Secretly cucking with my ex
Before I met her, my ex would use sugar dating sites.
She was a very sexual person, and I'm sure she had BPD. I knew from the first time we got together that she was pretty wild. She enjoyed my reaction when she delicately wiped my cum off her face and into her mouth, showing off to me. What a great second date. I was hooked.
Anyway it didn't work out (also see BPD..) and we broke up around 5 years ago. I'm now happily married & have a family.
However...Ive always had a bit of a cuckold fetish that I've never entertained in a relationship. This has brewed in the background but I haven't had the guts to bring it up. I've also not wanted to bring that dynamic into my main relationship/regular life.
Once we were broken up I had a feeling she'd be back on those sites so I made a profile. Every month or so I'd search my local area with a bunch of filters specific to her and see if there was a match.
Then one month she appeared. She didn't have a face photo but I recognised the necklace she was wearing.
I made an attempt at messaging her but she didn't respond. So I made a new account and tried again. Eventually she picked up the conversation. My story was that I was a married man who couldn't meet due to family (not a lie) but was looking for someone for a "digital relationship" to start with & potential to meet in the future. We talked about pretty normal stuff and then got into a more sexual chat about preferences and kinks, and what she was doing and with who.
This all landed well with her. We started pretty light - I would send her money through gifting sites for photos or emails describing her dates and what she was getting up to. I'd get her to rate the guys and tell me what happened and who fucked her best. Sometimes I would pay for her lingerie, hair or make up for her dates - she'd send me photos or notes on how they helped her get laid.
Every time my emails buzzed with her messaging through id instantly get turned on. It was a crazy few months.
Eventually I was sending her requests of what I wanted to see and she'd record it with her regular hookups and send it to me.
Some of my favourites include her:
Filming a selfie video in an office, she's smiling and laughing whilst a guy jerks off and cums over her face.
Deepthroating a guy with a huge cock, she begs him to fuck her, then he smashes her doggy style. Lots of dirty talk in that one, love it.
Using a toy whilst she recounts a work trip where she had a threesome with 2 waiters. She describes blowing one of them in the restaurant toilets then later getting spit roasted by them in her hotel.
Because there was anonymity (and money) she leaned into her sexuality and sluttiness way more than I ever saw during our relationship.
Eventually it petered out but I had happily fulfilled my kinks; a cuckold relationship with a hyper sexual hotwife and a nice normal life at home. Plus great material any time I need to dip my toe back in.
Posted Feb 15, 2026, 3:04 AM UTC