Has anyone ever dated someone and then dated their sibling?

Question

There’s this one show called The Summer I Turned Pretty. The main character Belly dates one brother and moves on to the other. To me the plot seems super unrealistic, but I never knew anyone that did that in real life. Im curious though if that has actually happened to anyone in the real world.

Finchie40 · Accepted Answer

I did once when I was younger , I dated a girl that had an older sister that i actually had a better connection with , so I ended up dating her sister and she was cool about the whole thing considering we were just dating and nothing serious between us. It did feel awkward for a little but realized it was t that big of a deal considering her and I didn’t have sex , if we had sex then that probably be really weird lol

Purpleronnie · Accepted Answer

I’ve dated flatmates , one following the other a couple of times but siblings.. f*** no 🤮🤢🤮🤢. That’s just wrong in my mind. Can’t even explain it.. just no.

The idea that 2 sisters would want to date the same guy even I just can’t get my head around.

Brittanyrunner06 · Accepted Answer

No, I’ve never done that. I doubt I ever would, either, since I’m not the kind of person who likes to hang out around their ex’s. Once we break up, I like to just move on. Not go out with their sibling. I can see it happening with some people but not with most. The whole ‘staying friends after going out’ thing isn’t very common, at all. At least not where I’m from (Although it can happen.)

DishLady · Accepted Answer

No, but I dated a guy who's kid brother was way way into me. I didn't realize it for months till he asked me out. I told him I was super flattered but he should talk to his brother about that. And I said I'd set him up with a much nicer gal... which I did.

ohsheeT · Answer

I've had that opportunity before and I didn't follow through with it I felt it was wrong to put them in that type of sister or family drama

Avicenna · Answer

I’ve dated a lot of women who had sisters. Never once have I been attracted to their sisters (the sisters tended to have bad personalities).

fonduegirl · Answer

Kind of stupid because siblings often share a lot of traits, even flaws due to upbringing. Moreover, it's all weird and awkward and yeah, I'd never

I don't want my relationship based on "that's not how your brother used to do it 😏"

OneViewpoint · Answer

Nope but I've dated a mother and daughter about 10 years ago. First the 25 year old daughter then her 50 year old mother. Yup, mom knew her daughter had dated me. And the daughter knew I was dating her mom later on.

Nikki1989 · Answer

No, who in the hell does that sleazy shit?

Zack-Bann · Answer

One of my brother’s flings got the hots for me but I denied her, the weirdness was too much Even though she was smoking hot It wasn’t worth it

MannMitAntworten · Answer

No, but on two different occasions I did realize I was probably dating the wrong sibling. Meaning, the sibling and I gelled a LOT better that the sibling i was dating. No, we never acted on it. Split up and moved on.

slatyb · Answer

My wife was dating a guy who had a bit of a drinking problem. His mother said "You are dating the wrong brother". She never dated the brother.

queenofcardio · Answer

Never have and probably never would.. sounds so awkward

AnneTheLady · Answer

FUCK NOOOOO! That just seems gross to me. Like it’s a barrier I really shouldn’t cross… EVER!

WhitneySnow · Answer

No but it happens a lot Her name is Belly?

Makeushiver · Answer

Close. I've had a 3 way with 2 sisters once. It was really hot possibly since there was some competition in who was furthest out there.

trumpetplayerforlife · Answer

Me and my sister have dated the same guy it was years apart but we didn't have issues

qwerty2469 · Answer

My best friend. (Female) dated my twin brother (by dated i mean fucked him a couple of times) because she was in love with me and needed that dick. (I was sadly married to someone else) she realized quickly he was a phantom

DrPepper12 · Answer

My brother and I were each with the same girls on different occasions several times but not dating, just fucking

Phoenix98 · Answer

I have actually a pair of sisters in highschool.

Neallyaa · Answer

Nope. Sounds like something off a tv series, watt pad story, or Netflix.

Anonymous · Answer

I wouldn't say dated but slept with them then their sibling yeah

Anonymous · Answer

Dated no, but I fucked her sister as a revenge.

Benjiman19 · Answer

I, myself haven't. However, my brother has done this. He dated one twin before the other.

LiamJHayden · Answer

I dated one twin, then the other, then the other sister, so three in one family.

SotiCoto · Answer

Presumably it has happened at some point in human history.

cavedweller1973 · Answer

When I was 16 I was kinda taken advantage of by twin sisters that were two years older than me lol got me drunk for the first time but I’m not complaining lol

Wise4myage · Answer

No but I have heard of brother threesomes with the same girl they both dated.

Sam1133 · Answer

Yup I did but i didn't know she is my ex sibling...

SamWinchester058 · Answer

Yes. In HS I dated the younger sister first then the older sister.

IHaveRespawned · Answer

Lol, my mom watches that show

exitseven · Answer

Nope that would be weird

Abdulw · Answer

Not me would you feel jealous if that happened?

Anonymous · Answer

No, I never dated at all :(

MasterKS · Answer

yes i did with two sisters.

Has anyone ever dated someone and then dated their sibling?

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Has anyone ever dated someone and then dated their sibling?

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