, so she knew she looked good for her age. Jess was tall, 5ft 10 and very slender with size 30A breasts. She was blessed with the longest legs known to man and wasn't averse to wearing high heels either, she was a confident young woman and wasn't shy about her body or her height. She frequently wore tiny shorts and even tinier bra tops, knowing she had the skinny figure to carry it off. However she was insanely jealous of her mother's curves. Steph was shorter than her daughter, at 5ft 6 she was about average, still with the same long legs her daughter was blessed with, but with curves to die for. She had a perfect hourglass figure, she was 36DD and had a little waist which gave out to her rounded hips and bottom. She had long red hair that fell almost to her waist. She knew she captured the attention of a lot of men, but most of them Steph wouldn't even give a second glance.

Each year they had gone on holiday together, but this was their first to an adults only resort, as Jess had turned 18 a few months before. They were both looking forward to letting their hair down and seeing what possibilities they might encounter during their week away. Both of them were currently single, so they were free to explore any opportunities that came their way. Steph had always been open with Jess about sex, she wanted her daughter to learn to enjoy it for herself, and not to spend years just pleasing the men she was with. Steph had faked so many orgasms in her life by the time she was 30, she finally realised it wasn't getting her any where and she didn't want that for Jess. She'd bought her daughter her first dildo and encouraged her to experiment with it, to learn how her body works and what felt good for her. She wanted Jess to start out knowing what she wanted and not be afraid to ask for it.

At home they both frequently brought dates home with them, but the agreement for the holiday was to be safe, they wouldn't go back to the guy's chalet, they would only bring him to theirs, so only one of them was to bring a guy home each evening. The walls were far too thin for them both to be fucking someone at the same time.

The first evening they both went to the resort welcome party. They both had a few drinks and started to mingle. Very quickly Jess saw a guy zone in on her mother, as they often did. The way she was dressed usually brought them to her like a moth to a flame. She was wearing a skin tight bodycon dress, hugging every curve, low cut so her tits were perfectly on show, not too short as to look slutty, just sexy, her bright red hair cascading down her back and the way she moved, Jess had no doubt they would be queueing up for her. Given their agreement, Jess knew her mother had won that evening, so despite the early hour of 9pm she headed back to the chalet to put on a movie. She'd brought her little pink friend with her for company. With walls this thin, her mother was bound to provide some auditory x-rated entertainment that she could use as inspiration for her solo play. She'd heard her mother before and my god that woman was hot in bed. Jess almost wished she could watch her, she was sure she'd learn a thing or two. She sat down in front of the TV and started to watch the movie, gently probing herself with her vibrator before quietly drifting off to sleep on the sofa.

Steph knew she'd snared one already. She'd spotted him when he walked in and it wasn't difficult to capture his attention. Usually a few tosses of her brightly coloured hair and if necessary a wiggle of her hips on the dancefloor was usually enough to get them salivating over her. She enjoyed the attention, particularly when it was from the sort of guy she liked. It was an in-joke between her and Jess, Steph was into bearded geeks with tattoos, every single time without fail. And oh my, she knew exactly the right ones to choose. Steph liked a man who knew his way around a woman's body. After years of disappointing sex with her ex-husband, she had no time for boys without a clue. And she'd learned these were the ones that did it for her, from the outside you'd never suspect how those strong arms were willing and able to throw you around and hold you down with that one handed necklace she loved so much.

He came over and offered her a drink which she gratefully accepted. They danced to a couple of songs, or more accurately Steph was grinding her body into his whilst music played. Everyone was getting quite hot and sweaty on the dancefloor and they'd ended up outside. He traced his hand up her back and then wrapped his hand under her hair and pulled her head back before kissing her, feeling her knees go weak under her. Oh yes, thought Steph, this is a good one. "Do you want to come back to my chalet?" She asks, staring him in the eye so there's no doubt as to what she means. "Fuck yes", he says.

Steph had seen Jess leave shortly after she was on the dancefloor with loverboy, she would promise Jess tomorrow she'd dress less provocatively to give her daughter a fighting chance. Jess was willowy and stunning, with cute curls around her face, but she could be slightly intimidating and guys were sometimes afraid to approach her. But she'd seen a couple of guys arrive after Jess had gone that would be perfect for her, so there was always tomorrow. As they arrived at the chalet Steph could hear the TV was on. She pulled the guy in close, giggled drunkenly and then and dropped to her knees, undoing his belt and his zipper before releasing exactly what she knew would be in those shorts, a beautiful, thick cock. Steph takes the head of his cock and runs her tongue around it, before taking the head into her mouth and starting to suck him off. One hand on his balls and one around his huge cock she starts to fellate him, slowly taking him deeper and deeper into he's hitting the back of her throat. She stops short of him cumming and gets to her feet, quietly opening the door and she sees Jess asleep on the sofa. Closing the door behind them she leads her still nameless man into her bedroom and pushes the door to. Then she looks into his eyes and submits, allowing him to take over, undressing her and taking her all in, turning her around. 'Fuck' he thinks to himself, 'I'm going to enjoy fucking this one'. He climbs onto the bed and pulls her to him, instructing her to sit on his face. Steph does as she's told, desperate to feel his tongue inside her. As he buries his face in her pussy she melts, she didn't have someone make her cum from eating her out until she was 35 and it's become a new obsession for her. 'Fuck, this feels so good' she thinks. She grinds on his face, riding his tongue and bringing her to climax as he sucks on her clit. She cums noisily, screaming, 'Daddy, I'm cumming' which wakes Jess from her slumber.

'Haha, mum's home' thinks Jess, and it sounds like she's having a good time. A few minutes later Jess hears the consistent rhythm of the guy fucking her mother. It sounds like mum's on top thinks Jess. She notices the door isn't quite closed and she moves a little down the sofa and sure enough has a nice viewing angle in the dressing table mirror in her mother's bedroom. Her mother is in the reverse cowgirl position, the guy absolutely ploughing her from beneath, her mother's tits banging together with the force from below. As Jess shifts again she realises her little pink toy is still nestled in the cleft between her legs. The TV is still on so she turns on the vibration and quietly fucks her pussy with it whilst watching the live porn show currently going on in her mum's bedroom. Her fingers rubbing her clit, she quickly builds towards cumming, stifling her own moans and cumming at the same time as the guy who is filling her mum's pussy with cum.

Jess pulls the blanket over her and returns to her position on the sofa and pretends to still be asleep. Steph and her mystery man get up from the bed, both satisfied and she offers him another drink, to which he gratefully agrees. "Go and sit on the sofa, don't worry about my daughter she's asleep". The man realises what he thought was a pile on blankets on the sofa is indeed a person, but she does seem to be asleep, so he gently sits down. Steph brings over the drinks and they sit and watch the TV together for a while, Steph snuggled up to his side, before she pulls her legs up underneath her and finally sinks down and rests her head in his lap. He strokes her hair, which is as soft as it looks and thinks about how good it would feel to fuck that mouth again before he leaves, which causes a stir in his shorts. Steph smiles to herself, entirely aware of the growing erection now poking her cheek. She raises her head slightly and frees his cock, as it bounces right before her. He nervously looks over to the sleeping daughter as the mother takes his cum covered cock in her mouth and start to expertly lick and suck him, taking him deep into her throat, he places his hand under her chin to lift her off slightly, there's no way he's cumming quickly, he's going to enjoy this...

Jess had drifted back off to sleep after her welcome relief earlier but a slight regular motion at this end of the chalet had stirred her again, and she squints out of one eye to see her mother sitting not two feet away from her sucking this guy off. Jess had to hand it to her, he had a beautiful cock and Jess's own mouth began to water. 'Fuck, I want to suck his cock too' she thinks. Jess pretends to stretch a little in her sleep and edges just a little bit closer, her mother thankfully completely engrossed in what she's doing and the guy with his head tilted back oblivious because of how much he's enjoying what she's doing to him.

Jess inches a little closer again, turning over onto her stomach and gathering her elbows underneath her body to pull herself forward before she slowly places her hand over her mother's which is gripping his cock. Steph holds her breath and looks up, Jess places a finger to her lips to indicate to her mother to not say a word. She takes over from her mum and starts to suck his cock as Steph moves her face down to his ball sack and starts to lick and suck his balls while her daughter takes his cock in her throat. At this moment he realises he has two sets of lips and two tongues on his junk and looks down, disbelieving that he currently has a mother and daughter duo going to town on his cock and balls but having way too much fun to say anything about it.

The daughter lifts herself to her knees, her ass up on the sofa and her t-shirt riding up, he can clearly see she isn't wearing anything else. He takes his chance and reaches around to feel her soaking wet pussy and pushes a finger inside her as she moans onto his cock. He feels a hand take his free hand and looks down to see the mother placing his hand on the back of her daughters head as she pushes her daughters hair out of the way for a better view of her deep throating his cock. 'This cannot be real, I've got to be dreaming' he thinks. Then the mother sits back next to him as she starts to kiss him, he takes his hand from the daughter's head and pushes two fingers into her pussy, now fingering both mother and daughter.

The mother reaches out for the hand that is fingering her daughter and pulls it towards their faces placing his fingers between their mouths as they both taste her sweet nectar, the mother now pushing her daughters head down as he cums, full force, down her throat as she gags and coughs and pulls back, the last of his load splashing across her face. He watches in awe as the mother carefully licks her daughters face clean, eating every last stray drop of cum from her face and then French kissing it back to her daughter. 'This is the single hottest thing I've ever witnessed in my life' he thinks to himself. With one lingering thought of how good it would feel when he's hard again to fuck that tight little pussy belonging to the daughter...