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Should I take it further with this friend and how should I do so?

Tagged as: Flirting, Friends<< Previous question   Next question >>
Question - (29 August 2019) 3 Answers - (Newest, 2 September 2019)
A male Canada age 22-25, anonymous writes:

I'm 19 years old and one of my friends is absolutely crazy about me. She's older than me, she 35, but she is hot. Every time she sees me she hugs me about a thousand times and smother me with kisses. Everywhere we go she insists in holding my hand and loves to take pictures with me. I wanna know if I should try to take this a step further. How to do that? Give me some help. Thanks

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A reader, anonymous, writes (2 September 2019):

Obviously you haven't discussed it with your parents. She's crazy alright!

I'm not going to offer some 19 year-old kid advice on how to chase some vain female in her 30's; taking advantage of his over-active hormones!

You're just a horny-kid, and she's getting her jollies knowing you're hot and bothered.

She's no friend! She's an older-lady getting her kicks! She's impressed with herself; because she likes knowing she can lead a poor inexperienced adolescent-male around by the penis. She's teasing you! You have no real feelings for her; you're just sexually-excited over the possibility of sex.

It's going to turn into drama sooner or later. You won't listen to us, you'll listen to your hormones. Go ahead and chase "Mrs. Robinson!" (Google the movie "The Graduate")

She's just having fun with you. She has no real romantic-interest. You'll attach feelings, and she's way out of your league. What can you offer someone with her years of experience? Do you have a college-degree? A full-time career? Do you drive a nice car? Can you buy her nice gifts, and take her on vacations to exotic places? If yes is the answer to all these questions; then go for it!

You're her little boy-toy! Until your parents catch wind of it; and turn her world upside-down, and talk some sense into you! You're old enough only to make your own bad-decisions; and refuse your parents advice. You'll land on your hard-head with a broken-heart! Master females your own age, and graduate to women in their 30's! This is all a novelty and a fantasy! Have you been watching MILF porn? Real-life is nothing like that!

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A reader, anonymous, writes (30 August 2019):

She's kind of doing all the work for you already. Just keep playing along and I'm sure she will initiate things on her own just fine.

However, I wouldn't advise in taking things further if she is your first relationship. I had my own around your age and it's a great opportunity to see how you connect with another woman your age. You learn a lot about yourself too and it will affect every relationship moving forward as that's the one you will compare it too.

Though she may be super hot, the age difference is notable and you probably won't get much out of the relationship besides being intimate with one another.

Just think about what you want and proceed accordingly.

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A female reader, KeW United Kingdom +, writes (30 August 2019):

KeW agony auntHi,

What do you like about her other than the fact she's hot? It seems like you both just want an ego boost.

Is she married? Divorced? Single mother? Does she flirt or hug and kiss on the cheek like friends/motherly?

You're awfully confident, borderline arrogant, that she's "absolutely crazy" about you. Would you feel silly if it turns out she's not interested?

What do you want to do - date or hook up? Taking it a step further and how to do that varies a lot depending on how she hugs/kisses you and what you want from her.

Best wishes.

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