Milfs you have lusted after.

[Nellie60]

When I was in my teens, I had a real crush on one of our neighbours.
She was in her 40’s and as far as I was concerned she was the sexiest woman ever.
I would take every opportunity I could to chat to her when she walked by.
I offered to do some odd jobs for her during. The school holidays.
One day she asked me if I could help her clear her garden of weed and brambles, which of course I said yes to straight away.
After I’d finished the job she invited me into her house and offered me a cold drink and some snacks.
Of course I accepted and sat in her kitchen as she served me a cold drink and some snacks.
I couldn’t keep my eyes from her breasts and especially how her nipple showed through her robe.
In my mind I wanted her to open her robe and show me her naked body for me to do what I wanted, but this never happened.
I’m sure she knew she was teasing me, but the only pleasure I got out of the event was having a wank thinking about her curvaceous body.
I had many other similar episodes with her but never made a move.
Possible a good thing that I had read the situation completely wrong. Or maybe just a missed opportunity to fuck a real milf.
I’ll never know but I love to think about the what if.

My very first sexual experience was with an older woman who was probably in her early forties when I was late teens.

She, I remembered was a very sexy petite blonde, the mom to a friend.

She gave me an incredible handjob after sneaking into my bed one night during a sleep over. That experience was a game changer for me for the rest of my life.

 

[Beth_Anne90]

When I was in my teens, I had a real crush on one of our neighbours.
She was in her 40’s and as far as I was concerned she was the sexiest woman ever.
I would take every opportunity I could to chat to her when she walked by.
I offered to do some odd jobs for her during. The school holidays.
One day she asked me if I could help her clear her garden of weed and brambles, which of course I said yes to straight away.
After I’d finished the job she invited me into her house and offered me a cold drink and some snacks.
Of course I accepted and sat in her kitchen as she served me a cold drink and some snacks.
I couldn’t keep my eyes from her breasts and especially how her nipple showed through her robe.
In my mind I wanted her to open her robe and show me her naked body for me to do what I wanted, but this never happened.
I’m sure she knew she was teasing me, but the only pleasure I got out of the event was having a wank thinking about her curvaceous body.
I had many other similar episodes with her but never made a move.
Possible a good thing that I had read the situation completely wrong. Or maybe just a missed opportunity to fuck a real milf.
I’ll never know but I love to think about the what if.

Seems like you passed up an opportunity of a lifetime Surfer dude!

 

[UtilityCurve]

If you're a str8 guy and you can't recall having done so, check your pulse.

A mom who dropped her son off at the pre-K I took my daughter to. Lawyer, as it turned out. Oh, that suit, stockings and heels!

 

[NightBirdNYC]

There is EXACTLY zero chance that grown women (and some girls) are unaware that men and boys are masturbating while fantasizing about encounters with them particularly or their sisters--as you read this! They're not stupid.

But they may be willfully blind, choosing to ignore the privileges that sort of devotion (it's not choice, ladies, it's biology and makes are not going to "grow out if it's in your or your great granddaughter's lifetime) confers, all the while focusing (as all humans do, unfortunately) on the DOWNSIDE of that interest.

I have no idea where "the line(s)" ought to be drawn, but I know the way we raise girls and boys now is dysfunctional, demanding of each that they struggle (at no small emotional and physical cost) against their biologies and instincts and seek instead a wholly ideological way of living.

It's been centuries since philosophers drew up the battle lines between mind and body, nurture and nature. Haven't we spent enough time fucking up to realize that BOTH operate on each of us and that to deny that is to deny reality itself?

I want a woman to be flattered at the thought that she may propel one of my ejaculations. I want her to be confident that admitting that is so totally okay and natural and that ME forcing that realization on her is wrong and even counterproductive; it's only good if it comes from the heart.

Speaking for myself, I’m always very flattered upon the realization that someone has masturbated with me in mind or while watching me! I consider it to be one of the most exciting sexual compliments. And that’s probably why I love receiving cum tribute videos! Watching them is always delicious!

 

[Jay142]

The best places to hunt for MILFs are at PTA meetings, kids' sporting events, and the grocery store. When I coached Little League, we'd be drafting players, and when you got to the later rounds and the remaining kids weren't that good, we'd ask, "What does their mom look like?" If you are going to have some kid that can't hit, catch, or throw on the team, you might as well have some eye candy around.

 

[DoodyMonster]

The best places to hunt for MILFs are at PTA meetings, kids' sporting events, and the grocery store. When I coached Little League, we'd be drafting players, and when you got to the later rounds and the remaining kids weren't that good, we'd ask, "What does their mom look like?" If you are going to have some kid that can't hit, catch, or throw on the team, you might as well have some eye candy around.

When I coached kids football (soccer) teams I took the opposite approach. I'd check out the moms first and then decide "I'll have her kid, and her kid, and her kid..........on my team".....lol

And then I would look for one of the moms to volunteer to be "assistant coach" to lend a helping hand......

We never won many games but I had a blast

 

[Turningtrevor]

Speaking for myself, I’m always very flattered upon the realization that someone has masturbated with me in mind or while watching me! I consider it to be one of the most exciting sexual compliments. And that’s probably why I love receiving cum tribute videos! Watching them is always delicious!

It’s just happened thanks lol

 

[NightBirdNYC]

It’s just happened thanks lol

Wishing you would have made me a little clip of that!

 

[Turningtrevor]

Wishing you would have made me a little clip of that!

I’ll see what I can do, you have given so much x

 

[Kevinsue]

I list over my ex boss wife, she is proper posh, not really fit but there is something about her. She has large tits with a cleavage to die for. When I work for this company she was finance director. She would come into work and always show her cleavage she would ask me into her office and we would sit at the large table next to each other. She knew I was looking down her top. One time we was invited to a party she asked if I was going when I said yes she told me she would like to go but her husband was going anyway that weekend. I told her ld go with her. Hoping we would get it on. We spent the whole evening together talking. When I told her she had a great cleavage she went bright red and told me not to embarrass her. I asked if she fancied moving on from the party. She declined. I spend most of my wanking time thinking of her. I had to leave the company because I was getting obsessed over. She still text me even though I have six months now. I’m sure she wants to get it on but unsure how to do it.