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5
Getting the hang of it…
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I had date #3 with Jake…and they keep getting better and better. Because of his experience in the LS and the boundaries we created off the bat, my guard is down and my comfort to take risks and try new things is rising exponentially.

It was super hot out, and we were ordering food and staying in, so it was a casual night. I wore a sundress with some sexy lingerie underneath. He could see the straps of my lingerie peak out of the sundress which caught his attention right away.

After getting acclimated, we laid on his bed and started chatting. He told me, straight up, that this was going to be a night of multiple rounds and positions…which I appreciated, probably more than he knew. As we were talking, fully clothed on the bed, he started trailing his fingers across my collar bone down my sides to the inside of my thighs, stopping just short of my pussy. He was gentle grazing his fingers over my tits, where my nipples were hard and erect, craving his touch and mouth. I tried to direct his hand toward my pussy, but he wanted to go slow and to tease me.

I was rubbing his hard cock through his shorts while quietly asking him to touch my pussy. Instead, he pulled my bra down and started to lightly suck my nipples. I moaned in pleasure as I felt his warm mouth tug on them. At the same time, he lightly began to rub my clit, which was already dripping wet. I pulled his cock out, sat up and started to slowly take his cock in my mouth. Jake continued to play with my clit while I begged him to put his fingers in my pussy.

He was groaning from his cock in my mouth and suddenly, his fingers dove deep into my pussy. Jake knows how to finger me in a way where he hits “the spot” right away. As I am deepthroating his cock, Jake is working my pussy to the point of being on the verge of squirting. I am loudly enjoying this as I squirt all over his fingers and bed. He finishes, licks his fingers, and then has me finish blowing him.

After I stop shaking, he lifts my legs to his shoulders and enters me easily. We both groan in pleasure as he begins to thrust in and out. I’m pulling on my nipples as he’s watching them bounce while he fucks me. Jake varies the angle and pace of fucking me which always has me on the verge of cumming and begging for more. My pussy starts to clench around his cock and he thrusts deeply as he rubs my clit. I’m trying to control myself, but Jake tells me to cum and…my god, I do. I cum and squirt so hard that it starts to push his cock out. He finishes at the same time, shaking and moaning.

We both lay there, covered in sweat, hearts racing. At this point, we take a break to clean up and grab some food. An intermission, if you will.

After eating, we are laying down and talking as I start giving him a hand job. His cock is growing steadily and I feel myself growing wetter and wetter. Jake is kissing me and starts kissing my neck, causing me to groan as that is my sweet spot. He tells me to climb on top. I usually don’t like being on top bc I feel self-conscious, but I am so glad I did. He was so deep and angled at just the right spot, I gasped. Immediately, I had my head back and was grabbing at my tits while riding him. I opened my eyes and he is watching me, smiling, clearly turned on. Jake reaches around me and spreads my ass cheeks so he’s going deeper and I am crying out for him to go harder. My tits are bouncing and I can feel the wetness from my pussy. I lean forward and he takes both of nipples in his mouth at once and sucks them while still thrusting. This went on for at least 20 minutes - lots of cum and squirting later - before we took a short break.

Jake gets up to grab a drink and as he comes back on the bed, he places a wedge pillow on the mattress. He tells me to lay on my belly with my ass up in the air. I do what he asks, thinking he is going to fuck me from behind. The next thing I know, I feel his tongue slowly lick my pussy from top to bottom. (I have never had anyone other than my husband eat my pussy…so this was brand new!) Jake varied his speeds and pressure of eating my pussy, making me want more and more and more. He would alternate from fingering me and sucking my clit to fingering my asshole while thrusting his tongue into my pussy. I knew I was about to squirt and I started to panic - he told me to let it happen…so I did. I squirted while he was eating my pussy and he loved every second of it.

He flipped me over and we began to 69. Jake would grab my hips and have me sit up on my face completely sporadically. When I was able to, I was taking his whole cock in my mouth and enjoying every second of feeling it harden and grow and pulse in my mouth. Over the next 20ish minutes, I squirt multiple times and he came twice. To say that we made a mess would be an understatement.

We laid on the bed, watching Netflix, rubbing each other while calming down. After cleaning up and getting dressed, it was time to go. I always enjoy the ride home because it lets me reflect on the what the fuck just happened. I knew my pussy would be sore, but it was well worth it.

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5 months ago