Hooking up with an older partner

Discussion in 'Sexual Fetishes and Fantasies' started by Jake_or, Apr 26, 2015.

  1. Jake_or

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    I've been dying to fuck an older women but don't want to pic up an old bar whore.... Any ideas how to go about making this a realty without my penis falling off ?
     
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  2. 12barblues

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    So you're looking for an older woman, that's in good shape, hot, single, horny( but not promiscuous ), and that will have a sex only relationship... But only with one lucky young man.... Hmmm, not sure. But if you find her you best keep her a secret because i think about 5 million other young guys are looking for her as well..
    Best of luck .. Lol
     
  3. Jake_or

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    True that
     
  4. Cappy_Dick

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    There are "dating sites" for this.

    xx
     
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  5. lbushwalker

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    Well one young lady found me :)
     
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  6. Jake_or

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    Well there is hope =)
     
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  7. EyeKandy

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    When I was young, in High School in fact, I fooled around with my best friend's Dad.

    I was like 16 or 17...

    I stayed at her house, a sleepover. He took us out to dinner, we got home and watched scary movies, he bought us junk food. It was a great night...

    Her Mom was out of town on business. He was really hot...

    anyway, once my BF was asleep, like 2am or something, I heard him go donwstairs...

    When he came back up and went back to his room, I snuck out of her room -we were in bed together- and quietly crept down the hall...

    His bedroom door was cracked a bit and he was laying in bed. I went in and walked over to the side of his bed. I didn't say anything. He looked at me, but didn't say anything either...

    Again, I was like 16 and he had to be early 40's...

    I got in bed next to him, under the covers. He was laying on his back and I kinda spooned into his side...

    I looked at him, and he looked at me, still didn't say anything, so laying there I moved one of my legs over the top of his with my hand on his chest...

    he had on pajama pants and no shirt. I remember rubbing his chest hair, then I slowly slid my hand down his stomach and into his pants. He wasn't hard, but getting there...

    I wrapped my tiny hand around the shaft of his penis and as I closed it around him I looked at him again. Still, not a word. I began stroking him very slow...

    then I pulled the sheets up over my head, climbed under the covers and went down on him...

    The whoel time I'm sucking him, he's breathing heavy but not moaning. Still not saying a word...

    I'm all the way under the covers, laying between this legs on my tummy...

    I can tell he's about to cum, and he doesn't say anything...

    he cums and I swallow it as fast as I can, trying not to stop my mouth and my hand from stroking him...

    when he finished ejaculating in my mouth, I stayed there, lightly sucking just the head of his penis. Kissing it, tickling the tip with my tongue, then I crawled up his body, out from under the covers...

    he hugged me but didn't say anything. We cuddled a bit and then I got out of bed and went back to bed with my girl friend.

    She still doesn't know to this day.
    After that, he'd call me or I'd sneak out and he and I would meet someplace. Never sex, I'd just blow him.
     
  8. lbushwalker

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    Wow, you got some hot numbers EK!
     
  9. HotForHoney

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    I hooked up with a guy at work who is 15 years older than me.
    First time we kissed, we took a step back and thought what just happened. We knew each other 7 years though.
    For whatever reason we decided regular sex was too personal. We did have anal
     
  10. lbushwalker

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    *shakes head*
     
  11. HotForHoney

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    Why?
     
  12. Lou_x

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    What is considered "older" 5, 10, 15+ years wondering what others views are?
     
  13. whybother

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    Billy Joel just married a woman 33 years his junior
     
  14. Lou_x

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    Hum I wonder if she loves him :rolleyes:
     
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  15. Alwayslearningsex

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    Me in my 40's, so this is recent.
    Met a 33 year old online, we met at a motel. She wanted a man to give her orgasms.
    Her thing was that no man ever gave her orgasms before.
    We had fun together in a motel, she let me have any fun I wanted after giving her what she desired.
    I was passing through her area when we arranged to meet.

    After she caught her breath she loved all the attention I gave her breasts, she said I could have had them all night (WOW)
    She loved the titfuck I asked for, loved feeling the twitching during the edging between them and the mess it caused.
    She went to look at it in the mirror, she had to go look at it, amused.
    Next and last time we met, she gave me a blowjob but best, gave me a great handjob, edging me again as she loved feeling and seeing it happen, it was her first time she experienced edging a guy. Then a while later we fucked, short, plain and to the point.
    We never met again, I didn't go have to go through her area again.
     
  16. lbushwalker

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    That is kind of wonderful and also sad that something like that was not more enduring.
    That said you woke the whore in her which probably allowed her to move forwards sexually.
     
  17. Alwayslearningsex

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    She was already sexual, she knew how to bring herself to orgasms, she was not a beginner.
     
  18. duffy

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    Since I'm old as mud...thinking 20 :)
     
  19. fairlthick

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    When I was 18 I was a "Boy Toy" for a 44 year old married gal for almost a full year. She taught me how to please a woman and for that I will always be grateful.
     
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  20. David4020

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    How old are you ? And what age women are you after ? Because naturally as you go up in age it's more lightly they will already taken.
    Mind you that doesn't stop everyone of course. lol