Practical dating tips for men over 50

The world of dating can be intimidating — especially for men, and even more so for men of a certain age, in particular for 50-year old gentlemen. If you feel you are new to dating, you haven’t got used to it because, for instance, you were married for a long time, then divorced and you are convinced you’ve forgotten how to give compliments to charming ladies, or you don’t know where to meet women if you are over 50, etc., or have only heard horror stories when dates gone wrong, you might be surprised by how fun, easy, and safe it can be to meet people. Millions of happily-paired-off seniors have already reaped the benefits of different services, applications, and matchmaking agencies, and with the right approach, you can, too.

First and foremost, are you looking for someone special who is 20 or 30 years younger, trying to find a girl online? To be honest, we don’t think it’s a great idea. An evolutionary perspective may be one reason why age gaps in relationships are so common. Traditionally, women preferred mates who have greater resources and who are well-established. In contrast, men tend to be attracted to women who are in their reproductive prime. Dating older guys may give girls the opportunity to learn from someone more mature. However, the lack of experience between the two may lead to confusion when it comes to what the two desire out of a romantic relationship at best because their goals and values could be diametrically opposed; at worst, the power in balance that stems from the age difference could lead to a dysfunctional relationship and a very painful breakup. Certainly, if you are a millionaire willing to be a sugar daddy, you are always able to find your sugar baby. Otherwise, a fascinating girl on a website you’ve never seen in person, who writes you tons of affectionate letters could be an adventurous and enterprising male student.

Secondly, using applications does not mean you have to swear off the good old-fashioned approach to find love and companionship. Pursue a new hobby or join a group of solo travelers, backpackers, bikers, or surfers (depending on your interests). This will allow you to connect with like-minded people and find a connection with someone organically. Don’t forget: there are a lot of matchmaking agencies and dating coaches. And remember, like our certificated matchmaker says, “When you Invest in your love, you invest in your life.”

Be open to questions about the past. The other person will be inquisitive about your life story and would want to understand where you’re coming from before taking things forward. If you’re not ready to open up about the past or think that it doesn’t make for an appropriate first-date conversation, keep your answers brief. At the same time, be aware of boundaries, both your own and that of the other person. Know what topics to talk about (avoid politics and religion, in particular), how to take a conversation forward, and when to stop.

When you have to talk about yourself on a date, the best idea is to just start with the basics: your city or location, job, hobbies or interests, your parents and siblings, how you prefer to spend weekends, holidays, vacations. Follow-up questions are great in multiple ways if you are one of the men dating over 50. They let your date talk about herself, giving you a chance to better understand her and judge the future of your relationship. They show you’re interested, and that’s always a good sign for a woman. Here are some questions to ask a lady once she has replied to your question of, “Tell me about yourself.”

Do you like your job? What’s your ambition in life? What are you passionate about?

What kind of person are you interested in?

Tell me about your family.

What are your favorite movies or music/books? Are you keen on traveling? Why/Why not?

To sum up, our final dating tips for older men over 50, seeking love are simple: look good, pay particular attention to your appearance and always have a sense of humor. We would give you a piece of advice to ask questions, show sincere interest in a person you get acquainted with, give her smart compliments and be a gentleman. We are sure you are able to take advantage of your experience!