I’m a personal assistant to this male porn star. Let’s call him John. He’s really chill, laid back. Treats his team and everybody with respect. Really good guy.
Alot of this Insta girls and models slide into John’s DMs. Looking for a casual fuck or hookup. I manage his social media, let them know that it’s me, and bring it up to John. Assuming he’s interested, I handle the logistics and set up the date. For safety, I’m usually in the room while they’re fucking. Everybody knows this and is cool with this.
Honestly, I get off on this situation. Very cuckold type stuff, as I’m the one chatting up the girl, picking out her lingerie, watching her get fucked out. After the sex, I’m the one almost providing after care. These girls are in a state of shock, and they just need to cool down a bit. So we’ll hang, or grab a drink in the hotel bar or something. It’s kind of like an exit interview.
Anyways, this Insta model PMs John. Let’s call her Beth. Gorgeous, blonde, blue eyes, very pretty.
She’s looking for a fuck, and I’m chatting with her, like all the others. Beth and I are actually very friendly, we’re getting along and clicking. Now I know, under normal circumstances, a guy like me wouldn’t ever talk to a girl like her. But whatever, we’re chatting now. There’s some chemistry there.
Beth is direct too. Asks me what I get out of all this. So I straight up tell her about my cuckolding thing. Hey, she gets it. You have to remember the circumstances and context. So she’s not turned off, but more interested and curious. Again some more chemistry.
Okay, so it’s date night. I’m picking out Beth’s fuck outfit. Coordinate the logistics. Meet her in the hotel lobby and bring her up. She’s clearly nervous, and I’m almost comforting her before the fury that she’s about to face. I’m helping her into this lingerie thing and such.
So John walks in, some awkward banter, and they just start going at it. And he completely overwhelms and dominates her. She’s way out of her league on this. It’s amazing because she’s a completely bombshell, and she’s getting decimated. It’s a mind fuck for me too, because I have this crush on her and her getting railed while making eye contact with me is fucking out of this world.
John’s getting closed and tells Beth to go on her knees. That’s when she opens wide and he just dumps this massive load in her mouth. (hot). You can tell that she’s exhausted. But after he’s done with her, she crawls towards me. I’m sitting down, and she comes up, straddles me like in a lap dance. And starts kissing me. Cum swapping my boss’s cum into my mouth.
That’s the first time I’ve done anything like that. It was surreal. I honestly didn’t know what to do. But I just kept on kissing her and I swapped the cum back. And we kept swapping and kissing. Surreal. By this point, John’s in the shower cleaning up, and I’m basically making out this Beth, this hot Insta model. I’m rock hard, and she’s grinding and giving me a lap dance. I’m fingering her and she just squirts all over me. Like a waterfall. Now Beth is just like in this fetal position on me, and we’re cuddling?
The next day, we’re texting, just making sure she’s okay. And she wants to set up another date. So I set it up, and basically the same thing happens. And after a while, we’re in this weird fuck buddy thing. Fuck buddy, in a sense that she’s fucking John. And I’m getting her off afterwards. We’ve hung out, outside this context. Like I’ve met her friends, and she’s met mine. We’ve had sex and stuff. It’s to the point where we can kind of call each other bf/gf, with a weird twist I suppose (her words)
So I’m a bit conflicted here. Of course, I’m enjoying every second of this. And to be honest, having Beth on my arm, this Insta model, is fucking hot. And seeing her get fucked out, is even hotter. It’s clear that she gets off on cuckolding me. But do I push the envelope? Set up more dates? Do I ask the question “What is this?” Do I just stay the course?
Source: reddit.com/r/gonewildstories/comments/yig9sz/an_ig_model_snowballed_my_bosss_cum_with_me_and
Stay the course
Dive on it, son! Otherwise you’ll be looking back with regret and what if!
This is key for any relationship: communication.
Have an honest conversation with her about what you want and what she wants. Nothing wrong with having a good time, but also understanding your partners wants and needs in the sense of the relationship. You never know until it’s said plainly. And it’s ok if they’re unsure about it as well. We often find ourselves in fun situations unsure of how long it’s going to last or where it will take you.
Oh ok
Go with it. It sounds like you have talked about it with her some and she’s on board. (Based on the comment about her words) I’d just keep doing more of what you’re doing and maintaining open communication the whole time!
What your boss think or say to you or does he not know?
If it ain’t broke don’t fix it. If you’re both having fun let the good times roll.
stay the course …Dont be upset or emotional when it ends…just enjoy it for what it is and be chill and don’t put a label on it unless she does….If she is a Instagram model who is fucking pornstars in her free time then she is built for fucking and porb fucking a ton fo other dudes and she is not really built for serious dating… she prob would only seriously date a guy who was Ok with her fucking a bunch of other hung men and even then it’s only a matter of time before she gets emotionally hooked on some guy and pushes you out of her normal rotation of men…
Holy shit, this post was a whirlwind!! If you’re friendly, stay like that.
If either of you want more, then that should be communicated… however, there’s always the risk of pushing too far when there’s “feelings” – the other person not wanting the same thing, etc.
Do either of you discuss dating others, is she only having sex with you and your boss? Or you can just shrug it off, and keep enjoying whatever “this” is. Good luck out there (be safe).
Stay the course buddy…enjoy it while you can. Don’t make it awkward. Just go with the flow
Go with it. Could last a few months, could last many years. Enjoy it as it comes. To me, she sounds like a keeper from your standpoint, but that’s ultimate up to the both of your to decide.
Decide what it is that you actually want. Talk it out with her.
!updateme
Are you willing to end the relationship if the “are we a couple” conversation doesn’t go how you want? Honestly I think that wether or not you’re ready to change the dynamic of the relationship be it positive or negative should determine if you ask her “what is this”
Do nothing. If the pendulum shifts you get nothing. Pretty people don’t think of love by looks. We like to have attention and worship you can only get from someone that thinks of themselves as normal. You provide that pedestal and sex with other people while giving the stability of emotional relationship. Be cool people marry their friends all the time. You can keep spending time and ask her are their any “rules” for your relationship. Then that’s it…. boom you’re in a quasi relationship. But, feel her out. Or ignore this lol no one fucking gets your true dynamic except the two of you.
!updateme
Sounds like Beth is the best friend ever.
This is so hot. Updateme!
Sorry dude, I read this exact story over a year ago
This is the most Reddit best feel good story of the year. I’m genuinely happy for you man.
As far as what to do, speak to her. If you want to be in a relationship with her, no matter how unconventional it might be by some peoples standards, you have to be able to talk to each other openly. I’d personally be less curious about what this is and more about where would she like it to go from her point of view. Be prepared to answer the same.