Cuckold Dilemma #3
Going The Extra Mile
I fucked Jake next. He was an ex-boyfriend and relatively easy to coax back into my bed. We met for coffee; I explained I needed closure for us and that my husband and I were experimenting in the bedroom.
Jake found the concept of being my bull quite challenging, and he mentally grappled with it for an hour over two large cappuccinos. I knew he could keep his mouth shut because he was honorable, and since he was between relationships, eventually, my former lover agreed to fuck me while my husband watched.
I sucked Jake’s cock in my marital bedroom, enjoying his average-sized cock that crammed nicely down my throat. While gripping his ass cheeks and driving my lips down his gnarly shaft, I frequently glanced at Simon, lifted by the satisfied, happy, cuckold expression on his face.
He fucked me missionary style, our feet facing my husband. I hoped Simon got a good view of Jake’s cock pounding my throbbing hole. I wrapped my legs around my lover’s waist, enthusiastically spurring him inside me.
Jake and I had an awkward moment after he came deep inside me while my husband beat his cock like a pastry chef slapping around a bowl of batter, moaning his way to a powerfully squirted orgasm.
As Jake’s cock twitched deep inside my trembling, sticky pussy, spilling his hot seed as he once did many years ago, I saw it coming in his sparkling eyes.
“God, I love you, Jess.”
“We can’t have love, honey… I love my husband. He is my soulmate, and I want him to be with me forever. I’m so sorry to say it, but I only need you inside me right now.”
My orgasm shuddered even harder, with ripples of ecstasy flowing through me because I had favored my husband’s forever love, even while I milked my lover’s cock. I felt truly and beautifully disgraced and glanced sideways at Simon, pleased to see he was unflustered by Jake’s declaration of love.
With a powerful pelvic floor, I continued drawing out Jake’s seed deep inside me, being defiled for my husband’s pleasure and my empowerment. I stared deep into my former boyfriend’s eyes, enjoying his undying, burning love and every drop of his hot seed decanted deep inside my hole.
I didn’t want to hurt Jake’s feelings, but he knew what was expected in our cuckolding of my husband, what would be given in return for his service, and what was not on the table. My emotions were calm toward my lover, but my mind, body, and soul all erupted like a volcano for the man who owned me while he watched me being fucked.
After withdrawing his sticky cock from my quivering hole, my lover paused for twenty minutes and left the room to grab a beer from our fridge, during which time Simon cleaned my pussy. My husband gave me cunnilingus with aplomb, kissing, sucking, and licking every swollen crease lovingly. He slid his tongue inside my hole, sucking and draining my lover’s cum, then he cleaned every fold of my skin, tracing his tongue along my swollen, trembling lips and up the creamy slit between them while I pumped and relaxed my muscles, feeding him my lover’s creampie.
When my lover returned reinvigorated, his cock standing perfectly erect, my husband left our marital bedroom to tease himself and listen through the wall. Jake fucked me again, this time doggy style, slapping his balls off my thighs like a table tennis bat smacking a ball while his cock head squashed my cervix.
My ex-boyfriend left shortly before midnight, and I tracked my husband down to the spare room, where he watched an earlier baseball game replay. I crawled up the bed like a tigress on the hunt, enjoying the excited expression of a man who was intensely, sexually fulfilled. I straddled Simon’s face and spread my knees wide apart, enjoying the moment he cupped my ass cheeks in powerful hands, bringing my creamy throbbing cup, which overflowed with another man’s seed, to his lips.
After cleaning my pussy, I straddled Simon’s cock, using Jake’s seed to lubricate its passage deep inside me, stretching. As I stared into my husband’s eyes, I saw the love that endures.
“What are you thinking about right now, Simon?”
“How much I love having sloppy seconds inside you. It’s like Jake warmed you up, relaxed your pussy for me, relieved a lot of sexual tension, and made it easier for me to fuck you.”
“Jake fucked me for himself, honey. I almost stopped when he told me he loved me.”
“It doesn’t bother me, Jess. If your bulls fall in love with you, I trust you to deal with it. I’m sure you loved that moment. It must be a boost to your ego.”
“It was… it is, yes, and I enjoyed fucking Jake again.”
“Was he a better lover than me, Jess?’
“No… but one day, a bull will fuck me better than you do. Can you live with that?”
“I want it, honey. I feel desperate for the competition.”
I rocked back and forth on my husband’s cock, grinding my solid, creamy clitoris into his wiry pubic bush. Simon was right; inside, my pussy felt relaxed and slick as I slid up and down, although his cock stretched it wider than my lover’s had. Somehow, Simon lasted longer inside me, and I had more fun fucking him than usual; perhaps it was the reduced friction inside me caused by another man’s sticky load coating the soft tissue walls.
Whatever caused my husband’s extended stiffness, when I orgasmed, it was with far greater intensity that my body shuddered, and I screamed as a third wad of sticky cum splashed deep inside me.
When I rolled off him, I took my husband’s hand and led him back to our marital bed, where I pulled on fresh panties to retain all the precious cum inside me. It felt good to have the seed of two men inside my womb, competing for my egg, one dominating, the other losing, and I loved wondering which was which.
After those two successful cuckold sessions, my husband and I seemed to have gotten into the swing of things. I let him watch me being fucked both times, although he left before Jake rode me the second time. Simon purchased a hotel do-not-disturb door swing hanger. We intended to play games where he would approach our bedroom after I had taken my lover there, and the signage hanging on our door handle would determine the cuckold playbook.
The first time we tried the signage playbook, Jake had his second session fucking me. After he left, Simon reported that he loved the shameful walk upstairs only to be condemned to an evening of tension because I left the swing hanger on the outside handle of the door to our marital bedroom.
When I visited my husband later in our spare bedroom for cleanup duty, he was grateful.
Weeks of enjoyable cuckolding went by, and I racked up new lovers; Gary, Henry, and Dirk all fucked me. Simon loved every moment of his cuckolding, and our relationship strengthened. Each time I fucked a new bull, my husband created new ways to reclaim me, one time collecting me from a guy’s house, driving to the woods, and taking me for a cunnilingus cleanup, then a fucking over the hood of his car.
For almost three weeks, I was a creamy, well fucked mess.
At his request, I caged Simon for a few days before a cuckold date with Dirk, leaving him locked up and alone in our spare bedroom while I fucked my lover. When I released my husband the next morning, he fucked me all day like a rampant lion. I was so sore and my pussy lips so raw after he finished with me I had to use a lotion to soothe them.
After I applied the lotion one evening, Simon rolled into me, super attentive, loving, and incredibly gentle. It was time to discuss my plan, something I had mulled over for a couple of weeks.
“I’d like to switch things up, Simon.”
“What do you mean, Jess?”
“I want to discuss our next cuckolding.”
“Fuck, yeah. Caging my cock works well for me, Jess. I feel more attentive and powerfully motivated to reclaim and satisfy you after I am released.”
“I’m not a fan, to be honest, honey, because it feels cruel.”
“But look at how much more vigorous I was after you released me.”
“I love the intensity, honey, but the thought of locking you up does nothing for me. I’ll do it when you want.”
“Okay. Are you enjoying cuckolding me, Jess?”
“Yes. All my dates so far had smaller cocks than yours. It’s great to be fucked repeatedly by an enthusiastic stranger, then have my pussy stretched by you.”
“What do you mean by switching things up then?”
“Our lifestyle seems to be stable. You enjoy being a cuckold… I like having adventurous sex. I want to propose something a little more dangerous that may work to our advantage.
“I’m all ears.”
“Honey, I want to fuck your boss.”
Simon’s eyes bulged when he stared at me in utter disbelief. He sat bolt upright in our bed, lips flapping like a loose mainsail in light winds. Oddly, he made the same slapping sound as the sail would. I smiled at his shock, enjoying the instant sexual tension rippling in my husband’s cheeks and the sparkling eyes that told me he loved and hated the idea.
I liked Carl very much even though he was arrogant. He was a handsome man who I would have dated, probably fucked had I been unmarried. Sleeping with my husband’s boss was an extreme taboo, but only if there was some benefit to us - an exchange of sex for something of value made my plan a delicious cuckolding playbook.
Simon composed himself, frowned deeply, smiled, and nodded.
“Are we talking about Carl?”
“Yep.”
“Why would you want to fuck him?”
“I think the added tension will do you good, and a promotion wouldn’t harm us.”
“Umm, Jess, that sounds dangerous. He’s fucking everyone around over the promotion because it includes a move to Italy. Carl knows he has power over the lives of all his key execs on this promotion.”
“He regularly sleeps with other Director’s wives, honey… they all help their husbands out. The job should be yours, by experience, ability, and performance.”
“I might get it.”
“Do you want to improve your chances?”
“Yes… but Carl might choose someone else anyway.”
“Not if I have anything to do with it.”
“I’m not sure, Jess. I don’t like the idea of you being used.”
“We’d be using Carl too, honey.”
“He has the hots for you… I’ve seen the way he looks at you.”
“He told me so when he was half drunk at the last office mixer. You are due for a promotion, and I think he needs a slight nudge to do what’s right.”
“It’s your call, Jess.”
“Invite Carl to dinner on Saturday night. You’ll cook while I seduce and then fuck your boss.”
Next Chapter:
Another beauty of a story. Yum.
Now that is a real twist in the cuckold plan! If the boss is already hot for Jess she will definitely have a leg up so to speak at the little dinner party. While hubby cooks she will roast the bosses goose. Bet she she hangs out the Do Not Disturb sign for this one. Very good story, thank you, Kate!