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Search Results: sex with an older woman

I am a complete loser with women. Am I a lost cause?

I am 27 and never had a real girlfriend. I didn't lose my virginity until I was 20 to a 16 year old girl (also a virgin), but she largely let me have sex with her out of pity I feel. She didn't want anything to do with me...
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I am 27 and never had a real girlfriend. I didn't lose my virginity until I was 20 to a 16 year old girl (also a virgin), but she largely let me have sex with her out of pity I feel. Show More
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Add Opinion 4 6

Uh, social queue help?

So, as someone who has basically lived as a person who's life consisted of (going to school, then home to play the game and destress from school) -- then later in life (going to work, then home to destress from work/build...
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Losing my virginity to an escort as a 25yo?

So I’m a male 25 year old virgin and I’m considering using an escort to help me lose it. I have tried to date many times before and don’t have an issue attracting women but I have some past trauma that paralysis me when...
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Why do middle-aged women constantly try to set me up with their daughters who are either clearly uninterested or not my type?

I’m a 26 year old black man. I’m 5’10”, educated, got 2 degrees, own my own house, and car too. I make 6 figures as a software developer at a telecommunications company. I don’t tell women this because I’m afraid of gold...
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Dating Red Flag or Not?

So I became boyfriend/girlfriend with a woman I’ve been dating for a little less than a month. Yesterday she asked me a question out of the blue, Do I only like her for the physical kissing, and sex stuff? I told...
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Should I just turn into the monster I can be?

I’ve always been the type of boy that was always soft, I don’t know why I care for the world so much and it hurts l, it has led me to grow up too quickly, I wrote my first quote when I was 13 years old about existence and...
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Why do both the political left and the political right love having the government control people's bodies so much?

This is going to be another one of those posts that pisses people off. Hold on to your butts cause here's your Trigger Warning. Anyway... I grew up classically liberal. I voted for Obama twice (even though I think he...
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Girls, Would you leave your husband if he knew your son was getting sexually abused by an adult and did not tell you?

https://www.youtube.com/embed/4qn9-eSTn98 Many men are fine and ok with their underage sons having sexual relationship with older women. Some of these men might even let the relationship continue and goad their child into...
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What would YOU do? Break up? Keep dating her?

I have a friend Alex (62 year old male) whose divorce will be final next month. He was married for 28 years, and the last nine years were devoid of love or sex. He separated from his wife about a year ago. He wanted to...
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I have a friend Alex (62 year old male) whose divorce will be final next month. He was married for 28 years, and the last nine years were devoid of love or sex. He separated from his Show More
I would immediately end the relationship and stop all contact with Linda
I would immediately end the relationship, maintain occasional friendly contact, and make it clear that the romance is over!
I would immediately announce that a long-term relationship will not happen, we can continue to date and have sex, but I will not treat us as being exclusive
I would continue dating Linda, continue having sex, and simply avoid any discussion of "our future."
I would tell her that I am there for her for better or for worse, contine dating her and having sex, and consider her for a role as permanent partner is all goes well!
Keep dating Linda until her health starts to decline
Something else which I'll explain in a comment
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Am I a rarety or is this more common than I think?

I am 27, and I have gone all my life so far never having a real girlfriend. No, I am not a virgin (thank God), but I have never been in an actual relationship before. I had sex once and only once during a weekend fling...
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Hello setbacks my old friend... I've come to wallow with you again!

I guess I'll start this off with - I hate that I'm writing this but I'm feeling pretty apathetic & numb to everything at the moment... not in a depressing & sad way just more so in a lacklustre & defeatist kind of way....
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What make me feel more intested in a guy that is older then me but did had bad experinece some ex boyfriend's?

My experience with one older that was and did happen when I was in high school and was underage at them. I kept saying NO and he didn't even bothering listing , did tried things like lovebombing, guitip. only looking for...
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I am NOT defined by my Scars "A Survivors Account"

Caution is advised, continue at your own risk. It is not going to be pretty. Rape is a horrible crime perpetrated against men and women , that has a life long effect on its victims, long after the legal system is...
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Does the Number of sexual partners really matter

Since joining a few days ago I've seen this question a lot. Seems people here on GAG are kind of obsessed about this. I thought I would give a shot at my first mytake on this subject. *Disclaimer, just giving it a shot....
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How does a guy let a girl know he doesn't just want her for sex without looking desperate?

Answer shouldn't involve money. I'll admit I am driven by money at this stage of my life. I'm on my way to have not a whole ton of money, but at least enough to own the place where I'll live (big western world metropolis)...
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How to tell if a guy with a learning disability is interested in me but had worse experience with one older guy and worst experience younger guy?

Women with a learning disability that did make a lot of mistakes about different relationships. I know that I made a lot of mistakes about finding guys that I shouldn't. I tried to listen to my granny more about the...
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Do attractive women who don’t fish for tons of attention social media exist?

I’m 35 and recently engaged but I was single after a bitter divorce and custody battle and I’m out of touch with this kind of thing. Im ripped, tall, and attractive (except for the hair - which is pretty much zilch). And...
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Does this older guy see me as a potential fuckbuddy or does he care?

A regular that comes into my work is an education professor in his mid-30s that seems lonely, as he is single and is always at the bar by himself. He and I have hit it off through flirty interactions, teasing, and...
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Does my future look bleak (romantically and sexually)?

I am 27 and I have never had a real girlfriend. I am thinking that I am also considered an incel at this point, considering I haven't touched a girl since 2015. I lost my virginity at age 20 to a 16 year old girl,...
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I am 27 and I have never had a real girlfriend. I am thinking that I am also considered an incel at this point, considering I haven't touched a girl since 2015. I lost my virginity at Show More
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Add Opinion 3 14

This is MyTake on why I believe I am a real woman and why I use the term cisgender.

You have the right to believe what you want and if you believe someone has to be born in a female body to be a real woman that's your right just don't expect me to agree with it or care much for you as a person. I'd...
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