There was no way it was going to last. I want to say it's clear now in retrospect, but let's face it: I knew at the time it was too good to be true. Things like that just don't happen in real life. While regret is a natural emotion to feel when a relationship fails, I can't say many guys would honestly say they would fully regret the one episode that began this relationship's demise.
That's not to say it was worth it, but at least it was fun while it lasted. The more I think about it, actually, I suppose it was for the better that it ended when it did. It's taken a while for the dust to settle, but now that it appears that closure has arrived, the story of my sexy Italian friend Michelle and her sister is definitely one worth telling.
I'm not even sure when I first met Michelle. It had to be three years ago - at least two years before we started hooking up. She was a friend of a friend, and I barely noticed her at first. It's not that there was nothing to notice though. Sure, her small stature - all five feet of her, if I'm being generous - probably made her easy to miss, but her features were nothing short of noteworthy. She worked hard to keep that short body in shape, evidenced by her tight, round ass and slender legs. Her tan skin and boobs that seemed almost a little too big for a girl her size didn't hurt. My biggest weaknesses, though, were her long, brown hair and bright brown eyes.
Little by little, I picked up on the attraction I had toward her, and it all culminated last summer when I offered to help her set up for a party she was throwing. It just happened to be the last day of the quarter at work, and I had one personal day that I had to use or lose, so I was already not doing anything that day. I didn't know at the time how sexually charged a girl Michelle was, but by that afternoon when she was lying on her back on her bed wearing nothing but my cum on her face after I fucked the hell out of her for the first time, well, I started to get that idea that she was a bit of a nymphomaniac.
From then on, I was never really sure what to label our relationship, not that it needed one. We would say we had an "open relationship," but we would also often call each other girlfriend or boyfriend. We went on a lot of dates, but it wasn't unusual for her to point out other guys she found attractive, so I would follow suit with other pretty ladies, even though I had no intention of doing anything with them and was just playing along. I guess the relationship had the marks of failure from the start. Honestly, I knew Michelle had a fear of commitment, not that I was ready for something long-term at that time either.
What I did find out was that Michelle was a sex demon. I think her libido was bigger than mine, and the sex was often and awesome. Almost all our dates ended in intercourse, and it didn't matter how the night went. If Michelle was pleased with the date, she repaid me by fucking my brains out. If she was pissed about something, she vented by fucking my brains out. I had no complaints.
It was quite addicting, and I was hooked no matter what else was going on. To be honest, although Michelle and I developed a very real friendship, I began to feel less and less comfortable with the girl's demanding personality. Of course, I'm not going to go on and on about someone's flaws, especially in this context, as it's no one else's business. Beside, I have plenty of my own issues. For this story's purposes, all I'll say is that I wasn't entirely happy with the way she treated me. I was inching toward cutting it off with her, but I couldn't do it. Why? Because the sex was that good, and we did it a lot. Like I said, I was addicted. I couldn't give it up.
Then came that fateful night last summer that I can still hardly believe. Though it certainly began the eventual end of our relationship, at first it actually kept me attached to Michelle for a little longer. It was as I struggled with what I wanted from a relationship, whatever kind of relationship this one was, that I met Michelle's older sister Melinda.
When I first met Melinda, or Mindy, I noticed right away that this family had good genes. She was short too but taller than Michelle, very in shape also, though skinnier, and her skin was darker. Most men seem to prefer Mindy to her sister, but Michelle's ass and boobs had Mindy's beat all day long, in my opinion. And while Mindy had brown hair and brown eyes like Michelle, Mindy's browns were darker, and I preferred Michelle's brighter shades.
That said, I still thought Mindy was very hot. However, I honestly still preferred Michelle and, despite what Michelle thought, I had no initial desire to fuck my girlfriend's sister. The thought never even entered my mind until the fourth or fifth time Michelle and I were hanging out at Mindy's house, which is the night everything changed.
I remember we were watching the Summer Olympics from the afternoon until the evening. It was during that time that I learned how sweet and hospitable Mindy was, traits that Michelle didn't always show consistently, but even still I didn't feel tempted to waver in my loyalty to Michelle. The night went on, and the three of us got more and more tired. Then some alcohol came out. As the conversation degenerated, it became evident that Mindy was just as sex-crazed as Michelle.
It turns out the sisters were actually really close with each other and very comfortable sharing about their sex lives. My presence didn't deter their conversation either, which was a little awkward, but I welcomed it because, like most guys, I liked when two hot girls talked about sex. I did learn that Mindy had gone a while now without getting laid, which, coupled with the fact that Michelle and I usually spent our Saturdays having sex and not hanging out at someone else's house, only made me hornier. It was then that the initial thought crept into my mind of how happy I'd be to break that slump for Mindy. However, I dared not say a word.
Later that night, while Mindy was in the kitchen cleaning up and Michelle and I were on the couch with the Olympics still on the TV, Michelle said to me out of the blue, "You want to fuck her, don't you?" The drinks may or may not have had something to do with the sudden outburst.
I was shocked and confused, though not confused enough to not know to whom she was referring. I denied it, being truthful, even if I had allowed my mind to wander a bit. Well, at this point, I guess it was more than simply wandering now, thanks to the thoughts Michelle was planting in my head.
Michelle went on to assure me she wouldn't mind if I wanted to bang her sister, that, hell, she'd be happy for Mindy if I actually did have sex with the girl. It was obviously a trap, I thought. I knew Michelle could be manipulative, but I couldn't figure out what she was doing here.
I was hardly able to protest before Mindy came into the room suddenly and asked what we were whispering about. Michelle blurted out, "He was just telling me how sexy you are and how he would fuck you if you weren't my sister." I mean, that was almost true, but what the hell?
I'll never forget Mindy's grin in response to Michelle's statement. Sure, I was agitated by how out of my control this situation was, but I was starting to get a little turned on, Mindy's next words having a lot to do with my arousal. "That shouldn't stop him, right, Shell? It wouldn't be the first time." That last sentence was lost on me at the time, but, allegedly, Mindy and Michelle had taken turns fucking a guy once before at a party years ago.
This exchange took only a few seconds, but it felt like an hour as I waited to see where it was going. I was really nervous about how Michelle was taking all of it, even though she really started it. Her next words, though, both shocked and chilled me.
"We can take turns!" Michelle said excitedly, her speech slightly slurred. The girls chattered for a moment, but I couldn't hear what they were saying because my mind was swimming with many thoughts, like how there was no way I was about to fuck two hot sisters. I had to compose myself, though, because the girls had to playing a prank. It had to be a joke.
"Are you coming?" Mindy asked me. Her words broke me out of a trance. I realized she was already halfway toward the second bedroom.
Michelle laughed, a little tipsy, perhaps. "I hope he's not yet!" she joked, "but if he's already cumming, I'm sure we can get him back up again."
I didn't move, my heart was pounding. Still convinced it was a joke, I finally decided to play along and follow Mindy into the bedroom. Michelle was right behind me, making me wonder just when and how she would reveal the prank. Either way, I was happy to let the girls play it out, especially when Mindy took her tank top off once all three of us were in the room.
It kept getting more entertaining, as Michelle walked up behind her sister and helped her take off her bra while Mindy let her long, brown hair fall down around her shoulders. Michelle then dropped the bra and pulled Mindy's shorts down as well so that the 30-something Italian girl was wearing nothing but a blue thong as she grinned back at me.
Mindy lay down on the bed while I remained speechless, my eyes glued especially to my girlfriend's sister's tits. It was confirmed in my mind that they weren't quite as nice as Michelle's, but they were still very sexy. When Mindy asked me to help her with her thong, all I could think to do was look at Michelle as I tried to figure out what was going on.
