BLOG » reader submission: dating older men…

Hi Alexi,

I am hoping you do some writing on the topic of dating older men.  My friends and I love slutting it up with younger men/middle-aged men and putting some grandpaws in between for good variety, like a some dick trail mix.  Can you share your experiences or others about dating older men?  So far it has not been terrible, except for the fact they are still trying to use tactics from the year I was born (84)….and I fear if I get into a relationship with any of the oldies, their ding dong will stop working at least by the time they are 55 and then our father/daughter relationship will become more awkward.  When do guys ding dongs stop working?(this is a very controversial topic!…and I feel that other people have lied to me about it).Steaming mad

I also notice a difference in how men/women interact in today’s world vs. 10 years ago.  I think guys and girls do a lot better job of being friends and casual hump buddies than even 10 yrs ago?  Remember all the movies about girls chasing the boy and him rejecting her(80′s flicks)….

I think women finally realized they are just men, but with a different crotch and all that rejection stuff men played at, was just a control tactic.

Boys will be boys and girls will be boys, when boys aren’t looking.

Please talk about the older ding dongs and female pimps.

Thank You,
Anna

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By: boycrazy on September 19, 2011
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24 Responses to “reader submission: dating older men…”

  1. ..., on September 19th, 2011 at 12:19 pm Said:

    grandpaws… dick trail mix…. female pimps…

    is there something i’m missing here?


  2. Angelique, on September 19th, 2011 at 4:15 pm Said:

    “Boys will be boys and girls will be boys, when boys aren’t looking.”

    So. Damn. True.


  3. Katie K., on September 19th, 2011 at 4:47 pm Said:

    Being friends and casual hump buddies is like a long term interview for a relationship. If it’s supposed to happen, it will happen. If not, whatever it wasn’t anything serious, and you guys can still be friends. This sort of behavior is frowned upon sometimes, but I think it’s becoming more and more acceptable.


  4. carla, on September 19th, 2011 at 5:44 pm Said:

    their dicks don’t work because they aren’t into you. yes, it’s true. think about it.


  5. Valerie, on September 20th, 2011 at 8:22 am Said:

    I madeout with a 28 year old the other day, and he started moaning. Ew. I’m 19. Needless to say, I cut that one loose.


  6. kat, on September 20th, 2011 at 9:18 am Said:

    You should take moaning as a compliment


  7. stella, on September 20th, 2011 at 10:36 am Said:

    umm, that was all kinds of dumb.
    and why the fuck does the writer call a penis a “ding dong”?!


  8. Fab, on September 20th, 2011 at 11:42 am Said:

    Once you already said “dick” I see no need to call it “ding dong”. If anything, just step it up to “cock” which is such an AWESOME word. : )
    Alexi, write something about dating (or trying to date) younger men! a.k.a: boys. I’m 24 and I keep going for 20 year old boys and expect things that 20 year old boys are not willing to give… (?) I don’t know. I think I’ll make a reader submission on the subject. Love ya!


  9. Everything I know about sex I learned from KISS, on September 20th, 2011 at 1:53 pm Said:

    My dick is forever.


  10. w, on September 20th, 2011 at 2:43 pm Said:

    don’t now if it counts but I started seeing a guy who’s ten years older then me (he’s only thirty)and even though he’s nice and I enjoy being with him (= he’s talented and successful and has a huge apartment) everytime we’re together I can’t help thinking he’s a bit pathetic for going after a girl my age …. err


  11. Bob, on September 20th, 2011 at 3:47 pm Said:

    Every time an old man in a bar over-hears a young woman talk about how she’s had, like, a total revelation about the whole “casual hump buddy” thing and that “men and women today” interact way different to 10 years ago, he sighs gently, shares a chuckle with his buddy, then switches to doubles.

    The fundamentals of sex haven’t changed and nor are they likely to in the near future. Read a little literature from any period of history and people are in it fucking eachother in every different way. Hell, even the bible’s full of the stuff.

    Mind you, one good thing about nowdays is us old folks have some wonderful pills to keep our dicks staying hard.


  12. TREVOR, on September 21st, 2011 at 12:05 am Said:

    I LOVE BOB. BOB WHERE’S YOUR BLOG??


  13. Steff, on September 21st, 2011 at 3:56 am Said:

    HELP! I’m considering this to pay for college:(
    Give me a job SEXXY LEXXI


  14. mk, on September 21st, 2011 at 4:14 am Said:

    what’s wrong with this girl? is she trying to be edgy?


  15. Vi, on September 21st, 2011 at 5:39 am Said:

    My first boyfriend was 13 years older and I dont think we had anything in common in bed. He could just do it too long and too often! His favourite movie was Lolita though, and I guess I should have consider that fact more before dating him.

    But from all this experience I made a most beautiful photo session recently, using my memories, with a tall blonde dutch model. And it fucking helped. anything which inspires you i suppose.


  16. SM, on September 21st, 2011 at 8:19 am Said:

    i’ve been dating a 32 year old guy for the past year and things are going really well! i’m 21, so theres a big gap, and it took him a long time to get over/around the fact im 11 years younger than him. age was never a problem for me as i’ve always been friends with older people, cant date guys my age, etc. anyway. it can work and it is working and the age issue just gets put aside if you dig eachother enough.


  17. Al, on September 21st, 2011 at 5:32 pm Said:

    For the young lady who wonders how long a guy will be able to get it up. My great grandfather died at the age of 96 (and this was before the little blue pill) on a “Date” with a 22 year old. He had the rare pleasure of cumming and going at the same time. Really.
    It is not the age that matters, more to do with health.


  18. STARTIST, on September 23rd, 2011 at 2:28 am Said:

    U shouldn’t WORRY about the DING DONG not working because the TONGUE will NEVER stop working!


  19. lauren, on September 23rd, 2011 at 5:56 am Said:

    i remember being asked out by a guy who was 9 years my senior (i was 20 and he was 29). from the moment i gave him my number he was calling once, leaving a message, then calling back a second later saying he forgot to say to call him back in the first message (uh yeah dude, that’s implied). he would call me 4 times a day, and we hadn’t even gone on a date yet. he was gushing over me in these voicemails saying how he had such a bond and he felt like he could talk to me so easily etc/etc…..we had talked for maaaaybe 30minutes, and i’ve worked in retail so i can talk to anyone.
    either way, he ended up freaking me out before we even went on a date, so i called and left a message saying i didn’t think we should go on a date any more, and i said that the age difference made me uncomfortable. (it didn’t, i just used it as an excuse, because that was something he couldn’t change, and try to convince me to still go out with him). he then called back PISSED OFF and left a huge rant on my voice mail about how i’ve been brainwashed by my friends and family and that age shouldn’t matter and maybe i’ve never experienced an older man, or realtionships where there was an age gap (…my partents are 4 years apart, i’ve dated 7 years up).
    he was a nutjob.


  20. Steven Augustine, on September 23rd, 2011 at 10:51 am Said:

    My wife is 16 years younger than I am, we’ve been together 6+ years, are happily raising a daughter, talk about anything, fuck richly and often, earn our livings musically, live in a decadent European city where we often see even greater age-differences between couples; my experience plus her lack of cynicism are a perfect balance. 20-something-couples may not be the blind leading the blind but it’s definitely often a case of the blind teaching the deaf to drive.


  21. Steven Augustine, on September 23rd, 2011 at 11:02 am Said:

    @Al: yeah, it’s all a matter of A) being with someone you’re genuinely attracted to and B) keeping the pump free of sludge from cheeseburgers and doughnuts and whatnot. Before the All American Postwar Junkfood Diet took over, the countryside was crawling with wiry septuagenarians sprouting raging boners in the moonlight and neither sheep nor knothole was safe.


  22. Lady Blue, on September 28th, 2011 at 8:52 pm Said:

    I usually find older men and the women who date them gross/pathetic. Of course there are exceptions to every rule, but c’mon. Yeah right.


  23. Steven Augustine, on September 29th, 2011 at 3:15 pm Said:

    I always find vacuous American cunts gross/pathetic and irredeemably toxic. No exceptions to that rule.


  24. Kel, on October 6th, 2011 at 2:43 pm Said:

    I dated a 54 year old when I was 23. Hadn’t realized that age had turned him sexy as hell, and super grateful to have such a young lover. Such a large age gap made the relationship easier, actually. It was obviously not going to head into serious territory, and he didn’t feel the need to hang out with my friends because they had so little in common. We enjoyed the things we shared and laughed about the generational differences. Occasional problems in the cock department, however. Keep ‘em away from wine within a couple hours of fun times.


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