I really hope my old FWB doesn’t see this but I want to share the first night I ever had with him as it was literally a mind blowing experience, you guys will see why lol but I’ll get straight to the point... It was back in March of this year so it was still a bit chilly outside and me being 18 y/o and nearing graduating from high school I was and still am living under my parents roof and I never found it “right,” to really have sex in their home as they would find it disrespectful and I was never the type to sneak around; I had him come get me and told him we could fuck in his car, it’d be fun & I never tried it before. He was so hot to me I got wet as soon as I got in his car because I was anticipating that night for awhile. We go to a little spot near the border of the city we’re there’s a clear view of all the lights and everything but it wasn't too much of a populated area, it was only common for younger people to go and do whatever and on top of that it was really late maybe around 2 to 3 AM, so barely anyone was out.. We start smoking a blunt and talking but when I get high I tend to get extremely horny, I like to please more too so I told him to finish the blunt and I start giving him head. His dick was PERFECT it was exactly the right size.. He wasn’t anywhere near small but at the same time wasn’t too big for me to handle and I was loving every moment of having him all in my throat. After a while of me blowing him he grabs a condom and tells me to get in the back seat so I take off my jeans and he helps me take off my boots, I go into the best doggy style position I can make out in the back seat and he gets behind me and slides into me my brain literally turned off, I couldn’t think at all or speak I was only feeling and moaning loudly, his dick fit perfectly in me & was just big enough to slightly hit my cervix with just enough force each time he thrusted which felt so good I literally started drooling. I came in under 2 minutes.. After about 5 minutes we switch positions and I’m on top of him riding, I was in such a state of euphoria and came twice already, I felt like jelly and was holding onto his shoulders for support he started getting more rough as he saw how much I was into it he grabbed my hair and pulls my head back and starts thrusting from beneath me I start screaming out of pleasure and this is were it gets insanely good he kind of threw me off him and positions me back into doggy and positions his dick between my ass cheeks and starts stroking between my ass then he puts the tip right on my asshole and slightly starts to try and make his way in. I never had anal sex before and I think he could tell as I was really hesitant but he tells me to relax and I do he slips into my asshole after maybe three attempts and starts stroking so softly I loved every fucking minute of it, I came again. He starts picking up the pace and I try and subconsciously maneuver away because of the pain but there was little space to move as we were in his car. He had me right we’re he wanted me and started pounding my asshole, my legs start shaking from how good it felt and I guess how painful it felt too but it felt more good than bad so I let him continue. Then he slides back into my pussy and at this point I have an out of body orgasm, I’m shaking and drooling. I hear him moaning quicker and taking sharp breaths so I know he’s about to come and he pulls his dick out and puts it back in my asshole and lets his load out. It felt so good.. I’m pretty sure I almost passed out of couple of times from how good it felt. The rest is history though, and that’s how I became hooked to having anal sex... Such a great experience...