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Search Results: older guy/ younger women
Why do old guys tend to call me “young lady” ?
I noticed that if I’m meeting a new person who is an old gentlemen such as 40+, they tend to use the term “young lady” to women a lot. But when it is an older woman , they never use the term. They call me “miss” or by my...
nelly83
Xper 6 Age: 30 Older woman younger man relationship?
So the guy I like is 4 years younger than me he's 19 and I'm 23. When I first met him I was really attracted to his personality and the who he is and then later I found out his age. I just need assurance because I dont...
Anonymous
(25-29) Feelings for my friend’s brother?
So my best friend’s brother and I have always gotten along well. We have always been more at the acquaintance level though. We text on and off and see each other when she brings me to family gatherings or adds him to a...
Anonymous
(25-29) Older Women! Do you prefer men older or younger?
I’ve always been told women want older more mature men. Which gives men the advantage of finding love later in life. Just as long as you establish yourself. I’m 31 and now going back to school after wasting my youth in my...
BigManSAB
Explorer Age: 37 
I once had a woman contact me through a matchmaking agency and was eventually rejected by them, and now I'm just thinking what even happened that day.
TL;DR: A woman through a matchmaking service initiated interest in me, then stopped pursuing interest and I'm confused about what happened. So, one day, while I was asleep on the weekend, around noon or 1pm or so, I got...
MCheetah
Editor Age: 39 I think I have feelings for my friend’s brother?
So my best friend’s brother and I have always gotten along well. We have always been more at the acquaintance level though. We text on and off and see each other when she brings me to family gatherings or adds him to a...
Anonymous
(25-29) Dating a younger woman? 21F 29 male?
Would you date a 29 year old guy if you were a 21/22 year old woman? I'm not exactly sure how old she is. We've been on one date & age didn't specifically come up but based on the conversation I can tell I'm probably...
Anonymous
(30-35) Why do older guys try to hit on me?
I feel like I’m a target to them. Like I’m sorry you can’t get women of your old age to be your girlfriend or to have sex with. It’s because your weird or have issues. But why would someone younger and be stupid to want...
Rose00
Explorer Age: 28 Dating affluent mature men?
I'm ready for a financially stable and mature relationship. If it means I have to work harder, I will. I'm ready to fly from the nest. I also feel guilty because of the negative stereotype about women dating affluent men....
MissLlyn
Xper 4 Age: 31 How realistic/possible is it for a major age gap relationship between an older woman and younger man to work out long term?
I was initially hesitant to go out with a guy 17 years younger than me, but I eventually gave it a try. We've been on 7 dates and it's gone extremely well. We've had a ton of chemistry and (despite the age gap) I think...
Anonymous
(45 Plus) How do I find out if this guy is actually into me?
so I think I've caught a guy's attention who's quite popular with the ladies. He's good looking for his age, conventionally successful and a charmer. Young girls and women of all kinds have the hots for him. I met him and...
Anonymous
(30-35) Should I set my mom up with a guy who is 16 years younger than her (but who I think is still super compatible with her)?
My mom has had a pretty crappy love life. My dad left us when I was little (I’ve never met him). I know she always wanted a relationship, but between her job and raising me she never had time for dating. However, in the...
Anonymous
(25-29) Should I warn my best friend, but I found out about his mother and others could potentially find out too?
Me and this guy became really good friends 3 years ago whilst working together. he's a little older than me and he's had a lot going on his life throughout his 25 years. he's like a big brother to me and he has been the...
Anonymous
(18-24) Why are there so many old guys who like to hangout with young women?
i see so many dudes in their 40s who want to hangout with young women in their 20s because she’s going through a hard time in life or she’s having problems with career. There would be no physical touching but they just...
nelly83
Xper 6 Age: 30 Since when is sugar babying morally wrong?
I see more pluses than negatives when it comes to sugar babying. I’m 19, visited a plethora of different dating sites, I’ve been rejected by so many young men on there. I’m a college student who wants to be able to enjoy...
Anonymous
(18-24) Was I misreading the vibes he gave off?
Hi guys! I need some preferably male perspective on this, and if possible, some good advice. This is about a quite older man with whom I happen to be pretty good friends because we are in the same professional field....
Anonymous
(30-35) Anybody know any age gap interracial films?
I mean an older white guy with a younger black woman, it doesn't even have to be an age gap, just an interracial with the genders I said.
lanadelrey25
Guru Age: 23 What do older guys think of younger women like me?
I’m in my late 20’s and he’s in his early 40’s. He’s tall, handsome, in shape and looks mid 30’s. Anyway, I have the feeling that he likes me because of that instinct u get that someone likes you (For example, the moment...
Anonymous
(30-35) Guys, how do you feel after being left by a younger woman?
Age gap relationships is a topic not discussed often. I see topics of breakups happening but for the older guys when you were left by a younger woman how did you feel?
Anonymous
(25-29) 
Anonymous
(36-45) 
