Should I just give up on dating and relationships? - /adv/ (#33414894)

Anonymous
7/25/2025, 10:19:51 PM No.33414894
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1747924162409528
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My sister just recently moved in with me. We had regular sex until we were about 20 and we decided it was best to try dating other people. It's been over 10 years, we're both in our 30's now, and my dating life has been abysmal. Hers hasn't bee much better. She had one long term boyfriend but he turned out to be an asshole who stole from her and tried to ruin her life. She's moved in with me because rent is so damned high. She wants to start having sex again but I'm hesitant. It's been so long and I thought that part of our lives was over. I will admit I do want sex. It's been over a year for me and the idea of having access to regular pussy is very appealing. I just don't know how this will affect our relationship. We're not kids anymore and we're living together in a precarious financial situation. She's made it clear that she's done with dating, maybe for the rest of her life, but I'm not sure I'm ready to give up yet. I know it's probably hopeless but at 35 if I haven't found someone, maybe I should just enjoy what I can with my sister and accept reality. What do you think?
Replies: >>33414922 >>33415027 >>33415028 >>33417515
Anonymous
7/25/2025, 10:24:18 PM No.33414918
Yes
Anonymous
7/25/2025, 10:25:08 PM No.33414922
>>33414894 (OP)
I think you should keep trying to date and that you shouldn't fuck your sister
Replies: >>33414988
Anonymous
7/25/2025, 10:40:19 PM No.33414988
>>33414922
>I think you should keep trying to date
You really think there's hope for me even though I've been trying for 17 years?
Replies: >>33414995
Anonymous
7/25/2025, 10:41:18 PM No.33414995
>>33414988
Yes, I do. I don't know why you haven't been successful, but I think with changes you can successful date
Anonymous
7/25/2025, 10:48:05 PM No.33415027
>>33414894 (OP)
Surely this is a joke

Wtf? How did this even start?
Replies: >>33415484
Anonymous
7/25/2025, 10:48:25 PM No.33415028
>>33414894 (OP)
Fuck her and try and get a bitch as well. If you can make your sister nut, you can make any bitch nut. And making a bitch nut is the way to a healthy long lasting relationship.
Anonymous
7/26/2025, 12:34:22 AM No.33415484
>>33415027
>Wtf? How did this even start?
I was curious about girls and she was curious about boys, so we showed each other our bodies and let the other touch and explore. She found it so fascinating how I would get hard, and she'd always try to grab a hold of my cock before I got hard so she could feel it get hard in her hand. We started masturbating together while looking at each other. She eventually let me cum on her boobs and I let her suck on my cock and over time it escalated to full on sex. She was already on birth control for some other medical reason so we didn't have to worry about her getting pregnant. The first time was awkward for both of us and was painful for her but after that first time it was enjoyable for both of us. I was a little too... close to my sister and people at school started noticing but neither of us cared. Our parents were working too hard to notice and we had a full on relationship until we were about 20 and my sister thought it was a good idea for us to at least try to see other people and live a normal life. Dating other people hasn't worked very well for either of us and now she wants to start having sex with me again. I've been holding off her advances for almost a week now and I'm having a hard time resisting her.
Replies: >>33415499
Anonymous
7/26/2025, 12:39:33 AM No.33415499
>>33415484
What's the end game here though? You're going to be 40 soon having sex with your sister with no end in sight. A relationship is out of the question because of social taboos. Sounds like a cop out to me imo. The hardest thing in life is to keep trying when you fall on your face constantly. Going back to familiar comforts is basically announcing that you're giving up, at least for the time being
Replies: >>33415647
Anonymous
7/26/2025, 1:32:57 AM No.33415647
>>33415499
>What's the end game here though?
I think this is the end game, for my sister at least. The main reason she moved in with me is because the rent is so fucking retardedly high but I think another reason is she wants to be in a relationship with me. I'm just trying to figure out if this is what I want. I mean I'd love to fuck her again that's no question. I just don't know if I want to spend the rest of my life with her because you're right we can't be open about our relationship with people. She'll always be my sister to everyone around us, even if we're having sex and living together. I love her, I really do, but I love her as my sister that I'm attracted to, not as a woman or a wife or girlfriend if that makes any sense.
Replies: >>33415672
Anonymous
7/26/2025, 1:39:22 AM No.33415672
>>33415647
Well there you go, you admit it's a dead end as far as a relationship goes. If it's just a limbo moment I guess enjoy it while it lasts but it seems like both of you will kind of just be stuck there until further notice. And the more comfortable you get in that setup the harder it will be to justify trying with other people again. Unless both of you are okay not having relationships ever again then it's a weird setup but I guess it works (just because she says it doesn't mean she means it or won't change her mind after)
Replies: >>33415732
Anonymous
7/26/2025, 1:53:25 AM No.33415732
>>33415672
>just because she says it doesn't mean she means it or won't change her mind after
Yeah that's a good point. It was really hard for me when we started seeing other people the first time. I got really attached to her. Like I said, everyone at school noticed how close we were getting. Even though I don't see her as a "woman" in the traditional sense, I still love her and I would have happily stayed with her forever if she hadn't wanted to try dating other people. I just feel like we lost our chance, you know? Like if we had stayed together until our 30's and then started seeing other people we might have been able to enjoy it for longer. But we're not kids anymore. The days of sex and dating for enjoyment are pretty much over. Now it's all about finances and kids and other relationship bullshit. I don't want to go down that route with my sister. I don't want to share finances with her and I sure as fuck don't want to impregnate her. But part of me wonders if we can be together without actually being together, you know? If we can stay brother and sister, just with sex. That's what our relationship used to be like. But with my sister swearing off relationships, it feels like she wants this to be more than what we used to have together, and I'm not sure I'm comfortable with that. It makes me feel guilty because I'd still love to have sex with her, but I don't want anything more serious than that. But she's not a hookup. She's my sister. I just don't want to hurt her.
Replies: >>33417374
Anonymous
7/26/2025, 9:05:14 AM No.33417374
>>33415732
Anonymous
7/26/2025, 9:51:50 AM No.33417515
>>33414894 (OP)
I won't read ick threads.