by Ben Boswell
I'd never been much attracted to Stacy. Part of it was that Richie was a friend, but also that at that point in time I guess I had a pretty unsophisticated palate as far as women were concerned. I was attracted to the Madison-types, busty blondes with lots of makeup, generally the more showy the better. Stacy was quite the opposite, a cute little pixie, real girl next door, smart, funny, brown hair and eyes, sort of a Natalie Portman type.
Chad though, poon hound that he was, always had a thing for her. He insisted she had the nicest ass in the freshman class. There was always a little sexual tension between them, and it mostly manifested itself in flirty teasing. But she was committed to Richie. They were one of the few actual couples I knew. They went on dates and everything.
Anyway, we'd been working most of the afternoon, and were all getting a little restless. Chad and Stacy were exchanging one-liners. I don't even quite remember how we got there, but the two of them started arguing about who was smarter. Chad had the higher SATs, she had the better GPA. He gloated that he was pre-med.
She smirked, "Pre-med my ass. Sleeping around isn't going to turn you into a gynecologist."
"Oh, now it comes out!" he laughed. "You're just jealous. You want me. All you had to do was ask."
"Naw, that's okay. I'm actually enjoying my herpes-free existence."
He laughed again. "I'm between flare ups. I swear. But that's okay. I know your hurtful accusations are just a way to deflect your burning desires."
She turned to me. "Is he always this delusional?"
"Um, yeah, pretty much."
He put on a fake pout. "Oh sure, take her side. Well, whatever. A man of my towering intellect can easily take you both on."
"The only thing towering about your intellect is how high you pile the bullshit," she quipped.
"Okay. That's it. I didn't want to have to do this, but you've left me no choice. You are both officially challenged to a game of drinking Jeopardy!"
Stacy chuckled. "What's that?"
"Billy got one of those electronic Jeopardy! games for Christmas. And I," he reached down under his bed, "conveniently have a bottle of Southern Comfort. We play the game. If you buzz in and get it wrong, you drink. If you buzz in and get it right, the other two drink. Fun right?"
"Okay, I'm in," Stacy replied.
"I guess I am too."
We got the game out and Chad poured three shots. It was a neat toy. It came with three buzzers and connected to the TV. It was almost like being on the real show. Anyway, we started playing. I buzzed in on the first question and got it right. Stacy and Chad downed their shots and refilled. Chad buzzed in next and got it wrong. Another shot for him. It went on like that for a while.
After maybe ten minutes, we'd gone through a dozen questions. I think I was ahead on points, but we'd each answered three questions right. The problem was that we'd also each had six or seven shots.
"Guys, if we keep doing this, we're going to end up in the hospital," Stacy noted, a silly buzzed smile on her face.
"She's right," I added. My head was already spinning.
"Wimps!" Chad taunted. "Fine. Let's switch to strip Jeopardy!"
Stacy laughed. "In your dreams."
Chad clucked loudly. "Chicken!"
"You think you can taunt me into playing strip Jeopardy?"
"Nope. Because, I know, you're a chicken."
She turned to me. "What do you think about this?"
"I'd play," I replied immediately.
She laughed. "That’s what I get for asking a guy, I guess."
Chad turned it up a notch. "Come on chicken, I'll even give you a head start," he said whipping off his t-shirt and tossing it on the floor.
Stacy giggled. But I noticed her checking out his toned physique.
"Want more? Here you go," he said taking off his socks, and lobbing them in her general direction.
"Why stop there?" she laughed. "Take it all off. You know you want to."
He shook his head. "Nope. You have to play. Unless you're chicken."
She paused, obviously thinking about it. And then she looked up and smiled. "You know what? Fine. Let's do it."
I couldn't quite believe it. Frankly, I wasn't real keen on getting naked if I lost. But we were all halfway to hammered. And I didn't want to be the one to chicken out.
Next question, Stacy buzzed in just ahead of Chad. It was an easy question. She got it right. I took off my socks. Chad took off his jeans. He was now just in his boxers.
"You ready to give up?" she asked him smugly.
"Just play."
Next question, Stacy buzzed in first again, but this time she got it wrong. Off came her socks. Chad got the next one right. I took off my shirt. So did Stacy exposing her bra. The questions were getting harder, maybe it was just that we were reaching the higher point questions, or maybe the booze was kicking in, or maybe our heads were getting clouded by lust.
Chad got the next one, though, and now I was down to my boxers as well, and Stacy suddenly down to her bra and panties. And I had to admit, she did have a killer little body.
Then things got really crazy. She buzzed in on the next one and missed. I was getting excited. She hesitated. It would be either her bra or panties.
"You're not gonna wimp out, are you?" teased Chad.
"Fuck no," she hissed. "I'm still going to win this thing."
She reached behind her and unsnapped her bra, tossing it at Chad.
"Now, that is worth a toast!" he exclaimed, pouring another three shots.
And it was. She didn't have big tits, but they were just perfect, lovely b cups with gorgeous, prominent, raspberry nipples.
I still remember the last clue. "In the 1950s, performed the first systematic research on female sexuality." I buzzed. Then hesitated a second. Was it Kinsey? No, I remembered, "Masters and Johnson."
Stacy and Chad both groaned when the game revealed the answer confirming my victory.
Chad stood up. "Well, no point delaying the inevitable."
He quickly stripped off his boxers, exposing his thick cock. I looked away, but noticed Stacy giving him a sustained examination.
Now it was Stacy's turn, and as we both watched her expectantly, she took a deep breath and then pulled down her panties, leaving her perfectly naked. She wasn't shaved, but she was closely trimmed, and I couldn't help but stare. It was the first time I'd seen a real, live girl completely naked in person, up close and personal. She looked from Chad to me and back again, an almost dazed expression on her face as if she couldn't believe she'd gone through with it.
"Didn't I tell you she had the nicest ass on campus," Chad said with only a slight exaggeration.
I nodded. He approached Stacy, his big dick dangling before him. He put his hands on her shoulder, stared into her eyes. She seemed to almost swoon.
"Don't you think you should give Billy here a reward for winning?"
"Like what?" she replied dry mouthed.
The sexual tension was suddenly almost unbearable. He maneuvered her over to my desk.
"Show him your ass," he suggested as he bent her over my desk.
I was sitting on my bed, my eyes level with her bottom, staring up between her legs at her exposed snatch and tiny puckered asshole. Chad slid his hand between her cheeks, trailing a finger over her anus before plunging it deep into her wet pussy. She gasped as his finger squished in and out of her tight cunt.
My cock was rock hard, tenting up my boxers. My heart was pounding. I'd seen Chad bang girls before. But never so close, and never a girl I knew as well as Stacy.
He looked me in the eyes. "Come fuck her."
I was up like a shot, my boxers around my ankles. I stepped in close. Then I hesitated. Could I do this to Richie? Is this even what Stacy wanted?
"Are you sure you want this?" I asked.
Stacy looked back at me, face flush, eyes glassy. Then she looked up at Chad standing naked beside her. "Yes. I want it."
It was my first time. I didn't even quite
know how to get it in. Luckily, Stacy saved me, reaching back and guiding my cock into her pussy. I'd like to say I was a total stud, that I fucked her like a pro. But it was quite the opposite. I knew it would feel good, but it never occurred to me how good. She was hot, tight, and soaked. When I entered her she mewled sexily. I came instantly. One pump chump.
"Oh no," I cried out, slumping back onto my bed.
She looked back at me and gave me a disappointed, but not unkind look. Then Chad took her hand and led her over to his bed. They started making out, his hands all over her body. She dipped her head into his lap and started slurping on his cock. I was just sitting there, feeling like shit.
"Come join us," Chad called out after a few moments.
"No," I whined.
He maneuvered her onto her hands and knees on his bed, her mouth still bobbing on his shaft.
"Get over here! We're just getting started," he replied, reaching over and spreading her butt cheeks for me, giving me a nice flash of her snatch.
I drifted over, my dick slowly chubbing back up.
"Go ahead, rub her pussy with your dick."
I kneeled behind her and pressed the head of my penis against her wetness. She moaned pleasurably. I rubbed it up and down. Her pretty ass little gyrated slowly. I was suddenly hard. I rammed it home. She gasped and then swallowed Chad's cock extra deep.
"Fuck yeah," he grunted. "Give it to her."
It was an ugly, sloppy fuck, and even though I'd already come recently, quick. But it was my first real fuck. I came hard, satisfied. I sat back on bed, my back against the wall.
Chad quickly flipped her onto her back. Her head ended up in my lap. He wedged her legs over his shoulders, and then as he kneeled under her butt he slowly feed his big tool into her tight, little pussy. She moaned excitedly.
He fucked her hard, driving his big prick into her over and over. It could not have been sexier. Her pussy lips clung to his thick shaft. Her breasts jiggled wildly, her nipples hard as pencil erasers. She was moaning in passion, her head swaying back and forth in my lap.
Without any prompting she turned her head and swallowed my prick deep into her mouth, restoring my erection instantly. He pumped her faster. I reached down and roughly mauled her breasts. She came hard, suddenly, her whole body shuddering. It was amazing. We went on like that for several more minutes, Stacy coming at least twice more before I felt a tingle in my balls and came in her mouth, my third orgasm in less than twenty minutes. Chad finished soon after, pulling out and firing several thick ropes of jism across her belly and chest.
We were teenagers. Drunk and horny teenagers. We spent the weekend fucking, watching TV, and ordering in food. We mostly took turns with Stacy. She went back and forth between us, seemingly insatiable. By the end of it, I think I'd become a passable fuck.
Monday morning arrived. She'd fallen asleep in my bed, both of us naked, and I woke up to her wrapping her leg over me and feeding my morning wood into her pussy as we lay side by side. We kissed and fucked slowly, tender and romantic and extremely enjoyable.
After we finished, I brushed her hair from her face. I felt a real connection.
"What are we going to tell Richie?" I asked.
She looked at me quizzically. "Richie? Nothing. We're not going to tell him anything." She disentangled herself from me.
"But..."
"No buts," she hissed. "This weekend was great. I loved it. But it never fucking happened. Understand?"
I nodded, but I didn't really understand at all.
She rose and dressed quickly, and without another word, she was gone.
I never did tell Richie. And she probably didn't either. We still studied together on occasion, but now always in public. They got married after school, and now live in Michigan with their three kids. I still see them on occasion, though, and every time I do, Stacy finds a way to work either Jeopardy! or Southern Comfort into the conversation and she gives me a quick smile that never fails to give my cock a jolt.
***
After Jessie disappeared upstairs I turned to see Chad sitting in the living room. He'd watched the whole thing, the blowjob and the fight.
"I wish we'd never run into you," I snapped. "How could you do this to me? I thought we were friends."
"You mean like Richie was your friend?"
"Fuck you man. We were kids. Stupid."
"No, we were guys and she was hot to trot and we had a little fun."
"That not the same thing, and you know it."
He laughed. "Of course it's the same thing. And you know what? I just did you a favor, just like we did Richie a favor."
"How'd you figure?"
"Stacy was a good girl. Probably had a high school boyfriend or two, but then she meets this perfect guy at school. And they're dating and getting serious. And in the meantime, all of her friends are just having fun, hooking up and shit. And in the back of her mind, she's wondering what she's missing. And we just gave her a taste, scratched her itch a little. Gave her a few memories, and an exciting little secret she could always remember when things with Richie seemed routine. I guarantee we made their relationship stronger that weekend."
I regarded him skeptically. "Sounds like a lot of happy rationalization to me."
"They're still married, right?"
I nodded. "Whatever. That still has nothing to do with this, now. Jessie and I have been together twelve years. We have kids. We didn't need you getting involved."
"You don't know what you need. What, you think I set out to pick up your wife? She's the one who was throwing out all the vibes, licking her lips, flipping her hair, crossing her legs, touching my forearm. I just figured it was better I give her a little taste rather than some other dude."
"Jesus. She was just responding to you. You had the charm turned up to eleven."
"Dude, open your eyes. Jessie was primed for an affair. You realize that right? When you married her, she was a nice girl, sort of dumpy. Now she's a total MILF. She resents you for that, for locking her up before she blossomed. She sees the way guys look at her now, wonders what's out there, especially since she was never the kind of girl guys fawned over before. And plus, she's now got kids, getting a bit older, looking for reassurance."
I snorted. "See, you're just making shit up. That doesn't even make sense. On one hand you're saying she knows she's hot and wants to see what's out there and on the other hand you're saying she's insecure and looking for a self-esteem boost. Those are contradictory."
He laughed. "Jesus, dude, after all these years, you still don't understand women at all. Women are contradictory. That's their nature."
I sighed. I wasn't interested in getting into a long philosophical discussion with him about women.
Chapter Six: Bygones
"Just leave," I said finally. As hot as I knew a threesome would be, I also knew I’d be happier if he left before it went down.
"Relax man, go with the flow. If you kick me out now, Jessie will always resent you. Let's have a little fun tonight, and then I'll be gone tomorrow and she'll always be grateful that you were so generous."
"I don't know what I can live with that."
He smiled. "I think you can. I know you can."
***
Stacy was the first woman I had sex with, and for another eighteen months the only one. Junior year, I did a study abroad in Spain, and thankfully being an exotic American seemed to give me a certain cachet with at least some Spanish girls. I wasn't a super stud by any means, but I did have a couple of hook ups.
There was another student from school on the same program, Jodi. Back home we'd never even exchanged a word, but in Barcelona we got to be friends. She was a real sexy girl, tall and slim, with thick, dirty blond hair that flowed in waves over her shoulders. Long legs, an absolutely perfect ass, and big brown eyes.
We were sort of confidants. She heard about my relationships such as they were, me about hers. We were definitely in the "friends zone," and when we went in with a couple of ot
her friends on plans to rent an apartment off-campus senior year it was nothing more than convenience.
And then one night in Barcelona she dropped by my place. She'd just had a big fight with her latest Spanish boyfriend. I was consoling her, rubbing her shoulders when suddenly she turned around and kissed me.
I stared at her in shock.
She looked back at me, looking equally surprised.
We kissed again and then stumbled into bed. It was electric. We stripped off each other’s clothes and the she mounted me. She rode me slowly, her big titties swaying gently as she rose up and down on my shaft.
We were inseparable after that, our last month in Barcelona, and when we got home we moved into an apartment with our friends Alex and Katie as a couple. We shared a bedroom, using the other as an office. When late fall rolled around, and Jodi started applying to grad schools, I started submitting job applications in the same cities so that we could stay together. And that's when the problem arose.
She had gotten accepted to Berkeley, and I managed to get a job interview out in San Francisco. The company was paying for my trip, and they even offered me flexible travel dates so I could visit the area. I decided to spend the weekend before my Monday interview. I was hoping Jodi would come with me, but we couldn't swing the extra plane ticket.
I had a great trip. It was my first time in California, and San Fran is a spectacular town. The interview went well, really well, and it was pretty obvious they were going to give me an offer.
I took the red-eye and got home on Tuesday morning. Jodi liked to sleep late, and she had mostly afternoon classes, so I was pretty surprised that she wasn't there. Worse, the bed was made. Now, Jodi was a wonderful girl, but she was a slob. I was the only one who ever made the bed, and indeed, I had made the bed Friday morning before going off to the airport.
I heard footsteps out in the kitchen, so I went out there and ran into Alex. He saw me and turned white as a ghost.
