Claire’s first orgasm

This is a completely true story, as hard as it is to believe. Only the names have been changed to protect the guilty and horny.

Going in to the fateful rendezvous at their usual hotel Claire felt extreme guilt and anxiety. James had promised a suprise and had an air of confidence that tonight would be special. She'd met him on a married dating site and been hooking up regularly for a few months.
She felt guilt for cheating on her husband of 15 years, yet she felt compelled to do this for herself.

She entered the elevator and stared at herself in the mirror. What does he see in me, she wondered? Clair was a ‘plain’ girl from a country town, always the outsider due to her weight and strict religious upbringing. She’d turned her back on religion to marry her husband, the first love of her life and the only man she’d slept with before James. At 5’2” she hadn’t lost any weight after the birth of their second child and their sex life was long dead. To make matters worse she was thirty five and entering her sexual prime - as a woman who had never reached orgasm! Not even closely. So far from it in fact that she'd been seeing a sex therapist.

Clair had begun exploring kink in an attempt to achieve greater stimulation, and hopefully that elusive orgasm! She'd bonded with James over joint curiosity and exploration of bondage, discipline and swinging. He was dominant but happy to switch and was always caring and respectful. She felt safe and secure with him.

This is it, she thought knocking on the door. James ushered her in and they shared a glass of wine chatting about the mundane details of life. The conversation soon turned to what they would do that evening. He reiterated that he had something special in store – not to mention the little surprise.

"Claire, do you trust me?" He asked.
"Yes", she replied.
"No, no, do you really trust me? Do you trust me to take care of your mind and body?"
"uh ha"
"I want to take you on an incredible journey tonight Clair".

Nervously she looked into his warm eyes.
"Yes", she whispered, "but I still have a safe word right?"
"Absolutely", he replied.

He topped up her glass, "Drink up dear and we’ll get started".
It was close to 6pm, Claire'd skipped lunch and the wine was going to her head. She felt safe, but was still extremely anxious and downright afraid. A big part of her screamed LEAVE NOW! Play it safe. The emotional comfort and safety of leaving beckoned, yet the little voice saying "stay, trust him" remained.

"Okay", she said, jumping to her feet and draping her arms over James solid shoulders. He leaned in and gave her the most gentle sensual kiss she’d felt in years, before brushing her hair back and kissing her ear. Slowly he ran his mouth downward kissing her neck to where it met her collar bone. Like an executioner turning the chair on, tingles tore through every limb, all culminating in the depths of her stomach. At that point she realised the anticipation had aroused her innermost sexual desires.

James cupped her head in his firm but soft hands. "Do you want to get undressed", he asked. Slowly she removed her baggy clothes exposing her body to the mirror, complete with all the bits she hated. She cringed and looked at James who was busy looking her up and down. She wanted the bright lights turned down. The room was like a seven-eleven at 2am!

James smiled at her and as if reading her mind said, "I need the lights on tonight".
Thoughts of shame filled her head. She could feel James’s member growing hard through his trousers and pressing into her lower back. He wrapped his arms around her and asked her what she saw. She shrugged and mumbled a list of complaints, flabby tummy and thighs, stretch marks, big bum.
"I see a fat ugly person who can’t even cum"! Her eyes reddened and began welling up.

"Do you know what I can see?", James asked, "I see a good mother of two, someone who’s body has gone to war and bears the scars to prove it. I see a woman who a few months ago only had one man in her entire life. A woman who’s thrown off the guilt ridden shackles of her religious upbringing and learnt to enjoy sex and sexuality for what it is, one of life’s greatest pleasures. I see a woman who of her own initiative, worked up the courage to go to an orgy – and dragged me along! I see a woman who had four men in one evening. Four handsome younger men who genuinely liked her and enjoyed the sex!"

James left her pondering this as he opened the toy box and found his favourite soft rope.

Claire’s head was a jumble of positive and negative thoughts and emotions. Why was he doing this? Apart from superficial post coital chit-chat about work and kids, they stayed out of each other’s life. Why was he doing this to her? Was it going to become a terrible emotionally draining evening. If I wanted that I would have said no to James and kept my therapist's appointment, she thought.

Facing her now James had her put her hands behind her back, fully exposing her chest to him. At least this is good she thought as he wrapped the rope around her chest several times. One at a time he wrapped the rope around her breasts and tucked the rope under itself to hold securely. Stepping back he asked what she saw now. Claire actually felt a tinge of pride looking at her large firmly bound and rapidly swelling breasts.

Next he cuffed her hands behind her back with a long strap between so she could keep them at her side.

"It’s time to test your trust Claire", as he placed the blindfold over her eyes.

Intrepidation gripped her body as he walked her towards the curtained hotel window. James opened the curtains and instructed her to take four steps towards the window to show off her breasts.

"No no no!" she wailed.
She had a lot of kinky interests but with her body image, exhibitionism was NOT one of them.

"Go-ahead", he repeated the instruction.
"No!"
"Okay, you leave me no option", James reached for his riding crop and slapped a bottom cheek.
"Four steps forward Claire"
"NO!"

While she loved being spanked with the crop, she liked a little warm up to get her ready. Straight up cold whacks to her bottom stung like hell. Repeatedly he instructed, each time she refused, suffering increasingly hard whacks.

With loving firmness in his voice he said "Claire you promised that you would trust me completely tonight, now step toward the window and expose your breasts to the whole of Brisbane. Well anyone who’s looking up to the hotel windows", he chuckled. One more whack to her buttock left a large deep red mark and made her move. Reluctantly taking a few short shuffles forward. A prod from the crop got her to take the last step.

"Okay that will do"
She now stood a foot from the window and was shaking at the thought of strangers on the street seeing her naked, bound and vulnerable like this.

James moved up behind her, "Good girl", you need to trust me and do what I ask. Would you like to see the view"? He lifted her blindfold to expose the fact the blockout blind behind the curtain was still closed.

"What the F….!" She spun around confusion written across her face.
"What! Why?" She questioned.

"You don’t like exhibitionism, so of course I wouldn’t expose you. But tonight I need to know that you will trust me, do as I say and surrender control to me for an hour. Well done, do you want a drink?"

James put the water bottle to her mouth and quenched her dry throat. Now smiling she stretched up and kissed him.

"We can continue then. Over my knee please Claire", and he sat on the bed.
"Good girls enjoy good spankings", and he gently smacked each cheek in turn. Every so often he parted her thighs to rub her swollen lips or slip his thumb into her while fondling her clit between his fingers. The spanking slowly grew in intensity along with her moans and groans. She had a beautiful pink bottom when he was finished. He rolled her onto her back, an arm bound at each side, she was incapable of moving anything but her head and legs.

"Okay Claire it’s like this. Tonight is going to be a little more painful and intense than usual. What I want you to do is breath in deeply through your nose and exhale through your mouth. Every time it hurts take a deep breath and breathe the pain in. Now if it really gets to much and you can’t take it you still have your safe word okay. But I want you to focus on your body and what it’s feeling, forgetting everything else".

With those instructions it was time for James to get to work. He started by dragging the leather tails of his flogger over her face, then breasts, and down her stomach. The tingles had Claire twitching and panting.
"Deep breaths darling". He then draped the tails across her feet causing her to giggle. Up and down the outside of her thighs then ever so slowly up her inner thigh. She stretched her legs further apart aching for him to go all the way, but he kept teasing her. He worked his way up and down her body, the dragging of leather tails turning to light slaps. And then becoming firmer and faster. He flicked the flogger around in a circular motion. Each slap stimulating her swollen breasts and nipples.

Constantly he reminded her to breath the pain in and focus on the sensations on her body. Eventually he worked down to her groin. While she didn’t do so for her husband she was always freshly shaved for James. Again he started slowly dragging the leather strands over her lips and inner thighs. Soon he was slapping the flogger on her bald pubic mound. As he hastened she squirmed and started breathing faster. Each slap of the flogger just missing her clit and lips.
"Breath Claire, in through the nose out through the mouth . Can you feel all the stimulation and pain breathing in and building up in the bottom of your stomach?"
"Yes but I want to stop it feels funny".
"No Claire, trust in me and keep going".
Soon enough he was directly hitting her vagina, it reddening with each slap.
"Focus on the sensation and breath it in darling".

She was trembling a little but James had had her to this state before and knew there was a long way to go. He paused and placed the nipple clamps on, pulling the chain holding them together and eliciting a scream as the pain shot from them down to her pussy. He returned to flogging her.
"Who’s a beautiful woman Claire?"
"I don’t know".
"Wrong!" And he slapped her pussy again. "Who’s a beautiful woman Claire?"
"Me?"
"Good girl", as a reward he dropped to his knees and licked her clit for a minute.
"Who’s a proud sexually confident woman Claire?"
Silence…
"Okay", again he slapped her pussy with the flogger, it’s tails now getting soaked with her sweet moistness.
"Me. Me". She mumbled.

Again he dropped to his knees, this time sucking her clit into his mouth while flicking his tongue over its tip.
"Breath it in Claire. All the pleasure and pain, breath it in deep into the bottom of your stomach".
"Who was a confident woman when we went to that orgy?"
"Me?"
This time he rewarded her by flicking his tongue over a nipple.
"Who was the first woman naked at the orgy Claire?"
Silence…
James yanked on the nipple clamps.
"Owww," Another bolt of pain shot from her nipples to her pussy.

"Breathe Claire".
"Me. Me okay!" He sensed she was tiring of this approach. So he removed her blindfold and freed her arms.

"It’s time for your surprise". Reaching under the bed he produced a large back massager.
"What?"
"Bare with me Claire", he placed the massage head on her clitoris.
"Now hold the handle and I’ll turn it on".
"Ohhh my God," she cried.
"Breath it in and rub it up and down a little".

He hooked the nipple chain to the massager handle. Now there was constant pleasure on her clit and pain on her nipples every time she pushed it down.
"Breath Claire".
James opened her legs wider and knelt between her thighs. Gently he slid two fingers between her dripping lips and started making a come hither-motion, rubbing her g-spot, his pointer and little finger using the dripping juices to massage around her bottom. Every once in a while a finger tip slipping in to extatic gasps.

"I feel funny in my stomach, it’s tingling like I feel sick".
"Claire keep going", and he turned the massager up, to her protest.

"No just stick with me".
"Who had only ever slept with 1 man until a few months ago?"
"Me"
"That’s it keep rubbing the massager up and down, pull on the nipple chain. Who’s a beautiful desirable woman?"
"Me".
Two fingers massaging her g-spot. A finger skirting around her bottom. The massager. The bound breasts and nipple clamps. The sensation was building deep with in her.
"Who’s a sexually confident woman"?
"Me". James turned the massager up a little more.
"Who’s the sexy woman who sucked a stranger off while he massaged her shoulders Claire"?
"Me".
"Who fucked four guys in one evening"?
"Me".
Claire was starting to see herself in a sexually positive way.
"Who enjoyed it all Claire"?
"Me".
"Who had guys fucking her while they told me how lucky I was to have her when ever I wished"? Silence.
"Who’s no longer a sexually nieve girl Claire"? "Who’s a beautiful sexual woman"?
"Me"?

As Claire neared hyperventilation her body tingling and head spinning, James yanked the chain hard ripping the clips from both nipples.
"Aarrrgggggghhhhhhhh!!" the pain broke through a colossal barrier, releasing a wave of pleasure that radiated from her pussy to the extremities of her body, then rebounded to her pussy as an almighty contraction squeezing every muscle to breaking point.

"Arrggghhhh", she screamed with the second wave, as her stomach and buttocks contracted, driving her hips forward hard, onto James fingers. Again she screeamed but the sound came from within her as her eyes and face were frozen, contorted as if in horrific agony. With each scream her hips thrust onto James fingers. Again and again for what seemed like hours. This was more strenuous than anything she'd ever done.

Gradually each wave became a little smaller and gentler. While the pleasure was still intense, Claire became aware of a very real pain, the pain of cramped muscles in her stomach, butt and thighs. The waves of pleasure abated, punctuated by the occasional gut wrenching, hip thrusting contraction. The more and deeper she breathed the calmer her body became. Silence now surrounded her, there was no buzzing noise, no fingers and her breasts felt free. The music in the background had reappeared.

Sweet rolling from her flush face she wiped her eyes and slowly peered back into the reality of the now still hotel room. There was James smiling face peering back.

"Claire what do you call it when you get uncontrollable, pleasurable contractions rippling out from your pussy and shaking your whole body"?

Giggling like a school girl she shyly murmured, "An orgasm... "
"Congratulations Claire"

As she dressed she asked, "Did those guys really say you were lucky to be able to fuck me any time"?
"Yes Claire. You’re a desirable woman, never settle for second best".

Two months later.....
While Claire discovered ‘performance anxiety’ and thought she couldn’t orgasm again, her fears proved to be unfounded and she became extremely orgasmic. Claire and James ended their affair when Claire left her husband in search of a man who could make her happy for ever.

Four years later....
James and Claire still catch up for the odd coffee and laugh about their experiences. Claire’s divorced and shares the kids with her ex. She has dated several men and is currently in a loving and committed relationship. Her new partner knows how to satisfy all her needs!