Q&A for How to Tell if an Older Guy Likes You

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Can older men love younger women?

LeTisha Underwood
Certified Professional Matchmaker
LeTisha Underwood is a Certified Professional Matchmaker and the CEO of Two Hearts Exclusive Matchmaking Services. With more than five years of experience, she specializes in helping marriage-minded people find their life partners. LeTisha holds a Matchmaker Certification from The Global Love Institute.

LeTisha Underwood

Certified Professional Matchmaker

Expert Answer

Absolutely! Just keep in mind that older men aren't into playing games, and are more likely to express their interest in a straightforward way.

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Question

How do you get an older man to be attracted to you?

Erika Kaplan
Matchmaker
Erika Kaplan is a Dating Coach and Matchmaker for Three Day Rule, an exclusive matchmaking company across nine cities in the United States. With over six years of experience, Erika specializes in helping singles find quality matches through date coaching and premium matchmaking services. Erika graduated from Penn State with a Bachelor’s degree in Public Relations. She worked for Rolling Stone, Us Weekly, and Men’s Journal before leaving publishing to pursue her passion for connecting people. Erika has been featured on Lifetime, the Philadelphia Inquirer, and CBS as well as in Thrillist, Elite Daily, Men’s Health, Fast Company, and Refinery29.

Erika Kaplan

Matchmaker

Expert Answer

Show them that you're mature. Make sure you demonstrate that you're an independent and confident woman that is comfortable in the situations and social circles he might surround himself in.

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How do you maintain a relationship with a mature man?

Erika Kaplan
Matchmaker
Erika Kaplan is a Dating Coach and Matchmaker for Three Day Rule, an exclusive matchmaking company across nine cities in the United States. With over six years of experience, Erika specializes in helping singles find quality matches through date coaching and premium matchmaking services. Erika graduated from Penn State with a Bachelor’s degree in Public Relations. She worked for Rolling Stone, Us Weekly, and Men’s Journal before leaving publishing to pursue her passion for connecting people. Erika has been featured on Lifetime, the Philadelphia Inquirer, and CBS as well as in Thrillist, Elite Daily, Men’s Health, Fast Company, and Refinery29.

Erika Kaplan

Matchmaker

Expert Answer

Ultimately, it's going to come down to figuring out what your shared values are. Dating is so nuanced at times that it may be hard to find common ground when it comes to cultural references, hobbies, etc. Make sure you both have things in common so the relationship can grow.

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This older man says he likes me, but we have a 45-year age gap. Is this a problem?

Callee Entzel

Community Answer

A 45-year age gap can be significant and may present challenges. In general, consider the implications on your life stages and future plans. Evaluate the dynamics of the relationship and your comfort level.

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Is it inappropriate to ask an older man for his number if I'm unsure of his relationship status?

Callee Entzel

Community Answer

It's generally acceptable, but try to find out if he is married early on. If he is married, it's best to avoid further contact to prevent any potential emotional affair.

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How can a man change his mind about marriage if his first marriage was challenging and he doesn't want to marry again?

Callee Entzel

Community Answer

Demonstrate to him that you are different from his ex. Show him through your actions rather than just telling him.

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