The Education of a Cuckold

by Alex Hathaway

  I couldn’t see all that well from where I was sitting in my effort to be unobtrusive, but I was fascinated by the long slow strokes Zach was taking. You could see how high he was raising himself up without slipping out. After a few of those strokes, Lisa couldn’t help herself and wrapped her legs around him, pulling him deeper any way she could. When that didn’t get her enough depth, she grabbed his ass. Watching her be such a wanton, sex-crazed animal right in front of me was too much. I had my cock out from under the towel now and was stroking it like crazy.

  But that was nothing compared to the violent sex that soon ensued. I guess Zach realized Lisa was ready and wet enough for him because he pushed into her all the way for the first time.

  “Owwww!!” said Lisa, but her cry wasn’t convincing as pain; it sounded more like pleasure. Zach was pounding her harder, savagely. I could see her brown body glistening with sweat in the humid pool room as she pulled him into her with abandon. That’s when the crazy talk started.

  “Oh I love your big cock, it feels so fucking good!” said Lisa. You could hear this loud plunging and slapping sound as Zach had his total way with her.

  “Fuck yeah it feels good!” called out Alexis in encouragement. “C’mon Zach, make her pussy cum as hard as you did mine. I wanna see it! Make her lose it!” Alexis clearly enjoyed seeing Lisa so out of control. Lisa had been her student manager on a couple of work study jobs, so she must have loved the sight of her outside her bossy element.

  “Okay, you little bitch, I’m gonna make that pussy cum!” said Zach.

  Lisa had just had a heated argument last week with some guy in her dorm who called someone a bitch. But she seemed to love it when Zach talked to her that way.

  “Oh god, you’re right, I’m gonna cum again, I’m gonna cum so hard for you!” I could see Lisa’s wiry legs pushing up frantically, eager for his cock. Knowing exactly what he was doing, Zach seemed to sense her orgasm. He stopped pushing, holding her hips close as she shuddered and spasmed all over his cock.

  It wasn’t until the next day when I realized how violent the sex between Lisa and Zach had been, when Lisa showed up at the dining commons with rashes on both her arms from bracing herself on the mats.

  I was amazed I hadn’t cum myself; I was so damn hard. Perhaps cumming a few minutes earlier had slowed me down this time. Alexis seemed to be cumming also, her fingers jammed up inside her and she thrashed around on the inner tube. Becky was a bit more under control, as if savoring the moment. She was starting to move her fingers in and out more aggressively, getting a rhythm going as she watched from the edge of the mats.

  Zach pulled out of Lisa; you could hear his cock plop out of her with an obscene-sounding suction. All the girls laughed.

  “God that sounds gross,” said Becky.

  “It doesn’t feel gross,” said Lisa.

  Not wanting to be noticed, I stuck my cock back under my towel as best I could with it still hard. I suddenly wanted to go home. But I also wanted to stay, stay right here—that was the honest-to-god truth. I wanted to stay here and watch these girls I desired and respected get broken down by Zach.

  I was about to get my wish, because Lisa wasn’t done. She moved around on the mat and stuck her ass up in the air for him. “Give it to me from behind,” said Lisa. “I want to see what it’s like.” The problem was that Lisa was now facing me. I could see her smallish tits hanging down and her eager expression. She made a point of not looking at me, but I was directly in front of her, lurking in the shadows less than ten feet away.

  Zach was only too willing to comply, and as he walked around her, his big fat cock dangled way out in front of his skinny body. He had morphed from strange dude to sexual savant. And it was clear he had the experience to back it up. “Wow,” said Alexis. I suppose we were all thinking it. Zach got behind Lisa and slapped his cock hard on her back. I couldn’t see it from the angle I was watching, but I could hear the flesh on flesh. I could see Lisa’s face in the red light, and so I saw her quick flash of pain as Zach worked his head in again. Then after that, pure, intense, riveting pleasure. Just the kind I was hoping she wouldn’t feel with Zach.

  She was lost in her own world as Zach worked his way in and out of her again. Then, without notice, she looked at me. Locked eyes with me. As if to say, “That’s right, I’m getting fucked.” I thought I saw her flash a knowing smile. It’s a look I’ve grown more familiar with in recent years. It translates into something like, “Go ahead, stroke your dick and watch me fuck. I knew you were a little pervert.”

  I couldn’t take it—watching Lisa’s face light up in so much pleasure. I pulled my cock back out from under my towel again, hoping Lisa wouldn’t notice, hoping she was too far gone. But Alexis noticed. Before I could say anything, she had walked over to me.

  “Oh you’re a dirty one, aren’t you?” Alexis asked teasingly, looking down on me stroking, towering over me with her lanky bombshellness. I felt a flash of shame. I almost told her I’d already sex with Lisa but it would have sounded feeble. My erection seemed to get even harder with Alexis looking down on it, hands resting confidently on her hips. I felt the relief you feel when the jig is up. As she looked down on me, her white skin glowed in the red. She looked like a panther. She was the youngest of the three women; there was something very arrogant about her supple beauty.

  Before I could say anything else, Alexis kneeled in front of me, her tits dangling. I marveled at the size of her brown areola and found myself wondering what those tits had looked like bouncing up and down a few minutes ago when she was riding Zach’s cock and screaming like crazy. What was happening to me?

  Before I could say anything, another incredibly shocking thing happened: Alexis reached out and grabbed my cock, pushing my own hand aside. It probably sounds strange for me to talk about it that way, but all I can say is, we had smoked a lot of pot and we’d all been let loose somehow, freed up by Zach and the release of female sexual energy he had enabled.

  “You like to watch?” Alexis said forcefully, in a way that compelled me to answer.

  “Yes.”

  “My last boyfriend’s roommate did too,” Alexis said, stroking me. “I caught him stroking his tiny penis a couple of times after we fucked.” Lisa moaned behind us while Zach took his time with her. I was hoping to hell Lisa couldn’t hear this.

  “His dick was small but always hard when I caught him,” Alexis went on. Then, looking right up at me, she said, “Small and hard like yours.”

  I twitched in her hands, loving her strokes and dirty talk. This was what I had missed since seeing Beth and her sister—missed in a way I could never have admitted. I certainly never expected to experience such a turn-on again.

  “Let’s fuck,” said Alexis. “Let’s see if we can cum with them.” Alexis straddled me quickly and lowered herself on my cock, her long legs draped on either side of the chair I was lurking in. I plunged in easily. “Are you in?” said Alexis.

  God I hoped Lisa had not heard that! “Yes” I said.

  “Oh okay,” Alexis giggled as she worked on moving herself up and down. I looked at her face to see some sign of the ecstasy Lisa was feeling, but instead I saw concentration as she moved up and down, careful not to lift her legs too high. I slipped out on the second thrust.

  “I’m out now,” I said quietly, hoping Lisa wouldn’t hear that either. Alexis reached down and put me back in, again sliding down all the way, working up and down.

  Behind us, I could hear Lisa moaning, “Yes, yes!” It sounded like Zach was picking up the pace again. I wished I could see them, but Alexis was in my way. I got my wish. Alexis hopped off me.

  “Your dick is too small!” she said, this time loud enough for everyone to hear. I heard Becky howl with laughter and even Lisa seemed to suppress a laugh before going back to fucking.

  “Here,” Alexis said, kneeling on an exercise mat beside me, “get a good look at this fucking!” I turned beet red. Alexis reached her hand over and casually touched my cock as s
he watched. I can ’fess up now: I was secretly hoping—and fearing—she would humiliate me again. Alexis seemed like she could easily have done for me what Jamie did all those years ago—tease me ruthlessly—but she seemed indifferent. She continued to stroke me absentmindedly while she watched Lisa getting fucked. Maybe she was as fascinated by Lisa’s facial expressions as I was. Zach had picked up the pace while Alexis and I were messing around. He was moving pretty fast. Then he did something that really shocked me: he grabbed a handful of Lisa’s black hair and pulled it back hard, getting a little rough with her. But that only seemed to make Lisa want it more.

  All of a sudden I saw Lisa pushing back on Zach frantically and screaming, cumming again. I was jealous beyond belief. Zach wasn’t even fucking her that hard. He looked almost disappointed she had cum so soon, but before I could process that, I realized with embarrassment and ecstasy that I was cumming too, just from the look on Lisa’s face and Alexis’ casual stroking. I squirted—some on myself, some on her arm and shoulder.

  “Oh my god your little dick squirted on me!” Alexis yelled out. This time everybody laughed. Except me. I was mortified.

  I wanted to go home so bad. I wanted out of this college, this social circle. It was no longer ecstasy, now that I had cum. I felt like a depraved loser. Lisa, meanwhile, had pulled herself off of Zach’s cock with another “plop” and landed on an inner tube.

  I could tell Lisa felt sorry I was caught up in this. She flashed me a look of compassion before turning away. Fortunately everyone’s attention was shifted, because Becky was now stroking Zach’s cock, her big ass high in the air. Of the three of them, Alexis was the classic beauty, but Becky intimidated me the most. She was always kind to me, but her wide hips and big full breasts stood between us. Since Lisa had introduced us, I had always been kind of tongue-tied around her. I had seen her turn guys down in the kindest but firmest way possible. She was a series of curves and sexual energy but refused to act sexual in my presence. Until now.

  “God I want to fuck this so bad!” Becky said, shaking Zach’s cock with her hand and pointing it at Lisa, who moved back, surprised. The girls laughed.

  “No Becky, you can’t! You’re not on the pill,” said Lisa, who was passionate about this kind of personal responsibility.

  “Oh but my pussy wants to be fucked soooo bad,” said Becky, clearly out of her mind from the dope and the sounds of sex all around her.

  Lisa gave her one of her patented stares.

  “Damn … okay!” Becky said, stepping away from his swollen dick like an alcoholic pushing a beer back along the bar. “But I get to take him home so he can fuck me all morning,” she added in that calm “I get what I want” tone of voice.

  “I can’t believe you haven’t come yet, Zach!” said Alexis, as she kneeled down in front of him, latching back onto his dick with her hands.

  “Yeah, let’s see that big dick cum!” said Lisa, surprising me again with her frankness as she leaned into a mat and casually rubbed herself.

  “Oh yes! Make that pussy-pleaser cum good!” Becky said, leaning back in and rubbing Zach’s swollen balls with her hand while Alexis worked his dick. Zach fell back into a swim coach’s chair, giving in to the pleasure.

  Alexis wasn’t messing around now. She was determined to make him cum. She stroked him vigorously while Becky worked at his balls.

  Zach finally started to buckle, clearly under the power of Alexis’ swaying tits. He had reached his limit. I couldn’t blame him.

  “Cumming …” called out Zach as he spurted into the air. It was crazy watching him cum. I have seen a few guys cum in porn, and I have cum myself countless times, but I had not seen anything quite like this.

  “Oh wow!” Alexis cried out as five or six hot blasts spurted out of Zach’s cock in rapid succession. The first few shots blasted in her face before she was able to lower the spurts down to her breasts. I thought he was done. I’m not sure if it was because Becky kept rubbing his balls, but Zach kept spurting, not as quickly, but at least four or five more times. The girls all seemed taken aback; he must have cum for forty-five seconds. I had never been more jealous of another man in all my life. Looking at the sexual awe in these normally tough-to-impress girls’ faces; it was suddenly too much for me.

  Before I realized what was happening, I was walking off into the dark, not really caring anymore, just wanting to get away. As I was leaving I heard Alexis say, “God, I have never seen so much cum in my life … You are such a man!” Or was it Lisa saying that last part? It almost sounded like her. Ugh. If he was such a man, what was I? And why was I so turned on by it all?

  I stumbled into the dark. I didn’t want to go home to my dorm. I remember walking for what seemed like hours. I managed to go all the way to the twenty-four hour store, where I sucked down some beef jerky before finally returning to my room as the sun was rising.

  As I opened the door, I hoped against hope that Zach was there alone, without Becky. And yeah, there’s no use denying it—a part of me wanted to see the two of them together. But no one was there.

  I had another lonely orgasm before going to sleep, imagining Becky having her way with Zach all night long, her big fleshy tits offered up however he wanted them. Even more intense, I imagined Zach breaking Becky down, conquering her and literally fucking that “I’ve got men under control” look off her face—the one I could never budge. Here I was thinking these amazing girls were looking for love—and heck, maybe they were—but in the meantime, they sure didn’t mind getting their brains fucked out. Just not by me.

  Chapter 6

  I might as well admit it: the next couple of months were bad. I lost all confidence. I guess I felt a little better that of the three of them, Zach ended up dating Alexis. I liked imagining the jealousy raging between the girls as he ultimately settled on one of them—no more sex games. As jealous as I was that he could score that kind of woman while still having the narrow-shouldered body of a throwback computer geek, I liked thinking of him as monogamous with Alexis, not having sex with every girl around and ruining them for other guys.

  During the next couple of months, I would see them walking around campus together holding hands. Looking perfectly in love. I never found out how Zach ended up fucking Becky that night at her place but dating Alexis for the long haul. I could only imagine the drama that must have ensued.

  One thing that was kind of nice: they never had sex over at our place. I walked in on them making out on the bean bag chairs a couple of times, but that was all. Part of it was surely that Alexis had her own on-campus apartment—won through the housing lottery—but as much as I hate to admit it, Zach probably had pity on me. He was almost unbearably nice to me, even leaving me extra meal tickets he didn’t use at the dining commons since I was not on the full meal plan. I kind of hated him for it, but mixed in with that hate was some appreciation that he wasn’t rubbing my face in his exploits. Whatever erotic adventures he was having, they weren’t going down in our room.

  I had secretly decided to move out at the end of the semester, hoping that a fresh start with some laid-back Deadhead friends who lived off campus would be a good change.

  Unfortunately something happened in late November that screwed me up good.

  Seemingly unrelated events added up. That night at the pool strained my relationship with my friend Lisa. She had thought the world of me up until that year, but then things got difficult. Recently, we discovered some controversial news about the funding of sports programs—the girls’ volleyball team was on the chopping block, but none of the men’s sports were. Lisa didn’t want to go public yet because she felt it would violate the privacy of the conversation we’d had with a couple of faculty members. My friend Matthias, who wrote for our student paper, felt differently. I ended up siding with Matthias. Lisa was upset because she knew it would hurt her relationships with the teachers who had confided in us. Matthew ran with the story. He got the glory; I got the fallout.

  From my view, it was abou
t conviction, but Lisa saw it as a betrayal. Prior to the blowout we were planning to spend Thanksgiving together at her parents’ place in New Jersey. After our dispute, that plan fell apart. She never told me not to come along, but it was understood. Lisa wasn’t such close friends with Becky anymore—Zach drama, maybe?—but she was even better friends with Alexis. No doubt Lisa was venting to Alexis about her frustrations over me.

  To make matters worse, I ended up hurting Alexis’ feelings as well. I was a proud member of a literary journal we published each February. It was kind of a cross between a literary publication and a yearbook, with classic photos of school year hijinks. I worked my tail off to get on the editorial board.

  In retrospect, I made a big mistake inviting Alexis to submit some of her poetry to the journal, an invitation that had been extended before the infamous pool night. I was trying to impress Alexis—something I had been unable to do before, during, or after pool night. I suppose the poetry invitation did make an impression; it was truly the one time I really got her attention, aside from cumming on her. (Ugh!)

  Alexis submitted three poems. Her work wasn’t bad—it reminded me of the poems in that book Jewel published. Which meant it wasn’t great either. It was about her romantic ups and downs, each with a dramatic goth title like “Edge of Darkness” and “Waster of Souls.” I thought a couple of her pieces were good enough for the publication, which was hardly a Pulitzer Prize worthy journal. To my dismay, I found out that the other two editors disagreed. They outvoted me two to one.

  Fast forward to early December, when we posted a list of writers who made the cut. Alexis’ name wasn’t on it. I was hoping not to see her until after the long winter recess. Bad luck for me: I ran into her in the mail room. I was reading a letter from my grandmother, of all people, and looked up: blond hair and black goth eye makeup everywhere. She was staring down at me, her breasts filling out her Ramones tank top outrageously.