As she kneeled there her beautiful and very wet pussy was enticing Simon towards an inescapable truth. He wanted desperately to fuck her. Sam had told me in bed last night that she wanted it too, but I knew he wouldn’t do it without my approval. Sam was too engaged to notice me as I stood up and tapped Simon on the arm. I gave him a smile that I hoped was encouraging but feared was a grimace. He knew my meaning without further explanation and scooted forward on his knees. I remained standing by the side of them and had a close-up view as he positioned that magnificent cock at Sam’s opening and stroked it gently between her lips.
The feel of that warm, hard, obsidian, shaft between her legs caused Sam to pull away from Julian’s cock with an audible pop. She turned her head and looked into my eyes. I smiled at the love of my life as I freely let her have her dream. She looked back with obvious gratitude then glanced back at Simon and smiled at him.
Alea iacta est. The die was cast. Another man was going to fuck my wife, and I’d given her willingly. Painfully but willingly. I was no different from the husbands of ancient Babylon. I was sacrificing my wife. Sacrifice means being aware of an alternate path but continuing on the more painful one, to serve some greater good. I believed the greater good was the personal growth of my wife. But what if I’d judged it all wrong. What if this was the beginning of the end of our marriage. My stomach churned with fear and passion.
Sam was so ready, so eager and so wet that even Simons thick manhood slid into her with relative ease. Nonetheless, the groan she emitted as pushed in deep sounded like something atavistic and deeply primal. An instinctual cry of a woman surrendering herself to a powerful man.
As she became accustomed to his size, she started to buck her hips back towards him, forcing him ever deeper. Julian’s cock had been forgotten, but it continued to bob in front of her face as she was being fucked by her new black lover.
When she panted “harder,” it was almost more than I could take. Simon pounded into her yearning pussy with ever increasing speed and, in the passion of the moment, she looked up, grabbed Julian’s cock, and literally stuffed it into her mouth. I couldn’t help but wonder if it had occurred to Sam that this was what spit-roasting felt like. He fucked her face for a few minutes before Sam could continue no longer. She pulled back and let him fall from her lips.
My loving wife’s cries shattered the enduring peace of the island.
“Oh, yes, oh, yes. Oh, YEEEES!”
“Where do you want me to cum? shouted Simon.”
“Inside me.” A primordial scream.
But we’d never talked about THAT.
It was overwhelming to watch. I watched Simons cock as it pulsed stream after stream of his hot cum deep inside my beautiful wife’s womb. I saw Sam’s pussy as it clutched longingly for his fertility, and her muscles milked every last drop from him. They both came together in a chorus of animalistic cries and groans and rumbles that eventually turned into mutual sighs of completion.
I was shattered, and I couldn’t imagine what Sam felt like. She must want to sleep for a week.
When Julian leaned down to her and asked if she wanted to try the last thing on the list of activities, I could hardly believe my ears. Was he suggesting that he would teach her how to take a cock in her ass?
I must have misunderstood. Surely, she couldn’t take any more.
When Sam looked back over her shoulder at me and looked questioningly, I needed to try to understand the question. Was she asking if she could do it, or was she asking why I wasn’t stepping in to rescue her? But I knew Sam’s inner strength. I knew that if she didn’t want to do it, she would simply say no. So, I had to assume she was looking for my approval.
I attempted to smile but ended up with a resigned shrug.
She had never expressed any desire to experiment with anal sex, but admittedly she’d never expressed a dread of it either. We’d just never talked about it, and I’d assumed she would be horrified. Just like I’d assumed she’d be horrified if I came in her mouth.
Here she was on this island, swallowing cum and considering asking a young, hung black guy to teach her how to welcome his cock into her virgin ass. How could the communication in our marriage have been so inadequate and so off-base?
All these thoughts were flashing through my mind at the speed of light as we all waited for Sam to make her decision.
A collective sound came from all of us as she looked up at Julian and nodded. He looked over at me, but I know my face was an expressionless mask. I couldn’t understand what was happening in front of my own eyes. Somehow a line had been crossed, and I felt like I was watching our divorce happening in slow motion.
Julian climbed on the bed behind my wife. He reached forward and placed a strong hand in the middle of her back. He gently pushed down so that the top half of her body was flat to the bed. It left her ass in the air and her legs spread in the filthiest position imaginable. A stream of Simon’s pure white cum was trickling from my loving wife’s pussy as she offered her ass to Julian.
It was obvious that the natural lubricant provided by Simon would be enough for Sam’s first time. Julian slipped two of his fingers into Sam’s pussy. As he pulled them out, I could see they were covered in his friend’s cum. Placing his middle finger at Sam’s tight pucker, he gently pushed forward.
Oh, Oww, Oooh. Her reaction was almost amusing as her body seemed to go through three phases. Registering surprise at the initial entry, followed by discomfort as his finger penetrated her sphincter, and finally, the strangeness of feeling anything deep in her ass.
Easing out of her, he then tried a second finger, and her emotions followed the same pattern. With both fingers inside her, I watched as he gently scissored them apart to stretch her open in preparation for his thick cock. Sam groaned as he pulled out of her again. I looked down, and her face a saw the sweat that was pouring from her. She caught my eye and flung out her arm.
“I need you to hold my hand. I don’t know that I can do this without you.”
It was impossible to tear my eyes away from Julian’s cock as he pushed all the way into Sam’s sopping pussy. His entire length pulled out, and it was covered in the mingled juices of my wife and her young black lover.
Positioning it at her asshole, he pushed forward very gradually. The reactions Sam had suffered at the intrusion of his fingers were now multiplied ten-fold as the head of his huge cock entered her most private sanctum. As he pushed past the inner ring of her sphincter, she let out a scream of pain that must have been heard all over the island.
“You need to stop,” I shouted.
“No, Jake, No. I need to do this,” she panted. Sam was so quiet now that I could barely hear her. She was gripping my hand so tightly that it was numb.
Why exactly did she need to do this? Why did she want to put herself through the pain and humiliation of being violated like this?
Simon squeezed my shoulder.
“It will be alright. I promise. The first time is always like this, but Julian is an expert.”
Julian pushed forward again, causing my beloved to groan in what sounded like pain, but now it had a tinge of surprised pleasure to it.
“God Jake, I feel so full.”
“Are you okay, Sam,” asked the teacher who had his cock in her ass.
“Yes,” she gasped.
“Can I go further?”
“I don’t know, but you can try.”
I experienced the weirdest emotional contradictions as I watched that handsome young man push himself balls-deep into my wife’s ass. It was the most filthily exciting and personally humiliating thing I’d ever seen.
“You’ve done brilliantly well, Sam,” encouraged Julian. “You are a natural.”
Why do people keep telling my wife that she’s a natural at all the most depraved acts known to humanity?
Julian went on in his deep, soothing voice.
“Do you want to experience the ultimate Sam?”
He could only mean one thing. He
was asking her if she wanted him to stop the gentle instruction and really fuck her ass.
She squeezed my hand as she quietly gave her answer.
“Yes.”
With that response, the whole tenor of the afternoon seemed to shift on its axis. The atmosphere around us became charged as though electricity was arcing through the air. Sam had decided to experience everything that the sexual pantheon had on offer, and she was at the apex of that experience.
With a look that had changed from patient teacher to powerful lover, Julian started to move in and out of my wife’s ass. As she became accustomed to it, her grip on my hand seemed to lessen. There was no more asking if she was okay. Julian was just pounding harder and harder into her, and her cries of pleasure and pain were spurring him on harder. Their cries turned to screams and Sam’s exhortations turned to pleas, and I watched in amazement as Julian threw back his head and let out an ear-piercing roar as he filled my wife’s ass with his seed. On and on, he went thrusting and pulsing over and over as a seemingly endless load of cum poured into Sam’s body. Her cries of surprise at the sensation of being so full were the last thing I remember before I blacked out.
#####
I came around to find the two guys hovering over me. They had laid me on the bed next to Sam, and Simon was wiping my brow with a cold towel.
“How long was I out.”
“Only about two minutes. It was probably the wine,” said Simon reassuringly.
“Oh yeah, sure. It couldn’t have had anything to do with witnessing my wife in the most perverse sexual situation known to humanity.”
Sam chuckled and whispered into my ear.
“That’s good. You’ve recovered your sarcasm. You’ll be fine.”
We smiled lovingly at each other. And now I needed to take control of the proceedings.
“Guys, you have been amazing. We can’t thank you enough for everything you’ve done for us.” I layered it on thick, even though I was convinced they were both as happy as clams at getting a damn good fuck from my gorgeous wife. It would be impossible to believe that they didn’t feel just a little smug about being the first “other man” to screw a married woman and the first to conquer a virgin ass. Human nature would dictate that they must be feeling very pleased with themselves.
“You’ve taught us both so much, and I think I can speak for both of us when I say that you have made our visit to the island extremely special and probably life-changing.”
I was always good at layering on the bullshit when making a speech.
“If you will both excuse us now, I think I need some time alone with my wife. Simon, we’ll see you at dinner time.”
They left with expressions of deep gratitude flowing in all directions.
I went back to Sam. She lay there looking thoroughly used but surprisingly content.
“I did it.”
“You certainly did. And I don’t even know which “it” you’re referring to. But it doesn’t really matter because whatever it was you definitely did it.”
“There’s that sarcasm again. You know it doesn’t suit you.”
I took her in my arms and realized that she looked stunningly beautiful. I told her so.
“You must be joking. I feel like a ragged mess.”
“You are glowing. You look like a goddess. And you’re MY goddess.”
“I am.”
I leaned down and put my mouth to hers, but she pulled away.
“You don’t want to do that.”
I knew what she was implying. She was afraid I would be turned off by the taste of another man’s cock in her mouth. I leaned down again without hesitation and took her mouth in a deep passionate kiss. She broke away and watched me with a most serious look on her face.
“Do you hate me now.”
“Sam, I could never hate you.”
“But look what they’ve done to me… what I asked them to do to me.”
I looked, longingly up and down her body, taking in all the evidence of what she had experienced. As my gaze rested between her slightly parted legs, I heard her nervous voice.
“Have they ruined me?”
I leaned down and kissed her bare pubic mound. Nothing could possibly ruin the exquisiteness of you, my beautiful. I extended my tongue to touch the very tips of her petals.
“Jake, no. You can’t do that. I’m dirty. Please no.”
Her protestations stopped as I pushed her legs apart and feasted my eyes on the gloriousness that was my wife. The last remnants of Simons cum still leaked from her pussy and a thicker stream was being expelled from her spasming ass. I looked upon her with awe, and I heard her sobbing.
“Please love me, Jake.”
Although I found no appeal in it, I leaned down and ran my tongue through her labia. By some miracle, it didn’t concern me in the slightest. I licked at her clit until she was bucking under my tongue. I’d hardly believed it would be possible for her to experience another orgasm, but she was writhing onto my tongue and painting my face with the co-mingled essences of herself and her two virile lovers. It didn’t matter. I just wanted to let her know she was mine. I just wanted to love her. Her orgasm was quieter but nonetheless powerful as she sobbed again and told me she loved me.
#####
“You know I’ll never be able to move again. Every muscle in my body aches like I’ve been hit by a truck.”
I laughed. She was just getting out of the long hot bath that I’d insisted she take.
“That was quite a workout,” I chuckled.
It was late afternoon, and we were both shattered. We lay side by side on the bed, and I could sense her need to discuss what had happened. She needed reassurance that I didn’t look at her as a slut; she wanted to hear my reactions to everything that had happened.
Once I had made it abundantly clear that I still loved her more than anything in the world, she displayed a gleeful pride in her willingness to give herself over her complete sexual fulfillment. Amusingly she wanted my praise for her performance.
“Did you see how I did the deep throating thing? Were you impressed?”
I assured her I was and, maybe selfishly, extracted a promise that she would do it for me.
“And did I do the spit-roasting thing okay?”
“You were magnificent.”
She giggled.
“Thank you. And what about when I did the DP thing?”
“You didn’t do that, honey,” I laughed.
“Did too. I had a man in my pussy and another in my ass.”
“Yes, but not at the same time. Double penetration means they’re in there AT THE SAME TIME.”
“Holy Jesus. How does anyone do THAT?”
“I think you’d have to ask Charlotte. And while we’re on the subject, how did you like your first anal experience?”
“I can’t really explain. It was so painful at first, and then it started to feel better but only because the pain changed to discomfort. The pleasure came a bit from feeling so strangely full, but mostly it came from the sense of achievement. I know that sounds weird, but when Julian was buried inside me, I almost laughed with pride as I thought back to how I used to be. I don’t know… maybe if I got more used to it, I’d find some other pleasure in it. I suppose I’d have to ask Charlotte about that as well.
We both burst into gales of laughter and then suddenly the day caught up with her and Sam crashed. Her head nodded to the side, her mouth fell open, and her breathing became heavy. She slept the sleep of the innocent.
#####
When she woke, an hour later, she seemed entirely refreshed, but she obviously had something on her mind.
“Jake… you know last week.”
“What about it?”
“Were you a little bit afraid I had a crush on J?”
“I was.
“Well, you were right. I did. And, I have an admission to make. He’s texted me twice since we’ve been on the island to tell me how much he’s missing me. It’s just that this whol
e sex-without-emotions game is very difficult. But the thing is I don’t think about J like that anymore.”
“That’s good to hear although the change of heart has been rather quick. What made you reconsider the crush.”
“Well, it’s just that… I’ve developed a bit of a crush on Simon instead. I’m really sorry. I love you more than anything in the world, and I’d never leave you, but the thought of leaving here tomorrow morning and never seeing Simon again is… well, it’s upsetting me.”
“I would hate you to be upset at leaving your lover, my darling,” I said with just the slightest hint of sarcasm. “I’m guessing you’ve told me this because you’ve got something in mind. So, spit it out. What do you want?”
“Could we ask him to have dinner with us tonight and then maybe spend a little more time with him?”
I hugged her to me. She had me wrapped around her little finger. But what could I say? … I was the one who encouraged her to indulge my wife-watching fantasies.
Admittedly the thought of seeing her with Simon one last time did have some appeal.
#####
When Sam called Simon’s direct line to order our meal, she asked him if he would like to join us. She told him that we already considered him more as a friend, the way Tony and Charlotte thought of the twins.
“He sounded pleased.”
I didn’t respond for fear of being sarcastic again.
He arrived at seven thirty with the usual heated trolley containing the food. On top was the bottle of wine we’d ordered along with a bottle of champagne in an ice bucket. We hadn’t ordered champagne. Leaning against the side of the ice bucket was a note. Simon handed it to me, and Sam read it over my shoulder giggling.
Please accept this offering with our sincere congratulations on entering the spirit of exoticism and eroticism that we try to embody here on the island. We were glad we were able to help by relinquishing Julian for a short while. We both heard you quite clearly this afternoon and were impressed by your energy!!!
Samantha in Singapore Page 18
