My obsession to see my wife Ann with another man had only grown over the years. Ann and I had been married for more than thirty-three years. We had a fantastic sex life, but as we got older, things began to wean. I wanted and needed more in the bedroom, while Ann was content to keep things as they were. It led to disagreements and pressured our marriage, and we were at a crossroads. She wasn’t getting any younger, and sex was no longer essential to her as it was to me.

I often mentioned my obsession with sharing her, but it went nowhere. She had been fully satisfied with me alone and no one else. I thought I would never get a chance to see her with another man and pretty much gave up on the idea.

Then, a few months back, our good friends Bill and Laura had several of us over for a swim party. They had just completed a significant backyard renovation and wanted all of us to see it. One of the guests was a gentleman whom we knew sparingly. Brad was in his forties and had worked with Bill for some time. He had been divorced twice and can be annoying.

He and I never saw eye to eye, and I usually tried to avoid him. He is cocky and bragged about the women he had been with. He loves hitting on unsuspecting wives and parades around in a pair of Speedos showing off. He was decent-looking, highly well-endowed, and had most of the wives checking him out, including Ann.

He made most men feel insecure, and I was one of them. Ann was highly impressed with him, and there was no way I could compete, leaving me a bit shallow inside.

Ann thought of him as a caring and giving guy, while I felt differently. He was obnoxious and conniving, and I could see why he had been divorced more than once. Maybe deep down, she might be right about him, but I still didn’t trust him.

He had shown interest in Ann for a while now. I ignored it for the most part, even though I wanted to see her with another man. He would have been last on my list, but Ann thought differently. First of all, I didn’t want a well-endowed guy fucking her, and there was no doubt he had the goods to fulfill her every way possible. His attitude was also an issue. His smugness, along with his cockiness, turned me off in the beginning, and I knew of others that were more suitable. Ann’s reaction to him was perplexing, and she even felt sorry for him. She loved the attention he had shown her, and he slowly reeled her in.

Then, one night, while at another one of the many swim parties, Ann mentioned to Brad how I had been the only lover she had experienced and that I had expressed the desire to share her. It opened Pandora’s box and got Brad thinking. His attitude immediately changed, and he talked about how every woman should experience something new. Ann seemed to agree with him, and the conversation abruptly turned. He was trying to seduce Ann into sleeping with him, and they chatted over a glass of wine.

Later that night, he talked with me about how great Ann looked in her swimsuit. He mentioned how women much younger don’t look that good. He said women who had been with just one man are missing out on so many things. He brought up how I needed to let Ann explore her inner desires before it was too late.

Maybe he was right. Maybe Ann needed to experience something new. We have been together for a long time, and things can get boring, especially in the bedroom. It didn’t surprise me that he expressed himself in such a way, and maybe he was trying to get under my skin. It was a game to him, and my wife would be the ultimate prize. I knew he had been with other couples and knew the insides of how to seduce her. He ensured Ann’s number was obtained before we left and kept in contact with her over the next few weeks.

He had contacted Ann and invited us out one night. He had a plan to seduce her, and he flirted with her for most of the night. They laughed and talked, and I admit to being jealous. I liked the guy even less now and stood there feeling humbled. As the night went on, he began to gain Ann’s trust. She loved the attention he provided, and knowing my desire to share her led her to make some unusual decisions. Brad had been in her ear all night about letting him fuck her, and Ann seemed to be listening. My overall plan of sharing her was coming back to haunt me. They got cozier as time passed, and it wasn’t until later that Ann conveyed to me, “I think I am ready!”

“Ready for what?” I shockingly asked.

“Have you not wanted to share me? I think I am ready to do it.”

“With Brad?” I asked.

“Yes!” Ann replied.

She was correct; I did want to share her, but not with such an egotistical guy like Brad. I was stuck between a rock and a hard place, with little room to navigate. My thoughts were instantly drawn towards the two of them in bed, and all I could think of was, “Do you let him fuck her, or do I give up an opportunity of a lifetime to see her with another man?”

Many things were going on throughout my mind, and I knew this might be my last chance to see her with someone else. The stakes were high, and I could see her desire for him growing. She might resent me and go behind my back if I said no, and I was left with only one imaginable answer. The cat was now out of the bag, and there was little I could do. I stepped aside and let it all play out. It was tough on my ego, but it was something I had to do. It was now in her hands.

Ann is over sixty and knows what she wants. She was a big girl and could make her own decisions. She had a brief conversation with him before walking over to me.

“Brad asked us to return to his place for a nightcap,” Ann said.

“Is this what you want to do?” I asked.

“I think so!” Ann quietly responded.

We left a short time later and followed Brad back to his place. I thought on the way that she might change her mind, but that never occurred. I saw a glee of excitement in her eyes that hadn’t been there in a long time. All I could do at that point was let it play out. Reality is much different than fantasy, and it didn’t get real until we reached his house. I felt an abnormal amount of adrenalin and came to the conclusion he was going to fuck her after sipping down a glass of wine. I could do little to stop it, and Brad would make sure I knew that.  

He led Ann into his bedroom. She looked hot in her tight jeans and opened top. Her big tits were partly visible, and her nipples pushed through the tight material. I could see why Brad was so excited. She went into the bathroom to change while Brad undressed before me.

“I am going to fuck her good and hard tonight!” he said.

“I am going to fuck her more than one time, and I might even cum inside her mouth!”

He was highly confident, and I tried to set him straight about Ann.

“That will never happen! You won’t make her orgasm or cum in her mouth!” I sarcastically said.

“We will see about that!” he said with a grin as he dropped his pants before me.

“You think she can handle this?” he asked.

His cock was quite large and thick, and Ann returned a few minutes later to see him standing there with a partial hard-on. Her eyes were instantly drawn towards his massive manhood as she stood there with only a towel draped around her. The mood was intense, and Brad moved in behind her and kissed her on the back of the neck while sliding the towel from her lovely body. Ann stood there excited, and this was the first time that any man other than me had seen her naked.

His hands immediately went for her large breasts, and his growing cock was firmly planted against her ass. I watched, still unconvinced, and he continued to seduce her right there in front of me.

Ann stood in their daze, and the thought of him fucking her had her doing things she would not normally do. She reached back and grabbed his cock with her hand. She gave it several firm strokes as it swelled up even more. It was more significant than I initially thought, and I worried even more that she was going to fuck him. I still had a small ray of hope that she would call this off, but it wasn’t about to happen anytime soon.

He now slid his hand down between her legs and felt how wet she had become. Ann was highly aroused, and he led her over to his bed. He lay her down and slid his head in between her legs. He ran his tongue in and around the edge of her pussy. Ann felt waves of energy throughout, and her body began to squirm. It wasn’t until he ran his tongue deeply into her wet pussy that he took control of her.

“Oh god! Right there! Right there!” my wife cried out.

“You like that, Ann?” as he looked up at her.

“Oh god, yes! Don’t stop! Please don’t stop!” Ann screamed out.

Seconds later, I heard my wife of thirty-three years cry out powerfully as she came hard all over Brad’s face and mouth.

“Did you enjoy that?” he asked.

“Oh god, yes! It was so good!” Ann replied.

“Are you ready to get fucked? You want my big cock?”

“Oh god, yes! I want you to fuck me now!” Ann sternly replied.  

He mounted Ann from behind as she got onto all fours. He slid his nearly nine-inch cock deeply into her as Ann cried out, “Omg! Your cock is so big!”

“You like it, don’t you?” he asked.

“Yes! I like it!” she replied, gasping for a breath.

A few minutes passed when Ann cried out, “Omg, I can’t take it!”

“Sure, you can, Ann!” he replied as he stretched her pussy out a bit more.

He now fucked her a bit harder as Ann’s cries grew with every thrust. He had been fucking her for several minutes when I suddenly heard Ann scream out, “I am going to cum!”

“You want to cum all over my big cock in front of your cuckold husband?” he asked.

“Oh god, yes! Fuck me! Fuck me hard!” Ann cried out.

Brad held onto Ann’s hips and arched his back ever so slightly. He gave her several firm thrusts as he sunk nearly every inch of his massive cock deeply into her. A few minutes later, I heard Ann cry out, “I’m cumming again!”

Her body instantly fell flat onto the bed as she felt a powerful orgasm engulfed her. I stood there stunned and confused, and he had done something I hadn’t been able to achieve with her in quite some time.

Brad then looked over at me with a grin. He turned Ann over onto her back and spread her legs apart. He wrapped his arms around her thighs and pulled her ass ever so slightly up off the sheets. He rammed his cock back into her and fucked her hard for the next several minutes.

“Oh god! Oh god!” Ann cried out again and again.

“I am going to make you cum again in front of your husband!” he said with great joy.

Seconds later, I heard Ann scream out yet again into another riveting orgasm. I could not believe she had cum yet again, and Brad continued to fuck her good and hard for several more minutes.

He then rolled her over on top of him. I watched from behind as she rode his cock hard for several minutes.

“Are you cumming again, Ann?” he asked.

“Yes!” she cried out.

She now began to rotate her hips in a back-and-forth motion. Her cries filled his bedroom, and her orgasm was nearing quickly. She could no longer keep from cumming, and she cried out yet again into another intense orgasm.

He now felt his orgasm building, and he rolled her off him. He straddled himself over top of her face and grabbed the back of my wife’s head. He stroked his cock aggressively for about a minute or two when I suddenly heard him grunt out, “I am going to cum in your mouth!”

His desire to show me up took over, and he slid his cock deep into the back of my wife’s throat.

“That’s it, Ann! Take it! Take it!” he demanded.

It wasn’t more than a minute later that I heard him moan out. His cock erupted deep inside my wife’s mouth, filling it with his huge load. When he moved away, I could see his cum oozing from the sides of her mouth. She lay there with her eyes partially shut while feeling exhausted.

“I told you she would swallow!” he sarcastically said as he paraded past me.

“I am going to fuck her again in just a few minutes!” 

Ann finally got off the bed and headed into the bathroom to clean up. When she returned, she noticed how hard Brad’s cock had become.

“I want you to suck my cock!” he demanded.

He lay there on the bed as Ann slid her head down onto his rigid cock. She sucked his cock for several minutes before sliding on top of him.

“That’s it, Ann. Fuck me! Fuck me hard!” he said.

“Show your husband how much you like it!”

Ann maneuvered herself up and down onto his cock at an alarming rate. I watched her big tits thrash about while trying to cum yet again. Her muffled cries filled the bedroom, and she was nearing an orgasm at any moment. Brad now pulled her chest down against his. He held the cheeks of her round ass and rammed nearly every inch of his cock hard up into her. This instantly sent Ann over the edge, and she screamed out into a powerful orgasm seconds later.

He then rolled Ann over onto her back and fucked her hard for several more minutes. She felt an even more intense orgasm coming, and she cried out, “Fuck me! Fuck me! You are going to make me cum again!”

I sat there near the doorway, still unimpressed, but I knew this could not continue forever.  She had been on the brink of an orgasm when I heard Brad suddenly grunt out, ‘Come on, baby! Cum all over my cock!”

He gave her several thrusts, and with her arms securely around him, she screamed out into another intense orgasm. He then moved off her and had her get back onto all fours.

He fucked her extremely hard from behind for the next ten minutes or so. She screamed out with every thrust of his cock and ultimately came yet again for him before he shot his huge load deep inside her.

The two of them fell harmlessly down onto the bed. He stayed on top of her for a good minute or two before rolling off her.   His cum oozed from her just fucked pussy, and I stood there feeling like a cuckold.

“Did you enjoy that, Ann?” he asked.

“Oh god, yes! It was so freaking good! I have never experienced so many orgasms!” she replied.

Ann lay there broken and used, and it took her time to recover. We left a short time later, and Ann slept all the way home.

She was sore for days and wouldn’t say much about that night. I know it affected her in ways I can’t even imagine or explain, and it was an open question if she would ever do it again.

On the other hand, I found myself getting off even more than before. I still didn’t like him and, if anything, liked him even less, but his attitude toward me was a turn-on. I never imagined being in this position, and I can safely say I am now a cuckold.

He wants to fuck my wife yet again, and at this point, there is little I can do. He wants to take her out to a buddy’s cabin for the weekend without me. It is up to Ann to make the next move, and I don’t know what that move will be. All I think about is how he is going to use her while making me his cuckold. So far, Ann hasn’t agreed to anything so far but, given time, we all know what she will do.