I dated this guy throughout all of high school and he was my first for everything. First to finger me, first dick i sucked, I lost my virginity to him, tried anal, made a sex tape together, and fell in love. After high school he got accepted to a college a few states away and we continued to date but it was hard with him being so far away. We eventually broke up and didn’t talk for a couple years. flash forward a few years and i get a message on instagram from him saying he moved up north to the city I was born in (I don’t live there now). We would talk here and there, but then stopped all together again as we didn’t seem to have too much in common any more.
A couple months later, I was visiting my sister in the same city he moved to, but I didn’t even think to hit him up to hang out since I was only there to take care of some family matters. I go on a coffee run for my sister one morning and guess who I run into? I probably stared at him for a solid 3 minutes before saying anything. He was so much hotter than I remembered back in high school. I finally say hi and that I cant believe I’m seeing him. He gives me a hug and then asks if I want to sit and have my coffee here so we can catch up. I told him I was just running out real quick to pick this up for my sister but I definitely would like to catch up now that I’ve seen him and basically fallen in love at first sight all over again. He offers to drive me back to my sisters house to drop off her coffee and then grab a quick lunch with him. We’re on our way to my sisters, flirting with each other at this point. We get to her house and I tell him I’ll run inside to drop this off and be right back. As I’m getting out of his car I drop my purse and have to bend over to pick everything up off the floor. I bend over with my butt facing the car then run inside and let my sister know I’ll be back in an hour or so then return to my ex’s car. He tells me he likes that I still don’t wear underwear and I get a little embarrassed realizing he just saw up my skirt when i bent over. We’re driving to our lunch spot and you could feel the sexual tension building. I’d keep staring and smiling at him and he’d say what and I’d say nothing. It was like when we were high schoolers again and I was loving it. He finally reaches over and puts his hand on my thigh and i melt. I push his hand further up so it’s under my skirt now. He starts slowing rubbing his fingers upward until he gets closer and closer to my pussy. Im quivering with anticipation and just want to feel him slip his fingers inside me but he’s taunting me now. I tell him it’s ok if he wants to, but he just rubs my pussy instead, ever so gently, refusing to let his finger slip in. I feel the tip of him finger nudge into my pussy just barely as hes making his way back down it and I’m about to cum right then. This had me so distracted I didn’t realize we were no longer on any streets I remembered. He then pulls to the side and puts the car in park. I know what his intentions are because we did this all the time in high school, but I ask him anyway “what are we do here”. He asks me to feel his cock so I grab for it and feel how hard it is. “I really want in that wet pussy” he says. I slip off my skirt and crawl into the back seat. He spanks my ass as I’m getting back there then grabs my hips and keeps me from turning over to sit in the back. My knees are on the center console with my ass stuck up towards the windshield and I feel his slippery wet tongue slobber all over my pussy. He shoves his tongue inside my hole and starts rubbing my asshole (he remembered every freaky thing I liked him to do to me it was incredible). He then lets me turn over and sit in the back seat. He unzips his pants and takes off his boxers. I get close to his boner and start licking the tip then making my way down his shaft with my tongue until I reach his balls with my bottom lip. I’m swallowing his whole cock while imagining what he’s about to do to me. He grabs my throat and slowly pushes me back off his dick. I then spread my legs for him with my right leg on the right window and my left one of the left window. My pussy is spread open for him and he just licks his lips and tells me he’s missed my sweet tight pussy. He starts rubbing his tip on my clit, but wont stick it in yet, no matter how much I’m begging him to. He keeps taunting me and asking if I really want it or not. My pussy is literally dripping in the back seat of his car now and he knows the answer. He shoves his dick in me very slowly so I can feel every inch slide in. Then he pulls it out just as slow and theres my cum all over his dick. He tells me to lick it off so I do then he shoves it back inside of me. This time a little faster and a little harder. then faster and harder just like I’m screaming for him to do. I’m quivering how good he’s making me feel then he asks if we can switch positions. He sits on the seat and I sit in his lap facing away from him. He’s got his dick inside me and he’s rubbing my clit. I squirt all over him. This is a first for us. He actually made me squirt and I never thought i would be a squirter. He then asks if he can give me anal again so I tell him yes but be gentle since he was the last guy I had it with years ago. He takes his dick out of my pussy and slowly puts it in my asshole. It hurts a little at first but then gets better the more he fucks it. Then he puts 2 fingers in my pussy and starting rubbing my g spot until every part of me was in pure ecstasy. I didn’t want to make a bigger mess by asking him to pull out so I whisper for him to cum in my ass and that mustve really turned him on because he blasted the biggest load in me. He then started driving me back to my sisters, we completely forgot about even getting lunch after all that. We’ve been talking here and there since then, and I’m supposed to visit again in June, so we’ll see if our next encounter gets posted on here too. I hope so.