“So,” Judy said after gobbling down a huge mouthful of pizza, “what exactly did you find in her anyway? You could do so much better…”
I shrugged, taking a sip of coke, keeping my gaze on the TV. I could feel my roommate’s piercing stare boring into me as she sat by my side on the couch.
“Come on, Judy,” I said, “do we really have to talk about this? It’s over, okay. She’s a shallow skinny bitch and I’m happy to be done with her.”
“Duh, of course you are. She was mean and selfish and boring, and you’re nothing like that. But that’s my point. Why, Greg?”
“Why what?”
“Why are you still bothered? Something about the whole Cindy business is still bugging you, I can see it. It’s been three weeks now, and I tried not to pry too much, but…”
I snorted at that. “Yeah, you tried. And failed!”
We both snickered.
Judy and I were close. When I told her about my breakup with Cindy, Judy’s reaction was a mix of surprise and barely concealed relief. She had never liked Cindy one bit, saying she was an evil plastic doll. All things considered, Judy was right. After Cindy unceremoniously dumped me to hook up with a braindead frat boy, Judy was all sympathy and cuddles with me, even more than usual. She showered me with attentions, hugging me and getting on her tiptoes to give me her typical smacking pecks on the cheeks at every chance. It was nice, very nice indeed. And, in truth, Judy had done a fairly good job of keeping her characteristic curiosity in check, respecting my wish not to discuss Cindy anymore. So far, at least.
“Seriously though,” Judy went on, unperturbed by my defensive sarcasm, “I can see that you’re still thinking about her. You’re not sad like, the-love-of-my-life-left-me kind of sad, of course, because she was definitely not the love of your life. But you do miss her somehow…”
I chuckled at that, still trying to focus on the rerun of Game of Thrones. Judy could read me, I had to give her that. And I was happy to let her read me. Judy was cheerful, with a relaxed and kind attitude that put even a brooding loner like me at ease. She was also very smart, with a quick ironic wit that I couldn’t help but love. Most importantly, she had a talent for making me feel comfortable.
All things considered, I wasn’t really upset that she was asking me about my not so recent breakup. She was right, after all: I was still thinking about Cindy, in a way. I actually wanted to talk about it, but I was embarrassed. Still, if I was ever going to tell anyone, Judy would be the one. Sighing in resignation, I turned to my pizza-munching roommate.
Judy’s pale gaze locked on mine instantly. Her eyes were as bright and spellbinding as ever. I lost myself in them for a moment, trying to finally define their color and failing, as always. Pale blue? Light green? Ice gray? Impossible to say. But I was glad I couldn’t tell. It gave me a perpetual reason to stare at Judy’s sculpted, delicate face and look into her sparkling orbs.
“Fine,” I sighed, snapping out of my momentary trance, “you got me. I do miss Cindy, sort of…”
“I knew it! Now, define ‘sort of’, please.”
I squirmed at that. “You really wanna know?”
She nodded her head, making her long dark ponytail bob. She had a curious yet sweet smile on her luscious lips as she kept her inquisitive eyes fixed on mine, waiting patiently.
“I don’t really miss Cindy herself. Just, well, parts of her… Things we did, uh, one thing mostly…”
“Yeah, ‘things’… So we’re talking about sex, right?”
“Yes. More specifically,” I said, trying not to blush like a schoolgirl, “anal. I miss her ass, that’s all.”
Judy raised an eyebrow, grinning. “She didn’t have much of an ass, Greg, come on. Way too scrawny.”
“True,” I chuckled, “but she let me fuck it! Not that she was eager,” I added, feeling better now that I could just let this recent obsession of mine out in the open. “I had to beg her and then she’d complain a lot that she didn’t like it and it hurt too much to enjoy it. Still, it got me hooked. That’s what I think about when I think about Cindy these days: the two times I got to fuck her ass. In fact, that’s pretty much why I stayed with her at all, it’s not like I loved her…”
Judy took a big gulp of coke from my glass and nodded sagely. “Yeah, well,” she said, looking at me thoughtfully, “I guess that makes sense. I mean, now I get why you’re still hung up. But you don’t need to sulk, Greg. Other girls might give you their asses too. Some wouldn’t even make you beg at all. And,” she concluded with a teasing smirk, “a few of us might actually beg YOU to buttfuck them and they’d cum like crazy with your cock in their ass, because they like it, a lot.”
Judy winked as she purred out ‘a lot’. I stared at her, my mind reeling. Candid conversations like this weren’t exactly unusual for us, but what she was suggesting definitely was. Unless I misunderstood, of course, or she was messing with me, both of which were possibilities worth considering.
“You mean,” I mumbled, shifting to sit more comfortably while trying to make the growing bulge in my pants less obvious, “you like it… In the ass?”
Judy shrugged and looked away, suddenly bashful. Her pale cheeks reddened slightly. That was a first, I thought, intrigued by her reaction as much as I was by the subject.
“Yeah, I kind of like it,” she said, still avoiding eye contact, speaking quickly, an uncharacteristic nervous edge in her soft voice. “I never tried the real thing, not yet. Just my fingers and my dildo. But if I touch my clit while I play with my butt, I cum like crazy. And I mean, nuclear bomb crazy.”
“Oh. Okay,” I said, my boner now achingly stiff and my mouth suddenly dry. Judy was still looking away, biting her full lips, when I recovered from my brief shock and teased her: “So that’s what you do with your boyfriend during those videochats, uh?”
Judy laughed as she turned my way, slapping my arm playfully. “I told you a million times, he’s not my boyfriend! He’s just a guy I know from back home. We go way back and we’re just keeping in touch.”
“Yeah,” I pressed on, “I’d say ‘touch’ is the key word…”
“Well, yes, I finger myself when we chat,” Judy pouted, raising her delicate chin in an exaggerated pose of hurt dignity that made her words comical despite their hotness. “But that’s because he lets me watch while he and his girlfriend have sex. It takes me back to the times we used to do it together, the three of us.”
That hit me, hard. I knew Judy had some sort of virtual fuck-buddy back home in Oklahoma with whom she got together at least once a week. She had told me about this herself after I heard her scream out in climax one night and then asked her over breakfast if anyone else was going to join us. Giggling and shaking her head no, Judy told me she was just fooling around with a friend in videochat. She hated that I referred to this mysterious guy as ‘her boyfriend’, so of course I called him that at any given chance.
I blinked my eyes before talking. “The three of you? You mean you, this guy and his girlfriend… You used to have threesomes?!”