Upsetting the apple cart part 1

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.
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.
Steve new this was the chance he needed as he slid his fingers onto her panty clad cunt, he could not believe how wet they we, he wasted no time in slipping two of his fingers under her sodden panties and into her sopping wet cunt. Jane was almost whimpering by now, the sensation overload was beyond anything she had experienced or even imagined. Steve pushed home his advantage easing Jane down on the couch so he was lying on his side with his back against the back of the couch, Jane laying on her back alongside him. while chewing on Janes left nipple Steve eased his two fingers out of her dripping cunt and begun tugging at her knickers, easing them past her arse and down her legs, Jane lost in her passion even lifted her arse up to help him, soon they were joining her top and bra on the floor, leaving her naked except for her skirt that was by now bunched up around her waist.
Steve got his first view of her naked cunt. ‘Wow, that’s quite a bush u’ve got there girl, haven’t seen that much hair since watching ZZ top’ Steve thought.
Steve returned his two fingers to her cunt, Jane subconsciously parting her legs to give him easier access to her virgin pussy. As Steve tried sliding his fingers deeper they meet resistance , Steve smiled to himself ‘ her cherry shield ‘, he thought as he eased back his fingers a little and using his thumb to rub over her clit he began to finger fuck her slowly, careful not to damage her cherry shield, he was saving that for his fat, rock hard 8 inches that was throbbing away in his boxers and in need of freedom.
Pinching her left nipple with his left hand he released her right nipple from his teeth and moved his head up to kiss her deeply. Breaking the kiss after a while he told her “take my cock out of my jeans”. Jane had a scared look in her eyes and hesitated as she had never seen a cock in the flesh before, let alone touched one. ” Do it ” said Steve pinching her nipple hard. Slowly she slide her hand down until she reached his belt buckle and undid it, followed by the buttons on his jeans. Steve helped her slide his jeans off, his shoes already removed when they returned to her house, leaving them by the front door. Steve eased himself up just long enough to take his top off before laying alongside Jane again, picking up where he left off playing with her tits and nipples while kissing her hard on the mouth, breaking the kiss to whisper ” i need you to free my cock now”, again she looked scared and with her hand trembling she reached down and began to ease his boxers down until Steve was able to kick them off along with his socks. Now completely naked he told Jane to ” look at my cock and wrap your hand round it”. The look on her face was priceless as she saw her first cock in all its angry glory. ” oh my god it’s huge ” she said as she slowly wrapped her hand around its thick shaft, her fingers coming up an inch shy of meeting her thumb.

Lynn and Mark had gone to bed about 11.30, Lynn thought about trying to tell Mark what had occurred earlier but embarrassment made her hesitant and when she finally made up her mind to tell him she was stopped in her tracks by a low steady snore.
Well that’s just great she thought, i’m having a crisis and your sleeping like a baby without a care in the world.
Lynn lay awake going over and over the events of earlier, but over an hour later she was still awake, her mind racing at ten to the dozen. She had heard Jane come home about 30 minutes earlier, thank god she’s home safe and sound, she thought, it’s a wonder that sex beast didn’t rape her. With all these thoughts running through her mind Lynn decided to get up and make herself a cup of hot cocoa to help her sleep. Making her way quietly down the stairs so as not to disturb her sleeping family, Lynn’s mouth fell open as she noticed a pair of shoes by the front door that she recognised as the ones Steve was wearing earlier. Her heart was in her mouth as she edged towards the lounge door. Lynn could hear soft moans and slurping noises coming from within, the door was open about eighteen inches, a result of Jane using her backside to bump the door shut when she had brought the two cups of coffee back to the lounge not realising things would go so far, then forgetting it was ajar when her passions started to get the better of her.
Lynn peered round the door and there in full view on the sofa opposite, was Lynn’s all but naked daughter, laying with her totally naked boyfriend. Lynn’s knees almost buckled and she had to lean against the door frame for support, she felt sick. She almost fainted a few seconds later when she heard Steve tell her daughter to ” look at my cock and wrap your hand around it”. Lynn was frozen to the spot as Jane said “oh my god it’s huge ” and proceeded to do as she was told, wrapping her hand around what was only the second cock that Lynn had ever seen, not only that, but it looked twice as big and twice as fat as the only other cock she had seen, the one that belonged to her husband.
In shock and unable to move Lynn watched as Steve removed her hand and rolled over on top and in between the legs of her daughter telling her “this will hurt a bit at first, but the pleasure that follows will more than make up for it. Lynn watched in horror as Steve guided his big fat throbbing bellend to her daughters wet pussy lips and eased in the first couple of inches, Jane could feel how stretched her virgina felt and she started to feel scared ” I’m not sure about this ” she said “it’s my first time, perhaps we should stop”.
Any hope Lynn had of her daughters honour being saved disappeared as she watched Steve lower his mouth to her daughters breast and bite her nipple hard before plunging another four inches of his rock hard meat up into her cunt, easily breaking her cherry barrier and filling the walls of her love tunnel with six inches of cunt stretching cock.
Jane gave out a ” aahhh ” of pain and discomfort, digging her fingernails into Steve’s shoulder blades raising her legs and wrapping them around his waist in an attempt to relieve the pain.
Steve held his cock still, allowing Jane to get used to his girth. He had a shit faced grin on his face knowing another conquest was his. Jane had tears in her eyes as the pain of what seemed like a baseball bat rammed into her virgina, added to the fact that she was no longer a virgin.
Lynn also had tears in her eyes, ashamed of the fact that she had just witnessed that beast of a man deflower her only daughter and out of fear, embarrassment and shock had just stood there watching and didn’t do a thing to stop it.