I’m in a relationship with someone who’s nearly 18 years older than me. He started having sex three years before I was born. I’ve always preferred a more experienced lover who tends to be old enough to be my father. I feel no shame over this.
How to have sex with a man who started having sex before I was born
How I did it: I was dating the 14-year-old, three-years-younger-than-me younger brother of my best friend who I had a big crush on since the fifth grade. This best friend came out of the closet three years ago, and I started dating his brother almost two years ago (already?!). We had a tempestuous and highly sexual relationship, and we broke up a few times but continued having sex during those times, though he was so much younger than me. When he ended the relationship last October I was emotionally devastated. I began talking to his 47-year-old father, who is also the father of my best friend, and eventually ended up having sex with him, on multiple, heated occasions. What's weird about it is the fact that I'm f***ing the same dick that made both my ex-boyfriend and my best friend. He started having sex about 32 years ago, 13 years before I (and my BFF, his son, born the same year) was born. I am 18 years old. The sex is great and he's definitely experienced.
Lessons & tips: None, really.
Resources: Nada.
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In a serious relationship with a man who’s 22 yrs older ( 20.. 42). He started 8 yrs before I was born.
Most people don’t understand it and say that the age difference is way too big, but I don’t care about that. We’re happy together and love/respect/care about each other. My oppinion; It’s not the age that counts, but the connection that you have. Age is just a number. And btw, the sex is great ;).
I can admit this so freely because I’m anonymous.
It was absolutely barely legal. I’d just turned sixteen (which is legal where I live). He hadn’t started having sex before I was born, but was definitely, conventionally speaking, too old for me. The sex was good, the relationship not-so-good. I broke up with him a few weeks after we slept together and have never really looked back. It wasn’t magical, but I’m glad it happened. I can’t believe how obsessed I was with the mystery that is sex before I actually had it. I imagine many will say I will no longer think this when I’m forty or something, but I would’ve been a less stressed out person if I’d gotten fucked earlier.
Since then, I’ve had more complicated relationships with older men. My current darling is in his late thirties, and I’m still in my teens. Only in the past months, however, have I gained the maturity to see how unfortunate my preferences are. While J is lovely, we are at two very different stages in our lives. He wants marriage and kids. I want to visit him between crazy travels and on college breaks. Both of us know that what we want of the other is almost impossible. This is obviously problematic.
I bet most will worry what will be thought of if they cheer this entry… ha
But he started having sex when I was in the third grade!!! Pretty wild when you think of it that way, lol. When I was single most of the guys I would date were 4-6 years older. However my boyfriend is about as old as I would go as far as being serious is concerned. He is 34 and I am 26. It is nice to be with an older man, that is for sure! He knows what he is doing in certain areas better than any ‘boy’ in his twenties!
Compared to some of the entries on here, my fiance is not too terribly much older than I am (13 years, 11 and a half months)), but he got an early start ;). It’s not like he’s really old enough to be my father. I won’t say older men in general are awesome, although I’ve never had a man under 30 (found out my ex lied about his age! He acted about 12, though), but my man is awesome, and I wouldn’t trade him for the world. Despite the age difference we have a lot in common and get along really well.
He was 35 . . . I was 17.
He was 18 when I was born and already well in the game.
I call it a youthful indiscretion, and a huge mistake. He was my cross-country coach and he was going through a divorce.
I had a long relationship with a man who was 31 years older than me and while at first it was exciting and wonderful, it grew old, pardon the pun, very quickly. It really doesn’t matter so much if they’re older. They need to be a person who has a lot in common with you and has a lot to offer.
If it’s just for the experience and you don’t want a relationship, then it’s probably worth it just to try something different. :)
Older men around 35-45 are definitely the best. they have the experience about how to please a woman, and have the patience to do it. And the reason they treat us better? We are giving them something too, that guys our age take for granted, a hot peice of young a$$!








