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I don’t know when exactly the condom broke, but I knew it was broken before I came. She told me she was changing birth control, and she wasn’t sure she was fully protected just yet. So we played a little game putting the condom on, and made it part of the foreplay. We weren’t exactly dating, but we’d fucked off and on for a few years, usually between relationships, and we knew how to have fun with each other. Her pussy was different that day, though. Her wetness, her scent… I’m not sure I could have told you what fertile times looked like… but I knew it when I saw it. It drove me wild, and I throbbed and pulsed inside her, my hands on her hips while she presented herself face down/ass up to me, when I realized what was going on.

And then it started to feel like the condom was bunching up around the base of my cock. I let myself slip a little farther out of her on a couple of thrusts and yep. There it was. The condom, clearly broken, with my dick fully unprotected, coated in her wetness.

I paused, a little stunned I think. Until she thrust her hips back onto me, and my cock disappeared back inside her. I slapped her ass, and felt her clench around me. I think if anyone could have seen my face at that moment, they would have seen a little devilish grin flash ever so briefly, just in the eyes.

There was no way I was going to last long. I held back as long as I could. When my orgasm finally eluded all my efforts to suppress it, I could feel my cum start to leak out of me. I pressed her down all the way onto the bed, in a position I knew I was basically pressed up against her cervix.

I could swear I heard the first real, full spurt of cum spray her insides. My vision went spotty and then blurry. It felt like I was emptying my soul into her. I kept thrusting, her pussy turning into a cummy mess.

I had a flash of thrilling terror as I realized what I’d just done. I composed myself just as she said “Babe. I can feel you leaking out of me…. I… I think… I think the condom broke!”

I scrambled away from her, feigning panic, but still throbbingly hard, so we could both see the shredded condom bunched up at the base of my cock. “Fuck fuck fuck.” She said. She laid back and started scooping my cum out of her. She let out a sob, and tears began streaming down her face.

It was the hottest fucking thing, her frantic fear, the surprising volume of cum, and her fingers plunging into herself.

I kicked into comforting mode. I grabbed her, wrapped her in my arms, and told her it’d be ok. “We’ll go get some plan b, right away, and we’ll get you to the doctor tomorrow. I’ll go with you.” I fucking throbbbbbbed, feeling her tears on my skin, and knowing I’d caused such strong emotions in her.

I nudged her face up to me with a finger on her chin. “It’s going to be ok.” And I stroked her cheek and kissed her. She kissed back. I could feel her tears on my face. And I could feel her hips start to subtly and slowly grind against me. I stopped kissing her, and held her face in my hands. “Tell me what you want,” I said. She looked down. “Look at me,” I demanded. “Tell me what you want.”

In barely more than a whisper, “I… I want you… to… to… breed me.”

“Good girl,” I said. I wrapped my fingers around her throat, pulled the remains of the condom off myself, and slipped slowwwly back deep, deep inside her.

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I fell hard for a closeted lesbian when I was in college. Looking back, I cringe at my naïveté, but I try to remember that she was actively (but, in hindsight, poorly) hiding her gayness from me and everyone else.

One drunken night, we made out after a party. Before too long, she stopped us and told me flat out that she’s gay. I was terribly confused. But I managed to not make it about me (somehow!) and let her talk. She told me she’d always known she was gay, confessed in her wry wit that she was feeling “straight curious.” It finally came out that really she wanted to see a cumming cock live and up close. I was more than happy to help with that! It was one of the most exciting mutual masturbation experiences I have ever had. We awkwardly stripped down, and sat facing each other on opposite ends of her couch. She watched me stroke, throb, swell, and eventually explode… and I watched her rub her clit until she came came right after me. Before then, I wasn’t sure this happened to women too, but she seemed to snap out of her mood as soon as she came; that post-orgasm flood of brain activity, and she was like fuck, this is disgusting and wrong, you have to leave. So I dressed quickly and I left.

Several weeks later, she apologized. I asked what she was apologizing for. It wasn’t clear whether she was somehow sorry for the sexual experience, or her reaction afterward. Turns out, it wasn’t clear because she didn’t really know. Conflicting emotions abounded! Truthfully, I was willing to take advantage of the conflict if it meant I got to masturbate for her again. It started much the same way. Some kissing, which I now recognize she really wasn’t into, awkward undressing, and then masturbating. Except this time, I watched her slip a finger inside herself, staring at my penis, as she said “I’ve been wondering what it would feel like inside of me…”

I paused, which sort of snapped her out of it, and she looked up at my face. I asked “Do you want to know?”

“No,” she said quickly. But kept fingering herself, and staring at me.

“Do you want to know?” I repeated.

And she repeated “No.”

But she sank down on the couch, spreading her legs a little farther apart. I inched forward.

“Are you sure I can’t help?” She nodded, staring at my erection. “Because I will…” No response this time.

I leaned in closer. “No….” she said. I pulled her hand away from her pussy.

“Let me help.”

“No….”

The tip of my penis brushed her pussy. “No,” she said, with her eyes closed, as she lifted her hips up to meet mine.

The tip slipped inside.

I should have stopped there. I was half expecting a wince of pain or something from her. But that didn’t happen. I could just feel this intense tension physically manifesting itself in every fiber of her body. I should have pulled back. Checked on her. Talked it through.

But I didn’t. I slowly but firmly pressed myself into her. “Stop” she said as she sharply inhaled. But then she dug her nails into my back and held me there as I settled allllll the way inside her.

“I don’t want this” she said, grinding her hips against mine. I shifted myself upwards so she could grind her clit on the base of my cock. “Shhhhh…” I said as I stroked her cheek… and slowly started slipping out of her… and alllllll the way back in. She was soaking. I could feel her wetness on me.

“You can’t cum inside me,” she said, with her face buried in my shoulder and her hands clamped on my ass. “You can’t… You can’t.”

I said nothing.

The first bona fide moan I got out of her was when my balls started slapping against her. At that point, I had to focus hard on not cumming. It took more concentration than I thought I had. My brain was not processing what was going on. I just knew I didn’t want to orgasm yet.

So I had us switch positions, into spooning. I saw how she made herself cum last time, and it was all clitoral stimulation. I wanted to make sure we had a chance to play with her clit if that’s what she needed.

It was what she needed. I could feel her thighs and abs tighten as she pressed my hand onto her clit. I realized then that no amount of concentration was going to keep me from cumming. So I told her so.

“Not inside me! Don’t stop! Not inside me! Don’t…” I could feel her clenching my dick…. And then I felt her release. She pressed hard back into me. And I lost it. I felt the first spurt, or more of a trickle like when I’m edging and push myself too close to the edge. And suddenly I wanted all of my cum inside her. She wants to know what fucking me is like? This is what it’s like. By the third spurt I could feel our combined wetness all over us.

I realized she was still saying “stop,” albeit breathlessly and still grinding against me, while I was still pulsing inside her.

Neither of us knew exactly what to do. We just laid there for a while, a tangle of limbs. Finally, she said, “I think you should leave.”

I broke into a cold sweat as I dressed. I knew what this would look like based on the facts. I was terrified, for myself, and that I’d done something awful to this person I truly cared for. I didn’t sleep at all that night.

I called her the next morning, but she didn’t answer. She wasn’t in her usual study spots. I was turning into a ball of stress. Finally I saw her at lunch. Turned out she’d gone to the campus nurse and then the pharmacy to get a Plan B prescription (this was before it was over the counter).

I started to apologize. She looked at me, truly bewildered. “For what?” And I was like, “You told me no, and to stop. And I didn’t.” She blushed.

“You’re an asshole for that. And I have some things I’m going to need to work through. But I came once using your cum on my clit, and again while I licked it off my fingers. We’re even.”