Her Side of the Story

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Shawna describes the cuckolding of her boyfriend, Jeff.
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I never thought that my boyfriend would be one to fantasize about me having sex with other men – especially men who are better equipped than he is! It only took a few days to convince me that, yes, this is what he wanted – and I’m here to tell you about how he succeeded in his fantasy!

My boyfriend (let’s call him Jeff) had a fantasy about me having sex with other men for quite some time – years, I would say, according to his description of the scene. When he finally confessed his cuckolding fantasy to me, he admitted to fantasizing about me in a black leather miniskirt that covered me no more than halfway down my thighs, thigh-high black stockings, 6-inch black high heels and a leather bustier that showed my (admittedly gorgeous) breasts to full advantage.

Jeff is a bit of a reticent man when it comes to sex – he always has to have the door closed and the lights off, and he’s forever whispering romantic phrases in my ear. After several months of listening to his pathetic platitudes in the bed that we shared, my sexual overdrive began to kick in.

“Can’t we just fuck, for Christ’s sake?!” I demanded one night.

I have never seen a man so devastated by a single sentence before. It could never be “just fucking”; it always had to have some component of love-making beneath it.

I was fed up with his attitude and began to torment him. I began to tell him that I didn’t want to “make love” tonight and that he was just going to have to satisfy himself. I felt sorry for him, but at the same time I was not going to give up my desire to just be taken. I could not accept the fact that every night was going to be a perfect night of love-making to a man I would desire for the rest of my life – it wasn’t realistic. He came too soon, he didn’t come fast enough. He tried to be masterful (and failed, pathetically) or he was too submissive for my taste. He was always asking me if I was all right; he could never just plow ahead when I felt discomfort. Enough was enough.

“I’m sorry, Jeff. I just can’t do this anymore.” I said. “I’m tired of you taking your time and not satisfying my urges when I want them.”

“You can’t expect me to be a mind reader,” was his lame reply. “You have to tell me what you want.”

“No, I don’t.” I said defiantly. “I just have to take what I want.”

‘What do you want me to do, then, Mistress?” he said in a mocking tone of voice.

“Suck my pussy, bitch.” I replied calmly.

I gave him no chance to reply. I grabbed his head forcefully and shoved it between my thighs. He gasped and moaned, making feeble attempts to struggle away from my grip, but I grasped his hair with both my hands and held his head between my thighs until he began to lap at my clit.

“That’s it, Jeff, lick my clit like a good little boy,” I instructed.

Jeff’s tongue flickered in and out of his mouth as if he had been anticipating this moment for ages. My clit hardened and began throbbing with an intensity that became overwhelmingly urgent.

“That’s it lover, flick my clit with your tongue. Show me what a good little boy you are. Show me how you worship my body and my pussy.” I murmered.

“Yes, mistress,” he replied between breaths.

“You know that from now on you’re going to do exactly as I instruct you, don’t you?” I inquired.

“Yes, mistress,” he answered.

“Tell me your fantasy,” I whispered.

“I want to see you fuck another man,” he replied.

I was so shocked I released my grip on his hair.

“What did you say?”

“I want to see you fuck another man…” he moaned, “… a man who deserves your beautiful pussy.”

I couldn’t believe my ears. Here was my boyfriend of four years, telling me that he wanted me to cheat on him! I had not even considered the possibility; I love Jeff very much and, given our wonderful relationship, could not have imagined being unfaithful to him.

I was determined to find out where this was going.

“What do you mean, Jeff?”

“You are such a beautiful woman… so strong and desirable… you deserve to have the best man that you can, Mistress.”

“And you don’t think that you’re worthy of my pussy?” It was more of a statement than a question. “No, Mistress.”

“Who is worthy of my pussy, then, Jeff?”

“A man who can satisfy you, Mistress.”

“You don’t think you satisfy me?”

“No, Mistress.”

“Why not, Jeff?”

“I think you deserve a bigger cock than mine, Mistress.”

I gasped, involuntarily, as both his words and his tongue tickled my fancy. Nothing that Jeff had ever done indicated any kind of knowledge about his inadequacy, and I was shocked by his statement. I hardly imagined that Jeff, out of any man, would want me to be fucking somebody with a bigger cock! I tried to imagine what a big cock would feel like in my pussy but Jeff and I had been together for so long it was hard to recall my ex-lovers with any kind of accuracy.

“How long have you been thinking about this?” I demanded, reaching down to grab his prick in my hand. It was harder than I’d ever felt him inside me.

“A long time,” he admitted. “You’ve always been so good to me that I didn’t want to bring up the idea of any kind of unfaithfulness in our relationship, no matter how much it turned me on. I’ve always thought that my dick was kind of small and would get jealous when you would flirt with other men at parties, or when you’d go out dancing with your girlfriends. I must say that the thought of you grinding up against some guy with his hands on your ass turned me on quite a bit.”

“So basically, you’ve been jacking yourself silly whenever I’ve gone out with my friends, thinking about my potential infidelity. But how much have you thought about it actually happening, Jeff? How would you feel about your girlfriend coming home with no panties after some guy has had his way with her? Have you thought about the fact that I might let him do things to me that you haven’t done? That I might let him fuck me in the ass, or fuck me without a condom? That I might enjoy the pleasure that he gives me more than I give you? What if I want to keep fucking him? What if I like his hard cock more than yours?”

Groaning in ecstasy, he came, shooting his tiny wad of sperm into my hand and said, “That’s what I’m counting on.”

Exasperated and tired, I leaned over him. “Fine… but you’re going to make it happen.”

II

I had expected this to be the end of it, but several days later Jeff came home with a bundle of presents for me, and a card. I asked him what they were for, and he said “They’re a gift to let you know how much I love you.”

I opened the boxes and discovered to my mixed surprise and dismay that Jeff had bought me a slut’s outfit. 6-inch black heels, black stockings and suspenders, lacy black panties with a vaguely floral design, a matching push-up bra and a slinky black minidress that ended up coming down just beyond my thighs when I tried it on in the bathroom.

“What exactly do you expect me to do with this? Go stand on the street corner?” I asked, outraged, flinging the clothes at him. Wordlessly, with an abashed look on his face, he handed me the card, addressed to me… but not in Jeff’s handwriting. Inside was a card that I knew belonged to a classy Italian restaurant, and when I turned it over, a date and time showed me that he’d had the nerve to go through with it. I was a little scared, and more than a little angry with Jeff.

“This is tomorrow.” I said coldly.

“Yes.”

“Fine, Jeff. I’ll meet this date you’ve arranged for me, and I hope that you get everything that you want out of it! You know what? If you’re going to be my little servant from now on, I don’t think I should call you Jeff anymore – at least not when we’re playing your game. You like calling me Mistress, and I like that. You want this so bad, you want to see me fuck a real man with a real cock, what should we call you?”

I saw the outline of his dick getting hard in his pants, and suppressed a giggle. I couldn’t believe he was actually enjoying this!

“I don’t know, Mistress,” he said.

I began to warm to my role, enjoying the rising lust and the power that I had over him. “No, I don’t think I-don’t-know is a good nickname for you, you asshole. Maybe you don’t know what you’re getting yourself into, but that’s too obscure. I think we need something a little more brazen, don’t you?”

His dick (dicklet, I amended) was straining at his shorts, producing a barely-noticeable bulge in his slacks.

“Shorty, maybe? How about Wimpy? Slave-boy? Incompetent? Impotent?” I smiled grimly, watching his cheeks grow redder by the second. “I’ve got it,” I announced triumphantly, “Dickless.”

A small dark stain worked its way across the crotch of his khaki’s. “You’re going to be useless tonight,” I observed, “so you sleep on the couch.”

“But Mistress –“

“No buts, dickless.”

Obediently, he began to get undressed as I picked up my outfit and walked upstairs. I couldn’t help but imagine who he’d selected to seduce me. In my mind’s eye I saw a tall man of dark complexion, ushering me to the dinner table… the perfect gentleman, in form and manner, refilling my wineglass when it was empty, charming me with his every word. It was so different from the reality that I existed in that I couldn’t help but touch myself after I climbed into bed, bringing myself to climax at the thought of a thick cock stretching the walls of my pussy.

I decided to deny Jeff the opportunity to masturbate while I was exercising after class the next day. He was a little apprehensive when he came home and found me preparing for my date in my bra and panties, but I didn’t give him the opportunity to voice his objections.

“You wanted this, so now you’re going to get it, dickless. And you’re going to enjoy it. I promise.” I said wickedly.

“Yes Mistress.”

“Now get yourself out of those clothes and get on top of the bed. I’ve got a special surprise for you.”

Jeff did as he was told, and lay naked on the bed, awaiting justice. I told him to stay put and grabbed a roll of duct tape, first blindfolding him and then binding him firmly to the bedposts, ensuring that he couldn’t get loose. Just for good measure I bound his hands with string and tied a belt over his eyes.

“I wouldn’t want you to see me before my lover does.” I giggled.

“As you wish, Mistress.”

I sighed internally, giving up my last hope of ending this charade, and resigned myself to meeting this delicious phantom lover I had imagined.

“See you, dickless.” I said casually as I sauntered out of the door.

III

I was waiting at the bar in the restaurant for about twenty minutes when a rich voice behind me said “You must be Shawna.”

I turned to get my first look at my phantom lover. He was short – no taller than I was at 5’9” – and had close-cropped blonde hair. Ravishing blue eyes leaped out at me, but at first glance I assessed his body has the hard-muscled stud that I had envisioned. His grey suit hung loosely about his waist but strained at his shoulders.

“I am.” I said, trembling.

“Our table is waiting,” he said, and turned away.

I followed, unsure of what to say to him. I watched him carefully as he took his seat after seating me, making casual conversation. There was nothing threatening in Jason’s manner or demeanor, and I soon warmed to his charm. Occasionally I thought of Jeff, strapped to the bed at home, and grinned in spite of myself.

“What are you laughing at?” he finally asked me.

“How do you know Jeff?” I asked in reply.

“I work with him at the firm. We’ve worked on several projects together and on Mondays he always comes in with a big grin on his face telling us what a great weekend he had with you. He’s been kind of subdued for the last few months though, and when I asked Jeff what was going on he said he’s been having problems at home. I kept asking him what his problem was and finally he came out and told me that he was having problems with you. He said that you could enlighten me about it… so what’s going on?”

I seethed inside… trust the bastard to lay it on me! The punishment must fit the crime, I thought, and forged ahead.

“Work isn’t the only place where Jeff’s performance has been less than satisfactory.” I said bluntly.

“Have you thought about seeing a counselor?” he asked.

“No,” I said. “Jeff doesn’t seem to think that what we’re going through requires any kind of counseling. I think that what we really need is a sex therapist. Jeff hasn’t been able to satisfy me as of late, and he seems to think that I want to turn to other men to satisfy me… and what he doesn’t know is that I agree.”

Jason arched an eyebrow and asked the waitress for the bill.

Smoothly and quickly, Jason procured a room at the hotel in which the restaurant was housed. I trembled as he put his hands on my hips in the elevator and drew me in for a deep, wet kiss. I knew this was coming, I thought, but why do I feel so shy and unprepared?

Suddenly I knew. I’d been with Jeff for the past four years, and no one else. Dickless was a huge disappointment to me, and Jeff, Jason and I – we all knew it! I accepted Jason’s tongue in my mouth, sought it, hungrily… all the while thinking of dickless, strapped in his bed at home, wanting to yank that stiff little pecker of his. My thoughts enveloped his, knowing, feeling what he desired me to feel – the satisfaction of knowing a real man.

Jason sat on the bed, a lovely queen-size mattress with a pillow-top, running his hands over my tight ass. I quivered as he slid his hands up underneath my minidress, feeling my ass contract under his touch, moaned as he slid to his knees and began to lap at the crotch of my panties. This is what I’ve been waiting for, I told myself, a masterful man.

He stood and instructed me to unzip him. I ran my hand up and down his hard cock, savoring the feel of his bulge, a mammoth in my hand. I thought of dickless… and unzipped Jason’s pants, feeling his cock slip out of his zipper reluctantly and slap my nose, my eye…

I grabbed his cock – with both hands – and stroked it lovingly up and down. I nibbled on his cockhead and then engulfed it with my lips, a mouthful… at last, a mouthful! I gorged on his cock, straining and satisfying my yearning to feel the fullness as I bobbed up and down on his gorgeous cock, yearning to satisfy myself, gorge myself, on this heavenly piece of meat.

He grabbed my head, forcing my mouth to encompass more of his swollen organ, and I thought of Dickless and his pathetic tool and orgasmed while fucking myself with my hand while I swallowed my lover’s cock.

“You like that, don’t you, Shawna?”

I tried to reply, but all that came out of my mouth was a muffled mmmmpph as he pistoned his cock in and out of my orifice. Yes, I wanted to cry, fuck me, fuck me… all I could think about was his wrist-thick cock sliding into my pussy. Still he fucked my face… I felt my lips getting numb… and he never softened, never came.

“Fuck this,” he declared, “I want your cunt.”

His cunt, I thought, I am Jason’s cunt. I got on all fours on the bed, reached back and stretched my pussy lips wide for his cock. I’ve never felt this slutty, I thought, as he pulled down my panties and forced his cock in me. I could not have imagined the pressure that built up and was instantly released by his thick cock, as I writhed against him in breathtaking ecstacy.

“I always knew you were a gorgeous woman, Shawna, but Jeff was always so protective of you. He swore up and down that you were as satisfied with your sex life as he was. But I guess it was about time that you proved him wrong, eh?”

“Past time,” I gasped in the throes of another orgasm.

“You see, Shawna, I know when sluts are ripe for the picking. For a man like Jeff, it was only a matter of time before I came romping through his garden. Men like Jeff are a dime a dozen, whereas men like me are few and far between. You know that saying, Shawna? A hard man is good to find…. And I think you’ve finally found your hard man. Just about every other man that works for me has given me his woman – girlfriend, fiancée, wife… it makes no difference. They all recognize a superior cock.”

“Yes…” I groaned, “I’m your cunt, your whore, your slut, Dickless can jerk himself into a coma for all I care right now... fuck me Jason…. Please don’t stop….”

Agonizingly, Jason slowed his pace, thrusting into my sopping cunt. “Dickless,” he laughed, “was that your idea or his?”

“I told him that would be his name.”

“Good to know,” he accepted, “as long as he wants to drink this!”

I climaxed again as Jason’s sperm penetrated my womb, burrowing deep inside my uterus where Jeff’s come would never reach. I shuddered, thinking of what dickless was imagining as he laid in bed at home, strapped helplessly to the bed as I accepted another man’s semen inside my pussy. Jason’s solid manhood made a thick plop and he withdrew from my cunt, leaving me trembling, and wanting more of his delicious cock….

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