BWC Ruined My First Relationship

So this happened a while ago with my then boyfriend. We'd started going out in high school and I actually lost my virginity to him pretty early on in the relationship. We were together for a few years after that, even after we both graduated high school and started moving on to college. So basically while I was in college I was working as a waitress at this crappy chain restaurant and it was... interesting. I feel like basically every guy there hit on me at some point, but obviously I wasn't about to leave my boyfriend for some 30-something fry cook or a busboy with acne or something. None of the guys there really impressed me, but some were definitely really funny.

I ended up becoming total work besties with one of them. We'll call him like Jay. Jay was weird. He was like three times older than me, scrawny, almost as short as me, and really funny. He was just weird I don't know. Like he was a mess, but I just kinda loved him like some scrungly little gross dog, you know? It definitely helped that he was funny as fuck, which made up for him being kind of a dick sometimes. While I worked there Jay was kind of like a combination of my work senior, my work husband, and my work bestie. I talked about whatever the fuck I wanted to with him and he sometimes even had good advice for me. Sometimes. Considering how much he smoked and drank it's kinda wild he could ever have good ideas but whatever. Things definitely got weird at a point.

Basically a year or two into me working there I started having issues with my bf. The usual stuff you'd expect when we're both going to different colleges in different towns and stuff. Arguing, lonely nights, canceled plans, whatever. All that stuff that sucks but it just happens. Anyway, one day I was closing late with Jay and I was venting stuff to him every time I saw him and he's listening and grumbling along and whatever. Like look at this point I can basically tell Jay anything and he won't judge me. It might sound weird, but I kinda saw him as one of the girls, right?

So I start talking to him about our sex life. It's definitely not great. I haven't seen my bf in like weeks, I haven't gotten laid in way too long, and the last time we did it, it just honestly wasn't super great. I loved my bf, but he was just not it when it came to sex. So I'm telling Jay about how frustrated I am and how even if he came by tonight and we actually got to fuck, it'd probably suck and I wouldn't even really be satisfied and yeah. So Jay tells me I can take a ride on his dick anytime. I don't remember what he called it, but I think he called it a python or an anaconda or something. So I laugh cause I think it's funny and I assume he's joking about having a big dick.

And like you don't know I knew Jay so I 100% thought he'd show me like a pic of an actual snake or the Eiffel tower or just a dick that obviously wasn't his or something, but no. I guess I also didn't know Jay like I thought I did, cause he just straight up shows me a picture of himself naked in front of his mirror, with his cock out.

I kinda half-scream and he makes fun of me and I laugh it off and make a joke or something and I just kinda go back to work,, but I can't stop thinking about it. Jay's dick looked like it could stuff a pringle's can or something and it's literally all I can think about for the rest of the night as I'm working. I definitely wasn't a size queen back then or anything, but just seeing it made me so curious.

So we finally get the restaurant closed and Jay was just acting so normal I totally didn't expect it. He invites me for a smoke in his car I vaped a little at the time, and I just kinda agree since we've done it before and honestly I still lowkey need to vent about my boyfriend.

Also I'm kinda wondering if he didn't photoshop that pic or something. We end up in his car and we start talking and he's joking like usual and I'm super nervous so I keep hitting my vape and eventually he starts complaining about how tight his pants are. I joke that it must be his huge dick or something and he asks if I've thought about his offer at all. I kinda wanna make a joke but instead I just draw a blank and eventually admit that I have. I'm not really attracted to Jay at all, but he is funny and something about him lugging a massive cock around makes him seem so much more manly.

We end up finding somewhere secluded to hop in the pickup bed of his truck and do a little 'stargazing', which is really just an excuse. We lie there for a while, I eventually ask if I can see it because I'm totally just curious and definitely not horny and he pulls it out. It looks even bigger in person and it makes my pussy ache just looking at it, but at the same time I'm just so curious.

I ended up blowing him for so long, but his dick was just so fucking good I couldn't help myself. By the time I was too exhausted to suck it any more I was fucking soaked down there and practically begging for it and he fucking gave it to me. The instant it started sliding into me I could just fucking feel it breaking down my walls and I knew I was just gonna be different. It was like something broke inside me and after that I knew I needed this from now on. I still do. big dicks just hit so much different for me. Even if it hurts I don't care, I just need to get stuffed.

Jay didn't need to do much to completely fuck me up, he just had to hit it with that big, fat dick and pretty soon I was melting. Yeah, his thrusts were jerky and he had to reposition himself a lot but considering he never had to fucking pull out to do it I did not care. I just laid back and took it and as soon as he was tired of feeding it to me himself I jumped on top and took it for a ride. And yes, it hurt, but that was just half the fun for me. Every time I felt it creep a little deeper I just got wetter and wetter and my body got hotter and my brain tingled and oh my god.

So yeah, Jay ended up rearranging my guts for a while and I would not have had it any other way. He was like 50 something, but jesus christ did that dick make my brain shut off. Getting stretched like that realigned my fucking world view and I will not apologize for it. He also threw racial slurs at me. I could barely even comprehend anything beyond that hot, fat, thick rod beating into me and I swear it instantly made all my encounters with my boyfriend seem like a waste of fucking time. Like I could've just been asleep. It hurt but it made me feel alive. I could barely breathe but I didn't care.

By the time I was done I was fucking sweaty and breathless and tired and scared and exhausted and empty and so fucking satisfied. I guess just for the record Jay came on my stomach in this big, thick puddle and by the end he seemed just about as tired as me. Not that either of us was complaining by any means.

So we got cleaned up and he ended up dropping me back at my car so I could get home, and obviously there was a general silent agreement that our next shift together would be pretty fucking interesting.

I ended up breaking up with my boyfriend pretty shortly afterwards, which hit him pretty hard. I still feel kinda bad about it, but I know it was for the best in the long run.

Jay and I definitely hooked up a few more times while I was working there, which was super funny, because I can't imagine anyone there could've expected it. I probably could've kissed him on the lips in front of everyone in the kitchen and they would've just thought it was a bit. But yeah, we hooked up a bit until eventually I met someone else, got a new job and everything. I still have his number and I've thought about hitting him up again, but at this point it's been a few years and I feel like it'd just be weird. At least I had a fun time.