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You Can and You Will

He’d written a few messages over the course of five months, but me being a single female, messages easily get lost and buried. I finally caught him at the top of my inbox and the simplicity of his most recent message intrigued me, “I'll try again. Come ride me Sexy.” He had a few body pics posted which further drew me in and then when he opened pictures of his face, I knew we had to chat and see if there was a connection. We had the usual introductory chat...likes and dislikes and such...and decided to meet. I told him I’m fertile so condoms would be necessary, but he replied that he’d had a v. Mmmm, the thought of a bare cock was nice; I figured I’d see how things played out. He’d asked me if I squirt, to which I replied, “No. Never have. Can’t. Won’t.” His confidence was also attractive, “You can and you will.” “Okay, haha, we’ll see about that,” I thought. He told me to bring a change of clothes for our meet.

I had to go out for an appointment with a client and was going to be in an area where we could meet beforehand. I didn’t have a ton of time and I hate paying for (or having someone pay for) a hotel room for only an hour or two. I’ve got a nice van where the seats go into the floor, so it’s convenient for quick meets. We arranged to meet at a hotel; I know, funny that we weren’t getting a room, but they had a discrete parking area where we could have fun with minimal risk. I like a man to tell me what to wear. He chose no bra, no panties, a cute top and a skirt. I did not bring the change of clothes because I knew I wouldn’t squirt.

I sat, nervous, anxiously awaiting his arrival for just a few minutes. He parked next to me and hopped in my van. How handsome! Tall, thin, or “svelte” as he’d described himself to me, with baby blues that showed me he was kind. “Look at you,” he made me feel absolutely gorgeous in those three words paired with his tone and the way he drew out the “you.” His voice even turned me on. He leaned over and kissed me, groping my breast through my shirt. I immediately felt my pussy begin to flood with wetness. He smelled and tasted so good. I knew things were going to get really fun, very quickly. We climbed in the back.

We kissed and groped one another; the chemistry was just amazing. His cock felt impressive and hard through his pants, he lifted my skirt and began to rub my pussy which fully opened the flood gates. I don’t think I’ve ever been so wet upon a first meet. He unzipped his pants and pulled out one of the finest cocks I have ever seen in my life. I was eager to wrap my mouth around it. I began sucking and his breathing got a little faster; I took it all the way down the back of my throat, gagging on it a little, “you’re good at that,” he complimented. He told me to lay back and started to use his magic fingers to bring me to almost immediate orgasm and kept on going. I have never felt such ecstasy from a fingering; I completely lost control. It happened...I let go and holy shit did I squirt!! He was pleased with himself, looking in my eyes with a hungry stare as I lay there submitting to his talented hands. Every orgasm was stronger than the last.

My legs were shaking, his pants and my skirt absolutely soaked. He told me to turn around as he took his pants off. I began to reach to the front of the van to grab a condom when he grabbed my hips and was in me before I could think any more about it. Ugh! His bare cock felt amazing; such a satisfying size, filling me completely. He began to draw moans out of me and then picked up pace. Fuck yes!! I regretted in that moment not having seen his messages sooner. Lucky me! I lost count of orgasms within the first minute; they just kept coming.

He finally told me he was going to cum and I wanted it deep in my pussy, “don’t fucking move,” he said quietly. I felt him pulsing with release, which in turn made my pussy pulse. “Fuuuucckk you,” he sort of whispered, and then kept on going, staying rock hard. Holy shit! He wasn’t done. I came with practically every thrust, and my moans were loud and uncontrollable. Such ecstasy!

He guided me along, switching up positions, telling me not to move so I could feel him cum each time, “fuuuck you,” with each load. I love to be told what to do and happily obeyed his requests, “good girl,” he’d say. “Do you know what your little hole is for? It’s meant for cock, cum, and cute little babies,” “ugh, can this guy get any better?” is all I could think. I couldn’t believe his ability to cum, stay hard, fuck more, and cum again. At one point I was on my back with my knees bent, feet in the air. “Watch this,” he pulled out of my pussy and came, letting it drip down into my wet little hole. “Fuck, this guy is amazing!” I thought.

He fingered me again and had me gushing, legs shaking uncontrollably, “Good girl. You’re such a good little whore. Doing what you were meant to do. Cum for me whore.” and my body answered with orgasm after orgasm. Every single thing about this experience was simply the best. I turned around and offered my tight little asshole to him, an invitation he gladly and readily accepted. He fucked me deep and rough; I came even harder, almost screaming with pleasure. “I love that you cum from anal. Cum for me again whore. This is what your holes are meant for...fucking and making you cum,” his words were perfect. He told me he was about to cum, “Go ahead, cum deep inside my tight little asshole,” I instructed. “Fuuuuuuuck. You. Whore,” he thrusted fully into me and released what felt like the biggest load. I screamed in absolute pleasure and came so fucking hard just as he did.

He pulled out and I turned around and just grabbed his face and kissed him, out of breath, over and over. He liked kissing, too; not a thing I didn’t like about this guy! We calmed ourselves, chatted a little bit. Laughed about our soaked clothes and my newfound ability to squirt. He complimented me on my ability to take a big, hard cock so deep and for so long. He told me I was a cutie. And I suddenly realized that I had to get to my client...the hour and a half had flown by.

He got dressed and commented on how hot it was going to be on his hour drive home in his pants that I had completely soaked. My skirt was soaked in the back. He asked where my change of clothes were and I admitted I hadn’t brought any. “Silly girl. I told you,” he chuckled, “good luck with going to your client like that.” We kissed goodbye.

I had a smile plastered on my face, but what the hell was I going to do about my squirt-soaked skirt?? I stopped at a nearby store, gathered up the wet portion of my skirt (I had to turn it backwards and gather and hold it up), grabbed the first pair of pants in my size, and used the self checkout, giggling to myself the entire time. I changed in the van and thought how it was a good thing I have weather-proof flooring...haha, I fucking squiirted! Needless to say, the rest of my day was me mentally reliving that experience over and over again. I still think about it all the time.

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