Risky Roleplaying – Prequel by RockHerWorld

One of the bonus turn-on’s I noticed was how much it turned him on to kiss me after he ate my pussy to orgasm, making sure I could taste myself on his lips.

I had just started a new job and was disappointed we couldn’t use my time off, before the new job started to get together and now my next vacation window was three months from now. I was looking at the calendar and thinking about how much I wanted to see him again, when I came up with a great idea. I decided to do a little experiment and sent him a simple note, with a calendar attached, that said.

“Dear Michael, I was hoping we could make plans to see each other on my next break from work, about three months from now, so we have plenty of time to plan and come up with fun things to do while we are together. I have 10 vacation days if you would like to see me again. I attached my schedule for the month I have my vacation time due so we can figure out the best dates to maximize our fun together.”

On the calendar I noted my vacation dates and symbols that I knew he would figure out, marking my start and end dates of my monthly period, as well as when I was expected to ovulate.

I know we both were thinking about how amazing it would be to experience the level of intimacy we shared the first time we were together and was excited to see what his reaction would be.

I started to worry a minute after sending the email that he might not still be interested, and figured the suspense would drive me crazy until he responded. I was just starting to consider the” what if’s” when I received his email 4 minutes and 20 seconds after receiving mine.

He is not fast at typing and not always quick to respond, so I knew I piqued his interest when he responded so quickly, and when I saw that he had indeed confirmed his desire to see me again. I was so excited I could feel my nipples getting hard.

The last thing I noticed was the dates he selected, and I’m not sure why, but it made me wet to know that he made sure my ovulation day, would happen during my visit.

I knew neither one of us wanted to go beyond roleplaying and actually take a risk of pregnancy so I started to devise a plan that would give him the impression that we were being risky and only I would know for sure that I was safe, no matter what might happen.

I started thinking about how hot it was going to be to roleplay with him, stoking his natural desire to mate and mark me as his, fueling his desire to please me into submission.

I decide to go all in and make it an epic experience for both of us. I made an appointment with my Doctor to get on some type of temporary birth control just for the month of my vacation. While I was there I decided to get the morning after pill and a diaphragm to use as props for the role play.

I could keep up the facade that I was allergic to pharmaceutical birth control and the only type I could use we’re condoms or the pull out method.

I could wait until the second or third evening we are together and seduce him onto going bareback “just for a little while so I can feel the heat from his cock without the condom” then when I get him really worked up and close to Cumming.

I can stop and tell him I really want to feel him deep inside my pussy completely unprotected, and to wait a second as I pull his hard cock from my tight wet pussy, and tell him to slide his fingers deep inside and remove my diaphragm. So I can experience what it feels like to be completely unprotected, vulnerable and trusting in him to not cum deep inside my fertile pussy and knock me up, unless I beg him to.

I could wait a couple more nights and show him the morning after pill, tell him this is the only thing protecting me, if we don’t use the condoms every time, unless you have enough control and can behave yourself and pull out before you cum in me, every time, without fail baby.

Oh yeah, I was going to enjoy seducing him and making him mine, but the most exciting part, would definitely be chipping away at his will power, with sexy role playing until he just can’t control his urges, and my sexy whispered phrases in his ear, push him past the breaking point.

I also figured if we were going to spend more than a week together I might as well take baby steps in seducing him. Making him wear a condom the first couple of times, and after he fills the condom, I take it off, set it aside and, without wiping off the tip of his cock, still dripping sperm, I tease him by rubbing it against my clit until I orgasm, getting a little erratic in my movements and rubbing the slippery tip against my labia first.

Then accidentally lining it up with my tight opening, letting it rest for a moment to see if he pushes in. Making him wear a condom the second time we indulge in penetration for the first few minutes before whispering in his ear.

“Michael, I want to feel you inside me, bare, but I need to be on top, because I don’t know if you can resist filling my little pussy with your potent sperm, once you feel my lady lips engulf your engorged knob and slide in to the hilt, feeling the throbbing mushroom head kissing the entrance to my fertile womb.”

I could ride him until he cums, sliding forward off his cock just as it starts to pulse and jerk, letting him splash his load all over the inside of my thigs and against my smooth shaved pussy lips as I kiss him passionately.

Letting him think we safely pulled out in time, until he is almost done shooting his load, and I accidentally push back impaling myself on his still hard slippery cock, with an “oops and a giggle” as I take it deep while it still throbs and oozes potent sperm.

Then the first time he pulls out and cums on my tummy, I’ll make sure to accidentally move so his sperm puddle runs down towards my still open wet pussy, maybe stop the flow from entering me the first time, blocking it with my fingers, then using my fingertips still dripping his thick slippery sperm to rub my clit and swollen labia as he watches.

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Maybe not stop the flow and just watch as it slides down and into my still wet open pussy as he watches.

Teasing him to see how long, before he starts letting his instincts get the best of him, and then he starts little by little getting more and more careless, letting his sperm get in and around the opening, to the place he desires to fill so deeply and passionately.

It was going to be so exciting teasing him, knowing everything I do to please him would be returned in kind and then some.

It felt very empowering, plotting, planning and thinking of sexy lines to have in reserve whenever I felt like turning him on, or even pushing him over the edge. Having the power to hold him off or make him cum with a strategically timed whisper and a few long slow strokes of my tight pussy up and down his rock hard cock was a very powerful feeling.

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