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This one goes waaaaaay back to around 2015/2016. During my more innocent phases. I was still a kid with a high sex drive, but with less charm and smoothness. I was in the early stages of dating this Jamaican girl and she was very timid and sweet. The starting point of us dating was very cute. Holding hands, staying up late messaging each other, saying cute things and just spending time with each other. It was a bit of time before it got to a sexual nature and I found out she was relatively shy and non-engaging. I was the one who generally had to initiate any physical intimacy as well as the one to flirt. She would reciprocate it back but only rarely if she was in the mood. So it was definitely a difficulty given how high my sex drive was back then. Being with her, I had to go through so many stages that I even had to meet her uni friends in a different city and get their approval. All in all, I succeeded in that as I wasn’t a weirdo but it was very taxing doing all these tasks and whatnot and rarely being physically intimate. We were both 23 so I figured we’d explore something by now(around 6 months in) but it felt like a slow begin. She’s told me before that sometimes she gets wild and I would like to see but she remained shy until one day.

It was around Christmas and she brought me to a downtown hotel party and this was our first night time outing. I never knew anyone there and spent most of my time meeting people and catching up. Realistically it was a pretty dead party so I had to have a few drinks in me but overall it wasn’t that exciting. We both left around 11pm and I asked her if I could come over the next day and see her. She was hesitant but she agreed. I only asked because she mentioned her parents would be out of town and I wondered it would be a great chance. Little did I know they were leaving later at night. So when I got home, we texted and went over the details and we decided I’d come by 7. I was excited because although shy, she was thin, big tits and a very pretty face and I all the time wanted to see how she was in bed.

The day came and I arrived there and knocked on the door, the shock on my face to see her dad answer had to be suppressed immediately to not be suspicious and I greeted him and later her mom as well. It was a surprise to say the least and she played it off to her parents as me wanting to officially meet them. I played along and spent the next 2 hours talking to them and interacting with them. I was pretty nervous but still managed to pull through. They would be leaving late around 11 so my original hope of being alone with her wasn’t going to work out. So I decided to do the dumbest and maybe riskiest thing and I sent her a very flirty and forward text. I asked her if she could “drop me off” but before she does, spend time with me alone and see if we could have fun. That was pretty daring for me back then and even more so considering she was a very reserved girl. She responded with a maybe and I knew that it would take some seducing and flirting on my end to convince her. Although she wasn’t physically intimate, she was someone who was eager to sext. So I spent the next 30 mins sexting her lightly while me and her parents would talk and I could tell it had a positive effect. Because I said my goodbyes to them and she took me in her car to take me home.

She told me what I did was super risky but I said “bet you enjoyed it, didn’t you” and she simply smiled. I knew it was a success because we pulled into a college parking lot maybe, 3 mins from her house and said to come to the back seat. Now her car was a small sedan and I’m 6’1 so it’s not the comfiest of scenes but it was still doable. She said we could try to fuck and I was excited. There wasn’t instant foreplay as she mainly raised her top and undid her bra but I made sure to spend ample time sucking on her tits. Her voice was very high pitched and soft so her moans sounded incredible. I kept sucking on her tits before she offered to suck me off and just the feeling of having a girl filling her mouth with your cock while you look outside seeing people walk by only 30m away, was exciting. We switched up so that we could make out while I fingered her and by now the car windows began to fog up. It was beyond the point of thinking straight and she soon started to ask me to let her ride me. So I helped her up on my lap and slid inside her and we just fucked in that position for a few more minutes. At this point she was whispering the wildest shit like how she wants me to breed her, she wants me to use her pussy whenever she wants and to cum inside her. I wasn’t wearing protection and was worried but the heat of the moment just masked it up. After a bit more time I eventually finished and came inside her and grabbed tissues from her bag to clean up. We chilled in the back holding each other before she finally dropped me home. Since then we sexted a lot more and managed to fuck more but it’s all the time nice to have a heated moment to accelerate things.

NSFW: yes

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