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I fancy my best friend's younger sister... Do I ask her out?

Tagged as: Age differences<< Previous question   Next question >>
Question - (20 November 2005) 9 Answers - (Newest, 23 October 2007)
A male , anonymous writes:

Dear Agony Aunt

I am 22 and I have feelings for one of my best friend’s younger sister who is 16. She is very mature for her age and looks and acts nearer 20. We get on like a house on fire and have some great laughs together. I don’t have trouble finding dates my own age and have had a few long term relationships in the past.

I get on very well with her parents, especially her mother who has already said she would love have me as a son in law! (Definitely not on the cards.) I think her brother (best friend of 3 years) knows that I’m attracted to her but we obviously don’t talk about it.

I have always thought of her as a younger sister up until recently and looked out for her at times. She has pretty much told me she likes me but we equally don’t peruse each other I THINK becuse it may cause some kind problem maybe. Obviously I would get some stick from the boys but I think would probably be jealousy more than anything.

I’m not sure if I should ask her out on a proper date and let it all out in the open..!

HELP..!

View related questions: best friend, jealous

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A reader, anonymous, writes (23 October 2007):

Im 14 and my best friend is 16. I hang around with him loads and i've seen his sister loads to.We don't really talk but she is really sexy. She's only 12. I don't really know if she likes me. Should i talk to her and see how she feels or should i just leave her alone and try to forget.

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A male reader, anonymous, writes (2 March 2007):

well thats pretty hard because i'm to a afaid to ask my best freinds sister out

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A male reader, anonymous, writes (11 March 2006):

mate i know exactly wat u mean...i 20 and have feelings for my best mates 18 yr old sister so not as big age difference....but my mate really protective of his sister and i think he would kill me....if she likes you really go for it as long as not breaking the law....

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A male reader, anonymous, writes (22 November 2005):

Dude, I say go for it. Just be aware of the laws in your area regarding age of consent.

I was in a similar situation in high school. I was 18, and I really though my friend's 14 year-old sister was cute. She seemed really sweet, though my friend treated her like crap (she was his younger sister, so I guess he felt entitled to treat her like that). I never said anything to him or to his sister about my attraction to her. That was many years ago, and I very much regret it now that I didn't let my feelings be known.

I can't believe how hung-up people get over age differences. I'm even older than you, and I know I could spend many hours talking to a 16-year-old girl. If someone can't hold a serious conversation with a 16 year old, then they probably can't hold much of a conversation with anyone. Sixteen year olds tend to be more open-minded than most adults.

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A female reader, Dawnest +, writes (21 November 2005):

How does older sis feel about you asking her baby sister out? get her approval then make your bid. Take things very gently because at 16 lerve can be far more intensive than at 25 and you need to make sure you dont give out committment signals too soon in the relationship.

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A male reader, Toddler 25 +, writes (21 November 2005):

This is actually a difficult one, I have a younger sister myself and remember well being attracted to some of her friends in the past. And some of them were attracted to me, how could they not be? Every 16 year old girls dream is a guy 20+, until they get what they want and grow up. Thinking back on it, its seldom a very positive experience.

I know its hard for you to resist, I'm sure she is a beautiful girl, but thats just it, she is a _girl_ with a girls feelings. I would urge you to let it go, but if you really cant then at least do it in a good way. Talk to her brother so you dont screw up that relationship, talk to her (real date as you say), do _not_ get sexual all that quick etc. Maybe it will even pass after you date, I would at least be very surprised if it laster very long (years).

Good luck either way.

PS: As a last note I should mention that I never touched any of my younger sisters friends, and I'm very happy about that now :P)

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A female reader, anonymous, writes (21 November 2005):

i am in the same situation as your best mates little sister! scary, it probably wouldnt work wait til she is old enough to decide about a real realtionship.

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A female reader, anonymous, writes (21 November 2005):

Yes, ask her out. The age difference might cause certain issues to come up since you two are probably at different stages in life, but it may be worth it - you never know. It sounds like something you should go for.

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A male reader, anonymous, writes (21 November 2005):

She is way too young for you to be dating, young man, so leave her alone! I don't care how " old " she acts, she is only 16 years old. What in the world could she possibly be able to talk to you about considering your relative ages and levels of education? If she still likes you 2 years from now, and has finished secondary school, and you still want to date someone that much younger than you, then, and only then, ask her out. You are a mature male, and you should act like it. Let her be a kid for the next two years and stay away from her until she is technically an adult. If she is attractive now, she will be more so in two years.

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