Search Results: dating an older woman

To me, it seems like that’s how its gonna be. Most women don’t want to date men who are at an older age and have no experience, so I get the feeling that guys in this situation are stuck in a catch-22 of going out on dates, only to be rejected every time once the woman finds out he has no experience. So basically dating really just an endless cycle of rejection for older inexperienced men.

I’m 27 years old and have never had a girlfriend. Due to a condition I have, I went bald at 23. The hair on the back of my head and sides grow normally, but the hair on top is too thin and barely grows. So going bald is the most cost-effective way for me to look presentable.

I don’t get as many dates/matches as my friends who have a full head of hair. When I go to speed dating events in person, women 10-15 years older usually choose me. I want to date a woman my age or younger.

One of my friend’s girlfriends told me that I should grow an afro. A friend of mine said that I need to get a hair transplant. The consensus is that women love hair. I understand that, but despite my condition, I love myself and don’t want to change. However, I want a girlfriend and eventually a wife, so I’m weighing my options.

I went to a barber and he was going to put me on a treatment plan where I’d have to come to his shop at night on a weekly basis and pay $1000/month. That’s outside my budget.

I’ve also looked into getting it done in Turkey for $3000. But I’d have to wait until next year. I need to save money and vacation days for that.

As I said before, I don’t want to change, however if this will lead me to finally getting a girlfriend, I’m willing to save up for it. When I was younger, I was too much of a nerd, reserved, and focused on school. Now I’m more sociable and ready, however I just keep getting rejected. Plenty of women want to be friends, but nothing more.

Any other men have their baldness get in the way of them dating? Did you get a hair transplant or no?

This young woman and I chat on and off. She thinks I am cute - she told me. She has said she loves me and misses me but I don’t know her well. I don’t say I miss you to someone unless it’s romance but she could be different with how she used the term. We are both left handed and she said it’s fate and laughed at it when she found out but she sent a love heart Whenever I write to her she gives love hearts. She sends me photos of herself and sometimes at random. She sent me a photo with her hiding her face - she is very active on social media and never hides her face to anyone else in any pictures so I thought it was kind of different. Why do I get this picture? Why hiding her face? Of course I hope she likes me but of course I don’t know Whenever I write to her she opens it straight away and either reacts to the chats or writes back Something happened which caused me to fear losing her because I do like her so I said to her I love you because she has said it to me before. I said it because I thought yeah friends can say that to each other. She didn’t say anything. She posted a meme about dating an older guy after immediately after I said ily to her. I am like 5 years older than her. I could be overthinking because I want to know the future and of course I want her to like me but yeah what do you all think?