[MF] Found My Ex’s Daughter Working as a Prostitute

I dated a woman, whose name was certainly not Karen, for a good number of years. She has some issues, as do I, who doesn’t? I’ll just say that they are serious issues and it became a very unhealthy relationship. I broke up with her three or four times before I finally got away. The problem is that she knows exactly what my buttons are and how to feed my demons. She is very much a sex freak and knows exactly the things that I get off on. To paraphrase the famous quote, “Every time I thought I was out, She PULLED ME BACK IN!”

Karen has a daughter, not named Madison, who was in high school when we first started dating and is in her mid-20’s now. Madison had a drinking problem even before I met her, was a big pot head, and mostly likely was doing some other more serious drugs. When she was sober, the two of them were best of friends. When Madison was drunk, she was a 90-pound, hell-spawned, agent of chaos. She got worse and worse as time went on and she did wind up being arrested a couple of times after she graduated high school, though she did manage to graduate somehow.

After high school Madison really went off the rails. She couldn’t hold a job and wound up home all the time smoking weed. She even tried being a stripper and was fired on her second day. At some point she decided that it would be fun to piss her mother off by pretending to be interested in me. She would do this while wasted and the whole show was completely over the top. She’d loudly proclaim that I preferred her young, perky tits to her mother’s fake tits, take off her shirt and try and try to hug them into my face. She’d do stuff like wake up for the day at 2 PM; stumble downstairs in a cloud of marijuana smoke; wearing a flimsy t-shirt; the tiniest, thong panties you’d ever seen; and just hang all over me in front of her mother trying to convince me to make her pancakes. At one point she started just straight up claiming that we were already sleeping together. She called herself the ‘new and improved, younger model’ and told her mother that I said she gave better head.

The fighting and yelling were both horrible and annoying, but I am not going to lie, watching them fight was much more entertaining when Madison was half naked and showing off that tight 19-year-old body. Before, I’d pretend to watch TV or leave the room when they would yell and scream at each other, but at that point I was opening spectating.

I’m also a big sarcastic asshole and anytime Karen would say something referencing this stuff afterwards, I’d fire off some inappropriate joke. “I didn’t say that she gave better head, I told her that I liked how she gently played with my ass while she did it.” That sort of shit. This would always make Karen laugh. She also had a sick and perverted mind like me, which is probably why we lasted so long. Anyway, this became the focus of our dirty, sex talk. It started with things like her giving me head and saying something like, “teach me how she plays with your ass when sucking your cock.” It got darker and more perverted from there. She have me tell her some fictional story of how I had fucked her daughter the night before, there was roleplaying and more. I have to admit it was all hot and erotic as hell, a place I’m surely going. I will stress that there was absolutely nothing actually going on between me and her daughter, it was fantasy talk between Karen and I.

As I said before, it wasn’t a healthy relationship with Karen and I finally got free of her. I was able to ignore her calls and texts, because I knew as soon as I responded, she’d have me. It wasn’t easy, I’d block her and she’d pop again with a different phone number. Notes on my car at work, banging on my door in the middle of the night, and so on. She got mean and did some very serious stuff: property damage, pictures of me being emailed to family and co-workers and sex videos posted online. I was evicted from where I was living, almost lost my job and more. Shit went down, there were lawyers involved and I’m still pissed at her.

She eventually moved back east to live near her parents. That was almost four years ago. I still get the occasional text from an unknown number filled with either sexual allure or hate and venom, but I have never responded.

A few months ago, a few of us had gone to an English pub that does trivia nights. As we were leaving, I saw a girl in the parking lot talking to somebody through the window of their car. She had a petite body with little cut-off shorts and black stockings complete with garters. Yeah, that’s something you notice and I was watching that ass as I walked to my car.

Then the car drove off and she turned around. It was Madison. She was looking a little rough around the edges, an ugly tattoo that wasn’t there before, but still a cute, younger version of her mother. We say hi and talked for a minute. I asked if she was in the pub doing the trivia thing, and she said she was. It’s a large place and was crowded, so it wasn’t odd that I didn’t see her. We both asked if the other had spoken to her mom recently, neither of us had. She tells me her relationship with her mother also ended badly and they haven’t spoken to each other since Karen moved away.

Sometimes I miss the obvious. It took me a few days, but I realized she hadn’t been in the pub for trivia night. That area has a lot of weekly rentals and hookers. This is a confession thread so I’ll admit this came to me while I was masturbating over the memories and trying to find her on social media. After that realization, I found myself occasionally going out of my way when leaving work to drive through that area. Several weeks later I saw her. She was wearing the same outfit standing on the side of the convenience store that is in the same corner shopping center as the pub.

She looked alarmed and wide-eyed when she saw me. She knew that I knew she was working as a prostitute. I had gone through a ton of options about what I would say when I found her, but I found myself momentary speechless, a very rare occurrence I assure you. This wasn’t helped by her outfit. When I saw her the first time, she zipped up her jacket as she came over to talk to me. This time the jacket was open and I could see she was wearing a cut-off, tank-top undershirt. As she moved and was hit by the illumination of the parking lot lights, I could literally see she wasn’t wearing a bra. It wasn’t like I hadn’t seen her topless before, but that was years ago. She had the same skinny, top-heavy frame with large areolas as her mother and girls going out in public wearing flimsy, transparent clothing is one of my fetishes.

“Please don’t tell my mother,” She pleaded with sincerity as she stepped toward the car. Her initial look of fear that been replaced by one of desperation combined with blushing embarrassment.

“Yeah, I don’t think either of us is going to want your mother to find out that I picked you up,” I said. “Get in.”

“Really?” she said. She looked genuinely surprised, but in a way I couldn’t quite read. I realized I was so nervous that my whole upper body was trembling and I was squeezing the steering wheel to try and hide it. She stood there not moving, just standing there next to the car looking down at me. Then one of her trademarked, sly grins spread across her face and she slowly, purposely and overly slowly walked around the front of the car and got in.

We parked somewhere and she gave me head while I fingered and fondled her. When she came up, she showed me the cum in her mouth and asked if I wanted a kiss. I am not afraid of my own cum and I know it’s a deviant act that some women really get off on. So, we made out while I continued to finger and fondle her. We talked a lot too and she admitted that she used to masturbate listening to me fuck her mother. I told her all the dirty shit me and her mother talked about, even the role playing. I got close to getting her off a couple of times in the middle of all this, but couldn’t quite push her over the edge. I have small two-seater car so I blame the cramped angles.

Afterwards she asked if I could drop her off at her apartment. I was right that she lives in one of the weekly places very near that bar. She asked if I wanted to come in stressing that she never takes guys back to her place. Almost as soon as we were in the door, she says, “you know, if you had married my mom, you’d be my daddy.”

I cannot find words to adequately describe how I fucked the shit out of her.

She told me that she tried stripping again at different clubs but never lasted. She had an Only Fans, except her boyfriend is the one who set it all up. Since she didn’t have a bank account, all the money went to him. We checked and the page is gone and she couldn’t log in. She moved into this place to get away from him, though he is one of two guys she’s been bouncing back and forth with for years.

I’ve been fucking her on and off for a while now, only 2 or 3 times a month. I’ve given her some money and tried helping her open a bank account, but maintaining a minimum balance is a problem for her. She’s still doing drugs and is really stoned sometimes when I come over. She’s still fucking her ex-boyfriend on occasion, almost moved back in with him at one point, and I’m sure she’s only fucking me for the money. I do think she gets off on fucking her mother’s ex-boyfriend as much as I do on fucking my ex-girlfriend’s daughter, as her mother is very much the center of our dirty talk. She’s also even more of a freak than her mother and hasn’t said no to anything so far.

Source: reddit.com/r/gonewildstories/comments/z1q6rp/mf_found_my_exs_daughter_working_as_a_prostitute