Monday, April 4, 2011

Monday Memories: 1st Anal

A begged me for years to let him try my ass.

No way!
Too gross. Too wrong.
No, thank you.

I don't think I ever let him even try.
Not even a finger.

My ass was way off limits.

Then our relationship ended.

A few months later, I found myself on vacation in Hawaii.
I was supposed to be visiting an old college friend, which, ulimately, I was BUT we went out on the town my first night there, and well, I hooked up with a nice (hehe) Navy boy and, well, pretty much ended up spending most of my vacation hanging out with him.

One of our first nights together, the topic of anal came up.
I'm not sure what magical words he used to convince me to give it a try, but I said yes.

He was ill-prepared.
No lube in the house.

So, while I waited on his bed, he snuck off to the kitchen for some oil.
Olive, I think.

He slicked up my ass and his cock and slid right in.

This was quite a long time ago now.
I don't really remember anything about how it felt.

But I do know how much I love it NOW!
Well, not all the time, but I definitely couldn't imagine life without it.
Mmmm....

******
Now tell us about your first experience with anal. Leave a comment with your memory or with a link to a post on your blog.

21 comments:

  1. I was like you...no way was I ever letting anything in there but my ex bf somehow during one of our mating rituals..he was sticking it into the wrong place and asked me if he could. I was so beyond horny that I said yes. Let me tell you, even with lubrication, it hurt alot. I didn't want to do it ever again but then the next time, he tred again...very slowly and I didn't feel bad. He kept building the pushes and then it started to feel great!!! I loved it and was begging for it days later. Lol.

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  2. All anal play has happened recently for me....yummy. It started with fingers and lube, then moved to anal toys(I highly recommend anal beads btw) and finally all the way. It wasn't the best first experience...somewhat painful. Practice makes perfect ;)
    Anal definitely has its place from time to time.

    xo
    Leah

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  3. Olive oil? Wow, I'm surprised it worked! Veronica and I feel the same way, we couldn't imagine life without some butt-loving once in a while :-)

    I've written about our anal adventures before, I'd have to dig back a ways to find them...

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  4. That is unfortunately My slut's biggest hard limit...Sigh!!!

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  5. Carolina, Thanks for commenting! We'd be foolish to lie and say it *never* hurt, but when it's done right, omygod, it is divine! Glad to hear to you were able to make it to the great

    Leah, Yes, definitely not all the time, but it's great to have it in the repetoire. ;) Thanks for your comment!

    Marcus, I hope you get to experience it one day. I know my husband loves it. :)

    Hubman, I guess when you're super horny and willing to try, even the weirdest things seem to work. ;) I have the link to your story here. Hope you don't mind me linking for you, cuz it's a great read!

    William, Sorry to hear that, but I'm sure she is the perfect little slut in many other ways. We all have our limits.

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  6. Indeed. But I would like to try it from both perspectives.

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  7. I enjoyed reading this. It's still something my wife haven't tried together. Maybe this will be the year. :)

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  8. I'm still at the "No way José" stage. If it's fun for others, great, of course, but it's not what I'm looking for.

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  9. Marcus, That's kinda hot. My hubs is only interested in my perspective. ;)

    13messages, This could be the year. Good luck. I do tend to find it much better when I initiate it, so hopefully she'll be able to get into it for you (and her).

    Petra, Yeah, everyone certainly has their own limits. I just know what I like.

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  10. i really wanna try this for real. only once can i recall trying it. i think it's one of those things that you can't just try, it takes a lot of preparation, talk, and patience.

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  11. --Nudges that Girl
    Winks at her
    Gives a meaningful smirk while wiggling eyebrows.

    LOL

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  12. That Girl, You should def talk to your hubs about this. ;)

    And, if not, looks like Marcus *may* be willing to help you out.

    LOL!

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  13. The last time I did anal sex was way back in 1993. Why? The ladies take one look at my cock and go "Oh, hell NO!" I don't miss it...just amused that nobody is willing to give it up for me for almost 20 years now. ;)

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  14. NV, Maybe you're just asking the wrong girls. ;)

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  15. Oh, I am NOT asking the girls...they already made up their minds the second I took my pants off. ;)

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  16. Well, my first anal. Let me remember...

    I had girlfriends using their fingers on me, but first real anal was with a pro.
    I remember I was coming from vacation. The boat arrived on the port late at night, I took my girl to her house and I went directly to a prostitute house. I don't know why, something like a magnet took me there. The car was still full with luggage and I was tired and bit of dirty.
    I went to one I knew that was bit of kinky. The girl was not-so-pretty. She asked me what I wanted and I requested a penetration. She replied with two prices and I took the most expensive and more "hardcore".
    She came back with a bikini and two dildos, a thin and a normal one (i think so, I never tried again). She insisted I should wear the bikini. And I did it. She wore the big dildo and forced me to blow it. As I never tried again such thing it was hard but soon I managed to take all this huge thing in my mouth. And I liked it.
    Then she told me to turn over. She started playing with my ass and her fingers. It was delicious. After a while she tried to penetrate me with the big dildo. But, hell, it was soooo painful. I simply could not stand it. I told her to take it of, but she insisted I should take it in my ass. But in the end I could not stand it and she took it of (the customer is always a customer).
    Then she took me with the thin one. This was really enjoyable. I remember moaning and shouting so hard that she had to increase the volume of a shity stereo she had in the room. Every pushing of her was giving a pleasure (prostate I suppose) and I was feeling like a small orgasm anytime she pushed. A few minutes later probably she got bored, she laid me down facing at her and continued fucking me. In the end she simply touched a few times my cock and I started cumming really, really a lot.

    Well that was the story. Sorry if has been tiring for you. In the end I really enjoyed, although I never tried again.
    I would like to repeat it, but not with a pro this time.

    Gerry

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  17. Great memory! Thanks for stopping by and sharing. :) Hope you get the opportunity to try it again sometime.

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  18. Olive oil? Wow, I'm surprised it worked! Veronica and I feel the same way, we couldn't imagine life without some butt-loving once in a while :-)

    I've written about our anal adventures before, I'd have to dig back a ways to find them...

    ReplyDelete
  19. I was like you...no way was I ever letting anything in there but my ex bf somehow during one of our mating rituals..he was sticking it into the wrong place and asked me if he could. I was so beyond horny that I said yes. Let me tell you, even with lubrication, it hurt alot. I didn't want to do it ever again but then the next time, he tred again...very slowly and I didn't feel bad. He kept building the pushes and then it started to feel great!!! I loved it and was begging for it days later. Lol.

    ReplyDelete

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