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MILF Stories – Passion, Desire & Real Hookup Tales

What started as a fantasy of a more experienced woman turned into one of the hottest experiences of your life. Or you were just hanging out, and it turned into a steamy night that you still can’t stop thinking about. Sounds familiar? Well, if you have erotic MILF stories, post them here.

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An Unexpected Encounter at the Park
So one time I answered an ad on and it was someone looking to meet up at the park. This person was looking to suck some cock so I got an answer of him wanting to meet. The post said M4M looking to

Posted by a straight man

By boo123

Unexpected Connection During Apartment Rental
I had been thinking of having a bit of fun with a younger guy for awhile now . The opportunity arrived when I put up ad ad to rent out an apartment we have .I received lots of interest mostly by

Posted by a straight man

By HawkKelp6915

A Journey of Self-Discovery and Connection
I was a straight guy all my 53 yrs. married .had many women before and after 5 yrs ago I had a 21 yr old .then a 24yr old I am still fwb just her 3 yrs but I did talk to a guy last year met for

Posted by a straight man

By Deleted User

A Unique Encounter at the River Park
I am a bi man thank you not an option lol well I had a BBC friend pick me up in his BMW we went to the river park area hit the walking trail. Hit the last step at the rivers EDGE I turned his BBC was

Posted by a straight man

By 0u812b4icu812

An Unexpected Home Encounter with My Wife
Was horny today and was hoping I could get a blowob from my wife when I got home. That would be a couple hours, but a guy could hope. The time arrived and was finally pulling into my driveway. Walk

Posted by a straight man

By HermitDune2730

Unexpected Encounter in the Grocery Store Lot
Not straight, not gay, but definitely bi. So I will tell what happened to me today. It really didn't happen to me, I set it up with a guy I have been talking to via email. He has been looking

Posted by a straight man

By HermitDune2730

Adventures in the Woods: A Tale of Discretion
Sooo… As I am sitting here with an ex girlfriends thong on I just can't help rubbing my bulge and soft balls wishing I had a Juicy dick to suck and get the HOT creamy reward to the face

Posted by a straight man

By Hurricane Tongue

Exploring New Connections Through Online Dating
met this indian on line, being bi i thought i'd try it out we met and right away i was hot for him. i started by taking out his long cock then started to lick and suck him. after awhile he

Posted by a straight man

By happy65

A Daring Night Out: Exploring New Boundaries
Hello were to start. I use to be straight. Until I met this girl, she was very kinky. What got her off was watching 2 guys go at it. She told me the idea, and I was like forget it. She was like

Posted by a TS / CD

By funbiguy44

A Biker's Unexpected Night Out Adventure
I was a long haired biker guy back in the day. I had a smoking hot girlfriend at the time. She was out drinking with friends. I went out with my friends to do the same. She usually stayed out late or

Posted by a straight man

By Deleted User

Exploring Curiosity in an Unexpected Setting
I met a guy hosting a glory hole and went back on several occasions because his mouth was like no other, better than my Gf or any other guys I'd let suck me. Well one night I went over nice and

Posted by a straight man

By Hurricane Tongue

A Lunch Break Encounter Next Door
Was horny and hadn’t got any from wife in a while. Holding in a huge load and needed relief. Saw an ad from an x wrestler about 30 years old. Hot body and great ass. Three blocks from my work.

Posted by a straight man

By chidaddy

An Unexpected Encounter in Aspen
Hello, thought I would take the time to tell you one of my stories, this happened bout a year ago, Im bi and stand 5ft6 152lbs with a 7in cut cock, i found an ad for a guy who was hosting and

Posted by a straight man

By ready to mingle

Unexpected Connection at the Bookstore
I have never considered myself as gay.i was in prominent book store looking for a gift, a young man who I thought worked there,asked if he could help me find something. He took me to a section and I

Posted by a straight man

By Deleted User

Unexpected Connections During Home Renovation
Many years ago I was remodeling my house and had asked my brother-in law to help. He agreed and was ready to work. After about two weeks we were not very far along so we talked and decided to work

Posted by a straight man

By Deleted User

A Night Out Leads to an Unexpected Connection
When I was 23 the girlfriend I had been with since I was 16 dumped me, I was a wreak so a couple of my buddys took me out "drinking" to take my mind off her. After a few hours both of them

Posted by a straight man

By chubby3

An Unexpected Encounter with Roommates
I'm a straight male from Missouri. I was curious on if a guy had good oral skills or not. I had a few hit me up when I made a post looking for women. Well I decided to try it once. This dude

Posted by a straight man

By Deleted User

Unexpected Connection at a Late-Night Bar
Was at a party little drunk but was talking to this pretty young lady am 46 year white she was 24year old latino the party started to break upwe both left with other to go a bar we was walk and

Posted by a straight man

By benny3105

An Afternoon at the Gated Community Pool
I had met this man online a few years ago. He was a lawyer and had a place in San Dimas (gated community kind of thing). He took an afternoon off and we made plans to go swimming at his place. He met

Posted by a straight man

By Deleted User

An Unexpected Meeting in a Parked Car
I met someone they said they needed head, im normaly straight but been watching cumshot porn tranny and gay and getting turned ok n wanting cock and cum started eating my own cum, anyway I met him

Posted by a straight man

By Deleted User

Top Authors

Discover the most engaging creators on Doublelist — ranked by views, listens, and upvotes, with fresh voices breaking in every week.

Rank Author · Category Latest Story Views Listens Upvotes Trend
#1
derake14
Gay Straight for Gay Straight
Parking lot kiss 37.4k 637 4.1k
#2
Tiffanyheels
Trans Couple Straight
Crossdresser house party 82.5k 1.5k 3.3k
#3
KestrelElbow9092
Gay Straight for Gay Straight
Careful what you wish for. 27.9k 379 3.1k
#4
cnysub
Gay Trans Straight
Gay Bar Show 51.4k 563 2.9k
#5
kimorafoxxsexycd
Couple Gay Trans
Gf knows I’m bi 81.1k 1.1k 2.8k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 50.5k 464 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 54.3k 277 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 50.2k 621 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 11.0k 372 1.2k
#10
butchmax
Couple Straight for Gay Straight
She didn't know till we where married 43.3k 380 1.1k
Page 1 of 50 · Showing 110 of 500 authors
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