Author's note: This tale is a continuation of events that occurred in my previous story "How About Eric?" It isn't required that you read that one to enjoy this, but it's recommended.
I suppose that "interesting" is one way that you could describe how things got between me and my girlfriend Michelle after our video session with her ex-boyfriend, Eric. "Interesting" isn't exactly the word, but it's the first one that comes to mind now so we'll go with it. We had some adjustments to make in our relationship, and there were a few jealous spats, mostly started by me but a few thrown out by her. Michelle was feeling guilty by how wantonly she had gone after her ex on film right in front of me, first sucking his massive cock, then letting him fuck her pussy and ass before taking both our cocks inside her tight body at the same time. She'd even gone ass to mouth with him at the end. And it was all on camera. We still hadn't watched the tape, but we didn't need to: the memories were still quite fresh.
And damn if it hadn't been a huge turn-on for both of us.
She and I had always been adventurous. Before the event, we had been getting more and more experimental, culminating with our trying out double penetration through the use of my cock and a vibrator. After doing the real thing with me and Eric, Michelle now craved even more. She bought a butt-plug and would sometimes surprise me when I got to her house by opening the door wearing nothing but heels and panties. One of these times when I removed the panties I saw that the butt plug was already in place. Michelle had previously refused to watch pornography, her insecurities leading her to call it degrading. Now that she'd put porn starts to shame, she had no problem watching with me, and even, apparently, doing so on her own, as I noticed one day when I arrived at her house and saw that her computer still was on a video site that I myself had visited from time to time. Overall, our relationship had become more open and our sex life improved as a result. Still, it was scary and there were growing pains to this new arrangement, evidenced by the fact that we still hadn't watched "the tape." We both seemed eager to continue this exploration, but we were also afraid of just how far the rabbit hole might lead..
We talked about what had happened and came to some conclusions. Yeah, I won't deny, there were some arguments and fights here and there as we worked some issues out, but overall I think it brought us to a much more honest place. What we finally concluded was that we were both coming to terms being in a committed relationship and yet there were new things we still wanted to try. Michelle told me that she'd had no intention of doing anything with Eric at first, but after getting caught up in the moment she felt like she wanted to give him one last go. She had been young and inexperienced when they dated, and sex with him had been painful and infrequent due to his size. Now that she was more "experienced," she said, she wanted to see how it would be. The verdict was obvious, although she reiterated that she had no actual feelings for him anymore and I actually tended to believe her. His dick had been just another object to use, a prop with which to overcome an old insecurity.
And like I said, the experience had turned me on greatly. I had to admit I had always fantasized about double teaming a girl, ever since I had passed on an opportunity to do so with a buddy's girl in college. I had regretted that decision as time had gone by and doing so had been like fulfilling that long-denied curiosity. I was just surprised that my own girlfriend, who I loved and wanted to have a future with that ended up being the one rather than some casual girl. It was a different way of thinking, not just about our relationship but about how I viewed the world.
And to top it all off, not freaking out and letting her have her way with Eric meant something else good for me: She owed me one.
One possibility that I had greatly been looking forward to and fantasizing about had been a threesome with another girl. The image of Michelle's gorgeous, tight body spread open, her dark hair splayed against a pillow and another girl between her legs had become my go-to fantasy. Chelle had never expressed much interest in other girls, and this was proving to be a difficult sell, but the way she had acted around Eric had created an unspoken agreement that we would at least entertain new ideas if the other wanted to. I noticed her paying more and more attention to porn scenes with two girls, although I tried to be selective and choose ones that had a more artistic film style. This got a dialogue started, much as we had when talking about our cameraman selection for the video. We needed to find a girl who would be into it, and there would apparently need to be ground rules.
"I just don't know how I'd feel watching you bang one of my friends" she told me.
"Ah, so you have a friend in mind?" I replied, intrigued. Michelle looked down thoughtfully and said: "Maybe, but that's not the point. I know I didn't hesitate to jump Eric the other day and if we do something and we get lost in the moment then maybe I'd be OK with sharing you, but I'd like to play it by ear first. Maybe if we're in the moment and I start feeling it that would be alright but I'm afraid of what might happen if you just jumped right in, you know?" I realized this sounded hypocritical in light of our history, but if it helped this fantasy progress I was fine to agree with such ground rules.
"Sure. So who were you thinking?"
Michelle mentioned that she had a friend named Allison who had experimented with girls before. I hadn't met Allison (that I could recall) but I knew that Chelle's friends could be hit or miss: she was always "the hot one" in the group whenever I saw them out together. In fact, two of her best friends were kind of chubby and while I wasn't going to turn down anyone willing to be a part of it, I still had high hopes that the girl might be pretty. I asked Michelle if I had met Allison.
"No, but you'd like her. She's tiny but she's got big boobs. I think if I had to experiment with someone it'd be fun to have someone like her. She's kind of a freak too." She giggled. I was intrigued. Michelle was a gorgeous woman and her most prominent features (other than her face) were her long, beautiful legs and her perfect ass. Her tits were very shapely but they were a B-cup at best. The whole "grass is greener" side of me often wished she had big tits like the girl I dated before her. (Of course, when I'd dated that girl, I always wished she had more of an ass. Never satisfied..)
"Well that sounds perfect. Do you think she'd go for it?"
Michelle nodded thoughtfully. "Yeah, I think so. If I asked. There'd be a catch though probably. She has a boyfriend. Rick is his name."
And suddenly I got it. If we were going to do anything with Allison, Rick was likely to be part of the deal as well. It made sense, I guess. Why should Michelle and I get to have all the fun and the same not be extended to him? Still, this was a complication I hadn't anticipated. I'd watched Michelle get fucked by her big-dicked ex and it had, for better or worse, brought us to this point. Still, I wasn't sure if I wanted this to become a habit. How far would be too far?
Michelle had her own misgivings. Being with another girl was a big step for her, and she was concerned that taking that step in a room with not only her boyfriend and another girl but also that girl's boyfriend might be too much at one time. "I mean," she added "Eric was one thing. He and I had dated so it wasn't as big of a deal." (I begged to differ on that, but kept it to myself.) "but this would be awkward I think."
I suggested to Michelle that she maybe try and have lunch with Allison and discuss the matter. She nodded and then asked: "Baby, are we going too far?"
I was wondering the same thing myself. I was also hard as a rock. I unzipped my fly to show her this and she grinned, reaching out and grasping it's length with her long fingers. "Maybe." I replied, "But I'm enjoying myself." My girlfriend got down on her knees in front of me and sucked my cock into her mouth in one quick motion. She pulled it's length all the way into her throat and I moaned in appreciation. Chelle worked on me with her talented mouth for a few moments and then pulled my engorged cock out and held it against the side of her face. I remembered her doing the same thing with Eric's cock, although it had been absurdly massive, but mine still looked plenty large in her hand. "Baby do you want me to fuck another girl?" She asked in an innocent voice. Her hand slid down into the elastic waistband of her yoga pants and she started rubbing herself. "Do you wanna share this pussy with her?"
She put her lips back on my cock without waiting for an answer and started sucking again. Her fingers moved furiously at her crotch. I didn't often come from blow jobs alone but I was definitely getting close. Michelle had to have heard my breath getting ragged. Her mouth came off my member again while her hand still worked the shaft. She looked up at me and said: "Do you wanna watch me get fucked again?" The double meaning wasn't lost on me: in fact, it sent me over the edge in a combination of lust and jealousy. My dick spasmed and a huge wad of cum shot out on to her forehead. She gasped in surprise and shoved my spurting cock back inside her mouth. Her hand continued to maul her pussy as she swallowed my cum, and I heard her moan deeply in orgasm as my hot load slid down her throat. Once I was drained, Michelle let me go and I fell back into a nearby chair. Michelle gave me a satisfied look, both from the orgasm she'd given herself as well as the triumph of getting me off with her oral skills. She looked me in the eyes as she pulled her hand out of her pants. Her long fingers glistened with her wetness. To my surprise, Michelle began licking her juices off of them while looking me right in the eye. You have to realize that this was a girl who previously didn't particularly like to kiss after I went down on her. Things were definitely changing.
"Mmmm," she said (probably more for my benefit than out of sincerity, but who knows?) "I'll give Allison a call later.
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The lunch with Allison came and went, but Allison didn't give an answer right away, preferring to discuss it with Rick first. I was a little disappointed, as a part of me was secretly hoping Allison would just come over by herself one night and we'd be good to go without the boyfriend factor. Michelle noted, however, that Allison had seemed intrigued. "And I showed her your picture and she was impressed." I grinned, imagining myself fucking Michelle's buddy as she ate out my girlfriend. The thought inspired me to immediately drag Chelle back to the bedroom for a frantic quickie. Afterwards, she continued telling me about her discussion with our chosen third party.
"When I was sitting across from Allison at lunch today and thinking about all of this, I got wet" Chelle confessed as we lay in bed, my cum drying on her thighs. “I'm excited. I hope it works out." She said with a nervous giggle. “I mean, clearly you’re excited from the way you just jumped me but I’m actually looking forward to this in a way I didn’t expect.”
"So what do you know about Rick?" I asked, addressing the elephant in the room.
"I met him a few times. He's a decent looking guy. The kind of guy I would have dated back when I was into bad boys. He's got long hair. He's a good match for Allison I suppose." She didn't continue after this, so I asked:
"If it comes to it, do you want to fuck him?"
"Only if you fuck Allison." She replied. The starkness of this and the suggestion beneath hit me a little suddenly. The girl-on-girl encounter was one thing, but if I decided to put my dick in Michelle's friend, I had best expect another one to be filling Michelle.
Man, this stuff was complicated..
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When the answer came back, it was indeed complicated. It was, in fact, a counter-offer.
"They want to.. um, swap first." Chelle announced.
"Huh?"
"Well, I guess since there's other parties involved, they want to try a more private thing first as an ice breaker. Rick and me and you and Allison. Both alone with each other instead of us all in a room together at first."
Somewhere in the jealous flare that shot up in me at the thought of another man fucking my girlfriend one on one, the idea began to make a perverse sense: We'd have a one on one time to get acquainted with the other partner, which would hopefully make for a less awkward group experience later.
"Wow. This was their idea?" I asked.
"Uh huh. Allison said it would make us more comfortable.. you know, later."
"Jesus, how many times have they done this?"
"I didn't ask baby. She said one time they had another opportunity that got really weird and so they thought this would make it easier."
I had not expected this. Michelle was biting her lip and looking at me with apprehension. She wasn't outraged at the idea though.. that was important. My mind flashed at that point to the picture she had shown me of Allison. It had been taken about 3 years ago and was in the bad light of a bar, but I was impressed. She appeared to be a tiny girl, no more than 5 feet or so, with an adorable face and absolutely huge tits straining against the liquor-brand t-shirt she wore at the bar promotions she used to do. She was a blonde in the picture but Michelle noted that she had changed her hair recently. I had tried to hide my excitement as I glanced at the picture because I didn’t want to blow things by making Chelle jealous.
"Hmmm." I said, frowning. Inside I wasn't actually frowning that much, but I wanted to keep the appearance that I was more concerned about her fucking Rick than I was excited about banging her friend.
"If you don't want to do this baby, I can call it off." Michelle looked quite apprehensive as she waited for my reply.
"Fuck it." I said finally. "We're only this young and hot once, right? Might as well take advantage now." Michelle laughed, the nervousness fading. I had said the right thing.
I still had no idea if we were doing the right thing. It felt like we were on a train ride with no brakes and all I could do was just hope we didn't regret where it was taking us.
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The night of the "swap" had arrived and Michelle and I were getting ready to go over to Allison and Rick's house. Chelle had gotten a Brazilian wax and had spent some time in the tanning bed. All of this preparation kind of made me more jealous than the fact that she was going to fuck another man tonight (not that I told her this). I for one trimmed the hair around my cock and balls, making everything neat down there and hopefully making my equipment look bigger in the process. As we got ready, I asked her: "So um, do we need to set ground rules?" We were in the bathroom. She was curling her hair, wearing only a bathrobe. She turned to me. "What do you mean?"
"Well, like, are there some things that we should say are off limits?" It was a silly question, really. I wasn't even sure why I was asking: we were going to be in different rooms. If Allison asked me to do something incredibly depraved, was I gonna say no because of some rule?
"I don't know baby. Is there anything you think should be off limits?" I looked at her, and in my mind the memory of her small hand guiding Eric’s big dick willingly into her ass appeared.
"No, I guess not. Just thought I'd ask. You feel OK?"
"Yeah, I'm just nervous. Honestly, I'm a little worried you might get too attached to Allison. She's younger than me and she's got me beat here in the chest department." She motioned at the swell of her breasts under the robe.
I smiled and tried to reassure her: "I wouldn't worry about that, she isn't you baby. I'm kinda worried about Rick though.. what if your "bad boy" craving comes back and I'm just not bad enough for you anymore?"
She smiled, shaking her head as if this were a non issue. "Trust me baby, we are being PLENTY bad for me."
I wanted to open her robe and fuck her right then but I had to maintain discipline. I left her alone to finish getting ready. An hour later we got in the car and drove to Allison's place.
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We got to the house and were greeted by the couple that we were about the have sex with, a concept which would have floored me if I'd focused on it too much. The house seemed fairly big for one couple and I wondered if Rick and Allison had other roommates. Both of them were quite gracious and offered us drinks, which we eagerly took. Chelle had a glass of wine before we left to try and loosen up but another liquor drink I was sure would put her inhibitions over the edge.
Rick was about my height, maybe a little taller. He looked older than us and had black hair pulled back in a ponytail as well as a goatee. He seemed very nice and cordial, although I could tell we were two people who probably had little in common. I tried not to think about what he was going to be doing to Michelle soon, but then again, the thought hadn't sent me running for the hills either. Rick, for his part, looked at Chelle like he'd hit the lottery. She looked gorgeous in the short green sundress she had put on. "Easy access," I though, looking at the way the flimsy material barely covered her ass. I hadn't been privy to what type of underwear she wore underneath tonight but I was suddenly very curious.
Allison had my attention as well. She definitely did the picture justice and then some. She was wearing a low-cut black blouse and jeans that loosely hugged her hips. She was tiny everywhere except on her chest, which was easily a D-cup. Massive, but not inappropriate for her frame. She had straight, neck-length hair that she had dyed black. This added to a bit of a goth look about her with her pale skin and black-painted fingernails. She had a tiny stud in her nose and her face looked extremely cute. I was excited. When Chelle and I started dating, I had resigned myself to thinking that I would probably never get the chance to be with a young thing like Allison again.
After an exchange of pleasantries, a noticeable awkwardness set in. As if sensing this, our hosts quickly separated us, I suppose wanting to remove the tension before second thoughts set in. I followed Allison down the hall while Rick led Michelle up the stairs to another bedroom. I looked back, quickly catching a glimpse of her as she walked upstairs, one hand holding her drink and another on Rick's shoulder. I tried to catch a glimpse of her panties but the angle was all wrong. Then I turned and followed Allison, letting events occur as they may..
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Allison, as advertised, was indeed a freak. As soon as we got in the bedroom door, she wasted no time.