What is YOUR "wildest" anal sex experience?

Contributor: Bignuf Bignuf
I posted my true "wildest" story as the answer to another question elsewhere on the Forum, but it occurred to me it may make for an interesting discussion question on it's own....

Here is MY "wildest" ever "anal sex" story. WHAT IS YOURS????

Of all people, it was the cheerleader (Captain) who introduced me to anal both ways, as a college freshman (we were both "legal age" at that time. I was not even a football player or jock, either. I was the Chemistry major, debate team, pocket protector "nerdy kid"...but that too is another story.

She was stunningly beautiful, highly intelligent (pre-med...the ONLY reason she was "dating me" for that time), had an amazing sense of humor, and was totally into "health food and natural everything, including the material in her cloths". She was also an Anal Sex Master without compare.

She was "saving her V for marriage" and didn't want to mess with birth control or have ANYTHING "artificial" in her body, like pills, or creams. She was truly an anal wild-woman, and introduced me to giving (she wanted my fingers, tongue and penis in there on EVERY date, every time). She also introduced me to her finger, tongue and a couple crude toys of the day (that was nearly forty years ago!!!!).

I must say, to this day I wonder where on earth SHE learned to be so "proficient" with this activity, but she was really a class A expert. Even as a hormone raging young man, she was almost too much, sometimes, as she simply would wear me out, and still want more. This, however, lead to the wildest sexual weekend, anal or not, of my life.

Her parents went away one weekend, and she wanted me to "come over and stay at her place". I made an excuse about going camping with my best friend, to my parents and showed up on her doorstep on Friday evening. (Yes, we were BOTH still living at home, going to a University in our city's Downtown). She promptly informed me...in exactly these words "I want to feel you in my soft little ass, in that nice warm place, all weekend". She wanted to stay in bed...with me inside her...literally, all weekend.

She wanted my ERECT penis there, and also to keep it there when flaccid between romps!!!! Other then a few trips to the bathroom, she wanted me there...at all times!!! The times when it just would not stay, my fingers "had to do".

She had FOOD, beverages, snacks, reading materials, a TV, all positioned so we could STAY IN HER BED. When I had to urinate...yes, you got it, she wanted me to "stay in her" and just give her a "urine enema". She was into Enemas too..."healthy ones, with Coconut milk and coffee", etc, since she was an "all natural" health food fanatic too.

Even when she was on the potty, she insisted I come into the bathroom with her, and I would stand in front of her, with my penis in her mouth, so she could get me hard...again, then it went right back into her butt...even before leaving the bathroom, and she walked "in front of me" impaled on my tool, to the bed, where she leaned over and said, "HARD...give it to me HARD".

I am NOT making this stuff up. That was, without question, the wildest sex weekend of my life and nothing before or since comes close. I am sure nothing will.

When her parents arrived home late Sunday night, I was just leaving and as they smiled and "thanked me for helping keep an eye on their house and their little girl while they were gone", I almost felt guilty for all that they DIDN'T, I'm sure, have a clue about.

Sadly, her family moved across country, and she went out to study in California, and to this day I have no clue what became of her.

I still appreciate the incredible "schooling" she gave me, and think of her fondly still...despite being happily married for over 3 decades now. I can honestly say I got to live one weekend of total insane sexual abandonment and fun. My own personal porn movie to replay in my head, for life.

Thanks Mary, wherever you are.

I am not jealous of many men, but I suspect there is one guy out there, married to that woman, who is one incredibly lucky dude in the "wife" department.

SO...there is MY "wildest". Can YOU top it??? Please share......
06/26/2011
  • Save Extra 50% On Sexobot Attachment
  • Upgrade Your Hands-Free Play!
  • Save 70% On Selected Items. Limited Quantity
  • Complete strap-on set for extra 15% off
  • Save 50% On Shower Nozzle With Enema Set
  • 1
  • 2
  • 3
  • 4
  • 5
All promotions
Contributor: GingerAnn GingerAnn
Captivating topic discussions on Anal Sex:

Who likes it better?
Would like to know who enjoys anal sex more. Men or women.

Ladies: Do you like anal sex?
Usually ladies I've asked seem shy or deny enjoying anal sex. Do you enjoy it?

Wildest Anal Sex Experience?
Let's spice this up. Anyone have any really memorable anal sex experiences to share? We love new ideas or even stories to laugh over, or think about..

Does using anal toys hurt?
Ive never had Anal sex before or played with Anal toys and i was wondering if they hurt??

Tips for a first timer?
My boyfriend and I are curious about anal sex, neither of us have ever experimented with it and are both wondering if there are any precautions we...
06/26/2011
Contributor: RonLee RonLee
uh YOU WIN!
06/26/2011
Contributor: Bignuf Bignuf
Quote:
Originally posted by RonLee
uh YOU WIN!
Ha, Ha. Yes, that adventure really did "rock my world" for a few years...and then some. I still wonder what became of her..did she finish medical school and is a doctor somewhere? Is she still the sexual dynamo she was then...or did she ramp it up even more?

Honestly, I wonder too, if by today's "clinical" definition, if the girl was not a real, live "nymphomaniac", The real deal?

I would come by and say "let's go to a movie" or "let's go get some ice cream"....whatever...a nd she would respond "Oh NO...my parents are out till ten PM and so let's DO IT"!!! She wanted SEX more then any other activity and to the exclusion of "going out to have fun", as it were. Never known anyone like that before OR since.

Even as a young, VERY horny guy (I guess we all are, at that age), she wore me out. Seriously. There were times I was bedding her, and would have LIKED to be doing something else for PART of the evening, at least...if you can believe it.

It is only now, in retrospect, that I wonder what made her that "insatiable" ?

Oh well....I wish her well, but I also thought that for sure, by sharing this story, that frankly, I have told VERY few people in my life, there would be a FLOOD of "great stories" from others. Come on, folks, I cannot be, in my boring life, the ONLY one who has had a wild weekend!!!???

I only dated this girl for about three months before the move took her completely out of reach (no internet, Facebook, Cell phones or ANYTHING back then). Even a phone call was the FORBIDDEN "LONG DISTANCE" price.

Surely, with some of you in longer relationships, there have to have been AMAZING stories to tell. Please share.
06/26/2011
Contributor: Acorn Acorn
That is an amazing story...just wow.
06/27/2011
Contributor: Bignuf Bignuf
Quote:
Originally posted by Acorn
That is an amazing story...just wow.
Wow, yes...but does no one else have a story like this in their life??? I CANNOT be the only one.
06/27/2011
Contributor: Bignuf Bignuf
Quote:
Originally posted by Bignuf
Wow, yes...but does no one else have a story like this in their life??? I CANNOT be the only one.
Still no one giving THEIR story? Interesting indeed.
07/01/2011
Contributor: Bonesdance Bonesdance
I wish I had something that could top or rival that, but nothing even comes close.
07/01/2011
Contributor: Bignuf Bignuf
Quote:
Originally posted by Bonesdance
I wish I had something that could top or rival that, but nothing even comes close.
Wow...well, there has to be SOME "memorable" experience you have had...right?

No one is sharing their own stories, which is odd at this site. EVERYONE has a story. I really knew my adventure that weekend was a little wild, but I didn't think it would be in any way "un-matchable". I have a fairly boring life...really, folks.
07/02/2011
Contributor: newfoundlust newfoundlust
Not even close. You win.
07/02/2011
Contributor: M121212 M121212
Quote:
Originally posted by Bignuf
I posted my true "wildest" story as the answer to another question elsewhere on the Forum, but it occurred to me it may make for an interesting discussion question on it's own....

Here is MY "wildest" ever "anal ... more
Wow, amazing story! That is so HOT.

I can't think of anything nearly so crazy in my experiences. I have one that is much more sweet than wild. My favourite anal memory might be just after I got my first toy, the first time my partner came over to play with it. Up until that point he had always been the one initiating anal, so this was the first time that I had started up the butt play. It was sweet because we were both so careful and virginal about it. There was a lot of communication like "Are you sure this is OK? How do you feel?" and me being really happy about it all. Then after we'd had out little evening together, he said, "I want you to sleep with it in." Which I was happy to oblige.
07/02/2011