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Search Results: flirting with older women

If you are a single man is it wrong to hangout with a married woman?

I have a crush on this guy and he's 18 years older than me Im 25 he's 43 and have a kid (divorced) Im single and never been married and he said he started to talking to someone and they were hanging out together and he...
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Is this common and what should I tell her the next time she gets dumped or cheated on so she can do better and stop complaining?

So my friend “female” complains how she can’t find the right guy and how they are all awful and want only to hook up and nothing serious. But she only dates and pursue guys that instantly try only to hook up and she won’t...
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A 50 something year old woman likes me, is it weird to like her back?

She's one of the teachers at my kid sister's school and is talking and flirting with me when I pick my sister up. My sister teased me and said "she really likes you". I find her attractive and wanna take her out for...
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Am I just a fantasy?

This might sound arrogant, but very early on in my life I noticed that I was/am very appealing to the opposite sex. I'm 43 years old now and I'm fed up with this situation. Women who are in a committed relationship flirt...
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So my long-term, trusted male friend always had a thing for me?

This is the 2nd time he has gotten very drunk at someone's party. During a dance, we were having a normal conversation when all of the sudden, he started asking if I want to go on a date with him and getting too touchy....
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Do you think dating will be even harder in the US in the future?

I finally met a girl who’s willing to put effort into me after months of me trying. And honestly, I feel like dating is so fucked. Too many women have unrealistic expectations. And too many red flags. Like for example I...
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Why I Prefer Older Women Over Younger

I believe I wrote about this once. But doing it again anyway in 2024 lol, plus a few olders on here have asked me to write this repeatedly so here we are lol. I know a lot of men want young women, but for me I...
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What tends to be the age bracket of women that flirt with you?

Gentlemen, when women flirt with you, how old do they tend to be? I tend to be flirted with by younger women or older. Ladies, what is the age bracket of men you flirt with?
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Experiences on dating men with a very low self-esteem?

Hi all, I'm a straight woman in 30s and 2 weeks ago I started dating an ex collegue of mine, we used to work for the same company 7 years ago but we never actually met each other. We matched on Bumble and that's how it...
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What would've marriage been like in your opinion between Michael Jackson and Diana Ross if it ever happened?

Michael grew up idolizing her and eventually falling in love with her. She was his childhood crush. Michael had a crush on Diana since he was a little boy (which is totally normal for a kid) but the thing is Diana is way...
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Boyfriend and I agreed to get married and start a family, we then had 3 kids together but he didn't propose and now he doesn't want to get married?

My boyfriend and I had spoken of marriage and children in the future, when I found out I was pregnant in 2018 we agreed to proceed with the pregnancy and start our family. I've been clear from the start that I wanted to...
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Should I give up on him?

Alright, so I’ll start this off with saying that I’m a 20 year old woman with no prior relationship experience. I started college a few months ago and I met this cute guy that eventually became my friend. A month after...
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Relationship expectations/standards for opposite gender friends?

Need unbiased opinions. Im committed/loyal to my girl and id never do anything to ruin my relationship. Our relationship comes first/so does she. I want to marry and spend the rest of my life with her. The type of men my...
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Why does an older male coworker seem to flirt with me and my female coworker?

First it was just me (that I know of). Now he flirted IN FRONT OF ME. Wtf. Chose one woman.
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Is my coworker flirting with me?

I have known him for 5 years. We get along so well and I do like him and we are friends. I will admit I do find him attractive and he is so nice to me, he’s 10 years older than me BUT he got married a few months ago. He...
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Does he like me?

The age-old question. So there's this guy at school that I like, he usually sits with me, and we're in the same group for a project. He usually laughs at little jokes I make, and he always asks how I am or how my other...
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Would you spend the rest of your life alone and miserable knowing the truth, or spend the rest of your life happy and ignorant because of a lie?

and yeah I'm as loyal and committed as it gets. I'm a straight white male who is 24 years old. definitely not a virgin but I am celibate. I haven't had sex since 2016 or even been in a relationship. haven't even flirted...
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What do you guys suggest about this? What should I do?

There was a guy in my previous company whom I worked with for a year. He was a really nice, tall, dark, handsome and charming guy. Always helpful and respectful towards women. Every woman's favorite. He was working in...
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