Blind date (for Helen)

[HelenUK44]

'You are making me happy Max and I am having a wonderful day sharing things with you. You have been the perfect gentleman but I do need to know something. I don't want to pry or cause upset but your obvious wealth and connections. I do need to know something of where they come from so that I can relax. I would like to know that it is 'good money'.

This was Helen's accounting background kicking in. She was used to logic and figures. She just needed reassurance say that she was not the beneficiary of monies obtained by criminal means such as drugs or scamming.

 

[Pleasuretiger]

"I will answer all your questions and as I've said, honesty is utmost important. I hope you will answer my questions the same manner too."

I am a small businessman, a toy maker but I am also the only son of a wealthy Banker. My father owns a few banks and hotel where our family has endless supply of money.

As my father is getting old, he force me to get married and start a family of my own. I was given one year to seek for a wife or he will donate all his wealth for charity if I fail to do so."

Max draw a deep puff at his cigar and he drop his hand on your thigh, giving it a gentle pad and squeeze it lightly.

"I know it's not easy to fit into the super rich circle but you have to learn if you live among them.
Haven't you date before? Tell me what kind of man interest you. "

 

[HelenUK44]

'Well no, I haven't dated before, well not really. I have had business lunches and the like which were probably a bit of a mixture of business and pleasure but I've not been in a relationship where I have .... slept.. with anybody.' Helen's face coloured up. 'I've wanted to of course, to get this millstone from around my neck but the time never seemed right. The death of my mother brought home how alone I was and led me to the dating site'.

'I am not after your money, I'm really not Max but that is not to say that I don't find it appealing that you are wealthy and it is such a relief to know the circumstances of that wealth although for you I can imagine your father's actions and influence might be a little unwelcome'

Helen had not met Max's father and did not really want to speak ill of him but she wanted to show that she was understanding of Max's position.

'A kind and considerate man, a man who has means, someone exciting and who interests me. That is what I am looking for in a man but perhaps most of all I am looking for a man I am able to please both out of and in bed. My man has got to want me and also understand that I have my own little business I would like to continue albeit perhaps in a more restricted way with a manager brought in, particularly when I have children'

Helen felt that she had expressed herself quite well. She was pleased with herself, she was growing in confidence. She just hoped her words resonated with Max.

'I love toys and would very much like to see your factory Max' said Helen. She noticed his hand on her though, how could she ignore such a physical act. Her heart missed a beat but oh so gently her thighs did move apart, just that little bit. Perhaps he noticed.

 

[Pleasuretiger]

Max listen very carefully. He pays attention to what you say and at the end of your words, he leans at you whispering words into your ears. "I am sure this relationship will bring you lots of excitement. You will be a change person if you allow me to help you. But before all that happens, I want to kiss you now. Do you?"

He press his lips slowly on hers. Locking together so passionately.

 

[HelenUK44]

'Yes I do' responds Helen as she moves her head forward and their lips lock. Helen wants the kiss to be one of quality, she opens her lips and slides a tongue into his mouth to meet his. Her eyes close as the tongues play just a little before Helen withdraws rather overcome with her forwardness. It had been years and years since she had gone that far, to kiss a man who she truly fancied.

She smiles back at Max as their heads part. She thinks about what they had first done together. 'That was very nice' she told him. She had tasted cigar and she had tasted his saliva but most of all it was the thought that counted.

 

[Pleasuretiger]

Max excuse himself, changing into a suit vest. "Let's go. It's party time." He bow before you and take your hand, leading you to the door where his drive is waiting. It was a beautiful luxury car, so comfy and spacious. The driver holds the door open for you, his future mistress.

Max climbs in sitting next to you as the machine rolls quietly to is destination. Max needs no invitation this time. He had not done with the kissing yet. He wraps his arm around your waist and pulls you into his lap. Kissing you again and again passionately. His hands are in your back and thigh, roaming gently across your smooth silky evening gown.

"mmmm....... You are not that innocent after all" he teased when you responded to his kisses and your hand slides under his shirt and playing with his hairy chest.

 

[HelenUK44]

She couldn't resist. It just came naturally. It was the power and lust in his kisses. She hadn't had a man show his affection this way. It was overpowering and she acted naturally. She wanted to get to his skin and feel it, stroke it and caress it. And so she did.

'I'll need you to show me, how not to be innocent' she whispered back into his ear.

She'd never felt like this about a man before. She grasped him and slid her tongue into his mouth again. She wanted to kiss him, to show her affection, her want and her need..

 

[Pleasuretiger]

The kissing created thousands of sparks and Max found your hand roaming freely in his bare skin.

He tighter his arms around your waist line and crawling his fingers slowly from your thigh to your stomach and your breast. He cups them from below, squeezing playfully while returning your kisses.

His fingers found your nipples through the thin fabric and teasing it.

He hope to hear you moan but things are happening too fast. His cock is getting to life, hardening beyond his control. He knows you must have felt it since you are sitting on his lap.

 

[HelenUK44]

His hardness was there, she had caused that, she never thought a man could possibly be excited by her yet here they were making out and he had this erection!

'You want me then Max, please show you how much you want me' she whispered. Her hands were uncoordinated and her mind all of a muddle. Just how was this meant to work? She felt him on her breasts, feeling and grasping, her nipples were hardening. That meant she wanted this, yes?

She kissed him again, this time more smoothly and it seemed that his tongue was just there and wanting it. They were finding togetherness.

She naturally moved her hand to his thigh and then further up and further up. She wanted to be naughty, she wanted to feel it, to have the experience of a man's penis in her hand. She hadn't not seen her youth, but this seemed so so much bigger. She wanted to know what it could do and what it felt like. Yes she wanted it.

 

[Pleasuretiger]

Though you did not moan as he thought you would, you did not stop his hand fondling your breast. Your nipples is hardening and clearly visible through your dress.

You started kissing him and your hand are sliding on his thigh, making way to his hard penis.

Max return your kisses, wet and passionate. Pressing his lips roughly on yours and his skillful hand sneaks pass your dress, massaging your lovely breast.

You are breathing hard and he heard you murmuring "You want me then Max, please show me how much you want me"

Max confidently exposed your breast and greedily sunk his at lips on your nipples. Nibbling and rolling it, making it red and hard.

He heard you moaning for the first time and demand "I think you should show me some love. Proof yourself babe."

 

[HelenUK44]

She grasped and felt the hardness. She couldn't stop there as she unzipped to feel the extent of his excitement. At first she just touched it, casually but then she took control and started to stroke it. She told herself, it can't do me any harm! LOL Perhaps not.

As Helen confidence grew so did her actions towards his penis and she developed a rhythm with her hand, all the while she felt his hands and his mouth, on her nipples of her huge breasts, just hanging free now, loose from her dress, from her bra.

 

[Pleasuretiger]

mmm..... He was feasting at your breast and he realised that your hands are reaching for his hard wet cock. You are stroking it and making it grow bigger and longer. It was so big that your fingers not able to go around it.
Max crushed his lips on yours again kissing wild and wet. He whispers "You won't regret surrendering your first time?"

Max experience fingers found its way inside your dress. He gently rub his fingers along your pussy lips and yes, it's is already wet. He glide up and down slowly, and slips pass your pantries, sneaking pass your leg band and stroking your bare flesh.

"Oh dear, my fingers are so wet." He teased. Gently rotating around your harden clit.

 

[HelenUK44]

'It's you Max, you are making me feel so very sexy and don't stop please don't stop. Yes.... I like it, I do'

Helen never anticipated that she would ever be saying those words or that her body would be reacting as it was. It was the tenderness and respect that the gentleman was showing her. Taking his time, yet being passionate and most of all for Helen, to have his manhood in her hand.

'Am I doing in right? I mean with your cock. Is this the way you want me to do it?' she asked him between gasps. Her clit was responsive, it wasn't difficult for him to find. She found herself out of breath and wriggling. Not to escape but to cope with the pleasure that he was giving.

 

[Pleasuretiger]

The kissing never stops and Max's fingers working hard between your legs. The tiny knob is indeed swollen and hard. His fingers are cover with your woman sweet nectar and he dips it into his mouth. "mmmm.......it taste so special. I love to lick up every single drops of your juice down there" he speaks with assurance.

He continue stroking her pussy and ask "how are you feeling now? I hope you are not scared"

He realized that his cock is leaking wet and pulsing hard in her little hand. It is probably 6 or 7 inches only but the circumcise skin had roll back, exposing the big crown and fat stalk hot in her hand. Her hands are just as wet too.

Max did not push further but he continue kissing her, embrace her with love. His fingers continue giving her pleasure with tenderness. They are approaching the destination and he knows this is not the right time to deflower his little sweetheart

 

[HelenUK44]

'I'm nervous Max, I'm very nervous, but I am with you Max. I am not scared but I so want to please you. I will accept the pain to give you pleasure of course I will'

Helen whispered but her words came from the heart.

'It feels so big, your penis.....' She waited a few seconds then continued 'but I like it, of course I do it is so very handsome but... I've only a little hole and well it has never.....'

Helen couldn't say all the words. She knew she was what Max wanted, yes a virgin, but being one caused her embarrassment and made her feel uncomfortable.

'I so love the way you kiss Max' she said with feeling and then her eyes closed again and her tongue went to work with his. She wasn't used to this making out and it really felt so nice being with such a considerate tender guy who was growing on her by the minute.

 

[Pleasuretiger]

Max has slept too many women on his first date but getting his fingers in your pussy is a great achievement. What he wants is more then that, he wish to turn your innocent character into a horny slut wife.

He was carried away with his thoughts as you whispers in his ears. "It feels so big, your penis...........'but I like it, of course I do it is so very handsome but... I've only a little hole and well it has never.....'

"Don't worry dear, if you willing to listen to me, I promise to make you the happiest woman in the world. I will show you the best sex that your little hole will never regret. I should say you kept your Virginity for me and I will cherish it.

The kissing goes on wilder as he fingers your pussy. Your hands are not so shy now and covered with his pre cum too

"Do you love my fingers here? I hope it is as good as the way you do do it yourself." He teased. " Cum for me babe, don't hold back. I want you to be happy."

Max knows the ballroom is near and he had to stop soon.

 

[HelenUK44]

'Of course I will listen' said Helen in a nice way. She was wanting to convey how much she thought of what her date said. 'I really want to be happy I really do Max. Love and happiness is what has escaped me all these years but I know I am finding it now Max, I truly feel that way'

She whispers into his ear 'You're fingering where you are going to shortly put your penis. Does that make you feel horny Max'

Helen had of course heard of dirty chat and now she was trying her best to make a contribution.

'Yes I love your fingers there my darling, please don't stop, it's making me as little faint as if ...you know... I going to....'

'It's different, so very different and I want more of it'. She told him and then she cuddled into him.

 

[Pleasuretiger]

When you whispers "You're fingering where you are going to shortly put your penis. Does that make you feel horny Max'
I really thought you are so desperate to experience your first fuck.

Yet I know a virgin needs a good breaking to enjoy her first time.

"You really want my cock in here? I don't want you to regret unless you are ready. You must have the desire and needs to experience the first time."

I stroke harder, and faster...... Playing with your clits and between the wet lips. Indeed I can feel you are virgin. I getting your tits with the other hand and whisper "cum babe cum for me..... " Your breathing is getting heavy and I hope we can finish in time before reaching the ballroom.

" Oh god, are you trying to beat me?" Max groan as you stroke him harder and harder. He
is getting closer and closer too

 

[HelenUK44]

'I am looking to excite you Max, I'll keep putting it off and putting it off if I have the choice. I trust you Max, you are the experienced one. Yes you are I know you are. I don't mind. You can tell me about your exploits another time, as we get to know each other. But it's for you to decide when you want to take me, when you have the overwhelming desire to take my virginity. I will be pleased to lose it to you Max and then I can start my sexual life properly can't I. A bit late, but I will !!!'

Having spoken Helen feels relief and her body relaxes. It relaxes to feel your fingers and your mouth, teasing her sensitive spots. She hears your guidance and encouragement. It means that she does not

have to hold back The words

'yes, yes, oh yes' come from her mouth as she lets go. It won't be long now and it isn't as her back arches and she groans. Max knows exactly what he is doing. He is so measured and so effective.

She doesn't let go of his cock though. She got one in her hand after all this long while and she treasures it

'Cum on darling, cum on Max' surely you can too join me'

She looks toward his cock, it's pointing at her. She just wants to see his sperm, she won't flinch, she wants it so much. She wants to show him how brave she is going to be for when they have sex together.

 

[Pleasuretiger]

Max is working hard to get you to your climax but you had alternative idea. You try to milk him instead. You wank him so hard that he could not hold much longer. Your teasing brings him over the board. "Cum on darling, cum on Max' surely you can too join me'"

"Ooooaw...... Argh...." He roars. Spring hot cum straight and right at your face. Some on your dress and a lot more at your hand. He did not stop working on you although he is exhausted. He hope to bring you there too. You are catching your breath heavily and he insert more pressure, stroking your wet pussy.

 

[HelenUK44]

'Oh Max, oh Max, Max, Max' whispered Helen. His cock never seemed to stop giving. She was not expecting all that. Her first thoughts are for her face. She tries to give a smile as she puts a hand to wipe the sperm away from her eyes and make herself a little more respectable. Then she looked down at her dress, all now stained and gave a little chuckle. Thoughts of her own orgasm had disappeared as she wanted to please Max and deliver for his cock and balls.

Her thighs open as she can feel his fingers. Her eyes close. She thinks she knows what comes next as she relaxes and her body responds. It surely will not be long for the cum covered lady to have her orgasmic bliss.

 

[Pleasuretiger]

With your eyes closed and spreading your thigh wider, Max knows he should not stop for your climax is getting near. He press his mouth on your breast and suck it hard like a baby. His tongue gently licks your nipples inside.

You are getting out of hand, wiggling under the simulation of his fingers. You are paying your legs and lifting yourself to meet his fingers. "Yes, cum babe... Cum hard and don't be shy.... "

 

[HelenUK44]

And Helen does. It is the moment. With another man, she's never, well not with an adult male not like this. They are two people together appreciating each other. A deep sound comes from her throat and her hips kick in. To and fro, to and fro.

'Yes yes, oh yes Max, please Max yes. She's never been there before and her body accepts how it feels and what Max is doing to her, for her. Her breathing is deep and her body is out of control.

'Oh thank you, thank you, thank you' she whispers as her feeling subside.

 

[Pleasuretiger]

You are jerking so hard against Max's naughty fingers. He heard you letting out a moan and the action gradually subside. Soon it comes to a stand still and Max shows you his glittering fingers before dipping it into his own mouth. "mmmm....,. I love this" he teased. Looking at you and your hand, covered with his thick cum.

He picks up the phone and intercom his driver."Sam, please drop by Clean Shine Car wash before we reach the ball." He request.

The limousine stops h at the car wash and Max taking your hand and pulls you out of it. Running towards the auto spray and sprinkler. The soap bubble and all., washes both of you like a car. Now probably clean and soaking wet, he shows you the office and his private room.

Here you find everything you need, dresses, shoes, hats, under garments, jackets, gloves...., Both for himself and you. He gave you a thick towel "better dry yourself before you call suck" he suggest."
He rubs the towel and strip his wet clothes off before your eyes. Then he chose a tuxedo jacket for the next occasion. " Please help yourself" he shows you the female wardrobe.

 

[HelenUK44]

Helen is quite overwhelmed by events. She is also taken along with them too and she wonders 'what next?'. It is as if she is in a different world to the one she has been accustomed to. Even when she accepted the date and she knew she was stepping into the unknown this was beyond her wildest dreams. She says little but follow the guide of Max and his driver. They are in control.

Her orgasm was very welcome and so very pleasant. Looking back on it she wonders when the next time will be. She so wants that next time and maybe she will even cum with his manhood inside her. She knows not to expect that though. Not for a first time, she just has to make sure she pleases him above all. Her time will come later. Yes Helen is kind and thoughtful, that has not changed, even though she is way out of her depth!!!

Helen tries not to look at his body and knows that she has to concentrate on her own needs. She takes her time and wants to make the right choices. 'Is there a colour or style you would like to see me in Max?' she asks.