The time my gf cucked me repeatedly behind my back and gave me a VD: [Cuckolding] [Intercourse] [F22/M33]

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I met her when she was interning at my company. She was a petite (105lb soaking wet) half Italian girl with tight, porcelain skin, huge brown doe eyes, straight auburn hair, legs for days and gorgeous pouty lips that I desperately wanted wrapped around my 33 year old cock.

Everyone in the office wanted her and would stare like hungry dogs when she was in the room. I was the one who pounced like a lion taking down a baby gazelle and I found a work-related reason to walk over to her desk and strike up a conversation. I continued to message her over the company’s email. The flirtation continues and gradually grew more intense until I mustered up the courage to ask her out. She immediately said yes and I took her that weekend a local club where one of my favorite bands were playing.

Things progress slowly at first. She said she always rushed into sex in new relationships and wanted to take things slow because she really liked me. So things were limited to heavy petting, making out and gradually built up to humping until one night we were laying in my bed and I was on my back with her straddling me. She pulls out of my cock and starts rubbing against your pussy. But she said she wasn’t going to let me put it in. Said she needed more time.

The entire time (a period of about two weeks) my cock was constantly swollen and throbbing whenever she was near me in a skimpy little sundresses, and whenever I just thought about her, but I knew I couldn’t do anything about it. I stopped jacking off the entire time because I wanted to save it up and give her the maximum volume of my seed that I could. Then one night we’re laying in my bed in the same position. She takes out my dick again. It starts rubbing it against her. Pussy was soaking.

We continue to make out while she rubs the head of my dick against her clit. I was just trying to focus on other things so I wouldn’t bust. Then nature finally took its course and she couldn’t hold back anymore grabbed my cock and slit it in her cunt. I had to stop her because I knew she wasn’t on birth control and there was no way I was going to be able to last very long without a condom.

I get the rubber and we just go to town. Literally the best sex I had ever had in my life at that point and ever since. It was a drug and I was an immediate dope fiend. Eventually, I put her on birth control so that I could raw dawg her on demand.

I came to find out that she had a freaky side in her. She was addicted to exhibitionism for example. She would send me nudes and let me show my friends and and she would wonder if they were jacking off to them. She also openly flirted with other men in front of me which made me crazy. I won’t go into any anymore of it because I don’t wanna spill too many details to protect everyone’s anonymity, but it would become clear to me that she was a firecracker that could go off of my hand at any time.

We settled into a normal relationship pretty quickly after that and I had fallen hard for her. The college girl who I originally just wanted to mercilessly pound one time and leave was now the center of my universe. She never moved in with me but we had seriously started talking about it. (She still lived with her mother who was not much older than me.)

We usually only had the weekend to ourselves until she started going out a lot more with her girlfriends. They’re also boyfriends too – supposedly platonic, but she had far more male friends than girlfriends and I thought it was really weird that she would never introduce me to any of them.

Fast-forward: she begins to disappear for long periods of time ghosting me completely. Always going out with her friends. I started to get suspicious – following her when she didn’t know that I was on a trail, going through her text messages behind her back and scouring her friends’ social media sites for evidence that she was cheating on me. The texts were absolutely incriminating, but she was good at deleting the ones that that would expose her whoring. But it was obvious what was going on. She was always arranging meetings with other male “friends” that I would never meet.

The one that sticks out in my head the most is the time that we had dinner plans and she had ghosted me all day. I called and texted her, and she finally called me on the way home an hour before we were supposed to go to dinner and said she had been out to lunch with another male friend and that she would have to go home and shower before she met up with me.

I immediately began to interrogate her over the phone – demanding to know who she was with, where they were, why she ignored my calls and texts all day, and – most importantly – why the fuck she needed to go home in the evening to take a shower when she could’ve easily done it at my house which she usually did.

Of course she denied everything, and even started crying on the phone because I was so angry. She sobbed that she was sorry and she wouldn’t do it again. I forgave her and she showed up to my house an hour late, glowing in her little sundress with her hair damp. The make up sex was downright depraved. I grabbed her by her wrist and forced her into my bedroom. I’ve been her over, flipped her skirt up over her head and tore her panties off and just went town on her young nubile pussy until I exploded inside of her, pushing it as deep as I could into her cunt. She was a screamer and this time was no different. “Fuck me!!” she screamed. At this point, my cock started to get a little soft because I had already nutted. Luckily she started to cum and I maintained enough blood flow to finish her off.

Fast forward: I became even more clingy and refused to let her go out with her friends. The sex started getting more kinky and sado-masochistic. I started choking her during sex, slapping her, and at one point I put a dog leash around her neck and walked her to my bedroom where I extremely aggressively fucked the shit out of her. She was enjoying it and wanted more.

Then one day I noticed my dick was leaking all the time. I went to the doctor and got tested and came back positive for chlamydia. This is really strange because I hadn’t been with anyone else for probably about a year. I obviously confronted her about it and asked her to explain. She said she had no idea what I was talking about and that she had no diseases. I knew she was lying. Still I stayed with her. I was hooked.

After a while, the sneaky text and suspicious behavior continued. Then one day as usual I was reading though her text when I found the proof. She’d been exchanging texts with another guy much younger than me – a college kid. They were arranging plans for a hook up. I confronted her about it and she made up some lame excuse which made me furious. She just spent the night at my house and was getting ready to go for work. I told her to pack her shit up. I drove her to the office and dropped her off and said I’m done. She was sobbing convulsively when I dropped her off at the curb.

Because I had to work with this bitch, I wanted to try to keep things as mellow as possible. So I was nice to her even though I hated her fucking guts even though my dick still throbbed for her. I went out of my way to be nice to her because I did not want this to escalate into an HR matter, which would have been very bad because I was in management. Eventually, she got another internship and moved out of state and I never heard from her again.

I can’t stop thinking about her still, can’t track her down for a reunion, and I’m gutted because this women remains like a drug for me and I’m still chasing the high. My main regret is that I didn’t lean into the cheating and just learn to enjoy it. After a lot of reading and soul searching, I realized that I had a cuckolding fetish that she sparked. Now all I wish that I would’ve done was let her fuck around behind my back and send me pictures/video. I should have been happy simply to be able to have the sloppy seconds and just reclaim her after every one of her fuckfests. It kills me and then I’ll never be able to experience that thrill again. I’m legitimately depressed over it.

I really like talking about this and other cuckolding experiences I stared regularly having afterward so hit me up here or in my DM with any questions.


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