My Fiancee the kind hearted whore
He looked at his friend and said, "well what are you waiting for, you'll never get a better chance than this".
The shy lad looked at Janice and said, "can I". Janice smiled at him and said, "help yourself".
He was trying to undo his pants but she could see that his hands were shaking. The other lad laughed and said, "he's still a fucking virgin"
Janice understood now, it had been a long time since she'd lost her virginity. In the intervening years she'd had no experience of being with someone who was losing theirs so it had passed into her distant memory.
It all came back to her as she remembered how nervous she'd been and how what should have been a pleasurable turning point in her life had been spoilt. The lad she'd been with had just wanted a shag basically and really rushed things. He hadn't wanted to talk to her afterwards and had left after telling her he had to meet his mates.
She decided then and there that she was going to make this nice young lad's first time as pleasurable as she could.
She put her hand on his and said, "there's no rush, do you want to come back to my place". The lad looked so excited as he nodded his head. The other lad said, "what about me can I come too". Janice looked at him and said, "no, you've already done that, your friend needs some privacy". She'd really taken a dislike to him and wished now she hadn't let him have sex with her.
He looked really disappointed but nodded his head as he said, "yeah all right". He called over to his friend, "enjoy yourself Ken".
Janice had gotten some tissues from her handbag and was wiping her fanny with them. Then she rearranged her clothes and put her bra and knickers back on. The more arrogant of the lads had been watching her until she'd finished getting dressed. Then, looking at us he said, "take care of him won't you". She revised her opinion of him, he really cared for his friend and had simply been displaying the arrogance of youth.
As he walked away, She explained what she intended to do and asked us to be understanding. She said the lad needed leading slowly and it would be best if she was alone with him. We understood, even though it meant this evening's and the entire weekends sexual adventure was over, at least for us.
We realized there were too many of us for one taxi so it was agreed that Janice and Ken would have a taxi to themselves.
When they got to her place Janice asked him if he wanted something to drink but he replied, quite wisely for such a young lad, that he'd had enough. But he said he could murder a cup of tea. As it brewed she asked him if he still lived at home and he told her he did. She asked for the phone number and he gave it to her.
She gave him his tea and took the phone into the bedroom. She was wracking her brains for what she was going to say and was getting as nervous as he'd been. Then she picked up the phone, dialed the number and a man answered. She didn't really want to talk to a man about it so she asked if she could speak to his wife.
A woman came on the line and she asked if she was Ken's mom and she said she was. Janice introduced herself and said she'd just met Ken that evening and he was back at her place. Janice was still thinking about how she was going to put it. She might be embarrassing Ken but still felt it was the right thing to do. Also, although it might sound cruel, her embarrassing him with his parents might be quite useful. As his first sexual experience he would quite likely think that he loved her. By doing this it might make him angry at her.
So she just came out with it. "I know Ken's a virgin and my first experience, years ago was so bad that I want to make sure your son's is as memorable as I can".
The silence indicated the lady's shock and she waited for the inevitable explosion and maybe the anger of 'get your claws off my boy'. But there was none of that. The lady on the other end of the line started crying and Janice could hear her husband in the background asking what was wrong and had something happened to Ken. She heard Ken's mother say to him that he was fine and then she came back on the phone. "Thank you, that's the nicest thing anyone's ever done for him".
Janice explained she was calling because she was going to let Ken spend the weekend with her and hadn't wanted them worrying about where he was.
"You sound like a really nice person and I'm just so glad he's going to have his first time with someone who cares about him" she said. They said their, 'it's been nice talking to you etc' and then Janice put the phone down and went back to ken.
He'd finished his tea and was looking anxious when she came out of the bedroom. He wanted to know what his parents had said. She told him she'd just let them know not to worry about him, that he'd gone somewhere and that he'd be back on Sunday.
Janice took the cup off him washed it under the tap and put it aside. She
took Ken by the hand and led him into the bedroom. He was looking really nervous
but was also smiling.
She told him to get undressed and get into bed whilst she freshened up.
She had a quick shower, but paid special attention to her vagina. She'd been filled with sperm during the gangbang by the benches and was making sure she washed it out. After putting some fresh perfume on she returned to the bedroom naked.
Ken's eyes were nearly popping out of his head as she walked in. She got on the bed next to him and began kissing him. He eagerly responded and started feeling her breasts as well. After kissing him for a few minutes she disengaged from him and moving down the bed took his erect cock in her mouth. She was impressed at the size of it, it was definitely above average.
She started licking the end and was just running her lips down the shaft, taking more of it into her mouth when he came. There was a surprising amount of it and some of it leaked onto her chin. She swallowed his spunk and wiped her chin as she told him it was o/k.
He said he was sorry and started crying, thinking it was all over probably. But she took his head in her hands and looking deep into his eyes said, "Of course you came too soon, everybody does their first time, I was expecting you to".
She began explaining to him about a woman's body, She showed him her clitoris and told him how playing with it was really pleasurable for a woman. She showed him what to do and he soon got the hang of it. He wasn't too rough and gently massaged it as she surprised herself by how much she was enjoying it. She hadn't realized how much the situation had been turning her on as well.
She lay back as he knelt over her and as he continued the gentle massaging she started to emit a low moan. He asked if she was all right and she said yes and told him he was doing it just right and to carry on. She felt her leg starting to spasm and was thinking it doesn't normally happen this quickly. Janice remembered she was supposed to be making it pleasurable for him and told him to stop.
He asked her if he'd done something wrong but she told him he'd got it just right and that made him smile. She'd noticed he was getting another erection and moved down the bed to take it into her mouth again. It was his turn for the low moaning as she again licked around the end of his cock and ran her lips up and down the shaft. He lasted longer this time but it was still just a couple of minutes before she felt his seed pumping into her mouth. Again, there was lots of it and she swallowed it as quickly as she could.
He asked her when they were going to 'do it' and she explained to him that she'd made him come twice so when he was inside her he could last a lot longer. His face started beaming again. She showed him the best way to play with her breasts and taught him to lick the nipples as that was a really sensitive area on a woman.
She got him to get down between her legs and as he looked at the close up of her vagina he asked about the names on her thighs and the words just above her fanny. She told him that she had three boyfriends and they liked playing jokes on each other (she thought that was the simplest way to explain it).
She told him to start halfway between her knees and her fanny and to run his tongue up and down her thighs. Then after a couple of minutes of that she told him to start licking her fanny. She wasn't sure how he was going to react to that as a lot of men are very squeamish about it. But the fact that he was trying his best to please her was helping.
She felt his tongue gingerly touching the lips of her cunt and deliberately exaggerated how good it was just to encourage him. He started licking more deliberately and as he did so she no longer had to exaggerate.
She was being deliberately crude as she told him he could make it even better for her if he pushed his tongue into her hole and almost straight away he pushed it in. As she instructed him he moved his tongue around inside her and she couldn't help herself as she laid back gasping. God, she was thinking, the boy's a natural. She was completely helpless as she put her hand on the back of his head to hold him there.
She realized that he'd found her 'G' spot and as she lay there panting more and more her orgasm ripped completely through her but without the precursor of her leg vibrating.
Again he looked up concerned but she told him she was fine. She got off the bed to wash her mouth out in the bathroom before returning to the bedroom. She lay down next to him and told him that nobody in her entire life (and she had absolutely no intention of telling him how long that had been) had ever brought her to orgasm as quickly as he had.
He was looking down but also looking at her out of the corner of his eye as he said she was just saying that to be nice. She put her hand on his face, and turning him towards her, looked into his eyes as she told him she meant every word. She kissed him for a minute or so then lay back, opened her legs and said, "you can do whatever you want to me".
He didn't move so she said, "do you want to fuck me". He nodded his head. She said, "well get on top of me". As he moved over her she told him to lay with his legs in between hers and to put his cock at the entrance of the hole he'd just been licking. When she felt his prick was in the right place she told him to push it in.
It took a little bit of pushing because his above average size wasn't in length, it was the normal six inches or so, but in its girth . Again, despite the obvious lust in his eyes as he looked down at his prick pushing apart the lips of her cunt he was still being remarkably gentle. She felt him sliding in until his crotch met hers and she realized he was completely inside her.
As he listened to her guidance he moved back and forth and soon got the hang of it as he said, "god this is fantastic". As he continued sliding in and out she said, "now do you understand why I made you come a couple of times, if I hadn't done that you'd have come straight away". He nodded his head, he couldn't speak he was enjoying it so much.
Everything was new to him. The wetness inside, the warm feeling and the sensation of the walls of her vagina rubbing against the shaft of his cock. He wanted it to go on forever, and of course she'd fully understood that he'd feel that way which is why she'd brought him home with her for the weekend.
She didn't want to just take his virginity and then leave him wanting more. She also didn't want him feeling , as she had, just used and then discarded.
She took his head in her hands and began kissing him as he carried on gently moving in and out of her. Then she felt something wet on her cheeks and as she pulled her face away she saw he was crying. "Thank you, thank you" he said as he sobbed.
She wasn't worried about the crying as she realized they were tears of happiness. "I should be thanking you, you've learnt really quickly and you've already made me come".
Despite the lads natural instinct to be gentle he started to speed up his thrusting as he approached his orgasm and it wasn't long after that she felt her cunt being filled with his semen. He lay on top of her panting and then kissing her lips, her face and her neck.
"That was fantastic" he said. She said, "you're not a virgin any more, you've fucked your first woman". He looked a bit sad as he said, "that's it now isn't it, do you want me to go". She smiled at him as she told him that she was engaged to be married but had a very understanding Fiance who didn't mind her having a few boyfriends. She told him that was the three men she'd been having sex with when he and his friend had found them.
As she got to the part where she told him her Fiance and other two boyfriends had agreed to stay away so he, Ken, could enjoy her as much as he wanted over the whole weekend, he broke out into the biggest smile she'd ever seen on another human being.
It's 1 o'clock Friday morning now and I am 100 % completely yours until, let's say 9 o'clock Sunday night. "I'm guessing you've got a job to go to havn't you", she said. He replied, "No but I've got college". "Well, same thing", she said, "you need to be home in time for bed".
So for virtually two days you can stick your dick back in me whenever you want, if you tell me to suck your cock I'll do it. "Even if you tell me to lick your arse I'll do it", and she laughed as he went "yuk".
"I can't believe this is happening", he said, "I'm going to wake up in a minute".
Janice asked him if he was thirsty and he asked for a cup of tea. She'd said she wouldn't be long as she went into the kitchen. She was washing out a cup for herself and getting his from the drainer as she heard him come up behind her. "You said I could have you whenever I wanted", and she replied, "yes".
He told her to bend over the sink and open her legs. As she did so he slipped between her thighs and pushed his prick back into her. He was thrusting into her more violently than before but still relatively gently compared to most men.
He'd remembered her lessons as he reached under her and felt for her clitoris. He soon found it and as he gently massaged her she felt herself losing control again.
She was pushing back to meet his thrusts and then she felt him pushing a finger up her anus. She was so surprised she went, "ooooooh". He said, "sorry, I read about that in a magazine". She said, "I told you that you could do whatever you wanted to me and I meant it". He told her that he had wet his finger first.
Then she had a wicked idea. She told him that she'd never allowed a man to have anal sex with her so she was an anal virgin. She told him he could take her anal virginity if he wanted.
He said he was quite happy to keep his cock where it was and she laughed as she pointed out he was going to be having sex with her for the entire weekend so there was plenty of time.
She could already see the change in him. He was, even this soon, acting with more confidence. She felt proud to be witnessing a boy blossom into a man and especially knowing that she was being instrumental in it.
He soon came in her again and after he'd pulled out of her she started to get
up but he pushed her back down, not roughly but firmly. She felt her cunt lips
being gently pulled apart as he looked up inside her vagina. "That's my spunk in
there", he said, as she replied, "yes and I'd like to wipe myself before I get
it on the carpet". He apologized and moved away from her. She suggested he wash
his hands in the sink as he'd had his finger up her bum.
As he washed his hands, she went into the bathroom and he followed her in shortly afterwards and said he wanted to help. Getting some toilet paper off the roll, he gently wiped her fanny, realizing the toilet roll would leave bits inside her he asked if there were any tissues and she pointed some out to him. He pushed the tissue in and held it there before pulling it out and inspecting it before throwing it in the pedal bin. Taking another he repeated the process until the tissue came out dry.
Then he said, "all done" and moved away. She asked him what he was studying in college and it confirmed her hunch when he said he hadn't sat the examinations yet but wanted to become a male nurse.
She told him he'd made the perfect choice and kissed him again.
They went back into the bedroom and climbed back into bed. She asked him if there was anything else he wanted to do and he laughed this time as he said, "I'll think of something slave". She poked him in the ribs as she replied, "ooh you slave masters are all the same, you only want one thing" and giggled.
They wrapped their arms around each other and kissed as he told her I must be mad. That if she were his he wouldn't want anyone else laying their hands on her.
She explained to him that everybody's different. Most men would agree with him, some have fantasies about their partners doing it but wouldn't want to do it in reality and a small minority want to do it for real. It didn't mean he didn't love her.
Anyway, she told him, now she'd tried it she found she enjoyed it. But he was incredulous when she told him that up until two weeks ago she'd only ever been with one guy at a time. "Boy how things change", she said as she smiled at him. "Anyway, if he wasn't like that you wouldn't be here now having your wicked way with me.
They lay in each others arms for a while not talking and then she laid her head on his chest. As she listened to his slow heartbeat she pondered how just a few hours ago that same heart had been threatening to burst out of his chest.
She didn't know when she fell asleep but she awoke several hours later. She was on her back and he was over her licking her breasts. He said, "I'm sorry but I got another one" as he pointed to his cock.
She looked down to see that he did indeed have a raging hard on. She felt between her legs to confirm what she felt and realized she had a chance to teach him something else. She asked him if he wanted a shag and he looked at her as if to say what do you think.
She told him her fanny needed to be lubricated and pulled his hand between her legs. She told him to try and push a finger in and when he could barely get the tip in she told him he had a choice. He could either rub her clitoris which would make her wet or he could get down between her legs again and lick her hole, which would make her wet a lot quicker.
He was down between her legs licking her fanny almost before the words had finished leaving her mouth. She opened up for him and he started pushing his tongue in. She was telling him that there were times when a woman needed time to be warmed up, caressed and loved, But there were also times when she recognised her man just needed a fuck, " so just climb on me", she said.
He moved up the bed as he gripped his cock with one hand and, knowing precisely where to put it now, pushed it into her. As he fucked her she told him to kiss her neck which he did with the same gentleness he seemed to apply to everything. She told him some women liked having what he was doing, some liked their ear lobes nibbled. She asked him if he knew where the nape of her neck was and he said he did. She pointed out that some women liked to be caressed gently there as he reached behind her to do just that.
As it happened she was one of those women and as he gently moved in and out of her cunt and caressed her nape she started making very pleasurable noises. She wrapped her arms and legs around him and said, "don't stop, don't stop".
His thrusting picked up as he carried on kissing her neck and caressing her nape. Her breathing was getting heavier as was his. She was pushing her hips up to meet his thrusts, trying to get more of him inside her. His thrusting became more and more urgent as did her hip movements and then she heard him cry out and collapse on her as his semen literally exploded inside her. At the very same instant her orgasm ripped thru her and she too cried out.
She started crying and he looked worried, thinking her scream combined with the crying meant he'd hurt her. He said he was sorry, but she shook her head and told him she'd only ever had one simultaneous orgasm in her life. She looked up at him and said, "you've just given me my second".
He'd pulled out of her when he'd thought she was in pain but now lay beside her as he stroked her hair. He had such a look of pride on his face she almost burst into tears again.
She told him if he got a hard on whilst she was still asleep he didn't have to wait for her to wake up. She informed him that normally she didn't like her partners doing that but "my bodies yours, just go ahead and use me, it doesn't matter whether you wake me up or not", she said.
They fell asleep but she again woke after a few hours. She was on her side and he was moving his cock in and out of her vagina from behind. He realized she was waking up and said he was sorry but hadn't been able to wait. The excitement of the situation was too much for him to remain asleep for long.
Later that morning she said it would be best if they stayed naked. He'd be going back in the same clothes he'd arrived in and, "we're going to be getting very sweaty", she giggled. She put a robe on and went around the mobile home closing all the remaining curtains. The ones in the bedroom, kitchen and bathroom were already closed. Returning to the bedroom, she removed the robe and climbed back into bed with Ken.
He was gently running his hands all over her as his eyes took in the sight of this beautiful naked woman laying beside him. He guessed she was almost as old as his mother but he didn't care. He asked her to open her legs as he got down the bed to look at her fanny again.
He said, "please don't take offence but I've heard jokes about older women with gaping fanny's, you're really beautiful but a lot older than me so how come your vagina is still so tight". She told him she hadn't had children so it hadn't been stretched.
"You said I could do whatever I wanted", Ken said. "Yes", she replied. "I want to sign my name next to theirs", he went on. Janice got up and went into the living room, returning shortly after with a permanent marker. She handed it to him, laid down on her back again and opened her legs as he got back between them. She felt him writing on both her upper thighs before handing the marker back to her. She put it in the bedside cabiner.
She told him she was going to teach him a dancing technique but it required them getting dressed briefly. He looked at her quizzickly but followed her lead as she put her panties and a skirt on. She told him to just put his pants and underpants on.
She told him to put his arms around her as if he was slow dancing and he said he'd never slow danced with a woman before. She showed him where to put his hands and how to move. "Now for that technique", she said with a wicked smile.
She told him to keep his body pushed into hers but to lower himself just enough for his cock to be rubbing against her clitoris as he moved his body up and down. After a bit of practice he was getting it right as her noises of pleasure indicated to him. His pleasure was self evident as she felt his growing erection rubbing against her.
She told him, if his dance partner pulled away he should put his hands on her bum and pull her towards him. She got him to practise that and again he soon picked it up.
Then, suddenly he turned her towards the bed and pushed her onto it as he quickly pulled down her panties. She watched his erection bobbing about as he got undressed and then she spread her legs, giggling like a little girl, as he mounted her.
The rubbing of her clitoris combined with the realization of his growing erection meant she was wet and ready for him as his cock slid straight in. He fucked her really hard for a couple of minutes before calming down and moving in and out of her more slowly.
"Sorry", he said, "I couldn't help myself". She giggled again, "master shouldn't be apologising to his sex slave".
They both stopped talking as their levels of passion rose. His thrusting increased in intensity as well as speed and she was pushing her hips up to meet them. Then he let out a cry and collapsed on top of her as his prick exploded inside. She lay back panting as she felt his sperm pumping into her.
They lay in each others arms for a while until she got up and removed her skirt, retrieving her panties from the floor at the same time.
The rest of the weekend was a whirlwind of pure lust as they fucked in every room of the mobile home. She showed him how to give her a sensual massage and taught him that some women liked having their feet licked and sucked.
It got to Sunday afternoon and she was beginning to wish she hadn't told his mother. Far from wanting to put him off seeing her again after he left she found herself dreading the time he had to leave. She knew I wouldn't mind and nor would Dave or Gary.
He'd probably forgotten as he'd been so engrossed in all the sex but she reminded him she'd offered him her anal virginity. He enquired why a woman would want that, wasn't that what her vagina was for. She explained there were pleasure centres there that were stimulated by it.
She told him that a lot of men enjoyed doing it and a lot of women, though not all. She told him that she'd never really fancied it but that as he'd lost his virginity inside her she wanted him to take her virginity and let her find out what it was like. "Please", she said, "I really want you to".
She lay on her stomach on the bed with her legs apart. He was wearing the rubber kitchen glove she'd given him as he started rubbing the margarine she'd handed him into her anus. He'd already rubbed some on his cock. After dropping the glove into a little bag she'd placed by the bed he got on top of her.
She was feeling much as he had when he'd lost his virginity. The reason she hadn't allowed it before was she was scared it would hurt or injure her in some way.
She was also remembering the thickness of his cock.
As he pushed it in there was a little bit of pain but the margarine helped immensely. As he slid further and further in she felt sensations she'd never felt before from that region of her body. It felt good, not as good as vaginal sex but good all the same.
As he'd been entering her he kept asking her if she was o/k and she'd kept telling him she was. Then he was all the way in and started moving in and out. His gentle thrusting was giving her a pleasurable sensation. As it continued it really turned her on to say to him that no one, not even her fiance had done this to her. She said, "I won't let anyone else, even my husband after were married, do it to me. For all time you'll always be my first and only one".
Hearing this was REALLY turning him on as he started thrusting faster and faster. Then she felt, what was by now the familiar feeling, of him coming inside her but in an unfamiliar place.
Afterwards he pulled out and she rolled over onto her back as he climbed off. She picked up the bag with the kitchem glove in it and took it into the kitchen, leaving it on the floor by the sink. She suggested they get cleaned up and he followed her into the bathroom. They both got in the bath and getting under the shower she washed her anus and then his cock.
She was amazed at his stamina as he started getting another erection. His cock was clean enough now for her to take it into her mouth, after pushing him onto his back in the bath, and suck it. He might have the stamina but he'd lost a lot of spunk. She didn't know whether or not he masturbated but suspected he didn't judging by the number of times he'd come.
As she licked around the head and run her lips up and down the shaft as she knew men liked, he was making noises of pleasure. But it became obvious after ten minutes that he wasn't going to come. After they got dried and left the bathroom she said to him, "what does master want to do to his sex slave next" and he showed her by pushing her into the bedroom !!.
She'd cleaned her anus but only the outside of her vagina as she wanted him to be able to enter her easily whenever he wanted. So when he pushed her onto her back on the bed again she spread her legs as he quickly pushed in the erection that hadn't ejaculated but also hadn't gone down.
He was gripping her hips as he stood between her legs at the side of the bed moving slowly in and out. Then they both agreed that as it might take some time for him to come perhaps they should both lay on the bed.
He pulled out and joined her on the bed as she mover further onto it. She got him to lie on his back as she lay on top of him this time and holding his cock put it into her cunt hole. As she kissed his face and neck she was moving her body up and down rubbing it against his but also moving her cunt up and down his prick.
This new position seemed to really excite him and after a few minutes of it he gripped her bum as he began thrusting furiously in and out. The copulation went on for another ten minutes or so before she felt him come. There wasn't a lot of it and she realized she'd sucked him dry. He asked her what she was giggling at but she couldn't stop giggling long enough to tell him.
It came almost time for him to leave and she realized she didn't want him to go, but he had to. He obviously also didn't want to go but was also, even as a young lad, worn out.
He asked her if it was all right for him to tell his friends he'd lost his virginity and she told him of course it was. He said that they wouldn't believe him anyway. He told her that he thought even his dad suspected he was gay by the hints he'd dropped from time to time. She told him people would notice the difference in him and he said he didn't know what she meant.
Then she had an idea. There was a Polaroid camera in the bedroom that we both used from time to time. She told him what her idea was and he nodded his head eagerly.
Janice got on the bed and he took some Polaroid pictures of her naked. Then, so his mates couldn't say that he'd found the photos. She set up the timer and shots were taken of them laying in each others arms also naked. She'd have let him have photos of himself inside her but he couldn't get another hard on.
So instead they set up a shot with her on her back with her legs open and him laying down between them but with his face facing the camera so anyone could see it was him. Then the next picture was her in the same position but his head was down buried between her thighs.
The last photo was of them laying in each others arms. You could see they were naked but the pictures were posed in such a way that their crotches and her breasts were hidden. She was holding a large sheet of paper upon whish she'd written, in large letters, the words 'KEN'S NOT GAY'. "That's for your dad", she giggled wickedly.
Then the time came. She phoned for a taxi to take him home and as they waited for it they hugged and kissed. She surprised herself when she started crying which set him off and they were both stood there wiping their eyes. Then they heard the taxi outside, but just as he was about to open the door she told him to wait. She quickly scribbled her phone number and address down and gave it to him.
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It was the summer between 8th and 9th grade, Jill, my best friend in the world slept over... |
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