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Bi Couple Seduces a Bi-Curious Young Man, Part 1

(As always, names have been changed.)

I met Julie through a conventional internet dating site, a little over 20 years ago. I'd been a member of AFF and I perused adult personals on USENET, but nothing really stuck. So I decided to try my hand at conventional internet dating, but with the twist that I really wanted to find a woman who was both a cool date -- and also someone who might be interested in extracurriculars in a relationship. When I found Julie's profile, she was 15 years older than I (I was nearing mid 30s at that point), and her profile was suggestive enough that I decided to respond.

It's not to say that I wrote, "hey, baby, what are you wearing," or anything like that. But I wrote a response to her profile that was similar in its tonality and aim to hers, and sure enough she got back to me. A few emails into our introductions, things got a lot more suggestive. We had a first phone call that very closely resembled what I imagined phone sex to be (never tried it!), including her casually (or maybe rhetorically?) asking, "wait, you've never been with another man?! I think that watching two men together is absolutely beautiful and hot!" Of course I lied. The kind of woman that I'd been dating until I met Julie was strongly in the "two men together is *not* masculine" camp, so I decided to keep my bisexuality to myself for the time being.

A week later we had our first date, and she was dressed sexily (cleavage, short skirt, come-fuck-me heels) as I'd kind of suggested during our first phone call, and we had a nice night. By the end of the night, a couple of drinks in the both of us, I had her naked in her bed, wearing nothing but heels, my tongue snaking between her pussy and asshole. I wore a condom on that night, and on my "drive of shame" home early on Sunday morning I kind of figured that I'd never see her again. She didn't seem to hate my boldness sexually, but she was a lot more submissive than I surmised, and she was really quiet in bed. Quiet in bed is a massive turn off for me. If I'm doing it for you, then respond. If not, then I kind of think that I'm not doing it for you, and I'll just move on. Not a great disclosure, but up until that point such things had been a reality.

And yet she kept calling me. Finally I picked up, and we ended up meeting for coffee and having an open dialog about things. She was into my boldness and was just caught off guard. I accepted her invitation back to her apartment, and our second time was a lot better than our first. Dirty talk, talking about fantasies as we fucked, was really what got her going.

Time after time after time that we fucked, we kept getting more and more daring. We kept talking more shit about the sex acts that we'd like to experience. We both got tested (clean!) and started fucking raw. And we started talking about sharing and swapping. She'd been married for 20+ years, and her ex was never into it. However, I was into it. I encouraged her to have both a girlfriend (she wasn't bi, and had no experience, but was curious) and a boyfriend on the side. We talked about threesomes (she was interested in having a threesome with another man) and finding a friendly couple that we could full swap with. And yes, I finally fessed up that I was bisexual. It came -- I guess pun intended -- at the right time during one of our couplings.

I even told her the story about how I was seduced by a bisexual couple when I was 18 years old and they were in their 50s. She's the first person that I ever told about this story. But it excited her, and every that time I'd tell her one of the sordid tales during our couplings, she would cum on my cock. Not just once, but every single time. She was very much into breaking a bi-curious guy in, and if all went well, the three of us could experience all types of sexy things together.

So, we joined AFF. And again, it was a bust. Back then it was such a chore to get pictures online. I'd have to take sexy pictures of Julie, then I'd need to download them from the card to the computer, then I'd need to convert them, then I'd need to upload them to AFF. By the time that it was all done and uploaded to AFF, the responses from single males was a complete and utter waste of time, and even in the infancy of internet "adult" dating, we still got hundreds of bullshit messages from "single" males. We'd almost given up hope until...

We decided to get a nightcap one night after having a fancy dinner and a bit of dancing. I always liked those Friday nights. Julie looked like street meat (what can I say, I *love* sluts!), several males would try to pick her up but fail miserably because they were overly aggressive and *not* fun, and by the end of the night I'd drive her home, we'd fuck all night, and would spend most of Saturday fucking and fantasizing about what it would take to get a young, hopefully bi-curious/bisexual man into bed with us. On this one night, though, we stumbled upon this place in Boston that served both "breakfast for dinner" and cocktails. The waiter was young (and in my estimation, cute), and I sensed that while he was being subtle about it, he kept checking in on us because he was looking down Julie's dress. But then again, that made him smart. Julie's dress was short and tight, she wasn't wearing a bra underneath, was sporting a massive amount of cleavage, and whenever she got even the slightest amount of attention from another man, her nipples would practically start ripping out of whatever garment that she was wearing. That night when we got to Julie's place, she practically threw me down on the bed and had my pants around my ankles before pushing her thong to the side -- and jumping on top of me and riding me, noisily but without any naughty talk, until cumming all over me. I didn't know what got into her... until I did.

We kept repeating the pattern for months, and found out that his name was Jake, he was 20 years old, and was attending a local college. He waitered on the weekends and that gave him a lot of time to study during the week. One late Friday night, during our regular coupling, Julie brought Jake up for the first time. "Maybe he'd be interested in joining us for a night? I think that he's been looking down my dress / blouse. I'm not sure that he's bi, but I bet that he's open, that he could be encouraged," Julie kept telling me week after week.

I decided to hedge on the last Friday before Christmas break. At the end of our meal and drinks, I handed the bill over to Jake along with an additional $100 and a handwritten note that thanked him for being great, that maybe we all could get together sometime, and added our phone number. On our ride home, Julie kept quizzing me, and I told her what I did. She was excited and wondered if he would ever get back to us. That night, again during our coupling, we role played the whole thing out. How would we seduce him? Would he go for it? How submissive was he? What would Julie like to see an older man and a young man doing together? All of it.

Then about a month passed and we wrote the whole thing off, until... that Sunday night the phone rang and it was Jake. I spoke with him briefly, and he thanked us so much for the nice tip and so on. Then he took us up on our offer to join us in a get-together. I handed the phone to Julie who suggested that the next Saturday he was free -- he should come out to our house and that she'd make dinner for the three of us. By the time that Julie got off the phone, Jake said that he'd just take the following weekend off; he'd gotten some holiday money, and really needed a little bit extra time off.

Julie decided that she was going to dress sexy for Jake, and if things went really well then she was going to dress really, really sexy for Jake after she excused herself after dinner. Little did I know what she had in store, but I was about to find out.

I was monitoring dinner as Julie was upstairs getting cleaned up and ready. Once I heard the clank of her heels on the hardwood floors of the downstairs, my jaw was agape. She was wearing nothing but an apron, that was tied around her neck, and her black stiletto heels. From the front of the apron, her nipples were puffy and strained against the shiny material, and it kind of looked like she was scantily clad. From the rear, it was clear that she was wearing absolutely nothing under the apron.

Jake arrived right on time and was dressed nicely in a button down shirt, khaki pants, and shoes. He kind of raised an eyebrow when Julie approached him, threw her arms around him in a hug, then gave him a peck on the cheek. I thought that he was going to faint when she turned on her heel, her hips clearly strutting to and fro, before turning beet red as he noticed that she was completely naked underneath the apron. I gave him a wink, a handshake, and a clap on the shoulder.

He'd brought a bottle of wine, apparently one of his older classmates had bought it for him, and I offered him some, but with the rule that if he had anything to drink in our home that he'd have to either take a cab or sleep in the guest room overnight. He was fine with this rule, and we all made a toast. Julie finished the meal as Jake and I sat in the family room and chatted. It was almost the most normal thing in the world, you know, just like Julie wasn't almost entirely naked in the kitchen finishing up dinner, or that Julie and I didn't have ulterior motives for the end of the night.

Julie started flirting with Jake over dinner, and eventually Jake caught the hint as I egged them both on. Dinner conversation started normally enough, but by the end Jake was beet red again, and Julie was showing a little bit of flush in her cheeks as well. She excused herself, asking us if we minded cleaning up after dinner, before proceeding to go upstairs -- her hips swinging to and fro once again. I caught Jake watching her bare back side as she retreated, and once again he looked at me, his face still flush, and looked at the floor. I told him that it was nothing to worry about, and asked him directly if he thought that Julie was a good looking woman. He finally agreed and I told him once again that it was no big deal, that many man think that Julie is a good looking woman, and that he was no exception -- that the whole thing was totally natural.

We cleaned up the kitchen in a hurry and I offered Jake a cognac before firing up the gas fireplace in the family room. He kind of wheezed and coughed a bit before determining that he enjoyed the liquid. I chuckled a bit. The clack of heels appeared again from the distance, and when Julie appeared, both of our jaws dropped. She was wearing this black neck-to-toe mesh bodysuit and her black stiletto heels from before. Her nipples were clearly protruding and poking through the mesh, and her waxed-bare pussy and ass were on display for all to see.

Jake kind of stammered, "uh, uh, I've got to go, and uh, thanks for having me." Julie put her hands on his shoulders and asked him to sit back down on the couch, running her fingers through his hair in a reassuring way. You see, I'd told Julie all about when I was seduced by this bisexual couple when I was 18, down to how reassuring that they were about the whole thing. We decided that we were going to take the same approach. She sat down next to him, their thighs pressed together, on the couch, as she crossed her legs, kicking her heel covered foot on the other leg. She kept rubbing his thigh as she encouraged him, telling him that everything was fine, that we thought that he might be a little bit curious, that sexuality is something that should be relished and explored, that we both were interested in sharing our bodies with him (and his body with us), and that if anything made him feel uncomfortable that he should just tell us -- and we would move on to other things, as the combination of three people left endless possibilities of pleasure... for the three of us.

Julie asked me to disrobe and I stood up and stripped naked, yes including the stripper thong that I'd been wearing under my pants. I stood before them naked, my manhood throbbing in front of me, my precum dripping on to the hardwood floor. She suggested that Jake stand up and strip naked as well, and to our surprise, he did. Now I'm average sized but very thick. Jake was a big boy, easily 9", but not nearly as thick. Julie's and my bodies were shaved smooth whereas Jake was a bit hairy but not a gorilla. Plus his body was young and taut. His nipples too were responding to all of the excitement. Good.

Julie told us to stand side by side, and proceeded to alternate blowing us. Eventually she told us to stand closer together, to the extent that Jake and I had hands around one another's waists, before she did her best to take us both in her mouth. And that's when the bi stuff started.

Julie asked me to kneel next to her, and we both took turns blowing Jake. Then we she told him to sit on the couch as I blew Jake and she spent her time frenching him while pinching, pulling, and sucking his nipples. Then Julie and I switched back and forth a bunch of times. Julie kept asking Jake if I was a good kisser or if he liked my blowjob. His knees were visibly shaking. I knew it wouldn't be long. I managed to deep throat him in spite of my gag reflex, and he shot his first load down my throat as Julie continued talking dirty to him. I saved enough in my mouth to share with Julie, and that she in turn shared with Jake. And that I in turn shared with both Jake and Julie.

We thanked him again for sharing his body with us and asked if he'd be interested in coming upstairs to join us in our (master) bedroom. Julie stripped completely naked while Jake used our master bathroom then blew Jake to get him hard again before rolling a condom onto him and letting him take her missionary for the first time. Julie just kept directing the action and her positions and before long Jake was hitting the rhythm of his first threesome. He came three times into the condoms (ah, youth!) and by the end of a couple of hours he was asleep on our bed. I told Julie that they should spend the night together and suggested that if she got him hot and bothered during the middle of the night that... he didn't have to use a condom, because I wanted sloppy seconds. She whispered, "no, not this time, but let's do this again and make sure that he has tests next time!"

I awoke the next morning to the sounds of fucking coming from our bedroom. I guess that I missed the middle of the night session as I slept in the guest room.

Regardless, we said our goodbyes after breakfast on Sunday morning, Julie said that we'd love to meet Jake again, that he needed to get "the test" and that we'd talk soon. The second time was even hotter than the first, but stay tuned.