Dating in your 30s can be challenging, especially if you've been out of the dating scene for a while. However, there's no need to worry! In many ways, the dating experience becomes easier in your 30s, as both you and your potential partner likely have a better understanding of what you want from a relationship, without any unnecessary games. So, the best approach to ask a woman to be your girlfriend at this stage is to be open and direct. If you're ready to take the plunge, here are some helpful tips to guide you through this process.
Steps
Be straightforward and ask her face-to-face.

- If you're dealing with COVID-19 restrictions, you may need to ask her via phone or video call.
- You could say something like, “I’ve really enjoyed the time we’ve spent together. Would you like to be my girlfriend?”
Be open and vulnerable with her.

- For instance, you could say, "I truly care about you and would love for us to take this relationship to the next stage."
Steer clear of cheesy pick-up lines.

Use mature, thoughtful language.

- For example, saying “I’d love for you to be my girlfriend” sounds much more mature than “Let’s make this official.”
Let her know you’re not interested in seeing other people.

- For instance, you might say, "I really enjoy spending time with you and would love to see where this goes. I’m not dating anyone else, and I don’t plan to. Are you seeing anyone other than me?"
- If you met online, you could mention, "I’ve deleted my dating profile. Do you still have yours active?"
Share that your friends are starting to ask about your relationship.

- For example, you might say, "After lunch, Jay asked me if you were my girlfriend, but we haven’t had that conversation yet, so I wasn’t sure what to say. I did like the sound of it, though."
Ask her the question in a heartfelt letter.

- Consider reflecting on past experiences, or share how happy and comfortable she makes you feel.
- For example, you might write, “I can never find the right words to say when I’m with you, so I’m writing this letter to tell you exactly how I feel.”
Take her out on a date and ask her directly.
- Simple invitations like “Want to grab coffee this weekend?” or “How about lunch tomorrow?” are great ways to ask.
- Choose a place where you can talk comfortably—watching a movie doesn’t give you much time to chat.
Propose the question during a romantic dinner.

- While this approach may not be the most polished, it’s still a playful way to bring up the topic.
- You might say something like, “Macaroni and cheese are a perfect pair—just like us!”
Invite her to join a group event.

- For example, you might say, “Can we step outside for a second? I’ve got something I want to ask you.”
- Being around others means you won’t have to deal with any awkward silences during the conversation.
Spend the day volunteering together.

- You could invite her to volunteer at an animal shelter, or assist at a local soup kitchen or food pantry.
- For instance, you might say, “The community center is hosting a blood drive this weekend. Would you like to join me? We could grab a coffee afterward.”
Keep your composure, even if she turns you down.

-
Write down a list of your past relationships, along with any friends who are currently dating. Make a pros and cons list—consider what you appreciated in these relationships and what you didn’t. This can help you fine-tune your idea of the ideal partner.
-
Don’t dwell on past break-ups, even if they were difficult. Focus on the opportunities for new relationships that lie ahead!
-
It may sound cliché, but age really is just a number. You don’t have to date someone who’s exactly your age!
