{This is a detail post from “two dates, one day”, so please go back and read if you haven’t already!}
An ad placed in RAOMD by a 34M from SFV looking for a #pillowprincess with no reciprocation needed, which I knew wasn’t likely the case being he had also made a post for RAOBJ’s. His username was Pokémon-related so it pulled my attention and I sent off a PM. We dirty talked for a bit and exchanged pictures. He would be the first Asian man I had ever hooked up with that was more than a kiss. He had strong arms, which immediately turned me on with the thought of them pumping into me as he finger-fucked my pussy. We casually discussed the idea of having sex, but neither of us had condoms or time to grab any so we were doing anything but.
We spontaneously decided to meet up since neither of us could wait until our places were available for privacy… so the decision was made – CarPlay it was.
I give him the cross streets and tell him I’m out front in a red sundress. He smirks at the note.
A car pulls up with tinted windows so I can’t tell if it’s him right away. I do the point to me then point to him and back to me thing to make the connection and he rolls down the window and waves me towards him. A Tesla. This is my second time in a Tesla and I have no fucking clue how to open the door so he directs me and I hop in.
I look at him and we grin at each other. My goodness he is much cuter in person… his smile is so charming and he’s extremely laid back. I put my bag down, buckle up and tell him it’s nice to meet him in person.
We drive around for a few and find a spot we are both comfortable with. We get into the back and I proceed to slip my underwear off. He playfully questioned my wearing them and I told him it was windy. We both giggled and simultaneously go in for the first kiss.
We connected super well and moved together without much difficulty. He pulled my legs around and positioned himself between them with ease and came down to kiss me again.
We are making out pretty passionately and I could feel him getting hard when he pushes his mouth off of mine and goes straight for my pussy. He licks and sucks around my clit. I lift my leg over the headrest of the backseat so he can enjoy more of me.
He was bulging out of his pants so I asked if he would sit back for me. He happily obliged and slid down his shorts and boxers in one swift motion.
My jaw literally dropped… he had the thickest cock I had ever seen in person. I did my best to take him all in but he quickly found out I have a gag reflex. So I pulled back a little and slowly began getting acquainted with his size. He told me to look into his eyes but I kept having to gaze down and see how much more of him I could take.
I spent a lot of time twirling my tongue around the head of his dick while still sucking just below. With the pressure of my lips, the sensation he must have been feeling on the tip, and addition of my hand at the base, he unloads into my mouth and I swallow every. last. bit.
But he’s still hard… he tells me he has a very high stamina, which I can see for myself and I immediately dive back down taking this as a challenge. In the middle of my second go, he asks if he could just “slip it in” and wouldn’t go any further. With how curious my vagina was to feel the width of him inside of me, I rose to the occasion (literally), climbed on top and slid him inside of me…
Just halfway.
Just to know what we feel like.
Just enough to make us keep thinking about the real thing…
Over the course of about an hour he and I exchange oral multiple times. And yes he used his arms down to his hands just as I imagined… He finishes in my mouth a third time and some drips onto his thigh from my mouth as I’m headed back up. I lick up the mess and use part of my sundress to wipe my lips. Panties back on. Back to the front seats. And off we go.
We both repeatedly said how much we enjoyed it and were eager to have sex and boom. He’s fucking hard AGAIN. He gives me a look and asks if I’m down for road-head and being that I’ve never actually done it, I said not a word and made my way to relieve him once more. He definitely took the long at home so he could enjoy it as much as he could. He finishes. We agree to meet again. He drops me off and we immediately begin planning to have sex…
Source: reddit.com/r/eroticliterature/comments/w3crm7/milf_31_date_1_of_2_details
Great read!