Older Women's Dating Coaching - YouTube

I dated a woman 2 weeks ago. We went out on Friday night and had a really great time. I asked her what she was doing tomorrow night and she said she had no plans. I asked her if she would like to go to a party with me that I was invited to. She asked what kind of party. I told her the hostess was an old work friend that invites several people to come to her home and enjoy some really nice hors d’Oeuvres and drinks. We just sit around or stand around and chit chat. There’s also an a/v room where she runs movies from back in the day. Many are in black and white. She agreed. I told her I would pick her up at 7.

It was a nice party. I think she got hit on a few times because I saw a couple of men writing down her phone number. On the way home, she was telling me about her car and how bad of shape it was in. I got the idea she was looking for an offer to help her pay for the repairs. Later, she was telling me her dishwasher went out and the roof has a small leak. She finally flat out asked me if I had $25,000 I could “lend” her until she receives her inheritance from her 97 year old mother who is expected to die within the next 1-2 months with breast and lung cancer.

I told her I needed to think about this because we just met and I’m a little reluctant to do so. She invited me in for a nightcap, but I declined, however, I did tell her if she wanted to make coffee, I would be interested and she agreed to do so. Once inside, I was able to take a good look around for myself.

I came to the conclusion that she needs a lot more than $25,000. Her windows leak and a few are broken. The ceiling’s plaster in 2 of the rooms is falling down, which is a sign of the roof leaking. The refrigerator makes a weird noise and the a/c will need replaced this summer. I figure more like $60-70,000 to bring the house back to where it should be.

I feel like I’m stuck in a mud hole and can’t move my feet. I know I should say sorry, but no, but I really could help her without doing any harm to myself. She’s a really nice person with good intentions. She does go to church and wants me to go along on Wednesday evenings for Bible study, but we are not of the same religion. She needs financial help. I am just confused right now. I want to help, but is this why she is being so nice to me? I need to give her an answer by the weekend. I don’t even care about when she pays it back.
 

I dated a woman 2 weeks ago. We went out on Friday night and had a really great time. I asked her what she was doing tomorrow night and she said she had no plans. I asked her if she would like to go to a party with me that I was invited to. She asked what kind of party. I told her the hostess was an old work friend that invites several people to come to her home and enjoy some really nice hors d’Oeuvres and drinks. We just sit around or stand around and chit chat. There’s also an a/v room where she runs movies from back in the day. Many are in black and white. She agreed. I told her I would pick her up at 7...
It sounds like you've advanced from dating to an early relationship stage.

Even if you get past these money woes be prepared. One of the first things they'll try to do is change you.

But there is a lot more here:

 
@Born_To_Lose, I hate to say it, but that's pretty fast to be asking you for so much money. I would tread carefully.

ADDED: I mean, perhaps she's on the level, but that's pretty fast for asking for money.
It’s way too fast. If Granny has money, she could borrow it from her.

Considering you think she was giving her phone number to other men at the party, I’d be even more cautious.
 
Oh well, what do I know? I haven't been on the dating scene for 15 years myself. I just have an imagination that I've let get out of control a time or two.
 
You and me have similar things we're looking for. It's been 18 months now, but due to his work, I was more often alone with munchkins at home. One year, he was so busy, we only saw each other every four months.

I guess that's why I'm coping so much better as I've been alone for long periods of time. Miss the daily chats...

Looking for true love, I get guys in their 40s asking me out but I put them down gently with my real age. Ah good genes are problematic sometimes lol. I was talking online a tick ago and the man was surprised when I told him that I was 29 years older than my daughter and she's 34 lol
I have had quite a few likes from guys in their early 50s. I also look younger than my age. I get asked about that a lot. Sometimes women will comment on it too. It's good genes for sure. Not a bad problem to have though.
 
I dated a woman 2 weeks ago. We went out on Friday night and had a really great time. I asked her what she was doing tomorrow night and she said she had no plans. I asked her if she would like to go to a party with me that I was invited to. She asked what kind of party. I told her the hostess was an old work friend that invites several people to come to her home and enjoy some really nice hors d’Oeuvres and drinks. We just sit around or stand around and chit chat. There’s also an a/v room where she runs movies from back in the day. Many are in black and white. She agreed. I told her I would pick her up at 7.

It was a nice party. I think she got hit on a few times because I saw a couple of men writing down her phone number. On the way home, she was telling me about her car and how bad of shape it was in. I got the idea she was looking for an offer to help her pay for the repairs. Later, she was telling me her dishwasher went out and the roof has a small leak. She finally flat out asked me if I had $25,000 I could “lend” her until she receives her inheritance from her 97 year old mother who is expected to die within the next 1-2 months with breast and lung cancer.

I told her I needed to think about this because we just met and I’m a little reluctant to do so. She invited me in for a nightcap, but I declined, however, I did tell her if she wanted to make coffee, I would be interested and she agreed to do so. Once inside, I was able to take a good look around for myself.

I came to the conclusion that she needs a lot more than $25,000. Her windows leak and a few are broken. The ceiling’s plaster in 2 of the rooms is falling down, which is a sign of the roof leaking. The refrigerator makes a weird noise and the a/c will need replaced this summer. I figure more like $60-70,000 to bring the house back to where it should be.

I feel like I’m stuck in a mud hole and can’t move my feet. I know I should say sorry, but no, but I really could help her without doing any harm to myself. She’s a really nice person with good intentions. She does go to church and wants me to go along on Wednesday evenings for Bible study, but we are not of the same religion. She needs financial help. I am just confused right now. I want to help, but is this why she is being so nice to me? I need to give her an answer by the weekend. I don’t even care about when she pays it back.
Very likely you will not get repaid should you loan money to her. In the dating world, we women know that if a guy asks for money we should run the other way. And we do. The fact she gave out her phone number when she came to the party with you....bad manners and a giant RED FLAG. Sorry if this sounded harsh. You sound like a good person. People will take advantage.
 
@Born_To_Lose, I hate to say it, but that's pretty fast to be asking you for so much money. I would tread carefully.

ADDED: I mean, perhaps she's on the level, but that's pretty fast for asking for money.
It’s way too fast. If Granny has money, she could borrow it from her.

Considering you think she was giving her phone number to other men at the party, I’d be even more cautious.

You've gone out with her only twice, and she's asking you for a substantial amount of money. That ain't right. Giving her phone number out while she's on a date with you shows a lack of respect for you and is a classless act. My bet is she hasn't only asked you for a “loan”, but is fishing in a larger pond by also asking other men as well to see which one will bite. So, here's another vote for don't do it.
 
She finally flat out asked me if I had $25,000 I could “lend” her until she receives her inheritance from her 97 year old mother who is expected to die within the next 1-2 months with breast and lung cancer.
There are so many online scams exactly like this... gotta admit it's way brazen to do it in person, but asking a virtual stranger for $25k feels exactly like the "send gift cards" scams or online catfishing scams. Please don't fall for it... ya just don't ask someone you just met for a loan of that size (or any size really.)
 
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There are so many online scams exactly like this... gotta admit it's way brazen to do it in person, but asking a virtual stranger for $25k feels exactly like the "send gift cards" scams or online catfishing scams. Please don't fall for it... ya just don't ask someone you just met for a loan of that size (or any size really.)
I finally did tell her I couldn’t do it only because our lack of knowing each other for such a short time.
 
I finally did tell her I couldn’t do it only because our lack of knowing each other for such a short time.
That is absolutely for the best. When you think of it in bottom line terms, it comes more into perspective... a new acquaintance asking for 25 thousand dollars... that's what it boils down to. (100% truth here, I wouldn't give 25k to someone I've known for 50 years. :sneaky:) I really hope she doesn't bilk those other men she was handing her number to either. I'm thinking this is a case of "calamity averted."
 
That is absolutely for the best. When you think of it in bottom line terms, it comes more into perspective... a new acquaintance asking for 25 thousand dollars... that's what it boils down to. (100% truth here, I wouldn't give 25k to someone I've known for 50 years. :sneaky:) I really hope she doesn't bilk those other men she was handing her number to either. I'm thinking this is a case of "calamity averted."
I can’t understand why she isn’t more worried about having her home fixed up. It’s in terrible shape for what what was once a beautiful home. Compared to the other homes around her, her house looks like it belongs more in a ghetto. Even the outside needs repairs.
 
I can’t understand why she isn’t more worried about having her home fixed up. It’s in terrible shape for what what was once a beautiful home. Compared to the other homes around her, her house looks like it belongs more in a ghetto. Even the outside needs repairs.
That sort of thing can be progressive. Once it reaches a certain point perhaps the scope of the task feels insurmountable?
 
Most of these videos have useful tidbits mixed with a lot of crap. This guy seems to have something real to say in this short one:

 
You and me have similar things we're looking for. It's been 18 months now, but due to his work, I was more often alone with munchkins at home. One year, he was so busy, we only saw each other every four months.

I guess that's why I'm coping so much better as I've been alone for long periods of time. Miss the daily chats...

Looking for true love, I get guys in their 40s asking me out but I put them down gently with my real age. Ah good genes are problematic sometimes lol. I was talking online a tick ago and the man was surprised when I told him that I was 29 years older than my daughter and she's 34 lol

Many senior woman are divorced or widowed and are going to be by themselves for the rest of their lives because they are too hung up by age gaps. Men have no issues being with a woman 30+ years younger, but a majority of woman will not consider it. I was in the same boat, I wanted to be with a guy close to my age. That changed and I am very thankful to the young man who pursued me who is now my husband. We have nearly a 40 year age gap, he being in his 30s and I am in my 70s.. We have been married for 3 years now and are very attached.
 
I never have and never will trust online dating. One of my boundaries.
I never dated online. But, I did use online services to meet women I might date. It’s a tool to expand the pool of potential mates and give a person a better chance to meet somebody. We need to separate the ’dating’ part from using online services to meet somebody.
 


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