Singles who are returning to dating later in life might feel intimidated or overwhelmed, especially if it’s been years or even decades since their last date. To ease that transition, we compiled some of the top senior dating questions asked by men and women as they return to dating later in life.
Senior dating questions and answers
Here is a list of some of the top dating questions. You can click the link to skip directly to the answer.
- Am I too old to start dating again?
- How do I know if I’m ready for a relationship?
- How do I meet potential partners?
- What do I talk about on a date?
- What do I wear on a date?
- How do I deal with rejection?
- How do I stay safe when dating?
- What if my partner and I have different interests?
- What if my partner and I have different levels of physical intimacy?
- How do I know if my partner is the right one for me?
- How do I handle dating after the loss of a spouse?
- How do I deal with age differences in a relationship?
- How do I deal with past relationships and baggage?
- How do I handle dating after a long period of being single?
- How do I handle dating when I have health issues or disabilities, or my date does?
- How do I learn about online dating and new technology?
- How do I balance my personal independence with being in a relationship?
- What are the best senior dating sites?
Am I too old to start dating again?
One of the biggest worries of senior singles is whether they are too old to start dating again. Statistics show there is a large pool of senior singles, many of whom are looking for partners.
There is no age limit on love, and it is never too late to find someone special.
Don’t be put off by stereotypes about age. You can read some amazing stories about success later in life in this related article.
If you are single and feel the need for a partner in your life, that’s good enough reason to start dating again.
How do I know if I’m ready for a relationship?
It’s important to be honest with yourself about whether you are ready for a relationship. How do you feel about relationships? What do you want out of a relationship? What do you need in a partner? Do you want a relationship to escape pain or personal issues?
If you feel ready and your motive is a desire for true partnership, it may be time to start exploring the dating scene.
If you’re not sure you’re ready, take this quick relationship quiz to find out where you stand with your relationship skills.
If you’re not sure, you can always dip your toe in the water by getting back out there and socializing. We talk about the best ways for senior singles to socialize more in this related article.
How do I meet potential partners?
There are dozens of ways to meet potential partners, both online and offline.
Some of the offline methods include joining a club or group that aligns with your interests, attending social events, or even volunteering for a cause that you are passionate about.
One of the best ways to meet is through online dating sites and apps. The reason is that offline dating limits the pool of prospective dates to your social circles which typically is limited to just a few hundred people. Online dating resources can enlarge that pool into the thousands.
You can also check out this short guide with tips on getting started in senior dating.
What do I talk about on a date?
If you haven’t dated in a while, you might be a bit rusty with conversational skills and small talk. A little thought in advance of a date will get the conversation to flow naturally.
Appropriate topics include interests, hobbies, and experiences. Avoid politics, religion, exes, or anything that’s too personal, such as medical issues, on the first date or two.
Read your date’s profile and write down a few light questions to use as conversation starters. But don’t pull out a lengthy list and submit your date to an interrogation. A good rule of thumb: listen twice as much as you talk!
What do I wear on a date?
If you’re accustomed to lounging around the house in sweats, you might feel a bit stressed figuring out what to wear on a first date.
It’s important to feel comfortable and confident in what you’re wearing. But don’t force yourself into dressing in a way that doesn’t match who you are. A nice outfit that makes you feel good goes a long way in boosting confidence. You never get a second chance to make a first impression.
How do I deal with rejection?
There is a saying sales that every “No” is one step closer to a “Yes!”
If you think about it, dating is a screening process which means that rejection is normal and to be expected. And if you are looking for a long-term relationship, something beyond dating, there could be a lot of “no’s” before you get to the right “yes.”
Remember that rejection is not a reflection of your worth as a person. Keep an open mind in the face of rejection and move on. Not everyone is compatible, and that’s okay.
How do I stay safe when dating?
Dating safety online and offline is a natural concern for seniors and people of all ages.
When meeting someone in person, always let a friend or family member know where you are going, who you are with, and the length of time you expect to be gone. Always meet the first few times in a public place and not at your home. We recommend shops where you can meet for coffee. Always take separate cars to the first dates. And don’t give away any personal information until you’ve become completely comfortable with that person.
When online, use reputable dating websites and follow their online dating safety suggestions. Use the websites or apps chat and messaging functions. Avoid anyone who asks for money or personal information.
What if my partner and I have different interests?
It’s natural for people to have different interests, and it’s okay to have your own separate hobbies and activities. If you are compatible in other important ways and there are no deal-breakers involved, separate interests are healthy. Good partners will understand and support each other’s interests.
What if my partner and I have different levels of physical intimacy?
Communicate with your partner about what you are comfortable with. Respect the other’s boundaries and seek partners with whom you can strike a balance that works for both of you.
How do I know if my partner is the right one for me?
In this article about finding true love, Daisy found a simple answer to that question.
“Things are easy between you when you’ve found your ideal partner.
- You feel light and happy when you’re together.
- Communicating is not a chore.
- You enjoy simply sitting quietly with each other.
- You feel joyful just being together, no matter what you’re doing.
These may seem like little, inconsequential things, but they matter so much. Think how much better your life would be, if you had someone beside you who you really loved being with all the time, or at least the majority of the time.”
How do I handle dating after the loss of a spouse?
Losing a spouse is a difficult and emotionally challenging experience. A grieving person needs time to recover before dating again. There is no “right” amount of time to grieve.
Daisy, in her experience after losing her partner Sam, found that she “had an almost uncontrollable need to tell first dates right away about him.” That was a signal it was too early to date.
You can read more about how Daisy navigated widowhood and a return to dating.
How do I deal with age differences in a relationship?
What matters most in a relationship is the connection and compatibility between two people. Age can be a factor in incompatibility, especially if there are different interests and levels of maturity. As with everything else in relationships, it pays to be open about your feelings and to communicate with your partner.
One of the benefits of all dating apps and sites is that you can select a preferred age range for your matches.
If an age gap is important, there are age-gap dating sites such as AgeMatch that cater to men and women who prefer a wide difference in age.
How do I deal with past relationships and baggage?
As we age, we carry a lifetime of experience with us. Hopefully, we’ve figured out how to learn and benefit from those experiences, both positive and negative.
If we can’t move past an issue, or figure out a way to resolve a problem, only then does it become “baggage.”
In my case, I worked with a therapist for an extended period to figure out why my past relationships failed. It was only by doing such work that I was able to get into a healthy relationship with Daisy.
The key to not getting bogged down in emotional baggage: don’t ignore the issues. And don’t try to sweep them under the rug in your next relationship…it doesn’t work!
How do I handle dating after a long period of being single?
First, remind yourself that it’s okay to take your time and go at your own pace. Once you feel comfortable, well-adjusted and happy as a single person, you’re probably ready to start dating.
Don’t overwhelm yourself with tons of first dates or with too many dating sites and apps.
Know what you want in a partner. Know what you want in your life and understand your deal-breakers. Familiarize yourself with two or three dating sites. Set up your profile. Start reaching out to partners who could be a good fit.
You can get a more detailed dating game plan in our free ebook, The Secret to Mature Dating Success – A Guide for Men and Women Over 60 Searching for True Love.
How do I handle dating when I have health issues or disabilities, or my date does?
Personal challenges or disabilities do not define you as a person. Be clear about your health issues or disabilities early on. If the relationship continues past the first few dates, you’ll navigate these challenges together.
As we age, the fact is that most of us face some type of minor health issues.
Don’t forget to focus on the things that make you unique and special, rather than dwelling on the negative. Your unique attributes are important to include in your online dating profile.
How do I learn about online dating and new technology?
Over the course of your life, you’ve likely picked up some skills on the job and at home. Online dating is simply another skill to learn.
You’ll soon find that dating technology is designed to be easy and intuitive. Dating sites and dating apps want people to continuously use their platforms. That’s how they succeed.
As with any applied skill, if you go into dating with a plan in place, the journey will be that much easier.
How do I balance my personal independence with being in a relationship?
Again, this comes back to the concept of compatibility. We each have our unique needs and boundaries. To be in a successful relationship, the partners’ needs and boundaries must be a good mutual fit.
For example, if one partner likes to golf all weekend and won’t give it up, a compatible partner must be OK with that.
What are the best senior dating sites?
Currently, the top online dating site among our Smart Dating Over 60 readers is eHarmony.
In this article on the top online dating sites for senior singles, we talk about what makes a dating site good for singles over sixty. Then we list several more of the most popular ones among our readers. We also offer a brief outline of how each one works and who they cater to.
More Senior Dating Questions?
Have some senior dating questions of your own?
Let us know in the comments below. And if you like this article, please share with your single friends and family using the social share buttons below.
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