An Ordinary Man's Life Ch. 03

They clinked their glasses and quickly drank the champagne—they had worked up quite a thirst, from all the dancing. Todd refilled their glasses, then did so again; soon the bottle stood empty. They both were a little tipsy, but their motivation more than compensated for their diminished dexterity, and soon the prom dress and tux had vanished like ice in the equatorial sun.

They agreed on a quick shower to wash the sweat from their bodies. It might have turned into something more languorous and sensual, but suddenly caught themselves, looked into each other's eyes, and, in silent agreement removed their hands from each others intimate parts and quickly washed themselves. Neither had a completely formed plan for what would happen next, but they both knew they would require a better venue than the shower enclosure.

Eschewing any further delay, they headed for the bedroom as soon as they exited the shower, attempting to dry themselves as they walked, but not entirely succeeding. Once at the bed, they switched and began to dry each other, but were too aroused for more than perfunctory efforts. In a few seconds, the towels were somewhere on the floor and Samantha was on the bed, legs spread wide, writhing with pleasure as Todd devoured his evening's dessert.

Todd had honed his oral skills over the weeks they had been together, and he could play her private parts like a Stradivarius. Samantha had provided plenty of feedback, verbally and through her physical responses, but Todd had progressed from student to teacher. Yes, he knew how she liked for a guy to use his lips, fingers and tongue, but even had learned to use his breath...and that was nothing she had taught him, or even known about. The result was that Todd by now knew how to tease, how to proceed to the edge of orgasm and keep her there...for what could seem like forever. Then, just when is was almost too much for her to any longer bear, he would send her into cascading waves of ecstasy.

He did the same now, titillating her clit, taunting her cunt, and even spreading her cheeks on occasion, to make probing forays ending at her rosebud, but never actually probing. It was a series of deliberate near misses and pressures that were deliciously close to, but never quite, what her body craved. When his hands weren't needed at the nexus of her thighs or to peel open her cheeks, they were exploring her breasts and nipples, sending electrical pulses directly to her very wet crotch. She writhed in exquisite agony, yet without a hint of pain.

Another time, she might simply have basked in the sensations, knowing the heights to which she soon would be taken. But, tonight, her need was too urgent.

ʺTodd, you fucking bastard, you're too damn good at this. I'm about to lose my mind. Pleeeasssse make me cum, now! ʺ

ʺYou're so hot, wet and delicious, ʺ he said longingly, however, he could never resist a damsel in distress. First two fingers searched for and found her G-spot, then he sucked her prominent clit between his lips, teeing it up for the tip of his tongue, and positioned his other hand and poised to enter her ass; then he launched the simultaneous sensual assaults.

The combined effect was almost indescribable. Samantha wailed like a banshee, at pitch and decibel level that threatened windows and other glass objects. She trembled and shook so violently that, for the briefest instant, he was alarmed for her well being. In an instant, Todd fully understood the expression, ʺthe earth movedʺ. It was indeed as if Samantha's body was experiencing a major earthquake...and there was no question as to its epicenter. His face was flooded with her pussy juices like a tsunami had hit him.

Her pussy clenched around his fingers in spasms, her clitoris was pulsing at high frequency, and her sphincter was trying to sever his two twirling finger at the joint. It really was as if she were out of her mind...or simply had left it behind, as she was soaring to some else. Todd glanced up at her face and sensed that she was on the verge of fainting from the intensity of the pleasure.

Then, almost like a patient who has coded and seen the bright light, but then is told it is not yet her time, Samantha began to return to this world, now riding the waves rather than being overwhelmed by them, and subtly taking back control of her body and her pleasure. Finally, as the waves subsided and became ripples, her tension dissipated, until finally collapsed, almost lifeless.

'My god, this girl is sexual plutonium, and I'm the guy who just brought her to critical mass and triggered an explosion! It's been getting wilder and wilder, but, tonight, we went nuclear'. He couldn't help but to feel pride in is craftsmanship, but, at same time, he found it difficult to believe there were many other women as sexually explosive as Samantha. For the time being he only knew another woman like her.

Slowly she seemed to regain her senses, though, other than opening her eyes, she still had not moved. Finally, while staring up at the ceiling, she spoke. ʺMy God, that was more incredible than ever. Don't do that to me very often, or I'll go bananas. Or die.ʺ

Todd chuckled, then lightly kissed the nearest nipple. He started to formulate a witty reply.

She turned her head toward him and placed a finger on his lips, to keep in silent. ʺTodd, I have a prom gift for you. I want you to take my remaining cherry. I'm a little nervous about it, but, from the way you've rimmed me and played with my ass over the past couple of weeks, it's clear you know your way around a woman's anus. I want you to take me that way...to be my first. Just, please be gentle and patient with me. I'm excited about trying it, but, like I said, I'm a little nervous. Will hurt?ʺ

Todd had expected they would reach this point, but she had given him no prior indication that tonight would be the night. He was intent on avoiding anything that would cause her to regret her decision. He leaned in again and kissed both her hard nipples gently before he spoke.

ʺThank you, Sweetheart. This truly means a lot to me; you are presenting me with a special gift, and I gratefully accept. I want it to be as wonderful an experience for you as I know it will be for me. Have I ever done anything that would cause you to believe I would risk hurting you? ʺ

She said nothing, but rolled toward him, stretched her leg across him, and snuggled up to him. In a moment, she tilted her head up, to look into his face, and asked, ʺWhat do we need to do to get me ready? Are there things I can do to make it extra nice for you? ʺ

ʺI didn't think you were ready to try anal sex with me, but I admit to hoping you would. I packed something in my bag, just in case. Let's go back into the bathroom, and I'll show you how to use it. I think you'll like it. But before we do that I have a prom gift for you too and that has nothing to do with your promise to give me your anal cherry.ʺ

Now, her curiosity was really piqued!

He went to his overnight bag and came back with something in his large hand which was hidden behind his back.

Then he knelt before her on the bed and said with trembling voice while he opened the small jewelry box: ʺSamantha, my love, I can't wait any longer with my confession. I want us to be more than friends with benefits. This small diamond ring refers to the truthfulness that I love you the same way I love Andromeda. She carries the same ring with her and she truthfully had no objections at all giving this gift to you. I hope someday you and her become very good friends. Andromeda had asked me to leave this task to her. I'm sure she will contact you eventually—Oh, Darling, forgive me! I didn't mean to make you cry! ʺ

Samantha indeed wasn't able to hold back the waterworks while he placed the sparkling ring on her outstretched finger. Heavy teardrops rolled down her cheeks. She embraced him wordlessly and cried for some minutes on his broad shoulder.

When she was able to look into his eyes, he saw nothing but deep love. She whispered, ʺI'm so happy Todd. I love you with all of my heart and I assure you I'll happily follow Andromeda's example. I'm deeply grateful she gave up her older rights by sharing you with me.ʺ

Before he could say anything more his mouth was attacked by soft lips and an eager tongue while her hands were busy with his inflating cock. Between kisses and jerking him off she said, ʺI would like fucking you right the next second but now I'm even more eager to have my ass tapped first. However there is another urgent task at my hands, a throbbing monster crying for release.ʺ

After these words she bent down and wrapped her hot lips around his big, juicy cock. After she licked the glans almost free of his leaking fluid she took him deep in her mouth; still not the whole thing but almost. The moment she began to suck him off in earnest his cock jumped and twisted with delight and started throbbing. She palmed his balls tenderly as she swirled her tongue gently around the head, taking him gradually deeper with every slurp. She moaned softly as she did that, constantly maintaining eye contact. She really became a great cocksucker.

He knew he wouldn't last long with no sex during this exciting prom day so far and with her gorgeous presence around him the whole evening, but truth to be told this time he just wanted to get his rocks off. After some exciting minutes he filled her greedy mouth with his hot seed where she swallowed it incessantly. Todd yelled out loud while her moans were somehow muffled by a large piece of spewing meat in her mouth.

After a short recovering they went to the bathroom where Todd showed Samantha how to us the 'Reprop® Clyster'. Having rendered her rectum as pristine as possible, they returned to the bedroom, a big tube of KY in his hand.

ʺI never thought taking an enema would be fun, or that it could feel good, but it did. What should I do next? ʺ

ʺI'm happy you enjoyed it and I'm equally pleased how comfortable you have been with me around you. Now, if you just will kneel on the bed, with your ass poked up high, I will complete our preparations. But, when we actually do it, I'll want you on your back, so that we face each other. That way, I can watch your face, and will know if I'm doing anything what is starting to hurt you, without you having to tell me. And...to tell the truth, I want to see your expression when you feel my cock in your ass for the first time. As you said at the outset, I'll be taking your remaining virginity, and we both should savor the event.ʺ

Todd was once more fascinated, regarding the bathroom experience, how quick and shamelessly his instructions were executed. Samantha, obviously now on an uninhibited mission, went in the right position without any hesitation, showing her beautiful ass on full display. When he knelt behind her and caressed her round butt cheeks he was face to face with her virginal anal orifice, which lewdly jerked in anticipation.

ʺSpread your cheeks a little to make it easier for me, ʺ her ordered. Her asshole was already utterly exposed, but he wanted her to feel her vulnerability and lewdness. This horny minx just reached back and spread her ass wider, making her asshole look even more tempting. Then she showed him what a naughty girl she became through the last weeks.

ʺPlease, kiss my asshole, ʺ she hissed.

ʺI can't believe that a sexy goddess is begging me to kiss her sweet asshole, ʺ Todd said reflectively. ʺI should be the one begging, but I guess I am a very lucky guy.ʺ

She gasped when his lips touched her asshole. He gave her a few light kisses before he started to kiss her with an open mouth, letting his tongue taste and feel her twitching pucker. She gasped softly, holding herself open for his mouth like a statue as she tried to come to terms with the new sensations. Her asshole relaxed, and she started to moan in pleasure, gently grinding her ass into his mouth as he stroked her thighs and inner thighs. Todd pushed her hands off her ass and started to fondle and knead her ass cheeks. Her asshole nibbled gently at his tongue tip. He occasionally pulled back to watch her little asshole wink invitingly at him.

"Oh, this feels so good," she moaned as he probed her asshole with his tongue. "I didn't know my little asshole was so sensitive."

"Your little asshole is wonderful," he said. "It's perfect for fucking."

She let out a long moan as he rubbed her leaky pussy with two fingers. Todd gently slid one then both fingers into her pussy and started to pump her pussy in a slow rhythm. Her pussy milked on his fingers as her asshole continued to nibble at his tongue tip. He swirled and twisted his fingers within her pussy, making her asshole twitch. He finally moved his mouth off her asshole, leaving it covered in drool. He removed his slick index finger from her pussy and gently wormed it into her asshole, making her moan. He spitted on her asshole and worked the spit inside, loosening up her tight sphincter. As her asshole accepted his finger, he fucked her pussy and asshole rhythmically with a finger each. She fucked back, humping his fingers urgently. Todd stopped moving his hand, but she continued to fuck his fingers.

"Slow down," He instructed, steadying her ass with his free hand. It wasn't the time to make her cum; it was the time to prepare her thoroughly.

He painted her pink rosebud with KY, then proceeded, ventured deeper, being particular generous with the lube, in deference to her lack of experience and his dimensions. He added a second slickened finger. As he slowly slid them in and out, Samantha wiggled her ass faster. With his clean, dry hand, he checked the condition of her cunt and was rewarded with proof that she was excited by what he was doing, and by what he was about to do.

Todd was incredibly aroused, both by the beautiful virgin ass that was being presented to him, and by the knowledge that Samantha's trepidation had given way to intense desire. He now added a third finger and continued his patient internal message, stretching her by relaxing her sphincter muscles, rather and overcoming it.

ʺAaaahhhh, that feels good! I loved the idea of giving you my anal virginity as a present, and I even liked the idea of your cock up my ass. But, I never...it never...ummmmhhhh! I'm beginning to think I'm really going to enjoy this.ʺ

She tensed and cocked back her head, as if she had been alerted to something. Then he saw her shoulders relax. She then pushed her ass back against his hand and began to counter his actions with her own thrusts.

ʺAhhhhhhh, I'm feeling a warm glow in my tummy. It's...different. How much longer will it be before you'll have me ready for you? ʺ It was nothing but a rhetorical question.

Stretch a woman's ass carefully and slowly, use a lot of lube, and she will never experience pain, or at least not much. The inner and outer sphincters were made to stretch, believe me. In hospitals they us dilators to examine a human's behind. Of course they use anesthesia, but just because they have not the time to wait the natural way like Todd did.

With every passing minute Samantha's delicious backside moved more awesome around his stretching fingers. Todd was completely fascinated how much she enjoyed her first anal preparation. He assumed his lascivious minx wasn't far away from an orgasm and began to reduce the depth and pace of his probes.

ʺHoney, I think we're there. Roll over onto your back and pull your legs up, just as if we were going for a really deep fuck. Do it slowly, so that I can keep my fingers inside you. You are wide open and your sphincters have relaxed, and that's the way we want to keep you. If you'll do that, I'll take care of everything else. Unless, you want to lube my cock—that would be a big help.ʺ

Samantha was by now on her back, and had rolled her hips up and placed not one, but two pillows under her lower backside—she wanted to provide Todd not only with easy access, but also a great view. She now reached over and picked up the tube of KY, and uncapped it. She looked inquiringly at Todd.

ʺUse lot, Sweetheart, ʺ Todd softly instructed her. ʺGo ahead and slather my cock with it. Don't worry about using too much. Then, just relax and enjoy. I'll do the rest! ʺ

Samantha cheerfully did as she had been told, combining the application of lube with the hint of a hand job. Todd's already hard cock reacted accordingly, twitching in her hands. Once she fully coated his penis, Samantha realized her palms and fingers were covered with the residue. She fleetingly wished she could dry them on his scrotum, or could reach Todd's ass and put the lube to good use, but their current positions placed both targets out of range for her hands. 'What the hell,' she thought, and wiped her hands on the bottom sheet, then positioned her arms to stabilize her body.

Todd positioned his cock carefully, and then, with dexterity and timing that suggested considerable practice, his fingers were out and his cockhead was in. With amazing precision, he made a quick-but-shallow thrust that opened her sphincter the remaining millimeters necessary to allow his glans to penetrate her; a fraction of a second before her anus reflexively clenched; rather than obstructing his entry, her anal ring merely tightened around his shaft.

Even if Samantha had known what to expect, she still might not have expected what she felt in that instant, with her ass clamping down on his swollen cock. Her eyes rolled in their sockets and she had started to shriek, but it had been cut short; it was as if her body had anticipated pain, but had instantly recognized its error. Todd had difficulty interpreting her response looking at her constricted face.

Todd was both concerned and reassuring. ʺDon't worry, Honey, the worst part is over. I'm in your ass. How was it, any pain? ʺ He supported his words with a soft kiss on her lips.

She didn't immediately reply. Maybe what she had felt, was feeling, wasn't exactly pleasure, but neither was it pain. It was...novel...and more intimate than she could have ever imagined. A warm feeling entered her heart and a clear vision entered her mind that nobody else than Todd would ever have the pleasure to enter her ass in the future. It just belonged to him and his divine cock like she was branded on both cheeks with his initials.

ʺNo, not really, more like a strong pin-prick, but just for an instant, and then...well, I was trying to figure out how to put it into words, but its too different...I can't offer a comparison. But, I sort of like the feeling.ʺ

She wriggled her hips, and discovered she more than sort of liked the feeling. ʺOh, god, that felt GOOD.ʺ Then she grinned, almost slyly, having thought of an appropriate pun. ʺI think we should explore this subject in greater depth.ʺ

A second or two later, Todd grasped her meaning, and his expression of concern gave way to one of joy. He pushed deeper, and Samantha shut her eyes and purred. Then she opened her eyes, looked into his, and asked. ʺHow would it be if I crossed my legs behind you? I know you said I should just relax and enjoy, but that was when neither of us was sure whether I would enjoy this.ʺ

ʺSure, Darling, just clamp me as high as possible. It should allow me a near perfect angle, and it will give you more control.ʺ

Even before he finished, she was wrapping her silky legs around him. Once she had completed positioning herself, Todd automatically sank himself deeper into her rectum, and was delighted when she pulled her ass up to meet him.

ʺAaaahhh, Todd, Fuck! ʺ Samantha gasped. She felt totally filled, but his body was not yet pressed against her ass, so she knew he was still holding back a bit. ʺFeels like a fucking baseball bat inside me! And believe me, that's not a complaint! I hoped I could learn to like anal sex, but now it's not even a question.ʺ