Author's note: I am trying my hand at erotic writing. If you do not like nsfw content, then you may wish to skip this one. Also, I posted the first quarter of this story before it was done. This is the complete version. Let me know if you like it!
SHARED GUILTY PLEASURE
“You’re sure you want to do this?” my wife, Sofía, asked from the hotel bathroom.
I didn’t answer right away. While it wasn’t too late to change my mind, it felt that way.
“I think so,” I finally replied, lacking conviction but still committed.
We had made our way down to San Antonio from Austin. A short drive, but it felt miles away from the normality of life. The reason for this trip was the result of a conversation three months earlier.
It was early spring, and during some nighttime bedroom talk, Sofía and I discussed our sex life. Our relationship in all areas was great, except with intimacy. Life with a toddler had shifted our priorities.
That night we talked about sex, but more than just sex, we talked about fantasies. Sofía has always been a bit vanilla and shy on the topic, so it was new territory. I shared with her something I had been imagining in my mind for years: her giving an assjob to someone while I watched.
I don’t know why I was so fixated on it. Maybe it was the way I saw an older man take a video of her ass at the beach in Hawaii when she was in a thong bikini I bought her. She was a little annoyed about how small it was, but wore it for me nonetheless. The way he was fixated on it, and with no shame. Sofía didn’t notice until I showed her a picture I took of it happening. We laughed and moved on. Or at least she did. I revisited that picture often.
The way her ass stood out on her slender frame, holding its shape from all her Pilates, yet maintaining a mesmerizing jiggle with each step she took in the sand. The fabric of the bikini disappeared at the top of her ass cheeks, revealing to anyone who looked the entire show, leaving nothing to the imagination.
To my surprise, rather than dismiss my fantasy instantly, Sofía asked me questions.
“And how would you imagine this happens?” she implored. Not judging, but just curious to know how deeply I had thought about it.
There were a hundred different scenarios I had created in my mind, some of which I outlined, but ultimately I told her that the most realistic way would be to just find someone online, speak with them a bit to build trust, and then ask them. I figured another couple would give some peace to Sofía, knowing another woman was in the room watching as well.
“I don’t like that idea,” she said after listening to my realistic scenario. She continued, “I don’t trust complete strangers like that.”
“Maybe we’ll find someone you know then,” I replied, jokingly, ready to just let the topic fizzle.
“I’d be more okay with that,” Sofía replied.
I was stunned. I rolled over and turned off the light. I couldn’t sleep. My mind was racing, and I was turned on more than I had been in years.
The next few days, I wracked my brain thinking of someone who Sofía knew, but didn’t know too well.
Then it hit me.
At her old work, there was a coworker of hers who had a huge crush on her. Yuto Mai. He was a little socially awkward with women, shy, but nice. The classic example of a guy who has a major crush on someone at work, but has zero chance. He would message Sofía on Instagram now and again, complimenting her on her beauty. That is, up until I came into the picture. He had a hard time with that. And even though Sofía had left that job a few years prior, you could tell that he was still holding out hope.
That evening, I brought up our conversation and pitched the idea of Yuto.
“What about someone you knew who had a crush on you, like Yuto?” I suggested, waiting for her response.
“Eww, Yuto?” she replied. “He’s not my type at all.”
This took me by surprise. I didn’t realize that Sofía imagined this scenario with someone who she considered her “type”.
“Well, who is your type then?” I inquired.
“Not Yuto. That would be weird. You should have said Mike,” she answered.
“Who’s Mike?” I had genuinely not heard of his name before. Sofía’s face turned a light shade of pink as she explained to me that Mike was one of the senior managers she worked with. I learned that he was divorced and maybe 15 years older than Sofía. Apparently he would flirt with her a little at the office, but not in a gross kind of way. He was “smooth” (her words).
Their work relationship was starting to get quite flirty, until one Saturday night, he texted her to see if she wanted to meet up with him and some other work friends. His divorce wasn’t finalized, and it made Sofía feel a little weird, so she backed off. Not long after, she left the company for a new job.
I listened to her story about this guy that she crushed on.
“I suppose it would have been fun to have a secret fling at work,” she said with a small smile.
“What if, hypothetically, he was single? Would you let him get off to your ass?”
Sofía paused. Took a deep breath and exhaled slowly with a small nervous chuckle.
“Yeah.”
I felt my dick begin to swell. Emboldened by her openness, I pressed on further, "Do you have his number still?"
"Yes, I think so," she replied.
There was a small silence as I figured out how to say the hard part out loud. Sofía could sense it, as she too was getting a little nervous. Throwing caution to the wind, I made my proposal.
"If this is something you are comfortable with, then I say we send him a message. The worst-case scenario is he doesn't answer or says he is with someone," I said, looking at Sofía's face for her immediate reaction.
"If you're positive you'd be okay with another man touching me, and that's what you want, then I guess I'm willing to make it happen," she replied.
The ball was in my court.
"Okay, hand me your phone, I'll send him a text," I said, reaching out.
"Right now?"
"Yeah, why not? It's not like it is something that would happen immediately anyway. I'm curious to know if he remembers you," I replied.
Sofía searched her contacts and pulled up a text message to Mike and handed me her phone. I began crafting the text while she looked over my shoulder:
"Hi Mike, this is Sofía. I don't know if you remember me, but we worked together in the past. So, I'm married now, and my husband and I were doing what couples do, exploring fantasies. Assuming you're not in a relationship, we wanted to run something by you. I know this is random, so you can ignore this message as well, no hard feelings."
Sofía read the message under her breath and then shrugged at me with a smile.
"Okay, here goes," I said, getting ready to press send.
"Oh my God, this is crazy," Sofía replied instinctively.
"Sent!"
My heart was racing. It's possible he wouldn't even reply, but just writing out the text and sending it had me rock hard.
"Look," I said, while removing the sheet so Sofía could see my fullness.
"Well now, someone is excited," she replied, laughing a little.
That's when we heard it. The familiar sound of a text being received. Sofía and I exchanged a quick glance and she opened up her phone.
"Hey Sofía, of course I remember you! Congratulations on the marriage. And no, I'm not seeing anyone. What was it that you had in mind?"
Straight to the point.
Sofía handed me the phone.
"Tell him," she said, almost daring me.
I began to type.
"Well, my husband has a fantasy, and I told him I'm willing to help it come true, but only with the right person. He'd like to see someone get off to me. Not sex, but pleasure themselves to my body."
Sofía interrupted me.
"That's not really what we talked about. Why did you say that?"
She was right. I didn't say anything about someone else "pleasuring themselves" but was very specific about her giving someone an assjob. I was chickening out, but she caught it. I took a deep breath and held it for a second, then let it out slowly in an attempt to ease my tension before I rewrote the last sentence.
"Not sex, but an assjob. Like, using my ass to get off."
I pressed send quickly before I lost my nerve.
"Holy crap," she said, as we both sat in bed looking at the phone for a response.
The response was almost instant. Short and to the point:
"Yes. When?"
I sent a message saying that we'd get back to him and handed Sofía her phone back. We each had a look of disbelief on our face, but at the same time, excitement. Something that has been missing from our sex life the past few years.
"Okay, I think I'm ready," Sofía said as she emerged from the bathroom of the hotel.
Sitting on the edge of the bed, I snapped back into the reality of the moment. Sofía was stunning in an understated way. She had put on a little makeup, but just enough to accent her beautiful eyes and lashes. She normally has straight hair but used the curling iron to make it a little wavy, like she does when we go to a wedding or important event.
Her outfit was perfect for the occasion. She wore a black crop top from Lululemon that stopped just below her bellybutton. It had a nice flow to it. And for her bottoms, she wore her tightest red yoga pants. The ones that I always asked her to wear, but she never did because they were uncomfortable because of how they wedged into her ass, leaving each ass cheek accentuated. I felt myself getting hard at just the sight of her.
"What time is it?" She asked. I picked up my phone to take a look.
"7:58PM" I replied. He should be here any time now.
My heart was pounding in my chest. We were really doing this. The simple fantasy I shared just a few months prior was now a living and breathing reality.
"How do you feel?" I asked Sofía, curious to know where her mind was.
"Good but nervous," she replied, sitting in the hotel room chair now.
"Are you... I don't know... Excited at all?" I probed, wanting to know more about her anticipation, if any.
"I think so, yeah," she replied. "It's definitely going to be something new."
She wasn't kidding. I wasn't even sure if this was what I wanted now that the moment had arrived. Sofía's ass was about to get off another man. Someone she had a history with. A small history, but a history nonetheless. But through all of it, I couldn't deny that I was also turned on. My dick continued to thicken as I looked at my wife's ass hugged by those yoga pants.
I was snapped back into the moment when we heard a small knock on the door. Sofía and I exchanged a quick glance. She walked over to the bed as I stood up and walked to the door. My heart in my throat, the pounding in my ears. It was time.
I slowly opened the door and saw Mike. He was around 6 ft tall and slender, I'd guess about 180 lbs. He had the body of a tennis player. He wore black dress slacks and a white button-up shirt with a black belt and black dress shoes. Almost like he came straight from the office. He was handsome, with short stubble, mostly gray hair but still some "pepper", and dark brown eyebrows.
"Hi, I'm Mike," he said with a warm smile as he outstretched his hand.
"James," I replied, "come on in."
As he walked in, Sofía walked towards the door.
"Oh my gosh, Mike, it has been so long," she said as she walked over and gave him a hug. As she let go, Mike kept his hands on Sofía's waist.
"You still look incredible," he said. "You know that I had a crush on you back in the day."
This caught Sofía off guard. She began to blush.
"I had a feeling," she replied, pushing back her long, dark, wavy hair.
"I'm glad you reached out and thought of me," Mike added, walking into the room now and setting his keys and wallet onto the dresser. Sofía followed him as I stood closer to the bathroom, leaning up against the wall with one hand nervously in my pocket.
This guy was indeed smooth. A little aged now, but not in a bad way. He was probably 50 years old and carried himself with the confidence of a man who had it together. Someone who didn't get rattled easily and who has seen it all.
Mike turned towards me, then looked at Sofía.
"I think it's an understatement to say I'm, well, looking forward to this," he said, with a sly smile on his face.
Mike walked back towards Sofía and put an arm around her waist, then bent down and kissed the top of her head.
"You smell incredible, too," he added.
Sofía smiled and glanced over at me, as if to look for guidance.
I cleared my throat. I knew that I would need to take an active role so that Sofía felt safe in the process. She had made it clear to me that I needed to be clear on what was okay and what was not so that I wouldn't get upset with her.
"Mike, how about you sit down on the end of the bed," I suggested. He slipped off his shoes and took a spot on the end of the bed with Sofía right in front of him in her crop top and tight red pants.
"Sofía," I said, my throat tightening. "I'm sure Mike has looked at your ass before." I looked at Mike, who seemed to pick up on the cue perfectly.
"Many times," he added, smiling back at Sofía. She turned a light shade of pink again and smiled back.
"Care to let me see it again?" Mike added.
I felt a twitch in my pants as my heart skipped a beat. Sofía gave a little naughty smile and turned around slowly. Mike sat on the bed with his hands by his sides, staring at Sofía's ass, hugged tightly by her red yoga pants.
"You make those pants look amazing," he said as he reached out his hand before hesitating. Sofía was looking back at him over her shoulder, smiling.
"May I?" He asked before moving forward.
Sofía didn't answer. She didn't even look at me. She simply reached back, grabbed his hand, and gently led it to her right ass cheek. Instinctively, Mike squeezed as soon as his hand landed.
"Fuck," he said, almost silently. He moved his hand over her ass crack to the other side and squeezed gently, Sofía's ass springing back into place as soon as he let go.
Mike sat more upright and used his hand to turn Sofía around so she was facing him. Putting both hands on her waist, he picked her up and put her down on his lap. Without hesitation, Sofía straddled him, her knees on the bed on either side of his legs, pressing the warmth between her legs down onto him.
She hesitated a moment to look over at me. I nodded approval as I watched from the side.
Sofía began to gyrate slightly on Mike's lap as he gripped her ass with both hands. As she did, she began to unbutton his dress shirt one button at a time, slowly. I could see on her face that she was enjoying herself now living out this fantasy with her former boss.
Mike moved Sofía's hips around on top of him with a firm grip on her ass cheeks, grinding his thickness into her. I noticed Sofía audibly gasp when Mike instinctively thrust while pulling her down. His shirt was now open, and he stopped a moment to take it off completely, his eyes fixated on Sofía.
As he did this, Sofía stepped off him. She turned around and stuck out her ass ever so slightly towards him. Mike reached out with both hands, slipped his fingers under the top of her yoga pants, and slowly began to peel them down. To my surprise, Sofía wasn't wearing any underwear! She always does. In fact, I had zero memory of her not wearing any. But here she was with her ex boss, panty-less.
Mike slid off the bed onto his knees behind Sofía and began softly kissing the crack of her ass. He started at the top, and with each kiss he moved down a little more. As he did this, he took off his belt and unbuttoned his pants. He reached in and pulled out his cock. He was rock hard already as he began to stroke himself. All the while, continuing his soft kissing along her crack.
Sofía was smiling from ear to ear. She was enjoying this attention as she looked over at me. Mike wasn't the only one with his hand on himself. The second her pants were pulled over her ass, I too had started my own self-pleasure at the sight. Never had I ever seen Sofía be so adventurous. Never had I ever been so turned on.
Sofía looked down over her shoulder and saw Mike's hand slowly pumping his thickness. She stared at him as he now ran his tongue slowly up and down Sofía's ass crack. In the soft glow of the hotel lamp, I could see a glistening trail of saliva from Mike's tongue.
Mike stopped, grabbed both of Sofía's ass cheeks, and gave them another gentle squeeze. He was attentive, methodical in his movements, and didn't rush. He then slowly pulled Sofía's pants down to her ankles. With his help, she stepped out of them, while keeping on her thick socks. She hates cold feet. That made me chuckle.
As she stood there, no pants on, no panties, and her crop top, Mike stood up slowly while simultaneously pulling down his pants and underwear. His cock sprung out of his pants, practically pointing due north he was so hard. Sofía kept her eyes on his shaft, enjoying the way she had made her ex-boss's dick stand at full attention to her.
Mike grabbed Sofía's hand and led her to the bed.
"Lay down here, darling," he said, his cock brushing against her as she walked by. Sofía kept her eyes on it, the way it was standing almost straight up, eager for release. She then crawled a little onto the bed and slowly lowered herself onto her stomach with her ankles crossed and head lying on her arms.
"Here you go," Mike said, grabbing the pillows from the head of the bed and using them to prop her hips. Sofía lay in front of him, ass up on full display for him.
"Just her ass crack," I interjected, reminding Mike that there were boundaries. He looked over at me and nodded, signaling he would honor the agreement. He then positioned himself behind Sofía, almost lying down on her but propping himself up with each arm and gently placing his dick over her ass. He then slowly slid up and down, the length of his dick gliding over his saliva from earlier.
Mike started slow, and as he did, he pushed himself more into Sofía's ass crack so that he could feel her heat from the base of his shaft. He held himself up with his right arm and firmly grabbed Sofía's left ass cheek with his left hand while he humped her ass with a slow rhythm.
My pants were also on the floor now as I stood against the wall with just a t-shirt on. I stroked myself with the same cadence. As I did, Sofía turned her head towards me and watched. I felt a rush go through my legs, the sight of my wife's ass being gently used by Mike for his pleasure while she watched me pleasure myself. I could see it in her eyes: she felt powerful.
Mike's pace began to quicken as he used her ass to get closer to the edge. The ass he had seen at work all those years ago and had fantasized about ever since. It was his for one night, and while there were unspoken rules, he was embracing every sensual movement. The heat of Sofía against him, the way her ass squished under his weight, and how her ass couldn't quite envelop his shaft as he slid back and forth across it.
Sofía then shifted her weight. Mike stopped to make room for her to move more. She got up onto her knees and pushed slightly so he rolled onto his side and then back.
"Holy shit, baby," I said, stroking a little quicker now.
Sofía then turned around to face Mike's feet and straddled him reverse-cowgirl, scooting back on Mike's thighs so that he could position his dick against her, deep into her ass crack now. Mike grabbed her hips and started to lift her up and down. With each down thrust, he would push up with his hips, fucking her ass crack.
"mmm fuck Sofía, your ass..." Mike said between increasingly broken breaths. He was moving her up and down a little faster now.
"mmm, you like it?" Sofía said, her breath hitching a little as she too felt the stimulation in what felt like her entire pelvis.
"Yes, God yes," Mike answered, eyes fixed on his dick sliding between her cheeks.
The entire moment was so electric, unlike anything Sofía and I had ever experienced together. I was getting close to finishing and needed a closer look, so I walked over to the bed and slid onto it, lying next to Mike. I could see exactly what he was seeing. With Mike's hands on Sofía's hips, I reached out my left hand and squeezed her ass, pushing it against Mike while simultaneously jerking off with my free hand.
"Fuck, I'm getting close," I said, as I felt the ecstasy building up from my legs.
"Me too," Mike echoed, still watching his dick disappear between Sofía's slippery ass cheeks.
Sofía let out a long moan and looked back at each of us worshipping her ass. It must have been her look, because at that moment I felt the rush shoot through me as I came hard, making a mess on my stomach. Just a few moments later, Mike began to moan. He was moving Sofía's ass up and down quickly. His balls tighten.
"Oh Fuck yessss," he moaned as he was getting close. Sofía reached back and placed her hand over his dick, pressing it firmly into her ass crack as he pumped. That did it. Mike couldn't hold it back any longer. With each thrust up Sofía's ass, he spewed white ropes up onto her lower back and the top of her cheeks.
After 20 seconds or so, his pace slowed, but only after getting every last bit out with an occasional thrust. Finally, he let go of Sofía's hips and lay his head back. Mike was sweating, breathing heavily, and almost laughing to himself.
"That was incredible," he said with his hands over his face, wiping away the sweat.
Sofía climbed off him to go grab a towel to clean off. Mike and I lay on our backs, hearts still pumping hard but slowing down. We exchanged a glance and chuckled.
"Glad I could help with your fantasy," Mike said with a little chuckle.
All I could do was laugh back. It was a night I would certainly always remember. The wildest moment of our relationship. I loved seeing Sofía in that way and how her body was so appreciated by Mike.
Sofía came back from the restroom, but to my surprise, she was naked. She jumped onto the bed between Mike and me, laughing, and held up her phone.
"Say cheese!" she said as she took a selfie of us three. A memory of the time she got two men off in one night. The night of their shared guilty pleasure.
