Katie's Choice

I'd always had a small crush on my wife's youngest sister, Katie. There was a ten year difference in our ages, but thanks to a variety of reasons, I always got along better with her than my wife's other siblings or even her parents. Katie always said I was more of a brother to her than her actual brother was. But, deep down, I always kinda hoped that she thought of me differently, cause I know I did about her.

I don't remember how or when it even happened, but Katie had started to confide a lot in me, mostly about her dissatisfaction with her husband and how he was in bed. She grew up Mormon, but after getting married in the Temple, then cheating on, and divorcing her first husband, she had fallen away from the church. After her divorce, she had slept around a lot, always making me jealous that it wasn't with me, before settling down with her current husband.

After a few months of it, I knew most of her sexual wants and desires and her complaints with her husband. So, it was no surprise to me when I received a text from her one morning that read, "It happened again. Five minutes, start to finish. No foreplay. Just him using me to get himself off. Ugh."

Before I could respond, she sent me a second text and this one did throw me off guard. "I want to have a threesome. I'm so frustrated that I want to find two guys that I know will take care of me and just let them have their way with me."

I jokingly told her that she better include me in that, but I wasn't sure how much I was joking. And a few days later, I found out that Katie wasn't joking either.

"So, how serious were you about being in a threesome with me? I don't want you to do anything you don't want to, but I've been thinking about it a lot and would like somebody there that I trust."

I had to think carefully about my response. Of course, I did want to be involved. I'd had many fantasies about sleeping with her and often got turned on during our conversations about her sex life. But, still, how would or could this change things between us?

"I'm still not sure about the details but still, I think if you want to be involved, I want to do it," she sent me a few seconds later.

"I mean, I would be just fine if it was just me and you. I'll gladly show you a good time," I finally texted back a few minutes later.

"I know you would. And I've definitely thought about it. But, I feel like that would change too much between us. If we involve a third, we can still have some fun, but I don't think it would lead to any lasting feelings. It'll just be us having fun," she replied and I felt a jolt in my shorts when she said she had definitely thought about sleeping with me.

"Just us having fun, naked and horny," I replied.

"Yes. So, are you in? I'll figure everything out, as long as you say yes," she said and I told her that I was in.

.......

Once Dean said yes to joining me for a threesome, I was determined to make it happen. Since my sister started to date him, I had always found myself attracted to him. And I caught him checking me out so many times over the years, I knew he wanted me.

His name was the first to pop into my head when I started to feel sexually frustrated with my husband. I couldn't believe how easy it was to talk to him about it and how readily he accepted it. I figured it must have been a turn on for him, although he never admitted it. Until I mentioned a threesome and asked him to participate.

But how do I find a third?

I did have a girlfriend that I knew would say yes. She knew who Dean was and had told me how hot she found him. Me and her had done some girl-on-girl action after my divorce, so it wouldn't be anything new for us. But, I wanted a second dick. I needed it.

I thought about firing up my old dating profiles, the ones I had used after my divorce to find some guys to hook up with. But, I ultimately decided that was too big of a risk. This had to be more discreet.

On a whim one night, another night of no satisfaction for myself, I Googled it. I felt a bit weird asking Google, "How to find a third for a threesome?" but wasn't surprised to find a bunch of different results. The most promising was a sub on Reddit and I quickly joined it.

I started to browse the sub every day, mostly at night. I wasn't too sure what I was looking for, since most of the posts were of couples looking for a third. Some posts were people talking about their experiences and reading them turned me on and caused me to want a threesome even more.

It took a few weeks, but a post finally caught my eye. It was a guy, looking for a threesome, and said he didn't care if it was a male/female or two females. His location was close enough to make getting together easy but not close enough that we might know some of the same people.

I watched his post for a few days and when I saw nobody else respond to it, I sent him a message, introducing myself and explaining what I was looking for.

He sent me a message back and introduced himself as Scott. He was fifty years old, a member of the Mormon church who didn't really believe, and was living a near-sexless life. He wasn't sure what made him post on the threesome sub, but was happy to get a message from me.

Dean asked me a few times if I'd had any luck finding a third and offered a few more times to just have it be me and him. I didn't tell him about Scott, as me and him messaged on Reddit, getting to know each other.

As we got more comfortable with each other, Scott sent a picture of himself and I had to laugh at how similar him and Dean were to each other. Both were about the same height, had Dadbods, and a full beard. Scott's beard had some gray in it, while Dean's didn't. And Dean's were a little more unkempt while Scott's was nice and trimmed.

After telling him that he was handsome, Scott asked for a picture of myself.

I looked over at my husband, sleeping peacefully. I'd been in this situation before. Husband sleeping, another man asking for a picture of me. The first time, it was me looking for somebody to pay attention to me the way I desired. This time, it was for my own satisfaction. Was there a difference?

I slowly got out of bed and went into the bathroom, shutting the door behind me. I looked at myself in the mirror. I had struggled with body image issues my entire life. I knew I wasn't the prettiest girl, but did love my bright hazel eyes. I was often told they were my best feature. I wasn't wearing any makeup and hoped that Scott would be OK with that. I did have one...well, two, features that could draw his attention away from my face.

I had just a tank top on, no bra, and I tugged the tank top down, revealing my cleavage. For most of my life, I had been pretty flat chested. But, as I gained weight over the last few years, my breasts ballooned, going from a B cup to a D and, surprisingly enough, actually making me happy to gain weight.

I ran my hand through my dark hair, letting it fall naturally, and not like I'd just gotten out of bed. I shifted my weight, turning slightly in the mirror. One hip out, bent over just enough to let the tank top fall open a little, I lifted my phone, angled it just how I wanted it and snapped the picture. I sent it to Scott before I had any second thoughts and waited for his response.

It only took a few seconds before he fired off a number of messages.

"Fuck, you're so hot."

"Oh my God."

"Your eyes are AMAZING!"

"You really are beautiful."

I blushed as I read his messages and thanked him. I sat down on the toilet lid and stood up to go back to bed. Just as I reached for the door, another message came through, and I looked at it.

"I hope you don't mind, but I'll be looking at that picture a lot. Say no if you're not comfortable with it, but is there any chance I could get another picture of you? Maybe something a little sexier?"

I reread it a few times, wondering how I felt about it. I decided that I wanted to do it. It felt good. Before I could overthink it, I pulled off my tank top, leaving my breasts exposed. I quickly covered them with one arm, not wanting to show him my nipples, yet, and took another picture. I sent it to him, then went back to bed. By the time I reached the bed, he had again blown up my phone, and I could feel myself getting turned on as I read them.

........

I was actually surprised to find out that I got along pretty well with Scott, the guy that Katie had found to have a threesome with us. After two weeks of them talking, she sent me his Reddit information so that I could get to know him, and see if I felt comfortable enough to proceed.

We quickly found out that we were both insanely attracted to Katie, and spent most of our time talking about her, her features, and what she wanted. We also agreed that during the threesome, our attention would be solely on her, and neither one of us had any interest in the other.

I left it up to them to plan when and where the threesome took place. I was a little worried about how I was going to get away from my wife for a night, but Katie said she would take care of that too and I believed her.

A week later, she texted me a time and an address to a local hotel, and told me to be there. Plus, gave me the backstory of how she'd be getting me free for the night.

When the day came for our threesome, Katie showed up at my house, to pick me up. Her premise to get me out of the house was a concert that her husband didn't want to go to. It worked, as I kissed my wife goodbye and went to join Katie in her car.

"Are you excited?" she asked me as she backed the car out of the driveway and headed towards the hotel.

"Oh yeah. Between thinking about it and messaging Scott all day, I'm excited," I told her. "Are you?"

"I've been wet most of the day, to be honest," she confessed.

It was a short drive to the hotel, where Scott had paid for a reservation for us, and Katie had checked in earlier, getting the keycard to the room, so that me and her could just walk right in and go to the room. The room had two queen beds in it, and we walked around it for a second once we walked in.

"You feeling OK?" Katie asked, seeing me looking around.

"Yeah," I said after taking a deep breath. "Just can't believe this is really happening. It's real, isn't it?"

Katie nodded her head and said, "I think we have about ten minutes before Scott arrives so if one of us wants to back out, now is the time."

I nodded this time then said, "Actually, there is something else I would rather do." Katie asked what it was as I closed the distance between us. "Kiss you before he arrives. If that's OK."

Katie and I stared into each other's eyes, hers bright and hazel, mine bright and blue. She slowly nodded and said, "I think I would like that."

We finished closing the distance between us and leaned forward until our lips brushed together, our heads tilted to the side. I was surprised at how natural and easy the kiss felt. Like years of tension had been building it up. The kiss continued, our small pauses between them growing smaller and smaller, until it was just one, long continuous kiss.

As we kissed, I brought my hands up and placed them on her hips. She wrapped one arm loosely around my neck, while she placed her other hand on my cheek, holding me close to her. When we pulled away from each other a few moments later, Katie sat down on the bed.

"Wow," she said, staring straight ahead.

"No kidding," I said.

I don't know how long we sat and stood there after the kiss. It was probably just seconds, but felt like forever. Long enough for me to think about what we did. Long enough for me to realize I didn't want to stop. I also realized that Katie was touching me, her hand on my upper thigh. I turned to face her, looking down at her. I looked at her body, then up at her eyes, and saw the slightest ever nod.

My hand was already reaching for her as I sat down next to her on the bed. I placed it on her side, my fingers slowly gripping the bottom of the sleeveless tank top she was wearing. It was brown and tight against her, really showing off the shape of her breasts.

She closed her eyes as I slipped my hand under her tank top, and moved it up, feeling her soft skin. Katie sucked in a deep breath as I touched her, and exhaled as I felt the bottom edge of her bra. I watched her face for any reaction as I moved my hand under her bra, my fingers feeling her breast for the first time, and continued to move up until I was fully cupping her breast.

I looked down and saw my arm was pushing her shirt up, giving me a view of her stomach. Katie's breathing, a soft moan escaping her lips as I instinctively squeezed her breast, brought my attention back to her face, as I leaned forward and kissed her again. As we kissed, more confidently this time, her hand reached out and grabbed my shirt, and I wrapped my free arm around her body, as we held each other tightly.

.......

All I could feel was Dean's lips against mine and his hand squeezing my breasts. I didn't want to feel anything else or be anywhere else. It felt so good. A touch I hadn't felt in a long time.

Unfortunately, it was interrupted too soon by a knock on the door and the door opening. Dean pulled his hand out of my tank top and we ended the kiss as Scott walked in. I looked over at him as he locked the door behind him and I gave him my best smile as I stood up.

One of the few things we had agreed on was that, to avoid any awkwardness when Scott arrived, is that I would immediately start to give him a blowjob. So, I walked up to him, softly said hi, then dropped to my knees on the hotel room floor, and started to undo his pants.

As I pulled his pants and boxers down, his already hard cock popped out, and I immediately stuck out my tongue to lick around his tip. I wrapped my hand around his base and started to jack him off as I wrapped my lips around his tip, sucking it into my mouth.

"Fuck, I wish I was greeted like this every time I walked into a room," Scott said, making Dean laugh on the bed behind us. "I'm a little surprised that you two weren't already in the middle of something when I walked in."

"If you had given it another five minutes, her shirt would have been off," Dean told him and I kinda wish Scott had been late.

I started to bob my head up and down his shaft, taking more and more of him in, until my nose was buried in his groin. I held myself still for a few moments, then released him from my mouth, stood up, and made everybody laugh when I said, "Hi, I'm Katie."

.......

As I watched Katie blow Scott, I grew hard as a rock in my pants. The way she so expertly took him in her mouth was so good. The girl knew what she was doing.

After she stood up and introduced herself, making us all laugh, I watched as they started to kiss, with Scott instantly moving his hands to her ass and grabbing it. I stood up from the bed, adjusted my cock in my pants, and walked over to them.

Katie saw me coming and reached out with her arms. Her hands grabbed the bottom of my shirt and started to pull up on it, getting it off, and tossing it to the ground. She turned away from Scott and started to kiss me, this time pushing her tongue against my lips until I parted them.

As we made out, I saw Scott moving his hands around Katie's body. He moved them up, cupped and squeezed her breasts, which caused Katie to moan into my mouth. I could just see out of the bottom of my eyes as Katie turned her body towards Scott, letting him squeeze her breasts over and over.

"Fuck," Scott softly said.

Katie giggled as she pulled away from me and said, "Didn't you say something about taking my shirt off?"

She turned to kiss Scott as I reached out for her shirt. I leaned forward and kissed her neck a few times as I pulled her shirt up. She briefly pulled away from Scott as I pulled her shirt over her head, leaving her in just a nude-colored bra. She went back to kissing him as I cupped and squeezed her breasts.

Katie soon turned back to kissing me moving her hands to my groin and quickly undoing my pants. She moaned into my mouth again as Scott squeezed her breasts and she slipped her hand inside my boxers, wrapping it around my cock. As she stroked me, she went back to kissing Scott. He let go of her breasts, moving his hands down to her pants, and starting to unbutton them.

Katie had her back partially turned to me and I moved my hands to her bra and started to pull the clasps apart. Scott ended the kiss as he started to pull down her pants and Katie turned to look at me as I pulled her bra off, my eyes glued to her breasts, waiting to see them for the first time.

Over the year, I had watched as Katie's breasts had grown, going from looking like she had tennis balls to a small grapefruit or a softball. With her still watching me, and Scott on the floor, kissing around her groin, I brought my hand up, and slowly cupped the underside of her left breast, giving it a squeeze, before moving my fingers to her nipple, and rubbing it with my fingers.

"Hmm...," Katie moaned.

I leaned down, sticking out my tongue, and flicking her right nipple with it, then wrapped my lips around her nipple, and sucked it into my mouth.

"God, I want your pussy," I heard Scott say and Katie told him to take it.

I took a step back and watched as Scott stood up, and moved Katie to one of the beds in the hotel room. I caught a glimpse of a nude-colored thong, framing her groin and ass, as she laid down on the bed, spreading her legs, and looking down to watch as Scott kneeled in between her legs, already kissing her inner thighs.

Katie was laying flat on her back, already moaning, as Scott started to rub her pussy through her thong, and said, "Fuck, baby, you're already so wet."

I stepped closer so I could watch as Scott pulled Katie's thong to the side, exposing her clean-shaven pussy, with plump, moist lips. Scott dove in, using his tongue and mouth to eat Katie out, his hands right next to her pussy, keeping her legs spread.

I finished pulling off my pants and boxers, tossing them on top of my discarded shirt, and slowly wrapped my hand around my cock, stroking it a few times as I watched Scott pleasing Katie. I couldn't quite see what he was doing, but from the sounds she was making, she was enjoying it.

When my cock was at its full length and thickness, I climbed onto the bed, kneeling next to Katie's head. She had her eyes closed and her mouth slightly open, and jumped a little when I slid my cock across her mouth. She opened her eyes and smiled before sticking out her tongue, licking my cock as I slid it back and forth.

I wrapped my hand around my shaft, and angled my cock down a bit, until my tip was sliding into her mouth. Katie closed her lips and started to suck on it as I moved my hips back and forth, watching my cock slide in and out of her mouth. At the same time, I reached forward, cupped her bare breasts and squeezed it, alternating between the two.

I looked down at her groin and watched as Scott sucked Katie's clit into his mouth and slid two fingers into her pussy, moving them in and out. She had her eyes closed again, moaning around my cock, and I watched as she moved her hands to the top of his head and pressed down, keeping him locked in place.

Katie's breathing started to get quicker and shallower as Scott pleased her and I could feel the change in it as I continued to squeeze her breasts. Her eyes rolled into the back of her head and she pushed up with her hips, as she moved her head, letting my cock slip out of her mouth, and moaned that she was coming.

As she climaxed, I pinched and rubbed both of her nipples, hoping to add to her pleasure, while I listened to her moans. Scott didn't stop what he was doing, sucking on her clit, and moving his fingers in and out of her, even as her juices spilled out and onto the bed.