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......
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......