What's the toughest thing you've done sexually so far ?

Discussion in 'Vaginarium' started by AHooper, Sep 5, 2007.

  1. AHooper

    AHooper Member

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    What are the toughest serious or humorous things (whatever your serious or humorous definition of 'tough' is), you've had to do so far, while either pursuing sex or having sex with someone ?
     
  2. Shock6822

    Shock6822 Patriots Crew, OTTC, 350z Crew

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    Getting my gf in a sexual mood when she's feeling really cuddly :o
     
  3. Chris90210

    Chris90210 New Member

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    drunken night with a fatty:o





    still haunts me to this day :barf:
     
  4. XaPU!M

    XaPU!M Active Member

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    Sex on the roof of a house that had a flat spot about 1 foot wide and 5 feet long with a massive incline on all sides.. It was kinda intense because I had to concentrate on not falling off.

    If I had though it would have left a hilarious corpse. And I only consider it "tough" because I was risking my life just to say I had sex on a roof.
     
  5. water_rat_iii

    water_rat_iii New Member

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    I'm pretty sure she doesn't have any great memories either! :weak:
     
  6. iwishyouwerebeer

    iwishyouwerebeer you shut your cunt Moderator

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    :rofl: Probably last night actually. My boyfriend royally put his foot in his mouth about something and hurt my feelings. Oddly enough we were just about to get into it but he completely burned every mood to the ground for me. I needed to sit there in silence and be upset....until he turned on some oldies/slow jazz station on the radio to cheer me up and I started cracking up. Needless to say he cheered me up and we DID IT!
     
  7. Chris90210

    Chris90210 New Member

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    you mean I don't have any great memories........ I got a phone call from the bitch the next day
     
  8. XaPU!M

    XaPU!M Active Member

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    details. DETAILS!! :x:
     
  9. antihero

    antihero OT Supporter

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    not so long ago at all. had the worst sexual experience of my life... Had to man up and get myself in a place to get success on the heels of abject failure.

    took one hell of an internal pep talk. :rofl:
     
    Last edited: Sep 5, 2007
  10. iwishyouwerebeer

    iwishyouwerebeer you shut your cunt Moderator

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    :rofl: Details about the sex? It was good, as usual.
     
  11. verdiocchi

    verdiocchi Oh snap!

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    If that's all you have to say about it, it's hard to believe it was all that good...:mamoru:
     
  12. iwishyouwerebeer

    iwishyouwerebeer you shut your cunt Moderator

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    Well this isn't Freakyshiat. I could go into the positions and feelings....but no.
     
  13. verdiocchi

    verdiocchi Oh snap!

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    I was just playing around. I don't divulge personal details either. Just thought it was funny. :hsughno:
     
  14. XaPU!M

    XaPU!M Active Member

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    :rofl: No I was talking more on what could he have done/said that killed it that quick for you.
     
  15. iwishyouwerebeer

    iwishyouwerebeer you shut your cunt Moderator

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    Ohhhh...haha, it was pretty funny honestly. A few months ago I went in to get a trim and the guy cut off my hair. I had long hair past my shoulders and he cut it to my chin; I cried for days, I was so upset. The one thing I felt good about was the fact that my bf always told me it was ok and that I still looked great. Well last night he was joking that he was going to shave his hair. It is a long-running thing between us that he wants to shave his hair, but I hate his hair shaved. Whenever he's jokingly said it I said "that's fine" but I would cut my hair to my chin (it is now back at my shoulders). Well last night when these exact statements were uttered, upon me saying I was going to cut my hair he gasped and yelled "NO, PLEASE GOD NO!"

    :mamoru: His reactions were so over the top I realized just how much he had hated my hair the whole time. He went on to try and explain himself and his foot went further down his mouth. It made me sad a little. I wasn't actually upset with him, more just reminded of how shitty I felt when my hair was that short. Either way, it was pretty entertaining watching him stumble and then turn on the radio to the worst station ever to make me laugh.
     
  16. calisteph6

    calisteph6 Active Member

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    Having sex while trying to hold a fart in. God it's horrible. Might be good for the guy though since my vaginal muscles are probably clenched like a vice.
     
  17. Chris90210

    Chris90210 New Member

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    surprise shocker would have been funny as hell
     
  18. fluentinsilence

    fluentinsilence New Member

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    Probably sexing someone when they're on the rag horribly or forgetting to check ID. :\
     
  19. Shock6822

    Shock6822 Patriots Crew, OTTC, 350z Crew

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    Not with my gf...she's made it pretty well known if it's one or the other, because for her, tired = cuddly, and if she's feeling in the mood she's really agressive :naughtyd:
     
  20. lauren

    lauren Active Member

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    hardest thing to do? getting his dick into my butt. :mamoru:
     
  21. antihero

    antihero OT Supporter

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    soooo... on the grand scheme of difficulty, where does throat fucking come in? Ive havn't had that in years... :hs:
     
  22. lauren

    lauren Active Member

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    well, usually when i've done it, i'm passive and the guy is active, so pretty easy, aside from the not puking bit.
     
    Last edited: Sep 5, 2007
  23. Vixxen

    Vixxen New Member

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    :mamoru:
     
  24. amalgamas

    amalgamas OT Supporter

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    Learning that just because a woman is angry to the point of hitting you, doesn't mean that you can't turn it around to angry sex, then makeup sex if you know the right phrases and buttons to push.
     
  25. natalie5445

    natalie5445 Frau Blücher

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    :rofl: That's awesome. :rofl:
     

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