Lesbian Fucks Two Conference Husbands

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Jan's unexpected night with two men.
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IPW, Part 1

The day I left for the conference, my partner walked me to the door, smiled and said, "Remember, baby, this time is your time. Yes, you're there to learn and network, but if you wanna have some fun? You have my full blessing and support, as long as you adhere to our three agreements," and then we counted them down, the way we always did when one or the other of us would leave for an overnight.

"Number one, be safe," I said, and gave her a kiss on the cheek.

"Number two, have fun," I said, giving her a kiss back on her cheek.

"And number three," we said together, "Feel free to bring me in if you want, otherwise, I can't wait to hear about it after," and we kissed, hard on the lips, her grabbing my ass tight and me squeezing hers back.

Because we were in different industries -- me in tourism, her in healthcare -- we unfortunately didn't get to attend the same conferences, but we did our best to be in touch constantly while one or the other of us was on the road, and via text or phone or FaceTime, we'd found we could be present at the conference but also maintain presence at home. Which was important, as we were in somewhat of a new relationship, and still building trust and sortof feeling one another out (so to speak, that's what she said lol).

My recent business trips had mostly just been single overnights, but this conference I was headed to in Orlando was for 5 nights -- the longest I'd been away from her since we'd gotten together, and yet both of us were confident and comfortable in our new relationship, with a super high level of communication which neither of us had had in our previous relationships (mine with a man, her with another woman). So this was definitely going to be a test.

And not only a test for us in general, but we'd also been talking recently about each other's fantasies, delving into things we'd done and also things we still had left to do, things we still wanted to try. And I'd admitted to her that I had a fascination with the idea of being watched by her, at being directed by her, and at being serviced by multiple partners at once. If I was being honest -- and I was being very honest with her -- the gender of the multiple partners was irrelevant. While I've learned over the years that I'm predisposed to love pussy more than dick and therefore am attracted more often to women, I've also learned that when properly schooled, certain men can really over-deliver when it comes to pleasuring me. And that a dick covered with my juices from being inside me is a tasty treat for me and therefore a win-win for both people involved when I lick those juices off.

Or, as I was to learn on this trip, ALL people involved.

The first two days and nights were pretty typical -- and pretty busy. All day long activity and meetings on the show floor, and evenings for client dinners could get pretty exhausting. I found time during and "in between" to check in with home and make sure my baby was doing well, and I was happy to see she was. That allowed me to feel good about where I was, what I was doing, and with who. It was fun as always to see my "conference wives," women I'd known and seen at shows for years, and with whom I often started the day with coffee and ended the nights with drinks. Good friends, women I liked trusted respected loved, and about whom I'd definitely fantasized a time or two, but nothing had happened between us.

It was also great to see a couple of my "conference husbands," and in contrast with my conference wives, there the history was slightly different, as I'd had a multi-year relationship with one that had been wonderfully intimate, both emotionally and physically. The other one? Welllll, I suppose I'd say it was maybe a bit more complicated, in that I'd definitely engaged in some fun flirtatious activity with him, even going so far as sexting with him on several occasions in which we'd both been brought to orgasms. The sexting was that good -- his writing was vivid, creative and very intense.

Still, at this point, just two days in, everyone was focused on the professional side of being here, so the conversations and interactions were all platonic. Although I have to say, without wanting to sound arrogant or anything, I did notice more than a few extra long looks come my way -- as I approached, seeing the up and down glance while wearing a particularly colorful and well-fitting dress, and on a day I chose to wear pants? Definitely caught one or two glimpses of my ass as I walked away...confidence boosters, for sure. It felt good.

It was remarkable though to see the change when day three rolled around. First of all, I'd woken up simmering, after an extra special FaceTime call with my girl the night before which started out just as an update on our respective days. I'd told her that I'd seen my "wives" and my "husbands," and her response was the by now very funny and familiar, "Oh reeeeallly...?," with her eyebrows going up and a big smile on her face, implication being how does it feel, how are you doing, where's your interest level at playing.

I smiled in reply, and told her no sparks yet, but that if sparks were going to happen, and if I was gonna feel it and see if I was gonna go with it, it would likely start on day 3. Today. I checked in with her to make sure that was all cool, and she confirmed it absolutely was, that she was excited if I was excited, and as long as we played by the agreements, she'd be all good with it.

Our talk about being with other people, and having the other person watch and/or know about it, was incredibly exciting to both of us, and the call wound up in what we call a "watch party," where we talk to each other, tell us what we want to be doing to and with and for one another, and then watch each other as we both arrive at amazing orgasms. Fuck, her voice is so sexy and her pussy is so beautiful, and practically every word she speaks gets me going, turns me on -- let's just say it doesn't take long for me to cum and it feels sooooo good.

She told me how much she'd love to be there with me, and I confirmed how fun and enjoyable that would be, and that maybe we could figure out some way to make that happen. She looked at me questioningly, but I just said, "Something I'm thinking about, tell you more later." "Mmmm, okay baby," she smiled in reply, satisfied but also curious and trusting.

That was how day 3 started. I had no idea then how it would end...

I wasn't kidding anyone, least of all myself, by saying I had no idea how it would end. What I DID have, though, was an idea of where I wanted it to end. Or at least, where I wanted it to head, where I hoped that by the end of the day it might be moving towards.

In order to do that, in order to manifest what I imagined, I had to put some things in play first. I wasn't always comfortable doing that, but the talk with my girl last night, and a brief text exchange with her while I was still in bed that morning, gave me not only the confidence that I could do it, but also the certainty that she was ok with it, that she trusted me, and that I could take her at her word that what was exciting to me would also be exciting to her.

The texts from her this morning had been FIRE to wake up to.

"Baby?" she'd written.

"Who you gonna dial up today?"

"You gonna dial up the wives? Or you gonna dial up the husbands?"

I replied with a smile and heart eyes emoji, saying, "You have a preference, baby?"

"Mmmm thank you for asking. I know you've enjoyed a lot of my pussy recently, and I am looooving how you're treating her. So all I'll say is this. It's totally your choice, you know that. If you wanna enjoy someone else's pussy? I'm so okay with that. But if you wanna enjoy some of your own pussy? If you wanna lick yourself off of someone else, drink up and taste some of that deliciousness that you've been treating me to? Mmmmm, you KNOW I'm here for that."

Damn. She knew me. And although I'd been pretty cryptic with her on our call the night before, I knew what I wanted to do, and knew what I needed to do in order to make it happen.

Close eyes. Breathe. Smile. Trust. Do it.

Putting things in play meant doing two things.

Finding the perfect outfit to wear.

And sending a couple of text messages.

The outfit was easy, as I'd anticipated this day, and had both shopped and packed accordingly. Because it was a conference, I had to be professional, but there was no reason I couldn't also be a little bit fun, a little bit flirty. And because it was Orlando, and warm, I could dress somewhat accordingly.

A top that, with the right number of buttons undone, displayed just enough cleavage to catch eyes, and a sexy bra underneath that pushed my full ripe boobs up even a little more than they naturally were on their own.

A short frilly skirt that landed just above my knees, and while ordinarily I'd wear one that went just below my knees, I was wearing a new special pair of thigh high tights that I'd bought for this trip, and I loved how the dress would bounce a little when I walked, and it would give anyone who was watching a little glimpse of my creamy white thighs. And when I sat down for client meetings?

Well, let's just say that in a sitting position, the tops of those tights were very visible, and I was pretty sure when I wore them, I could sell ANYTHING. And underneath it all? White lace panties, that one was easy. They were just plain sexy.

I got dressed first, because I wanted to FEEL sexy when I sent the texts, thinking that if I felt that way, it would come through in the messages, and the recipients might feel it, too.

I'd started to think about what to write after I'd finished the FaceTime call with my baby the night before.

"Good morning, sunshine! So good to see you on the floor yesterday -- your smile is so infectious, and in case no one's told you recently, you're looking goooood. Like, SRSLY good. I'll make this quick, since I'm sure you have a busy day today and a dinner tonight, as do I. But I was thinking that maybe tonight, if you finish dinner and you're still looking for something to do, you and I could maybe have a drink and spend some time with another friend of mine before the conference is over. Curious? Interested? LMK, I hope it works out..."

I sent the same message to two people, checked my hair and makeup one last time, grabbed my bag, and set off for the convention center, excited, energized and more than a little bit aroused about the day ahead...

I had one response from my long-time friend, who I'll call Mark, before I even got out of the Uber. "Hey! Great to see YOU yesterday as well! Those pants you were wearing? DAMN, girl. And yes, been very busy, but you've DEFINITELY been on my mind! Been hoping to get together, be nice to have some alone time but also VERY curious to meet your other friend, and would love nothing more than to get a drink later!"

I smiled. I figured he'd be up for it. I knew him well enough by now to know he was usually up for pretty much anything. Sent him a kissing lips emoji back and a note saying "Love your curiosity. Let's be in touch later. Can't wait to spend some time with you."

It was the other one, the one I didn't know as well, the one I'll call Jackson, that I wasn't as sure of. Like I mentioned earlier, we'd had a pretty intense string of text messages over the course of several months following an enjoyable group dinner last year at another conference in which we'd gotten to know each other a bit. That had been followed by some mostly platonic but also fun and casually flirtatious texting, and then, with some trust built and an agreed "vault" into which our messages would go, it ramped up. And holy fuck did it ramp up.

I'll fully admit that I contributed and participated in the ramping up, no question about it. Some of the pictures and videos I'd sent him, after he ensured me that nothing would be saved, were seriously too hot to handle. Pics from my boudoir session a few years back that I 've only shared with a few people. A video of me rising up out of an evening hot tub wearing a suit that revealed aaaaallll of my cleavage. Another video of me sliding my hands out from underneath the covers to lick my fingers, fingers that had just been inside my pussy, fingers that had just made me cum because of the words he'd written, and the scenarios he'd described.

He'd put us in virtual scenarios from department store dressing rooms to hot tubs to nightclub bathrooms, and even after he learned that I wasn't a fan of dicks, he adjusted his "game" and came back swinging, delivering incredible sexy writing that was focused more on me and made me cum multiple times. And not just cum -- after reading his stories and participating in them? My clit was swollen, my pussy was fucking drenched, and I was ready to fucking explode.

Even with all that, though, we hadn't talked about actually meeting in person, so I wasn't sure if he wanted to keep our relationship in the virtual world. I thought it was unlikely that he wouldn't want to meet, based on things that he'd said and, well, let's face it, the fact that he's a man. His interest and desire for me in the virtual world was intense, and because we'd also gotten to know other platonically, I was pretty sure his curiosity would get the best of him.

But it wasn't for another hour or so until I heard back from him, and his reply said, "Well hello there! Saw you yesterday on the show floor and WOW, I wasn't sure how you could possibly look better in the real world than you do in your pics and vids, but you DELIVER. Damn, baby. As for tonight, not sure what time my dinner will end, but sure, I'd love to see you in person later, and I'm also curious to meet your friend and see where the evening takes us..."

Gulp.

I felt my blood start to race.

I felt my breathing quicken.

This could happen.

If I had a say, It WOULD happen.

I meant to have a say in it.

And I felt warmth spread throughout my body, couldn't tell if it started or ended between my legs, but there was such good sweet energy coming from my pussy it didn't matter. She was awake. And I loved that feeling. It filled me with confidence. And despite all the meetings I had to sit through, that feeling would make the day oh so enjoyable.

Just an hour ago I'd had no reason to believe this idea would be so well received by both of my conference husbands, had no idea that I could be heading into what would likely be one of the most exciting evenings of my life, had no idea that the thought of being with two men would be as incredibly exciting as it was, but I had reason to believe all of them now.

Just had two last things to figure out, and it would take a little work, but I was confident I could make them both happen.

First, I had to make sure both men were cool with the idea.

And second, I had to bring my girl into the mix somehow.

With those two things in my mind, I headed for my first meeting, and what do you know? As soon as I sat down, the two people I was meeting with couldn't help but glance down as they saw my dress ride up and spotted the top of my thigh highs meeting the whiteness above.

Yeah, it was gonna be a real. Good. Day.

The day, fortunately, was very busy with meetings, which kept my mind from wandering too far ahead into the evening, so I wasn't completely distracted by my imagination and was able to (mostly) be present. That said? During the day? There was LOTS to be distracted by, and I did allow myself moments "in between" to wander, and to wonder.

Not surprisingly, both of my husbands just happened to walk by our booth (a couple times!), ostensibly just to say hello but I knew why they were really doing it. Marking their territory. Staking their claim. Boys were boys, that was more and more apparent to me -- simple but occasionally wonderful creatures who, as long as you treated them well, would keep coming back for more.

Unfortunately, each time they walked by I was with clients, so I didn't get a chance to do more than mouth "Hi baby" to both of them, and make sure they got a glimpse of my dress. And my thighs. They responded predictably, eyes raised, mouths formed in the shape of a "Wow," and smiling big.

As Mark looked my way, he pointed at his watch and with raised eyebrows and a big smile mouthed the word, "Tonight!," and he got a big smile and a nod back from me. On Jackson's second pass (or was it his third?), he mouthed "Can't wait for later," which earned him the same thing, plus a little extra bonus...I subtly turned my hips toward him and uncrossed and crossed my legs. Giving him (and only him, I made sure no one else was looking, or could see) a quick glimpse of the whiteness of my panties at the apex where my legs met.

His response was classic -- startled, surprised, wide open eyes and open mouth, I could practically hear him "gulp" for air -- and I hoped it would indicate to him what the night ahead held in store for him. At his reaction, I felt the simmering, thinking about later, and uncovering answers to questions I'd had about him for the last few months...

At some point during the day, during a break when I stepped outside to get out of the chilly conference room and grab some fresh air, I allowed myself to reflect on a time loooong ago when I'd been with two men. It had started out incredibly exciting to me, and I was so into the desire and attention being paid to me, but one of the men had grown uncomfortable before we were able to do some of the things I'd really wanted to try, so the night unfortunately ended somewhat unhappily, unsatisfactorily. In the years since, I'd occasionally thought about that evening and how I'd approach it differently today vs. back then, with much greater emotional maturity and significantly improved communication skills, but I didn't have any regret about it. More just a longing, and a curiosity about what might have been.

Given that I'd realized my indifference toward male genitalia -- to be clear, I could absolutely appreciate a nice-looking dick, but just didn't really have much interest in spending time with them -- and also given my much greater desire for women, I'd kindof written off the idea that I'd have a second chance. But to now have two men in my life who clearly respected and desired me -- and whom I trusted, respected, appreciated, cared for, and whom, yes, I also desired, well it made me wonder if perhaps tonight would be an opportunity to explore some of those things I hadn't been able to, but in a much safer and healthier environment.

Just before heading back into the convention center, filled with anticipation, confidence, warmth and that energy, I texted my girl, saying, "Hey baby, I hope your day's going great. Been thinking about you. Soooo, your birthday's coming up in a couple weeks, would you have time later tonight to get on a FaceTime call so I can give you one of your presents...?" And I signed it off with the heart-eye emoji and the flame emoji.

Then I stepped out of the warmth and walked back into the air conditioning with a big smile on my face and that warmth in my body at the anticipation of what was maybe to come.

I hoped, it should be said, that in the evening ahead I was maybe to come...

The rest of the day, it should be said, was a bit of a blur. Both husbands made at least one afternoon drive-by, receiving no more than a smile each time, and interestingly, both of my wives swung by well. They too received a smile and a wink, but I was too busy getting myself emotionally-prepared for the evening ahead, so that was all they got, at least for now. Tomorrow night might be different, but tonight? I was gonna let two boys have their way with me, and I was gonna make them make me. Fucking. Squirm. Scream. Cum.

The only thing that wasn't a blur from the day was a response from my girl, saying, "I'll be home solo all night tonight, ready for your call, ready for anything..." and a kissing lips emoji. I responded in kind with the same emoji and added "TTYL, lover."