[M]y “accidental” dick pic landed me the trophy wi[f]e I’ve wanted for years. [Cheating]

It all started when a fuck buddy of mine asked me to meet her out for drinks with some friends of hers. Normally, I would have told her to message me when she’s done hanging out instead. However, I was bored and felt like getting a few drinks in my system. So I got ready and made my way to the bar.

It was there that I was introduced to the woman I’m about to write about. Among her group of friends, was a woman I found to be absolutely gorgeous. She had a tight red dress on, black high heels, all of which showed off and accentuated her amazing body. She’s about 5’5, fair skinned, long dark brown hair, very large rack on her thin waist. Some would say going on too large, but they’re perfectly tear drop and perky. Nice butt with toned legs. Oh, and a very expensive wedding ring on. I would come to find out that she and my fuck buddy became friends during college. While my fuck buddy (Marie) was and still is wild, her friend (Olivia) was the “good girl.” She wasn’t the one who tried to get laid at parties, or have random hookups. Instead she was making sure her friends were safe and fine. She’s the one who became the DD while her friends bar hopped. Eventually, Olivia would meet her husband through family acquaintances, a man who inherited the family business and wealth.

Marie could tell I had my sights on Olivia right away. She wasn’t jealous, and even said she would help me make a conquest of her, but that it was hopeless. She told me of how Olivia was completely loyal to Dan, her husband. How in college, Olivia was always turning everyone away. Not even the players on the basketball team, some of which went pro, could sway her. Of course, this just strengthened my resolve. I’m no model, I’m not wealthy, but I have collected my large share of married women at this point.

From then on, Marie would invite me out when Olivia was around. Or I’d see Olivia through mutual acquaintances, or at events in what is basically an “artistic” part of our city. A lot of art, high end shops, high end restaurants, etc. While I would openly flirt with Olivia, I would never get anything more a light tease in response. Eventually though, Olivia opened up her own business through the funding from her husband. It’s a little niche business, but it’s obvious how happy it makes her. I was there the day it opened. Marie stuck to her word and actually tried to help me. She would try and talk about my cock when the girls got together. I had to turn down a few of them because they became too interested. Normally, that’s unlike myself, but I had the feeling that it might put me in a negative light with Olivia. Olivia would listen, but never join in the conversations.

Fast forward to earlier this year. It’s been years of knowing Olivia while remaining just friends. However, one night she sent me a text. She was planning a charity event at her business and was asking for advice on certain topics related to my line of work. So naturally, I responded in kind. It was completely innocent, at first. But eventually, I added in a little bit of flirtation. Nothing over the top, just compliments that turned to focus on her incredible body. The following week, her husband was out of town. I’m guessing the extra absence of her husband and some wine led her to be more open. I told her about how she should wear something that really showed off her body at the charity event. Something that would really get men to open up their wallets and donate. She sent me a few pictures of different dresses that she was debating on wearing. No, she wasn’t wearing them, they were taken while hanging up. That’s when I had my great idea.

I told Olivia that I often go dress shopping with Marie, and that we should go as a trio. It’s true, but typically when I shop with Marie, it’s for lingerie. She likes to go into the dressing room and send me pics of everything she’s trying on to get me aroused and turned on. Daring me to enter the dressing room with her. It’s honestly something I’ve really enjoyed doing with many ladies. I texted Marie, and she messaged Olivia, who then agreed.

A few days later, we’re at a boutique, the girls trying on different dresses. I mostly wandered around, but I made sure to make the newest picture on my phone is a dick pic. I gave my opinions as to which looked best, but I also took pictures of Marie who knew my plan. After they tried on all they were planning on, they started to discuss which dresses they wanted to buy. Marie pretended she needed Olivia to look over her options, so took my phone and started to scroll through the pictures I took prior.

So Marie and Olivia are standing next to each other, talking about each dress as they scroll from picture to picture. Then, instead of stopping at the first pic I took of Marie, she swipes the screen one more time. I pretended that I wasn’t focusing my eyes on them, but I could clearly see they came upon the dick pic. I took it especially for this occasion. In the picture, I have two cans of Coke Zero, one stacked on the other. To the left is my hard cock,. The comparison shows my cock being around one inch shorter than both cans put together, and about an inch smaller in girth. Marie, already expecting this, knew to not swipe away, nor say anything. Instead to just stay silent as I’m paying attention to Olivia’s reaction. To my surprise, and with glee, Olivia didn’t look or walk away. She didn’t make Marie move the phone away or anything. Instead her mouth opened a bit, as if she wanted to say something but couldn’t. Her eyes were wide, scanning the picture in detail. The seconds felt like minutes. Then, another customer started walking to the dressing area, and Marie put the phone away after giggling. Olivia stood frozen, except for her face blushing.

They left together, and at the end of the night Marie informed me that Olivia asked if that pic was what she referred to all those times about myself. She confirmed it was my cock, but that the two of them didn’t speak about the picture again. Days later, and the charity event arrived. A bit of a formal affair, I showed up in a suit and tie, weary to not get hard at the thought of Olivia and embarrass myself as it’ll be obviously noticeable.

It was decently late, and the party/event ended. Marie and I, along with some others helped clean up and make the store presentable for the next day. It seemed like that would be the end of things, but as everyone was leaving, I got a text. It was from Olivia asking me to walk her to her car. Marie, I think sensed things as I started walking the same direction as Olivia after saying our goodbyes. It would be a short walk, as she parked in a parking garage not far away. It was extremely cold back then, and she didn’t have a coat on, exposing her shoulders and legs to the really frigid air. I offered her my coat, but she declined. Instead, she said she forgot hers back at her store and asked if it would be okay to retrieve it. “Of course.” I replied with a smile. So we walked back to her store, and she led me to her office. Now, I was hoping, always have been, of getting together with Olivia, but even at that point was not expecting anything.

Olivia grabbed a coat that was in her office and turned toward me at the doorway. Instead of leaving though, she started to look around, like lost in thought. Then slowly, she put her coat down on a chair and stood still. “Could you close the door?” I had no idea what was going on, but did as she asked. She was nervous as she continued to speak. Her voice nearly breaking up. “I saw the picture. You know, with the pop cans.” I held back from just smiling like crazy as my cock felt a stir of life. “I’m sorry, Marie and I were looking at the pics of dresses you took and.” I stopped her and replied. “It’s okay, I’m not embarrassed by it.” I could tell she was really having trouble speaking. “Well, do you think I could see it. I’d just like to see once.”

This is a line I’ve actually heard multiple times in my life. So it was my best performance to just casually agree and not act how excited I was. “You can’t tell Dan or Marie or anyone.” I assured her that I’ll keep this secret to my grave. I started to undress, until my suit pants were a pool on the ground. Now in nothing but boxers, the growing bulge was more than evident. I looked over at Olivia who just stared. Pausing for a moment, I wanted to see if she would do the honors of the unveiling, but she didn’t move. So I hooked the sides of the fabric and slid them down until gravity did the rest. My cock flung out, displaying itself proudly and right toward Olivia. “Wow.” She simply stated. I could see her expression changing, the lust glazing over. “Okay.” She said in a laughing matter. “I’m glad I got to see it, but we should probably go now.”

I remained still, not leaning to grab my clothes on the floor. Instead I looked at her and grinned as I spoke. “Give it a touch. Otherwise, I’m sure you’ll never get it out of your mind. Just like that picture probably did right?” Olivia was in conflict, her loyalty, morality, her vows, against sheer growing desire. “Okay, real quick. No one is to know.” Desire won out. Her hand shakily reached out and tapped the tip of my cock with her finger. Fingers turned into a grip that she couldn’t get around the girth. A grip turned into a stroke, and soon Olivia was playing with my cock, exploring it while she chatted about the size. She leaned in, getting a close eye view as she continued to pump my shaft with her hand. “Promise me on your life.” Was all she demanded to which I replied. “I promise, no one will ever know.”

Olivia wanted the challenge, she wanted to see it was possible. On her own she got on her knees and extended her mouth wide open. She took in the head of my cock but really struggled to get much beyond it. She strained and gagged, but it was clear she was nowhere used to my size. “I’m sorry, I don’t think I can do a good job at this.” It was cute, the way she felt defeated. But I was lost in arousal. I stood her up and turned her around, my fingers finding the zipper on her dress. She didn’t object as the dress was pulled off. She had worn lacy black lingerie, and while I would have wanted to savor the image, I needed more. I started to remove the rest of my clothes as she hesitantly and slowly took off her bra. Her hand attempted to cover he magnificent breasts, but I didn’t care. I hopped her up on the desk and grabbed her thong hard. She lifted herself up, here hands gripping the corners of the desk and exposing her breasts to my gazing eyes. I pulled her thong off, over here ass and off her feet before tossing it onto the floor.

She leaned back against the wooden desk, closing her eyes as she expressed a shy demeanor. I would find out later that I’m only the second man to have seen her naked pussy. I pushed her further up the desk until her ass was at the edge, while random items banged as they were shoved and fell off the floor. She spread her legs wide, bending them as she kicked off her heels and placed her feet on the corners. She was ready, but I wasn’t. She was surprised when I knelt down and kissed her leg. A small gasp escaping between her lips. Looking up, she had her eyes closed still, her hands clenched hard against the edges of the desk. I started to kiss further up her leg, feeling the radiating heat increase along the way. From the crevice in her legs, and finally over to her lower lips. She continued to emit small gasps of pleasure, until she let out a moan as I plunged my tongue and licked up her labia. I soon felt her hands at the back of my head, trying to pull me in.

I was slow at first, gently settling on her clit, licking it from side to side. Eventually, I found out that just flattening my tongue against her clit that I’ve exposed by spreading her with two fingers, is the key pattern to getting her off. Her lower body quaked as her hands left my head. Instead, they were at her forehead, as if bracing her for her upcoming explosion. And explode she did, as she nearly screamed in ecstasy. Whatever guilt or reluctance she had was gone. Whatever thoughts or emotions that were holding her back were no longer with her. She writhed her body on the desk, even after I let off and stood up. I stared at her for a moment, wanting to burn this image of her naked body in my mind.

She finally opened her eyes again when she felt my hands touch her legs. They ran along her silky skin and then back down to her ankles that I grabbed. If it hadn’t been literal years of pent up desires, I would have spent far more time caressing this body of hers. But in the moment, I needed something else. I bent her legs, placing her feet on my chest, enough to give me the angle I desired as I lined up my cock to her eager pussy. I used her flowing wetness to coat the head of my cock as I gripped it hard in my hand. I didn’t intend to tease, but I knew I would need plenty of lube. I ran the head of my cock up and down, pushing against her and she squirmed her body. “Please.” Olivia pleaded. I was more than ready to oblige as I pushed against her entrance when her hand touched my arm. “Can you use a condom?”

I didn’t even respond. I just broke off contact, racing to my wallet and pulling out a golden wrapper. I quickly put it on, feeling that vice like suffocating grip they give. Once again, I rubbed my cock against Olivia, but decided to add some spit as the lust was becoming too great. As I’ve done many times before, I began the long process of actually getting my cock into someone. Olivia bit her lip, her hands trying to help as she angled her lower body upward. Slowly and steady, I felt inch after inch make it’s way deeper. Clearly feeling some pain, I asked if she needed a break or wanted to stop but she demanded to keep going. No longer needing to grip my cock, I placed her feet above my shoulder as they rested on my arms while I finally started to knead and grope her perfect breasts.

I eventually had most of my length inside, sliding back and forth a few inches when Olivia told me to pull out. I was disappointment, really hoping she wanted a break at most. When my cock popped out, she started breathing really hard, her toes twitching as I felt her calves tense and relax. “It’s a lot of pressure and pain, but it feels so good.” I stood quiet, not sure how to respond when she continued. “I don’t think we can have more of this.” My heart sunk as soon as she said the words as my mind started to scream unpleasantly that this was over. Instead, Olivia’s hands moved along my body and to my cock. She griped the base of my shaft, tightening her fingers and pulled back toward herself. Her fingers hit the condom, but kept going. I was now watching as Olivia pulled the condom off. “I want it all, try it now.”

I was speechless, just instinctively doing as she stated. I was so blown away that I wanted to just tell her that I loved her, lol. I resumed pushing my cock back inside, working it slowly until finally we hit our goal. I had all nine inches inside of Olivia stretching her beyond what she ever felt possible. We rested as I held myself inside for roughly a minute. When she was ready to continue, I started to slide back out, and then in. Our rhythm started slow, but Olivia was shaking her head from side to side, clenching her fists, moaning loudly in this office that her husband bought for her. The rhythm increased, eventually until we were testing the limits of what her desk can handle. Her legs were wrapped around my body as I leaned upon her on the desk. My arms where underneath her, lifting her up a bit and embracing tightly. Our tongues danced wildly with each others until her orgasm approached. Olivia was no longer the calm and collected girl that I knew, or even her friend Marie knew. She had become a banshee, moaning and screaming uncontrollably. I rocked her through a hard orgasm, and eventually found my own as I felt myself flood her pussy.

When we were finished, she once again made me promise not to let anyone know, not even Marie. I’ve stuck to that promise, even though Marie for sure figured it out easily. I walked Olivia to her car, and we parted ways. Two days later, she invited me for drinks at her home. We fucked on her couch and in her bed. I called off work the next day and we continued fucking until she tapped out saying she needed time to rest since she was so sore. We’ve been continuing our affair ever since. It helps that her husband travels a lot, or her business provides ample opportunities. Marie has brought up the idea of a threesome, but until Olivia confides in her, I’ll still say that we’re nothing more than friends. I’m not sure if I’ll ever want to commit as I just enjoy breaking in new women. But there may come a time where I decide that I’m going to take Olivia away from her husband to be exclusive.

Source: reddit.com/r/gonewildstories/comments/ce25i1/my_accidental_dick_pic_landed_me_the_trophy_wife