The Education of a Cuckold

by Alex Hathaway

  “Jamie told me all about it,” Beth said. She looked hurt and angry—which I had seen a couple times before—but there was something else in her aspect I had not seen before, something unexpected: she was taking charge … of me.

  “I’ll leave the two of you to … talk,” Jamie said, a wicked gleam in her eye.

  Jamie closed the door and left the two of us, the best of friends, completely reassessing each other.

  “Jamie told me … everything.” Beth said, standing over the bed. I was in shock. I didn’t have time to think about why Jamie would have exposed me like this.

  “I can’t believe that after how much we trusted each other, you would watch me … watch me fuck!”

  She was disapproving, restless. There was no love in her eyes, but maybe there was a bit of sex.

  “She even told me how horny it made you. It made you horny to watch me fuck?”

  I was completely taken aback by her forcefulness. This wasn’t like her at all.

  “Didn’t it?!”

  “Yes,” I admitted weakly.

  “Jamie told me everything, and I mean everything,” Beth said. “Do you know what that means?”

  “I’m not sure,” I said, fearing what she would say next.

  “That means … she told me that she jerked your cock to two orgasms watching me fuck. Is that true?”

  “Yes,” I said, relieved. Close call.

  “She said you were unbelievably hard watching the girl you supposedly love fuck someone else. I couldn’t believe it!” Beth said. “I couldn’t figure out why the hell you weren’t down there fighting for my honor. There could only be a few reasons: one, that you didn’t love me the way you say. But I thought, ‘That can’t be it.’ ”

  Beth fiddled with one of the buttons in her cutoffs absent-mindedly, giving me a view of her sun-browned stomach. She leaned over the edge of the bed and continued, “So then I was thinking, ‘Well, he must have been afraid to get his ass kicked. After all, Billy is definitely much stronger.’ But no, I’ve seen you play soccer and you throw yourself into much bigger guys all the time.”

  Beth leaned over farther. “So there’s only one other possibility; you must have a small penis. That kind of thing can make a guy real … shy. I know that from experience.”

  Beth looked at me wickedly, with a touch of a smile, but a steely one. Her trademark warmth was nowhere to be seen. I didn’t know what to say. I had never seen her like this. Like she owned me. Who was this girl I thought I had known so well?

  “Let’s see,” Beth said, grabbing for my sheet. I instinctively pulled it back, but she pulled harder, and down it went. I wasn’t even hard anymore; my cock had retreated into a protective shell.

  “Yes! Just as I thought,” Beth said. “Guys with little dicks are such a pain.”

  I didn’t know what to say. The history of our intimate friendship reduced to this humiliation.

  “Let me get that little dick hard,” Beth said, straddling me. “I want to show you something.” She moved her crotch up and down my groin area; the pressure made for intense sensations. I started to get hard looking up at her, swaying over me in her cutoffs, totally in control.

  “Does that feel good?” Beth said.

  “Oh god …” was all I could muster.

  “Yeah, that does feel good,” Beth said, rubbing herself on me, grinding on me through her shorts, her brown ass jutting out of her cutoffs in the sexiest way you could imagine.

  “You should imagine what my pussy feels like from the inside,” Beth cooed at me. “It’s so wet, so warm.”

  I was already rock hard.

  Beth sat up and fondled my erection.

  “I still can’t believe you watched me,” she said. “What were you thinking?”

  Silence.

  “You know how creepy that is?”

  I was going to say something about her sister watching her not being such a classy move either, but I thought better of it.

  “We’re supposed to be friends,” Beth said. “You’re supposed to have my back!”

  I felt ashamed, dirty. But I was harder than ever. I worried that I was going to spurt on Beth’s shirt. Something told me that was not going to improve the situation at all. Jamie had really set me up! She must despise me …

  “So I want you to at least be honest with me,” Beth said, stroking me a bit more intensely. “Did you like watching me fuck?”

  Ugh.

  “I said, did you like watching me fuck!?” Beth almost shouted, and I got red-faced, wondering if Jamie could hear.

  “Yes.”

  “Did you like watching my pussy cum on that big cock?”

  “Yes,” I said, helplessly. There was no use denying it.

  “I’ll bet you didn’t know I was such a slut, did you?”

  I was surprised to hear her use that word about herself.

  “No.”

  “Well, I am,” Beth said, stroking me faster.

  “We’re all sluts … to guys who can fuck as well as Billy.”

  “Actually, it’s a relief to tell you how much I love to fuck. I really hated pretending. And I hated lying to you or making excuses when I needed to get my pussy taken care of.”

  With that, Beth got up.

  “Where are your condoms?” she asked aggressively.

  I was slow to respond, so she brazenly opened up the top dresser drawer where I kept most of my clothes.

  Before I could say anything, she had rummaged around and found a box. She pulled at the tape. The package was a bit worn but still unopened.

  “Unused … that’s no surprise,” she said, laughing. Where did this mean girl come from and would Beth ever come back to me? If I wasn’t so aroused I would have cried.

  Beth pulled a condom out and before I knew it, she was putting it on my cock. I could see the cleavage from her small but very firm breasts poking out as she leaned over.

  “Get up!” she said in such a tone of command I had no choice but obey.

  As I stared at her in a stupor, Beth peeled down her cutoffs, then her t-shirt, practically throwing it off. Her panties came next, teasing down her legs. She hopped onto the bed and lay back, spreading her legs wantonly, rubbing between them with her fingers.

  “C’mon, this is what you’ve wanted all this time, right? Get on top of me and fuck the shit out of me!!!”

  Was I living a dream or a nightmare? She was right—I’d wanted this for the longest time—but not like this. Not like this! I was thinking passionate kisses, tender caresses, whispers of affection. All the intimate things that would have given me a strength I could count on. But I felt vulnerable … naked.

  “Let’s go!” she said impatiently.

  Not wanting to humiliate myself further, I got on the bed, kneeled near her. I tried to ignore that voice in my mind warning me that I was practically a virgin, that I didn’t know what I was doing. What was worse, my cock wasn’t even all the way hard anymore.

  I struggled to get the condom on my half-hard dick. I felt the beginnings of hot tears in my eyes and tried like crazy to suppress them.

  Fortunately Beth came to the rescue of my self-esteem, expertly unwrapping the condom and in the process getting my dick harder through her touch as she worked the condom up on my dick. I felt so self-conscious as I lined my cock up with her pussy. I tried to find my way inside her.

  “Get it in there!” Beth demanded as she put her elbows up to see what was going on. Her tanned brown thighs looked incredible, keeping me horny and not just terrified. I tried to push myself inside her. I wasn’t getting anywhere with it though. Goddamnit! This was turning into a nightmare.

  Beth saw how stressed out I was and had pity.

  “I’ll help with that,” she said, and grabbed my cock. She lined it up easily and without even looking, pulled me forward. I was in! There was a moment of tightness, then I was inside her.

  “Oh!” Beth said. I started to get excited, feeling the pleasure for both of us. Nothing had ever fel
t as incredible as all her warmth around my dick.

  “That’s it,” Beth said, pulling my ass toward her. “Give it to me.”

  I did, pushing in pretty hard, looking down to make sure I didn’t come all the way out. This was going to take some practice. I didn’t want to get too crazy and slip out. That much I knew about sex with girls from my few prior misadventures.

  “C’mon Jason, give it to me! This is what you wanted, right?”

  “Right!” I said, eager to please her.

  Now that the initial tightness was gone, I started giving it to her harder.

  “Give it to me,” Beth said. Then, pulling her supple legs around me, she added more coolly, “Give it to me harder.”

  I pounded her harder. That seemed to work. Each time I hit the base of her pussy I could tell she could feel it better.

  I thrust at a rapid rate, doing my best to please her. But when she worked her ass up toward me, the rhythm got more complicated. I fell out. She quickly pulled me back in, but it kept happening. The next two times, it wasn’t as easy to pull me inside. The rhythm was broken. She didn’t hide her frustration.

  “Your little cock keeps falling out. Just when it gets good, it falls out.” She glared at me with impatience. “Try to keep it in there and pound me.”

  I did my best, but now I was getting nervous and falling out more often. Tears welled up again but I fought them off, sensing she would have no sympathy for me now.

  “Slow it down,” Beth said. “It’s better for you to go slower and not fall out as much.”

  So I went slower, and that helped. I was moving in and out without the slippage, getting into a decent rhythm. Beth lay back with her legs spread wide, trying to keep the rhythm simple for me.

  “See, that’s the other problem with little dicks,” Beth said. “I can’t feel a thing. See how easy it is to work it in me?”

  I nodded, embarrassed.

  “With Billy’s dick, pretty much every time he pushes it in me, it hurts … but so good.” Then the clincher, driven home with all her resentment, “You wanted to fuck me—but you can’t.”

  I tried to fuck her better but it just made her laugh out loud.

  “All this time, you wanted to get in this pussy, and your dick was too small to begin with.” I could not believe her cruelty. But more than that, I could not believe how right it felt. Then I had a horrible/amazing thought I have never, ever forgotten. Finally, some truth between the two of you after all this BS about “how close we are.” The shame made my dick rock hard, the words to “Cruel to be Kind” rattled off in my head from somewhere.

  I was fucking away while she trash-talked me. Hurt, mad, confused … horny.

  “You couldn’t help yourself so you watched.”

  “You stroked your little dick and watched me. You knew it was wrong but you couldn’t help it.”

  “And now you’re fucking me—kind of.”

  “Be careful what you wish for with that tiny dick!” With that she just burst out laughing and it took a big thrust from me to stop her pussy from expelling me completely. But then she pushed harder and I slipped right out, leading her to laugh hard enough to roll on her side.

  My supposed best friend had no sexual mercy. Looking at her magnificent body, a thought long repressed burst out: what right do you have to fuck her? But then: don’t let it end like this! I pushed her legs up forcefully inserted myself into her. But I was too worked up.

  Before I knew it, I was twitching and cumming inside her.

  Realizing that a brief, substandard fuck was all she was going to get from me, she started laughing again, completing my humiliation. This time I did let a couple tears fall, thinking it would break her cruel trance. But it didn’t.

  “Oh, a quick cummer too! Well that doesn’t really surprise me.”

  Beth whipped my dick out of her, holding my condom by the base to prevent it from slipping off. She seemed to be paying a lot more attention to my condom that she had to Billy’s last night. God she was experienced at sex. I felt like such a boy. Once I was out, the condom came off easily.

  “That tiny dick was barely in that thing,” Beth said. “We’re lucky the condom didn’t slip off you,” she said.

  I lay down beside her, reaching for her hand, but she pulled hers away, distracted.

  “Dammit that was the worst fuck I’ve had in a long time,” Beth said. I realized later that there is nothing more “cruel to be kind” than a hot girl who is restless with cum.

  I was stunned.

  “What are we going to do about that? Huh? There’s no way you’re going to fuck me to orgasm. We’re going to have to try something else. Are you good with your tongue?”

  “I think so,” I said, not wanting to come off as utterly incapable.

  “Well have you ever eaten a girl out?” Beth asked demandingly while sitting up in the bed.

  I was going to lie and say yes, but something about the way she glared at me convinced me otherwise.

  “No,” I said.

  “Okay, well, that’s not going to work, I don’t feel like teaching you how to eat pussy. Go ahead and finger me,” she said. “Let’s see how that goes.”

  With that, Beth propped herself up on a couple of pillows and patted down the space next to her. “Lie next to me and get me off,” she said, still in her demanding tone.

  I lay down next to her, rolling onto my side. I moved my fingers up her thigh, feeling my way into her pussy. I was really nervous. I had never done this before either, except once in a girl’s jeans in the back of a movie theater, and that didn’t really count; the stakes were not this high. I put my fingers in her cautiously, feeling the wetness suck me in. Leaning up against her rounded ass, I felt how amazing it was to be so close to her. I wanted to get her off more than anything, to reclaim a shred of sexual pride.

  I just felt my way into her, trying to move my fingers in a nice rhythm.

  She moaned. “Oh that feels good, Jason. Keep that going.”

  I worked my way in and out, adding an extra finger so I had three fingers moving. She moaned appreciatively so I added a fourth, and she moaned even louder. I could feel her pussy clenching harder now, harder than it had on my cock earlier.

  I worked in a little deeper, not sure how rough I should be, but her moaning was getting stronger, so I was doing something right. I felt some sexual confidence returning when I realized I could sense her body’s movements and respond to them. Maybe I could take her to orgasm after all.

  But Beth had a different agenda. She pulled my hand out and rolled over, sitting back against the pillows. “Let me take it from here,” Beth said. “Sit up so you can see this.”

  I sat up and watched as Beth starting working her right hand into her pussy, a couple of fingers dipping in and out. “Ohh …” she said as she closed her eyes. “When you’re doing a girl with your fingers, find a way to work the clit.” She moved her hand outside her pussy and rubbed her fingers teasingly up and down the sides of her clit and vaginal opening. “Just be careful. You don’t have to touch the clit that much—it gets too intense—just work it till you feel the girl move …”

  She was being sort of sweet to me again, but more like a stern teacher than a lover or a close friend. As she teased her clit, her legs started to move. I was entranced just watching her please herself.

  “That’s the next best thing to a great fuck—knowing how to work this. I can cum nice this way. Let me show you.”

  “Oh yeah,” Beth said, opening her eyes for a moment to look down. She worked a couple of fingers inside with one hand while she rubbed on her clit with the other, sometimes pinching it gently. “You like watching this?” she asked.

  “Yeah,” I said.

  “That’s okay. Rub it for me, jerk it while I do. Let’s cum together.”

  I stroked myself, instantly coming to life. Beth pulled her legs closer together, applying more pressure as her hand stroked faster.

  “Oh god,” Beth said as her body ti
ghtened. She was rubbing feverishly now in short strokes. It dawned on me later that taking charge of me and cutting our lovemaking to the core must have turned her on as well. It was a raw display of power. Suddenly her legs clasped her hands and she almost rolled off her side of the bed from the intensity. “Oh yeah!!” I was taking feverish mental notes of the path to her ecstasy.

  It was awesome to hear her happy moans, to somehow share this moment with her. She sounded so beautiful when she was cumming like that, all the problems in her life so far away.

  She was in her zone for a minute or so. Then she finally rolled back over and looked at me. “Did you cum?” she asked.

  “No,” I said shyly. Nothing about this brutal adventure had really gone right for me. “I think, you know, because I had just cum …”

  “Oh no, I’m sure we can make you cum again,” Beth said confidently.

  With that she got up, kneeled next to me on the bed, and firmly reached for my cock, which was already almost hard. As soon as her hand touched it, it twitched and swelled even harder.

  “Yeah, definitely more cum in here,” Beth said, stroking me casually, sort of examining my dick with her hand. “You feel like cumming again?”

  “Yeah,” I said.

  “Because I can make you cum harder than you have, probably ever,” she said. The cocky way she looked at me, it was hard to doubt her. She wasn’t really confident in the classroom, so I had no idea until now how incredibly confident she was in the bedroom, how confident she was as a woman.

  “Want me to make that little dick cum?” she asked.

  I twitched again, noticeably. I wished she hadn’t said that again, but a part of me was thrilled as well.

  “You like to be teased, don’t you? Just like my sister said.” Beth stroked me a bit faster. Then all of a sudden she pulled herself on top of me. I could feel her wet pussy juices on my thighs. She held my cock up against her belly, as if to take an eyeball measurement of it. She seemed to suppress another laugh.

  “Such a dirty boy,” Beth said, “such a dirty, LITTLE DICKED boy.” She stroked and stared me down, daring me to contradict her. And there was no way I could. Her fingers felt sensational on my dick, so very different than my own. My erection was so hard that it actually hurt. The brutality of damaging our friendship for this sex made my pending orgasm all the more intense.