I really have a crush on an older guy, but I don’t know how to tell him. —From Young Girl

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21 Comments

  1. How about, “What would you like with your prune juice tomorrow morning?”
    or, “keep the dentures out baby… you aren’t gonna need em where you’re going tonight”.

    Seriously, if he’s mature, it should be even EASIER to ask him out. Just wait for a break in his cross-wording and see if he has his cane on him to go out and have fun.

  2. Hey OP, try seeing if he wants to get together so you two can learn a little more about each other. Don’t be afraid to tell him you are attracted to him–if he is into hanging out with you he probably likes you; but may feel afraid of scaring you away if he tells you. Age does strange things to a person, and reactions/jokes like Zed’s are what a lot of us fear, however well/innocently intended.

    ——————-
    Zed, your age comments make me think you have a while to go before cracking your 30’s. Be careful about what you put out there–we all age.

    Btw Zed, are you cranky today? You sound it–i am outta town but gonna send good vibes to the Zedster, even though I thought your ‘jokes’ sounded like a thick slice of barely camoflaged meanness. Let’s start with a big wet mushy kiss:MUAH-SLURP ;P

  3. It seems way easier for older guys to connect with younger babes than it is for older women to connect with intense young warriors, Dartmouthy…but I also applaud OP for the reason you stated!

  4. I had my boytoy years but now that I’m in my 30s its fun to switch it up a bit if and when I get the opportunity 🙂

  5. If only boys knew how easy and fun it can be to be a boytoy;). Btw–just in your 30’s?? You still have a few ‘toy’ years left–enjoy them!

  6. I’m a female in my mid-40’s,I’ve had several boy’s in their early 20’s proposition me. I’d be babysitting not dating.

  7. How about starting a conversation and then continue it over coffee. JS. there’s lots of ways to make your intentions known. Rally your Courage OP. Otherwise, be happy with your imagination. “Whether you think you can or can’t, you’re probably right.” ~ H.F.

    The life you have is the reflections of the choices you make.

  8. I just don’t know what she’s so nervous about…
    at its very worst, he’s going to take it as a complement.
    You ladies take the age thing WAY too seriously.
    (and don’t chastise me for say ‘you ladies’… it was the lady that sings beyond the genius of the sea that made that assertion…)

    Loosen up and do it… just don’t drag the poor fella to the youngster dance clubs… he’ll hate every second of it.

  9. Hey Zed, that was good advce you gave OP, and a helpful perspective as well:). Hope the day is treating you kindly:)

  10. there you go being all nice again…
    you’re a Haligonian, you’re supposed to be crass, rude, drive like shit, hate on hobos, use people for sex or a place to crash, not tip, and hate smokers.

    You’re a CFA, aren’t you?

  11. @ Zed: Nope…..not unless you call ‘The Darkside’ away, though I am a Halifax North Ender girl now;P

    Btw, I wasn’t trying to chastize you earlier, just give you a little gentle nudge towards a better understanding of the ‘age’ thing….really sorry if I hurt your feelings man.

  12. ….And now, Zed, you have made my brain conjure up The Immigrant Song (Zep)—“I come from the land of the ice and snow where blahblahblah and the cold winds, blow–ah ah ah. AH! Ah ah ah. Ah!”………..but it’s all cool–i love Zep and TIS kinda goes with my little hangover;)

  13. @Boru–why do you feel like you would be babysitting? Younger guys are a lot of fun, and, personally, when I like someone I don’t care how old or young they are, as long as they are adults (I.e., legal)…..I do, however, TRY to be cognizant of the difficulties that can arise due to age-related lack of experience, and, as with anyone, respect the boundaries presented.

  14. zZz “you’re a Haligonian, you’re supposed to be crass, rude, drive like shit, hate on hobos, use people for sex or a place to crash, not tip, and hate smokers.”

    Not all Haligoonian’s are alike. I’m not crass,I go out of my way to be polite to people,I love some hobo’s,I never use people for sex and have my own place,I do tip and don’t dislike smoker’s but, I hate having smoke blown up my ass.

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