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[23F] I almost let him...
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I almost let him... have my virginity and begged him for a creampie. Almost, is the keyword.

I shall not go too much detail into our past, you can check out my other posts if you are interested, but there is this married man that I have sort of been seeing (?) not so much romantically, but sexually. We met on a dating app, and mostly text/sext, and when we do meet, it is strictly fingering/hand job and oral. I have not yet had sex with him, or anyone, really.

This happened over the last weekend when I was ovulating. He dropped me a text that Tuesday, asking if I wanted to spend the coming Saturday relaxing at a local beach side hotel/resort with him. Of course, I knew exactly what that meant and what he wanted, and... I agreed, conditionally. And I received one in return.

My condition: that there would not be any penetrative sex

His condition: that I am not to cum from then till we meet

It was a massive struggle! 4 days of abstinence is tough for me on a normal day, let alone when I am ovulating. But I eventually did make it, not cumming once. That said, the night before, I barely got much sleep. I was desperately horny, and my mind was so clouded with thoughts of how he would make me cum, things I would do to that cock of his.

Good news, he wasn't late, he was early in fact to pick me up, and I rushed down as soon as I got the text that he was here to pick me up. Before we even started the hour-long drive to the resort, he pulled me into him over the center console, kissing me with his hand on my inner thigh. If my newly changed panties weren't wet before, they were now. I brought my remote-controlled vibrator along, as he requested, and it went in easily, which is normally not the case. My next challenge, to not cum until we arrive at the resort. Yea... No. Not happening. I did not even make it out of the parking lot. Of course, that was not the only orgasm I had in his car, where his wife usually sits, on the way over. He tries his best to keep me edged, but sometimes either he couldn't react in time, or it simply wasn't safe to switch his attention to his phone, I ended up cumming twice or even thrice in the hour-long car ride.

I was fully expecting us to have a little bit of fun as soon as we checked in before lunch, but nope. He wanted to have lunch and see what the place had to offer first, but with my vibrator in me as we walked around. This was something new. He really did make walking, smiling, even talking normally hard for me. I remember pulling on my dress with my head on the table at the restaurant because he couldn't stop the vibrator in time...

When we did get back, I had already had 5, if not more than 5 orgasms already. He pulled me onto him as he sat on the bed, and we made out, with me pressing my crotch against him... The feeling of his hard cock through his pants, the way he aggressive manner in which he undressed me after, for a brief moment I was so so tempted to just go "fuck it" and let him fuck me... I wanted to know how it feels to take that cock in me, I wanted to know how it feels to have his load blown into me when I am most fertile... I was sure he wanted it too... To take the virginity of a younger girl, to blow his load into her while she is ovulating... But I didn't let him. I only went as far as letting him grind his cock against my clit and literal dripping pussy. As for where he ended up cumming... I'll leave that for you guys to guess in the comments!

Should I have let him put it in me? I don't know...

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1 month ago