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You are here: Home / Sex stories / Upsetting the apple cart – by stevestrong

Upsetting the apple cart – by stevestrong

Adult story Editor December 8, 2018 Leave a Comment

2017 erotic stories: Upsetting the apple cart – by stevestrong. My name is Steve and i’m a dirty bastard, i love the thrill of the chase . I’ve been dating Jane for two weeks now and so far i’ve managed to play with her ample 17 year old tits only on the outside of her top.

Fiction, Anal, Ass to mouth, Ass to pussy, Blowjob, Cheating, Coercion, Cuckold, Cum Swallowing, Humiliation, Male / Older Female, Male/Teen Female, Mature, Reluctance, Voyeurism, Wife

2017 erotic stories: Upsetting the apple cart – Chapter 1A

by stevestrong

This was right up my street, a hard to get virgin that would take all my charm and cunning to turn her from an inhibited goody goody two shoes into a sexy cock loving slut that cannot get enough of my 20 year old 8 inch cock.

My flat mate Rob says why waste all that time when there are so many slappers about that will fuck you stupid for the price of a few drinks and shots. I just laugh at him and say ” I take pride in my work “.

Tonight is the first time i have been to Jane’s house, i’m taking her out for a meal.

Let me describe Jane, she’s got quite a plain face, nice but not what you would describe as a looker, her body more than makes up for it. A slimish figure with nice legs and an arse like two peaches in a handkerchief , her tits are about 36 DD and from what i could feel from playing with them through her top and sturdy bra she had big nipples that responded well and would harden quickly making them visible through her body armour. Top that off with her fairly long brunette hair and brown eyes, plus her way of dressing conservative and you can see why i wanted to unlock the slut hidden deep inside.

I knock on the door of her family’s modest 4 bed detached house and i’m invited in by her mother, ” Hi, i’m Lynn, Janes mother, you must be Steve, please come in and wait, Jane is still getting ready “.

Wow , Lynn is a dead ringer for Jane, a bit chubbier with bigger tits, but underneath her frumpy clothes a body that i made my mind up i would have to bury my cock balls deep in her whatever the cost.

Thank you Lynn l said as i was shown to the lounge where Jane’s 14 year old brother Tom was watching tv. We said our hellos and Lynn asked “would you like a cup of tea while your waiting for Jane”, “yes please ” i said and Lynn departed to the kitchen.

I made some small talk with Tom then headed for the kitchen arriving just in time to see Lynn bending over to get some cups out of a cupboard , the devil in me rose to the surface and bold as brass i stepped up behind her and grabbed her arse cheek and gave it a firm squeeze. Lynn shot up in blind terror and said “what the hell do you think your doing “. I gave her my cheekiest grin and said “Jane might be a keeper and they say if you want to know what your girlfriend will look like in twenty years time check out the mother, it’s nice to know that you still only have one arse”. Lynn stood there bright red looking shell shocked, before saying “I have never been so humiliated in my life, that is totally inappropriate behaviour. i will tell my husband, i will” before she could finish her sentence i put my finger to her lips and said “sush, no you won’t. now how about my cup of tea, no sugar for me “. grinning at her i turned and went back to the lounge.

Lynn steadied herself against the worktop trying to comprehend what had just happened, a young man half her age had squeezed a handful of her bottom, told her she still only had one bottom, then had the cheek to shush her when she tried to admonish him.

Still in a state of shock Lynn finished making the tea and took a cup in for her daughters boyfriend. As Lynn set the cup down on a small table next to me i glanced over and seeing Tom was engrossed watching the tv, i reached out and gave one of her big tits a nice squeeze. Lynn’s eyes glared wide open and she practically ran back to the kitchen. About 30 seconds after, Jane came into the lounge and said ” Ready Steve, lets go”. Jane shouted “goodbye ” to her mum still in the kitchen and i added “bye Lynn ,nice getting to know you, hope to see more of you soon “.

As Jane and i walked to my car, Jane looked at me and asked “what are you grinning about ” i just gave her arse a little squeeze and said “cos your looking so sexy “.

Lynn was still in her kitchen blushing and trying to get her head round what had just happened. I had known him for all of five minutes and he has gropped my bottom and fondled my breast, also what did he mean by “hope to see more of you soon. Lynn was outraged, here she was a 39 year old married mother of two being touched in a sexual manor by this rogue of young man with the morals of an ally cat. She made up her mind to tell her husband Mark when he came in from work shortly.

Ten minutes later Lynn heard the front door open and close and Mark talking with Tom. Lynn braced herself as Mark called out “Hi hun” and made his way into the kitchen.

Lynn said “Hi darling, i’m glad your home” and before she could blurt out what had happened Mark interrupted her saying ” You sure are , u’ve got your headlights on full beam, haven’t seen them like that since we first started dating”.

Lynn looked down at her breasts and could clearly see her nipples straining to break out of their confines. This sent Lynn into a embarrassing blush, if she told Mark what had happened, would he think she had enjoyed being groped by Steve, or she had encouraged Steve by giving off the wrong signals. In her confused state she decided to wait until her head was clearer and she could think straight.

Mark not picking up her distress signals carried on teasing “I know what’s made your headlights switch to full beam, must be Janes new boyfriend Steve that’s got you all excited, Tom just told me that Jane says he’s so good looking,

Tom really likes him, he’s a West Ham supporter and he’s promised to take Tom to a match soon, sounds like a fine, descent young man, i can see why Jane’s been so happy these past couple of weeks, we’ll have to invite him for dinner soon, i can’t wait to meet him”. With that Mark gave Lynn a peck on the cheek and headed for a shower.

Lynn stood there confused, why hadn’t she told her husband what happened, why had her nipples got so hard, Steve had got her angry, not sexually aroused, hadn’t he. Lynn noticed she felt a bit wet and flushed in her nether regions. She tried justifying her emotions to herself, sure he was a hunk, and he seemed a polite well mannered young man until the point he grabbed her bottom and squeezed her breast showing his true colours. Was he just checking me out like he said or did he have more sinister sexual motives. Lynn felt herself flush again and her nipples were harder than ever, oh god, this was too much to get her head round. Lynn poured herself a glass of wine and started to prepare the evening meal for her family, Dam that bastard of a boyfriend for causing me such turmoil .

Steve and Jane were just leaving the restaurant after a lovely meal, Jane’s mobile phone had not rung during the meal, so Steve thought there was a good chance he had got away with coping a feel with Jane’s mum, at least as far as her grassing him up to her husband .

As it was a tuesday night and Jane had college and Steve had work in the morning, they both thought better of going to a club, instead Steve took Jane back to her house and she invited him in for a coffee. It was about midnight and the house was quiet, her family all gone to bed. Jane made the coffee and both sat on the settee with just a lamp on. Steve pulled Jane close and started to kiss her deep and passionately, getting his tongue wrestling with hers inside her mouth. Jane was thinking how wonderful and sexy he was and knew she was falling for him in a big way. The fact that he had treated her with respect and never tried to force the issue when she stopped his hands from exploring parts of her body she wasn’t comfortable with. The fact that her brother and parents were asleep and she’d had three glasses of wine at the restaurant had weakened her defences a little more than normal.

When Steve’s hand slid up from her waist and began to massage her right breast she began to moan into his mouth. Steve could sense the change in Jane, after taking turns on both breasts for a couple of minutes he started to ease her woolly top up exposing her perfect big tits held securely in her full cupped bra, sliding a hand inside her bra he got his first feel of her naked tit. he played lovingly with it for a while then took her nipple between his finger and thumb,’Fuck me he thought, it’s fucking huge and as hard as granite ‘, it must’ve been an inch long and half an inch across.

As soon as Steve started playing with her nipple Jane was moaning like a banshee, she had never let anyone get this far with her, she was in heaven, her body was experiencing feelings that were all new to her, she was thinking ‘my god, what is he doing to me ‘.

Steve found it hard not to chuckle, he had found her weak spot, the more he tweaked her nipples the wilder she kissed him. He took his hand out of her bra and eased her top up and over her head discarding it on the floor, he returned his right hand into her bra resuming his attack on her tit and nipple. Her kisses intensified, biting his lip and devouring his tongue. Steve reached his left hand around her back and expertly uncliped her bra , she put her arms down in front of her allowing him to remove it completely, adding it to her top on the floor. Steve broke away from their passionate embrace to admire her tits, “fucking hell, your tits are amazing” he said out loud, Jane snapped out of her sexual intoxication as she heard Steve’s words, this is the first time she had heard him swear and refer to her breasts in such a crude manor, she felt flattered he admired her body and shocked he had spoken to her that way.

She was about to tell him that perhaps they had gone to far when Steve lowered his head and began to suck on her big rock hard nlpple, instantly she buried her hands in his hair and pulled his head harder to her heaving breasts. Steve brought his other hand into play squeezing and pinching the nipple on her other tit, he sensed Jane was there for the taking , he began to slide his right hand down her body, stopping at her arse, playing with her arse cheeks over her skirt for a short while, before sliding it further down until he met her bare flesh just below her knee. Slowly he started to slide it back up her thigh, along with the hem of her skirt, until he was just below her pussy. Jane suddenly realised what his hand was doing and reached down clasping his hand with hers, quietly saying “no”. As she attempted to pull his hand from under her skirt Steve held it firm massaging her inner thigh and at the same time bit her right nipple hard, chewing on it like a toffee, pinching her left nipple hard at the same time. She let out a little yelp, releasing her grip on Steve’s hand, bringing her hand up to join her other hand entwining them both in his hair.

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Upsetting the apple cart – Chapter 1B

Adult story Editor April 3, 2017 Leave a Comment

2017 erotic stories: Upsetting the apple cart – Chapter 1B

The tears began to flow again and for the first time Lynn noticed her nipples were sore, she felt them and realised they were still rock hard and huge. They had been rock hard since she first started watching her daughter being used and sexually abused by that bastard. Added to the fact that brute had pinched and twisted them, that was the reason they were so sore. Now she noticed her virgina was aching and tingling at the same time. The aching caused by him roughly violating her virgina, stretching it so wide, the only time it had been stretched wider, was during childbirth, but why was it tingling so much. She pulled the front of her nightdress up and touching her big hairy bush, felt that and her virgina were soaking wet, the back of her nightdress soaked in a puddle of her vaginal juice.

Oh my god,what is happening to me . Lynn wished she could turn the clock back twenty four hours, the silent tears flowed harder as it all became to much for her and until finally she drifted off to sleep.

Steve woke about 9am and the first thing he did was phone the customer he was due to meet at 10 and change it to 1.30.

He went into the kitchen to get a cup of coffee, seeing he’s flat mate Rob making toast. He recounted last nights adventures, Rob laughed and said ” you jammy bastard, any chance this hot little minx of a girlfriend of yours is stupid enough to fall for the blindfold trick, so i can have a pop at her too”. “I reckon so, leave it with me” Steve laughed back at him.

It was a trick they had both used many times before. Both their bedrooms were identical. One of them would hide in the closet with a video camera and film through a specially made hole, as the other one brought an unsuspecting girlfriend into the bedroom and got her hot and horny with some fore play, before suggesting they spice it up a bit with a blindfold and some furry handcuffs.

After he had handcuffed her hands to the old fashioned brass headboard and placed the sexy silk blindfold on her, he would fucked her for a while in the missionary position before climbing off the bed and turning her over, getting her on her knees doggie fashion, they would then swap over, the one filming, passing the camcorder to the other, before getting behind her and taking a turn on her unsuspecting cunt or arse. They where both of similar build and cock size, Steve’s cock being only a fraction longer and fatter. Over the past couple of years Steve and Rob had perfected their swapping techniques, even telling the unsuspecting victim to suck on this big dildo as the other one would place his cock by her mouth and she would end up being spit roasted with no idea. They even double penetrated girls, as the one underneath her, fucking her pussy tells her he is going to stick a dildo up her arse.

If it was a girl they didn’t like much, after they had done their usual routine, they would link the filming onto the 55 inch television in the corner of the room and put the camera on a tripod, while the boyfriend that had brought her to the flat would get underneath her, fucking her arse in reverse cowgirl position, holding her legs back towards her shoulders with one hand, while pretending he was fucking her pussy with a dildo in the other hand. The one kneeling in front of her, fucking her cunt, would pull her blindfold off. The look on her face as she realised a stranger was fucking her pussy, not the dildo, was priceless, then the realisation she was being filmed, when she saw herself on the large tv screen, handcuffed to the headboard being fucked in her cunt and arse, was double priceless.

The reactions that followed would vary from foul mouth screaming and calling us every cunt, rapists under the sun, to crying and saying “how could i have been so stupid “. Or sometimes threatening us with police, fathers and brothers.

We would carry on fucking the shit out of her until we were ready to cum, then we would kneel either side of her and both spunk all over her, covering her tits, face, hair and mouth with what looked like a pint of spunk, then one of us would get the camcorder and take close ups of the state of her face, telling her we would post it all on the internet and make sure her family got a nice edited version showing how willing she was and how much she enjoyed it. We never had any comebacks .

Steve had some breakfast and decided he would not call Jane until 12.30pm, just to make her sweat a bit, keep her on her toes.

Jane had got up at 8.30 for college, she could barely walk she was so sore. Her breasts and nipples felt like they had been in a blender, her virgina and bottom felt puffy and battered, they ached like hell. She hobbled downstairs just as her brother was leaving for school, she made her way into the kitchen finding her dad getting ready for work. “What happened to you?” he asked, watching her waddle over to the kettle. Jane almost froze, can he tell i’m no longer a virgin, does it show. “What ” she asked defensively.

You look like your limping, have you hurt something? he said. Thinking quickly she lied ” No, i played badminton yesterday and i woke up like this, this morning. I’ll be okay. Where’s mum?”

Mum’s not up yet, must have had a bad night. He answered.

How you getting on with your new boyfriend Steve? he sounds like a very nice young man, i can’t wait to meet him said her dad. Jane blushed, if only he new that i was getting on a bit too well, “oh fine dad, i like him a lot “. ” That’s good, i’m so happy for you, invite him for dinner tomorrow night, it would be nice to meet him before i fly off Friday morning for five days. I’ll tell your mother, i’m sure she would like to see more of him too ” with that he gave her a peck on the cheek and left for work.

Jane made her tea and breakfast and gingerly sat at the breakfast bar. She thought of last night and her whole body tingled , she checked her phone again, still no calls or texts from her gorgeous boyfriend. ‘No worries, he’ll call soon ‘ she thought. she didn’t have to rush off to college for a couple of hours.

Lynn woke about 9am, she felt terrible, then she remembered what had happened last night and started to cry again, she could feel her vagina was sore, from that brute forcing half his big penis into her, the same one he had buried inside all of her daughters holes not 15 minutes earlier, she then realised she had not even showered since. This only added to the shame and humiliation she felt, Now she felt dirty and contaminated as well.

Lynn took a long hot shower almost scrubbing herself clean, hoping to wash all the guilt and shame down the plug hole and restoring her broken life to what it was 24 hours ago. As she dried herself on the soft fluffy towel, she started to feel a bit better, although her nlpples and virgina were still sore.

Lynn slowly dressed, glad that she would have the house to herself for the day, she couldn’t face talking to anyone right now. Lynn entered the kitchen and the shock of seeing Jane at the breakfast bar made her stutter as she asked “oh, a,ha haven’t you gone to college yet?” Jane wondered why her mother looked so surprised to see her, “No, i haven’t got any classes until 11am, i’ll leave in an hour, why, have you got a fancy man coming round ” Jane joked. Lynn flushed red and in a very defensive tone she answered “Certainly not, what kind of a woman do you think i am, i’m a respectable married woman “. “Okay mum, calm down, it was only a joke ” said Jane holding her hands up in mock surrender. “Sorry Jane, i didn’t get much sleep last night ” said Lynn.

Jane forgetting her aches and pains, took her cup and dish to the sink. Lynn noticed her daughters discomfort and thought to herself ‘I’m surprised she can walk at all after being abused so long and hard by that bastard boyfriend of hers “.

Jane looked at her phone again, told her mother she was going to get ready for college , leaving her mother to the peace and solitude she needed.

Lynn spent the day trying to forget the visions and torture of the night before.

Jane finally went off to college, checking her phone every two minutes, starting to panic, thinking what if he meant all those nasty things he called me while we were making love, what if he only wanted to take my virginity and now he doesn’t want to see me again, thinking i’m just a slut. I only let him do and say those things to me because i’m so much in love with him, but i did enjoy him saying and doing those things. The harder he did them and the nastier his language the more excited i got , oh no perhaps that means i am a slut and he knows that and doesn’t want too see me again. oh god, he’s not even going to bother call or text me to dump me. how could i have been so stupid. Jane’s eyes were welling up by the time she got to college.

Just as she was about to have a full blown breakdown her phone rang, it was Steve.

Jane answered all flustered, blurting down the phone “i thought you had dumped me, because you thought i was a slut, you didn’t call and i thought yo” “Whao, whao, whoa,” Steve interrupted her “I didn’t call earlier because you wore me out with your insatiable sexual appetite. i’ve only just woke up. i don’t want to dump you, i think you’re amazing ” said Steve using all his charm. “look babe, i’m really late for work, i’ll pick you up after college and we can talk then ok” “ok Steve, see you at 4.30, love you, bye”. Janes mood had done a 180 in a heartbeat, ‘ he thinks i’m amazing’.

If it hadn’t been for the fact that her arse and pussy were so sore she would have skipped from the common room to her next lesson.

True to his word Steve was waiting outside Jane’s college in his flash bmw x5. Jane got in the passenger seat and Steve drove the short distance to the deserted far side of the college car park .

Now what’s all this talk about being a slut and me dumping you Steve asked.

When you didn’t call, i started thinking of the names you was calling me and the filthy language you used and the things you told me to say. I had never heard you swear before and you was treating me so roughly Jane said,getting it all off her chest.

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