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.

 

[1960curious]

My very Hot young neighbor sun bathing in her back yard!

She caught me watching her and she just smiled. She knew exactly what she was doing!

 

[Sprocketman74]

I have a hot Latina about 28, nice round ass, and size C tits. Her husband has caught me looking though and was not too pleased.

 

[hulmule]

Been so many thru out the years. I 'm lusting after my post lady now. Havent seen her in a few.. looking forward to seeing that smile...

 

[Sprocketman74]

I had one about 10 years ago across the street and she and her husband left the blinds open but only cracked. I could not see much but the outline of her body.

 

[WhO2]

When I first got out of college I had to work for my dad a while. He had this very pretty (not sexy) 35 y.o. mom working for him. After a while we flirted a lot, then we played grab ass (i loved grabbing her excellent butt without her pulling away). We even talked about having an affair, but then one day they moved. Not sure if it was coincidental or if her husband found out, but I never saw her again. I wrote a story about it if any one is interested.

https://www.literotica.com/s/the-office-milf

Everything was true up until the part she leaves the room key in the Cracker Jack's.

 

[Carson19820]

1) Eighth grade science teacher. She was 36 and wore tight knit shirts that wrapped around her big nipple protruding bosoms. Great ass too.

2) First woman I truly fell in love with. We were in art classes together in a community college. I was 18 and she was 28 with a four year old.

3) Boss's wife years ago. I was 25 and she was about 37. Not a great face but a great ass.

4) Mother of a girl my daughter went to school with. 40, four kids, and a great body and cute face. Doesn't hurt she is as sweet as can be.

5) Girl that used to work for me. Three kids and at 35 still a beautiful body. She's very pretty to boot.

 

[bookworm69]

My daughter’s drama teacher… 40s Greek lady, beautiful, long brown hair, a voice that you could listen to for hours, curvy body with a great, great ass. Used to love parent-teacher conferences.

 

[storypost603]

My dads co worker. Use to see her at the company tennis tournament in her tennis shorts. I use to follow her around like a puppy dog. She now and would ask me to do all kinds of stuff for her. I would go help my dad and end up in her office Just like every other guy who worked there. She did tell me I should come over to her apartment building and swim some time. I wish I would have known what I know now and went and took her up on that offer.....

 

[MarsterKevin]

when I was 18 like most of my mates we all fancied one of our friends mums. She was beautiful, a little short large tits at the time I would not have known the size but as I’m now a lot older I would say the were in the aria 36dd.
Anyway one night walking home late at night. I walked pass her house and saw the front door open. It was too late at night to be opened. I went in calling her name but got no answer. I knew my friend was at his gf as I had been with them.
I walked around the house trying to see if someone was about. I walked upstairs checking in each room it seemed the place was empty, went into the last room still calling out her name. When I opened the door someone was a sleeping in the bed. I called her name again and she moved. I called again but this time I said it was me. She sat up and asked how did I get in I told her the front door was wide open. I could not help but stear at he she was sleeping naked and he beautiful tits were on show. To my surprise she got out of bed naked put a dressing gown on and said let’s go down stairs and have a tea.

As we was in the kitchen I told her wat had happened and asked why she didn’t lock up she said a friend had been in and thought the door was locked. Once the tea was made we went into the lounge to chat. I sat on a chair in front of the electric fire she sat on the sofa.
We spoke for ages more than we had ever spoken. About life about other patents I told her that all us boys lust after her. She smiled and asked why. I told her we all thought she was beautiful.
She asked if she could sit with me in the chair. No second thoughts from me. She sat on my lad and yes I was as stiff as an iron bar.
She commented that she didn’t expect that I’d be hard before she sat down. I blushed but didn’t stop me putting my hand on her tit.
Before I knew it she was now kneeling in front of me with my cock in her mouth. She took control I just did as she told me. Yes she fucked me I didn’t last long. When she had finished with me she said come back tomorrow night but make it a little earlier.

The next day I was walking around with the biggest smile and hardest cock.
I did see her this night which lasted all night with a hours sleep in between. Another story but she was the start of my sex life.

 

[Nellie60]

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.

That sexual act was mind blowing as you can imagine for me at the time. She was intense and looking back very experienced.

I blame her for that desire in future girlfriends!!

 

[Britva415]

one day they moved. Not sure if it was coincidental or if her husband found out

I bet she knew the whole time that she was going to move away. So, she probably saw you as "safe" to flirt with because the stakes wouldn't ever get too high before then.

I highly doubt that they moved because of the flirting and ass-grabbing.

 

[Tomr]

My grade school music teacher. She was FINE! My high school biology teacher. Man she was fine as fuck!
Also a few neighbors.

 

[Glassnslate]

I wrote about the naughtiest mom I know in that thread, but her friend is the MILF I list after and still think about sometimes. I had been having sex with a hot married mom for about 2 months. One evening she invited me to go and play pool and get drinks with her and her friend.

Well, her friend was a MILF of a different sort. She was dressed in leather skirt and some kind of leather top. The skirt was too short and the top too small. She was too voluptuous to be contained by her clothing. She looked like she should have been in an 80’s hair band video. We spent the night having beers and playing pool. The entire night I drooled over her leaning to shoot shots and at every chance. I tried to be low key, but my fuck pal knew I was ogling. She even stirred the pot by asking me questions about her friend and so on.

I was to young and to inexperienced to realize that my chance to bang both of those ladies was that night. I let it slip away due to my innocence. I filled my naughty mom with cum that night thinking of her friend. In subsequent nights I wiped my cum off my chest after thinking of her friend. By the time I realized my chance, and got the courage to ask my naughty mom about her friend it was too late. The two of them fucked her husband together instead.

 

[pace_purr]

My favorite Milf lived across the gardens from me from my early teens to my marriage I would see her every day gorgeous figure beautiful face she used to get ready for bed every night with her curtains open used to drive me crazy I used to masturbate frequently watching her, I wouldn’t have been surprised if she knew what she was doing to me

 

[Mrman69]

Blast from the past..... awakens memory of first bi desires.

When chatting on here i was telling people that I first had bi - desires about five years ago. Bi as far as me orally pleasing another man ..... But i got an email from a former GILF who I had desired so badly. We had been on a river cruise together for about a week. Myself she and her husband would sit around and talk. I really would have liked to spend time with her. We part ways, a year later I was separated from my wife and struggling a great deal. I had been emailing the wife and she invited me to stay with them for a vacation. It was then when I realized for the first time that I could allow myself to be with a man as long as all three of us shared the bed.

I never could get there. four years later her husband passed. And then we were out of touch. Last week she touched base again. And she also invited me to visit but it is across the pond and I doubt it will ever happen.

Do you practice your bisexuality or just fantasize