Risky Business

I’ve lived with my girlfriend for over a year now – we’ve been dating for just about 2. We have a very active sex life, perhaps 3-5 times a week on average – all unprotected. And of course, she’s not on birth control.

I usually utilize the “Pull out and Pray method” of birth control. I fuck her until I’m ready to cum, and then pull out and spew forth all over her naked body. Sometimes on her belly, other times on her ass, and my favorite – all over her tits. It’s a nice little routine we have going. Unfortunately, no face yet – though I do have permission now!

But lately the urge to cum inside her has been overwhelming. Something about stopping mid-thrust to pull out at the very last minute and either jerk myself off or have her do it the rest of the way, seems to defeat the purpose of the whole endeavor. You see, I used to date a girl before her for 3+ years and all we would do was fuck – and of course, I could cum inside of her since she was on the pill. In fact, she used to beg me for it! (See “Sex with the Ex” in General Stories)

One time, at the very beginning of our relationship, I told my gf I wanted to cum inside her, and after much deliberation, she said “Ok, if you want to…”. But I could hear in her tone she wasn’t too excited. Well needless to say, we fucked that night on the couch, and I told her I was going to cum, and since she didn’t move, I let it loose in a massive orgasm deep inside of her. It was fantastic. But immediately after, I was nervous, and brought up the morning after pill. Needless to say, she wasn’t too keen on the idea. She pretty much dismisses birth control and doesn’t trust the morning after pill fearing repercussions that could cost her being able to get pregnant in the future. While I’m not privy to the science and research, I’m pretty sure these fears are unfounded – but of course, so soon after cumming inside her, I didn’t argue and just said sorry for bringing it up – I guess in hind sight it was pretty insensitive. Or just bad timing.

Fast forward almost 2 years now. The sex, while still amazing, can tend to get a little monotonous. I guess that comes with the territory of a long term relationship with a live in girlfriend. So we try new things to spruce it up – sex toys, new positions, watching porn, talking dirty – whatever comes natural at that moment. We don’t want anything to be forced. And lately, since I’ve shaved completely bald down there, I’ve been getting more blowjobs than normal – and I’m not complaining! Except she doesn’t like me cumming in her mouth. She’ll let me if I ask, but then she’ll spit – and that kind of kills it for me. So I don’t mind pulling out at the last minute and watching her jerk me off onto her tits, and then rubbing it in with the head of my still erect cock. But lately, despite all this, the urge to cum inside her has been growing.

Now don’t get me wrong – I don’t want kids yet! I’m still young(ish) and am enjoying the independence of not having children who depend on me. In the future, yes, but not quite now. Yet, I still want to cum in her – and we all know what that can result in!

I’ve been telling her this, but that I’ll only do it if she begs me for it while we’re fucking. My plan is to do it the very first day she’s “available” after her period as I hope this will decrease my chances of getting her pregnant. And until I know she’s cool with it, and will actually get off and enjoy it, then I won’t take the initiative. I told her I literally want her to want it – and she swears she does. And that she will next time…

So here we are. She’s on her knees while I’m sitting on the couch. Her shirt has been pulled up and over her head, and she is there in all her topless magnificence. Her tits are perfectly perky and I can’t help myself from squeezing and fondling them as she worships my cock with her hands and her eyes. She starts licking the tip, running it around in small circles as she plays with my balls. She’s so good at the buildup, that I can’t wait to shove my cock deep down her throat. Then she does it for me. She alternates between sucking and stroking almost professionally. She provides just enough suction, saliva, squeezing and rotating to really drive me over the edge. I pull her off, and on top of me, so she can ride my cock while I suck on her tits. She loves this position because she can really work her hips and drive my cock deeper inside of her pussy. She’s so tight and wet, that I know I won’t last long like this either.

At this point, I stand up, with her still mounting me, and start fucking her like this until she starts moaning that she’s going to cum. I love when she orgasms, because while she’s not a squirter, her pussy and inner thighs start to contract and it squeezes my cock even more. I lay her down gently while she’s still cumming, and start to fuck her missionary. I know I’m close and start looking forward to how it will feel to stay in her while my cock erupts. So I pick up the tempo, and bend down slightly to start nibbling on her nipples. I start rubbing her clit to keep her orgasm going while I’m then sucking on her neck, and I feel my balls start to tighten. She must know it’s coming because she starts moaning even louder in my ear, saying “Yea, yea fuck me baby, fuck me. I want you to cum baby, fuck me hard, fuck me harder!”

I whisper in her ear, ever so lightly, “Oh yea baby, you want me to cum? You want my cum? I’m gonna cum, baby, I’m gonna cum!”

Then she says those words I’ve been dying to hear – “Cum inside me baby, please – cum deep inside my pussy. Cum inside me baby, cum inside me!”

And that’s it. And that’s all.

My cock literally starts twitching and convulsing as I pump wave after wave of hot semen deep inside her pussy. She continues to moan in my ear, “Yes, yes baby, yes – keep cumming baby. It feels so good.” And it did…

I stay inside her, balls deep, until the orgasm subsides. I can feel the cum in her pussy as it coats my cock and wouldn’t you know it – rather than be perfectly content, I find myself wishing that when I pull it out that she’d lick it clean. I guess I’ll never be happy!

Here I am, a few days after, and I’m wondering if our “timing strategy” of right after her period will help us to avoid a pregnancy. I know she’s pro-choice, but anti-abortion, so I’m pretty sure she’d want to keep it. I guess you get what you deserve sometimes, and as the choice is totally hers, I’d have to live with it.

Does that make it worth cumming inside her? You bet your ass it does.

I can’t wait until the day after her next period. Actually, I can’t wait for her next period in genera.
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