50 Examples of How to Flirt With An Older Woman Over Text

Are you interested in an older woman but worried that your flirty texts won’t be well-received or worse – misunderstood?

Well, no need to worry!

Flirting with older women is actually pretty easy and can be a lot of fun as long as you know the basics.

So let’s discuss some things that you need to keep in mind when chatting with older women and then take a look at actual examples of texts that you can use.

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Tips for Flirting With Older Women Over Text

1. Compliment Her

Compliments are always a good way to start flirting with older women, so don’t be afraid to let her know how you feel about her.

Women of all ages love compliments and older women especially need reassurance that they still have it!

Try something like, “You look stunning in all of your profile pictures!” or something more specific like, “I love the way you style your hair!”

2. Tease her

Teasing is a great way to build tension because it shows confidence while still keeping things playful enough for older women not to feel uncomfortable.

Try saying something cheeky like, “Nice try getting me into trouble again,” when she suggests doing something risky.

3. Show Genuine Interest in Her

Flirting isn’t just about sending dirty messages, it’s also about building connection and rapport.

Show that you care and really interested in her by asking open-ended questions like “What do you do to stay so fit and energetic?” or “Do you have any hobbies that help to keep your creative side engaged?“.

4. Crank Up the Flirting Game

As you become more comfortable with each other and she starts dropping hints that she likes you, start taking things a little further by acting more flirty and playful.

Make your texts a little more suggestive by saying things like, “I think you’d look good in this dress! Do you like this style?” or “You were all I was thinking about last night!”

Seducing older women is all about building anticipation and making them feel wanted and appreciated.

5. Be confident

Confidence is critical when it comes to flirting with older women so avoid coming across as needy or desperate.

Instead, stay cool and play it off like you’re always in control no matter what she says.

6. Don’t Make Her Feel Uncomfortable

Pay attention to how she responds to your texts and don’t send her anything that you suspect can make her feel uncomfortable.

Even if the conversation gets spicy, respect her boundaries and avoid pushing for anything she’s not ready.

The same goes for meeting up in person – don’t press for a date if she’s not ready or you barely had a chance to get to know each other.

7. Ask Her Out

If you feel like you’ve made a connection and she seems to be interested in you, then it may be time to ask her out.

Tell her something like, “Would you like to go out sometime? I think it would be really fun to chat in person!” or “Do you want to grab a coffee sometime next week?“.

Usually, the direct approach works best with older women so don’t beat around the bush and ask her out before she loses interest.

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Examples of How to Flirt With An Older Woman Over Text

1. I can’t get you out of my head…you’re too intriguing!

2. You have such an inviting energy and youthful spirit!

3. Do you want to go on a romantic picnic with me?

4. Meet me at the beach for sunset – it’ll be my treat!

5. I don’t know what it is about you that fascinates me so much, but whatever it is – keep doing it!

6. Life has been incredibly exciting since meeting you! Let’s make some new memories this weekend?

7. Want to join me on an adventure this weekend? It could get pretty wild!

8. How about we make some memories together? I know exactly what we could do!

9. You have a way of making me feel like no other woman can!

10. Every night when I close my eyes, all I see is that beautiful smile of yours — it warms my heart!

11. I think you have me under some kind of magical spell!

12. Even though we barely know each other, there’s something about you that I just can’t shake!

13. If you’re feeling a bit adventurous, I’m ready for whatever comes our way!

14. You know what they say — age only makes one wiser and more irresistible

15. I’m so captivated by everything about you! Can we meet up soon?

16. Let’s get together and explore where this ‘connection’ takes us!

17. I bet you have an incredible story to tell and I’d love to hear it sometime over coffee or drinks!

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18. I could listen to your stories all day long!

19. I can’t think of anyone else I’d rather chat with!

20. You always know how to keep things interesting!

21. Can you teach me your secrets to aging so gracefully?

22. How did God get it so right when creating such a mesmerizing lady?

23. Our time together last night was unforgettable – let’s recreate it again sometime soon!

24. Stop being so irresistible haha

25. It’s amazing what conversations with you can do!

26. Let’s get together and show everyone around us what chemistry looks like

27. Your smile is so infectious and beautiful!

28. Undeniably attractive and smart – that’s what springs to mind whenever I think of you

29. Has anyone ever told you how radiantly enchanting your eyes are?

30. Your eyes sparkle in the light like precious stones!

31. You radiate so much grace and poise, it blows me away!

32. You must have been the most beautiful girl at school!

33. You’re quite an intoxicating woman aren’t you?

34. Being around you makes me feel so alive!

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35. You have a real classic beauty that stands out from all the rest

36. Are there any other secrets I should know about you?

37. You always have me captivated with your stories

38. If soulmates exist – then you must be mine!

39. I don’t know what it is about you, but something tells me we could have a lot of fun together.

40. You must be tired from turning heads all day long?

41. Are there any special tips or tricks that come along with aging so gracefully?

42. You always seem so confident no matter who else is around – it’s very hot…just like you!

43. There’s nothing more attractive than a beautiful older woman who knows exactly what she wants

44. I had no idea conversations can be so intellectual and seductive at the same time!

45. Let me show you how much fun it can be to spend quality time with someone from “the other side of the hill”

46. Can I take you out sometime and show you how mature men can be?

47. There’s something about your mystique that draws me in!

48. Do you have any special plans tonight that involve me?

49. No wonder everyone seems so attracted to you!

50. What can I do to get another smile from your gorgeous lips?

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