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Comments #C27777 | Corporate Confessions | Corporate Confessions

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Gender: Male17 July 2026 at 9:36 am

Should I propose to my friend's sister after years of silence

Need Suggestions! I'm a 30-year-old guy from South Tamil Nadu. Back in 2018, I proposed to a girl who is my friend's sister as well as a distant relative. She informed my friend, which created a huge issue. He confronted me and shouted at me in the middle of the road. I lost a five-year friendship because of that incident. Feeling guilty, I distanced myself from all my friends. Only one person knew the entire story. In 2024, my father passed away. During the funeral, all of my friends came to pay their respects. After that, I slowly started talking to my friend again. His sister also talks to me in a friendly manner now, as if she has moved on from the past. Even today, whenever I text her, I make sure to be polite and respectful. Three months ago, I invited my friend and his family to my sister's wedding. Everyone attended except her. Recently, she asked me, "When are you getting married?" I told her that I had spent a lot on my sister's wedding and wanted to clear those financial commitments first. Only after that would I think about marriage. When I asked her the same question, she smiled and replied, "I will get married, but not now." Now I'm confused. Should I ask her one last time, "Will you marry me?" For the past five years, I've been managing my late father's business in my hometown, even though I'm a Mechanical Engineering graduate. I've lost touch with my core field, and I couldn't switch jobs because I had to take care of my mother and my younger brother, who is still studying. I currently earn around ₹70,000 per month. I also don't want my situation to affect her career, as she works as an IT Tester in Chennai. Do you think there's any chance she might accept my proposal? Or am I just misunderstanding her kindness? Even if she says no, I will respect her decision completely. More than anything, I just want her to live a happy life. And yes... I still miss you, ***i.

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💬 Comments (30)

Anonymous22 July 2026 at 12:55 pm

You’re not getting married right now, and neither is she. So just keep the friendship. Let time decide. Remember: she said no once. If she likes you, let her make the move this time. Don’t risk getting humiliated again.

👍 20💬 3 replies
Anonymous22 July 2026 at 10:59 am

Remember she is your friends sister after your father's funeral things were getting normal Dont break that friendship again hope you understand the importance of friends

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Anonymous22 July 2026 at 9:01 pm

No, don't propose to her. Stay a friend. Later when you really want to get married and if she is also unmarried, ask.your mother or any elder family member to take your proposal for marriage to her family ( like arranged marriage). In that way, you are respecting friendship with her brother and showing your interest in her respectfully.

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Anonymous22 July 2026 at 3:56 pm

Firstly, respect your friendship. You already lost him once for years, and she's like a sister to him. Ideally, ask him before proposing to her, or you risk another fight. If you value your friendship, back off if he says no. Secondly, try to understand how she feels about you. Don't be delusional or overthink her texts. If you're always the one texting first and she's just being polite, it's not a good sign. If you still can't stop thinking about it, just ask her. Don't be too disheartened if she says no. At least you'll get your closure.

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Anonymous22 July 2026 at 11:46 pm

Not much context here to give clear advice. But keep the conversation open, be honest with where you stand, don't read into unspoken words, being friendly doesn't mean someone wants to marry you.

Anonymous22 July 2026 at 10:34 am

U should ask her decision but not directly try some other routes like use ur Relatives or Friends to know.

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Anonymous22 July 2026 at 12:36 pm

Ask her / the worst outcome is a denial which is fine because you get closure else your entire life you would be like what if i had asked her !!! Life is cruel and confusing macha. Anyways tester is like below grade job only. So don’t think much and ask her. If she considers the proposal and shows intentions to relocate / support and build a life with you then its great. Else you continue living your own:)

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Anonymous22 July 2026 at 3:05 pm

First thing she is your friend's sister, you shouldn't have feelings for her. Even though you tried once, rejected and got scolded by your friend. Too much drama has already happened and still you share good bonding with her family, don't ruin it again, work on yourself and move on in your life.

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Anonymous22 July 2026 at 11:06 am

Let her say it if she is interested.

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Anonymous22 July 2026 at 12:42 pm

If she was interested she would had give some hints to you....or worst she would just keep that proposal to her only not tell her brother...if she had some feelings for you...so you should understand this thing...and most important a friend is like brother to us and his sister is like your sister only so you should not see her from marriage pov .Many more girls are there in world bro move on. Don't spoil your friendship

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Anonymous22 July 2026 at 11:32 am

Never let an opportunity go waste or you'll live in regret always. If you feel so strongly for her please ask her but remember to broach the subject gently. Maybe she's on the same wavelength now. Who knows? Wish you the best. Destiny plays a great role in bringing two souls together.

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Anonymous22 July 2026 at 11:53 am

Bhai, propose her and finish all urs thoughts. But remember even she say yes or no. Just show her middle finger and moved on. such situations girls always dominate and touches whole life. U wasted 5 years and friends for her. She is useless.

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Anonymous22 July 2026 at 11:47 am

Tell her about your interest. Maybe, there might be some matureness in handling proposal

Anonymous22 July 2026 at 6:15 pm

From what you've shared, there's no clear sign that she's interested romantically. Being polite, asking about your marriage plans, or talking normally after several years doesn't necessarily mean she has changed her mind. If she already rejected you once, don't build hope on ordinary conversations. Only ask again if you're prepared to accept a clear "no" without expecting anything more. Sometimes kindness is just kindness.

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Anonymous23 July 2026 at 6:04 am

Nothing wrong in her asking out for coffee or lunch.. take it slow.. she will drop hints if she is interested in you.. u don’t want to regret at a later part of life for not trying ..if she is not interested, move on.. she is not the only girl in the world

Anonymous27 July 2026 at 8:37 pm

I don't think she is interested if she were interested then she would have come in your sis marriage if it was not possible she can apologise but she didn't give a thought towards your life and family...she knows your feelings she was tasting are u still available that gives good feeling to girls... it's better to behave like a man who has spine but for not to regret later u should ask and after that close her chapter forever and don't be in filmy drama that she should be happy she is not any innocent girl she is playing with you let her go to hail her life should be hail

Anonymous22 July 2026 at 3:31 pm

Apko maar khaaney ka iraada hai😀😀

Anonymous22 July 2026 at 4:49 pm

Mooditu velaiya paru bro nee vangura salary neraiya per ku kanavu so life ha waste panadha

Anonymous24 July 2026 at 7:19 am

Kanna kalanga vaikum Figureu venanda Namaku kanneer anjali poster Ottum nanban pothunda...so move on. நம்ப virumbura penna விட...நம்மள virumbura penna கட்டுன life will be more happy

Anonymous22 July 2026 at 10:58 am

No means no have some self respect n move on she is not miss world

💬 2 replies
Anonymous22 July 2026 at 1:06 pm

Ask politely if not interested skip her.

Anonymous22 July 2026 at 10:36 am

Whats her kindness

Anonymous23 July 2026 at 3:36 pm

Better don't propose , Just focus on your growth , plan your marriage at right time If she comes and propose you then you can accept 👍

Anonymous22 July 2026 at 11:13 am

Anonymous22 July 2026 at 10:52 am

Ask directly and free yourself from the burden of what if and maybe

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Anonymous22 July 2026 at 10:59 am

You tried once and it backfired. Now if she is interested then she should make the move. DON'T TRY AGAIN.

👍 9💬 6 replies
Anonymous25 July 2026 at 11:55 am

Hello everyone 🙏🤍 I am a mom of two kids. My elder daughter is 6 years old. She has Down Syndrome and is currently going to Montessori. She had heart surgery when she was just 5 months old, and a hernia operation at 9 months. Since the day she was born, she has been on thyroid medicine. We stopped for a while when she was better, but now she needs it again - 37.5mg daily. Because of her condition, I can’t leave her and go for an outside job. I also have a 1-year-old baby boy at home. So I started a small home business to manage both - take care of my kids AND earn something for us. I make everything fresh at home with love: *Available:* - Chicken Boneless Achar - Mutton Boneless Achar - Timur Ko Chop - Akabare Khursani Achar - Mula Ko Achar - Mix Vegetable Achar - Kagati Ko Achar - Khajuri Biscuit - Sutkeri Masala - Protein Ball Laddu - made fresh to order *We deliver all over Nepal* 🚚 I’m not asking for charity or direct money help. If you need any of these items, please consider buying from me instead. Your small purchase means the world to me. When you buy, it feels like you’re supporting me. Please help me by ordering even a little 🙏 *To Order on WhatsApp: 9814517779* Thank you so much for your love and support

Anonymous22 July 2026 at 8:46 pm

Are you fucking Retard or what? Move on you fucking leech.

Anonymous22 July 2026 at 11:23 am

Already you created mess. If somethg is there then she can speak on that part too. Have some self respect Man

Anonymous22 July 2026 at 10:46 am

Dude move on and focus on your career. Don't lose your self respect repeatedly and ensure that you find someone who likes you the way you are. Not worth wasting your time thinking or being with her.

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