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Dating sister's ex

92 replies

LoveFridaynight · 07/05/2025 08:06

It finally happened. I have 2 DDs 18 and 16. 17 year old has been out with a few different boys in the last couple of years, which is fine. 16 year old has never had a boyfriend.
One of DDs ex boyfriend is on the same course as my youngest. They became very friendly and he's now asked her out. DD1 is fuming even though they were never serious.
I get it though. You don't date your sisters ex. I'm not being unreasonable to think that am I? I feel for my youngest DD. She's autistic and struggles socially so she's thrilled to be asked out but why him? He knows they are sisters so why ask her out anyway.
I feel I should tell youngest to turn him down. Am I being unreasonable to say you don't date your sisters ex?

OP posts:
YourAzureEagle · 07/05/2025 09:42

CowTown · 07/05/2025 08:34

Having sex with two sisters is grim.

Years ago, when I was a college lecturer, a pair of twins I taught dropped back to say hi a year after they left, and show me their babies - I said something like, oh, both the same age, they replied to all in the offices horror "same father"!!!
interesting family dynamic there!!

x2boys · 07/05/2025 09:42

LoveFridaynight · 07/05/2025 08:51

DD1 and him were together for maybe 3 months. I know they had sex at least once in that time but near the end of the relationship.
This lad seems nice enough, but does have a tendency to do stupid things. He was driving with DD1 at a stupid speed and crashed his car. Luckily no-one was hurt but he was obviously showing off/ trying to impress her. DD1 said to her sister (not me) you don't know what he's like. But I don't know if she's just saying that because she's annoyed.
They usually get on pretty well. They do bicker but nothing major.
Okay seems it's okay to date your sister's ex. I'll keep out of it. Although I am going to try and find out what the you don't know what he's like comment is about.
I just worry about DD2 so much. She's so easily led and always sees the best in everyone but I also know I have to let her grow up.

I think being together a few months is a little different to somone,you have had a few snogs,with even though it's not serious
Both me and my sister are in our 50,s now and when younger both kissed a few
of the same boys ,but I don't think I could ever have sex with Someone had
You can't forbid it though

Rusalina · 07/05/2025 09:38

My very first thought was that the boy is using your younger daughter to either prove a point or he’s just getting off on the idea of being with the sister of his ex. Each of your updates reinforces that even more tbh.

I’d be very wary of this, and your older DD’s warning of “you don’t know what he’s like” would be ringing all kinds of alarm bells for me.

I don’t know what to advise I’m afraid, but I would be worried.

The fact he crashed the car with your daughter inside due to dangerous speed would be a massive worry too.

NineteenSeventyNine · 07/05/2025 09:38

The reckless driving would worry me MUCH more than anything else - I’d be teaching both my DDs that this is a giant red flag. After crashing the car with your eldest daughter in it I’m shocked the idiot is even allowed within a mile of your kids, OP.

As a secondary issue, the thought of dating someone my sister had slept with is absolutely revolting, so I’d advise her to steer clear on that front too!

CowTown · 07/05/2025 09:33

PestoPasto · 07/05/2025 09:27

Given the update I would be having a firm talking to her. You obviously can’t control her but teenage boys can be grim. He’ll be going around bragging he’s shagged two sisters.

This. And DD2 is vulnerable. Sickening.

Catsandcannedbeans · 07/05/2025 09:28

From an objective and rational perspective it’s perfectly fine. They were never serious and it’s very unlikely DD2 will go on to marry him. However if that was me and my sister there would have been a blood bath. It would’ve been one of those where my mum would’ve had to pry us apart and lock us in separate rooms.

Honestly I think you need to let them work it out themselves, but I’d tell DD2 it’s not the done thing. Also I would tell her to be wary of this boy. He may well be doing it to piss off your other DD, and he will almost definitely be bragging to his mates he’s shagged them both or something vulgar like that. Maybe he isn’t like that, but when I worked with teenage boys they were all like that, even the sweet ones.

PestoPasto · 07/05/2025 09:27

Given the update I would be having a firm talking to her. You obviously can’t control her but teenage boys can be grim. He’ll be going around bragging he’s shagged two sisters.

DisforDarkChocolate · 07/05/2025 09:20

Just read the car crash thing, I don't think anyone should date him.

DisforDarkChocolate · 07/05/2025 09:20

My sister married by first boyfriend (years later). It's a little odd but I'm just happy she's happy.

As teens though I think most people would struggle with this. That doesn't mean I don't think your daughter should say no.

SleepingStandingUp · 07/05/2025 09:17

BlackPantherPrincess · 07/05/2025 08:14

I’d wonder if he’s doing it as some weird power trip. Men are like that.

They can, absolutely. But teenage boys can also just be very simple minded.

Dated her, didn't work, broke up. Like her, want to date her. Simple.

ThatWildMintSloth · 07/05/2025 09:12

I feel especially how his behaviour was then its possible that he is doing it on purpose. Maybe sister can have a proper chat and tell her what he was actually like and just say I want better for you.
I'd also tell DD that obviously she can do what she pleases but just be prepared that it could ruin her relationship with older sister forever.

seriouslynonames · 07/05/2025 09:10

The car crash incident would be my first concern. Does he still drive like an idiot, if so then I would be talking to her about not getting in a car with him first of all

I also think (as some PP have said) it's a bit 'urgh' to pursue the younger sister of a previous girlfriend and would be wondering about his motives. But I can see it might be hard to explain your concerns to a 16 daughter who is ND and this potentially more vulnerable already. I think you have to try, without taking a heavy handed 'forbid' approach - and as you have said, get more info from your older DD on what her comment meant

MrsKateColumbo · 07/05/2025 09:06

I would discourage this.

  1. The car crash (and it seems like it's all within the last year so quite recent) shows he's immature and dangerous.
  1. He had sex with DD1 and now wants to put his penis in dd2 less than a year later? I find this disgusting, does dd2 not find that disgusting too?

I think with her ASD you have to gently guide her if possible

ThDanielDay · 07/05/2025 09:04

LoveFridaynight · 07/05/2025 08:51

DD1 and him were together for maybe 3 months. I know they had sex at least once in that time but near the end of the relationship.
This lad seems nice enough, but does have a tendency to do stupid things. He was driving with DD1 at a stupid speed and crashed his car. Luckily no-one was hurt but he was obviously showing off/ trying to impress her. DD1 said to her sister (not me) you don't know what he's like. But I don't know if she's just saying that because she's annoyed.
They usually get on pretty well. They do bicker but nothing major.
Okay seems it's okay to date your sister's ex. I'll keep out of it. Although I am going to try and find out what the you don't know what he's like comment is about.
I just worry about DD2 so much. She's so easily led and always sees the best in everyone but I also know I have to let her grow up.

Oooph sounds a bit suspect tbf but it's one of those things you have to let go as a life lesson and hope the younger dd can navigate it appropriately.

LoveFridaynight · 07/05/2025 09:02

I did wonder if he was using her to get back at her sister but I obviously can't prove that. On the other hand they were together over six months ago so I would hope he'd be over it by now.
I think it's weird he wants to date the sister of his ex though

OP posts:
Createausername1970 · 07/05/2025 08:59

LoveFridaynight · 07/05/2025 08:51

DD1 and him were together for maybe 3 months. I know they had sex at least once in that time but near the end of the relationship.
This lad seems nice enough, but does have a tendency to do stupid things. He was driving with DD1 at a stupid speed and crashed his car. Luckily no-one was hurt but he was obviously showing off/ trying to impress her. DD1 said to her sister (not me) you don't know what he's like. But I don't know if she's just saying that because she's annoyed.
They usually get on pretty well. They do bicker but nothing major.
Okay seems it's okay to date your sister's ex. I'll keep out of it. Although I am going to try and find out what the you don't know what he's like comment is about.
I just worry about DD2 so much. She's so easily led and always sees the best in everyone but I also know I have to let her grow up.

This update changes it somewhat!

It sounds like DD1 has concerns about his general behaviour. If he crashed his car at speed showing off, I wouldn't be very keen.

So I would now be concerned that DD2, who you have described as ND, is about to date someone a few years older than her who is sexually active and has no regard for his or anyone else's safety.

WhingeInTheWillows · 07/05/2025 08:58

@Stubtoe By talking to her.

LoveFridaynight · 07/05/2025 08:51

DD1 and him were together for maybe 3 months. I know they had sex at least once in that time but near the end of the relationship.
This lad seems nice enough, but does have a tendency to do stupid things. He was driving with DD1 at a stupid speed and crashed his car. Luckily no-one was hurt but he was obviously showing off/ trying to impress her. DD1 said to her sister (not me) you don't know what he's like. But I don't know if she's just saying that because she's annoyed.
They usually get on pretty well. They do bicker but nothing major.
Okay seems it's okay to date your sister's ex. I'll keep out of it. Although I am going to try and find out what the you don't know what he's like comment is about.
I just worry about DD2 so much. She's so easily led and always sees the best in everyone but I also know I have to let her grow up.

OP posts:
faerietales · 07/05/2025 08:51

I would worry that your 16yo is getting taken advantage of due to her autism. Are we sure this guy actually likes her or is he using her to get back at his ex?

Sunbline · 07/05/2025 08:49

At their ages unless you have concerns about her safety then no, don't intervene.

My first thought would be he wants the kudos of having dated sisters (sadly a lot of porn now fetishises this kind of thing) and/or he wants to make a statement to his ex.

Stubtoe · 07/05/2025 08:47

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Mrsttcno1 · 07/05/2025 08:46

God if her sister is going to keep going through a few boys every couple years then the dating pool for little sister is getting smaller! At this age and when she’s had a few lads in those couple of years I wouldn’t class any of them as ex’s.

Don’t get involved.

WhingeInTheWillows · 07/05/2025 08:45

Nope! I’d try my hardest to prevent her dating him, it’s just not worth any potential fall out.

andfinallyhereweare · 07/05/2025 08:43

At 25 mortgage together years weird yes at 16, doesn’t really matter… I would keep out of it.

Cardamomandlemons · 07/05/2025 08:43

"ex" is a big word for a short lived teenage thing