My [23M] fiancee [21F] and our landlord – irresponsible escalation

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I understand that I’ve been on this path ever since I very eagerly got my girlfriend into this years ago. It was slow steady progress but has escalated like crazy!

She would always ask me if I’m sure and if I have limits, etc but I’d always tell her literally nothing could phase me because I have gooner brain and had zero regrets. Luckily she was on board and we’ve had plenty of experiences that were really intense and probably diving in head first with barely any experience and barely any boundaries but it was so addicting and luckily no one got hurt or anything but this one recent one is particularly bad and I thought I should share how it can end up if you overindulge and don’t take it slow.

I’m Chris and my fiancee is Jennifer, were both young 20s. I know you care more about her, she’s medium short height but slim waist and thick hips and ass and boobs, pale skin, gorgeous pussy tbh but I know I’m biased.

So my landlord Dray, is a lot older than us (20+ years) lives in a master bedroom upstairs while my fiancee and I rent downstairs. We are all very sexual there, he and I talked like bros before about girls and our partners and ex partners some ladies over before too and it sounded like they were having a good time up there. He knew we were kinky but not about our open relationship until one day it slipped and he brought up if we would ever consider sleeping with friends aka with him. I said we dont mix like that to avoid drama (was a lie idk I just came up with the first thing) but honestly he wasn’t her type at all so I never thought about it and she didnt think he was attractive. His values are also kinda more old school and we’re super liberal so about of a generation gap too but he was never super rude or anything, a nice landlord and roommate.

But like the idea was planted and my cuck brain couldn’t let it go so I let my fiancee know during sex and then we discussed about it afterwards and one thing led to another and the slut wanted to please my fantasy and fuck him but also maybe leverage getting cheaper rent too lol my girlboss, I love her.

I talked to him about it one day how she may be open to sleeping with him but some boundaries. He was a bit shocked bit receptive. She talked to him one on one and then we spoke alone where she explained it all.

She sold him this story on how she’s been into him but I had boundaries. And that we’re super stressed and struggling for rent a bit too and can barely afford weed, rent, etc. Well she said he sympathized and lowered our rent $500 a month and started sharing his weed with her, basically had a bunch of weed full in these giant jars around and let her take as much as she needed from them.

The problem is though on the first day after the talk,, me and him were drunk arguing and playing video games and it somehow led to him humiliating me in front of some mutual friends too and basically outing that I’m in a open relationship and that my GF has been fucking other guys and that we even asked him to fuck her because I am not a real man. What the fuck it honestly felt out of nowhere but i just froze and told him to shut up and we continued playing but yeah it was kinda weird after that. But like the fucked up cuck I am, that night when my girlfriend came home. We talked privately in our room and I didnt tell her about anything, just that gaming was a lil heated bit were cool and that I was excited after our talk last night with dray. She beamed up and told me she was worried about me and is super excited too especially now that she had more money to spend on herself lol.

We talked a bit more about work then I pushed her a bit to see if she wanted to sleep with dray. She was shocked a bit at how eager I was but at the same time also knew how much of a horndog I was already. She freshened up a bit and went upstairs to greet him and the rest is history.

They fucked all night, I heard many orgasms and screaming and sounds I’ve never made her make ever. I masturbated all night. There would be breaks then I’d hear them fucking again. I recognized her moans and screams but at the same time didn’t. Apparently he made her orgasm multiples times with oral and fingering and multiple times with his fucking technique and positions. She even squirted for the first time with him. I never even believed in squirting or at least some girls just can’t do it but I guess in years and years of fucking, only this one guy could do it? It was very humbling and humiliating idk- I guess making her orgasm more than me is fine because I know some people are better and have endurance but it stung knowing no one in her life not me, not even her regular boyfriends or fuck buddies or recent bulls could do what Dray did. Fucking bravo I guess but it hurt tbh. He came in her at least 3 times she said too and she enthusiastically pulled him in each time. I’m not too surprised because we have let other guys cum in her before but I thought she wasn’t that into our landlord so maybe she wouldnt let him cum inside or makeout as much since she would be holding back essentially due to not finding him attractive.uhh nooe turns out she passionately made out with him the whole night while they alternated between making love and getting absolutely sexually dominated. They didnt even have a safe word which is kinda fucked up but we never talked about it I guess.

In the morning she came back to my room and I was wide awake and begged her to tell me everything while I fucked her from behind. That’s when she shared all these glorious details. She was very sore and didnt move much while I spoonfucked her and came inside of her very wet pussy.

It didnt seem like Dray said anything to her about our fight but he for sure spoke more to some of his friends and to our mutual friends. No one has explicitly said anything but I just sense everyone treats me differently and doesn’t respect me as much. I was supposed tutor a mutual friend’s daughter but he cancelled it and said nvm they found a family friend but I think he just is judging me now like I’m a weirdo. So yeah there are social repercussions for sure but like still very hot. Idk whatto do but I want her to keep sleeping with him.

Honestly even with the retrospect and regret, I still get really turned on thinking about it. It’s a cycle, maybe an unhealthy one where I one second feel super turned on and then another super humiliated, a failure, low self esteem, unable to hide, etc. I would do it again even because I’m crazy and she is too and it is addicting. But like I feel really bad about it too when I think about the reality of my life and how a lot of people perceive me. It’s a bit intense I guess.


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